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Compare 480 Vacation Homes in Riverdale with updated reviews, rates, and availability.

Cozy Home Sweet Homewood.

9.8 out of 10, Exceptional, (22)
"Liked very much"
Cozy Home Sweet Homewood.

Updated Forest Park 3 BR Bungalow

10.0 out of 10, Exceptional, (101)
"My friends and I had a wonderful stay at this property. It is very cute and conveniently located in a nice neighborhood (Oak Park/Forest Park areas) with easy access to 290 that takes you straight to the heart of downtown Chicago. The house had many amenities and you can tell the hosts are very considerate/thoughtful. Would highly recommend! "
Updated Forest Park 3 BR Bungalow

Miller Beach Blue Door By The Shore #2

10.0 out of 10, Exceptional, (4)
"I had a very nice stay the property was very clean. I loved the location probably would’ve been better if I had rented in the summer because it was a little chilly in the home but otherwise everything was great. "
Miller Beach Blue Door By The Shore #2

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

9.2 out of 10, Wonderful, (90)
"The space was perfect for multiple families who want to stay in a great neighborhood, close to the train, shopping, restaurants bars and more. Worked out perfectly for a few friends and their kids with plenty of space for sleeping and hanging out. Even had 2 spaces for cars in a garage!"
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)
"We had an amazing time at the Berwyn Beauty. Good location and response time to messages! We Came down for Americas Beauty show and had the most amazing time. "
Berwyn Beauty

Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!

Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!

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)
"I wanted a fun place to stay close to friends in Oak Park. We had 2 teenagers and they basically lived in the basement with the games while we stayed here. You can hear them talking in the basement while on the main level. The location was good for our needs."
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)
"Overall, we had a great time in Chicago. The area was perfect and it’s located right across a school so it made it a bit more entertaining when seating out in the balcony. The home had all we looked for and was very much pretty clean. Nice place to stay and will definitely reconsider for our next stay. "
Spacious and Sleek 4BD/2.5BA - Logan Square!

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

9.6 out of 10, Exceptional, (9)
"The house is located in a neighborhood that is easily walkable and has anything you need within walking distance. Metro is located within a few blocks of the house and makes getting around easy."
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)
"Our stay was nothing short of amazing! The host was incredibly responsive and flexible, allowing us to make a last-minute change to our reservation. She went above & beyond to be accommodating, which made it possible for our family to still gather for a special Christmas and New Year celebration. The house itself was full of character, with unique artwork and quirky touches that made it feel like a fun, creative retreat. The serene location, surrounded by nature, provided the perfect backdrop...
Private Wooded Acre, Soaring Windows in Nat’l Park, 2 blocks to the beach

Luxury Home Away From Your Home

9.0 out of 10, Wonderful, (117)
"Had a great time at Ms. Linnie’s place! She was incredibly responsive and helpful. The house was clean and comfortable, and I loved that there were 2 full bathrooms! I was a little nervous about the neighborhood as we were definitely looked at as outsiders, but no one bothered us and we walked to Maxwell Street Polish and back just fine (which is fantastic, btw). I did love the gated yard in back with two parking spots, so we had our own space. Would definitely stay again!"
Luxury Home Away From Your Home

Comfy 4 bedroom Apartment in the center of CHICAGO! 15 mins from Downtown!

7.8 out of 10, Good, (7)
"I would stay again and the communication was on point. Thank you for having us."
Comfy 4 bedroom Apartment in the center of CHICAGO! 15 mins from Downtown!

Renovated 6 Bedroom 5 Bathroom Home 10 Minutes from Downtown Chicago

9.0 out of 10, Wonderful, (7)
"To say we enjoyed our stay, is an understatement. My sister was able you bring in her 21st birthday properly along with her close friends. It was so spacious, everyone had their own area to hang out. The master bedroom is gorgeous, a real selling point. My only regret is that it is winter && we were unable to enjoy the backyard. Our host was amazing and very helpful during the whole process, any question was promptly answered. If you’re looking for a nice place in a quiet area, don’t hesitate to...
Renovated 6 Bedroom 5 Bathroom Home 10 Minutes from Downtown Chicago

Remodeled 1890 Chicago Greystone, 4bd 3.5ba & Gym

10.0 out of 10, Exceptional, (3)
"Upscale tri level home, easy location to get to and Uber from. House is very well designed and set up for a larger family group. 4 nice bedrooms with really nice bathrooms and a small workout area. Living room and kitchen open up to a back deck area with lower level sitting spaces. Great place to stay for concerts or just an easy location to visit the pier or soldier field or Wrigley or white Sox. We enjoyed our week. "
Remodeled 1890 Chicago Greystone, 4bd 3.5ba & Gym

Casa Blanca in Miller Beach!

9.8 out of 10, Exceptional, (69)
"8 of us stayed at the house, plenty of beds, plenty of places to sit and talk / watch TV, kitchen had everything we needed. Highly recommend"
Casa Blanca in Miller Beach!

Restored Cottage Across The Street From The Beach!

9.8 out of 10, Exceptional, (95)
"Great house for large family. Very cozy, yet spacious. Fenced yard was great as was the close proximity to the beach"
Restored Cottage Across The Street From The Beach!

Chicago West Town Row House

2.0 star property
Chicago West Town Row House
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 Riverdale

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (726)
"Great family place to stay. "
The price is SAR 411
SAR 593 total
includes taxes & fees
20 Apr - 21 Apr
Sentral Michigan Avenue

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (471)
"No access to gym"
The price is SAR 430
SAR 505 total
includes taxes & fees
20 Apr - 21 Apr
Sonder South Wabash

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (271)
"Very clean l, quiet and well thought out. Had everything we needed and the bed was super comfortable! Great having a 12 cup coffee pot! Parking was close and although not a lot of close options to restaurants or shopping, there were many more options within a 15-20 min walk. Would definitely stay here again!"
The price is SAR 471
SAR 553 total
includes taxes & fees
21 Apr - 22 Apr
Sonder Market Hall
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.