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Holiday houses in Red Wing

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Top-rated holiday rentals in Red Wing

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
The image captures a view from inside, featuring large glass windows that frame a serene sunset over the lake. A wooden porch with comfortable seating and natural surroundings is visible, with the soft glow of the setting sun reflected on the water.
Home in Pepin
4.96 out of 5 average rating, 120 reviews

Villa Serra – Lakehouse in Pepin

Villa Serra is located in beautiful Pepin, Wisconsin. This unique 3 bedroom 2 full bath home boasts panoramic views of Lake Pepin. The open floor plan features a spacious living room with adjoining kitchen and breakfast bar island. The dining area leaded to an elevated open porch and deck with expansive views. Stroll through the hillside gardens and relax on the deck overlooking the lake - a perfect setting for gathering, enjoying the gas BBQ and dining al fresco. The perfect Lake Pepin retreat!

Top Guest favourite
Home in Hudson
4.99 out of 5 average rating, 220 reviews

Location, Comfort, Amenities! Downtown Hudson, WI!

*As seen in the film "Christmas Lovers Anonymous" (released November 2021)* Welcome home to this fully renovated vacation rental in downtown Hudson, WI. This immaculate home is just blocks from the St. Croix River, and the fun shops and restaurants in historic downtown Hudson. This home was remodeled specifically to host travelers. Every effort has been made to provide guests with the comforts of home. Check out my other 5-Star Hudson property on River Street! County Permit ID# LDGA-BDQRRV

Guest favourite
Farm stay in Cottage Grove
4.95 out of 5 average rating, 564 reviews

Luxury Barn Cottage and Villa at Hope Glen Farm

The Corn Crib Cottage Barn or Villa is a luxurious and rustic 1100 square foot space. The Corn Crib originally used to dry corn and animal housing. This is a very rare historical building built in the 1920's The villa has a 2 person whirlpool jacuzzi , rain shower, beautiful full kitchen, fireplace and next to the 550 acre Washington County Cottage Grove Ravine regional park reserve. The Cottage is near the famous lofty lodge treehouse in the area. Treehouse on airbnb listing number 14059804

Top Guest favourite
A blue barn sits amid a serene winter landscape, covered in a fresh layer of snow. Snow-laden trees and a wooden fence frame the scene, enhancing the quiet beauty of the property. The farm ambiance is enriched by the peaceful winter surroundings.
Guesthouse in Cannon Falls
4.98 out of 5 average rating, 316 reviews

Cannon Valley Lucky Day Farm - Farmhouse Loft

A beautiful farmhouse loft just minutes from Cannon Falls / Red Wing and located directly on the Cannon Valley Bike Trail. * Canoe, kayak or tube the Cannon River at Welch Mill -5 mi * Bicycle the 19.2-mile paved Cannon Valley Trail, trail crosses the property * Treasure Island Resort & Casino -11 mi * Hike Barn Bluff in Red Wing -13 mi * Golf at area courses * Wineries & breweries -4 mi * Drive the scenic Great River Road * Birdwatch eagles * MOA and Twin Cit * Ski at Welch Village -6 mi

Top Guest favourite
A light-filled dining area features a round table surrounded by four chairs, with a large plant nearby. An elegant mirror reflects the space, while a kitchen area showcases sleek appliances. The warm wood flooring complements the modern, neutral decor throughout the room.
Apartment in Highland
4.99 out of 5 average rating, 245 reviews

The Retreat on Randolph a modern upper duplex unit

Stylish upper duplex unit newly renovated with private outside entry and street parking. Trader Joe's, restaurants, liquor store and other amenities within walking distance. Closely located to the airport, numerous colleges/universities, Allianz Field, Xcel Energy Center, Grand Avenue, Mall of America, St. Paul and Minneapolis venues. Features a full kitchen, bedroom, separate office area, washer/dryer, dining/living room, fiber optic Wifi, Smart TV with access to your favorite apps.

Top Guest favourite
Home in Saint Paul
4.94 out of 5 average rating, 521 reviews

Unique Mid-Century Modern in a Great Neighborhood

Urban Zen retreat; unique mid-century modern meets Japan in a great neighborhood full of architectural gems. Updated 1950's architect-built passive-solar artist retreat home, surrounded by trees and Japanese Gardens. Casual comfort far from sterile, filled with art. Complete tranquility 10 min from downtown Mpls and very close to both U of MN campus. Lively, friendly neighborhood in walking distance to grocery store, gift shops, wine shop, yoga studio, coffee shops and great restaurants.

