Title: Far Southeast Side Vacation Home Rentals from CA $202: Search Top Private Vacation Homes for Rent | Expedia.ca

[Far Southeast Side Travel Guide](https://expedia.ca/Far-Southeast-Side.dx553248635976475411)[Hotels in Far Southeast Side](https://expedia.ca/Far-Southeast-Side-Hotels.d553248635976475411.Travel-Guide-Hotels)[Vacation Rentals in Far Southeast Side](https://expedia.ca/Far-Southeast-Side-Vacation-Rentals.d553248635976475411.Travel-Guide-VacationRentals)[Flights to Far Southeast Side](https://expedia.ca/Cheap-Flights-To-Far-Southeast-Side.d553248635976475411.Travel-Guide-Flights)[Far Southeast Side Car Rentals](https://expedia.ca/Car-Rentals-In-Far-Southeast-Side.d553248635976475411.Car-Rental-Guide)[Far Southeast Side Vacation Packages](https://expedia.ca/Far-Southeast-Side.d553248635976475411.Destination-Travel-Guides)

![](https://images.trvl-media.com/place/829/b4cf8e95-0f92-4795-af28-19f97bbf7dad.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Far Southeast Side Vacation Rentals

- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg)  
###  
Change your mind  
Book hotels with free cancellation
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg)  
###  
Treat yourself  
Sign in to save 10% or more on thousands of hotels  
[Sign in](https://www.expedia.ca/login)
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg)  
###  
Be picky  
Search almost a million properties worldwide

## Check prices for these dates

In two weeks

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635976475411&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=553248635976475411&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=553248635976475411&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=553248635976475411&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Far Southeast Side vacation homes

![Private kitchen](https://images.trvl-media.com/lodging/123000000/122930000/122921300/122921247/w1290h857x0y6-f6fedf26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/123000000/122930000/122921300/122921247/w1290h850x0y25-29256ad9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bathroom](https://images.trvl-media.com/lodging/123000000/122930000/122921300/122921247/w1290h854x0y18-53f94ac1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122930000/122921300/122921247/w1290h850x0y1-740ec46a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Merrilville

[](https://www.expedia.ca/Merrillville-Hotels-Modern-3BR-WDeck-Minutes-From-I-65-Fenced-Yard.h122921247.Hotel-Information)

CA $204

CA $518 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Merrillville-Hotels-Modern-3BR-WDeck-Minutes-From-I-65-Fenced-Yard.h122921247.Hotel-Information)

![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121820000/121815200/121815186/b1ada0e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121820000/121815200/121815186/6a00edbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Toilet paper](https://images.trvl-media.com/lodging/122000000/121820000/121815200/121815186/0d8c5080.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/122000000/121820000/121815200/121815186/d8580e49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Sauk Village

[](https://www.expedia.ca/Sauk-Village-Hotels-Pleasant-3-Bedroom-House-In-Sauk-Village.h121815186.Hotel-Information)

10/10

Exceptional

(1)

"My Experience Was (NOTHING) Short Of Perfect! The Place Is Nice & The Host Was Even Better! I’ll Forsure Be Booking Again! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Aaron K.

CA $127

CA $202 total

includes taxes & fees

Dec 30 - Dec 31

[](https://www.expedia.ca/Sauk-Village-Hotels-Pleasant-3-Bedroom-House-In-Sauk-Village.h121815186.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/109000000/108890000/108885800/108885786/b5e3f270.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/109000000/108890000/108885800/108885786/w1200h796x0y4-555fde87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/109000000/108890000/108885800/108885786/5b7a273e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/109000000/108890000/108885800/108885786/d374c994.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Richton Park

[](https://www.expedia.ca/Richton-Park-Hotels-Spacious-3br-Home-Near-Chicago.h108885786.Hotel-Information)

9.0/10

Wonderful

(14)

"Awesome stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Patrick J.

CA $149

CA $429 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Richton-Park-Hotels-Spacious-3br-Home-Near-Chicago.h108885786.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/89000000/88180000/88178900/88178891/w505h683x260y0-df8876b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/89000000/88180000/88178900/88178891/8063e4d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/89000000/88180000/88178900/88178891/w508h683x259y0-938c1ece.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88180000/88178900/88178891/f64972cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Gary

[](https://www.expedia.ca/Gary-Hotels-Honeycomb-Hideout-W-2-Bedrooms.h88178891.Hotel-Information)

CA $180

CA $582 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Gary-Hotels-Honeycomb-Hideout-W-2-Bedrooms.h88178891.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/84000000/83030000/83025900/83025813/7374e6e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/84000000/83030000/83025900/83025813/25334373.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/84000000/83030000/83025900/83025813/327a76af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83030000/83025900/83025813/835c3257.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Miller Beach

[](https://www.expedia.ca/Gary-Hotels-Dunes-Escape-Minutes-From-Indiana-Dunes-National-Park.h83025813.Hotel-Information)

9.8/10

Exceptional

(36)

"We loved our stay and had a relaxing time in the area. Buying groceries to cook was great with a full kitchen to cook with. Rooms were super nice and also had every accommodation we could need. Definitely will be looking to stay again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Braden S.

