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House vacation rentals in Chicago
Find and book unique houses on Airbnb
Top-rated house rentals in Chicago
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Chicago house rentals
House rentals with a pool
![](https://a0.muscache.com/im/pictures/9ab3b6eb-f173-409d-8937-170f9cd0c8d2.jpg?im_w=720)
Home in Highland Park
4.91 out of 5 average rating, 133 reviews2-Acre Highland Park Retreat with Heated Pool ~ 5*
![](https://a0.muscache.com/im/pictures/69d3bb7c-54f2-4454-ae3a-c4d38c5c61fe.jpg?im_w=720)
Home in Schaumburg
4.92 out of 5 average rating, 13 reviewsParadise 4BR w/ Pool & Games
![](https://a0.muscache.com/im/pictures/hosting/Hosting-868236911692412929/original/860125fb-662e-4cc7-ba73-7bf9a86831a2.jpeg?im_w=720)
Home in Schaumburg
4.95 out of 5 average rating, 20 reviewsSchaumburg Woodfield Pool House 4bedroom 2.5bath
![](https://a0.muscache.com/im/pictures/hosting/Hosting-1152484478779189306/original/4a3b2311-84f1-4d00-b28a-a60b1182f5fe.jpeg?im_w=720)
Home in Bloomingdale
4.93 out of 5 average rating, 14 reviewsGiant Swimming Pool with Whole House!
![](https://a0.muscache.com/im/pictures/miso/Hosting-782525235032023073/original/c259bfd1-4e3a-4829-bd35-243c8b9b3f53.jpeg?im_w=720)
Home in Lincoln Park
4.85 out of 5 average rating, 46 reviewsLuxury Cabin in Lakeview
![](https://a0.muscache.com/im/pictures/miso/Hosting-995898557889216749/original/d9ad4cf4-d54d-4321-bef9-80dcdd3a3caa.jpeg?im_w=720)
Home in Munster
Munster hide away
![](https://a0.muscache.com/im/pictures/miso/Hosting-712645297244516225/original/508f7851-9be2-4817-82b1-9f284fe1dee4.jpeg?im_w=720)
Home in New Lenox
4.77 out of 5 average rating, 44 reviewsCheerful home. Heated pool, Hot tub!
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6NTk5NTIyMTE5OTU1MTg3OTQz/original/dc06eb60-f002-4fcf-9742-18b815a86d27.jpeg?im_w=720)
Home in Bensenville
5 out of 5 average rating, 3 reviewsNew! Bensenville home by O’Hare-Arcade/Sauna/Slots
Weekly house rentals
![](https://a0.muscache.com/im/pictures/miso/Hosting-616168662512528578/original/4ced6037-9ced-4f8b-ae11-5e79bd9b7ae2.jpeg?im_w=720)
Home in Norwood Park
4.98 out of 5 average rating, 92 reviews3BD Home Mins from Airport | Free Wi-Fi + Parking
![](https://a0.muscache.com/im/pictures/hosting/Hosting-1044887929384788288/original/9691f633-e954-49a5-8585-e85622a07be1.jpeg?im_w=720)
Home in Evanston
5 out of 5 average rating, 23 reviewsWanderlust Cottage
![](https://a0.muscache.com/im/pictures/4f154e34-33d2-4678-92c6-902ed3e1e03d.jpg?im_w=720)
Home in Bridgeport
5 out of 5 average rating, 65 reviewsCozy, Quiet, Riverwalk Sanctuary
![](https://a0.muscache.com/im/pictures/miso/Hosting-52261847/original/f347a319-181d-4b2f-8eb4-c77e6ea1f2a3.jpeg?im_w=720)
Home in Lincoln Square
4.98 out of 5 average rating, 81 reviewsEntire first floor in Lincoln Square!
![](https://a0.muscache.com/im/pictures/miso/Hosting-724488968104387475/original/221e968f-c646-47c7-99c9-0156eead52b3.jpeg?im_w=720)
Home in Gary
4.96 out of 5 average rating, 51 reviewsPrivate 5 Star 2 bedroom modern city farmhouse
![](https://a0.muscache.com/im/pictures/miso/Hosting-18060003/original/77c2981a-2c05-430d-99fe-6cfc2092ade3.jpeg?im_w=720)
Home in West Town
4.81 out of 5 average rating, 69 reviewsSunny Character-Filled Apartment in Trendy Ukrainian Village
![](https://a0.muscache.com/im/pictures/miso/Hosting-831789598793469256/original/894c3efa-c1d8-4d19-abe8-7253f1ad6ab2.jpeg?im_w=720)
Home in Robbins
4.92 out of 5 average rating, 48 reviewsComfy Updated 3 Bdrm/2Bth -Near SXU & Midway
![](https://a0.muscache.com/im/pictures/miso/Hosting-932123301754308451/original/70286078-2a39-4355-9a09-43d799eed4af.jpeg?im_w=720)
Home in Lincoln Park
4.97 out of 5 average rating, 67 reviewsCharming 3-BED in Lincoln Park/ Old Town & Parking
Private house rentals
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Home in Garfield Ridge
4.96 out of 5 average rating, 27 reviewsChicago Home (1st floor) by Midway near Downtown
![](https://a0.muscache.com/im/pictures/airflow/Hosting-796866365414874330/original/3b7ff553-5fd4-424d-b37b-ba817bf6e78f.jpg?im_w=720)
Home in West Rogers Park
4.88 out of 5 average rating, 17 reviewsHidden Gem on the CHI north side
![](https://a0.muscache.com/im/pictures/miso/Hosting-853539824874139802/original/1f66ac4d-cee4-4922-a2dd-6041cde6db98.jpeg?im_w=720)
Home in Lake View
4.97 out of 5 average rating, 34 reviewsLakeview Condo
![](https://a0.muscache.com/im/pictures/miso/Hosting-907440652156085038/original/5773dd9b-89e3-4443-98da-79d4d5d0ae73.jpeg?im_w=720)
Home in Austin
4.9 out of 5 average rating, 39 reviewsBrand New Spacious Duplex
![](https://a0.muscache.com/im/pictures/airflow/Hosting-900208262575580836/original/4506e25d-3cfc-469b-9931-751f61909dcf.jpg?im_w=720)
Home in Bridgeport
4.97 out of 5 average rating, 31 reviewsCharming and Classic Brick Home in Bridgeport
![](https://a0.muscache.com/im/pictures/bbac5add-39b2-4e4f-b525-af4989858f1c.jpg?im_w=720)
Home in Downers Grove
4.97 out of 5 average rating, 66 reviewsGames, Grounds, Goodness in DG
![](https://a0.muscache.com/im/pictures/hosting/Hosting-1044908124687074157/original/0e5327c5-3af6-4dd7-aa52-89b2a67ac625.jpeg?im_w=720)
Home in Chicago
4.93 out of 5 average rating, 28 reviewsSpacius unit in historic gem
![](https://a0.muscache.com/im/pictures/miso/Hosting-535308409791676515/original/64a94787-6c77-4529-baab-97fb02e54f58.jpeg?im_w=720)
Home in Highland Park
4.96 out of 5 average rating, 80 reviewsCharming Ranch-Style Cottage
Quick stats about house rentals in Chicago
Total rentals
1.9K properties
Total number of reviews
73K reviews
Family-friendly rentals
970 properties are a good fit for families
Pet-friendly rentals
470 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
1.2K properties have a dedicated workspace
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