Vacation rentals in Kendall

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Top-rated vacation rentals in Kendall

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Cabin in Hill Point

4.96 out of 5 average rating, 455 reviews

Big R's Retreat Secluded and located in Nature

Welcome to our home: where we have found peace and relaxation for over 20 years. A German native, Big R fell in love with the open land and rolling hills of Wisconsin, becoming a US citizen in the 80s. He met Curly, a Chicago city girl, who brought a little city to his country life. They enjoy raising buffalo and spending warmer days on their porch enjoying the fresh air and beautiful views (with no mosquitos!). Now they want to share their idyllic and peaceful home with you. Drive down a dead-end road and pull up to a rustic cabin filled with high-tech and cozy amenities. We have something for everyone with a gas fireplace, tv (complete with dish, Cinemax, HBO and a Bluetooth sound system), board games and a full kitchen. Take a drink outside to soak in the hot tub or sit around the campfire. When the day is done, you will fall asleep instantly on the memory foam bed, either in the loft or the bedroom, and wake up to a beautiful sunrise looking out over your little getaway.

Mar 9 – 16

$183 per night
Guest favorite

Tiny home in Black River Falls

4.98 out of 5 average rating, 333 reviews

Tiny on the River

According to Forbes, Escape makes "the most beautiful tiny houses in the world". Ours is perched near our home above the Black River. It's a quiet neighborhood just minutes from the interstate, parks, trails, and our vibrant downtown with cafés, shops, and great restaurants. Enjoy privacy and breathtaking views from the enormous windows or the cozy daybed on the porch! Deer, beaver, eagles, and more make frequent cameos as the seasons paint shifting riverscapes and astonishing sunsets. *No Pets

Dec 16 – 23

$129 per night
Guest favorite

Home in La Farge

4.97 out of 5 average rating, 143 reviews

Kickapoo Lookout Retreat

Location, comfort, and views for miles! This sanctuary is minutes from the Kickapoo Valley Reserve, Wildcat Park and nestled on 10 private acres with stellar views from the wraparound deck. This is THE place to immerse in nature then relax with a meal and a cozy fire. Soak your tired muscles in the claw foot tub after a fun day out exploring. Enjoy the cold A/C or the efficient fireplace, chef's kitchen. Families enjoy the infant/kid gear, and clean single level space for a low stress retreat

Apr 2 – 9

$163 per night

Popular amenities for Kendall vacation rentals

Other great vacation rentals in Kendall

Guest favorite

Home in Wilton

4.97 out of 5 average rating, 64 reviews

Cozy Three Bedroom House

Nov 29 – Dec 6

$108 per night
Guest favorite

Apartment in Wilton

4.93 out of 5 average rating, 14 reviews

Jess’s Wilton Hilton

Dec 1 – 8

$100 per night
Guest favorite

Home in Hillsboro

4.97 out of 5 average rating, 30 reviews

Hillsboro: Cheerful 3 bedroom gem

Sep 11 – 18

$121 per night
Guest favorite

Home in Union Center

5.0 out of 5 average rating, 74 reviews

Charming country home - great vacation area.

Sep 10 – 17

$115 per night
Guest favorite

Farm stay in Ontario

4.9 out of 5 average rating, 31 reviews

Ridge Top Views

Apr 23 – 30

$99 per night
Guest favorite

Camper/RV in Kendall

5.0 out of 5 average rating, 34 reviews

Peaceful 2 bedroom camper on a beautiful farm.

Dec 10 – 17

$125 per night
Guest favorite

Bungalow in Wonewoc

4.85 out of 5 average rating, 68 reviews

Colorful getaway in friendly Driftless village

Apr 6 – 13

$84 per night
Guest favorite

Apartment in Tomah

4.95 out of 5 average rating, 88 reviews

NEW Hot Tub! King Bed, Huge Kitchen

Jul 16 – 23

$86 per night
Guest favorite

Home in Ontario

5.0 out of 5 average rating, 15 reviews

Billings Creek Retreat

Oct 14 – 21

$130 per night
Guest favorite

Home in Hillsboro

4.98 out of 5 average rating, 40 reviews

Hillsboro Guesthouse is remodeled & ready for you!

Apr 30 – May 7

$136 per night
Superhost

Home in Mauston

4.88 out of 5 average rating, 78 reviews

Little house 2 bedroom

Sep 2 – 9

$98 per night
Guest favorite

Cabin in Ontario

5.0 out of 5 average rating, 34 reviews

Hill Top Hideaway

Jan 27 – Feb 3

$127 per night

Destinations to explore

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  5. Kendall