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Find Vacation Homes in Kendall County, IL from $307

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Top Cities in Kendall County

Vacation Homes in Kendall County

Minutes to Downtown Saint Charles, Cozy/Chic Home

9.8 out of 10, Exceptional, (10)
"Easy access to all St Charles "
Minutes to Downtown Saint Charles, Cozy/Chic Home

✽ Charming Cottage ✽ close to College/Town/Station

10.0 out of 10, Exceptional, (48)
"We loved how cute this house was! It was very convenient for visiting our daughter and nice to have plenty of space and amenities. Our host was very prompt communication. Would definitely stay here again!"
$294 nightly
The price is $312
Sep 15 - Sep 16
Total with taxes and fees
✽ Charming Cottage ✽ close to College/Town/Station

4bd house, Hot-tub, full-basement, pool table & big yard,3 full bathroom.

10.0 out of 10, Exceptional, (23)
"Great house, great neighborhood, host was amazing!"
4bd house, Hot-tub, full-basement, pool table & big yard,3 full bathroom.

Spread out - Renovated 5BR+Loft, Sleeps 12+

9.2 out of 10, Wonderful, (27)
"We had a large group (11) the property had plenty of room for everyone to be comfortable. The host was very helpful and quickly responded to any inquiries we had."
Spread out - Renovated 5BR+Loft, Sleeps 12+

4 bdrm country house w hunting possibilities in Morris

10.0 out of 10, Exceptional, (1)
"Very easy host to work with. Great location!!"
$377 nightly
The price is $399
Sep 13 - Sep 14
Total with taxes and fees
4 bdrm country house w hunting possibilities in Morris

Modern Tranquil Boho Getaway in Glen Ellyn

2.0 out of 10, (1)
"So we never stayed on this property. Or was suppose to be canceled but the host never canceled are reservation.Granted my credit card was flagged for fraud once I tried to book it, once it was cleared I tried to again, dates were not available so I told Farrah the host we needed to cancel & I will look for other places. Her response, no problem. But come to find out it wasn’t canceled, we did not stay here. Had another property in St Charles..lovely place with great communication from the host....
Modern Tranquil Boho Getaway in Glen Ellyn

Clarendon Hills Top Floor

7.0 out of 10, Good, (12)
"The house was nice, in a quiet area. The bedrooms were great. It was a little nerve wracking when the lower unit was rented, as we didn't want to disturb them. "
Clarendon Hills Top Floor

Spacious Deck & Balcony, Game Area, Garage

9.6 out of 10, Exceptional, (15)
"We had a great stay! Thank you for hosting us!"
$589 nightly
The price is $624
Sep 16 - Sep 17
Total with taxes and fees
Spacious Deck & Balcony, Game Area, Garage

WATER FRONT LUXURY HOME WILL FEEL LIKE A RESORT FOR 10

10.0 out of 10, Exceptional, (30)
"Great stay at this bnb; roomy and the host was super friendly!"
WATER FRONT LUXURY HOME WILL FEEL LIKE A RESORT FOR 10

Great place to stay in Warrenville

10.0 out of 10, Exceptional, (66)
" Nice home and neighborhood. Very clean and homey "
Great place to stay in Warrenville

Modern Home in Trendy Neighborhood 40 from Downtown Chicago

9.8 out of 10, Exceptional, (16)
"This home was exactly as described and in the photos. We found it clean and comfortable. Lots of space and room for our family."
Modern Home in Trendy Neighborhood 40 from Downtown Chicago

Furnished Private home in Aurora sleeps 9 guests

9.2 out of 10, Wonderful, (90)
"Cozy home with ample space. "
Furnished Private home in Aurora sleeps 9 guests

"St Geneva" Private With River View! 10 min to Lamplight Equestrian Center

10.0 out of 10, Exceptional, (82)
"We thoroughly enjoyed our stay at St. Geneva. Host was friendly and accommodating. Everything was clean and neat. Grounds and views were beautiful. Hope to stay there again when visiting family."
"St Geneva" Private With River View! 10 min to Lamplight Equestrian Center

Historic home with easy access to Chicago

9.8 out of 10, Exceptional, (171)
"We were attending a graduation in Chicago and decided that while not in town, this big, beautiful place would be a welcomed escape. Boy, were we right. The level of detail and warmth of the home surpassed our expectations. The gardens were enchanting and the location, although separated from the City, provided a converse to our city time that was great. "
Historic home with easy access to Chicago

