Pet-friendly vacation rentals in Winona

A comfortable living area features a light-colored sofa adorned with decorative pillows. A round wooden coffee table sits at its center on a patterned area rug. Natural light filters through dual windows fitted with blinds, and a ceiling fan adds a functional touch.

4.98 out of 5 average rating, 158 reviews

Charming, 1-bedroom, open concept house

Retreat or relax after an exciting day-trip hiking or biking the Bluffs, in this 1-bedroom house, located on the southside of La Crosse. This quiet neighborhood is walking distance from a grocery store, coffee shop, and other small businesses. A short commute via car or bike opens opportunities to explore the downtown area and river with all its recreational experiences. Gundersen and Mayo Healthcare Systems, and the universities of UW-LaCrosse, Viterbo, and Western Tech, are minutes away.

4.91 out of 5 average rating, 332 reviews

A spacious bedroom features a four-poster bed with soft linens and pillows. Natural light enters through large windows adorned with sheer curtains. Wooden beams highlight the ceiling, while a cozy rug and bedside lamps create a comfortable ambiance.

Cottage in La Crosse

Cheerful Cottage Near the Bay

Relax into the slower pace of river life. We are located on a laid back street where everyone is ready with a friendly wave or a driveway chat. The boat landing is just a mile away. The house is stylish and comfortable. We hope to provide our guest with whatever the need for a few days away. We are in a high PFAs area so bottled water is provided for guest consumption. More information available at: townofcampbellwi website under well-water-pfas-information License number MWAS-D42N9M

4.98 out of 5 average rating, 203 reviews

Adorable bungalow!

Enjoy a unique experience at this centrally-located home. Completely updated throughout including furniture, bedding, towels and kitchenware. Quiet neighborhood just minutes to downtown La Crosse and the movie theatre. Upon entering you are greeted with an open floorplan. All bedrooms are located on one level. The main bedroom sleeps 2. The cozy bedroom #2 sleeps 1. In the living room an oversized sectional has a pull out bed that sleeps 2. Pet fee is $25 with a maximum of 2.

4.92 out of 5 average rating, 362 reviews

A spacious living room features a modern fireplace with a black brick surround. Comfortable seating options include a gray sofa and colorful armchairs. A wooden coffee table sits centrally, while a large television is mounted on the wall. Light filters in through sliding glass doors, enhancing the room's inviting ambiance.

Cottage in Stoddard

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! 15 minute drive to downtown La Crosse and 3 miles North of Stoddard puts you in a great central location for the area. Mt. La Crosse is super close to enjoy skiing/snowboarding. Goose Island is 5 minutes away. Great spot for bird watching, fishing, kayaking, boat launches, hiking or frisbee golf. Pets are welcome. No cleaning fee!

A spacious living area is highlighted by a sectional sofa adorned with colorful throw pillows. A circular coffee table sits in the center, surrounded by a patterned area rug. Natural light filters through the large windows with light curtains.

4.95 out of 5 average rating, 215 reviews

Historic Downtown Bungalow

Central location and private back yard make this a perfect base camp in La Crosse! You’ll appreciate the historic character of the home along with modern updates for a comfortable stay whether you’re visiting town alone or enjoying with family or friends. We’re walking distance to downtown, universities, and hospitals. You’ll have a private driveway for parking up to 4 cars and our fenced back yard is nicely tucked away with patio, deck, and gas grill to enjoy your time at home base.

4.98 out of 5 average rating, 159 reviews

The exterior of the farmhouse is showcased, featuring a traditional two-story structure with a large front porch supported by dark columns. Lush green grass surrounds the home, complemented by tall trees in the background, enhancing the serene country environment.

Farm stay in Houston

30 Acre Private Farm W/ Walking Trails - Sleeps 10

Welcome to Smith Family Farm! Our 5th-generation Family Farm was built in 1876 and beautifully renovated. This historic 30-acre retreat offers the perfect blend of peace and play. Located about 5 miles off I-90, we feature a 7-hole disc golf course, private walking trails, and a sun-drenched deck for morning coffee. With space for 10 guests, a Blackstone griddle, and a cozy fire pit, it’s the ultimate Minnesota getaway for families and friends. Come make your own history at the farm!

4.99 out of 5 average rating, 105 reviews

The exterior of a modern cottage is shown, framed by lush greenery under a partly cloudy sky. A spacious patio area features seating, while large windows reflect the surrounding landscape. A fenced garden area is visible in the background.

