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Our top choices for Far Southwest Side vacation homes

A quiet stay while you are away

A quiet stay while you are away
Oak Park
9.8 out of 10, Exceptional, (35 reviews)
"Everything was very comfortable and Jay did a great job of showing the house. I would definitely come back again"
United States
Fred D.
The price is ¥20,507
¥45,715 total
includes taxes & fees
Mar 24 - Mar 25
A quiet stay while you are away

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, (23 reviews)
"I had a fun stay "
United States
Jusu K.
The price is ¥19,920
¥28,553 total
includes taxes & fees
Mar 24 - Mar 25
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.

Near Lake and Museum • Modern • Game Area

Near Lake and Museum • Modern • Game Area
South Shore
The price is ¥12,101
¥81,716 total
includes taxes & fees
Mar 25 - Mar 26
Near Lake and Museum • Modern • Game Area

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

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Maywood
8.2 out of 10, Very Good, (22 reviews)
"Easy to access, big place, great for a group that needs to have several rooms and beds. Would definitely stay again"
United States
JOSE S.
The price is ¥23,789
¥48,615 total
includes taxes & fees
Mar 24 - Mar 25
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

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

15 mins to beach/Renew+Relax/Clean/ Nat’l Park!/Theater/Game Room/Pet Friendly
Gary
8.4 out of 10, Very Good, (19 reviews)
"We love it "
United States
sergio o.
The price is ¥25,652
¥71,533 total
includes taxes & fees
Mar 24 - Mar 25
15 mins to beach/Renew+Relax/Clean/ Nat’l Park!/Theater/Game Room/Pet Friendly

Vintage Urban Retreat

Vintage Urban Retreat
Oak Park
10.0 out of 10, Exceptional, (14 reviews)
"The house was spotless and very comfortable for our needs. Best of all it was not far from our son’s home in River Forest which made going back and forth convenient."
United States
Beryl I.
The price is ¥25,079
¥78,657 total
includes taxes & fees
Mar 24 - Mar 25
Vintage Urban Retreat

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

*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
Worth
9.4 out of 10, Exceptional, (57 reviews)
"Home was exactly what we were needing fir our stay. Host was responsive and timely. "
United States
Stephanie H.
The price is ¥25,477
¥52,917 total
includes taxes & fees
Apr 12 - Apr 13
*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi

Modern 4BR Retreat Near MDW | LCP Collection

Modern 4BR Retreat Near MDW | LCP Collection
Burbank
8.6 out of 10, Excellent, (7 reviews)
"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
Stephanie S.
The price is ¥29,298
¥73,260 total
includes taxes & fees
Mar 24 - Mar 25
Modern 4BR Retreat Near MDW | LCP Collection

Spacious 3br home near Chicago, fenced yard for pets

Spacious 3br home near Chicago, fenced yard for pets
Richton Park
9.0 out of 10, Wonderful, (21 reviews)
"The location was perfect! The house very spacious, with more than enough room for my boys!"
United States
Carmen
The price is ¥27,658
¥66,723 total
includes taxes & fees
Mar 30 - Mar 31
Spacious 3br home near Chicago, fenced yard for pets

Luxury House minutes away from O'Hare and Downtown Chicago

Luxury House minutes away from O'Hare and Downtown Chicago
Bensenville
10.0 out of 10, Exceptional, (1 review)
"Easily the nicest place I have ever stayed at. Wonderful neighborhood, clean house, and great amenities. I’ll stay there again anyday. "
United States
Jacob F.
The price is ¥28,462
¥90,746 total
includes taxes & fees
Mar 24 - Mar 25
Luxury House minutes away from O'Hare and Downtown Chicago

Oak Park Victorian by FLW Studio

Oak Park Victorian by FLW Studio
Oak Park
10.0 out of 10, Exceptional, (29 reviews)
"Finding a good 3 br or 4 br option in and around OP / RF is challenging and if this one is available, jump on it. Functional plan, easy parking, great location and responsive owners. "
United States
Lawrence P.
The price is ¥26,168
¥80,085 total
includes taxes & fees
Mar 24 - Mar 25
Oak Park Victorian by FLW Studio

LUXE 3 BR, 2 BA + Hot Tub

LUXE 3 BR, 2 BA + Hot Tub
Elmhurst
8.8 out of 10, Excellent, (40 reviews)
"Nice place, alot of space. Great host"
United States
Devonta J.
The price is ¥15,764
¥43,268 total
includes taxes & fees
Mar 25 - Mar 26
LUXE 3 BR, 2 BA + Hot Tub

Enamored in Elmhurst

Enamored in Elmhurst
Elmhurst
10.0 out of 10, Exceptional, (16 reviews)
"Clean rooms, very helpful and friendly host, the house had everything we needed"
United States
Kaitlyn M.
The price is ¥35,668
¥81,002 total
includes taxes & fees
Mar 24 - Mar 25
Enamored in Elmhurst

Lockport Haven/3 King Beds/Wi-fi/Near Downtown!

Lockport Haven/3 King Beds/Wi-fi/Near Downtown!
Lockport
10.0 out of 10, Exceptional, (5 reviews)
"Amazing property had everything we need! "
United States
Rachel
The price is ¥27,069
¥59,154 total
includes taxes & fees
Apr 12 - Apr 13
Lockport Haven/3 King Beds/Wi-fi/Near Downtown!

PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central

PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
Lisle
9.6 out of 10, Exceptional, (24 reviews)
"Had a nice time. Great location!"
United States
Jinjer M.
The price is ¥15,382
¥42,289 total
includes taxes & fees
Mar 24 - Mar 25
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central

Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard

Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard
Oak Park
10.0 out of 10, Exceptional, (2 reviews)
"Sweet hosts, beautiful place, and awesome movie/game room. Definitely would stay again."
United States
Willow M.
The price is ¥35,986
¥61,614 total
includes taxes & fees
Apr 14 - Apr 15
Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard

Modern Stylish Comfort Near Casino and Hwy

Modern Stylish Comfort Near Casino and Hwy
Homewood
The price is ¥21,018
¥62,526 total
includes taxes & fees
Mar 24 - Mar 25
Modern Stylish Comfort Near Casino and Hwy

Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking

Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking
Westmont
The price is ¥19,108
¥33,415 total
includes taxes & fees
Mar 29 - Mar 30
Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking

New! 10-min to Downtown

New! 10-min to Downtown
Oak Park
The price is ¥55,731
¥117,345 total
includes taxes & fees
Mar 24 - Mar 25
New! 10-min to Downtown

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

Your Chicago Hub~ 4 minute Walk to Train~ Pets OK
Brookfield
10.0 out of 10, Exceptional, (7 reviews)
"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
Barbara R.
Your Chicago Hub~ 4 minute Walk to Train~ Pets OK
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

Far Southwest Side Vacation Homes information

Number of reviews
282
Accommodation
326 Vacation Homes
Lowest Price
¥28,553
Highest Price
¥117,345

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