Title: Far Southeast Side Vacation Home Rentals : 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)

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Photo by Marc Jacobs

# Far Southeast Side Vacation Rentals

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## Check prices for these dates

In two weeks

[Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635976475411&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=553248635976475411&startDate=2026-01-09&endDate=2026-01-11&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976475411&startDate=2026-02-06&endDate=2026-02-08&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976475411&startDate=2026-03-06&endDate=2026-03-08&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select Far Southeast Side Vacation Homes

![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/122000000/121820000/121815200/121815186/48a5d932.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)

### Pleasant 3-bedroom house in Sauk Village

Sauk Village

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 $112

CA $188 total

includes taxes & fees

Nov 23 - Nov 24

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

![Exterior](https://images.trvl-media.com/lodging/50000000/49100000/49092500/49092456/w953h720x163y0-0c76a558.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/50000000/49100000/49092500/49092456/ed8d4a1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/50000000/49100000/49092500/49092456/83dc9e9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/50000000/49100000/49092500/49092456/699e81d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### A quiet stay while you are away

Oak Park

9.8/10

Exceptional

(32)

"We picked Jay's house because it's located right in the middle of Oak Park where many of Frank Lloyd Wright's works are located, we had so much fun walking the beautiful neighborhood. Jay's property is great too!"

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

Yimei Z.

CA $82

CA $270 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/Chicago-Hotels-A-Quiet-Stay-While-You-Are-Away.h49092456.Hotel-Information)

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

![Property grounds](https://images.trvl-media.com/lodging/109000000/108220000/108219500/108219403/5ccfbbbc.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)

![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108220000/108219500/108219403/f18fcae4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 3-BR home on a cobblestone street near the Lake Michigan lakefront.

Whiting

10/10

Exceptional

(11)

"Beautifully done and lovely owners! Super accommodating. Will definitely return. "

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

Tim and Becky A.

CA $125

CA $195 total

includes taxes & fees

Nov 17 - Nov 18

[](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/109000000/108890000/108885800/108885786/9d278ba1.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)

![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/109000000/108890000/108885800/108885786/3c3ca737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious 3br home near Chicago, fenced yard for pets

Richton Park

9.0/10

Wonderful

(13)

"Nice property easy check in. Experience was amazing. Thank you again "

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

Marshele W.

CA $179

CA $471 total

includes taxes & fees

Nov 17 - Nov 18

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71680000/71677300/71677273/a0f5c46e.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/72000000/71680000/71677300/71677273/2941b332.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71680000/71677300/71677273/1dc70e49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### \*The Comfy King Ranch\*King Bed Suite\*Fast Wi-Fi

Worth

9.6/10

Exceptional

(53)

"The owner was amazing house was nice and clean everything was perfect we had a really great time!"

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

Krystal N.

CA $217

CA $469 total

includes taxes & fees

Nov 17 - Nov 18

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88180000/88178900/88178891/w506h639x259y44-83e61931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

![Interior](https://images.trvl-media.com/lodging/89000000/88180000/88178900/88178891/f64972cc.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)

### Honeycomb Hideout w/ 2 bedrooms

Gary

CA $183

CA $590 total

includes taxes & fees

Nov 16 - Nov 17

[](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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83030000/83025900/83025813/b86200c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/84000000/83030000/83025900/83025813/e0894c26.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)

### Dunes Escape - Minutes from Indiana Dunes National Park

Miller Beach

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 $123

CA $437 total

includes taxes & fees

Dec 1 - Dec 2

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

![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/ad61d9f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/89000000/88500000/88494900/88494875/w506h683x260y0-79a3d3f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

### Coziest estate home 20 minutes to downtown

Willow Springs

8.8/10

Excellent

(14)

"Short"

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

Brian H.

CA $252

CA $558 total

includes taxes & fees

Nov 19 - Nov 20

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114890000/114880900/114880853/6d36ba2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video games](https://images.trvl-media.com/lodging/115000000/114890000/114880900/114880853/56d1072c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114890000/114880900/114880853/02fa0542.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/115000000/114890000/114880900/114880853/ce647314.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 2-bedroom house with WiFi in peaceful Hazel Crest

Hazel Crest

7.4/10

Good

(10)

"Good quiet location "

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

Augusto D.

