Holiday rentals in Westby

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Top-rated holiday rentals in Westby

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Top guest favourite
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, 111 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 favourite
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, 181 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 favourite
A grassy area leads to a wooden deck surrounded by lush greenery and wildflowers under a clear blue sky. The trees and underbrush create a natural backdrop, enhancing the peaceful outdoor setting.
Tiny home in Viroqua
4.99 out of 5 average rating, 177 reviews

Little House on the Pretty! Tiny Home in Woods

Little House on the Pretty(LHP) is part of Sittin Pretty Farm. LHP is tucked into the woods giving a place to retreat and restore. The home is finely crafted embodying a simple elegance and character of the Driftless locale. Once inside, a sense of marvel and serenity are sure make heartfelt memories. We are six miles from Viroqua and nestled among Amish Paradise with several neighboring Amish farms. In season the Amish have roadside vegetable stands where you can purchase veggies and pie!

Top guest favourite
The cabin features a modern design with earthy tones and a welcoming porch area. Large windows are visible, providing views of the surrounding greenery. A grassy lawn extends around the cabin, enhancing the peaceful outdoor setting.
Cabin in Westby
4.99 out of 5 average rating, 120 reviews

South Ridge Cabin

This newly built cabin has all the modern comforts in a quiet relaxing setting. Sit on the patio and watch the wildlife and enjoy the beautiful sunsets. Cabin includes large open kitchen and living room area with sliding glass doors to patio. The kitchen incudes full size refrigerator, stove and microwave. The cabin has separate bed room with Queen Bed and pull out sofa sleeper in living room and full bath. Includes Wi-Fi, AC, Smart TV, DVD Player, Gas Grill, Fire Pit and is pet friendly.

Top guest favourite
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, 137 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 out of 5 average rating, 118 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 favourite
A green sofa sits centrally in a light-filled living area, flanked by two windows. A vintage map hangs above, adding a decorative touch. A round black table with a magazine and a woven basket are visible in the space, complemented by a patterned rug underfoot.
Flat in Viroqua
4.94 out of 5 average rating, 411 reviews

Sunny & Historic 1 Bedroom Haven- Main St, Viroqua

Located *truly* steps away from everything on bustling Main Street, Viroqua, make yourself at home in our sunny 2nd floor one bedroom apartment. In the morning feel free brew yourself coffee or grab a vintage basket and stroll down to the local Shops. In case you'd like to eat out, you're conveniently located within two blocks of several different hot spots in our sweet town. (Our favorites are Driftless Cafe, Maybe Lately’s, Tangled Hickory & Wonder State Coffee Cafe.)

Top guest favourite
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.
Flat in Viroqua
4.93 out of 5 average rating, 170 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 favourite
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.
Flat 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.

Superhost
A cozy seating area features a comfortable couch and armchairs, adorned with decorative pillows. A soft ottoman is positioned in front of the couch. Warm lighting from a nearby lamp casts a gentle glow on the warm-toned walls, creating a relaxed ambiance.
Flat in Westby
4.9 out of 5 average rating, 113 reviews

Borgens Vacation Rentals Apt. #3

This two bedroom apartment is located in downtown Westby. Near Bike Trails, World Class Trout Fishing, Cross Country Ski Trails, Snowmobile Trails, Amish Tours, and Local Shopping. The apartment is newly renovated and fully furnished. It is located above a great cafe featuring homemade comfort food. This place is good for couples, solo adventurers, business travelers, and families (with kids). We do not allow pets.

Top guest favourite
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.
Guest house in Viroqua
4.98 out of 5 average rating, 196 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 favourite
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, 151 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 Westby holiday rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Vernon County
  5. Westby