Holiday houses in Kendall

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Top-rated holiday rentals in Kendall

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Guest favourite

Cabin in Ontario

4.93 out of 5 average rating, 110 reviews

Country Living Cabin

Brush Creek Log Cabins is your perfect get away for couples or the whole family. If you are looking to relax, do some recreational activities like canoeing , bike riding, hiking, antiquing and Amish shopping or spend time with that special someone you can find it just a few hours from home. We are in between Ontario and Cashton, off of Hwy 33. Over looking the Amish farms below. There are fairs and festivals many with tractor pulls nearby. Warrens cranberry festival and the Dells are nearby.

Guest favourite

Cabin in Forest

4.97 out of 5 average rating, 154 reviews

Driftless Trout Cabin - Hillsboro, Wisconsin

Welcome to our spring-fed cordwood log cabin on 5.66 acres in Wisconsin’s beautiful Driftless region. Enjoy: - World class trout fishing for native brookies or abundant browns - Hiking nearby at the breathtaking Wildcat Mountain State Park or the 8,569 acre Kickapoo Valley Reserve - Canoeing or kayaking the beautiful Kickapoo River - Biking renowned bikes trails through the countryside - Sipping Wonderstate Coffee or Driftless Glen Bourbon on the deck while listening to the babbling spring

Top Guest favourite

Bungalow in Richland Center

5 out of 5 average rating, 299 reviews

Glory View Ridgetop Bungalow

Farmhouse Bungalow sits on top of a ridge in the Southwest WI driftless area, boasting spectacular views. A site that works for anyone from a relaxing retreat to a great spot for adventures. Fall photography dream, cyclists paradise, star gazing/campfire, hiking, kayaking, canoeing, fly fishing, Frank Lloyd Wright, WI Dells and other local attractions. The home was completely renovated with all the modern conveniences but the Farmhouse charm. A sleeping loft adds additional functionality.

Top Guest favourite

Cottage in Ontario

4.99 out of 5 average rating, 112 reviews

Cozy stay at base of Wildcat Mt- Driftless Hygge!

Get cozy in the Driftless Hygge Cottage, right at the base of Wildcat Mountain State Park. The cottage is over 100 years old, but newly re-designed with your utmost coziness in mind. In the heart of the Driftless region of Wisconsin, stay in the remarkable beauty of the rolling hills, bluffs, and world-class trout streams. Just at the edge of the village city limits makes the amenities of the small village within walking distance, but still have privacy around a campfire taking in the views!

Top Guest favourite

Farm in Cashton

4.97 out of 5 average rating, 197 reviews

Skyline Cabin

Escape to our cozy 192 sq. ft. cabin in nature! Enjoy electricity, a Keurig, microwave, toaster, electric stove, A/C, and heat. With no running water, a porta potty and hand washing jug are provided. Stay refreshed with bottled water and unwind in tranquility. The cabin is perched in the upper corner of our 15 acre property. We are in the heart of the driftless region and amish country! Enjoy nearby outdoor activities at state parks and many lakes, rivers, hiking trails, & much more!!

Top Guest favourite

Earthen home in Ontario

4.95 out of 5 average rating, 102 reviews

Straw Clay Cabin on a Sustainable Farm

This Earthen house is made of sand, straw and clay. Nestled in a valley it is a peaceful and unique getaway. The cabin has four comfortable single beds and electricity, a wood stove for winter. Outside a fire pit and grill. A hand washing sink inside; and port-o-let toilet outside. You may be able to drive in (weather/road condition depending). It is a short walk to our Bakery (Sat. 9 am until 2 pm) Please arrive before dark. We are LGBTQ owned and operated. BIPOC welcome.

Guest favourite

Tiny home in Elroy

4.97 out of 5 average rating, 156 reviews

Emerald Little Lodge Overlooking Woodland Pond

Check out Opal Little Lodge also! - - - - - - - - - - - - - - - - - - - - - This cozy modern little lodge designed and built by Wisconsin Tiny Homes, is tucked into the woods 150 ft above a small woodland pond in the valley below. A bird lover's paradise. Comfortably and thoughtfully appointed, it's the perfect getaway to enjoy with a companion or as a solo retreat. Immerse yourself in nature and treat yourself with luxurious accommodations and private hiking trails.

Guest favourite

Tent in Kendall

4.9 out of 5 average rating, 115 reviews

Driftless Glamping on a Bluff

Rustic camping in the Driftless Region on the top of a bluff in a 20ft. Bell Tent. Relax, without having to pack, set up camp, and tear down and put away when you get home, more time to do things you enjoy. Go trout fishing, walk or ride the Omaha Trail Tunnel, Elroy- Sparta Trail, or the 400 Trail. Necedah Wildlife Refuge, Buckhorn, Castle Rock, Wisconsin Dells, Amish scenic drive, and Wildcat State Park with canoeing down the Kickapoo River are all within 30 minutes.

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Apartment in Tomah

4.75 out of 5 average rating, 102 reviews

201 E Veterans Street Apt E by Patriot Properties

Spacious one bedroom unit located in the heart of Tomah near all the best shopping and dining. This property has close proximity to I-90, the Tomah VA Hospital, and 15 minutes from Fort McCoy. Updated space with new flooring and stylish furnishings. This location is at the end of the building on a quiet street. A great space to stop while passing through or spend an extended period. 10% discount given to active duty military and veterans with proof of status.

