Calumet Park Holiday Rentals

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Our top choices for Calumet Park holiday rentals

Aparthotel in Downtown Chicago

Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (1020)
"This place made a great landing spot for a holiday weekend w family. Clean, great location, loved the holiday decorations and indoor pool / outside hot tub. Will stay again! "
United States
Deidre
The price is HK$919
HK$1,307 total
includes taxes & fees
4 Jan - 5 Jan 2026
Sentral Michigan Avenue

Aparthotel in Downtown Chicago

Level Chicago – Old Town
4.0 star property
9.0 out of 10, Wonderful, (404)
"Great location, clean room and friendly staff!"
United States
Scott
Level Chicago – Old Town

Aparthotel in Downtown Chicago

Kasa River North Chicago
4.0 star property
9.6 out of 10, Exceptional, (182)
"Awesome stay "
United States
Sally
Kasa River North Chicago

Aparthotel in Downtown Chicago

Chicago luxury home suites
2.0 star property
8.0 out of 10, Very good, (4)
"This listing is not clear. I thought it was a suite but it is a common area and 3 rooms off that with others staying in the place as well. I tried to get a refund 10 minutes after booking when I realized and they would not honor it. "
United States
Kyle
The price is HK$1,024
HK$1,203 total
includes taxes & fees
4 Jan - 5 Jan 2026
Chicago luxury home suites

Apartment in Downtown Chicago

1BR Modern Luxe Apt with In-Unit Laundry
10.0 out of 10, Exceptional, (1)
"Great experience for me and my wife I would definitely come back "
United States
ShowtimeFam1
The price is HK$490
HK$1,310 total
includes taxes & fees
1 Jan - 2 Jan 2026
1BR Modern Luxe Apt with In-Unit Laundry

Apartment in Downtown Chicago

Gold Coast Living: Modern Studio Unit
10.0 out of 10, Exceptional, (5)
"The communication was really effective and made for a smooth check in and check out process. Host was friendly and made great recommendations, 10/10 would stay again!"
United States
Seynabou
The price is HK$537
HK$1,287 total
includes taxes & fees
4 Jan - 5 Jan 2026
Gold Coast Living: Modern Studio Unit

Apartment in Downtown Chicago

Sun-Drenched 1BR Apartment
10.0 out of 10, Exceptional, (2)
"Host was very friendly and informative. Place was clean and close to lots of fun. Trains loud and busy but knew that going in. "
United States
Tyler B.
The price is HK$490
HK$1,310 total
includes taxes & fees
6 Jan - 7 Jan 2026
Sun-Drenched 1BR Apartment

Apartment in Downtown Chicago

South Loop Rooftop With In & Out Parking 1
9.0 out of 10, Wonderful, (2)
"We loved the property! It was well kept, clean, with a seamless check in and check out process! I wish the parking garage would have been closer but otherwise everything was great! Shout out to the host for his promptness with all my questions! I would recommend this place if they are looking for a place to stay! "
United States
Bridney K.
The price is HK$801
HK$2,472 total
includes taxes & fees
8 Jan - 9 Jan 2026
South Loop Rooftop With In & Out Parking 1

Apartment in Downtown Chicago

West Loop Living – Bright 1BR
10.0 out of 10, Exceptional, (4)
"Well-outfitted, nice apartment. Nearby (walkable) Jewel-Osco grocery, restaurants, and pay-parking. Moderate noise from nearby Chicago "L" Green Line."
United States
Jeffrey
The price is HK$490
HK$1,310 total
includes taxes & fees
4 Jan - 5 Jan 2026
West Loop Living – Bright 1BR

Apartment in Downtown Chicago

Sleek 1BR Apt w/ Laundry
10.0 out of 10, Exceptional, (1)
"I was a little hesitant since I didn’t see any reviews, and was bit nervous. However, all that was put to rest when we arrived. Everything was as described and the photos were accurate. It was clean and minimalistic. Nice space for two for a week. Having the full kitchen was great. About 15 min walk to the brown line and 25 to the blue Line and not a lot of restaurants close by is about the only complaint. Bed could have been more comfortable too."
United States
Anonymous traveller
The price is HK$490
HK$1,310 total
includes taxes & fees
4 Jan - 5 Jan 2026
Sleek 1BR Apt w/ Laundry

