Holiday rentals in Wilton

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Top-rated holiday rentals in Wilton

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Superhost
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.
Guest house in Ontario
4.95 out of 5 average rating, 344 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.

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
4.91 out of 5 average rating, 135 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.

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
4.95 out of 5 average rating, 22 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).

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
4.96 out of 5 average rating, 199 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

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
5.0 out of 5 average rating, 27 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.

Top guest favourite
The cottage is nestled among mature trees, featuring a welcoming white exterior with multiple windows. A spacious lawn surrounds the home, offering a peaceful view of the rolling hills in the background. The sky is partly cloudy, allowing natural light to illuminate the property.
Cottage in Ontario
4.99 out of 5 average rating, 158 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
Home in La Farge
4.97 out of 5 average rating, 219 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, the toasty fireplace, or the chef's kitchen. Families enjoy the kid gear and safe single level space for a low stress retreat

Superhost
A view is captured from the entrance toward a bright open dining area, featuring a wooden table surrounded by chairs. An updated kitchen area displays modern appliances, including a coffee maker, with wood cabinetry and a countertop visible beside a framed window that invites natural light.
Home in La Farge
4.97 out of 5 average rating, 163 reviews

The Nestled Inn -King bed, soaker tub, 2 bathrooms

All new kitchen appliances. 1700 sq ft living area. Open floor plan with sunroom. Large bathroom with walk-in tile shower, additional bathroom with soaker tub. Enjoy the outdoor open deck area perfect for family dining. Comes equipped with a gas grill and plenty of seating. Cozy screen-in deck area. Enjoy spacious backyard. Enter home through the large attached garage. This home is set in the country near working farms and a small Amish community. New central air system!

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
5.0 out of 5 average rating, 137 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!

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, 191 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
The historic bank building is depicted at night, illuminated by warm street lamps. A sign indicating parking for the Elroy-Sparta State Trail is visible nearby, alongside the building's decorative architecture featuring arched windows and a prominent year of 1913 engraved on the stone facade.
Home in Norwalk
4.95 out of 5 average rating, 269 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.

Top guest favourite
Two wooden Adirondack chairs are positioned on the covered porch, inviting relaxation. A rustic 'WELCOME' sign and a decorative wheel add charm to the warm wooden facade. Natural light filters through the window, enhancing the cozy outdoor space.
Cabin in Ontario
4.99 out of 5 average rating, 119 reviews

Hill Top Hideaway

Opening April 13 2023! Relax and enjoy nature at this peaceful, beautiful hilltop cabin in the driftless region. Close to Billings Creek, KVR and Wildcat Mountain state park. Once a family getaway, this cabin this property has been. updated with modern amenities and including bathroom, updated appliances, sleeping loft and a seperate mini-cabin for the third bedroom space.

Popular amenities for Wilton holiday rentals