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Kendall Holiday Rentals

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Our top choices for Kendall holiday rentals

1. Private cabin on the beautiful Kickapoo River Valley near Wildcat Mountain Park.

Private cabin on the beautiful Kickapoo River Valley near Wildcat Mountain Park.
Ontario
10.0 out of 10, Exceptional, (6 reviews)
"Great host, beautiful property! Would definitely go back!"
United States
Bridgette B.
The price is NZ$320
includes taxes & fees
14 Oct - 15 Oct
Private cabin on the beautiful Kickapoo River Valley near Wildcat Mountain Park.

2. Hillsboro Driftless Guesthouse is cozy and ready for you!

Hillsboro Driftless Guesthouse is cozy and ready for you!
Hillsboro
10.0 out of 10, Exceptional, (31 reviews)
"The property is very well maintained, house was very cozy and relaxing. The host was great to communicate with."
United States
Tammy
The price is NZ$374
includes taxes & fees
19 Oct - 20 Oct
Hillsboro Driftless Guesthouse is cozy and ready for you!

3. Soothing cabin 1 out of 7 in New Lisbon

Soothing cabin 1 out of 7 in New Lisbon
New Lisbon
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful cozy cabin! Loved the gas fireplace! The cabin had everything we needed and we enjoyed our stay."
United States
Monica P.
The price is NZ$629
includes taxes & fees
12 Oct - 13 Oct
Soothing cabin 1 out of 7 in New Lisbon

4. 12 Mi to Castle Rock Lake: Serene New Lisbon Home!

12 Mi to Castle Rock Lake: Serene New Lisbon Home!
New Lisbon
10.0 out of 10, Exceptional, (4 reviews)
"Dated furnishing but clean, neat a n and well cared for. Handy location. Great hosts"
United States
nick k.
The price is NZ$727
includes taxes & fees
7 Nov - 8 Nov
12 Mi to Castle Rock Lake: Serene New Lisbon Home!

5. Blakley Hobbit Small Cabin

Blakley Hobbit Small Cabin
Viola
7.6 out of 10, Good, (58 reviews)
"fishing cabin."
United States
joe
The price is NZ$216
includes taxes & fees
11 Oct - 12 Oct
Blakley Hobbit Small Cabin

6. Your adventure begins the second you arrive!

Your adventure begins the second you arrive!
Norwalk
10.0 out of 10, Exceptional, (34 reviews)
"A great place to get away and relax."
United States
Betsy D.
The price is NZ$437
includes taxes & fees
19 Oct - 20 Oct
Your adventure begins the second you arrive!

7. Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!

Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!
Lyndon Station
10.0 out of 10, Exceptional, (86 reviews)
"Beautiful property, secluded, and very well maintained."
United States
Eukesha
The price is NZ$586
includes taxes & fees
13 Oct - 14 Oct
Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!

8. Charming 3-bedroom house with WiFi, AC in serene Necedah

Charming 3-bedroom house with WiFi, AC in serene Necedah
Necedah
9.8 out of 10, Exceptional, (20 reviews)
"We loved everything about this place."
United States
Jessabelle
The price is NZ$728
includes taxes & fees
18 Oct - 19 Oct
Charming 3-bedroom house with WiFi, AC in serene Necedah

9. Colorful getaway in friendly Driftless village

Colorful getaway in friendly Driftless village
Wonewoc
10.0 out of 10, Exceptional, (15 reviews)
"Sweet home! Loved all the bright colored decorations! We had a great stay here with our bikes and pups. The porch was lovely to watch a thunderstorm from as well!"
United States
Emily B.
The price is NZ$454
includes taxes & fees
27 Oct - 28 Oct
Colorful getaway in friendly Driftless village

10. Remodeled, cozy, pet friendly cabin near lakes

Remodeled, cozy, pet friendly cabin near lakes
Necedah
10.0 out of 10, Exceptional, (39 reviews)
"This is a cute little place out in the country. Communication with the hostess was good."
United States
Dawn
The price is NZ$411
includes taxes & fees
8 Oct - 9 Oct
Remodeled, cozy, pet friendly cabin near lakes

11. 12 Mi to Castle Rock Lake: Serene New Lisbon Home!

12 Mi to Castle Rock Lake: Serene New Lisbon Home!
3.0 star property
New Lisbon
The price is NZ$716
includes taxes & fees
8 Oct - 9 Oct
12 Mi to Castle Rock Lake: Serene New Lisbon Home!