CA $143

CA $419 total

includes taxes & fees

Nov 17 - Nov 18

[](https://www.expedia.ca/Chicago-Hotels-Charming-2-Bedroom-House-With-WiFi-In-Peaceful-Hazel-Crest.h114880853.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/106000000/105140000/105136600/105136524/aa9396b3.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)

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

![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/106000000/105140000/105136600/105136524/3f6e4959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vintage Urban Retreat

Oak Park

10/10

Exceptional

(11)

"Loved everything about the place, as advertised in the listing. "

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

Noah H.

CA $199

CA $651 total

includes taxes & fees

Nov 17 - Nov 18

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

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/118000000/117680000/117672000/117671933/e376d974.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/118000000/117680000/117672000/117671933/dc90b17f.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)

![Smart TV](https://images.trvl-media.com/lodging/118000000/117680000/117672000/117671933/190b2201.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Maywood

7.8/10

Good

(13)

"Nice house, spacious! Only cons are there aren’t convenient outlets in the rooms to charge your phone while laying down, the front door lock is annoying to lock each time you leave the house, and the lint trap for the dryer tears your clothes. I’d stay again though! P.S. it’s just a little far from downtown (30 minutes) if you’re mostly going out in that area the Ubers/lyfts are costly if you don’t have a rental!"

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

Nijay C.

CA $208

CA $338 total

includes taxes & fees

Nov 16 - Nov 17

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

![Exterior](https://images.trvl-media.com/lodging/119000000/118260000/118254100/118254007/84ad0fdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/119000000/118260000/118254100/118254007/5a39c358.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/119000000/118260000/118254100/118254007/2e3f2077.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/119000000/118260000/118254100/118254007/485e4f87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Woodscape Haven · Cozy 3BR Escape

Miller Beach

10/10

Exceptional

(1)

"Lovely, relaxing and clean. Host is very responsive. "

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

Jennifer L.

CA $161

CA $502 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Gary-Hotels-Spacious-3BR-House-With-Firepit-And-Grill.h118254007.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117470000/117462700/117462645/139732fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117470000/117462700/117462645/b3ebc668.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Family Getaway- 4 Blocks From The Beach!

Miller Beach

CA $182

CA $452 total

includes taxes & fees

Nov 30 - Dec 1

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

![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)

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

![Hair dryer, towels, soap, toilet paper](https://images.trvl-media.com/lodging/118000000/117980000/117975600/117975506/w507h683x258y0-bb141c02.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/w905h683x59y0-89c2c9cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Guesthouse Gem 2BR, Smart TVs, W/D, & Parking

La Grange Highlands

10/10

Exceptional

(2)

"Very quiet and private and cl9se to alot of things "

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

Kenneth W.

CA $131

CA $370 total

includes taxes & fees

Nov 18 - Nov 19

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

![Smart TV](https://images.trvl-media.com/lodging/106000000/105790000/105783600/105783565/71fea1d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105790000/105783600/105783565/c86038f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105790000/105783600/105783565/29e8ad65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/106000000/105790000/105783600/105783565/643f9b49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Enamored in Elmhurst

Elmhurst

10/10

Exceptional

(13)

"The house is lovely and located in a quiet, nice neighborhood. Our host Mark was very accommodating and responsive. When we informed him thatthe pack-and-play and high chair advertised in the listing were not there, he personally went out and bought new ones, and delivered them. We would certainly stay at this property again.he went out"

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

Elena L.

CA $298

CA $692 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/Chicago-Hotels-Enamored-In-Elmhurst.h105783565.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90620000/90612900/90612832/7407c2cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90620000/90612900/90612832/c8a15818.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90620000/90612900/90612832/4c4c570d.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)

### Modern Victorian Vibes ❤️ | Character & Charm

Oak Park

10/10

Exceptional

(26)

"This was my first time booking here and it was amazing. The host was quick to communicate, and everything was smooth and easy to do. Definitely will book here again the next time my family is in town. "

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

William K.

CA $259

CA $738 total

includes taxes & fees

Dec 2 - Dec 3

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102520000/102515700/102515612/010eed58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![Interior](https://images.trvl-media.com/lodging/103000000/102520000/102515700/102515612/7448b12a.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)

### 15 mins to beach/Renew+Relax/Clean/ Nat’l Park!/Theater/Game Room/Pet Friendly

Gary

8.4/10

Very good

(16)

"Great place, nice location and the Hosts are extremely good to work with. Highly recommend this just out of the city stay!"

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

Alyssa M.

