Far Southwest Side Vacation Rentals

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Our top choices for Far Southwest Side vacation rentals

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,129 reviews)
"Clean spacious my go to vacation spot all year around "
United States
xavier
The price is ¥22,820
¥31,450 total
includes taxes & fees
Apr 26 - Apr 27
Sentral Michigan Avenue

Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (464 reviews)
"Would definitely stay again. Everything was great!"
United States
Michelle
The price is ¥28,013
¥36,816 total
includes taxes & fees
Apr 16 - Apr 17
Level Chicago – Old Town

Kasa River North Chicago

Kasa River North Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (190 reviews)
"Great place! Would definitely stay again!"
United States
Katherine
The price is ¥22,949
¥41,907 total
includes taxes & fees
Apr 30 - May 1
Kasa River North Chicago

Modern West Loop Gem-City Views & Prime Location 6

Modern West Loop Gem-City Views & Prime Location 6
Downtown Chicago
10.0 out of 10, Exceptional, (18 reviews)
"Great place"
United States
Daniel L.
The price is ¥33,356
¥101,554 total
includes taxes & fees
Apr 19 - Apr 20
Modern West Loop Gem-City Views & Prime Location 6

Sunlit 1BR Apartment | Warm & Welcoming Space

Sunlit 1BR Apartment | Warm & Welcoming Space
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Host was very friendly and informative. Place was clean and close to lots of fun. Trains loud and busy but knew that going in. "
United States
Tyler B.
The price is ¥17,949
¥36,065 total
includes taxes & fees
Apr 16 - Apr 17
Sunlit 1BR Apartment | Warm & Welcoming Space

LIVN West Loop Chicago 2 BR City View

LIVN West Loop Chicago 2 BR City View
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"Everything went well"
United States
Ryan W.
The price is ¥34,309
¥45,572 total
includes taxes & fees
Apr 19 - Apr 20
LIVN West Loop Chicago 2 BR City View

West Loop Living – Bright 1BR

West Loop Living – Bright 1BR
Downtown Chicago
10.0 out of 10, Exceptional, (9 reviews)
"Great spot next to the green line train a few restaurants and a Starbucks right up the street I will book again for sure "
United States
2k G.
The price is ¥15,566
¥33,273 total
includes taxes & fees
Apr 16 - Apr 17
West Loop Living – Bright 1BR

River North Rooftop With In and Out Parking 3

River North Rooftop With In and Out Parking 3
Downtown Chicago
9.6 out of 10, Exceptional, (5 reviews)
"We had a very comfortable stay here. The hosts are exceptionally communicative and helpful. Loved having a place to park my car, and the hosts set it up so my license plate was recognized at the gate so that parking was free. The unit was very clean and spacious. Note, the kitchen does not have pots or pans to cook, so plan on eating out!"
United States
Jennifer M.
The price is ¥25,414
¥72,145 total
includes taxes & fees
Apr 29 - Apr 30
River North Rooftop With In and Out Parking 3

Chic Studio in the Heart of the Gold Coast

Chic Studio in the Heart of the Gold Coast
Downtown Chicago
10.0 out of 10, Exceptional, (5 reviews)
"The communication was really effective and made for a smooth check in and check out process. Host was friendly and made great recommendations, 10/10 would stay again!"
United States
Seynabou
The price is ¥16,996
¥33,360 total
includes taxes & fees
Apr 29 - Apr 30
Chic Studio in the Heart of the Gold Coast

LIVN Millennium Park Downtown Chicago 2BR

LIVN Millennium Park Downtown Chicago 2BR
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"It was very clean and as described/ pictured. The location was absolutely perfect being within a short walk to millennium park, restaurants and stores. The batteries were low in the remote and the host reached out to us around the same time. We received batteries within 10 minutes of letting them know."
United States
Amber W.
The price is ¥52,417
¥70,360 total
includes taxes & fees
Apr 19 - Apr 20
LIVN Millennium Park Downtown Chicago 2BR

Wrigleyville Suites

Wrigleyville Suites
2.0 star property
Lakeview
9.4 out of 10, Exceptional, (34 reviews)
"Great location and space ! Will use again "
United States
Vanessa
The price is ¥20,757
¥24,365 total
includes taxes & fees
Apr 26 - Apr 27
Wrigleyville Suites

Beautiful Rustic Cabin for Two!

