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Vacation rentals in Cook County

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Cook County

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Home in Forest Park
Charming dog friendly 2-Bath Bungalow Near Chicago
Steps from the cobblestone streets of Forest Park into our cheery bungalow, perfect for artistic souls and business travelers alike. Inside is a design savvy mix of mid-century furniture, comfy beds, and art from around the globe. Built in 1908, it boasts modern amenities you desire without sacrificing vintage charm. Minutes away from local shops, restaurants. Just off I-290, Blue Line CTA, 20. min drive to ORD, Midway & Downtown Chicago. Plus we’re dog-friendly-- bring up to 2 pups!
19 – 26 Mar
4.9 out of 5 average rating, 216 reviews
Guest favourite
Tiny home in Burr Ridge
Less is more! Pet friendly Tiny Home near Chicago!
Less is more--see for yourself how big 250 square feet can really feel! For those who would love to try tiny living and a minimalist lifestyle, this is the perfect getaway. This tiny house has everything you will need to fall in love with tiny living! There is a fenced yard, grass area for furry friends, free parking and is close to hiking trails, restaurants, shops, breweries, bars, and Chicago! Check us out on Insta: @LessIsMore_TinyHome
27 Jan – 3 Feb
4.92 out of 5 average rating, 215 reviews
Guest favourite
Apartment in Cicero
COZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy
Quiet city side street. Walking distance to dozens of restaurants and stores. Walking distance to Public Transportation including Metra train, CTA Pink line, Direct CTA Bus to Midway Airport. You will be a short 20-minute drive to Downtown Chicago, 15 minutes to United Center or Soldier Field. Perfect for the quick getaway, the night before your flight, or even the long work assignment. Relax on the Patio with a fire pit and grill.
10 – 17 Dec
4.98 out of 5 average rating, 179 reviews

Popular amenities for Cook County holiday rentals

Other great holiday rentals in Cook County

Guest favourite
Apartment in Berwyn
Berwyn Betty Apartment
18 – 25 Dec
4.99 out of 5 average rating, 244 reviews
Guest favourite
Apartment in Chicago
Gorgeous Studio 15 Minutes From Ohare!
25 Sept – 2 Oct
4.98 out of 5 average rating, 108 reviews
Guest favourite
Apartment in Forest Park
Peaceful oasis in Forest Park
4 – 11 Mar
4.93 out of 5 average rating, 574 reviews
Guest favourite
Townhouse in Hoffman Estates
a SIMPLE place
24 Nov – 1 Dec
4.91 out of 5 average rating, 284 reviews
Superhost
Apartment in Chicago
The Cottage
13 – 20 Aug
4.84 out of 5 average rating, 171 reviews
Superhost
Condo in Chicago
-CHICAGO STUDIO IN JEFFERSON PARK O'HARE ROSEMONT-
29 Mar – 5 Apr
4.81 out of 5 average rating, 124 reviews
Guest favourite
Loft in Oak Park
Contemporary Oak Park Loft
19 – 26 Apr
4.98 out of 5 average rating, 339 reviews
Guest favourite
Home in Berwyn
Private apartment with retro vibe
25 July – 1 Aug
4.92 out of 5 average rating, 224 reviews
Guest favourite
Apartment in Oak Park
Bright & Spacious Victorian-FREE PKG walk to train
13 – 20 Jan
4.98 out of 5 average rating, 262 reviews
Guest favourite
Apartment in Oak Park
Cosmopolitan Nest in Oak Park North Side
13 – 20 July
4.86 out of 5 average rating, 241 reviews
Guest favourite
Guest suite in Orland Park
Private Guest Suite 2 Cozy Rooms
2 – 9 Mar
4.98 out of 5 average rating, 66 reviews
Superhost
Apartment in Berwyn
Friendly Songbird Suite
13 – 20 Jan
5.0 out of 5 average rating, 4 reviews

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