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Vacation rentals in Cashton

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Top-rated vacation rentals in Cashton

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

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Top guest favorite
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, 144 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.

Guest favorite
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, 340 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.

Top 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
4.94 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.

Top guest favorite
The kitchen features custom Amish shaker style cabinets with walnut butcher block countertops and a mobile accent island with four barstools. Stainless steel appliances, including a gas range, blend with the rustic decor, while natural light streams in through large windows.
Cabin in Cashton
4.95 out of 5 average rating, 97 reviews

Rocky Ridge Retreat - A modern rustic cabin.

Rocky Ridge Retreat is located in the heart of Wisconsin’s Driftless area in a beautiful valley between Cashton and Coon Valley. Our 665 square foot modern rustic cabin comfortably sleeps five and is truly a fly fisher’s paradise sitting on 10 hillside acres with a tributary of Rullands Coulee Creek across the road. Public access to Rullands Coulee and Timber Coulee Creeks are only a few miles away. We are licensed to operate a Short-term Rental by the State of Wisconsin DATCP.

Top guest favorite
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, 154 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 favorite
A modern kitchen area features white cabinetry and stainless steel appliances, including a gas stove and microwave. A cozy living space includes a sofa with colorful throw pillows, while a loft area is visible above, providing additional sleeping space. Natural wood floors create a warm ambiance.
Guest suite in Viroqua
4.97 out of 5 average rating, 153 reviews

Maple Ridge Guest Apartment

This apartment was added to the back of our detached garage about 10 years ago. Low or no VOC products were used throughout construction. Brand new appliances installed with an oven big enough to cook the biggest turkey I’ve ever dreamed of. Spectacular ridge top views and beautiful starry nights. Hiking and cross country ski trails on the property of about 75 acres. Pick hazelnuts in the fall, collect and boil your own maple sap in the spring and pick blueberries in the summer.

Top guest favorite
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, 240 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.

Top guest favorite
An aerial view captures the expansive farmland with a cluster of cabins among lush greenery. The setting sun casts a warm glow over the landscape, which features a mix of fields, trees, and a winding road. Structures on the property are visible, blending with the natural surroundings.
Farm stay in Sparta
4.93 out of 5 average rating, 337 reviews

Grapevine Log Cabins

Grapevine Log Cabins, based in Sparta WI, offers pet friendly cabin rentals on a family dairy farm. Amenities and activities include: a walking trail, bike trail, cows in pasture, indoor and outdoor fireplaces, grills outside (there is no cooking in the cabins), Air Conditioning, Heat and firewood is supplied. Nearby activities include: canoeing, fishing, 4 wheeling, antiquing, and superb scenic sites. Pet Policy: Pets may stay with you for an extra $25 per pet/night.

Top guest favorite
The spacious living area features wooden beams across the ceiling, enhancing the vintage design. A cozy seating area includes a brown sofa facing a fireplace, with a flat-screen TV above it. Natural light floods in from the windows, creating a warm and welcoming ambiance.
Apartment in Westby
5 out of 5 average rating, 19 reviews

Newry General - Vintage Flat

This inviting flat, nestled in the northeastern part of Westby, WI, in the charming community of Newry. With 1,000 square feet of living space, it offers a comfortable retreat that honors its historical significance. Modern amenities seamlessly blend with the vintage ambiance, ensuring a restful stay rich in character. Whether you’re here for a brief visit or an extended stay, comfort and nostalgia await you.

Top guest favorite
An overhead view displays a spacious living area with a light wood dining table surrounded by four chairs. A comfortable gray sofa, accented with cushions, faces a wood stove. Natural light floods the room, highlighting the warm wood beams and various indoor plants.
Guesthouse in Viroqua
4.98 out of 5 average rating, 215 reviews

stylish guesthouse minutes from viroqua

Experience for yourself everything the Driftless has to offer during your stay in this stylish, timber-framed, eco-friendly guesthouse on our 8-acre rural retreat. Completed in 2021, you'll love this bright, clean, private, and peaceful space. Fish nearby trout streams, go for a bike ride, explore great state and county parks, or shop and dine in Viroqua (7 miles away) and Westby (3 miles).

Top guest favorite
The cabin features a rustic wooden exterior with a green metal roof, surrounded by lush greenery. A spacious covered porch is adorned with hanging plants and a wagon wheel, inviting relaxation. Two dormer windows allow natural light, while the well-kept lawn enhances the inviting atmosphere.
Cabin in Kendall
4.94 out of 5 average rating, 125 reviews

Spring Bank Cabin

Spring Bank Cabin is an 18'x42' off the grid cabin tucked in amongst the rolling hills of the driftless area, sitting on 13 acres of open meadow and forested land with a 28' covered porch! It's equipped with solar panels and a generator, and has a full functioning bath and kitchen. Ask us about our discount for children 10 and under!

Top guest favorite
The exterior of a modern wooden home is set against a backdrop of lush greenery. A stone pathway leads to a series of large glass doors, framed by a covered porch. A fire pit is positioned on a grassy lawn, with wooden loungers nearby, inviting relaxation.
Home in La Farge
4.98 out of 5 average rating, 172 reviews

Amazing Views at this Cozy Retreat

This is your place to relax with the whole family in the Driftless. With south facing views of the Kickapoo River valley, this sunlit and energy efficient home is a perfect retreat. You may hear sandhill cranes, Canadian geese, white swans, spring peepers, and maybe even coyotes howling in the distance at dusk.

Popular amenities for Cashton vacation rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Monroe County
  5. Cashton