12. Cozy, quiet Cabin near Kickapoo River & Wildcat Mountain. Perfect for fisherman.

Cozy, quiet Cabin near Kickapoo River & Wildcat Mountain. Perfect for fisherman.
Ontario
10.0 out of 10, Exceptional, (13 reviews)
"Really nice quiet place. Perfect for our hunting trip. "
United States
Kolin C.
Cozy, quiet Cabin near Kickapoo River & Wildcat Mountain. Perfect for fisherman.

13. Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola

Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola
Viola
9.0 out of 10, Wonderful, (18 reviews)
"excellent out of the way retreat close to things we wanted to do and great place for us and our cats, the hot tub was a great treat"
United States
Joseph W.
The price is NZ$548
includes taxes & fees
6 Nov - 7 Nov
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola

14. Stone Cottage - Lakefront/Beach/Arcade/HotTub/MassageChair/2 Kings/Near WI Dells

Stone Cottage - Lakefront/Beach/Arcade/HotTub/MassageChair/2 Kings/Near WI Dells
New Lisbon
10.0 out of 10, Exceptional, (5 reviews)
"We had an amazing time staying here over Thanksgiving. The host was super helpful and very welcoming. The place itself was relaxing and plentiful. We really did not have to bring anything but food and drinks. The view was gorgeous. I was pleasantly surprised that this place was so kid friendly. We all had a great get away. "
United States
Bill S.
The price is NZ$1,439
includes taxes & fees
1 Nov - 2 Nov
Stone Cottage - Lakefront/Beach/Arcade/HotTub/MassageChair/2 Kings/Near WI Dells

15. The Incline

The Incline
Norwalk
10.0 out of 10, Exceptional, (7 reviews)
"This place is a perfect couples getaway! "
United States
Kurt T.
The price is NZ$620
includes taxes & fees
8 Oct - 9 Oct
The Incline

16. Blakley Hobbit Large Cabin

Blakley Hobbit Large Cabin
Viola
8.0 out of 10, Very good, (47 reviews)
"A quiet spot w excellent scenery along the Kickapoo River. Great communication w host & easy check-in/out process."
United States
Rebecca B.
The price is NZ$300
includes taxes & fees
6 Nov - 7 Nov
Blakley Hobbit Large Cabin

17. Serene Castle Rock Cabin w/Hot Tub

Serene Castle Rock Cabin w/Hot Tub
Mauston
9.8 out of 10, Exceptional, (10 reviews)
"Place was very clean and there were beautiful sunsets!"
United States
Catherine K.
The price is NZ$898
includes taxes & fees
12 Oct - 13 Oct
Serene Castle Rock Cabin w/Hot Tub

18. The Honey Haven

The Honey Haven
Westby
10.0 out of 10, Exceptional, (62 reviews)
"This was my second time staying at the Honey Haven and I would love to stay again. The host does a wonderful job keeping the property in great shape and the area that the property is in is so special."
United States
Eric R.
The price is NZ$437
includes taxes & fees
19 Oct - 20 Oct
The Honey Haven

19. 6 Bedroom Home in Gods Country

6 Bedroom Home in Gods Country
Wilton
9.8 out of 10, Exceptional, (26 reviews)
"It’s the good house and all the bed rooms have attached bathroom. Suggest to the homeowner is that keeping the bath shower and moisturizer at each room"
United States
Rambabu
The price is NZ$1,217
includes taxes & fees
15 Oct - 16 Oct
6 Bedroom Home in Gods Country

20. Charming 2-bedroom Loft cabin in serene New Lisbon

Charming 2-bedroom Loft cabin in serene New Lisbon
New Lisbon
10.0 out of 10, Exceptional, (1 review)
"Súper limpio lindo y cómodo ideal para una estancia relajante"
United States
Erica D Silverio
The price is NZ$939
includes taxes & fees
8 Oct - 9 Oct
Charming 2-bedroom Loft cabin in serene New Lisbon
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 Hotel Reviews

Find out more about Kendall

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Kendall holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Kendall. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Kendall. Seeing all the best attractions is bound to make you fall in love with Kendall. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Kendall short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Kendall?

Yes, there are holiday rentals close to the most popular sights in Kendall, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Kendall has to offer?

10BR Lakehouse Sleeps 30| Hot Tub & Beach |Pontoon #4: This holiday home rental outside of Kendall is located on the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 10 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a pool table and 1 hot tub so that you can immerse yourself in your holiday.

What can I see and do in Kendall?

While exploring the area, visit family-friendly sights like The Red Geranium Framing and Gifts, or get outside and enjoy nature at Kickapoo Valley Reserve Visitor Center. Mill Bluff State Park and Wildcat Mountain State Park are a couple of places you'll find in the wider area.

What are holiday rentals like in Kendall?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Kendall. Holiday rentals offer amenities like laundry facilities and kitchens so you'll feel right at home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from public hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for families.