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South Suburbs Vacation Rentals

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Browse Select South Suburbs Vacation Homes

Lincoln Park Living - Suite 2!
10.0 out of 10, Exceptional, (3)
"Good location. Close to DePaul and my granddaughter"
Lincoln Park Living - Suite 2!
Luxury Downtown Penthouse with Private Rooftop!
10.0 out of 10, Exceptional, (4)
"Good host"
Luxury Downtown Penthouse with Private Rooftop!
Beautiful, Remodeled Penthouse Unit in Old Town!
9.6 out of 10, Exceptional, (7)
"This property is huge for a city apartment. Our family of 5 (two parents, three kids) had plenty of space. The newly updated kitchen is very pretty. It is a short walk to many restaurants and Lincoln Park Zoo. The property manager was very responsive to my questions. We would definitely stay here again."
Beautiful, Remodeled Penthouse Unit in Old Town!
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Breathtaking Downtown Penthouse B - Sleeps 11
10.0 out of 10, Exceptional, (3)
"This property was very clean and spacious and close to everything we needed to be walking distance from. Parking was easy and extra parking was cheap and affordable."
Breathtaking Downtown Penthouse B - Sleeps 11
Luxury Home Away From Your Home
9.0 out of 10, Wonderful, (106)
"The host communicated well. The area was busy but felt safe. I felt it was expensive for the location. Very clean."
Luxury Home Away From Your Home
Cozy Gary Vacation Rental: Steps to Beach!
9.6 out of 10, Exceptional, (21)
"We spent a wonderful long weekend in this charming cottage, had perfect weather for our multiple outings to the beach, which is steps away as advertised! The cottage was very well equipped with everything we needed, and the neighborhood is outstanding! We will definitely be back!"
Cozy Gary Vacation Rental: Steps to Beach!
Breathtaking Downtown Penthouse A - Sleeps 11!
9.0 out of 10, Wonderful, (2)
"We stayed here with 6 adult friends for a concert and really enjoyed our stay. The rooftop area you have all to yourself and was a big hit within our group. It is a short 15-20 minute walk from lots of fun things to do like kayak the river, an animal rescue that you can go pet dogs and the Original Mr. Beef restaurant that the show "The Bear" is based off of. We went to Mr.Beef for great sandwiches and even saw the main actor from the show there!! For sleeping arrangements, it wasn't ideal to...
Breathtaking Downtown Penthouse A - Sleeps 11!
LUXE 3 BR, 2 BA + Hot Tub
9.2 out of 10, Wonderful, (9)
"Our team had a one day conference in Chicago. Although it was near the highway it wasn't very loud. Decent neighborhood and the good part is that it was near the highway. Lower level bed is uncomfortable, no other way to say that. I still give it 5-stars as it is as advertised. Communication with owner was timely."
The price is CA $375
CA $542 total
includes taxes & fees
Jun 4 - Jun 5
LUXE 3 BR, 2 BA + Hot Tub
Free Parking! Designed for Work and Play - Perfect for Any Traveler with 2 Work Spaces and Old Town Charm by RedAwning
8.8 out of 10, Excellent, (29)
"Accurate description and located very close to great spots."
Free Parking! Designed for Work and Play - Perfect for Any Traveler with 2 Work Spaces and Old Town Charm by RedAwning
national historic home near downtown airports no parties no events
9.4 out of 10, Exceptional, (20)
"Had a great time used space for birthday event!!"
The price is CA $409
CA $471 total
includes taxes & fees
Jun 17 - Jun 18
national historic home near downtown airports no parties no events
Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars
9.4 out of 10, Exceptional, (70)
"The house and location was perfect for our group trip to Chicago. Ample rooms and beds for everyone, and host was extremely responsive throughout the process and our stay. Walking distance to a bunch of great restaurants and bars. Would definitely stay again!"
Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars
Insta Worthy ^Prime Spot ^Patio ^Parking ^Fireplace
9.0 out of 10, Wonderful, (44)
