Places to stay in Westby

Book unique places to stay, houses, and more on Airbnb

Top-rated places to stay in Westby

Guests agree: these places to stay are highly rated for location, cleanliness, and more.

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Top guest favorite

A spacious yard is shown with lush green grass and a shaded gazebo. The backdrop features rolling hills under a clear blue sky, bringing the serene natural landscape into focus. Nearby, the house is partially visible, showcasing its exterior and deck.

Home in La Farge

5 out of 5 average rating, 27 reviews

Beautiful driftless area home on private 2 acres

Welcome to the Haven, where you can bask in the beauty of the Kickapoo River region! Breathe in the serenity of a peaceful home tucked in the heart of driftless Wisconsin. Lounge in the multiple-windowed living room and enjoy a gorgeous setting overlooking the rolling countryside; wake up to a scene of fawns enjoying backyard foliage; or gather around an evening campfire, gazing at the millions of starry lights overhead. UPDATE: We have added on a family room with kitchenette and two bathrooms.

Top guest favorite

Bungalow in Richland Center

5 out of 5 average rating, 292 reviews

Glory View Ridgetop Bungalow

Farmhouse Bungalow sits on top of a ridge in the Southwest WI driftless area, boasting spectacular views. A site that works for anyone from a relaxing retreat to a great spot for adventures. Fall photography dream, cyclists paradise, star gazing/campfire, hiking, kayaking, canoeing, fly fishing, Frank Lloyd Wright, WI Dells and other local attractions. The home was completely renovated with all the modern conveniences but the Farmhouse charm. A sleeping loft adds additional functionality.

Guest favorite

A rustic cabin is situated among greenery, featuring a stone path leading to a fire pit surrounded by light blue chairs. The cabin has a covered porch and a large window, providing a connection to the natural landscape.

Cottage in Stoddard

4.92 out of 5 average rating, 247 reviews

Stylish 1 bedroom cottage on the Mississippi River

This unique place has a style all its own. Conveniently located by the Mississippi River and highway 35. The place gives you a cabin feel close to La Crosse! Goose Island is 5 minutes away. Great spot for bird watching, fishing, kayaking, boat launches, hiking or frisbee golf. Mt. La Crosse is super close to enjoy skiing/snowboarding. 15 minute drive to downtown La Crosse and 3 miles North of Stoddard puts you in a great central location for the area. Pets are welcome. No cleaning fee!

Guest favorite

Three Adirondack chairs are positioned facing a tranquil lake, framed by tall trees and a sunset sky. A fire pit is visible nearby, with firewood stacked in the background, providing a cozy setting for gathering and relaxation.

Apartment in Onalaska

4.82 out of 5 average rating, 116 reviews

Escape to the "Northwoods" of Onalaska! 5

Escape to the "Northwoods" of Onalaska! This guest room is next door to our restaurant, Red Pines Bar & Grill so a stay here means access to a full-service restaurant & bar, volleyball courts, the lake and great people. We are always available if you need anything during your stay. We have a new Red Pines Cafe opening April 2024 which will be open when the main restaurant is closed. There are 5 other rooms in Red Pines Lodging so the space is basically a hotel with your own private access.

Guest favorite

Cabin in Mindoro

4.97 out of 5 average rating, 107 reviews

Stunning Views! - Pettinger @HighPointRetreats

Perched in the solitude of nature, our ridge top cabin offers a picturesque view at one of the top elevations in all La Crosse County. Cozy up to your loved ones, relax with friends, or find inspiration in this luxury cabin in the woods. Pettinger cabin is named after Petting Summit located just east of the cabin. Pettinger sleeps four and is non-smoking. Get your front row sunset seats on the private patio and relax by the fire. Immerse yourself in the tranquility and come stay us.

Superhost

A charcoal grill is positioned on a wooden deck overlooking a calm body of water. A dock extends into the water, with two individuals seen raising a kayak in the distance. Lush greenery is visible nearby under a partly cloudy sky.

