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Check prices for these dates

In two weeks
Mar 13 - Mar 15
In two months
Apr 24 - Apr 26
In three months
May 22 - May 24
In four months
Jun 19 - Jun 21

Our top choices for Far Southwest Side vacation homes

Exterior

A quiet stay while you are away

A quiet stay while you are away
Oak Park
9.8 out of 10, Exceptional, (34 reviews)
"great stay"
United States
matt R.
The price is ￥10,354
￥31,380 total
includes taxes & fees
Feb 24 - Feb 25
A quiet stay while you are away
Smart TV

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, (18 reviews)
"Really cute house! Very comfortable beds. Clean and well maintained. "
United States
Samantha D.
The price is ￥16,745
￥48,268 total
includes taxes & fees
Feb 24 - Feb 25
Spacious 3br home near Chicago, fenced yard for pets
Fridge, microwave, oven, stovetop

PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!

PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
Westchester
9.8 out of 10, Exceptional, (20 reviews)
"Great place Great location "
United States
Josh W.
The price is ￥22,304
￥61,515 total
includes taxes & fees
Feb 24 - Feb 25
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
Beach

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 ￥24,979
￥69,655 total
includes taxes & fees
Feb 25 - Feb 26
15 mins to beach/Renew+Relax/Clean/ Nat’l Park!/Theater/Game Room/Pet Friendly
Fridge, microwave, oven, stovetop

*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)
"Very clean and comfortable! Great place for our short stay! So much space it was great!"
United States
David L.
The price is ￥24,808
￥52,855 total
includes taxes & fees
Feb 26 - Feb 27
*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
Smart TV

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
8.0 out of 10, Very Good, (21 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 ￥23,025
￥46,527 total
includes taxes & fees
Feb 25 - Feb 26
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Interior

Vintage Urban Retreat

Vintage Urban Retreat
Oak Park
10.0 out of 10, Exceptional, (14 reviews)
"Great location in a quiet neighborhood! Beautiful Victorian house that was perfect for our company. Every amenities you could ask for and washer/dryer was excellent for our international co founders and they were very impressed with dry time. We will be staying here every time we are in Chicago. "
United States
Mike B.
The price is ￥19,536
￥69,225 total
includes taxes & fees
Feb 24 - Feb 25
Vintage Urban Retreat
Property grounds

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
9.8 out of 10, Exceptional, (20 reviews)
"Wonderful property and nice owners. I definitely recommend and will stay again if I'm ever in the area."
United States
Karen D.
The price is ￥22,188
￥30,930 total
includes taxes & fees
Mar 9 - Mar 10
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
TV

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 ￥28,529
￥71,005 total
includes taxes & fees
Feb 24 - Feb 25
Modern 4BR Retreat Near MDW | LCP Collection
Interior

Near Lake and Museum • Modern • Game Area

Near Lake and Museum • Modern • Game Area
South Shore
The price is ￥11,629
￥80,915 total
includes taxes & fees
Feb 24 - Feb 25
Near Lake and Museum • Modern • Game Area
Exterior detail

Oak Park Victorian by FLW Studio

Oak Park Victorian by FLW Studio
Oak Park
10.0 out of 10, Exceptional, (29 reviews)
"Great location and walkable to restaurants. "
United States
Laura B.
The price is ￥20,932
￥71,179 total
includes taxes & fees
Feb 24 - Feb 25
Oak Park Victorian by FLW Studio
Dining

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, (1 review)
"Sweet hosts, beautiful place, and awesome movie/game room. Definitely would stay again."
United States
Willow M.
The price is ￥21,707
￥43,133 total
includes taxes & fees
Mar 2 - Mar 3
Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard
Fridge, microwave, oven, stovetop

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 ￥26,359
￥57,437 total
includes taxes & fees
Mar 4 - Mar 5
Lockport Haven/3 King Beds/Wi-fi/Near Downtown!
Smart TV

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 ￥36,592
￥80,846 total
includes taxes & fees
Feb 24 - Feb 25
Enamored in Elmhurst
Interior

PROMO 10% MONTHLY DISCOUNT! Comfy Home w Access to Major Roads/Hwys, Huge Yard

PROMO 10% MONTHLY DISCOUNT! Comfy Home w Access to Major Roads/Hwys, Huge Yard
Lombard
9.6 out of 10, Exceptional, (17 reviews)
"This house was perfect for an intimate family and friends get together."
United States
Alyssa R.
The price is ￥19,211
￥46,157 total
includes taxes & fees
Feb 24 - Feb 25
PROMO 10% MONTHLY DISCOUNT! Comfy Home w Access to Major Roads/Hwys, Huge Yard
Dining

LUXE 3 BR, 2 BA + Hot Tub

LUXE 3 BR, 2 BA + Hot Tub
Elmhurst
8.8 out of 10, Excellent, (39 reviews)
"Great place to stay. Plenty of backyard space. "
United States
Terrence M.
The price is ￥27,909
￥57,060 total
includes taxes & fees
Mar 2 - Mar 3
LUXE 3 BR, 2 BA + Hot Tub
TV, foosball

New! 10-min to Downtown

New! 10-min to Downtown
Oak Park
The price is ￥38,763
￥93,770 total
includes taxes & fees
Feb 24 - Feb 25
New! 10-min to Downtown
Living area

Entire home in Lockport, Illinois

Entire home in Lockport, Illinois
Lockport
10.0 out of 10, Exceptional, (1 review)
"The house is very clean. The host was very kind and responsive. "
United States
Susan B.
The price is ￥22,305
￥55,845 total
includes taxes & fees
Mar 3 - Mar 4
Entire home in Lockport, Illinois
Outdoor dining

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

PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
Lisle
9.4 out of 10, Exceptional, (23 reviews)
"Had a nice time. Great location!"
United States
Jinjer M.
The price is ￥14,652
￥40,669 total
includes taxes & fees
Feb 25 - Feb 26
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
Interior

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 ￥20,622
￥34,180 total
includes taxes & fees
Feb 24 - Feb 25
Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking
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

Hilton Chicago

Hilton Chicago

10/10 Excellent
"The check in process was smooth. Paul provided excellent customer service. The room had a great view of the lake. Everyone we interacted with was very friendly."
LuShana 2-night trip
Posted 6 hours ago
Hilton Chicago

Find out more about Far Southwest Side

Far Southwest Side Vacation Homes information

Number of reviews
300
Accommodation
326 Vacation Homes
Lowest Price
￥30,930
Highest Price
￥80,915

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