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Compare 536 Vacation Homes in Calumet Park with updated reviews, rates, and availability.

Great 3 bedroom rental unit near Logan Square

9.4 out of 10, Exceptional, (27)
"The neighborhood was very cute, but parking was an issue. We also realized the second day that the windows in the front room were not locked, and one of them was open. The curtains had them covered so we didn’t think to check the first night in. Also, i think the vacant apartment upstairs was being actively shown, so when we were at the property, there were several different folks coming in and out. Overall, it was comfy for the two nights we stayed."
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, (164)
"Great location, lots of space for gathering and hanging out. Tons of sleeping areas, air mattresses couches, futons, etc. Great for large groups of adults. Caution: Lots of stairs."
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, (20)
"Perfect for what we needed "
Cozy Home Sweet Homewood.

Updated Forest Park 3 BR Bungalow

10.0 out of 10, Exceptional, (100)
"The home is warm and inviting just like the pictures. Parking in the back of the house was easy. We cooked several times, pans, spices and dishes are available. The neighborhood is only about 20 minutes from downtown Chicago. The fenced in yard was perfect for our dog. We enjoyed our stay "
Updated Forest Park 3 BR Bungalow

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

9.4 out of 10, Exceptional, (88)
"We traveled to Chicago for a 3 day visit - this house was in a quiet neighborhood and walking distance to several coffee shops and diners. The house fit our family well and was warm and cozy."
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, (10)
"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, (14)
"Communication was amazing. Home was very welcoming, clean, and well prepared. Had a wonderful stay! "
Berwyn Beauty

BoHo House - A Chic, 1903 Chicago Workers Cottage

10.0 out of 10, Exceptional, (9)
"Highly recommend this property! It’s close to everything, our dog felt at home, and communication with the property owner was top notch! We will definitely stay here again when we find ourselves in Chicago next."
BoHo House - A Chic, 1903 Chicago Workers Cottage

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

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

LUXE 3 BR, 2 BA + Hot Tub

9.2 out of 10, Wonderful, (23)
"This property was is in a good neighborhood nice and clean I really enjoy myself Thanks"
The price is SAR 750
SAR 1,391 total
includes taxes & fees
2 Apr - 3 Apr
LUXE 3 BR, 2 BA + Hot Tub

Private Home Awaits

"The stay was excellent!! The house was so spacious clean and comfortable. I really enjoyed my stay here and would definitely book agsin"
The price is SAR 675
SAR 1,637 total
includes taxes & fees
8 Apr - 9 Apr
Private Home Awaits

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

10.0 out of 10, Exceptional, (2)
"This was a great rental experience from start to finish. Everyone was impressed with the space, and the location couldn't be better. We will definitely be back. "
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!

9.2 out of 10, Wonderful, (17)
"The unit is spacious but we only found 3 bedrooms not 4 as advertised. However it had 4 queen beds in 3 bedrooms. The bathrooms and carpet were not as clean as I like to see. The towels were small & thin with no extras to be found. The kitchen is nice but had little stock. The owner communicated well before the booking. The neighborhood is just ok. We were rarely at the unit except to sleep and get ready as the 5 of us were in town for a family wedding so lots of family events to attend. "
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, (8)
"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

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

9.8 out of 10, Exceptional, (10)
"This was such a nice place in a great location. Really clean, comfortable, everything we needed. I would stay here again. Thank you!"
Luxury duplex home in Roscoe Village/Wrigley Field with Free Steet Parking

Luxury Home Away From Your Home

9.0 out of 10, Wonderful, (116)
"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!

8.8 out of 10, Excellent, (5)
"The place was well maintained and very clean with no issues and the host was great and fast to respond."
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
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 Calumet Park

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (706)
"We love coming here and we come at least once a year. My only thing is we always get the lake side and this time we did not. Still a nice chicago skyline view but if you can get the lake side it’s gorgeous!"
The price is SAR 475
SAR 668 total
includes taxes & fees
20 Apr - 21 Apr
Sentral Michigan Avenue

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (454)
"As advertised. Would stay again. "
The price is SAR 350
SAR 411 total
includes taxes & fees
20 Apr - 21 Apr
Sonder South Wabash

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (267)
"It was good. Booking, arrival, and departure were easy. Bed was ok. Everything was clean and smelled nice. Parking was not easy and had to walk quite a distance. I don’t recall seeing that being the case when booking. "
The price is SAR 400
SAR 470 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.