Holiday houses in Wilton

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Top-rated holiday rentals in Wilton

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

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Top Guest favourite

A cozy cabin is situated among lush greenery, featuring a spacious deck that extends from the entrance. The gravel driveway leads up to the cabin, surrounded by trees and wild foliage, creating a serene, natural atmosphere.

Cabin in Westby

4.99 out of 5 average rating, 141 reviews

Nature’s Nest

Unwind and immerse yourself in nature at this cozy cabin overlooking Timber Coulee Creek. Large living room windows and a spacious deck provide you with a bird’s eye view of the rippling river and many types of wild life. Deer amble through the property; eagles soar and keep an eagle eye on everything. Turkeys, squirrels, coons, and myriad of birds go about their business in this serene environment. Trout fishing is an excellent pastime for those who care to cast a line. Rest, at Nature’s Nest.

LocationFamilyHiking

Top Guest favourite

A dining table is set on a covered wooden patio, featuring a variety of breakfast items, including eggs, fruit, and beverages. Lush greenery and tree canopies create a natural backdrop, while the expansive view offers a glimpse of the landscape stretching toward the horizon.

Cabin in Mindoro

4.97 out of 5 average rating, 266 reviews

Stunning Views! - Bunker Hill @HighPointRetreats

Perched in the solitude of nature, our ridge top cabin offers a picturesque view at one of the top elevations in all La Crosse County. Cozy up to your loved ones, relax with friends, or find inspiration in this luxury cabin in the woods. Bunker Hill sleeps four and is non-smoking. Get your front row sunset seats on the private patio and relax by the fire. Immerse yourself in the tranquility and come stay us. *Check out our six other one-of-a-kind retreats listed on Airbnb located in Mindoro, WI

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Guest favourite

A rustic cabin with a wooden structure is surrounded by lush greenery. A small porch features a woven chair, inviting relaxation while enjoying nature. The roof slopes gently over the entrance, and a wooden railing provides a charming, natural setting.

Guesthouse in Ontario

4.95 out of 5 average rating, 339 reviews

Rustic Spring Cabin at Echo Valley Farm

Next to a spring and gardens. Glamping with electricity, wood burning stove and supplied water. Charcoal grill and fire pit available. Parking at the cabin. Non chemical port-o-let toilet is a short walk. 3 miles from Wildcat Mountain State Park and 7 miles from the Kickapoo Valley Reserve. Great for hiking and immersing in Nature. This cabin is located near another farm resident's cabin. Bakery's open on Saturdays May - October or order in advance in off season. LGBTQ owned. BIPOC welcomed.

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Guest favourite

An open-concept cabin interior features warm wooden walls and flooring. A spiral staircase leads to a loft area, while a spacious kitchen is visible in the background. A comfortable couch sits in the living area near a lamp, providing a cozy space for relaxation.

Cabin in Ontario

5 out of 5 average rating, 21 reviews

Courtyard Cabin

Take it easy at this unique, tranquil getaway. Nestled at the end of a peaceful dead-end road, this delightful retreat features a garden like courtyard & fire pit. Expansive windows bring the outdoors in, letting you feel immersed in nature while enjoying modern comfort. Just a stone's throw away from Wildcat Mountain State Park, canoeing at the Kickapoo River, the Elroy bike trail and Amish stores and bakeries. This cabin is for anyone looking to unplug & enjoy the beauty of the Driftless Area

LocationQuietComfort

Top Guest favourite

The ranch home is situated on a gravel driveway, surrounded by greenery and mature trees. A covered porch with seating invites relaxation. An American flag is visible in the foreground, adding a classic touch to the welcoming exterior.

Home in Wilton

4.94 out of 5 average rating, 17 reviews

Driftless Area Country House

Ranch home in the country. Top level has large open concept kitchen living room area with patio door/large deck, master bed w/bath, 2 more bedrooms & a bathroom. The lower level has main room with sofa bed, kitchenette, 2 bedrooms, and a single car garage . Only 8 miles S of I90 at Tomah, WI, and 3 miles N of Wilton WI (heart of the Elroy/Sparta bike trail). Canoeing on the Kickapoo in Ontario WI is 11 miles away: 45 minutes from The Dells (S) and La Crosse, WI and the Mississippi river (W).

