Holiday rentals in Winona

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Top-rated holiday rentals in Winona

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Top guest favourite

Home in Reads Landing

4.99 out of 5 average rating, 156 reviews

Gorgeous home overlooking the Mississippi River

Gorgeous, secluded home moments away from Wabasha. Free WiFi. Enjoy Septoberfest, one of the many terrific restaurants in the area, Music Under the Bridge, or any other fun activity this little river town has to offer. The house is fully furnished, with two bedrooms, but with room to sleep more. This is a one-of-a-kind property with a view that could only best be described by simply reading our reviews. Located south of Red Wing, between Lake City and Wabasha, in Reads Landing, Minnesota.

Guest favourite

Home in Pepin

5 out of 5 average rating, 6 reviews

Dreamy Waterfront Home - Hot Tub, Lake Pepin View!

The Dockside is the premier waterfront vacation rental and event space in Pepin. Right on the lake with expansive views of the marina and river bluffs, it's the perfect place to stay, whether you're here for a wedding, family trip, or any other reason! Our two units -- the A-Frame Cabin and the Marina Bungalow -- combine to make one large 2600 sq ft, 4-bedroom, two-kitchen property. Enjoy the outdoor hot tub, too! Each unit can also be rented separately -- see my Host Profile for the listings!

Top guest favourite

Farm stay in Rushford

5 out of 5 average rating, 17 reviews

Country Chic, Hovde Home at Labrador Farm

Come enjoy the peaceful surroundings of this rustic destination. Surrounded by nature and coupled with many modern luxuries. Breathtaking views from the porches. Cozy up at the fire pit to stargaze or roast some marshmallows. Offload horses, paddock available with water (4-6 with signed waiver). Bring your furry-faced family members ! Do not leave on the property unattended please. Pets are welcome but must be supervised. There is a fee PER pet but all Dogs welcome! Enjoy our hidden gem!

Guest favourite

Home in Frontenac

4.9 out of 5 average rating, 59 reviews

Charming 3 bed/3bath renovated cabin on Lake Pepin

This is the perfect quiet getaway! High end renovation with 100 ft of private beach on breath-taking Lake Pepin. Revel in this home’s private owner’s suite, sunny open floor plan, wood fireplace, expansive deck, and incredible lake views. *Per local ordinance: 6 guests max over 5yrs old, no parties/events. *No more than 3 vehicles allowed. *No more than 3 additional guests allowed *No recreational vehicles, campers, or tent camping allowed. *Quiet outdoor hours from 9pm-9am. *No fireworks

Guest favourite

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 favourite

Home in Lake City

5 out of 5 average rating, 25 reviews

"Amazing Views" of Lake Pepin in Lake City

Amazing Views is Lake City's "Premiere" Vacation Rental! From its perfect location, to the absolutely Amazing Views and lake cottage feel, you will love this home! Enjoy Adirondack chairs under the pergola in the summer to watch the eagles, pelicans and sailboats. Cuddle up by the red brick, gas fireplace in the living room in the winter. A perfect home for every season. Just 2 blocks away from Ohuta Beach and the Marina. Bring your friends and family to this "Amazing" home!

Superhost

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.

Guest favourite

Home in Wabasha

4.97 out of 5 average rating, 37 reviews

The Cottage

This unique and quaint cottage is a perfect get away for 2. Located a block from the walking path, Isaak Walton park and Parkside Marina, this quiet cottage is a central spot for many activities. Take the walking path to the beach or head downtown to the Eagle Center. This cottage boasts many different plants in its secluded gardens. Sit on the back porch and sip your morning coffee, or take a nice bubble bath in the claw foot tub. You’ll be sure to find solace here.

Top guest favourite

Flat 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 favourite

Home in La Crosse

5 out of 5 average rating, 25 reviews

Luxury Retreat Nestled in Bluffs -10 Mins Downtown

Newly renovated luxury home nestled in the bluffs of scenic La Crosse. Conveniently located 10 minutes to downtown La Crosse. Enjoy the vaulted wood beam ceilings and stunning views. Cozy up in the living room by the fireplace and revel at beauty and seclusion of the nature that surrounds you. Every detail has been thoughtfully curated to ensure comfort, relaxation, and fun. Expansive outdoor spaces.

Superhost

Home in Onalaska

4.81 out of 5 average rating, 102 reviews

Backwater hideaway. Big house with water access.

Lovely house with tons of space. Located on Brice Prairie, this house sits on a back stream of the mighty Mississippi/lake Onalaska. Accessible by flat bottom boat, kayak or similar. Not a great swimming spot with being often a bit weedy. Great ice fishing just down a bit and a large fenced in back yard. House has two kitchens, formal dining, large deck, rec area with kids items.

Superhost

Flat in Rochester

4.82 out of 5 average rating, 11 reviews

Luxurious 2 bedroom 2 bath Accessible Apartment -

Step into a world of sophistication and comfort with our contemporary apartment in Downtown Rochester. This luxurious 2-bedroom residence offers a perfect blend of modern design and cozy relaxation, and is located near the world-famous Mayo Clinic and Mayo Civic Center. With a keypad entrance for added security and convenience, you'll enjoy a seamless arrival.