Holiday Homes in Far Southwest Side
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Our top choices for Far Southwest Side holiday homes
10.0 out of 10, Exceptional, (1)
"My Experience Was (NOTHING) Short Of Perfect! The Place Is Nice & The Host Was Even Better! I’ll Forsure Be Booking Again! "
Aaron K.
The price is NZ$251
includes taxes & fees
30 Dec - 31 Dec
Spacious 3br home near Chicago, fenced yard for pets
Spacious 3br home near Chicago, fenced yard for petsRichton Park
9.0 out of 10, Wonderful, (14)
"Really cute house! Very comfortable beds. Clean and well maintained. "
Samantha D.
The price is NZ$533
includes taxes & fees
5 Jan - 6 Jan 2026
The price is NZ$723
includes taxes & fees
2 Jan - 3 Jan 2026
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, (16)
"Wonderful property and nice owners. I definitely recommend and will stay again if I'm ever in the area."
Karen D.
The price is NZ$307
includes taxes & fees
5 Jan - 6 Jan 2026
*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
*The Comfy King Ranch*King Bed Suite*Fast Wi-FiWorth
9.6 out of 10, Exceptional, (55)
"Perfect place for an 8 person golf trip! "
Griffin P.
The price is NZ$579
includes taxes & fees
4 Jan - 5 Jan 2026
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)
"Amazing property had everything we need! "
Rachel
The price is NZ$640
includes taxes & fees
4 Jan - 5 Jan 2026
Coziest estate home 20 minutes to downtown
Coziest estate home 20 minutes to downtownWillow Springs
8.8 out of 10, Excellent, (16)
"We liked the home, it had everything we needed. We loved having the pool table to play on, that was a hit! The backyard was clean and large, with lots of room! We had the privacy that we needed!"
Gabriela N.
The price is NZ$682
includes taxes & fees
30 Dec - 31 Dec
Guesthouse Gem 2BR, Smart TVs, W/D, & Parking
Guesthouse Gem 2BR, Smart TVs, W/D, & ParkingLa Grange Highlands
10.0 out of 10, Exceptional, (2)
"Good communication from beginning to the end. Will definitely stay at this property again on my next Chicago vacation."
Arnie B.
The price is NZ$454
includes taxes & fees
30 Dec - 31 Dec
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
Embassy Suites by Hilton Chicago Downtown River North
10/10 Excellent
Find out more about Far Southwest Side
Far Southwest Side Holiday Homes information
Number of reviews | 247 |
|---|---|
Accommodation | 326 Holiday Homes |
Lowest Price | NZ$251 |
Highest Price | NZ$868 |
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