CA $117

CA $422 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Gary-Hotels-Dunes-Escape-Minutes-From-Indiana-Dunes-National-Park.h83025813.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/109000000/108220000/108219500/108219403/e3fd1233.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108220000/108219500/108219403/dfa31946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108220000/108219500/108219403/da25d2c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/109000000/108220000/108219500/108219403/e79449bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Robertsdale

[](https://www.expedia.ca/Whiting-Hotels-Charming-3-BR-Home-On-A-Cobblestone-Street-Near-The-Lake-Michigan-Lakefront.h108219403.Hotel-Information)

9.8/10

Exceptional

(15)

"Wonderful property and nice owners. I definitely recommend and will stay again if I'm ever in the area."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Karen D.

CA $197

CA $278 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Whiting-Hotels-Charming-3-BR-Home-On-A-Cobblestone-Street-Near-The-Lake-Michigan-Lakefront.h108219403.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71680000/71677300/71677273/7b6dc406.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/72000000/71680000/71677300/71677273/932d3e6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71680000/71677300/71677273/c1640248.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/72000000/71680000/71677300/71677273/5569ce20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Worth

[](https://www.expedia.ca/Chicago-Hotels-The-Comfy-King-Ranch-King-BedFast-WiFiFree-Pkg.h71677273.Hotel-Information)

9.6/10

Exceptional

(54)

"Perfect place for an 8 person golf trip! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Griffin P.

CA $213

CA $454 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Chicago-Hotels-The-Comfy-King-Ranch-King-BedFast-WiFiFree-Pkg.h71677273.Hotel-Information)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117980000/117975600/117975506/w905h683x59y0-1e5c290a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117980000/117975600/117975506/w903h683x61y0-6bb2c68a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117980000/117975600/117975506/w756h683x134y0-73459ea5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/118000000/117980000/117975600/117975506/w906h683x59y0-58db832b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in La Grange Highlands

[](https://www.expedia.ca/Chicago-Hotels-Guesthouse-Gem-2BR.h117975506.Hotel-Information)

10/10

Exceptional

(2)

"Good communication from beginning to the end. Will definitely stay at this property again on my next Chicago vacation."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Arnie B.

CA $119

CA $351 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Chicago-Hotels-Guesthouse-Gem-2BR.h117975506.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/124000000/123570000/123567200/123567128/e22610fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123570000/123567200/123567128/58591494.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/124000000/123570000/123567200/123567128/2c0997c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/124000000/123570000/123567200/123567128/8363a80e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Avondale

[](https://www.expedia.ca/Chicago-Hotels-Modern-Apt-In-Trendy-Neighborhood-W-Free-Parking.h123567128.Hotel-Information)

CA $123

CA $254 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Chicago-Hotels-Modern-Apt-In-Trendy-Neighborhood-W-Free-Parking.h123567128.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88500000/88494900/88494875/9878af78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/89000000/88500000/88494900/88494875/bcec636a_edited_4fdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/89000000/88500000/88494900/88494875/w867h654x78y17-d683a7ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88500000/88494900/88494875/w905h683x59y0-660799a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Willow Springs

[](https://www.expedia.ca/Chicago-Hotels-Coziest-Estate-Home-20-Minutes-To-Downtown.h88494875.Hotel-Information)

8.8/10

Excellent

(16)

"We liked the home, it had everything we needed. We loved having the pool table to play on, that was a hit! The backyard was clean and large, with lots of room! We had the privacy that we needed!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gabriela N.

CA $248

CA $548 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Chicago-Hotels-Coziest-Estate-Home-20-Minutes-To-Downtown.h88494875.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/106000000/105140000/105136600/105136524/33378924.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105140000/105136600/105136524/699d0fa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/106000000/105140000/105136600/105136524/c4f6c687.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/106000000/105140000/105136600/105136524/aa9396b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Oak Park

[](https://www.expedia.ca/Chicago-Hotels-Vintage-Urban-Retreat.h105136524.Hotel-Information)

10/10

Exceptional

(14)

"This location was very convenient, and in close proximity to both downtown Oak Park, and the greater Chicago area."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Thomas P.