Chalet in La Crosse

4.79 out of 5 average rating, 195 reviews

Bayfront Chalet on Richmond Bay

Waterfront Property- 3 bedrooms, 2 full bath home - You will be amazed at the views from this extravagant French Island house on Richmond Bay. It features JennAir stainless steel appliances including dishwasher, laundry, central air, free Wifi, large deck and use of a nice sized dock for boating, kayaking or jet skiing. These items (boat,kayak,water crafts)are not included with . Airbnb. Fireplace is for aesthetics. Less than a 10 minute drive to the La Crosse Center.

Top guest favorite

Home in Waterville

4.99 out of 5 average rating, 141 reviews

Chimney Rock Retreat

Beautiful, Peaceful Setting to get away and unwind. Quiet and Private for a Couples Retreat, Weekend Getaway, or Family Gathering. The House is nestled among the trees, up on a lovely hill. Scenic views and walking trails through the woods. Relaxing and Private. Campfire Pit for fun outdoors on chilly evenings. Nightly Price Listed for 1-6 Guests; Groups of 7-10 will have additional fees. Only Registered Guests are allowed on the Property during your stay

Guest favorite

The entryway features a wooden staircase with decorative carpeting, leading to an upper floor with bright windows framed by wooden beams. A rustic sliding barn door adds character, while plants hang in a basket, enhancing the natural ambiance.

Home in Lynxville

4.84 out of 5 average rating, 219 reviews

Highland Hideaway

A cozy, secluded two bedroom cabin located in the driftless region with incredible views of the Mighty Mississippi!!! If your looking for peace, quiet, and beautiful sunsets this is your place. Only 20 minutes from Wyalusing state park, The Effigy Mounds (sacred Indian Burial Grounds) Pikes Peak and Historic Villa Louis. This beautiful cabin centers you 30 miles from amazing hiking, fishing, hunting and nature for a weekend of disconnecting from busy life.

Top guest favorite

An angled view of a rustic loft area features warm wood walls and a polished wooden floor. A narrow staircase with a wooden handrail and metal railing leads down. A single window offers a view of the greenery outside, allowing natural light to brighten the space.

Home in Monona

4.92 out of 5 average rating, 13 reviews

Linton Lodge

Relax with the whole family at this rural retreat on a gravel road. Its convenient location lets you explore the driftless area. You may see wildlife and birds, insects and wildflowers. There could also be mud, dust or snow because the Midwest weather is always changing. It is cozy and comfortable in this farmhouse nestled in an oak grove. If you love the outdoors and Iowa, this place is for you! Pets are welcome, maximum of two with pet fee paid at booking.

Top guest favorite

A staircase with wooden stairs features a black-painted riser. Light-filled walls frame a doorway that leads to a combined living and bedroom area in the background. A chair is positioned at a small table to the left, enhancing the inviting flow of the space.

Apartment in Viroqua

4.98 out of 5 average rating, 134 reviews

Two Bedroom upstairs airy modern apartment

This upper level apartment has beautiful natural light, a combined living/dining space, two well-appointed bedrooms with built-in desks, a fully furnished vintage kitchen, a full bath, and a private deck. It is available at a discounted price for longer stays. This apartment is part of three apartments in an older home but has a private indoor and outdoor access point. Two queen beds, one single bed and one sleeper sofa. Reserved parking by the entry door.

Top guest favorite

A character home with a modern exterior features a light-colored facade and a distinctive metal roof. A welcoming porch with a railing is visible in front, and a large tree provides shade nearby. A fenced yard offers privacy, enhancing the home's inviting appearance.

Home in Viroqua

4.99 out of 5 average rating, 150 reviews

Driftless House

Character home located in the heart of Viroqua ("The Heart of the Driftless"). Recently remodeled. Locally made Amish furniture; 1930's look and feel; original hw floors and layout. Near trout creeks. Two minute walk to Driftless Angler and downtown amenities; kitty corner to Driftless Cafe. Gas BBQ. Patio dining. Outdoor fire pit. Central A/C. Washer&drier. PROFESSIONALLY CLEANED. No chores. See guest reviews for insights about the house!

Top guest favorite

The exterior of the guesthouse is shown, featuring a wooden deck leading to a landscaped area. Lush greenery and trees provide a natural backdrop, creating a serene atmosphere. The sky carries soft hues of gray and blue, indicating an overcast day.

Guesthouse in Viroqua

4.98 out of 5 average rating, 174 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).