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House holiday rentals in Kendall County
Find and book unique houses on Airbnb
Top-rated house rentals in Kendall 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 Kendall County
House rentals with a pool
![](https://a0.muscache.com/im/pictures/bd2b13fb-0a93-44fe-bf7f-71b1fe45b273.jpg?im_w=720)
Home in Plainfield
4.95 out of 5 average rating, 64 reviewsBeautiful Spanish style Home (w/heated pool)
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-47846387/original/b26a07d1-f23f-4612-a4f3-b43fd439b15a.jpeg?im_w=720)
Home in Ottawa
5 out of 5 average rating, 8 reviewsHarbor Inn- Hook, Wine & Sinker
![](https://a0.muscache.com/im/pictures/63c218f5-5571-40f7-8ecd-a571d363c8aa.jpg?im_w=720)
Home in Ottawa
4.92 out of 5 average rating, 38 reviewsOttawa Oasis. Billiards. Pool. Close to downtown!
![](https://a0.muscache.com/im/pictures/miso/Hosting-807719616224077441/original/cd959d50-37b2-474a-80cc-0136b51d909b.jpeg?im_w=720)
Home in Glen Ellyn
4.94 out of 5 average rating, 18 reviewsGlen Ellyn Home
![](https://a0.muscache.com/im/pictures/083b0f7b-389d-46c3-9bbd-9a87a7e04d10.jpg?im_w=720)
Home in Plainfield
4.9 out of 5 average rating, 29 reviewsPool* 3 King beds* Grill & Patio* 30mi to Chicago
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Home in Ottawa
4.8 out of 5 average rating, 5 reviewsCasa Azul
![](https://a0.muscache.com/im/pictures/miso/Hosting-977850760070122186/original/78f1c511-36ca-43a1-84a8-f2bedb2f611a.jpeg?im_w=720)
Home in West Chicago
Cozy & Specious 1 bedroom lower level Apt
![](https://a0.muscache.com/im/pictures/hosting/Hosting-1164097906071972326/original/1437f869-3f0b-4689-bcd7-8ec839c496c2.jpeg?im_w=720)
Home in Ottawa
New place to stayThe Nautical Nest
Weekly house rentals
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Home in Ottawa
4.93 out of 5 average rating, 163 reviewsCozy home near Downtown Ottawa and Starved Rock
![](https://a0.muscache.com/im/pictures/miso/Hosting-606731854682530621/original/513a1bc6-904d-448d-9651-76cce6e1e1de.jpeg?im_w=720)
Home in St. Charles
4.92 out of 5 average rating, 101 reviewsDowntown St.Charles 4 bedroom house
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Home in Glen Ellyn
4.9 out of 5 average rating, 105 reviewsHome in Glen Ellyn
![](https://a0.muscache.com/im/pictures/53082f32-a849-49b7-83af-6c85b87d3aef.jpg?im_w=720)
Home in Naperville
4.9 out of 5 average rating, 106 reviewsHome away from home
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Home in Carol Stream
4.9 out of 5 average rating, 103 reviewsNear downtown Wheaton no charge additional guests
![](https://a0.muscache.com/im/pictures/miso/Hosting-768790966493482069/original/b2596646-2ed9-4fba-86c8-a737380b1d07.jpeg?im_w=720)
Home in Yorkville
5 out of 5 average rating, 29 reviewsPatriotic Cottage on the Hill
![](https://a0.muscache.com/im/pictures/miso/Hosting-994911855785485335/original/6e6c43c7-52c5-4fb9-a442-a19f292a9f3d.jpeg?im_w=720)
Home in Hinckley
4.67 out of 5 average rating, 21 reviewsRelaxing Farmhouse Getaway
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Home in Wilmington
4.92 out of 5 average rating, 12 reviewsRiverview Retreat- Engler’s Escape
Private house rentals
![](https://a0.muscache.com/im/pictures/01849653-5c03-40ff-a01e-783e7a0f1404.jpg?im_w=720)
Home in Ottawa
4.96 out of 5 average rating, 24 reviewsCOZY Fox River Retreat
![](https://a0.muscache.com/im/pictures/miso/Hosting-53561429/original/b5471680-8a90-4fd7-9d84-a139f6aff33d.jpeg?im_w=720)
Home in Wilmington
4.96 out of 5 average rating, 45 reviewsWaterfront dog friendly 3 bedroom home w/game room
![](https://a0.muscache.com/im/pictures/miso/Hosting-53364888/original/95d2bf61-268f-4d7b-9db2-1353fc18e607.jpeg?im_w=720)
Home in Naperville
5 out of 5 average rating, 15 reviewsNaperville Nest!
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-43603746/original/165d2009-92be-4e9f-ad32-454e7f9530f1.jpeg?im_w=720)
Home in Geneva
4.99 out of 5 average rating, 89 reviewsExecutive Home with Luxurious Amenities
![](https://a0.muscache.com/im/pictures/miso/Hosting-765512160852063759/original/ad58da18-269f-437b-a609-7b8c50041658.jpeg?im_w=720)
Home in Oswego
4.83 out of 5 average rating, 46 reviewsMoxie - w/ Game Room- 4 Kings, Sleeps 15
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Home in Ottawa
4.91 out of 5 average rating, 68 reviews"Your invited" Suitcase Required
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Home in Aurora
4.82 out of 5 average rating, 39 reviewsLittle house on Prairie. Nautical theme 3 bedroom.
![](https://a0.muscache.com/im/pictures/miso/Hosting-783308097249038431/original/7ab972fa-5ff2-4394-aba7-c2cfc3455acd.jpeg?im_w=720)
Home in Joliet
4.99 out of 5 average rating, 82 reviewsKing Suite, Disney+, *Spacious Remodeled House*
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