Photo by Anthony Martinez

Kendall County holiday rentals

We found 149 holiday rentals — enter your dates for availability

Discover a selection of 19 homes and other holiday rentals in Kendall County that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday homes have the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a washer and dryer. No matter what you're looking for, you'll be able to choose a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Popular Kendall County destinations on Stayz

Oswego

Oswego

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Book a holiday rental for your Kendall County getaway

Learn about the unique charm of Kendall County with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Sightseeing in and around Kendall County

Do you want to find attractions to see while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Kendall County a fun spot to go on holiday. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Fox Valley Winery (5 mi / 8 km)
  • Bolingbrook Golf Club (15.5 mi / 25 km)
  • Mistwood Golf Club (16 mi / 25.8 km)
  • Grundy County Speedway (16 mi / 25.8 km)
  • Cantigny Golf Club (20.7 mi / 33.4 km)
  • Seven Bridges Golf Club (21.3 mi / 34.3 km)

Exploring the natural landscape of Kendall County

Whether you're an active traveller or just want to spend some time taking in the scenery, Kendall County is a great spot to appreciate mother nature. These are some of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Fabyan Villa Museum & Japanese Garden (17.2 mi / 27.7 km)
  • Centennial Beach (17.4 mi / 28.1 km)
  • Riverwalk Park (17.5 mi / 28.1 km)
  • Shabbona Lake State Park (22.4 mi / 36 km)
  • Forest Preserve District of Will County (23.6 mi / 37.9 km)
  • Morton Arboretum (23.8 mi / 38.4 km)

Transport to and around Kendall County

If you prefer train travel, the main station serving the city is Plano Station.

Frequently asked questions

What is the best area to stay in Kendall County when booking a holiday home?
Oswego is among the most well-liked areas to find a holiday home in Kendall County. Searching for some fun things to see and do here? Be sure to visit Fox Valley Winery and Hudson Crossing Park.
What is the most popular type of holiday home accommodation in Kendall County?
Houses are the most popular style of holiday home in Kendall County, according to our data. Even if you’ve got a different vision in mind, Stayz has holiday homes in all sizes and shapes. Explore our options to find your perfect fit.
How much does it cost to rent a holiday home in Kendall County?
The average price for a holiday home in Kendall County is based on a number of factors, such as time of year, length of stay and property type. Whether you’re in search of a sprawling villa with a pool or a cosy condo just for the two of you, just add your dates of travel to view stays with exceptional value.
How much does it cost to rent a beach house in Kendall County?
Prices for beach houses in Kendall County can vary depending on the size and style of the property and when you plan to travel. Just enter your travel dates into Stayz and the number of guests to view available options and prices. From there you can use the filters to narrow your search by nearby activities, ratings, amenities and more.
What are popular home amenities in Kendall County?
When it comes to home amenities that guests are searching for in Kendall County, a washing machine, a fridge and a microwave oven rank the highest. With Stayz holiday homes, you’ll find options to match your style and taste, whether you’re taking a trip with your partner, your family or even pets.
Are there large group holiday homes in Kendall County?
Kendall County has three holiday homes that can host 10 or more guests. These stays come with plenty of space to enjoy good times with your nearest and dearest.
What are the top attractions for families in Kendall County?
Keep your kids occupied at these top family-friendly attractions in Kendall County:

  • Cedardell Golf Club
  • Hudson Crossing Park
  • Richard E Klatt Memorial Field

Can I find two-bedroom holiday homes in Kendall County?
Gather your besties and experience complete comfort and privacy in one of the 12 two-bedroom holiday properties Kendall County has to offer.
Are there holiday homes with WiFi in Kendall County?
Kendall County has 12 holiday homes with WiFi, so you’ll be able to stay connected while you’re travelling. Simply check the “WiFi” box in our handy search filter to find the perfect property. From streaming movies with the family to posting pics on social media, these Stayz homes make it a cinch to go online.
How old do you have to be to rent a holiday home in Kendall County?
The minimum required age is generally 16, 18 or 21. It can vary from one property to another on Stayz, so look at the rules of your preferred Kendall County holiday home before you book.
How long can I rent a holiday home in Kendall County for?
The length of time you can book a holiday home in Kendall County depends on the property. Simply enter your selected travel dates to look at a list of options offering extended stays. With tons of creature comforts like air conditioning and full kitchens, as well as some offering discounted weekly or monthly prices, you’re sure to discover a perfect place to call your home away from home in Kendall County.

Explore destinations around Kendall County

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