House holiday rentals in Cook County
Find and book unique houses on Airbnb
Top-rated house rentals in Cook County
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Cook County
House rentals with a pool
Home in Gary
4.93 out of 5 average rating, 126 reviewsBayless Dune Lodge at West Beach - Indiana Dunes!
23–30 Dec
Home in Plainfield
4.95 out of 5 average rating, 62 reviewsSpanish style Home (w/heated pool)
20–27 Aug
Home in Schaumburg
5.0 out of 5 average rating, 3 reviewsParadise 4BR w/ Pool & Games
21–28 Nov
Home in Schaumburg
4.93 out of 5 average rating, 14 reviewsSchaumburg Woodfield Pool House 4bedroom 2.5bath
14–21 Jan
Home in Glen Ellyn
4.94 out of 5 average rating, 16 reviewsGlen Ellyn Home
23–30 Jul
Home in Chicago
4.86 out of 5 average rating, 37 reviewsLuxury Cabin in Lakeview
7–14 Jul
Home in Chicago Heights
Olympia field -matteson IL- homewood, park forest
1–8 Sep
Home in Gary
4.82 out of 5 average rating, 213 reviewsOasis , Near Beach, Hard Rock and Dunes
7–14 May
Weekly house rentals
Home in Berwyn
5.0 out of 5 average rating, 78 reviewsRetro Modern Bungalow | free parking | fire pit
6–13 Jan
Home in Chicago
4.91 out of 5 average rating, 88 reviewsBoho Chic Coach House 30Min to downtown W/ Parking
3–10 Oct
Home in Munster
4.97 out of 5 average rating, 35 reviewsEntire home: Private, Cozy Oasis in Quiet Locale
27 Feb – 6 Mar
Home in Chicago Ridge
4.9 out of 5 average rating, 52 reviewsQuiet cul-de-sac with huge fenced in backyard
10–17 Mar
Home in Wilmette
4.98 out of 5 average rating, 92 reviewsUnique porcelain-enamel paneled "Lustron" home
22–29 Sep
Home in Chicago
5.0 out of 5 average rating, 5 reviews1-bedroom with full kitchen, washer/dryer inside
10–17 Dec
Home in Munster
5.0 out of 5 average rating, 13 reviewsCozy Farmhouse in Munster
13–20 Jun
Home in Downers Grove
4.94 out of 5 average rating, 53 reviewsGames, Grounds, Goodness in DG
17–24 Sep
Private house rentals
Home in Chicago
5.0 out of 5 average rating, 15 reviewsChicago Home by Midway near Downtown Attractions
17–24 Aug
Home in Chicago
4.98 out of 5 average rating, 50 reviewsCity Cottage in Logan Square-Avondale
21–28 Oct
Home in Robbins
4.97 out of 5 average rating, 37 reviewsComfy Updated 3 Bdrm/2Bth -Near SXU, MVC & MDW
24 Sep – 1 Oct
Home in Calumet Park
4.96 out of 5 average rating, 23 reviewsMy quaint little escape
10–17 Dec
Home in Chicago
4.87 out of 5 average rating, 63 reviewsChicago getaway for two!
5–12 Apr
Home in Lansing
4.8 out of 5 average rating, 66 reviewsThe Walter Experience
14–21 Oct
Home in Palatine
4.85 out of 5 average rating, 39 reviewsPrivate Room with attach bath and personal kitchen
5–12 Oct
Home in Merrillville
5.0 out of 5 average rating, 18 reviewsCreekside Getaway
8–15 Sep
Destinations to explore
- Townhouse rentals United States
- Guest house rentals United States
- House rentals United States
- Earth house rentals United States
- Lighthouse rentals United States
- Townhouse rentals Chicago
- Guest house rentals Chicago
- House rentals Chicago
- Lakehouse rentals Chicago
- House rentals Downtown Chicago
- House rentals Milwaukee
- Lakehouse rentals Milwaukee
- Townhouse rentals Illinois
- Lakehouse rentals Illinois
- Treehouse rentals Illinois
- Tiny house rentals Illinois
- House rentals Illinois
- Guest house rentals Illinois
- Townhouse rentals Cook County
- Apartment rentals Cook County
- Rentals with breakfast Cook County
- Rentals with an accessible-height bed Cook County
- Fitness-friendly rentals Cook County
- Rentals with outdoor seating Cook County
- Monthly Rentals Cook County
- Rentals with an accessible-height toilet Cook County
- Family-friendly rentals Cook County
- Beachfront rentals Cook County
- Flat rentals Cook County
- Rentals with an EV charger Cook County
- Rentals with a balcony Cook County
- Private suite rentals Cook County
- Loft rentals Cook County
- Rentals with a hot tub Cook County
- Rentals with a soaking bathtub Cook County
- Rentals with a washing machine and dryer Cook County
- Rentals with a kayak Cook County
- Pet-friendly rentals Cook County
- Rentals with a firepit Cook County
- Bed and breakfasts Cook County
- Family-friendly rentals Cook County
- Rentals with pools Cook County
- Guest house rentals Cook County
- Rentals with a cinema Cook County
- Rentals with a patio Cook County
- Boutique hotel rentals Cook County
- Waterfront rentals Cook County
- Smoking-friendly rentals Cook County
- Rentals with beach access Cook County
- Hotel rentals Cook County
- Rentals with a sauna Cook County
- Rentals with a fireplace Cook County
- Rentals with lake access Cook County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom