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Kendall Vacation Rentals

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Our top choices for Kendall vacation 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 CA $172
CA $247 total
includes taxes & fees
Aug 31 - Sep 1
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, (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 CA $177
CA $294 total
includes taxes & fees
Aug 24 - Aug 25
Hillsboro Driftless Guesthouse is cozy and ready for you!

3. 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 CA $89
CA $167 total
includes taxes & fees
Aug 24 - Aug 25
Blakley Hobbit Small Cabin

4. Your adventure begins the second you arrive!

Your adventure begins the second you arrive!
Norwalk
10.0 out of 10, Exceptional, (33 reviews)
"Absolutely wonderful as always will be back"
United States
Chad E.
The price is CA $245
CA $293 total
includes taxes & fees
Aug 26 - Aug 27
Your adventure begins the second you arrive!

5. Remodeled, cozy, pet friendly cabin near lakes

Remodeled, cozy, pet friendly cabin near lakes
Necedah
10.0 out of 10, Exceptional, (37 reviews)
"This property was perfect. It was very clean and they had a lot of supplies available. The owner was very kind and very responsive. I would definitely recommend this place!"
United States
Rebekah
The price is CA $131
CA $319 total
includes taxes & fees
Aug 24 - Aug 25
Remodeled, cozy, pet friendly cabin near lakes

6. Colorful getaway in friendly Driftless village

Colorful getaway in friendly Driftless village
Wonewoc
10.0 out of 10, Exceptional, (15 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 CA $275
CA $363 total
includes taxes & fees
Aug 24 - Aug 25
Colorful getaway in friendly Driftless village

7. 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, (3 reviews)
"Great location. Met our needs perfectly"
United States
Tricia C.
The price is CA $212
CA $502 total
includes taxes & fees
Aug 25 - Aug 26
Soothing cabin 1 out of 7 in New Lisbon

8. Blakley Hobbit Large Cabin

Blakley Hobbit Large Cabin
Viola
8.0 out of 10, Very good, (46 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 CA $124
CA $232 total
includes taxes & fees
Aug 24 - Aug 25
Blakley Hobbit Large Cabin

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

Cozy, quiet Cabin near Kickapoo River & Wildcat Mountain. Perfect for fisherman.
Ontario
9.8 out of 10, Exceptional, (10 reviews)
"Really nice quiet place. Perfect for our hunting trip. "
United States
Kolin C.
The price is CA $239
CA $447 total
includes taxes & fees
Sep 22 - Sep 23
Cozy, quiet Cabin near Kickapoo River & Wildcat Mountain. Perfect for fisherman.

10. #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 CA $28
CA $58 total
includes taxes & fees
Aug 24 - Aug 25
#8 Blakley Hobbit Campground-Tent spot

11. 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)
"We loved everything about this place."
United States
Jessabelle
The price is CA $193
CA $562 total
includes taxes & fees
Aug 24 - Aug 25
Charming 3-bedroom house with WiFi, AC in serene Necedah

12. 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, (80 reviews)
"Beautiful property, secluded, and very well maintained."
United States
Eukesha
The price is CA $206
CA $453 total
includes taxes & fees
Sep 17 - Sep 18
Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!

13. 6 Bedroom Home in Gods Country

6 Bedroom Home in Gods Country
Wilton
10.0 out of 10, Exceptional, (23 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 CA $743
CA $978 total
includes taxes & fees
Aug 24 - Aug 25
6 Bedroom Home in Gods Country

14. The Honey Haven

The Honey Haven
Westby
10.0 out of 10, Exceptional, (58 reviews)
"Great place. Perfect location for the Driftless. The host were terrific."
United States
John I.
The price is CA $220
CA $346 total
includes taxes & fees
Aug 28 - Aug 29
The Honey Haven

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 CA $413
CA $496 total
includes taxes & fees
Aug 24 - Aug 25
The Incline

16. 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, (30 reviews)
"Everyone had a great time!"
United States
Jim K.
The price is CA $473
CA $962 total
includes taxes & fees
Sep 21 - Sep 22
Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes

17. Golden Lake Escape | Hot Tub | Sleeps 8

Golden Lake Escape | Hot Tub | Sleeps 8
Mauston
9.8 out of 10, Exceptional, (10 reviews)
"We stayed here over the 4th with our family and then the next weekend for an adult weekend. This home was perfect for both groups. Super accommodating and we loved the new outdoor additions."
United States
Lauren R.
The price is CA $229
CA $766 total
includes taxes & fees
Aug 24 - Aug 25
Golden Lake Escape | Hot Tub | Sleeps 8

18. Timber Haven - Cozy A-frame + Hot Tub + Fireplace

Timber Haven - Cozy A-frame + Hot Tub + Fireplace
Friendship
10.0 out of 10, Exceptional, (10 reviews)
"Super cute, clean and cozy cabin! My husband and I enjoyed a relaxing couple of days. Would highly recommend for a relaxing little getaway! "
United States
Zana P.
The price is CA $383
CA $638 total
includes taxes & fees
Sep 10 - Sep 11
Timber Haven - Cozy A-frame + Hot Tub + Fireplace

19. 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, (16 reviews)
"Nice place"
United States
Thomas G.
The price is CA $248
CA $430 total
includes taxes & fees
Aug 24 - Aug 25
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola

20. Sunset Shore: Private Beach; Garage Bar; Near WI Dells; King Beds, Massage Chair

Sunset Shore: Private Beach; Garage Bar; Near WI Dells; King Beds, Massage Chair
New Lisbon
10.0 out of 10, Exceptional, (4 reviews)
"Awesome place to stay. Waterfront is great for swimming and paddling. Located 5 minutes from castle rock lake for a day of boating. Plenty of amenities and entertainment on site, for group entertainment. Host is communicative and thoughtful."
United States
William M.
The price is CA $408
CA $1,155 total
includes taxes & fees
Sep 2 - Sep 3
Sunset Shore: Private Beach; Garage Bar; Near WI Dells; King Beds, Massage Chair
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 vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Kendall?

Yes, there are vacation rentals near the most popular sights in Kendall, or you can choose a more remote option if you want a relaxing place to stay.

What are some of the best vacation rentals in Kendall?

4-bedroom house in perfect Friendship with AC: This vacation 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. Mill Bluff State Park and Wildcat Mountain State Park are a couple of places you'll find in the larger area.

What are vacation rentals like in Kendall?

Vacation rentals are privately owned properties you can stay in for several days or more in Kendall. Vacation rentals feature extras such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for family trips.