Cottage in Lanesboro

Driftless River House *Hot Tub* Modern Cottage

Welcome to the Driftless River House, our renovated modern cottage on the Root River near historic Lanesboro! Enjoy swimming, fishing, bonfires, hot tub, starry skies and stunning sunset views over the Root River. Cook in our modern open kitchen, grill or head into downtown Lanesboro (10 min) for its great restaurants and brewery. With over 60 miles of paved bike trails, world class trout fishing, tubing and kayaking... we know you'll love your stay in the beautiful Driftless region.

A well-lit living area features large windows with light filtering through, a patterned armchair, and a gray sofa. A decorative mirror, wall clock, and potted plant complement the space, while the hardwood floor is covered by an area rug with geometric designs.

4.94 out of 5 average rating, 108 reviews

Haven on Huff

Your spacious oasis in central Winona welcomes you for a peaceful and relaxing stay. Haven on Huff is a single family home, adjacent to Winona State University and nearby all the amenities of Winona. Enjoy a large kitchen with dining area, living room with pull-out sofa, and a dedicated office space with desk, TV and chaise that can sleep 1 person. Reserved parking area for multiple cars and a seasonal private patio with grill and seating area tucked away behind the house.

4.98 out of 5 average rating, 206 reviews

A private deck is seen on the upper level, adorned with vibrant flower pots and surrounded by greenery. The view extends towards the Mississippi River and distant bluffs, framed by trees that provide natural shade.

Home in Fountain City

Bluffside cottage with gorgeous river views

Hill Street House is the quintessential river-town residence, located within walking distance of Fountain City's quaint downtown, legendary pubs, and riverfront, but just far enough from the highway and trains to still get a good night's sleep. Perched snuggly on the bluffside overlooking the Mississippi River, you'll see an ever-changing panorama of river boats, barges, and birds in flight against a backdrop of Minnesota bluffs in the distance and a jumble of rooftops below.

The living room features exposed brick walls and wooden beams overhead. A spacious couch is complemented by two chairs, while a coffee table sits atop an area rug. Natural light fills the space through large windows that offer views of the outdoor patio.

4.98 out of 5 average rating, 269 reviews

~ 71 Johnson Street ~

This beautiful brownstone house is conveniently located in the heart of beautiful downtown Winona MN! It is within close proximity to many attractions Winona has to offer such as: Mississippi River front access, coffee shops, restaurants, bars & lounges, Winona State University, Lake Winona, hiking/biking trails, Shakespeare Festival, Minnesota Marine Art Museum, and much more! Please allow us to make your next stay in beautiful Winona a memorable one!

5.0 out of 5 average rating, 153 reviews

A modern cabin is situated on a grassy plot, surrounded by trees displaying autumn colors. The structure features a dark roof and a wooden door, with patio seating visible on the deck. The landscape includes gentle hills and a clear sky.

Cabin in Lanesboro

Trout Creek Cabin

The cabin sits in a valley on the South Fork of the Root River. Fire pit, hot tub and 2 large patios both with outdoor dining, steps away from the trout stream make this unique property a peaceful, romantic get away. A short drive from the Root River bike trail and Lanesboro making it easy to take advantage of the best historic bluff country has to offer.

A charming house is depicted with dark grey siding and a steeply pitched roof. Large windows provide ample natural light, framed by white trim. A white front door serves as the focal point, flanked by lantern-style lights. Flower pots enhance the welcoming entrance.

4.94 out of 5 average rating, 215 reviews

Spacious Retreat for 1-8 guests

Staying with us for work or pleasure, this tranquil home is sure to suit all your needs. It has been renovated with charm and comfort in mind. All the modern indoor amenities will make you feel at home. Outdoors, enjoy the fully fenced in yard for privacy. It is conveniently located near Winona’s outdoor recreation, shopping, hospital and more.

Popular amenities for Winona pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly home rentals with a hot tub

4.98 out of 5 average rating, 154 reviews

Cabin in Pepin

Charming Cabin with Hot Tub & Fire Pit

4.9 out of 5 average rating, 556 reviews

A spacious bedroom features a wooden ceiling and warm-toned walls. A large window allows natural light, while a cozy quilt covers the bed. A decorative rug is placed on the wooden floor, and a dresser with a mirror adds functional charm to the room.

