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Compare 331 Vacation Homes in Calumet City with updated reviews, rates, and availability.

Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location

9.6 out of 10, Exceptional, (80)
"easy communication, great place, great location. no notes! "
Elegant 4 br Old Town Home; Private Yard; Parking; Amazing Location

Nestled just behind Marquette Park. 5 minute walk to beach.

10.0 out of 10, Exceptional, (9)
"Could not be more thankful for her prompt replies and accommodations."
Nestled just behind Marquette Park. 5 minute walk to beach.

Woodlawn Oasis...10 Minutes to Dining & Downtown

9.6 out of 10, Exceptional, (10)
"The property has lots of space and a game room, ideal for a fun getaway with a large group. Close to bus stops and Metra station (different from metro station, we learned this the hard way). Walking distance from the U of Chicago."
Woodlawn Oasis...10 Minutes to Dining & Downtown

LuxHome up to 8 guests in Chicago; WiFi, AC, Heat, Security cams, Downtown 8mins

10.0 out of 10, Exceptional, (2)
"The property was very nice and spacious. The location was great and the parking in the back was amazing. We felt safe and happy our whole stay. "
LuxHome up to 8 guests in Chicago; WiFi, AC, Heat, Security cams, Downtown 8mins

LakeHouse

10.0 out of 10, Exceptional, (13)
"Overall great experience! Great home, I love the decor of the entire home. And I will definitely recommend to others and will book again "
LakeHouse

Spa-quality amenities, dog friendly, close to trails, IN Dunes Nat’l Park

9.2 out of 10, Wonderful, (56)
"We recently rented this home for our church's women's fall spiritual retreat. This stay for our group of 21 ladies was more than we expected. We chose this home for its size, proximity to the shore, and great accommodations. Upon our arrival we were pleasantly surprised to find the house had been recently updated. It was absolutely beautiful...bright, serene, and peaceful! The cleanliness of the home was great! The attention to detail was appreciated. I love a well stocked kitchen and this...
Spa-quality amenities, dog friendly, close to trails, IN Dunes Nat’l Park

Newly Updated Vintage 6 Bedroom Single Family Home by AllSet Turnover

9.2 out of 10, Wonderful, (7)
"The house was good, plenty of space. The steps were hard to get up and down but the upstairs was a nice space. House had a bit of a musty odor and the windows could use a cleaning. One night while watching a movie, we received a text stating we were had a loud party and to keep it down. They must have big brother watching us as the only party going on that night was in the movie. Overall the house was close to the city but in a nice Neiborhood. Having a fenced yard with off street parking...
Newly Updated Vintage 6 Bedroom Single Family Home by AllSet Turnover

Beautiful Modern Designer Home ~ Downtown - 4-Bed/4-Bath

10.0 out of 10, Exceptional, (88)
"We had a fantastic trip, house great for us Cary was very helpful "
Beautiful Modern Designer Home ~ Downtown - 4-Bed/4-Bath

Full Luxurious Modern House Near Chicago

3.4 out of 10, (6)
"I stayed in this home for two nights. It was cold as ever. The heat did not work at all, no matter how high I turned it up and I couldn’t even heat up my food in the microwave because that didn’t work either. My food was not getting warm no matter how long I put it on in the microwave me and my company was cold For both nights."
Full Luxurious Modern House Near Chicago

Home w/ Yard & Patio ~ 30 Mi to Downtown Chicago

8.2 out of 10, Very Good, (20)
"We really love the home and the setup."
Home w/ Yard & Patio ~ 30 Mi to Downtown Chicago

UP-SCALE Wicker Park 4BD/3.5BA HOME (+garage)

9.6 out of 10, Exceptional, (5)
"Our group consisted of 8 people ranging from preteens to octogenarians and we all really enjoyed this townhome! It was attractive, clean, updated and stylish, yet retained some of the historic ambiance of the neighborhood. Beds were comfy. Bedrooms are attractively decorated. Kitchen was roomy and easy to work in. Aga stove was a new experience, but after a short learning curve, we mastered it. The youngest members claimed the top floor as their space, which worked well. The home is a short walk...
UP-SCALE Wicker Park 4BD/3.5BA HOME (+garage)

858 Orleans

3.0 star property
858 Orleans

Dreamsville Gateway to Indiana Dunes National Park

6.0 out of 10, (1)
"Listed as private home , once you get there and read the house rules it states shared refrigerator with owner. Owner comes in while you are gone and turns off all lights and the Ac, even goes into your locked room to turn off ac."
Dreamsville Gateway to Indiana Dunes National Park

Cozy 3-bedrooms w/ full kitchen bungalow in Chicago area (15-mins to downtown)

2.0 star property
3.0 out of 10, (2)
"We called and asked was small gatherings allowed and they said yes and they still managed to call police and kick us out "
The price is SAR 770
SAR 1,347 total
includes taxes & fees
23 Dec - 24 Dec
Cozy 3-bedrooms w/ full kitchen bungalow in Chicago area (15-mins to downtown)

Charming 3-BR home on a cobblestone street near the Lake Michigan lakefront.

2.0 star property
10.0 out of 10, Exceptional, (2)
"Very clean in a safe neighborhood. I would stay here again"
The price is SAR 597
SAR 820 total
includes taxes & fees
24 Dec - 25 Dec
Charming 3-BR home on a cobblestone street near the Lake Michigan lakefront.

Charming 3-bedroom house in awesome Chicago with AC, WiFi

Charming 3-bedroom house in awesome Chicago with AC, WiFi

Dunes Escape - Minutes from Indiana Dunes National Park

9.8 out of 10, Exceptional, (36)
"The pictures don’t lie! Very nice clean house! Updated kitchen and the best backyard!! We came to see the beach and this place was the perfect vibe! Would definitely recommend! There’s a nice little adults only club down the road too! Very pleased! 5 + star!! "
Dunes Escape - Minutes from Indiana Dunes National Park

Beautiful, Remodeled Penthouse Unit in Old Town!

9.4 out of 10, Exceptional, (18)
"So much fun! Dan was very communicative "
Beautiful, Remodeled Penthouse Unit in Old Town!

811 N. Sedgwick

3.5 star property
811 N. Sedgwick

Newly Renovated with Finished Basement

9.8 out of 10, Exceptional, (74)
"We affectionately refer to this property as the Christmas house! The antique sleigh is a big hit with our grandchildren. We have stayed here multiple times and it’s always our first choice when we’re in the area. The house is very spacious, clean and homey. We have a large family and have plenty of room to spread out. The hosts are absolutely wonderful! Highly recommend!"
The price is SAR 522
SAR 1,132 total
includes taxes & fees
30 Dec - 31 Dec
Newly Renovated with Finished Basement
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 City

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (624)
"I have stayed at this property 3 times now and every time has been amazing. They have become the only place I will stay at in the city. The location is great with a parking garage around the corner at is very cheap. You get so many more amenities than a hotel and is an overall great experience. I highly recommend."
The price is SAR 412
SAR 594 total
includes taxes & fees
23 Dec - 24 Dec
Sentral Michigan Avenue

Kasa Magnificent Mile Chicago

4.0 star property
9.2 out of 10, Wonderful, (342)
"The property location was great. The room was very spacious. The only knock was there was not a tv in the bedroom."
Kasa Magnificent Mile Chicago

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (407)
"Outstanding accommodations! Will choose this property again for my travels."
The price is SAR 467
SAR 548 total
includes taxes & fees
12 Jan - 13 January 2025
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.