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Vacation rentals in Kendall County

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Kendall County

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

Guest suite in Oswego
1 Bed w/ Full Kitchen A Mile From Downtown Oswego
Enjoy a stay within walking distance of 3 parks and about a mile from downtown Oswego and its quaint shopping area. Nestled in the middle of a great neighborhood, you'll feel safe and be able to enjoy a quick getaway or an extended stay. If you're interested in visiting Chicago, we're close enough for day trips to the city (about 45 miles) but far enough to save some money. You'll definitely have a great time here!
$70 per night
Private room in Montgomery
Private Room with Closet
Private room located in Montgomery. Close to shopping and many restaurants located on Route 34. 1.5 mile walk to the Fox River and several trails. This is a bi-level home I have owned for over four years. I have recently married and welcomed a baby boy into my life. My husband and I both have experience with short term rentals and have been hosting on Airbnb for over a year.
$42 per night
Private room in Oswego
King size bed, Large Room, Quiet, Clean
There is a walking trail behind the house that goes to the city park that has a playground, skate park, basketball courts, volleyball courts, softball fields, and a splash park in the summer.
$48 per night

Other great vacation rentals in Kendall County

Rental unit in Oswego
Rustic Studio Apt. 2 min drive to Downtown Oswego
$99 per night
Home in Yorkville
Patriotic Cottage on the Hill
$145 per night
Rental unit in Oswego
Studio| 2 min drive to Downtown Oswego
$94 per night
Townhouse in Yorkville
Riverfront Townhome in Downtown Yorkville
$142 per night
Condo in Yorkville
Breathtaking Waterfront condo
$151 per night
Rental unit in Yorkville
Riverfront/Fast Wi-Fi/Fishing/RW Waterpark/Kayak
$118 per night
Guesthouse in Oswego
The Loft-Rustic Retreat and Sauna
$165 per night
Farm stay in Plano
Country getaway.
$173 per night
Condo in Yorkville
Captain's Quarters✧apartment w/75"TV near FoxRiver
$151 per night
Private room in Yorkville
Pixie Cozy Room Queen Bed High Speed internet .
$45 per night
Guest suite in Montgomery
STUDIO BY THE FOX RIVER/ Beautiful Basement Studio
$84 per night
Private room in Montgomery
Private Room
$53 per night

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