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Kendall Holiday Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Kendall holiday rentals

Exterior

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, (5 reviews)
"The cabin was the perfect weekend getaway for me and my husband. We were in the area to kayak the Kickapoo River and the cabin was close to where we launched (about 8 mins). It was cozy to relax in after 12.5 miles of kayaking. We enjoyed sitting outside, seeing wildlife including a deer, and hearing an owl at night. We plan to be back!"
United States
Rebecca
The price is HK$1,051
HK$1,507 total
includes taxes & fees
7 Sept - 8 Sept
Private cabin on the beautiful Kickapoo River Valley near Wildcat Mountain Park.
Smart TV, DVD player

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, (29 reviews)
"The home was extremely clean, decorated nicely, very homey, had everything we needed and more! We can’t wait to return!"
United States
Brett B.
The price is HK$1,010
HK$1,695 total
includes taxes & fees
18 Aug - 19 Aug
Hillsboro Driftless Guesthouse is cozy and ready for you!
Exterior

3. Colorful getaway in friendly Driftless village

Colorful getaway in friendly Driftless village
Wonewoc
10.0 out of 10, Exceptional, (14 reviews)
"It’s a cozy place with all cooking utensils you will ever need! Very comfy beds as well. "
United States
Randy R.
The price is HK$1,569
HK$2,020 total
includes taxes & fees
13 Aug - 14 Aug
Colorful getaway in friendly Driftless village
Terrace/patio

4. Blakley Hobbit Small Cabin

Blakley Hobbit Small Cabin
Viola
7.6 out of 10, Good, (56 reviews)
"fishing cabin."
United States
joe
The price is HK$510
HK$952 total
includes taxes & fees
16 Aug - 17 Aug
Blakley Hobbit Small Cabin
Interior

5. 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, (2 reviews)
"Great location. Met our needs perfectly"
United States
Tricia C.
The price is HK$1,208
HK$2,880 total
includes taxes & fees
25 Aug - 26 Aug
Soothing cabin 1 out of 7 in New Lisbon
Interior

6. Your adventure begins the second you arrive!

Your adventure begins the second you arrive!
Norwalk
10.0 out of 10, Exceptional, (33 reviews)
"Enjoyed our weekend away. Definitely coming back and trying the other cabins. "
United States
Samantha N.
The price is HK$1,577
HK$1,904 total
includes taxes & fees
18 Aug - 19 Aug
Your adventure begins the second you arrive!
Exterior

7. Blakley Hobbit Large Cabin

Blakley Hobbit Large Cabin
Viola
8.0 out of 10, Very good, (45 reviews)
"Very peaceful, charming rustic cabin. I highly recommend and we plan to come back. "
United States
Jonathan C.
The price is HK$706
HK$1,325 total
includes taxes & fees
13 Aug - 14 Aug
Blakley Hobbit Large Cabin
Property grounds

8. #8 Blakley Hobbit Campground-Tent spot

#8 Blakley Hobbit Campground-Tent spot
Viola
9.0 out of 10, Wonderful, (2 reviews)
"We enjoyed the campground very much. A little lacking in facilities but location makes up for it in spades!"
United States
Nicholas B.
The price is HK$157
HK$331 total
includes taxes & fees
13 Aug - 14 Aug
#8 Blakley Hobbit Campground-Tent spot
Dining

9. 6 Bedroom Home in Gods Country

6 Bedroom Home in Gods Country
Wilton
10.0 out of 10, Exceptional, (22 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 HK$4,237
HK$5,580 total
includes taxes & fees
13 Aug - 14 Aug
6 Bedroom Home in Gods Country
Outdoor dining

10. 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, (18 reviews)
"Love our stay! Nice cozy home with anything and everything you would need. "
United States
Susan W.
The price is HK$1,099
HK$3,220 total
includes taxes & fees
13 Aug - 14 Aug
Charming 3-bedroom house with WiFi, AC in serene Necedah
Terrace/patio