Cabin in Hixton

Living Waters Cabin Getaway

4.85 out of 5 average rating, 192 reviews

The hot tub is situated on a wooden deck, surrounded by serene green grass and overlooking the water. A fire pit is visible nearby, with two lounge chairs placed at a distance. Lush trees frame the scene under a clear blue sky.

Home in Stoddard

Mississippi River Home / HOT TUB / Sleeps 8

A light-filled living room features soft beige sofas arranged around a circular coffee table. A modern fireplace is set within a gray mantel, with shelves displaying decorative items. Large windows with light drapery provide views of the outdoors, enhancing the room's warm ambiance.

4.91 out of 5 average rating, 45 reviews

Waterfront | HOT TUB | Sleeps 15

4.97 out of 5 average rating, 92 reviews

Home in Minneiska

Riverview, 5BR, Hot tub, Fireplace, Arcade Game

4.91 out of 5 average rating, 64 reviews

French Island w/Hot Tub, Kayak, Lake View, EV

4.88 out of 5 average rating, 99 reviews

A serene outdoor scene captures a hot tub situated on a deck, surrounded by grassy areas and trees, with the shimmering water of the lake in the background. A fire pit is positioned nearby, creating an inviting setting for relaxation and enjoyment.

Guesthouse in Onalaska

Waterfront

4.97 out of 5 average rating, 91 reviews

A deck area is visible with a table and chairs facing the tranquil waters of the Mississippi River at sunset. The soft glow of the setting sun is seen on the horizon, enhancing the natural beauty of the surrounding landscape.

Home in Fountain City

Dragonfly Loft, hot tub, river views

Pet-friendly house rentals

4.93 out of 5 average rating, 184 reviews

Nostalgic Retro Cottage-Faye's Place-Fully Fenced

A spacious living room is featured, with a brick fireplace as a central element. Comfortable seating is arranged around a coffee table, and a large window allows natural light to fill the space. A tall lamp and wall decor add inviting details.

4.99 out of 5 average rating, 108 reviews

Spacious Bluffside Home

4.98 out of 5 average rating, 129 reviews

A serene landscape showcases rolling green pastures bordered by lush trees. The expansive sky is filled with soft, wispy clouds, creating a calm atmosphere. Fenced areas are visible in the foreground, highlighting the rural setting and natural beauty of the surroundings.

Home in Plainview

EXPERIENCE COZY home! Goats, sheep, cattle, views!

The living area features hardwood flooring and original woodwork. A television is positioned on a wooden console, opposite two cozy seating areas. Light filters through a nearby window, highlighting a dining area visible through an archway. Soft natural elements are present with a rug and decor.

4.86 out of 5 average rating, 220 reviews

Beautiful Craftsman Bungalow - Centrally located!

4.91 out of 5 average rating, 164 reviews

A spacious backyard is visible, featuring a round firepit surrounded by several green chairs. The house is behind, with a picnic table and an umbrella seen on the patio. Lush grass and trees provide a natural setting, enhancing outdoor comfort.

Home in Stoddard

The River Shack

4.86 out of 5 average rating, 102 reviews

Home in Pepin

Lake Port - relax & unwind

The exterior of the A.C. Carter House showcases its Victorian architecture with a prominent gabled roof and a multi-colored facade. Details include ornate window trim and decorative entryway columns, surrounded by lush greenery and flowering bushes, offering a charming yet historic appearance.

4.95 out of 5 average rating, 166 reviews

Historic Carter House-Rivertown Romance-Licensed!

4.99 out of 5 average rating, 117 reviews

King Beds | Fenced Yard | Near Downtown

Pet-friendly home rentals with a pool

4.9 out of 5 average rating, 51 reviews

Tiny home in Winona

Tiny Home

4.85 out of 5 average rating, 52 reviews

A spacious deck surrounds a large above-ground pool, featuring a safety railing and a shaded area from a large sun sail. Lounge chairs are positioned nearby, inviting relaxation in a peaceful outdoor setting.

Home in Onalaska

Secluded home w/pool, hot tub, cold plunge & sauna

5.0 out of 5 average rating, 5 reviews

Cabin in Winona

Cute Camping Cabin - Eagles Nest

4.69 out of 5 average rating, 16 reviews

Cabin in Winona

Cute Camping Cabin with Bathroom