Top Guest favourite
A cozy living room space features a beige couch adorned with decorative pillows and a low coffee table. The white brick wall serves as a backdrop for a fireplace, which is framed by a wooden mantle decorated with artwork and a wreath. Natural light enters through a window.
Apartment in Rochester
4.97 out of 5 average rating, 264 reviews

Restful sanctuary close to Mayo Clinic

This cozy space has private, self-entrance with off-street parking at no cost...a mere 2.5 miles or 10 minute drive to the Mayo Clinic downtown. Located in a quiet neighborhood in northwest Rochester. Easy access to highways, grocery store, coffee shop, Target, restaurants and biking/walking trail. Completely furnished with linens, hair-dryer, Netflix and Hulu, Smart TV and Wi-fi....and a Keurig Coffee maker with enough coffee pods to get you started. Truly, a home away from home!

Guest favourite
A well-maintained cabin exterior is surrounded by vibrant flower beds, featuring orange and pink blooms. Soft lighting outlines the porch, creating a welcoming atmosphere. Large windows reflect the greenery and hills in the background, enhancing the natural beauty of the setting.
Cabin in Arkansaw
4.83 out of 5 average rating, 139 reviews

Cottage in Porcupine Valley - beautiful location

Beautiful, beautiful cabin. Nested in the middle of the Porcupine Valley, this cabin is a place for you to find rest and relaxation. Sitting on the front porch and listening to the birds is probably the best part of the cabin. Attractive flower beds, large yard, spacious interior, pond, and creek. Back porch, front porch, and upper balcony. Great for a family getaway or a low-key long weekend away from the city.

Guest favourite
A living room is presented with two leather chairs and a gray sofa along a striped area rug. A small table with a lamp is positioned beside a plant. Light enters through large windows dressed with flowing curtains.
Home in Red Wing
4.92 out of 5 average rating, 167 reviews

Charming 3 BR Cottage Home in Historic Red Wing.

L'EPI De BLE is located in the West Residential Historic District of Red Wing. This 3 bedroom 1.5 bath cottage was built in the late 1800's and has been well-maintained and tastefully updated with a fully renovated kitchen and bathrooms to meet the modern comforts of today's lifestyle. The home is has it all whether it's for family weekend away, working remote, or looking for an extended stay.

Top Guest favourite
A modern cottage sits on a lush green lawn near a sunset backdrop. The silhouette of the structure is visible with expansive windows reflecting the warm colors of the sky. Outdoor seating arrangements made of wood provide a welcoming space for relaxation.
Home in Maiden Rock
4.95 out of 5 average rating, 163 reviews

Lake Pepin Cottage on the Bluff

Bluff Cottage Overlooking Lake Pepin Compact and beautiful, this modern cottage is situated on 8 acres on a bluff overlooking Lake Pepin in the driftless area of Wisconsin. The house is mostly windows, with spectacular views of the sunrise, the sunset, Lake Pepin and the Milky Way. House has all the amenities, and sleeps four, plus a wood-burning sauna.

Guest favourite
Loft in Prescott
4.98 out of 5 average rating, 344 reviews

Historic Loft- Prescott Valentines Getaway

Bean Loft is located in a charming 1870's building on Main Street in downtown Prescott. Steps from restaurants, pubs, antique stores and a boat marina. There is plenty of sleeping room for groups, an office, large living room and full kitchen outfitted with everything to prepare and serve a meal.

Top Guest favourite
A single-story home is set against a clear blue sky, showcasing a red exterior with white trim. A wooden ramp leads to the entrance, and patches of snow remain in the yard. Trees line the background, highlighting the natural surroundings.
Home in Hager City
4.97 out of 5 average rating, 204 reviews

Quiet,peaceful, by Trimbelle River. No Internet.

Peaceful, beautiful property with Trimbelle River within walking distance. Close to Red Wing /Twin Cities, Stockholm/Pepin, restaurants, bars and Treasure Island Casino. Different kinds of wildlife. Nice road to walk or bike. I've been here long time and enjoy it all still.

Popular amenities for Red Wing holiday rentals

When is the best time to visit Red Wing?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$219 AUD$237 AUD$196 AUD$217 AUD$246 AUD$248 AUD$253 AUD$244 AUD$247 AUD$261 AUD$226 AUD$224 AUD
Avg. temp-9°C-6°C1°C8°C15°C21°C24°C22°C18°C10°C2°C-6°C

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Red Wing?

    Yes! Work meets play with ease at over 20 vacation rentals in Red Wing featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Red Wing?

    Four-legged friends are welcome in Red Wing. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there family-friendly vacation rentals in Red Wing?

    Red Wing has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Red Wing?

    Experience the best of Red Wing with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Red Wing have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Red Wing. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Red Wing have air conditioning?

    Absolutely! We offer over 20 house rentals with air conditioning in Red Wing. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Red Wing

  • Total holiday rentals

    Explore 50 holiday rentals in Red Wing

  • Nightly prices starting at

    Red Wing holiday rentals start at $57 AUD per night before taxes and fees

  • Verified guest reviews

    Over 3,470 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Red Wing holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Red Wing rentals

  • 4.9 Average rating

    Red Wing stays are highly rated by guests—averaging 4.9 out of 5!

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