CA $204

CA $660 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Chicago-Hotels-Vintage-Urban-Retreat.h105136524.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/118000000/117680000/117672000/117671933/afb1f08b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117680000/117672000/117671933/08f64820.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117680000/117672000/117671933/d127a41d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/118000000/117680000/117672000/117671933/b132ab29_edited_0386.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Maywood

[](https://www.expedia.ca/Chicago-Hotels-Charming-2-Bedroom-House-In-Maywood-With-WiFi.h117671933.Hotel-Information)

8.0/10

Very good

(20)

"Very nice place "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Elliot H.

CA $204

CA $334 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Chicago-Hotels-Charming-2-Bedroom-House-In-Maywood-With-WiFi.h117671933.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/97000000/96390000/96384200/96384152/baf1fbd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/97000000/96390000/96384200/96384152/f7e53c4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96390000/96384200/96384152/02ca8784.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/97000000/96390000/96384200/96384152/1e6ca815.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Elmhurst

[](https://www.expedia.ca/Chicago-Hotels-LUXE-3-BR.h96384152.Hotel-Information)

8.8/10

Excellent

(38)

"A really nice house, clean and well kept. Neighborhood is older but nice and quiet. Close to highway and lots of restaurants. The owner was very responsive and great to work with. I plan on using this VRBO again in future. Backyard was fenced in and I might bring my pets next time. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Scott C.

CA $149

CA $387 total

includes taxes & fees

Dec 19 - Dec 20

[](https://www.expedia.ca/Chicago-Hotels-LUXE-3-BR.h96384152.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/123000000/122820000/122812000/122811987/951dd1c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122820000/122812000/122811987/fa140d12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/123000000/122820000/122812000/122811987/57335499.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/123000000/122820000/122812000/122811987/51d80cbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Belmont Cragin

[](https://www.expedia.ca/Chicago-Hotels-Theater-Game-Room-Gym-Firepit-4BR-Home.h122811987.Hotel-Information)

CA $92

CA $704 total

includes taxes & fees

Jan 14 - Jan 15, 2026

[](https://www.expedia.ca/Chicago-Hotels-Theater-Game-Room-Gym-Firepit-4BR-Home.h122811987.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/103000000/102520000/102515700/102515612/b52cb489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, foosball](https://images.trvl-media.com/lodging/103000000/102520000/102515700/102515612/56333a9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/103000000/102520000/102515700/102515612/1f5f8b43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102520000/102515700/102515612/b918da67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Gary

[](https://www.expedia.ca/Gary-Hotels-Theater-RMKG-BdFam-Friendly-Home-NR-DunesBeach.h102515612.Hotel-Information)

8.6/10

Excellent

(17)

"i had a good time here. the house was great. thank you"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alvaro C.

CA $222

CA $619 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Gary-Hotels-Theater-RMKG-BdFam-Friendly-Home-NR-DunesBeach.h102515612.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/118000000/117470000/117462700/117462645/ff3980a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/118000000/117470000/117462700/117462645/63707a12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/118000000/117470000/117462700/117462645/f670e4e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117470000/117462700/117462645/b8eb971a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Miller Beach

[](https://www.expedia.ca/Gary-Hotels-Cozy-Family-Getaway-4-Blocks-Or-A-9-Minute-Walk-To-The-Beach.h117462645.Hotel-Information)

CA $179

CA $447 total

includes taxes & fees

Dec 23 - Dec 24

[](https://www.expedia.ca/Gary-Hotels-Cozy-Family-Getaway-4-Blocks-Or-A-9-Minute-Walk-To-The-Beach.h117462645.Hotel-Information)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111670000/111668700/111668679/cd881412.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/112000000/111670000/111668700/111668679/dd9a3475.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/112000000/111670000/111668700/111668679/41b59db4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/112000000/111670000/111668700/111668679/67091c30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Gary

[](https://www.expedia.ca/Gary-Hotels-COMFORTABLE-ALLUSION.h111668679.Hotel-Information)

10/10

Exceptional

(4)

"Very nice property. Kids loved staying here! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sydney D.

CA $297

CA $643 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Gary-Hotels-COMFORTABLE-ALLUSION.h111668679.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/91000000/90620000/90612900/90612832/793bb6f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/91000000/90620000/90612900/90612832/e028cf83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90620000/90612900/90612832/0900c857.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/91000000/90620000/90612900/90612832/94169926.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Oak Park

[](https://www.expedia.ca/Chicago-Hotels-Modern-Victorian-Vibes-Character-Charm.h90612832.Hotel-Information)

10/10

Exceptional

(27)

"Great location and walkable to restaurants. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Laura B.

