Vacation Homes in Cook County

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Check prices for these dates

In two weeks
27 Mar - 29 Mar
In two months
8 May - 10 May
In three months
5 Jun - 7 Jun
In four months
3 Jul - 5 Jul

Our top choices for Cook County holiday homes

Exterior detail

Heart of the City Group Hub • Patio • Fireplace • Parking

Heart of the City Group Hub • Patio • Fireplace • Parking
Near North Side
9.2 out of 10, Wonderful, (64 reviews)
"Excellent place in great location. Good for large groups. "
United States
Patrick M.
Heart of the City Group Hub • Patio • Fireplace • Parking
Fridge, microwave, oven, stovetop

Cozy Estate in charming Willow Springs 20 minutes from Downtown and Beaches

Cozy Estate in charming Willow Springs 20 minutes from Downtown and Beaches
Willow Springs
8.8 out of 10, Excellent, (3 reviews)
"The house is great for a family dinner Kitchen had a lot of room to cook "
United States
O’nea P.
Cozy Estate in charming Willow Springs 20 minutes from Downtown and Beaches
Smart TV, fireplace

Spacious 3BR Duplex for Groups-Near Airport & Downtown-Cozy & Quiet

Spacious 3BR Duplex for Groups-Near Airport & Downtown-Cozy & Quiet
Jefferson Park
10.0 out of 10, Exceptional, (100 reviews)
"Everything was nice and comfortable, clean and convenient. I will stay here again on our next trip."
United States
Raquel R.
Spacious 3BR Duplex for Groups-Near Airport & Downtown-Cozy & Quiet
Property grounds

HUGE 1700 sqft 3bd West Loop Penthouse w/ Balcony

HUGE 1700 sqft 3bd West Loop Penthouse w/ Balcony
Downtown Chicago
9.4 out of 10, Exceptional, (65 reviews)
"Awesome place! Close to train and United Center."
United States
Nathan E.
HUGE 1700 sqft 3bd West Loop Penthouse w/ Balcony
Dining

A Home Away From Home!

A Home Away From Home!
Calumet Heights
9.8 out of 10, Exceptional, (16 reviews)
"Overall everything was great and met our needs perfectly "
United States
Anonymous traveller
A Home Away From Home!
Property grounds

ENVITAE Hotel / 4BR Luxury Modern Apartments

ENVITAE Hotel / 4BR Luxury Modern Apartments
Near North Side
10.0 out of 10, Exceptional, (1 review)
"Un superbe building avec des prestations sympas, un chouette appartement avec tout ce qu’il faut pour être confortable et les petits détails qui font la différence, notamment pour un court séjour car cela évite de voyager avec ou de courir en acheter: savon pour les mains, shampooing, gel douche, lessive, café etc il est très proche de la ligne rouge du métro et d’un arrêt de bus. "
United States
Emeline B.
ENVITAE Hotel / 4BR Luxury Modern Apartments
Smart TV

Spacious 3br home near Chicago, fenced yard for pets

Spacious 3br home near Chicago, fenced yard for pets
Richton Park
9.2 out of 10, Wonderful, (19 reviews)
"Really cute house! Very comfortable beds. Clean and well maintained. "
United States
Samantha D.
The price is HK$1,423
HK$3,340 total
includes taxes & fees
23 Mar - 24 Mar
Spacious 3br home near Chicago, fenced yard for pets
Fridge, microwave, oven, stovetop

Single Family home in Schaumburg, IL 3 bed/ 2 full baths/ fully fenced backyard

Single Family home in Schaumburg, IL 3 bed/ 2 full baths/ fully fenced backyard
Schaumburg
9.8 out of 10, Exceptional, (36 reviews)
"Great stay"
United States
Edward P.
Single Family home in Schaumburg, IL 3 bed/ 2 full baths/ fully fenced backyard
Fridge, microwave, oven, stovetop

Comfy 4 bedroom Apartment in the center of CHICAGO! 15 mins from Downtown!

Comfy 4 bedroom Apartment in the center of CHICAGO! 15 mins from Downtown!
Greater Grand Crossing
8.8 out of 10, Excellent, (19 reviews)
"This place was great host answered questions immediately and neighborhood was great and the ppl in it definitely recommend staying here"
United States
Michael C.
Comfy 4 bedroom Apartment in the center of CHICAGO! 15 mins from Downtown!
Exterior

Historic luxury townhouse on Chicago's Gold Coast

Historic luxury townhouse on Chicago's Gold Coast
Downtown Chicago
9.4 out of 10, Exceptional, (81 reviews)
"Great location and really nice home "
United States
Matthew H.
Historic luxury townhouse on Chicago's Gold Coast
Interior

Cozy 3-bedroom house in family-oriented Melrose Park.