CA $226

CA $627 total

includes taxes & fees

Nov 17 - Nov 18

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111670000/111668700/111668679/a03596e1.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)

![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111670000/111668700/111668679/fcb2b3a2.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/112000000/111670000/111668700/111668679/cd881412.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 20mins from beach, 10guests/WIFI/1.2 baths/ping pong/pool table/treadmill

Gary

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 $312

CA $667 total

includes taxes & fees

Nov 17 - Nov 18

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

![Smart TV, video games, foosball, table tennis](https://images.trvl-media.com/lodging/118000000/117640000/117632300/117632228/c231d426.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/118000000/117640000/117632300/117632228/4c3e632a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117640000/117632300/117632228/2dc1fe23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117640000/117632300/117632228/48c5d3f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Your Chicago Hub~ 4 minute Walk to Train~ Pets OK

Brookfield

10/10

Exceptional

(3)

"This house is a 5 star VRBO!The amenities are amazing! Coffee barsGames for kidsComfortable spacesNice kitchenGreat beddingOur host was very responsive and flexible. "

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

Barbara R.

[](https://www.expedia.ca/Chicago-Hotels-Sleeps-10-Coffee-Bar-Game-Room-Train-To-CHGO-1-MI-To-Brookfield-Zoo.h117632228.Hotel-Information)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/122000000/121310000/121303900/121303866/1b5edb97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121310000/121303900/121303866/d229b52f.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)

![Exterior](https://images.trvl-media.com/lodging/122000000/121310000/121303900/121303866/13270436.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Classic Forest Park Foursquare < 1 Mi to Blue Line

Forest Park

CA $198

CA $577 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/Chicago-Hotels-Classic-Forest-Park-Foursquare-1-Mi-To-Blue-Line.h121303866.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=2025-11-29&endDate=2025-11-30&regionId=553248635976475411&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

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Apartments

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Cottages

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Villas

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Private vacation homes

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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

### Hotel Riu Plaza Chicago

10/10 Excellent

"Beautiful new hotel. Amazing rooms and exceptional service. Best breakfast I have had at a hotel."

[](https://expedia.ca/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information)

### Freehand Chicago

10/10 Excellent

"Super friendly and helpful staff, environment felt warm and welcoming. The people who stay there are pretty cool as well! Rooms were clean and cozy. Would definitely stay there again if I’m in Chicago again."

[](https://expedia.ca/Chicago-Hotels-Freehand-Chicago.h9418281.Hotel-Information)

### Eurostars Magnificent Mile

10/10 Excellent

"The staff was so helpful and friendly!!!! "

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

### The Wade

10/10 Excellent

"Staff was welcoming! We appreciated the engineering team for stepping in and helping us out! He was kind. Would stay again! "

[](https://expedia.ca/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information)

### Hotel Felix River North/Magnificent Mile

10/10 Excellent

"The customer service top tier!!! The rooms were extremely small but they were clean. Staff was very helpful. "

[](https://expedia.ca/Chicago-Hotels-Hotel-Felix-Chicago.h2222364.Hotel-Information)

### The Whitehall Hotel, BW Premier Collection

10/10 Excellent

"Centrally located by the Magnificent Mile. Plenty of shopping options. Access to both train and bus public transportation. Hotel is older but kept. Staff are friendly, efficient, abd aware of comings and goings. Always greeting you ss you leave snd return. Rooms and property are clean. Rooms are spacious for a large metro city. I have stayed at this location multiple times. Will always be my first choice. "

[](https://expedia.ca/Chicago-Hotels-The-Whitehall-Hotel.h17903.Hotel-Information)

### Hilton Chicago

10/10 Excellent

"It was the swankiest joint I ever strayed in! I upgraded for $40 and had a room with a view of Lake Michigan! They had three restaurants/bars right in the hotel!!"

[](https://expedia.ca/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information)

### Aloft Chicago Mag Mile

10/10 Excellent

"Everything was phenomenal with our stay. The staff went above and beyond to make our trip to Chicago a special one. I would recommend this hotel to ANYONE looking to visit the area. Looking forward to visiting again one day! "

[](https://expedia.ca/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information)

### citizenM Chicago Downtown

10/10 Excellent

"Modern, super European, petite but very "

[](https://expedia.ca/Chicago-Hotels-CitizenM-Chicago-Downtown.h82652306.Hotel-Information)

## Find out more about Far Southeast Side

## Far Southeast Side Vacation Homes information

| Number of reviews | |
| --- | --- |
| Accommodation | Vacation Homes |
| Lowest Price | |
| Highest Price | |

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-   [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)