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Cook County Holiday Rentals

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Our top choices for Cook County holiday rentals

Exterior

1. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,260 reviews)
"The room and building were beautiful and located in a great place."
United States
Ryan
The price is HK$1,186
HK$1,623 total
includes taxes & fees
30 Aug - 31 Aug
Sentral Michigan Avenue
Breakfast, lunch and dinner served

2. The Gem Museum Suites

The Gem Museum Suites
3.5 star property
Downtown Evanston
9.4 out of 10, Exceptional, (205 reviews)
"Absolutely amazing property."
United States
Nuriye
The price is HK$1,215
HK$1,391 total
includes taxes & fees
16 Aug - 17 Aug
The Gem Museum Suites
Full-sized fridge, microwave, oven, stovetop

3. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (516 reviews)
"We only stayed one night but we definitely want to go back and stay at least two nights. It really was beautiful, clean and very secure."
United States
Martha
The price is HK$1,847
HK$2,362 total
includes taxes & fees
31 Aug - 1 Sept
Level Chicago – Old Town
Lake

4. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (13 reviews)
"Great location and super clean!"
United States
Erica
The price is HK$1,624
HK$2,398 total
includes taxes & fees
8 Sept - 9 Sept
Kasa Lake Shore Chicago
TV, offices

5. LIVN Millennium Park Downtown Chicago 2BR

LIVN Millennium Park Downtown Chicago 2BR
Downtown Chicago
10.0 out of 10, Exceptional, (6 reviews)
"Excellent location... Very cleaned....it is perfect"
United States
Granada
The price is HK$2,715
HK$3,672 total
includes taxes & fees
17 Aug - 18 Aug
LIVN Millennium Park Downtown Chicago 2BR
Coffee/tea maker, fridge, microwave, oven

6. River North Rooftop With In and Out Parking 5

River North Rooftop With In and Out Parking 5
Downtown Chicago
9.8 out of 10, Exceptional, (6 reviews)
"Everything was amazing, property was even better than expected"
United States
Jacob
The price is HK$2,299
HK$4,595 total
includes taxes & fees
16 Aug - 17 Aug
River North Rooftop With In and Out Parking 5
Exterior

7. Envitae Hotel, 4BR Modern Sleek Apartment

Envitae Hotel, 4BR Modern Sleek Apartment
Near North Side
10.0 out of 10, Exceptional, (2 reviews)
"From booking to leaving, the experience here was amazing and easy to navigate. Great building and I have never had a more communicative host situation. Would gladly book again."
United States
Erin G.
The price is HK$4,834
HK$8,792 total
includes taxes & fees
27 Aug - 28 Aug
Envitae Hotel, 4BR Modern Sleek Apartment
TV, offices

8. Modern West Loop Gem-City Views & Prime Location 2

Modern West Loop Gem-City Views & Prime Location 2
Downtown Chicago
9.6 out of 10, Exceptional, (11 reviews)
"Excellent location, very clean & comfortable. West Loop is an awesome area to stay in Chicago. Seamless check in process."
United States
Dean R.
The price is HK$2,323
HK$5,985 total
includes taxes & fees
16 Aug - 17 Aug
Modern West Loop Gem-City Views & Prime Location 2
TV, offices

9. River North Private Balcony With In and Out Parking

River North Private Balcony With In and Out Parking
Downtown Chicago
10.0 out of 10, Exceptional, (5 reviews)
"Place was easily accessible- very clean and an amazing alternative to hotel living for 2 colleagues. Coffee was available and all the basics of a hotel. "
United States
Rae M.
River North Private Balcony With In and Out Parking
1 bedroom, iron/ironing board, travel cot, WiFi

10. LIVN West Loop Chicago Queen Superior Studio

LIVN West Loop Chicago Queen Superior Studio
Downtown Chicago
9.4 out of 10, Exceptional, (17 reviews)
"Highly recommend! Will be staying here again."
United States
Sheila M.
The price is HK$1,444
HK$1,918 total
includes taxes & fees
17 Aug - 18 Aug
LIVN West Loop Chicago Queen Superior Studio
Coffee/tea maker, fridge, microwave, oven