CA $217

CA $677 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Chicago-Hotels-Modern-Victorian-Vibes-Character-Charm.h90612832.Hotel-Information)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/122000000/121310000/121303900/121303866/7b59028a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/122000000/121310000/121303900/121303866/2b52d153.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/122000000/121310000/121303900/121303866/6dc00e5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/122000000/121310000/121303900/121303866/9defe80f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Forest Park

[](https://www.expedia.ca/Chicago-Hotels-Classic-Forest-Park-Foursquare-1-Mi-To-Blue-Line.h121303866.Hotel-Information)

CA $194

CA $563 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Chicago-Hotels-Classic-Forest-Park-Foursquare-1-Mi-To-Blue-Line.h121303866.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/100000000/99270000/99269700/99269654/1a2e5255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/100000000/99270000/99269700/99269654/w1179h800x21y0-c9fb8097.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99270000/99269700/99269654/45b3ad33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99270000/99269700/99269654/24a188f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Burbank

[](https://www.expedia.ca/Chicago-Hotels-Modern-4BR-Retreat-Near-MDW-LCP-Collection.h99269654.Hotel-Information)

9.4/10

Exceptional

(6)

"Check in was easy and house was in safe neighborhood. It was a quick stay really a place to sleep for a few hours on our way through. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Stephanie S.

CA $253

CA $631 total

includes taxes & fees

Jan 12 - Jan 13, 2026

[](https://www.expedia.ca/Chicago-Hotels-Modern-4BR-Retreat-Near-MDW-LCP-Collection.h99269654.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-30&endDate=2025-12-31&regionId=553248635976475411&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg)

Save an average of 15% on thousands of hotels when you're signed in

[Sign in

](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FFar-Southeast-Side-Private-Vacation-Homes.d553248635976475411-aaPrivateVacationHomes.Travel-Guide-Accommodation)[

Sign up, it's free

](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FFar-Southeast-Side-Private-Vacation-Homes.d553248635976475411-aaPrivateVacationHomes.Travel-Guide-Accommodation)

## Top Far Southeast Side Hotel Reviews

![Congress Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/a9ee91b7_y.jpg)

### Congress Plaza Hotel

10/10 Excellent

"Room was comfortable and clean. Staff was very friendly "

[](https://expedia.ca/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information)

![Palmer House a Hilton Hotel](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/7f542141_y.jpg)

### Palmer House a Hilton Hotel

10/10 Excellent

"The room was very spacious, the hotel lobby and bar are beautiful. Staff is super friendly and helpful! Would definitely stay here again"

[](https://expedia.ca/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information)

![Eurostars Magnificent Mile](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/08bbf982_y.jpg)

### Eurostars Magnificent Mile

10/10 Excellent

"Loved the location and the room was nice with a view!"

[](https://expedia.ca/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information)

![The Royal Sonesta Chicago Downtown](https://images.trvl-media.com/lodging/1000000/20000/17600/17543/696a55e6_y.jpg)

### The Royal Sonesta Chicago Downtown

10/10 Excellent

"Hotel was very nice. Clean and quiet rooms. Good value for the price. Staff was super friendly and overly accommodating during our stay. From the curb service upon arrival, the maintenance man that had to make a minor repair in our room to the bellman that waited at the curb with us to load our bags in the uber. Cannot recommend this hotel enough!"

[](https://expedia.ca/Chicago-Hotels-Royal-Sonesta-Chicago-Downtown.h17543.Hotel-Information)

![Club Quarters Hotel Wacker at Michigan, Chicago](https://images.trvl-media.com/lodging/1000000/890000/889800/889753/f3eb640d_y.jpg)

### Club Quarters Hotel Wacker at Michigan, Chicago

10/10 Excellent

"Very clean and the staff was wonderful!"

[](https://expedia.ca/Chicago-Hotels-Club-Quarters-Hotel.h889753.Hotel-Information)

![Silversmith Hotel Chicago Downtown](https://images.trvl-media.com/lodging/1000000/120000/116700/116674/da03d6b4_y.jpg)

### Silversmith Hotel Chicago Downtown

10/10 Excellent

"Beautiful old hotel convenient to downtown . Wonderful rooms and great onsite dining. You can hear the trains outside from pretty much every room but I found it acceptable noise level. "

[](https://expedia.ca/Chicago-Hotels-Silversmith-Hotel-Chicago-Downtown.h116674.Hotel-Information)

![Swissotel - Chicago](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/7af111e2_y.jpg)

### Swissotel - Chicago

10/10 Excellent

"Great hotel "

[](https://expedia.ca/Chicago-Hotels-Swissotel-Chicago.h17288.Hotel-Information)

![River Hotel](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/9a897fc5_y.jpg)

### River Hotel

10/10 Excellent

"The staff was amazing and our room was just as good. Can’t wait to come back!"

