Vacation rentals in Westby

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.

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,

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!

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.

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!

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!

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.

Polyshades of Gray

Park once and enjoy Viroqua on foot. This first-floor, one-bedroom stay is across from City Hall and within an easy walk of local restaurants, coffee shops, galleries, parks and the Saturday farmers market. It sleeps up to four with a queen bedroom and sofa bed, plus a full kitchen, fast Wi-Fi, dedicated workspace, smart-lock entry and free parking. It is a comfortable home base for couples, solo travelers, remote workers and people visiting family.

Bright airy 2 bedroom apartment - Yellow Door

Second floor apartment remodeled in 2019, wood floors, ceiling fans in every room. Great light with country feel right in Viroqua. Private outdoor entrance with deck. Keyless entry. Fully stocked kitchen. This is a wonderful place to get away and is available for longer stays. Pets are allowed but we do like to know about them. Wood floors do squeak but noise does not transfer downstairs as we have double insulated between apartments.

The Home Place

Welcome to the Home Place, a fourth generation farm. The Home Place was a working dairy farm up until the winter of 2018, and the Oldenburg's still plant over 270 acres of corn, soybeans, oats and alfalfa. All four generations of the Oldenburg's refer to the farmhouse as "The Home Place". This homey farmhouse is located in rural Wisconsin, and embodies the essence of a traditional farmhouse with modern updates.

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).

Reclaimed barndo retreat- peaceful country escape.

Unique barndominium retreat for couples seeking a peaceful get away. Sitting on a scenic and private 50 acre acre farm with stunning views of a small slice of the driftless area. Charming and stylish space featuring re-claimed barnwood furniture and kitchen cabinets. Sorry, no pets or kids, this space is designed for a relaxing and romantic environment.