Top Guest favourite

Home in Union Center

4.99 out of 5 average rating, 110 reviews

Charming country home - great vacation area.

This attractive, peaceful country home is nearby to many family tourist attractions: including Wisconsin Dells, Lake Redstone Park, Elroy-Sparta Bike Trail, fishing, hiking, and canoeing. Provisions for a simple country breakfast are included in your stay. This newly remodeled home with a 2 story layout provides plenty of room for up to 7 guests. Large backyard includes a firepit, as well as a view of the adjacent golf course. Large driveway to park in.

Top Guest favourite

Home in Wilton

4.98 out of 5 average rating, 129 reviews

Cozy Three Bedroom House

Relax while you enjoy slow living in the peaceful town of Wilton. There are plenty of activities and places to see nearby if you’d like to get out and enjoy the small town atmosphere. Sparta Elroy Bike Trail (Just down the road) Wildcat Mountain (11 Miles) Wisconsin Dells (60 Miles) Canoeing/Tubing/Kayaking on the Kickapoo (8 Miles) Things to Do/Check Out: Friday Night Fish Frys Tractor Pulls Cheese Stores/Creamerys Horseback Riding Fishing

Top Guest favourite

Home in Norwalk

4.95 out of 5 average rating, 230 reviews

Historic Bank Building on Elroy-Sparta State Trail

Have you ever wanted to explore an old bank from 1913? Now is your chance to spend the night in one! Enjoy a stay in a charming bank building that has been renovated to include a loft sleeping area, full kitchen, and full bathroom. With a local tavern across the street, a Mexican restaurant down the block, and a gas station close by, there are plenty of options for food and entertainment in this quaint little town.

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Other great holiday rentals in Kendall

Guest favourite

Cabin in De Soto

4.95 out of 5 average rating, 76 reviews

Paradise Point sleeps 4 Hot Tub

RoseRating, 5 stars3 weeks ago

We loved our peaceful stay at Kari’s Airbnb. We enjoyed sitting on the deck and watching the raptors, soaking in the hot tub, and making snores over the fire pit. Can’t wait to come back!

Guest favourite

Campervan/RV in De Soto

4.9 out of 5 average rating, 41 reviews

Glamping on the Ridge / HOT TUB / Sleeps 4

AlexRating, 5 stars3 weeks ago

Pictures do no justice, view was incredible. Very quick to respond whenever anything came up. A nice little getaway

Guest favourite

Cabin in Baraboo

5 out of 5 average rating, 15 reviews

SamanthaRating, 5 stars2 weeks ago

My two best friends and I stayed at the fabulous Refugio Graziella for a relaxing girls’ weekend and it. was. perfect. Most of the weekend was spent lounging and chatting in all the many wonderful spaces the home offers: sipping coffee on the peaceful screened-in porch, relaxing in the hot tub, roasting marshmallows at the serene fire pit under the string lights with ample firewood and supplies, doing crafts and playing games at the inviting dining room table, cooking meals in the fully equipped kitchen, and listening to music in the cozy living room. We did not end up using the sauna (just didn’t have time), but are already planning a winter getaway to RG. We absolutely loved our stay and highly recommend it if you are looking for a quiet getaway, surrounded by nature but still a short drive away from anything you need or want. Clearly, so much thought was put into anticipating the needs of their guests, and that makes Refugio Graziella a place you immediately feel comfortable. 🥰

Guest favourite

Home in Hillsboro

4.97 out of 5 average rating, 65 reviews

Hillsboro Driftless Guesthouse is cozy for you!

GuillermoRating, 5 stars3 weeks ago

This home was very clean, quiet, and comfortable. It’s a nice little town but places do close early so plan ahead. Overall our stay was great and Misti was a great host.

Top Guest favourite

Cabin in De Soto

5 out of 5 average rating, 6 reviews

Hygge Cabin, Sauna-Firepit-BBQ

JohnRating, 5 stars3 weeks ago

Clean, newly updated, everything we needed available, easy to find, great communication and quick response from owner, everything worked perfectly, peaceful private location , and well priced, what more can you asked for. I’m already planning my next fishing trip and plan on staying here again.

Top Guest favourite

Cabin in Blue River

5 out of 5 average rating, 21 reviews

New Secluded Cabin Quiet Getaway

MorganRating, 5 starstoday

We enjoyed our stay so much! The house was accessible to all, with all bathrooms being walk in shower, and on the first floor! We traveled with my grandmother and she had a great time! The screened in porch was amazing to sit outside at night and watch the deer! We would definitley stay again.

Guest favourite

Cabin in Elroy

4.93 out of 5 average rating, 41 reviews

Scenic Views on 20 acres-The Family Cabin awaits!

JazzminRating, 5 stars1 week ago

My family and I spent a weekend here. The place was absolutely perfect for our family!! We felt right at home. Sandy was responsive and friendly before, during, and after our stay. Elroy and the surrounding area is such a beautiful place as well. Its hard finding a big enough place with good accommodations to host our large family but this place checked ALL of the boxes and then some! The price point and affordability was appreciated as well!!

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