Holiday Rentals in Cook County

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Our top choices for Cook County holiday rentals

Indoor pool

Aparthotel in Downtown Chicago

Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (1,065 reviews)
"Best full kitchen multi-room family lodging"
United States
Lee
The price is €133
includes taxes & fees
28 Jan - 29 Jan
Sentral Michigan Avenue
Full-sized fridge, microwave, oven, stovetop

Aparthotel in Downtown Chicago

Level Chicago – Old Town
4.0 star property
9.0 out of 10, Wonderful, (416 reviews)
"Property was clean, welcoming, pet friendly "
United States
Heather
Level Chicago – Old Town
Desk, iron/ironing board, travel cot, WiFi

Apartment in Downtown Chicago

Chic Studio in the Heart of the Gold Coast
10.0 out of 10, Exceptional, (5 reviews)
"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 €141
includes taxes & fees
1 Feb - 2 Feb
Chic Studio in the Heart of the Gold Coast
1 bedroom, iron/ironing board, travel cot, WiFi

Apartment in Downtown Chicago

West Loop Living – Bright 1BR
10.0 out of 10, Exceptional, (7 reviews)
"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 €146
includes taxes & fees
28 Jan - 29 Jan
West Loop Living – Bright 1BR
Lounge

Aparthotel in Downtown Chicago

Kasa River North Chicago
4.0 star property
9.6 out of 10, Exceptional, (183 reviews)
"Awesome stay "
United States
Sally
Kasa River North Chicago
TV, offices

Apartment in Downtown Chicago

Complete 1BR Home Sum
The price is €152
includes taxes & fees
10 Feb - 11 Feb
Complete 1BR Home Sum
1 bedroom, WiFi, bed sheets

Apartment in Downtown Chicago

1BR Modern Luxe Apt with In-Unit Laundry
10.0 out of 10, Exceptional, (1 review)
"Great experience for me and my wife I would definitely come back "
United States
ShowtimeFam1
The price is €152
includes taxes & fees
1 Feb - 2 Feb
1BR Modern Luxe Apt with In-Unit Laundry
TV, offices

Apartment in Downtown Chicago

Sun-Drenched 1BR Apartment
10.0 out of 10, Exceptional, (2 reviews)
"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 €152
includes taxes & fees
1 Feb - 2 Feb
Sun-Drenched 1BR Apartment
TV, offices

Apartment in Downtown Chicago

The One: A 1BR Stay That Feels Like Home
8.4 out of 10, Very good, (5 reviews)
"Very nice condo in a quiet neighborhood"
Canada
Patrick
The price is €146
includes taxes & fees
29 Jan - 30 Jan
The One: A 1BR Stay That Feels Like Home
TV, offices

Apartment in Downtown Chicago

Modern Comfort: 1BR Unit w/ Laundry
9.2 out of 10, Wonderful, (15 reviews)
"Great host comfortable bed close to restaurants and parks"
United States
Alana C.
The price is €146
includes taxes & fees
28 Jan - 29 Jan
Modern Comfort: 1BR Unit w/ Laundry
Interior

Apartment in Downtown Chicago

River North Rooftop With In and Out Parking 3
9.6 out of 10, Exceptional, (4 reviews)
"We had a very comfortable stay here. The hosts are exceptionally communicative and helpful. Loved having a place to park my car, and the hosts set it up so my license plate was recognized at the gate so that parking was free. The unit was very clean and spacious. Note, the kitchen does not have pots or pans to cook, so plan on eating out!"
United States
Jennifer M.
The price is €272
includes taxes & fees
28 Jan - 29 Jan
River North Rooftop With In and Out Parking 3
Breakfast, lunch, dinner served; Greek cuisine

Aparthotel in Downtown Evanston

The Gem Museum Suites
3.5 star property
9.4 out of 10, Exceptional, (103 reviews)
"This is a fantastic hotel with super friendly staff"
United States
German
The price is €175
includes taxes & fees
28 Jan - 29 Jan
The Gem Museum Suites
Terrace/patio

Aparthotel in Lakeview

Wrigleyville Suites
2.0 star property
9.2 out of 10, Wonderful, (29 reviews)
"Nice place "
United States
Barry
The price is €147
includes taxes & fees
29 Jan - 30 Jan
Wrigleyville Suites
Fridge, microwave, oven, stovetop

Apartment in Downtown Chicago

Sleek 1BR Apt w/ Laundry
10.0 out of 10, Exceptional, (1 review)
"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 €152
includes taxes & fees
1 Feb - 2 Feb
Sleek 1BR Apt w/ Laundry
Interior

Apartment in Downtown Chicago

Twice as Nice: Chic 2BR Stay with Style & Space
9.6 out of 10, Exceptional, (20 reviews)
"The neighborhood was so clean and quiet. Friendly neighbors. Perfect location, not far from everything downtown. "
United States
Shederia P.
The price is €164
includes taxes & fees
28 Jan - 29 Jan
Twice as Nice: Chic 2BR Stay with Style & Space
Fridge, microwave, oven, stovetop

Apartment in Uptown

Majestic Modern Style|13 mins DT|4 mins Lake
9.4 out of 10, Exceptional, (13 reviews)
"Wonderful property, fabulous location, well-stocked with amenities, great gym, wonderful view, small but very comfortable, "
United States
Walt K.
The price is €236
includes taxes & fees
1 Feb - 2 Feb
Majestic Modern Style|13 mins DT|4 mins Lake
Terrace/patio

Apartment in Uptown

Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
10.0 out of 10, Exceptional, (49 reviews)
"It was perfect for a concert at the aragon ballroom, it was only a block away!"
United States
Maria G.
The price is €203
includes taxes & fees
1 Feb - 2 Feb
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
Interior

Apartment in Hermosa

2BR Chic & Comfortable Furnished Unit
10.0 out of 10, Exceptional, (4 reviews)
"Comfortable beds, great location"
United States
Jason
The price is €164
includes taxes & fees
2 Feb - 3 Feb
2BR Chic & Comfortable Furnished Unit
Fridge, microwave, oven, stovetop

Apartment in West Town

Flexhome East Village 2BR H1
9.8 out of 10, Exceptional, (7 reviews)
"Small but great option to stay for one night "
United States
Kamille K.
The price is €156
includes taxes & fees
28 Jan - 29 Jan
Flexhome East Village 2BR H1
Interior

Apartment in Near West Side

Spacious 3-bedroom apartment near downtown, FREE PARKING
9.6 out of 10, Exceptional, (11 reviews)
"Great place to stay that was close to downtown"
United States
Michelle B.
The price is €286
includes taxes & fees
1 Feb - 2 Feb
Spacious 3-bedroom apartment near downtown, FREE PARKING
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 Cook County Hotel Reviews

Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"We arrived later than planned due to the weather, but the front desk staff greeted us warmly and made us feel welcome right away. They were very friendly and kind. As always, the room was clean this has been consistent every time we stay. The bed and pillows were comfortable, and I absolutely loved the shower. Overall, it’s an all-around great hotel, and we always enjoy our stay here."
Ericka 1-night trip
Posted 20 hours ago
Eurostars Magnificent Mile

Find out more about Cook County

Holiday Homes in Cook County

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