[](https://expedia.ca/Chicago-Hotels-River-Hotel.h2675313.Hotel-Information)

![Hyatt Regency Chicago](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2157x3y3-c3ed4c01_y.jpg)

### Hyatt Regency Chicago

10/10 Excellent

"The room view was beautiful! The staff was super attentive and helpful. "

[](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information)

## Find out more about Far Southeast Side

## Far Southeast Side Vacation Homes information

| Number of reviews | 218                |
| ----------------- | ------------------ |
| Accommodation     | 325 Vacation Homes |
| Lowest Price      | CA $202            |
| Highest Price     | CA $704            |

## Explore a world of travel with Expedia

- Lodging
- Flights
- Packages
- More ways to book

- [1 Star Hotels in Gano ](https://www.expedia.ca/1Star-Gano-Chicago-Hotels.s10-n6132380-0.Travel-Guide-Filter-Hotels)
- [3 Star Hotels in Chatham ](https://www.expedia.ca/3Star-Chatham-Chicago-Hotels.s30-n6132318-0.Travel-Guide-Filter-Hotels)
- [5 Star Hotels in Cookes Subdivision ](https://www.expedia.ca/5Star-Cookes-Subdivision-Chicago-Hotels.s50-n6132361-0.Travel-Guide-Filter-Hotels)
- [Hotels near 95th-Dan Ryan Station ](https://www.expedia.ca/95th-Dan-Ryan-Station-Hotels.d6210986.Travel-Guide-Hotels)
- [Cottages in 95th Street - Longwood Station ](https://www.expedia.ca/95th-Street-Longwood-Station-Cottages.d553248635996309246-aaCottages.Travel-Guide-Accommodation)
- [Hotels near Abbott Park ](https://www.expedia.ca/Abbott-Park-Hotels.0-l553248621555594773-0.Travel-Guide-Filter-Hotels)
- [Altgeld Gardens Hotels ](https://www.expedia.ca/Altgeld-Gardens-Chicago-Hotels.0-n6132077-0.Travel-Guide-Filter-Hotels)
- [Lgbt Friendly Hotels in Avalon Park ](https://www.expedia.ca/Avalon-Park-Chicago-Hotels-LGBT-Friendly-Hotel.0-n6132379-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels)
- [Luxury Hotels in Avalon Park ](https://www.expedia.ca/Avalon-Park-Chicago-Hotels-Luxury-Hotel.0-n6132379-0-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Avalon Park Hotels ](https://www.expedia.ca/Avalon-Park-Chicago-Hotels.0-n6132379-0.Travel-Guide-Filter-Hotels)
- [Cottages in Blue Island 119th Street Station ](https://www.expedia.ca/Blue-Island-119th-Street-Station-Cottages.d6213333-aaCottages.Travel-Guide-Accommodation)
- [Aparthotels in Burnham ](https://www.expedia.ca/Burnham-Apart-Hotels.d6132081-aaApartHotels.Travel-Guide-Accommodation)
- [Apartments in Burnham ](https://www.expedia.ca/Burnham-Apartments.d6132081-aaApartments.Travel-Guide-Accommodation)
- [B&B in Burnham ](https://www.expedia.ca/Burnham-Bed-And-Breakfast.d6132081-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Motel 6 Hotels in Burnside ](https://www.expedia.ca/Burnside-Chicago-Hotels-Motel-6.0-n6132082-0--bMotel6.Travel-Guide-Filter-Hotels)
- [Sage Hospitality Hotels in Calumet Heights ](https://www.expedia.ca/Calumet-Heights-Chicago-Hotels-Sage-Hospitality.0-n6132398-0--bSageHospitality.Travel-Guide-Filter-Hotels)
- [Calumet Heights Hotels ](https://www.expedia.ca/Calumet-Heights-Chicago-Hotels.0-n6132398-0.Travel-Guide-Filter-Hotels)
- [Farmstay in Calumet Park ](https://www.expedia.ca/Calumet-Park-Agritourism.d183179-aaAgritourism.Travel-Guide-Accommodation)
- [B&B in Calumet Park ](https://www.expedia.ca/Calumet-Park-Bed-And-Breakfast.d183179-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Chalets in Calumet Park ](https://www.expedia.ca/Calumet-Park-Chalets.d183179-aaChalets.Travel-Guide-Accommodation)
- [Guest Houses in Calumet Park ](https://www.expedia.ca/Calumet-Park-Guest-Houses.d183179-aaGuestHouses.Travel-Guide-Accommodation)