Cozy 3-bedroom house in family-oriented Melrose Park.
Melrose Park
9.6 out of 10, Exceptional, (27 reviews)
"Excellent place to stay and host provided great communication. The house is very nice and we also enjoyed the fire pit and hot tub, too! We highly recommend staying at this house and we will be back soon!"
United States
Rich H.
Cozy 3-bedroom house in family-oriented Melrose Park.
Living area

Bohome Reserve: Chicago 4BR • Sauna • Chef's Kitchen • Outdoor Lounging

Bohome Reserve: Chicago 4BR • Sauna • Chef's Kitchen • Outdoor Lounging
Downtown Chicago
Bohome Reserve: Chicago 4BR • Sauna • Chef's Kitchen • Outdoor Lounging
TV, fireplace, toys

Wrigley Field/Lakeview -Entire Home- Large Groups!

Wrigley Field/Lakeview -Entire Home- Large Groups!
Lakeview
10.0 out of 10, Exceptional, (87 reviews)
"Great place for a game at Wrigley. "
United States
Richard G.
Wrigley Field/Lakeview -Entire Home- Large Groups!
Outdoor dining

Huge Wrigleyville Beauty -10 beds and 5 baths in the heart of it all!!

Huge Wrigleyville Beauty -10 beds and 5 baths in the heart of it all!!
Lakeview
9.4 out of 10, Exceptional, (45 reviews)
"Fantastic location-so close to Wrigley Field and food/entertainment. Lots of space "
United States
Jennifer D.
Huge Wrigleyville Beauty -10 beds and 5 baths in the heart of it all!!
Smart TV, video games

Bee's Knees - Ritzy, 1924 Hollywoodesque Bungalow

Bee's Knees - Ritzy, 1924 Hollywoodesque Bungalow
Humboldt Park
10.0 out of 10, Exceptional, (18 reviews)
"Property was very clean, inside and out. Amenities were perfect and everything worked great. Backyard is beautiful and relaxing. Location is within 20 minutes of everything you want to visit."
United States
Kathleen
Bee's Knees - Ritzy, 1924 Hollywoodesque Bungalow
Exterior detail

Urban Farmhouse near O’Hare Airport

Urban Farmhouse near O’Hare Airport
Des Plaines
9.4 out of 10, Exceptional, (56 reviews)
"Amazing property I would love to stay again "
United States
Joshua K.
Urban Farmhouse near O’Hare Airport
Private kitchen

Your Next Vacation Home

Your Next Vacation Home
Oakton
9.4 out of 10, Exceptional, (67 reviews)
"We enjoyed our stay"
United States
Lukose K.
The price is HK$1,339
HK$2,563 total
includes taxes & fees
18 Mar - 19 Mar
Your Next Vacation Home
Interior

Pool, Gym & Basketball Court: Olympia Fields Home

Pool, Gym & Basketball Court: Olympia Fields Home
Olympia Fields
Pool, Gym & Basketball Court: Olympia Fields Home
Interior

King Comfort apartment, Quiet, Clean, AC & WiFi

King Comfort apartment, Quiet, Clean, AC & WiFi
Austin
10.0 out of 10, Exceptional, (5 reviews)
"The stay was wonderful. The host Claudia was soo attentive and helpful."
United States
Prasanna C.
King Comfort apartment, Quiet, Clean, AC & WiFi
Interior

4 Bedroom, 2 Full Bath. Centrally Located. Near O'Hare Airport and attractions

4 Bedroom, 2 Full Bath. Centrally Located. Near O'Hare Airport and attractions
Glenview
9.8 out of 10, Exceptional, (28 reviews)
"Great signage and attention to detail . Also excellent communication with host . "
United States
Bob H.
4 Bedroom, 2 Full Bath. Centrally Located. Near O'Hare Airport and attractions
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

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Great hotel in the heart of downtown would highly recommend the inside hallways look a little rough but the room was great with a beautiful view and the check out is 12 which is awesome "
Georgia 1-night trip
Posted 2 hours ago
Congress Plaza Hotel

Find out more about Cook County

Cook County Vacation Homes information

Number of reviews
673
Accommodation
628 Vacation Homes
Lowest Price
HK$2,563
Highest Price
HK$3,340

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