11. Downtown Chicago Stay with Free In & Out Parking 4

Downtown Chicago Stay with Free In & Out Parking 4
Downtown Chicago
9.6 out of 10, Exceptional, (7 reviews)
"Our stay was wonderful. The views were fantastic. The apartment was centrally located so we were able to walk to restaurants, museums, and theaters. We bookmarked this location for future stays."
United States
Renae S.
The price is HK$2,746
HK$5,723 total
includes taxes & fees
25 Aug - 26 Aug
Downtown Chicago Stay with Free In & Out Parking 4
Interior

12. South Loop Rooftop With In and Out Parking 2

South Loop Rooftop With In and Out Parking 2
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Great place to stay! Parking was easy and secure. The building was super clean and had lots of amenities. Host was very responsive to messages and very accommodating to our last minute schedule changes. "
United States
Kara V.
The price is HK$2,166
HK$4,900 total
includes taxes & fees
3 Sept - 4 Sept
South Loop Rooftop With In and Out Parking 2
Games room

13. Plymouth Collection: 3BD 2BA High Floor with Gym

Plymouth Collection: 3BD 2BA High Floor with Gym
Downtown Chicago
10.0 out of 10, Exceptional, (3 reviews)
"The suite was excellent. Clean and very well furnished. The building is located within walking distance to many of the things that we did. We would stay in this place again in a heartbeat. Very pleased with our experience"
United States
Derek M.
The price is HK$3,735
HK$6,947 total
includes taxes & fees
20 Aug - 21 Aug
Plymouth Collection: 3BD 2BA High Floor with Gym
TV, offices

14. LIVN Millennium Park Downtown Chicago Superior 2 BR

LIVN Millennium Park Downtown Chicago Superior 2 BR
Downtown Chicago
9.2 out of 10, Wonderful, (7 reviews)
"We loved the location."
United States
Nicoll M.
The price is HK$2,323
HK$3,124 total
includes taxes & fees
16 Aug - 17 Aug
LIVN Millennium Park Downtown Chicago Superior 2 BR
Dining

15. LIVN Millennium Park Downtown Chicago Prem Studio

LIVN Millennium Park Downtown Chicago Prem Studio
Downtown Chicago
10.0 out of 10, Exceptional, (3 reviews)
"The check in and out process was very quick. Communication with the host was great. "
United States
Raquel W.
The price is HK$1,938
HK$2,605 total
includes taxes & fees
16 Aug - 17 Aug
LIVN Millennium Park Downtown Chicago Prem Studio
Lounge

16. At Home in Oak Park

At Home in Oak Park
3.5 star property
Oak Park
9.6 out of 10, Exceptional, (11 reviews)
"Great place, clean, and very accommodating! "
United States
Theresa
The price is HK$1,744
HK$2,868 total
includes taxes & fees
23 Aug - 24 Aug
At Home in Oak Park
Dining

17. LIVN Millennium Park Downtown Chicago Studio

LIVN Millennium Park Downtown Chicago Studio
Downtown Chicago
9.4 out of 10, Exceptional, (9 reviews)
"Great location, lovely furnishings and amenities."
United States
Georgina E.
The price is HK$1,766
HK$2,373 total
includes taxes & fees
16 Aug - 17 Aug
LIVN Millennium Park Downtown Chicago Studio
TV, offices

18. LIVN Millennium Park Downtown Chicago Superior 1BR

LIVN Millennium Park Downtown Chicago Superior 1BR
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Excelente, well located. Recommended."
United States
Sandra S.
The price is HK$2,048
HK$2,763 total
includes taxes & fees
19 Aug - 20 Aug
LIVN Millennium Park Downtown Chicago Superior 1BR
Exterior

19. River West, Second Floor Chicago by 747 Lofts

River West, Second Floor Chicago by 747 Lofts
2.0 star property
West Town
9.6 out of 10, Exceptional, (4 reviews)
"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
River West, Second Floor Chicago by 747 Lofts
1 bedroom, iron/ironing board, travel cot, WiFi

20. LIVN West Loop Chicago King Studio

LIVN West Loop Chicago King Studio
Downtown Chicago
10.0 out of 10, Exceptional, (5 reviews)
"Amazing studio apartment style room, super clean, very helpful staff, and great location."
United States
William
The price is HK$1,922
HK$2,596 total
includes taxes & fees
17 Aug - 18 Aug
LIVN West Loop Chicago King Studio
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

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

8/10 Good
"The location was great and quite!"
Lisa 1-night trip
Posted 1 hour ago
The Chicago Hotel Collection - Magnificent Mile