Apartment in Downtown Chicago

Stylish 1BR in West Loop
10.0 out of 10, Exceptional, (10)
"Great host comfortable bed close to restaurants and parks"
United States
Alana C.
The price is HK$490
HK$1,310 total
includes taxes & fees
1 Jan - 2 Jan 2026
Stylish 1BR in West Loop

Apartment in Downtown Chicago

Your Chicago get Away
8.4 out of 10, Very good, (8)
"Clean, simple space close to the parks at the waterfront (Millennium, Grant, etc) and several spots for coffee. A bit of an odd building location (it's in a dorm tower with a laundry space next door! Not noisy tho) but easy to access at all hours, nice view as pictured."
United States
Pip M.
The price is HK$2,018
HK$3,843 total
includes taxes & fees
25 Dec - 26 Dec
Your Chicago get Away
2.0 star property
10.0 out of 10, Exceptional, (3)
"Apartment was clean and nice. Nice to have off street parking and the hosts were quick to respond. "
United States
Erik R.
Modern West Loop Gem-City Views & Prime Location 2

Apartment in Downtown Chicago

The One: A 1BR Stay That Feels Like Home
8.4 out of 10, Very good, (5)
"Very nice condo in a quiet neighborhood"
Canada
Patrick
The price is HK$490
HK$1,310 total
includes taxes & fees
7 Jan - 8 Jan 2026
The One: A 1BR Stay That Feels Like Home
2.0 star property
The price is HK$902
HK$2,644 total
includes taxes & fees
4 Jan - 5 Jan 2026
Downtown Chicago Stay with Free In & Out Parking 3
9.0 out of 10, Wonderful, (2)
"Awesome location, great place would definitely recommend will hopefully return"
United States
lucas c.
River North Rooftop With In and Out Parking 1
10.0 out of 10, Exceptional, (4)
"The property was exactly as advertised; clean, good neighborhood, and the views of the city were great. The private outdoor patio access was fantastic."
United States
Rich G.
River North Private Deck With In and Out Parking
9.6 out of 10, Exceptional, (4)
"All the necessities with no personal touches. Keys from lockbox to open second door were not needed as the second door is always open. Impeccable communication with host. Great location, close to restaurants and train to Millennium Station. Coffee service was excellent, just be sure to find extra pouches in cabinet. Bathtub faucet could not be turned far enough to prevent leaking. TV remote not great and I couldn’t get CNN or MSNBC. I’d stay here again. "
United States
lost whale press
The price is HK$490
HK$1,427 total
includes taxes & fees
29 Dec - 30 Dec
Explore Hyde Park: 2BR Apt on Blackstone Ave
2.0 star property
9.6 out of 10, Exceptional, (4)
"I need to somewhere to stay for a night in Chicago and found this place. It had a varying level of reviews but found the property more the suitable for what I paid. Easy to follow instructions to get in, clean, and convienent. They even provide ear plugs to drown out the sounds of the city."
United States
Anonymous traveller
The price is HK$500
HK$1,753 total
includes taxes & fees
1 Jan - 2 Jan 2026
River West, Second Floor Chicago by 747 Lofts

Apartment in Hyde Park

Modern Studio Near UChicago
9.6 out of 10, Exceptional, (11)
"Clean room and convenient location! "
United States
Gabriela
The price is HK$443
HK$1,178 total
includes taxes & fees
5 Jan - 6 Jan 2026
Modern Studio Near UChicago
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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Top Calumet Park Hotel Reviews

Find out more about Calumet Park

Search for holiday rentals in Calumet Park on Expedia! You can easily find your home rentals, villas, holiday apartments in Calumet Park using one of the methods below:

  • View our selection of featured holiday rentals in Calumet Park
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Look no further and take a look at our great range of rental properties in Calumet Park!

Frequently asked questions

Are there holiday rentals in Calumet Park?

Yes, there are holiday rentals close to the most popular sights in Calumet Park, or you can select a more secluded option if you're looking for a relaxing stay. Calumet Park is known for its restaurants and shopping.

What are some of the best holiday rentals that Calumet Park has to offer?

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed: This holiday home rental outside of Calumet Park offers a patio, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave.

How many holiday rentals are there in Calumet Park?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Calumet Park stay.

What’s there to see and do in Calumet Park?

While exploring the area, visit family-friendly sights like Childrens Museum of Oak Lawn, or get outside and enjoy nature at Grant Park. In the wider area, you’ll find popular places such as Michigan Avenue and Soldier Field.

What’s a holiday rental in Calumet Park like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Calumet Park. Holiday rentals provide amenities like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from public hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.