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Top Guest favourite

A rustic log cabin is framed by green trees, featuring a steeply pitched roof and decorative wood accents. A welcoming front porch leads to a door with a unique design, while a large window showcases flowing red curtains, blending natural elements with cabin charm.

Cabin in Ontario

4.94 out of 5 average rating, 128 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.

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Guest favourite

A spacious deck is surrounded by lush greenery, featuring a wooden table with colorful chairs. A comfortable bench adds seating, while a gas grill is positioned nearby, creating an inviting outdoor space perfect for relaxation and dining.

Cabin in Forest

4.97 out of 5 average rating, 189 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

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Top Guest favourite

An expansive backyard is shown, bordered by trees and blooming flowers. The two-story farmhouse can be seen with its blend of rustic stone and light siding. An inviting stretch of lawn provides space for outdoor activities, set against a backdrop of gentle hills.

Farm stay in Wilton

5 out of 5 average rating, 24 reviews

Dorset Valley Trailside Inn

We are located in Wilton Wisconsin on Hwy 71 in the heart of Amish country. We have the Dorset Valley Schoolhouse Restaurant as well as Trailside Inn on the same old farmstead property. Also Barbershop/Salon attached to a Mercantile which is walking distance from the Inn. We are adjacent to the Sparta/Elroy bike trail & it’s historic railway tunnels. There is a peace stream right in the backyard. The house itself is decorated in a vintage decor which adds to the charm of this old farmhouse.

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Top Guest favourite

The ranch-style home is showcased with a spacious driveway, featuring a two-car garage. Lush greenery surrounds the property, and the clear blue sky adds brightness to the scene. The exterior is comprised of colorful siding and well-maintained landscaping.

Home in Cashton

5 out of 5 average rating, 130 reviews

Cashton Eagle Retreat

UPDATE: Enjoy your stay with HIGH-SPEED internet! Located just outside of the small town of Cashton, WI, this newer built ranch style home is right in the heart of Amish country. The house has two bedrooms, two bathrooms, an open concept dining/living room, large yard for activities and a usable two-car garage. ATV friendly roads, snowmobiling trails, and public hunting & fishing are all nearby. Enjoy the simple life in the country as long as you wish. Everyone is welcome!

ValueFamilyBiking

Top Guest favourite

A wooden cabin with a metal roof is set against a backdrop of trees. A spacious deck with railings extends across the front, providing an outdoor area to relax. The lush green lawn leads from the cabin to the surrounding nature.

Cabin in Cashton

4.99 out of 5 average rating, 238 reviews

Olde Wisconsin Hearth Cabin

Our Cabin is located in the Heart of Amish Country on 44 Acres. (maps for Amish tours located in the cupboard) We have Wild Cat Mountain State Park, 4 miles away for horseback riding, hiking trails, and a scenic overlook. As well as the Kickapoo Wild Life Reserve in Lafarge. There is Canoe, Kayak and tubing rentals at the Kickapoo River 3 miles away. Elroy-Sparta Bike trail is about 15 miles away. We are located off of Highway 33 between Cashton and Ontario WI.

LocationFamilyBiking

Top Guest favourite

A two-story house features a white exterior with green trim, including a covered front porch with seating. A balcony is visible on the second floor above the porch. Lush green grass surrounds the home, with trees providing shade in the background.

Home in Wilton

4.98 out of 5 average rating, 179 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

LocationValueHiking

Top Guest favourite

A path lined with glowing string lights leads to a charming lodge nestled among trees. The structure features large windows and a welcoming entrance, surrounded by natural landscaping and gravel. Two outdoor chairs are positioned for relaxation amidst the serene woodland setting.

Tiny home in Elroy

4.99 out of 5 average rating, 120 reviews

Opal Little Lodge - Panoramic Tree Top View

Check out Emerald Little Lodge also! Opal is nestled into the trees overlooking a peaceful woodland valley and giving the illusion of being in a tree house. Designed and built by Wisconsin Tiny Homes, Opal showcases a light and airy blend of modern and traditional design and is thoughtfully and luxuriously appointed. Immerse yourself in nature and enjoy a restful getaway alone or with a companion! Dedicated 500Mbps fiber optic WiFi.

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