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Far Southeast Side Vacation Rentals

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Check prices for these dates

In two weeks
Sep 19 - Sep 21
In one month
Oct 3 - Oct 5
In two months
Oct 31 - Nov 2
In three months
Nov 28 - Nov 30

Browse Select Far Southeast Side Vacation Homes

The One: A 1BR Stay That Feels Like Home
Fridge, microwave, oven, stovetop

The One: A 1BR Stay That Feels Like Home

8.0 out of 10, Very good, (1)
"The apartment looked exactly like the pictures and was very well kept. Everything was clean and functional and we didn’t have any issues. The neighborhood is very quiet and safe and also has a target nearby for quick grocery trips. Connectivity wise, there’s a busy stop within walking distance but no train stations.The host was also very responsive and helpful. We didn’t have any trouble checking in or checking out.Overall a great experience and comfortable stay."
The price is CA $143
CA $298 total
includes taxes & fees
Sep 3 - Sep 4
The One: A 1BR Stay That Feels Like Home
Stylish 1BR in West Loop
Fridge, microwave, oven, stovetop

Stylish 1BR in West Loop

10.0 out of 10, Exceptional, (5)
The price is CA $143
CA $298 total
includes taxes & fees
Sep 3 - Sep 4
Stylish 1BR in West Loop
Sun-Drenched 1BR Apartment
Fridge, microwave, oven, stovetop

Sun-Drenched 1BR Apartment

The price is CA $165
CA $325 total
includes taxes & fees
Sep 22 - Sep 23
Sun-Drenched 1BR Apartment
Charming 3-BR home on a cobblestone street near the Lake Michigan lakefront.
Exterior detail

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

2.0 star property
10.0 out of 10, Exceptional, (10)
"Very clean in a safe neighborhood. I would stay here again"
The price is CA $197
CA $274 total
includes taxes & fees
Sep 3 - Sep 4
Charming 3-BR home on a cobblestone street near the Lake Michigan lakefront.
Cozy house in the city
Outdoor dining

Cozy house in the city

2.0 star property
8.8 out of 10, Excellent, (3)
"it was nice"
The price is CA $244
CA $547 total
includes taxes & fees
Sep 4 - Sep 5
Cozy house in the city
Cozy studio in Andersonville Chicago
1 bedroom, iron/ironing board, free WiFi, bed sheets

Cozy studio in Andersonville Chicago

9.2 out of 10, Wonderful, (24)
"It was a great location, internet was a little spotty on streaming services but we were in walking distance to so much it was worth it "
The price is CA $82
CA $187 total
includes taxes & fees
Sep 3 - Sep 4
Cozy studio in Andersonville Chicago
Honeycomb Hideout w/ 2 bedrooms
Fridge, microwave, oven, stovetop

Honeycomb Hideout w/ 2 bedrooms

The price is CA $179
CA $579 total
includes taxes & fees
Sep 3 - Sep 4
Honeycomb Hideout w/ 2 bedrooms
Log Cabin/Funky Jungle at Lakeshore Campground /On Lake/Sleeps 4
TV

Log Cabin/Funky Jungle at Lakeshore Campground /On Lake/Sleeps 4

10.0 out of 10, Exceptional, (2)
"We liked the location and all of the amenities. "
The price is CA $322
CA $606 total
includes taxes & fees
Sep 3 - Sep 4
Log Cabin/Funky Jungle at Lakeshore Campground /On Lake/Sleeps 4
2BR, Sleeps7 • Coffee Station, Backyard w/ Grill
Travel crib, free WiFi, bed sheets

2BR, Sleeps7 • Coffee Station, Backyard w/ Grill

10.0 out of 10, Exceptional, (1)
"The house was amazing. The beds were so comfortable. The stay was so fun. Thank you for everything!"
The price is CA $74
CA $490 total
includes taxes & fees
Sep 3 - Sep 4
2BR, Sleeps7 • Coffee Station, Backyard w/ Grill
Charming 2-bedroom house with WiFi in peaceful Hazel Crest
Fridge, microwave, oven, stovetop