- [Inns in Calumet Park ](https://www.expedia.ca/Calumet-Park-Inns.d183179-aaInns.Travel-Guide-Accommodation)
- [Resorts in Calumet Park ](https://www.expedia.ca/Calumet-Park-Resort-Hotels.d183179-aaResortHotels.Travel-Guide-Accommodation)
- [Cheap Hotels in Chatham ](https://www.expedia.ca/Chatham-Chicago-Hotels-Cheap-Hotels.0-n6132318-0-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Four Seasons Hotels in Chatham ](https://www.expedia.ca/Chatham-Chicago-Hotels-Four-Seasons.0-n6132318-0--bFourSeasons.Travel-Guide-Filter-Hotels)
- [Red Roof Inn Hotels in Chatham ](https://www.expedia.ca/Chatham-Chicago-Hotels-Red-Roof-Inn.0-n6132318-0--bRedRoofInn.Travel-Guide-Filter-Hotels)
- [Chatham Hotels ](https://www.expedia.ca/Chatham-Chicago-Hotels.0-n6132318-0.Travel-Guide-Filter-Hotels)
- [Oakwood Hotels in Chatham Fields ](https://www.expedia.ca/Chatham-Fields-Chicago-Hotels-Oakwood.0-n6132323-0--bOakwood.Travel-Guide-Filter-Hotels)
- [Hotels near Chicago 103rd Street Station ](https://www.expedia.ca/Chicago-103rd-Street-Station-Hotels.d6212952.Travel-Guide-Hotels)
- [B&B in Chicago 79th Street Station ](https://www.expedia.ca/Chicago-79th-Street-Station-Bed-And-Breakfast.d6212837-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Guest Houses in Chicago 79th Street Station ](https://www.expedia.ca/Chicago-79th-Street-Station-Guest-Houses.d6212837-aaGuestHouses.Travel-Guide-Accommodation)
- [Guest Houses in Chicago 79th Street Station ](https://www.expedia.ca/Chicago-79th-Street-Station-Guest-Houses.d6212914-aaGuestHouses.Travel-Guide-Accommodation)
- [Hotels near Chicago 79th Street Station ](https://www.expedia.ca/Chicago-79th-Street-Station-Hotels.d6212837.Travel-Guide-Hotels)
- [Hotels near Chicago 79th Street Station ](https://www.expedia.ca/Chicago-79th-Street-Station-Hotels.d6212914.Travel-Guide-Hotels)
- [Vacation Homes in Chicago 79th Street Station ](https://www.expedia.ca/Chicago-79th-Street-Station-Private-Vacation-Homes.d6212837-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Farmstay in Chicago 83rd Street Station ](https://www.expedia.ca/Chicago-83rd-Street-Station-Agritourism.d6212841-aaAgritourism.Travel-Guide-Accommodation)
- [Hotels near Chicago 83rd Street Station ](https://www.expedia.ca/Chicago-83rd-Street-Station-Hotels.d6212841.Travel-Guide-Hotels)
- [Inns in Chicago 83rd Street Station ](https://www.expedia.ca/Chicago-83rd-Street-Station-Inns.d6212841-aaInns.Travel-Guide-Accommodation)
- [Guest Houses in Chicago 87th Street Station ](https://www.expedia.ca/Chicago-87th-Street-Station-Guest-Houses.d6212920-aaGuestHouses.Travel-Guide-Accommodation)
- [Hotels near Chicago 87th Street Station ](https://www.expedia.ca/Chicago-87th-Street-Station-Hotels.d6212882.Travel-Guide-Hotels)
- [Hotels near Chicago 87th Street Station ](https://www.expedia.ca/Chicago-87th-Street-Station-Hotels.d6212920.Travel-Guide-Hotels)
- [Cottages in Chicago 91st Street Station ](https://www.expedia.ca/Chicago-91st-Street-Station-Cottages.d6212922-aaCottages.Travel-Guide-Accommodation)
- [Guest Houses in Chicago 91st Street Station ](https://www.expedia.ca/Chicago-91st-Street-Station-Guest-Houses.d6212922-aaGuestHouses.Travel-Guide-Accommodation)
- [Hotels near Chicago 91st Street Station ](https://www.expedia.ca/Chicago-91st-Street-Station-Hotels.d6212922.Travel-Guide-Hotels)
- [Farmstay in Chicago 93rd Street Station ](https://www.expedia.ca/Chicago-93rd-Street-Station-Agritourism.d6212896-aaAgritourism.Travel-Guide-Accommodation)
- [Hotels near Chicago 93rd Street Station ](https://www.expedia.ca/Chicago-93rd-Street-Station-Hotels.d6212896.Travel-Guide-Hotels)
- [Hotels near Chicago 95th Street Station ](https://www.expedia.ca/Chicago-95th-Street-Station-Hotels.d6212924.Travel-Guide-Hotels)
