Vacation rentals in Cashton

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Top-rated vacation rentals in Cashton

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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

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.

4.91 out of 5 average rating, 138 reviews
Top guest favorite
An arcade room features a foosball table at its center, surrounded by various arcade games and a dartboard. Natural light streams through a large window, illuminating the rustic wooden walls and ceiling, creating a welcoming space for entertainment.
Cabin in Coon Valley

Valley Lodge w/Hot Tub & Arcade

Get your game on at this fun & fashionable lodge in the valley. Come relax in the hot tub, sip coffee by the fire or challenge someone in the arcade. The Cattle Valley Lodge has something to offer every family member. 2 spacious bedrooms with a king bed & 2 queens. Sofa pull out bed, air mattress & cots for extra sleeping areas. Open kitchen/dining/living room provides an awesome space to entertain your family & friends. Large dining table & unique pub style barrel table w/tractor seat stools.

4.97 out of 5 average rating, 223 reviews
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

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!

4.99 out of 5 average rating, 161 reviews
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

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!

4.92 out of 5 average rating, 123 reviews
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

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.

4.95 out of 5 average rating, 102 reviews
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

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!

4.97 out of 5 average rating, 165 reviews
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

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!

5.0 out of 5 average rating, 138 reviews
Top guest favorite
The exterior of the home displays a two-story grey façade with a metal roof, complemented by white columns on the porch. The grassy area in front is bordered by trees, and hints of fall foliage can be seen in the background.
Home in Cashton

Cannon Valley Farmstead

Forget your worries and relax in this spacious and serene space located in Cashton, WI. Nestled in Cannon Valley, you will be surrounded by all that nature has to offer. Walking/hiking trails just right outside your door with plenty of wildlife for your enjoyment. Great option for privacy and being surrounded by the beautiful hills and valleys. We are located about 15 minutes from Sparta and 15 minutes to Cashton. Located 12-15 minutes from the Sparta-Elroy Bike Trail

4.98 out of 5 average rating, 55 reviews
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

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.

4.99 out of 5 average rating, 165 reviews
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

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).

4.98 out of 5 average rating, 223 reviews
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

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.

4.98 out of 5 average rating, 187 reviews
Guest favorite
A wooden sign displaying 'The Mielke Ranch' is featured, crafted with artistic lettering and illustrations of mountains and trees. The sign's natural finish complements the rustic charm of the ranch's environment.
Guesthouse in Cashton

Enjoy your space at the Mielke Way!

You will find your experience warm and inviting yet bright and cheerful at the Mielke Way Ranch.We are located between Cashton and Westby Wisconsin.Rolling hills and picturesque views wherever you look. Make sure you bring along your camera!

4.97 out of 5 average rating, 370 reviews

Popular amenities for Cashton vacation rentals