Vacation rentals in Wilton

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Top-rated vacation rentals in Wilton

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

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Guest favorite

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, 138 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 favorite

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, 201 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 favorite

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, 161 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!

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Top guest favorite

A spacious grassy area is shown, featuring several sheep grazing peacefully. A large tree provides shade near the cabin, which features a green metal roof and a screened-in porch. A rustic swing is visible beneath the tree, enhancing the serene environment.

Tiny home in Ontario

4.91 out of 5 average rating, 151 reviews

Maggie's Place at Echo Valley Farm

Enjoy simple living in this cabin set in the heart of our farm. Walk the property or go the short distance to Wildcat Mountain State Park or to Kickapoo Valley Reserve. A hiker's paradise you can also enjoy fresh baked goods from our bakery May through October, or pre order year round. Linens on 2 comfortable beds, bottled water and wash water, coffee maker, electric kettle, fire pit, charcoal grill and a non chemical port-o-let. No frig. No pets. LGBTQ owned and operated. BIPOC welcome.

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Top guest favorite

The exterior of Hidden Hollow House features a two-story white farmhouse surrounded by lush greenery and colorful flowerbeds. A wooden sign reading 'Hidden Hollow' is positioned prominently at the front. A small deck with seating invites relaxation amidst the peaceful surroundings.

Home in Hillsboro

4.92 out of 5 average rating, 123 reviews

Driftless Area Hidden Hollow House

We are excited to offer you the opportunity to visit Hidden Hollow House! Secluded among the rolling hills and rock outcroppings of the Driftless Area it offers the peace and quiet you have been looking for yet centrally located between small towns and outdoor recreational areas. Come and enjoy a restful and quiet stay while exploring the beautiful and friendly Driftless Area. You will have a sense of peace knowing you have found a place to return to and re-energize whenever you need it!

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Top guest favorite

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, 138 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!

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Top guest favorite

An outdoor deck features a cedar hot tub and seating area, surrounded by natural landscapes. In the background, a fire pit is set up with chairs, while a picturesque sunset casts a warm glow over the serene surroundings.

Cabin in Viola

4.99 out of 5 average rating, 181 reviews

Secluded cabin,cedar sauna & hot tub,outdoorshower

360 views in the middle of 75 organic acres, no neighbors in site. Outdoor Cedar hot tub & infrared sauna, heated outdoor shower, two king loft bedrooms, full kitchen, back deck with custom hibachi grill to watch sunrise and front covered deck to watch sunset. Indoor/ outdoor fire places. Wildflower fields.We try to give our couples priority booking when they rent our wedding venue 2 miles down the hill (Chapters on the Horizon) that is why we do not instant book.

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Top guest favorite

A serene view of a two-story cottage situated next to a reflective creek, surrounded by lush greenery. The building features large windows that offer a glimpse into the inviting interior. The clear blue sky and sun-dappled trees enhance the peaceful atmosphere.

Cottage in Westby

4.99 out of 5 average rating, 165 reviews

Timber Creek Retreat

Timber Coulee Creek, a Class 1 trout stream, ripples right through the backyard. King size bed, roomy heated garage for your car. You will enjoy watching deer and turkey as they amble through the property. Bald eagles soar overhead and fish jump in the stream. Listen to the gurgle of the water flowing over the rocks and the music of the birds. Try your hand at fly fishing. Sit around the fire pit, roast marshmallows, watch the flames dance and the stars come out.

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Top guest favorite

The exterior of the home features a light green facade with a metal roof. A welcoming porch is visible, furnished with white rocking chairs. Lush grass surrounds the house, and a large tree can be seen beside it, contributing to a peaceful countryside setting.

Home in Union Center

4.99 out of 5 average rating, 147 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.

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Top guest favorite

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, 196 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

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Top guest favorite

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

4.94 out of 5 average rating, 271 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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Guest favorite

Cabin in Norwalk

4.71 out of 5 average rating, 142 reviews

Vista View Small Cabin | Porch, Stove & Ridge View

Vista View Small Cabin is a peaceful Norwalk, WI retreat for up to 4 guests, with ridge views, a covered porch swing, full kitchen, cozy gas stove, TV, grill, fire pit, books and games. Enjoy 156 acres, Amish country, Elroy-Sparta Trail, Kickapoo River, Wildcat Mountain, Fort McCoy, La Crosse and Wisconsin Dells. Perfect for couples, small families, biking trips and quiet country getaways.

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