Holiday Homes in Far Southeast Side
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Our top choices for Far Southeast Side holiday homes
Holiday Home in Sauk Village
Your Home Away From Home in Sauk Village10.0 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 €128
includes taxes & fees
31 Dec - 1 Jan 2026
Holiday Home in Richton Park
Spacious 3br home near Chicago, fenced yard for pets9.0 out of 10, Wonderful, (14)
"Really cute house! Very comfortable beds. Clean and well maintained. "
Samantha D.
The price is €271
includes taxes & fees
5 Jan - 6 Jan 2026
The price is €367
includes taxes & fees
2 Jan - 3 Jan 2026
Holiday Home in Merrilville
Modern 3BR w/Deck · Minutes from I-65. Fenced YardThe price is €321
includes taxes & fees
3 Jan - 4 Jan 2026
Holiday Home in Miller Beach
Dunes Escape - Minutes from Indiana Dunes National Park9.8 out of 10, Exceptional, (36)
"We loved our stay and had a relaxing time in the area. Buying groceries to cook was great with a full kitchen to cook with. Rooms were super nice and also had every accommodation we could need. Definitely will be looking to stay again!"
Braden S.
The price is €261
includes taxes & fees
6 Jan - 7 Jan 2026
Holiday Home in Robertsdale
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.9.8 out of 10, Exceptional, (17)
"Wonderful property and nice owners. I definitely recommend and will stay again if I'm ever in the area."
Karen D.
The price is €156
includes taxes & fees
5 Jan - 6 Jan 2026
Holiday Home in Worth
*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi9.6 out of 10, Exceptional, (55)
"Perfect place for an 8 person golf trip! "
Griffin P.
The price is €294
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Home in Willow Springs
Coziest estate home 20 minutes to downtown8.8 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 €346
includes taxes & fees
1 Jan - 2 Jan 2026
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 Southeast Side Hotel Reviews
Sable at Navy Pier Chicago, Curio Collection by Hilton
10/10 Excellent
Find out more about Far Southeast Side
Far Southeast Side Holiday Homes information
Number of reviews | 239 |
|---|---|
Accommodation | 325 Holiday Homes |
Lowest Price | €128 |
Highest Price | €575 |
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