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Vacation rentals in Westby

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Top-rated vacation rentals in Westby

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, 155 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.

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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
4.97 out of 5 average rating, 218 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.

LocationFamilyView

Top guest favorite
A charming farmhouse is nestled among lush greenery, surrounded by tall trees. The two-story structure features a gabled roof and a covered front porch. Natural landscaping, including shrubs and grass, frames the house, creating a serene and private atmosphere amidst the forested hills.
Cabin in Gays Mills
4.98 out of 5 average rating, 386 reviews

Driftless Region Cabin/ Stream and Sauna

Settle into a quaint farmhouse nestled in a valley in the rolling, forested hills of the Driftless Region. Start your day with a cup of local coffee on the front porch. Go on a long walk or bike ride, then return to the cottage to cook, play board games, listen the record collection or visit Viroqua (25 minutes) for a farm-to-table 5-star dinner, or check out local music. Build a warm fire outdoors/ warm up by the gas stove indoors, or go down to the stream for a sauna by the cool water creek.

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Top guest favorite
A covered porch features comfortable seating with a dark wicker sofa and a matching armchair. A gas grill is positioned nearby, with lush greenery and shrubs creating a natural border around the space. The wooden deck offers a peaceful view of the surrounding fields.
Cottage in Viroqua
4.99 out of 5 average rating, 149 reviews

Lovely Country Cottage Near Viroqua.

Located at the end of a quiet, paved country road, The Garden Cottage is just six miles west of Viroqua, Wisconsin. You'll find everything you need for a comfortable stay, all on one level, including a king-sized bed, nice kitchen, gas grill, large bathroom, walk-in tile shower, a flat-screen TV with a DVD player, Roku, movies, good cell phone reception and high-speed fiber optic internet. All linens, soaps, coffee, tea, and kitchen utensils are provided. The songbirds and views are amazing.

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Top guest favorite
Guest suite in Coon Valley
4.98 out of 5 average rating, 133 reviews

LogStudio by LaCrosse: Shrine, Ski/Fish/Hike/Relax

Charmed by a comfy, welcoming space? Awed by the beauty of surrounding woods? Looking for things to do nearby? We have it all. Relax in peace, privacy and nature before venturing out to experience the Driftless Region. We are only minutes from visiting the Shrine of Our Lady of Guadalupe, skiing at Mt La Crosse, fishing the Mississippi, hiking the bluffs, checking out Amish goods, and exploring close by cities and towns such as La Crosse, Stoddard, Coon Valley, Westby, Viroqua and others.

LocationFamilyHeating

Top guest favorite
A modern shipping container home is situated on a grassy hillside, featuring a deck with outdoor seating and a grill. Large windows reflect the surrounding greenery. The building's sleek, black exterior contrasts with the blue sky and clouds overhead.
Shipping container in Westby
5 out of 5 average rating, 106 reviews

Hidden Hillside Getaway

Enjoy a secluded stay in a peaceful country setting. Our modern shipping container home is nestled on a hillside in the corner of our 160 acre farm where you can hike, or snowshoe. This unique space has 2 bedrooms on opposite sides of the house, making it perfect for two couples, The property is a 5 min drive from Viroqua and Westby, WI. The Driftless area has a variety of year-round outdoors activities including trout fishing, hiking, biking, canoeing, snowshoeing, and sledding,

ValueFamilyAccuracy

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, 159 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.

LocationFamilyLong stay

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, 135 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!

ValueLocationKitchen

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
4.94 out of 5 average rating, 196 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!

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Top guest favorite
A spacious sleeping area features a large bed covered with a soft gray quilt. A small dining table is set near a window, surrounded by light curtains that allow natural light. A bookshelf and decorative plants enhance the inviting ambiance.
Apartment in Viroqua
4.94 out of 5 average rating, 237 reviews

Viroqua Studio With a Backyard View

Formerly Del Sol Chocolate factory, the space is in a quiet, residential area close to Eckhart Park and within walking distance to all of the great spots. Apartment is an addition off of the back of my house, with views into the backyard, and with a private entrance. The apartment features a full bathroom with a shower, and also a kitchenette. (small frig., toaster oven, french press). Wifi is available, and also internet access with ethernet is. Fragrance free.

ValueFamilyQuiet

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
4.9 out of 5 average rating, 312 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.

ValueFamilyWifi

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, 221 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).

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Popular amenities for Westby vacation rentals