Kendall holiday lettings

We found 15 holiday rentals — enter your dates for availability

Scroll through and select from holiday rentals in Kendall to find one that's perfect for your trip. Whether you’re travelling with friends, family or even pets, holiday rentals have the amenities that you need and want for your stay, which might include Wi-Fi and a pool. Whatever you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including accessible or non-smoking choices.

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Find out more about Kendall

Find out more about Kendall

Book a holiday rental for your Kendall getaway

Learn about the unique charm of Kendall with a stay in a holiday home rental. This city has something for everyone. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Sightseeing in and around Kendall

Do you want to find things to do in the city? Venture out of your holiday home and check out everything that makes Kendall a fun spot to go on holiday. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Burr Oak Winery (12.3 mi / 19.9 km)
  • Hiawatha Golf Club (18 mi / 28.9 km)
  • The Red Geranium Framing and Gifts (15.4 mi / 24.8 km)
  • Red Ridge Ranch (17.7 mi / 28.5 km)

Exploring the natural features in Kendall

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Kendall is a great place to get outside. Here are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Kickapoo Valley Reserve Visitor Center (18.7 mi / 30 km)
  • Lake Redstone (18.7 mi / 30.1 km)
  • Woodside Sports Complex (19.4 mi / 31.2 km)
  • Castle Rock County Park (20.6 mi / 33.1 km)
  • Castle Rock Lake (21.8 mi / 35.1 km)
  • Kickapoo Valley Reserve (16.5 mi / 26.5 km)

Frequently asked questions

What is the best area to stay in Kendall when booking a holiday rental?
When considering a holiday rental in Kendall, Wisconsin, one of the most appealing areas to stay is near the scenic landscapes of the Kickapoo Valley. This picturesque region offers a variety of properties that cater to different preferences, with a decent number of options available for visitors seeking a memorable getaway.

Staying in this area provides easy access to the Kickapoo Valley Reserve, where nature enthusiasts can indulge in activities such as hiking, birdwatching, and canoeing along the tranquil waters of the Kickapoo River. The stunning views and diverse wildlife make it a delightful spot for outdoor lovers. Additionally, the charming town centre of Kendall offers quaint shops and local dining experiences that reflect the warm hospitality of the community.
How much does it cost to rent a holiday home in Kendall?
Prices for holiday rentals in Kendall vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Kendall to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Kendall holiday house rentals?
You can find great discounts on house rentals in Kendall on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best Kendall ski resort rentals?
For skiing near Kendall, Wisconsin, the most accessible ski area is the nearby Wilton Ski Resort, located just a short drive away. In the Kendall area, travellers looking for holiday rentals can find cosy cabins and lodges that cater to winter sports enthusiasts. Many accommodations offer convenient amenities such as fully equipped kitchens, spacious living areas with fireplaces, and outdoor decks great for enjoying the surrounding winter landscape.

The township of Kendall itself provides a quaint rural setting, with options for rustic cabins that exude charm and warmth. Many of these properties feature comfortable bedrooms, family-friendly spaces, and sometimes even game rooms for indoor entertainment after a day on the slopes. Additionally, the area is known for its natural beauty, with nearby trails for snowshoeing and cross-country skiing, making it ideal for those who enjoy a variety of winter activities.
What is the most popular type of holiday rental accomodation in Kendall?
In Kendall, holiday houses are the most popular type of rental accommodation, with several available throughout the area. These properties typically offer a spacious and comfortable environment, making them ideal for families or groups looking to enjoy the natural beauty of Wisconsin. Most holiday houses come equipped with fully stocked kitchens, inviting living areas, and outdoor spaces such as patios or gardens for relaxation.
Are there any family house rentals in Kendall?
In Kendall, Wisconsin, there are several family-friendly house rentals available, making it an inviting destination for those seeking a getaway with loved ones. The area features spacious homes with amenities that cater to families, such as fully equipped kitchens for preparing meals together, comfortable living rooms for relaxation, and outdoor spaces for children to play and explore.
Can I find long-stay holiday rentals in Kendall?
A long-stay holiday rental in Kendall is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Kendall?
In Kendall, there are several pet-friendly house rentals available, ideal for travellers looking to enjoy a getaway with their furry companions. Many of these rentals come equipped with amenities such as spacious backyards, fully equipped kitchens, and comfortable living spaces that accommodate both pets and their owners.
Are there any remote work holiday rentals in Kendall?
In Kendall, Wisconsin, there are several holiday rentals suitable for remote work. The area offers a peaceful environment, making it an excellent choice for those looking to blend work and leisure. Many properties come equipped with essential amenities such as high-speed internet, dedicated workspaces, and comfortable living areas to ensure a productive stay. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Kendall holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Kendall with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Kendall?
In Kendall, popular holiday rental amenities include essential kitchen appliances such as microwaves and blenders, suiting guests who prefer to prepare their own meals. Additionally, rooms often feature coffee makers in the rooms, allowing for a convenient start to the day. Cookware, dishware, and utensils are typically provided, enabling visitors to fully utilise the kitchen facilities.
When is the best time to visit Kendall for a holiday rental?
April is the most popular time to visit Kendall, Wisconsin, as it falls within the peak season from March to May. This vibrant period attracts travellers eager to immerse themselves in outdoor activities, including hiking and cycling, as the weather warms up and nature begins to bloom. With temperatures typically ranging from 10 to 15 degrees Celsius, visitors can comfortably explore the scenic landscapes and enjoy the local charm of Kendall.

During April, the community often hosts various events and festivals that showcase the area's culture, providing opportunities for both relaxation and adventure. The longer daylight hours create ideal conditions for sightseeing, whether you're wandering through the picturesque parks or enjoying the stunning views of the surrounding countryside.

If you're looking for a more budget-friendly option, consider visiting in December. While it's a quieter month, it offers a great experience of Kendall's winter wonderland, great for cosy retreats and peaceful walks.
How early should I book a Kendall holiday rental?
Book your Kendall holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Kendall home rental booking on Vrbo?
To find Kendall holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Kendall holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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