Glen Ellyn Country Side Home

9.2 out of 10, Wonderful, (17)
"Great host great home great trip"
Glen Ellyn Country Side Home

Cozy 5-bedroom with lake views and spacious deck

10.0 out of 10, Exceptional, (12)
"Nice big comfortable house, host is very accommodating."
Cozy 5-bedroom with lake views and spacious deck

PROMO 10% MONTHLY DISCOUNT! Comfy Home w Access to Major Roads/Hwys, Huge Yard

9.6 out of 10, Exceptional, (12)
"Everything was great, most of our activities were a short drive or Uber. The beds and couch was comfortable. It was a nice stay everyone had a good time!"
$290 nightly
The price is $307
Sep 15 - Sep 16
Total with taxes and fees
PROMO 10% MONTHLY DISCOUNT! Comfy Home w Access to Major Roads/Hwys, Huge Yard

Fun, Spacious & Handicap Accessible – Ideal for Families & Crews

10.0 out of 10, Exceptional, (3)
"Nice property with plenty of space. Easy to find with good location and owners were well prepared. "
Fun, Spacious & Handicap Accessible – Ideal for Families & Crews

St. Charles Riverview Retreat

10.0 out of 10, Exceptional, (25)
"We really enjoyed our time. Home was comfortable, clean and walking distance to downtown St Charles"
$473 nightly
The price is $501
Sep 17 - Sep 18
Total with taxes and fees
St. Charles Riverview Retreat

Great Location! Beautiful Home Near Downtown Westmont

9.8 out of 10, Exceptional, (11)
"The house was nicely furnished, decorated and appointed. Communication with the host was timely and friendly."
Great Location! Beautiful Home Near Downtown Westmont
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Kendall County Hotel Reviews

Find out more about Kendall County

Find out more about Kendall County

Booking Tips to Find the Best Kendall County Vacation Homes


How much does it cost to rent a vacation home in Kendall County?

You can find incredible Kendall County vacation homes for all types of budgets: between $307 and $624 per night. The more amenities the rental has, and its proximity to popular places, the higher the price.


What is the best time to stay in a vacation home in Kendall County?

If you are looking for a great deal on your vacation home in Kendall County, consider visiting in , when prices are usually cheaper.


How many vacation homes are available for rent in Kendall County?

There are 358 rental houses to choose from for your trip. You’ll find holiday homes located throughout the city, near sightseeing spots, and close to local nature areas.


How do I find the best deal for a vacation home in Kendall County?

Begin by entering your trip dates to see what type of Kendall County rental houses are available. Use the map to zoom closer into the areas or zoom out to include more locations. Use the filters on the left side of your search results to narrow down by star rating, price, number of bedrooms, amenities, and more—Expedia makes it easy to score the best deal for your budget.


Why should I rent a vacation home in Kendall County?

Booking Kendall County vacation home rentals is the perfect way to spend a vacation because of the privacy, variety of amenities, and comfort you’ll have in your own space.


What amenities are available in a private vacation home?

When thinking about what you want in your Kendall County rental house, dream big! Depending on your budget and the area, you’ll find amenities like a private pool, hot tub, free parking, fully-equipped kitchen, in-home washer and dryer, Wi-Fi, and a beautiful view or easy access to local sightseeing spots. You can even filter your search results by accessibility to ensure that everyone in your party will be comfortable.


Why should I book a vacation home with Expedia?

Expedia has some of the best selection and deals on available vacation homes in the area—and all in one place. We reward you with members points back on every booking and ensure you get the right accommodation for the best price. And you’ll save big when you bundle your travel together, like booking a car rental in Kendall County along with your vacation property, into a Kendall County vacation package.


Can I cancel my vacation home with Expedia?

Some accommodations are free to cancel and refundable if done so by a specific date, while others may be non-refundable. To make sure that you can get your money back on cancellations, use the “free cancellation” filter during your search. Contact our customer service portal if you need help.

Kendall County Vacation Homes information

Number of reviews
Accommodation
358 Vacation Homes
Lowest Price
$307
Highest Price
$624

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Explore a world of travel with Expedia