11. 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, (79 reviews)
"Great location just outside of the Dells… very quiet"
United States
Gary B.
The price is HK$1,130
HK$2,550 total
includes taxes & fees
10 Sept - 11 Sept
Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!
Interior

12. The Honey Haven

The Honey Haven
Westby
10.0 out of 10, Exceptional, (55 reviews)
"Great place. Perfect location for the Driftless. The host were terrific."
United States
John I.
The price is HK$1,255
HK$1,987 total
includes taxes & fees
20 Aug - 21 Aug
The Honey Haven
Smart TV, fireplace

13. The Incline

The Incline
Norwalk
10.0 out of 10, Exceptional, (6 reviews)
"This place is a perfect couples getaway! "
United States
Kurt T.
The price is HK$2,354
HK$2,839 total
includes taxes & fees
13 Aug - 14 Aug
The Incline
Outdoor dining

14. Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes

Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes
Norwalk
9.4 out of 10, Exceptional, (29 reviews)
"Everyone had a great time!"
United States
Jim K.
The price is HK$2,952
HK$5,871 total
includes taxes & fees
18 Aug - 19 Aug
Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes
Smart TV, fireplace

15. 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, (15 reviews)
"Property was perfect for our dog. The house had everything youd need for your stay and the host was great! "
United States
Nicole Z.
The price is HK$1,412
HK$2,459 total
includes taxes & fees
13 Aug - 14 Aug
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola
Property grounds

16. #10 Blakley Hobbit Campground-Tent spot

#10 Blakley Hobbit Campground-Tent spot
Viola
10.0 out of 10, Exceptional, (3 reviews)
"Great location"
United States
Huan B.
The price is HK$157
HK$331 total
includes taxes & fees
13 Aug - 14 Aug
#10 Blakley Hobbit Campground-Tent spot
Property grounds

17. #4 Blakley Hobbit Campground-Tent spot

#4 Blakley Hobbit Campground-Tent spot
Viola
10.0 out of 10, Exceptional, (2 reviews)
"A great spot for a getaway weekend. 20 minutes to viroqua"
United States
Luke S.
The price is HK$157
HK$331 total
includes taxes & fees
13 Aug - 14 Aug
#4 Blakley Hobbit Campground-Tent spot
Property grounds

18. Blakley Hobbit Campground-RV spot #4

Blakley Hobbit Campground-RV spot #4
Viola
10.0 out of 10, Exceptional, (1 review)
"Lovely spot right on river. Trout fishing all around area."
United States
Brett
The price is HK$392
HK$579 total
includes taxes & fees
13 Aug - 14 Aug
Blakley Hobbit Campground-RV spot #4
Property grounds

19. #9 Blakley Hobbit Campground-Tent spot

#9 Blakley Hobbit Campground-Tent spot
Viola
10.0 out of 10, Exceptional, (1 review)
The price is HK$157
HK$331 total
includes taxes & fees
13 Aug - 14 Aug
#9 Blakley Hobbit Campground-Tent spot
Dining

20. Charming 3-bedroom townhome with WiFi, AC in adorable Cashton

Charming 3-bedroom townhome with WiFi, AC in adorable Cashton
Cashton
9.0 out of 10, Wonderful, (2 reviews)
"Was in town for a wedding, it was a comfortable place. The master bedroom bed was comfortable and everything was very clean."
United States
Catherine T.
The price is HK$1,668
HK$2,960 total
includes taxes & fees
17 Aug - 18 Aug
Charming 3-bedroom townhome with WiFi, AC in adorable Cashton
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

Cranberry Country Lodge

Cranberry Country Lodge

10/10 Excellent
"We have stayed here 3 times. We have enjoyed every stay. Twice we brought our children and grandchildren to enjoy the indoor waterpark. The staff was always kind and helpful and the rooms were comfortable. Will definitely stay there again!"
Patty 1-night trip
Posted 9 hours ago
Cranberry Country Lodge

Find out more about Kendall

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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?

4-bedroom house in perfect Friendship with AC: This holiday home rental outside of Kendall has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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.