"Communication was fantastic. Location is excellent. I stayed there with my wife and kids and there was plenty of room. Would be great for a big group of friends or a bachelor party weekend."
Insta Worthy ^Prime Spot ^Patio ^Parking ^Fireplace
Cozy, King bed with heated bathroom!
9.8 out of 10, Exceptional, (8)
"Great"
Cozy, King bed with heated bathroom!
Updated Forest Park 3 BR Bungalow
10.0 out of 10, Exceptional, (84)
"Very nice home in the Chicago suburbs. I'm a single traveler and I found the home and neighborhood comfortable and safe. Easy 7 minute walk to the "L". I travelled downtown and south to multiple destinations without having to drive. I highly recommend this home !"
Updated Forest Park 3 BR Bungalow
Elegant Mayor's Manor in Central Chicago - 9 Beds
9.6 out of 10, Exceptional, (8)
"Place was as described and worked perfect for our stay."
Elegant Mayor's Manor in Central Chicago - 9 Beds
Lincoln Park Living - Suite 1
10.0 out of 10, Exceptional, (1)
"You could not ask for a better location to explore Chicago. Quick drive to all the sights. Apartment was very clean and well equipped. A great vacation spot!"
Lincoln Park Living - Suite 1
Charming Oak Park Home w/ Private Fire Pit!
9.8 out of 10, Exceptional, (8)
"Me and my family stayed there and it has to be my favorite place when visiting family there was more than enough room for local family members to come and visit, the beds were so comfortable and the place was stocked with everything we needed. Communication was perfect we had to stay an extra day and they let us book it with no problem. Would definitely book to stay at again."
Charming Oak Park Home w/ Private Fire Pit!
Stunning Duplex Condo #1 - Downtown River North
Stunning Duplex Condo #1 - Downtown River North
Dunes Escape - Minutes from Indiana Dunes National Park
9.8 out of 10, Exceptional, (28)
"We had a great stay! Everything was just as listed! Every area was very clean, kitchen well stocked, plenty of towels provided for our 2 night stay. If i could change anything it would have been to add a nightlight of some sort in the twin room. Unfamiliar place/noises and it was completely dark for my daughter. No lamp or nightlight in that room. Also a few of the cabinet doors need tightened down."
The price is CA $171
CA $442 total
includes taxes & fees
Jun 4 - Jun 5
Dunes Escape - Minutes from Indiana Dunes National Park
Prime location Historic Chicago Townhouse
9.4 out of 10, Exceptional, (59)
"Gorgeous, large townhouse. We loved the location and the townhouse itself. The lock box was a little confusing because there are 2. In the age of door codes, I wasn’t expecting this. Another word of note: the staircase is old and the wood is worn on some places. If you have small children or someone who is unstable on their feet you might want to consider this."
Prime location Historic Chicago Townhouse
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See all available properties in South Suburbs
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.

Other property types in South Suburbs

Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (416)
"I just wish that the valet parking wasn’t $75 a night! What a nightmare! Asides from that, it’s super clean and super easy to check in, and there’s an infinity pool!"
The price is CA $257
CA $341 total
includes taxes & fees
Jun 16 - Jun 17
Sentral Michigan Avenue
Sonder Market Hall
3.5 star property
8.4 out of 10, Very good, (88)
"Really pleased with my stay at the Market Hall. The process was extremely easy to reserve and access the room. The room was better than expected. I would definitely stay here again. Thanks Sonder!! "
The price is CA $191
CA $224 total
includes taxes & fees
Jun 16 - Jun 17
Sonder Market Hall
Sonder South Wabash
3.5 star property
8.8 out of 10, Excellent, (302)
"Everything was great!"
The price is CA $258
CA $303 total
includes taxes & fees
Jun 5 - Jun 6
Sonder South Wabash
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.

South Suburbs Vacation Homes information

Number of reviews
504
Accommodation
379 Vacation Homes
Lowest Price
CA $171
Highest Price
CA $409

Recent Reviews in South Suburbs
Expedia verified reviews