- [Farmstay in Chicago 99th Street Station ](https://www.expedia.ca/Chicago-99th-Street-Station-Agritourism.d6213357-aaAgritourism.Travel-Guide-Accommodation)
- [Chicago Hotels ](https://www.expedia.ca/Chicago-Hotels.d178248.Travel-Guide-Hotels)
- [Guest Houses in Chicago Kensington-115th Street Station ](https://www.expedia.ca/Chicago-Kensington-115th-Street-Station-Guest-Houses.d6213030-aaGuestHouses.Travel-Guide-Accommodation)
- [B&B in Chicago South Shore Station ](https://www.expedia.ca/Chicago-South-Shore-Station-Bed-And-Breakfast.d6212824-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Inns in Chicago Stony Island Station ](https://www.expedia.ca/Chicago-Stony-Island-Station-Inns.d6212811-aaInns.Travel-Guide-Accommodation)
- [Cookes Subdivision Hotels ](https://www.expedia.ca/Cookes-Subdivision-Chicago-Hotels.0-n6132361-0.Travel-Guide-Filter-Hotels)
- [Hard Rock Hotels in Dauphin Park ](https://www.expedia.ca/Dauphin-Park-Chicago-Hotels-Hard-Rock-Hotels.0-n6132364-0--bHardRockHotels.Travel-Guide-Filter-Hotels)
- [Resorts in Dolton ](https://www.expedia.ca/Dolton-Resort-Hotels.d6132086-aaResortHotels.Travel-Guide-Accommodation)
- [Downtown Chicago Hotels ](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels.0-n6350699-0.Travel-Guide-Filter-Hotels)
- [Beach Hotel Hotels in East Side ](https://www.expedia.ca/East-Side-Chicago-Hotels-Beach-Hotel.0-n6129881-0-tBeachHotel.Travel-Guide-Filter-Hotels)
- [Boutique Hotels in East Side ](https://www.expedia.ca/East-Side-Chicago-Hotels-Boutique-Hotel.0-n6129881-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels)
- [Business Hotels in East Side ](https://www.expedia.ca/East-Side-Chicago-Hotels-Business-Hotel.0-n6129881-0-tBusinessHotel.Travel-Guide-Filter-Hotels)
- [Cheap Hotels in East Side ](https://www.expedia.ca/East-Side-Chicago-Hotels-Cheap-Hotels.0-n6129881-0-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Pet-Friendly Hotels in East Side ](https://www.expedia.ca/East-Side-Chicago-Hotels-Pet-Friendly-Hotel.0-n6129881-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [East Side Hotels ](https://www.expedia.ca/East-Side-Chicago-Hotels.0-n6129881-0.Travel-Guide-Filter-Hotels)
- [Apartments in Far Southwest Side ](https://www.expedia.ca/Far-Southwest-Side-Apartments.d553248635976475353-aaApartments.Travel-Guide-Accommodation)
- [Condo Rentals in Far Southwest Side ](https://www.expedia.ca/Far-Southwest-Side-Condos.d553248635976475353-aaCondos.Travel-Guide-Accommodation)
- [Sage Hospitality Hotels in Garden Homes ](https://www.expedia.ca/Garden-Homes-Chicago-Hotels-Sage-Hospitality.0-n6132381-0--bSageHospitality.Travel-Guide-Filter-Hotels)
- [Hegewisch Hotels ](https://www.expedia.ca/Hegewisch-Hotels.d6132104.Travel-Guide-Hotels)
- [Irondale Hotels ](https://www.expedia.ca/Irondale-Chicago-Hotels.0-n6132291-0.Travel-Guide-Filter-Hotels)
- [Hostels in North Pullman ](https://www.expedia.ca/North-Pullman-Hostels.d6132407-aaHostels.Travel-Guide-Accommodation)
- [Cheap Hotels in Pullman ](https://www.expedia.ca/Pullman-Chicago-Hotels-Cheap-Hotels.0-n6132172-0-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Luxury Hotels in Pullman ](https://www.expedia.ca/Pullman-Chicago-Hotels-Luxury-Hotel.0-n6132172-0-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Pullman Hotels ](https://www.expedia.ca/Pullman-Chicago-Hotels.0-n6132172-0.Travel-Guide-Filter-Hotels)
- [Hostels in Riverdale ](https://www.expedia.ca/Riverdale-Hostels.d6132178-aaHostels.Travel-Guide-Accommodation)
