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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, (8 reviews)
"Great host, beautiful property! Would definitely go back!"
United States
Bridgette B.
The price is CA $177
CA $254 total
includes taxes & fees
Oct 18 - Oct 19
Private cabin on the beautiful Kickapoo River Valley near Wildcat Mountain Park.

2. 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 CA $92
CA $172 total
includes taxes & fees
Oct 18 - Oct 19
Blakley Hobbit Small Cabin

3. 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 CA $191
CA $310 total
includes taxes & fees
Oct 19 - Oct 20
Hillsboro Driftless Guesthouse is cozy and ready for you!

4. Blakley Hobbit Large Cabin

Blakley Hobbit Large Cabin
Viola
8.2 out of 10, Very good, (48 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 $127
CA $239 total
includes taxes & fees
Oct 30 - Oct 31
Blakley Hobbit Large Cabin

5. Soothing cabin 1 out of 7 in New Lisbon

Soothing cabin 1 out of 7 in New Lisbon
New Lisbon
9.2 out of 10, Wonderful, (7 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 CA $218
CA $519 total
includes taxes & fees
Oct 18 - Oct 19
Soothing cabin 1 out of 7 in New Lisbon

6. 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 CA $134
CA $331 total
includes taxes & fees
Oct 21 - Oct 22
Remodeled, cozy, pet friendly cabin near lakes

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, (88 reviews)
"Beautiful property, secluded, and very well maintained."
United States
Eukesha
The price is CA $212
CA $470 total
includes taxes & fees
Nov 15 - Nov 16
Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!

8. Lakefront Lodge w/Hot Tub | Castle Rock

Lakefront Lodge w/Hot Tub | Castle Rock
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 CA $249
CA $958 total
includes taxes & fees
Oct 19 - Oct 20
Lakefront Lodge w/Hot Tub | Castle Rock

9. #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 CA $28
CA $60 total
includes taxes & fees
Oct 25 - Oct 26
#4 Blakley Hobbit Campground-Tent spot

10. 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 CA $258
CA $310 total
includes taxes & fees
Oct 22 - Oct 23
Your adventure begins the second you arrive!

11. 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 CA $283
CA $376 total
includes taxes & fees
Oct 21 - Oct 22
Colorful getaway in friendly Driftless village

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

Charming 3-bedroom house with WiFi, AC in serene Necedah
Necedah
10.0 out of 10, Exceptional, (21 reviews)
"We loved everything about this place."
United States
Jessabelle
The price is CA $198
CA $580 total
includes taxes & fees
Oct 19 - Oct 20
Charming 3-bedroom house with WiFi, AC in serene Necedah

13. 6 Bedroom Home in Gods Country

6 Bedroom Home in Gods Country
Wilton
9.8 out of 10, Exceptional, (27 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 $764
CA $1,006 total
includes taxes & fees
Oct 18 - Oct 19
6 Bedroom Home in Gods Country

14. 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 $424
CA $512 total
includes taxes & fees
Oct 29 - Oct 30
The Incline

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, (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 CA $255
CA $443 total
includes taxes & fees
Oct 22 - Oct 23
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola

16. The Honey Haven

The Honey Haven
Westby
10.0 out of 10, Exceptional, (63 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 CA $226
CA $358 total
includes taxes & fees
Oct 22 - Oct 23
The Honey Haven

17. Margarita Villa | Lakefront | Beach | Game Room | 6 Bedrooms | 4 Bath

Margarita Villa | Lakefront | Beach | Game Room | 6 Bedrooms | 4 Bath
New Lisbon
10.0 out of 10, Exceptional, (17 reviews)
"Very clean and easy check in. Family friendly location with 2 paddleboards and 2 kayaks. I would suggest bringing extra beach towels and beach toys if applicable to your family."
United States
Katie F.
Margarita Villa | Lakefront | Beach | Game Room | 6 Bedrooms | 4 Bath

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)
"Lovely space and great amenities; highly recommended!"
United States
Melissa P.
The price is CA $270
CA $524 total
includes taxes & fees
Nov 17 - Nov 18
Timber Haven - Cozy A-frame + Hot Tub + Fireplace

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

Charming 3-bedroom townhome with WiFi, AC in adorable Cashton
Cashton
9.6 out of 10, Exceptional, (4 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 CA $287
CA $517 total
includes taxes & fees
Oct 19 - Oct 20
Charming 3-bedroom townhome with WiFi, AC in adorable Cashton

20. Blakley Hobbit Campground-RV spot #1

Blakley Hobbit Campground-RV spot #1
Viola
9.0 out of 10, Wonderful, (4 reviews)
"Come up several times a year to this location nice mowed grass and close to river."
United States
Paul K.
The price is CA $71
CA $104 total
includes taxes & fees
Oct 25 - Oct 26
Blakley Hobbit Campground-RV spot #1
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?

10BR Lakehouse Sleeps 30| Hot Tub & Beach |Pontoon #4: This vacation home rental outside of Kendall is located on the beach and has a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. It offers a garden, a pool table, and a hot tub so you can immerse yourself in your vacation.

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 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.