House vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Kendall County house rentals
House rentals with a pool
Home in Plainfield
4.95 out of 5 average rating, 65 reviewsBeautiful Spanish style Home (w/heated pool)
Home in Ottawa
5 out of 5 average rating, 4 reviewsHarbor Inn- Old Salt
Home in Ottawa
4.92 out of 5 average rating, 38 reviewsOttawa Oasis. Billiards. Pool. Close to downtown!
Home in Plainfield
4.9 out of 5 average rating, 30 reviewsPool* 3 King beds* Grill & Patio* 30mi to Chicago
Home in Ottawa
4.83 out of 5 average rating, 6 reviewsCasa Azul
Home in West Chicago
Cozy & Specious 1 bedroom lower level Apt
Home in Ottawa
New place to stayThe Nautical Nest
Home in Naperville
New place to stayNaperville at its finest! Dogs!
Weekly house rentals
Home in Winfield
4.98 out of 5 average rating, 136 reviewsCozy, Clean & Well-Stocked Home!
Home in West Chicago
4.92 out of 5 average rating, 109 reviewsThe Train Conductor's Cottage
Home in Glen Ellyn
4.9 out of 5 average rating, 105 reviewsHome in Glen Ellyn
Home in Naperville
4.9 out of 5 average rating, 107 reviewsHome away from home
Home in Ottawa
4.93 out of 5 average rating, 163 reviewsCozy home near Downtown Ottawa and Starved Rock
Home in Carol Stream
4.9 out of 5 average rating, 104 reviewsNear downtown Wheaton no charge additional guests
Home in Yorkville
5 out of 5 average rating, 29 reviewsPatriotic Cottage on the Hill
Home in Plainfield
New place to staySpacious modern home with deck
Private house rentals
Home in Ottawa
4.95 out of 5 average rating, 22 reviewsStarved Rock Carriage Collective - Group Stay
Home in Wilmington
4.96 out of 5 average rating, 45 reviewsWaterfront dog friendly 3 bedroom home w/game room
Home in Geneva
4.99 out of 5 average rating, 89 reviewsExecutive Home with Luxurious Amenities
Home in Naperville
4.94 out of 5 average rating, 17 reviewsNaperville Nest!
Home in Joliet
4.99 out of 5 average rating, 82 reviewsKing Suite, Disney+, *Spacious Remodeled House*
Home in Ottawa
4.92 out of 5 average rating, 25 reviewsCOZY Fox River Retreat
Home in Naperville
5 out of 5 average rating, 8 reviewsBeautifully New in Aero Estates
Home in Oswego
4.83 out of 5 average rating, 46 reviewsMoxie - w/ Game Room- 4 Kings, Sleeps 15
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