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Vacation rentals in Cashton

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Top-rated vacation rentals in Cashton

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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, 113 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.

Top guest favorite
A spacious living area features a stone fireplace and large windows offering views of the surrounding landscape. Comfortable seating is arranged around a central coffee table, with a combination of wood and upholstered furniture contributing to a cozy atmosphere. Natural light brightens the room.
Home in La Farge
4.97 out of 5 average rating, 203 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 or the efficient fireplace, chef's kitchen. Families enjoy the infant/kid gear, and clean single level space for a low stress retreat

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
4.98 out of 5 average rating, 182 reviews

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.

Top guest favorite
A rustic cabin features wood siding and large windows, providing natural light. A welcoming porch with railings extends across the front, overlooking a grassy area. The surrounding landscape includes blooming trees and a hint of outdoor equipment nearby.
Farm stay in Ontario
4.94 out of 5 average rating, 271 reviews

Rustic cabin in an orchard at Echo Valley Farm

Rustic cabin near Wildcat Mountain State Park and Kickapoo Valley Reserve. A quiet place to disconnect, hike, and enjoy the Driftless. The cabin has electricity, supplied water and a non chemical port-o-let, a heater, wood stove (we supply all indoor wood), fire pit and charcoal grill. Our Bakery is open Saturday-Sunday 9-4, May -October or order in advance off season. Short walk from parking to the cabin; we will transport your gear if needed. Enjoy our trails! LGBTQ owned. BIPOC welcome.

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, 133 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 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
4.98 out of 5 average rating, 138 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
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, 120 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!

Guest favorite
An aerial view of a rural farm landscape is displayed, highlighting traditional cabins surrounded by lush greenery. A winding road leads to the farm structures, including a silo and barn. The soft hues of sunset cast a warm glow over the scene.
Farm stay in Sparta
4.94 out of 5 average rating, 120 reviews

Grapevine Log Cabins 3

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
A modern living area features a dark sofa complemented by a vibrant orange chair. A decorative area rug with blue and orange patterns adds warmth. Natural light filters through three windows, illuminating the stylish decor and shelving on the wall.
Apartment in Viroqua
4.93 out of 5 average rating, 171 reviews

Bright two bedroom rental in the heart of downtown

Enjoy a comfortable experience at this centrally-located rental, just steps away from downtown Viroqua. Grab a coffee at Wonderstate Cafe before heading over to the farmers market right next door. Explore the thriving art scene and local shops, before finishing off the evening with a dinner at the Driftless Cafe. This will also make a great homebase for hiking, biking, fishing, and paddling out in the great Driftless area. We love our little town, and hope you do too!

Top guest favorite
A comfortable sitting area features a dark gray sectional sofa paired with a white accent chair. A lamp stands beside the sofa, providing soft light. The window, dressed with dark curtains, allows natural light to filter in, illuminating the space.
Apartment in Viroqua
4.89 out of 5 average rating, 288 reviews

One Bedroom with Kitchenette - Red Door

Our convenient in-town one-bedroom has recently been converted! One room has a queen bed, other room as a comfy fold out couch. It has a well-equipped kitchenette with a sink, microwave, apartment fridge/freezer, Kuerig coffee maker and more. It also has a full bath. This apartment is on Main Street and can be a bit noisy from the traffic during the day and in the morning. It is generally quieter at night but bring earplugs if this bothers you.

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, 152 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.

Top guest favorite
A log cabin features a warm wooden facade with a bright red door and a metal roof. A welcoming porch is supported by sturdy wooden pillars, providing a rustic charm. The surrounding grass is well-kept and complemented by small flower beds near the entrance.
Cabin in Coon Valley
4.94 out of 5 average rating, 151 reviews

Log Cabin at Quiet Valley Cabins

This Log Cabin is an ideal retreat for quietly experiencing the beauty of southwest Wisconsin. It has a porch that puts you right in the middle of scenic bluffs and valley, a kitchen and living area, a full bath, a bedroom with a queen bed (main floor) and two twins in the loft.

Popular amenities for Cashton vacation rentals

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