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Check prices for these dates

In two weeks
Sep 12 - Sep 14
In two months
Oct 24 - Oct 26
In three months
Nov 21 - Nov 23
In four months
Dec 19 - Dec 21

Vacation Homes in Far Southwest Side

Our top choices for Far Southwest 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 ￥15,335
￥31,925 total
includes taxes & fees
Sep 2 - Sep 3
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 ￥15,335
￥31,925 total
includes taxes & fees
Sep 2 - Sep 3
Stylish 1BR in West Loop
Sun-Drenched 1BR Apartment
Fridge, microwave, oven, stovetop

Sun-Drenched 1BR Apartment

The price is ￥15,335
￥31,925 total
includes taxes & fees
Sep 2 - Sep 3
Sun-Drenched 1BR Apartment
2 Connecting Suites at a 4⭐️ Hotel
Banquet hall

2 Connecting Suites at a 4⭐️ Hotel

The price is ￥80,773
￥109,019 total
includes taxes & fees
Sep 1 - Sep 2
2 Connecting Suites at a 4⭐️ Hotel
Cozy Room with Rooftop Lounge & City Views in River North
Property grounds

Cozy Room with Rooftop Lounge & City Views in River North

10.0 out of 10, Exceptional, (1)
"The hotel was very nice and the location was excellent. Was able to walk to many locations. Noise wasn't bad for a city experience. Hotel restaurant was very good."
The price is ￥22,884
￥33,966 total
includes taxes & fees
Sep 1 - Sep 2
Cozy Room with Rooftop Lounge & City Views in River North
2 Connecting Suites at a 5⭐️ Hotel
Exterior

2 Connecting Suites at a 5⭐️ Hotel

The price is ￥389,265
￥525,227 total
includes taxes & fees
Sep 2 - Sep 3
2 Connecting Suites at a 5⭐️ Hotel
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, (8)
"Very clean in a safe neighborhood. I would stay here again"
The price is ￥21,100
￥29,413 total
includes taxes & fees
Sep 2 - Sep 3
Charming 3-BR home on a cobblestone street near the Lake Michigan lakefront.
Oak Park IL · Charming Retro 2BR Cottage/Train/Laundry/FREE PKG
Fridge, microwave, oven, stovetop

Oak Park IL · Charming Retro 2BR Cottage/Train/Laundry/FREE PKG

2.0 star property
9.6 out of 10, Exceptional, (9)
"Lovely little cottage in great location with excellent restaurants close by. Had everything we needed for our stay. Kitchen was perfectly equipped and having the washer dryer was such a bonus. The communication with the landlord was very good. Would absolutely stay here again. "
The price is ￥20,201
￥46,353 total
includes taxes & fees
Aug 28 - Aug 29
Oak Park IL · Charming Retro 2BR Cottage/Train/Laundry/FREE PKG
Honeycomb Hideout w/ 2 bedrooms
Fridge, microwave, oven, stovetop

Honeycomb Hideout w/ 2 bedrooms

The price is ￥19,279
￥62,296 total
includes taxes & fees
Aug 28 - Aug 29
Honeycomb Hideout w/ 2 bedrooms
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 ￥26,143
￥58,727 total
includes taxes & fees
Sep 4 - Sep 5
Cozy house in the city
Chic apartment with fitness room and AC in beautiful Chicago
Exterior

Chic apartment with fitness room and AC in beautiful Chicago

7.0 out of 10, Good, (2)
"This was a nice apartment and stay forThe price. Close to train station. However would be nice to add a microwave. I had to reach out by calling the host after no response about check in information on VRBO app. Received the check in information very late the night prior to my stay. Was charged 50 for early check in but when we arrived they were stillCleaning and we had to wait about 15-20minutes outside. Overall with all the inconveniences. It ended up being good stay for the price. "
The price is ￥5,909
￥32,995 total
includes taxes & fees
Aug 28 - Aug 29
Chic apartment with fitness room and AC in beautiful Chicago
Chic Studio in Heart of Chicago
Fridge, oven, stovetop, coffee/tea maker

Chic Studio in Heart of Chicago

10.0 out of 10, Exceptional, (1)
The price is ￥13,148
￥29,388 total
includes taxes & fees
Aug 28 - Aug 29
Chic Studio in Heart of Chicago
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 ￥33,442
￥67,009 total
includes taxes & fees
Sep 8 - Sep 9
Spacious 3br home near Chicago, fenced yard for pets
Comfy Studio in Portage Park- Great Value!
Iron/ironing board, travel crib, WiFi

Comfy Studio in Portage Park- Great Value!

The price is ￥13,148
￥27,911 total
includes taxes & fees
Aug 28 - Aug 29
Comfy Studio in Portage Park- Great Value!
Guesthouse Gem 2BR, Smart TVs, W/D, & Parking
Private kitchen

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

10.0 out of 10, Exceptional, (1)
"Very quiet and private and cl9se to alot of things "
The price is ￥11,643
￥36,748 total
includes taxes & fees
Sep 2 - Sep 3
Guesthouse Gem 2BR, Smart TVs, W/D, & Parking
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, (23)
"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 ￥11,796
￥23,652 total
includes taxes & fees
Sep 2 - Sep 3
Cozy studio in Andersonville Chicago
4BR Retreat w/ Theater, Game Room & Backyard
Dining

4BR Retreat w/ Theater, Game Room & Backyard

8.0 out of 10, Very Good, (8)
The price is ￥8,759
￥73,915 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, (3)
"Clean, comfortable, and would definitely stay again!"
The price is ￥15,068
￥33,853 total
includes taxes & fees
Sep 22 - Sep 23
Great Layout – Spacious 2BR Apt
*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
Dining

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

9.6 out of 10, Exceptional, (49)
"We had a short stay in this property and we wished it could have been longer. The house was very nice, clean and the communication was great!! It is a short drive to the airport and to downtown. We would definitely stay here again"
The price is ￥22,455
￥48,878 total
includes taxes & fees
Sep 1 - Sep 2
*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
Homey 1BR Space Apartment
1 bedroom, iron/ironing board, WiFi, bed sheets

Homey 1BR Space Apartment

9.0 out of 10, Wonderful, (4)
"Great location. Very walkable to restaurants and bars. Awesome park nearby. Host was easy to communicate with. "
The price is ￥12,533
￥28,642 total
includes taxes & fees
Sep 9 - Sep 10
Homey 1BR Space Apartment
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 Southwest Side Hotel Reviews

Find out more about Far Southwest Side

Find out more about Far Southwest Side

Far Southwest Side Vacation Homes information

Number of reviews
547
Accommodation
388 Vacation Homes
Lowest Price
￥8,759
Highest Price
￥22,978

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