Places to stay in Westby

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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

Apartment in Winona

5 out of 5 average rating, 217 reviews

~ Third Street Suites ~ #7

This beautiful 3rd story- 2 level penthouse apartment (ACCESSED BY STAIRS ONLY UP TO 3RD LEVEL ) is conveniently located in the heart of downtown Winona MN! Everything Winona and the downtown area has to offer is within close proximity. Examples include: Coffee, restaurants, bars, brewery, Winona State University, Mississippi , Lake Winona, hiking trails, Shakespeare Festival, Minnesota Marine Art Museum, and much more! Please allow us to make your next stay in beautiful Winona a memorable one!

Top guest favorite

Bungalow in Richland Center

5 out of 5 average rating, 291 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, 244 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.

Top guest favorite

A hot tub sits on a patio, surrounded by a well-maintained yard. Colorful fall foliage is visible in the background, with vibrant red and yellow leaves contrasting against a white privacy fence. Steam rises gently from the water, suggesting a warm and inviting experience.

Home in Spring Green

4.94 out of 5 average rating, 87 reviews

Hot Tub/$0 Cleaning Fee/Golf Course/The Hemlock

Our 4 bedroom, 2.5 bath home in downtown Spring Green, Home to Frank Lloyd Wright’s Taliesin, American Players Theater, the House on the Rock, and Tower Hill State Park, the vibrant village of Spring Green is a place where nature and art meet. Just 45 minutes from Madison, And the Dells Waterpark. Do You enjoy Golfing Or snow mobile Riding? Relax with the whole family at this peaceful place to stay. walk to downtown or the Rec Park with soft ball diamond and skate board Park.

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.

Superhost

A log cabin exterior is illuminated under the evening sky, highlighting the architectural features of the sloped roof and exposed beams. A spacious porch is supported by sturdy posts, with lights providing a warm glow, inviting guests to enjoy the surrounding outdoor space.

Cabin in Warrens

4.86 out of 5 average rating, 58 reviews

Cheerful 305 Hilltop Cabin near 3 Bears & Trails

Privately owned, fully furnished single family log cabin near Three Bears Resort, Jellystone Campground, and ATV/UTV trails in beautiful Warrens, WI. (Passes not included.) Close proximity with nearby access to 100’s of miles of ATV/UTV/snowmobile trails! Golf cars available for rent- first come, first serve! Other cabins available for larger parties with the ability to sleep up to 62 people! (Look for Yogi Cabin units 311, 718 & 901,903,905,907,909 on AirBNB.)

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, 217 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

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

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.

Cottage 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.