Beautiful Rustic Cabin for Two!
Griffith
9.0 out of 10, Wonderful, (22 reviews)
"The cabin was cute and cozy and the host was very welcoming. "
United States
Deric D.
The price is ¥13,184
¥18,324 total
includes taxes & fees
Apr 19 - Apr 20
Beautiful Rustic Cabin for Two!

Modern Comfort: 1BR Unit w/ Laundry

Modern Comfort: 1BR Unit w/ Laundry
Downtown Chicago
9.0 out of 10, Wonderful, (17 reviews)
"Great location, apt well equipped and host very responsive. Wonderful stay. "
United States
Gina G.
The price is ¥11,436
¥28,435 total
includes taxes & fees
Apr 19 - Apr 20
Modern Comfort: 1BR Unit w/ Laundry

Plymouth Studio Suite with Gym, Rooftop, and Lobby

Plymouth Studio Suite with Gym, Rooftop, and Lobby
Downtown Chicago
The price is ¥12,707
¥45,940 total
includes taxes & fees
Apr 16 - Apr 17
Plymouth Studio Suite with Gym, Rooftop, and Lobby

Spacious 4BR Central Apartment w/ Skyline Views

Spacious 4BR Central Apartment w/ Skyline Views
Near North Side
10.0 out of 10, Exceptional, (14 reviews)
"Great location, comfortable room, welcoming host."
United States
Treseanne A.
The price is ¥22,714
¥71,738 total
includes taxes & fees
Apr 26 - Apr 27
Spacious 4BR Central Apartment w/ Skyline Views

Nice 1BR Spot, Unwind & Relax

Nice 1BR Spot, Unwind & Relax
Lincoln Square
9.8 out of 10, Exceptional, (34 reviews)
"This was a great apartment in the heart of Lincoln Square. The kitchen is fully equipped, the bed was comfortable and there are a lot of amenities and public transportation close by. I will definitely be staying hear again! "
United States
Lisa
The price is ¥13,978
¥31,412 total
includes taxes & fees
Apr 27 - Apr 28
Nice 1BR Spot, Unwind & Relax

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

Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
Robertsdale
9.6 out of 10, Exceptional, (24 reviews)
"I had a fun stay "
United States
Jusu K.
The price is ¥19,871
¥28,483 total
includes taxes & fees
Apr 16 - Apr 17
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.

Premium Urban 4BR - Perfect Mix of Comfort & Location

Premium Urban 4BR - Perfect Mix of Comfort & Location
Near North Side
10.0 out of 10, Exceptional, (1 review)
"Nice place, clean property, great views "
United States
Zach L.
The price is ¥21,443
¥69,387 total
includes taxes & fees
Apr 27 - Apr 28
Premium Urban 4BR - Perfect Mix of Comfort & Location

Cozy, Comfortable and Convenient apartment. Close to everything!

Cozy, Comfortable and Convenient apartment. Close to everything!
Oak Park
9.8 out of 10, Exceptional, (73 reviews)
"Apartment is as advertised. Nicely stocked, large, clean, comfortable, nice natural light, quiet, great location, full size appliances, easy access. "
United States
Susan G.
The price is ¥17,155
¥46,007 total
includes taxes & fees
Apr 27 - Apr 28
Cozy, Comfortable and Convenient apartment. Close to everything!

Historic Oak Park Home

Historic Oak Park Home
2.0 star property
Oak Park
10.0 out of 10, Exceptional, (5 reviews)
"The owner was awesome. Convenient parking and beautiful area! Will definitely make a reservation again."
United States
Janette
The price is ¥34,166
¥56,751 total
includes taxes & fees
Apr 22 - Apr 23
Historic Oak Park Home
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

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