- [Cheap Hotels in Roseland ](https://www.expedia.ca/Roseland-Chicago-Hotels-Cheap-Hotels.0-n6132287-0-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Luxury Hotels in Roseland ](https://www.expedia.ca/Roseland-Chicago-Hotels-Luxury-Hotel.0-n6132287-0-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Spa Hotels in Roseland ](https://www.expedia.ca/Roseland-Chicago-Hotels-Spa-Hotel.0-n6132287-0-tSpaHotel.Travel-Guide-Filter-Hotels)
- [Roseland Hotels ](https://www.expedia.ca/Roseland-Chicago-Hotels.0-n6132287-0.Travel-Guide-Filter-Hotels)
- [Cheap Hotels in South Chicago ](https://www.expedia.ca/South-Chicago-Chicago-Hotels-Cheap-Hotels.0-n6132199-0-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Golf Hotels in South Chicago ](https://www.expedia.ca/South-Chicago-Chicago-Hotels-Golf-Hotel.0-n6132199-0-tGolfHotel.Travel-Guide-Filter-Hotels)
- [Historic Hotels in South Chicago ](https://www.expedia.ca/South-Chicago-Chicago-Hotels-Historic-Hotel.0-n6132199-0-tHistoricHotel.Travel-Guide-Filter-Hotels)
- [Hotels with a Pool in South Chicago ](https://www.expedia.ca/South-Chicago-Chicago-Hotels-Hotel-With-Pool.0-n6132199-0-tHotelwithPool.Travel-Guide-Filter-Hotels)
- [Hotels with Hot Tubs in South Chicago ](https://www.expedia.ca/South-Chicago-Chicago-Hotels-Hotels-With-Hot-Tubs.0-n6132199-0-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels)
- [Hotels with an Indoor Pool in South Chicago ](https://www.expedia.ca/South-Chicago-Chicago-Hotels-Hotels-With-Indoor-Pool.0-n6132199-0-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels)
- [Luxury Hotels in South Chicago ](https://www.expedia.ca/South-Chicago-Chicago-Hotels-Luxury-Hotel.0-n6132199-0-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Romantic Hotels in South Chicago ](https://www.expedia.ca/South-Chicago-Chicago-Hotels-Romantic-Hotel.0-n6132199-0-tRomanticHotel.Travel-Guide-Filter-Hotels)
- [Spa Hotels in South Chicago ](https://www.expedia.ca/South-Chicago-Chicago-Hotels-Spa-Hotel.0-n6132199-0-tSpaHotel.Travel-Guide-Filter-Hotels)
- [South Chicago Hotels ](https://www.expedia.ca/South-Chicago-Chicago-Hotels.0-n6132199-0.Travel-Guide-Filter-Hotels)
- [Beach Hotel Hotels in South Deering ](https://www.expedia.ca/South-Deering-Chicago-Hotels-Beach-Hotel.0-n159875-0-tBeachHotel.Travel-Guide-Filter-Hotels)
- [South Deering Hotels ](https://www.expedia.ca/South-Deering-Chicago-Hotels.0-n159875-0.Travel-Guide-Filter-Hotels)
- [Cheap Hotels in Washington Heights ](https://www.expedia.ca/Washington-Heights-Chicago-Hotels-Cheap-Hotels.0-n6132290-0-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Washington Heights Hotels ](https://www.expedia.ca/Washington-Heights-Chicago-Hotels.0-n6132290-0.Travel-Guide-Filter-Hotels)
- [West Pullman Hotels ](https://www.expedia.ca/West-Pullman-Chicago-Hotels.0-n6132214-0.Travel-Guide-Filter-Hotels)

- [Flights to Chicago ](https://www.expedia.ca/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)
- [Flights from Toronto (YYZ) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yyz/ord/toronto-to-chicago)

- [Chatham Fields Vacations ](https://www.expedia.ca/Chatham-Fields.d6132323.Destination-Travel-Guides)
- [Visit Altgeld Gardens ](https://www.expedia.ca/Chicago-Altgeld-Gardens.dx6132077)
- [Visit East Side ](https://www.expedia.ca/Chicago-East-Side.dx6129881)
- [Visit Irondale ](https://www.expedia.ca/Chicago-Irondale.dx6132291)
- [Visit Roseland ](https://www.expedia.ca/Chicago-Roseland.dx6132287)
- [Visit West Pullman ](https://www.expedia.ca/Chicago-West-Pullman.dx6132214)
- [Irondale Vacations ](https://www.expedia.ca/Irondale.d6132291.Destination-Travel-Guides)

- [Book Vacation Homes in Far Southeast Side on Expedia.com ](https://www.expedia.com/Far-Southeast-Side-Private-Vacation-Homes.d553248635976475411-aaPrivateVacationHomes.Travel-Guide-Accommodation)