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Search Vacation Homes in South Suburbs

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Compare 432 Vacation Homes in South Suburbs with updated reviews, rates, and availability.

Great 3 bedroom rental unit near Logan Square

9.4 out of 10, Exceptional, (30)
"Safe neighborhood and super responsive host. I would definitely book again."
Great 3 bedroom rental unit near Logan Square

Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24

10.0 out of 10, Exceptional, (166)
"Great place for our large group. Lots of room for the bridal girls to get ready for the wedding. "
Lincoln Park Single Family Home (4bdrm 3.5 bth)-2 Car Garage 4200sqft Sleeps 24

Cozy Home Sweet Homewood.

9.8 out of 10, Exceptional, (23)
"It felt like home. Didnt want to leave."
Cozy Home Sweet Homewood.

Updated Forest Park 3 BR Bungalow

10.0 out of 10, Exceptional, (103)
"This Forest Park bungalow was perfect for our ladies weekend. It is clean, comfortable, updated, charming, well stocked with supplies, has off-street parking, and is convenient to the city. I highly recommend this lovely home."
Updated Forest Park 3 BR Bungalow

Miller Beach Blue Door By The Shore #2

10.0 out of 10, Exceptional, (4)
"Perfect!"
Miller Beach Blue Door By The Shore #2

Spacious 3-Bedroom Home with Game Lounge & Relaxing Backyard Near Glenbard East

10.0 out of 10, Exceptional, (4)
"This property was great for our group! It was clean and ready to use when we got there. There was even snacks left out for us! "
Spacious 3-Bedroom Home with Game Lounge & Relaxing Backyard Near Glenbard East

Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars

9.2 out of 10, Wonderful, (90)
"Short walk to so many great restaurants, bars, cafes, and more. Great location and the stay was great. Communication and expectations were clear from the start and made for an easy stay. "
Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars

Newly Updated Vintage 6 Bedroom Single Family Home by AllSet Turnover

9.4 out of 10, Exceptional, (12)
"House was clean and the check in process was easy. The gated driveway easily fit 3 cars with room to spare."
Newly Updated Vintage 6 Bedroom Single Family Home by AllSet Turnover

Berwyn Beauty

10.0 out of 10, Exceptional, (15)
"Very nice place to stay"
Berwyn Beauty

BoHo House - A Chic, 1903 Chicago Workers Cottage

10.0 out of 10, Exceptional, (10)
"The house was beautiful, clean, quiet and it has everything you need. "
BoHo House - A Chic, 1903 Chicago Workers Cottage

LUXE 3 BR, 2 BA + Hot Tub

9.0 out of 10, Wonderful, (24)
"Everything was nice and cleaned.Will stay again "
The price is SAR 1,031
SAR 1,708 total
includes taxes & fees
6 May - 7 May
LUXE 3 BR, 2 BA + Hot Tub

Private Home Awaits

10.0 out of 10, Exceptional, (2)
"Very convenient to all my activities for my 55th Birthday "
Private Home Awaits

Spacious 5-bedroom house with movie room, game room and more!

10.0 out of 10, Exceptional, (3)
"We had an amazing stay everything was nice abd very well maintained. If I’m ever in the area again will stay again "
Spacious 5-bedroom house with movie room, game room and more!

House with garage, outdoor dining and basement bar

House with garage, outdoor dining and basement bar

Spacious and Sleek 4BD/2.5BA - Logan Square!

9.4 out of 10, Exceptional, (18)
"Our stay was very comfortable for 3 days while we explored Chicago with friends. Bedrooms are very functional and property manager is very responsive to needs or issues that need immediate attention. "
Spacious and Sleek 4BD/2.5BA - Logan Square!

King Bed/Fast Wi-Fi/Spacious/Family-Friendly/Just 2 steps to enter House

10.0 out of 10, Exceptional, (30)
"Clean, spacious, easy living for parents and in laws during the holiday."
The price is SAR 823
SAR 1,471 total
includes taxes & fees
5 May - 6 May
King Bed/Fast Wi-Fi/Spacious/Family-Friendly/Just 2 steps to enter House

Old Town 3bd 3ba Coach House, Garage Parking Incl by AllSet Turnover

9.6 out of 10, Exceptional, (10)
"Very quiet and close to CTA , Old Town easy access to the city"
Old Town 3bd 3ba Coach House, Garage Parking Incl by AllSet Turnover

Private Wooded Acre, Soaring Windows in Nat’l Park, 2 blocks to the beach

10.0 out of 10, Exceptional, (33)
"Clean, quiet and comfortable! The host was pleasant!"
Private Wooded Acre, Soaring Windows in Nat’l Park, 2 blocks to the beach

Luxury duplex home in Roscoe Village/Wrigley Field with Free Steet Parking

10.0 out of 10, Exceptional, (11)
"Charming accommodations - our host was amazing. Will definitely stay again. Cindy"
Luxury duplex home in Roscoe Village/Wrigley Field with Free Steet Parking

Luxury Home Away From Your Home

9.0 out of 10, Wonderful, (117)
"Perfect for what we were looking for!"
Luxury Home Away From Your 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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Other property types in South Suburbs

Comfort Inn Chicago Southland I-80 & I-294 Near Casino

2.5 star property
4.6 out of 10, (18)
"Nice inside room but it’s not safe outside area"
The price is SAR 335
SAR 378 total
includes taxes & fees
5 May - 6 May
Comfort Inn Chicago Southland I-80 & I-294 Near Casino

Cozy Home Sweet Homewood.

9.8 out of 10, Exceptional, (23)
"It felt like home. Didnt want to leave."
Cozy Home Sweet Homewood.

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (741)
"Great family place to stay. "
The price is SAR 539
SAR 742 total
includes taxes & fees
11 May - 12 May
Sentral Michigan Avenue
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.