Charming 2-bedroom house with WiFi in peaceful Hazel Crest

7.4 out of 10, Good, (8)
"The property was very spacious and clean and customer service is very responsive and quick. "
The price is CA $153
CA $426 total
includes taxes & fees
Sep 3 - Sep 4
Charming 2-bedroom house with WiFi in peaceful Hazel Crest
Spacious 3br home near Chicago, fenced yard for pets
Fridge, microwave, oven, stovetop

Spacious 3br home near Chicago, fenced yard for pets

2.0 star property
9.2 out of 10, Wonderful, (10)
"Nice property easy check in. Experience was amazing. Thank you again "
The price is CA $312
CA $629 total
includes taxes & fees
Sep 3 - Sep 4
Spacious 3br home near Chicago, fenced yard for pets
4BR Retreat w/ Theater, Game Room & Backyard
Dining

4BR Retreat w/ Theater, Game Room & Backyard

7.4 out of 10, Good, (9)
The price is CA $83
CA $689 total
includes taxes & fees
Sep 23 - Sep 24
4BR Retreat w/ Theater, Game Room & Backyard
Great Layout – Spacious 2BR Apt
Fridge, microwave, oven, stovetop

Great Layout – Spacious 2BR Apt

10.0 out of 10, Exceptional, (4)
"Clean, comfortable, and would definitely stay again!"
The price is CA $121
CA $292 total
includes taxes & fees
Sep 22 - Sep 23
Great Layout – Spacious 2BR Apt
Cozy & Furnished 2BR Unit
Interior

Cozy & Furnished 2BR Unit

9.8 out of 10, Exceptional, (7)
The price is CA $121
CA $299 total
includes taxes & fees
Sep 3 - Sep 4
Cozy & Furnished 2BR Unit
13mins from Beach/jet tubs/projector screen/fire place/game rm/exercise rm/
Microwave, oven, stovetop, coffee/tea maker

13mins from Beach/jet tubs/projector screen/fire place/game rm/exercise rm/

2.0 star property
8.4 out of 10, Very good, (5)
"Host was very nice and communicative! Kindly answered all my questions and made our stay amazing. Thanks! "
The price is CA $373
CA $868 total
includes taxes & fees
Sep 9 - Sep 10
13mins from Beach/jet tubs/projector screen/fire place/game rm/exercise rm/
Cozy Family Getaway- 4 Blocks From The Beach!
Beach

Cozy Family Getaway- 4 Blocks From The Beach!

The price is CA $151
CA $413 total
includes taxes & fees
Sep 8 - Sep 9
Cozy Family Getaway- 4 Blocks From The Beach!
Cozy Studio in Portage Park
Iron/ironing board, travel crib, WiFi, bed sheets

Cozy Studio in Portage Park

The price is CA $121
CA $258 total
includes taxes & fees
Sep 4 - Sep 5
Cozy Studio in Portage Park
Cozy 2BR Apt for a Seamless Stay
2 bedrooms, WiFi, bed sheets

Cozy 2BR Apt for a Seamless Stay

8.0 out of 10, Very good, (1)
"Everything as advertised. The only part that I was unsure of was what to do with the keys as this was not stated in any of the information provided. So I left them on the table. "
The price is CA $121
CA $299 total
includes taxes & fees
Sep 3 - Sep 4
Cozy 2BR Apt for a Seamless Stay
1BR Chic & Sunny Place
Fridge, microwave, oven, stovetop

1BR Chic & Sunny Place

9.4 out of 10, Exceptional, (3)
"Location was perfect for visiting family and getting around the city. Bed was extra comfy and the AC worked wonderfully. Will stay here again on our next visit. "
The price is CA $117
CA $270 total
includes taxes & fees
Sep 3 - Sep 4
1BR Chic & Sunny Place
Stylish 4BR South Loop Home State 23-202
Fridge, microwave, oven, stovetop

Stylish 4BR South Loop Home State 23-202

10.0 out of 10, Exceptional, (1)
"Very happy with stay. Good communication from property host. "
The price is CA $169
CA $547 total
includes taxes & fees
Sep 3 - Sep 4
Stylish 4BR South Loop Home State 23-202
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.
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Top Far Southeast Side Hotel Reviews

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Far Southeast Side Vacation Homes information

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