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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 cozy living area features two inviting sofas and a wooden coffee table, surrounded by warm wood paneling. A flat-screen TV is mounted above a stone fireplace. Natural light floods in through expansive windows leading to the sunroom, where comfortable seating offers views of the lake.
Cabin in Lake City
4.92 out of 5 average rating, 105 reviews

Perched Above Pepin-cozy cabin,panoramic lake view

Charming cabin perched on a hill w/ stunning views of Lake Pepin.Enjoy a cozy atmosphere w/ a fireplace, modern amenities, & sunroom w/ breathtaking lake vistas. Watch eagles soar and barges pass by, while listening to the sound of trains rolling by along the river.Located near hiking trails, water activities, local wineries, and breweries, this cabin is perfect for outdoor adventures.With easy access to both Lake City and Wabasha, it’s an ideal getaway, blending comfort, nature, and attractions

Guest favourite
A well-lit outdoor fire pit area is surrounded by several wooden chairs arranged in a circular formation. Soft lighting from string lights drapes over the space, creating a cozy atmosphere among the trees.
Guest suite in Hastings
4.9 out of 5 average rating, 210 reviews

Private Indoor Pool, Hot Tub, Sauna, Game Room

You will enjoy a peaceful setting with all the resort amenities at JW Resort. Including a heated indoor pool, hot tub, sauna and games. Our guests come to make memories, not just sleep! Afton Alps Ski Resort is Open! Just 8 minutes away. Nothing better than soaking in the hot tub or sauna after being on the slopes all day. Never a boring moment with a wide array of games including billiards, crokinole and board games. Sleeps up to 8 with private kitchen, laundry and en-suite bath

Top Guest favourite
A spacious outdoor patio is furnished with comfortable seating arrangements featuring plush cushions and accent pillows. A decorative table sits center stage, surrounded by vibrant flowers. The serene view of the Mississippi River and lush greenery can be seen in the background.
Home in Hager City
4.99 out of 5 average rating, 114 reviews

Castle Vue Villa & Outdoor Oasis (River Views)

Castle Vüe Villa isn’t just a place to stay—it’s your private luxury retreat. Perched above the Mississippi backchannel, this elegant home was designed for life’s most memorable moments. Whether you're here for a wedding or a peaceful escape, we invite you to settle in and stay awhile. – Sleeps 8 | 4 bedrooms – Perfect for gatherings – River views – Chef’s kitchen – Spa-style baths – Elegant, cozy design – Sunroom, fire pit & more – Quiet bluff | 10 min to Red Wing – Pups welcome

Top Guest favourite
Guesthouse in Cannon Falls
4.98 out of 5 average rating, 323 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
The kitchen and dining area feature modern cabinetry and stainless steel appliances. A white dining table with black chairs is positioned beside a spacious living area furnished with a leather couch. Large windows allow ample natural light and offer views of the outside scenery.
Home in Red Wing
5 out of 5 average rating, 59 reviews

River view retreat -walk to downtown

Beautifully remodeled 2-bed, 1-bath getaway combines modern comforts with unbeatable location and views. Fully updated interior and exterior featuring a walk-in tile shower, solid surface kitchen countertops, and brand-new appliances. Take in the stunning views of Bay Point Park and the Mississippi River right from the property. Large private backyard complete with a deck and fire pit. Located within walking distance to downtown, restaurants, bars, shops, and riverfront attractions.

Guest favourite
A glass house reflects natural surroundings, enclosed by trees and sunlight. The interior features a spacious bed draped in white linens, with cozy seating visible nearby. A wooden deck extends outwards, complemented by outdoor furniture and decorative lanterns.
Dome in Afton
4.87 out of 5 average rating, 403 reviews

Star Gazing Glass House 4 Season with Hot Tub

This glass house has a mini split offering both heat and air conditioning. There is something truly magical about being submersed in nature. Watching beautiful snowflakes cascade around its walls, snuggled under heated blankets while star gazing. Rainstorms have a new meaning, sunsets and sunrises become a life-changing experience. This is a photographer's dream, a romantic getaway, or the perfect place to reconnect with yourself. Private hot tub and fire pit.

Top Guest favourite
A wooden sauna is positioned in the center of a rustic room with exposed beams and corrugated metal walls. Two wooden rocking chairs sit nearby. Light enters through several windows, and a basket is placed on the floor, enhancing the inviting, serene environment.
Home in Stockholm
4.96 out of 5 average rating, 277 reviews

Bogus Valley Holm Country/Farm Pepin/Stockholm

Come to the country and enjoy lodging at our Bogus Valley Holm. Located in picturesque Bogus Valley, between Pepin and Stockholm Wisconsin. Just a short drive to the area wedding venues and other West Coast Wisconsin attractions. This vintage home farmstead on 4 acres, was built in the mid 1850s and has old world character architecture with the comforts of modern-day amenities. If you are looking for a quiet rural getaway, this is your place.

Top Guest favourite
An open living space showcases a blend of natural wood and stone elements. A large dining table is positioned near a cozy seating area, featuring a modern couch and chair arrangement. A fireplace serves as a focal point, with natural light coming through large windows revealing a view of the Mississippi River.
Apartment in Lake City
4.99 out of 5 average rating, 110 reviews

22 Paradise View

Stay at 22 Paradise View! This renovated historic 2nd-floor apartment boasts stunning Mississippi River views and a walkable downtown Lake City location. Relax in the king master suite with a spa-like bath featuring a rain shower and clawfoot tub. Extra guests will love the Murphy beds, plus you’ll have a full kitchen, 1.5 baths, and cozy fireplace. Bonus: get 50% off the Wild Wings golf simulator when you book with us!

Top Guest favourite
A spacious living area features a sectional sofa and two cozy armchairs, arranged on a light-colored rug. Natural light enters through large windows, illuminating the modern kitchen visible in the background, which includes sleek cabinetry and contemporary appliances.
Home in Red Wing
4.98 out of 5 average rating, 84 reviews

Quiet Rural Escape Updated Home 2 Acres Fire Pit

About 4 miles from downtown Red Wing. Short drive to wineries, brewery, golfing, the bluffs, and Mississippi River! Perfect for a relaxing getaway or an adventure-filled retreat, this charming property offers all the comforts of home and more. Enjoy our newly renovated home, you will have access to 2 bedrooms, 1 full bath, dining, living room, fully stocked kitchen. Situated on 2 acres. State land for hiking near by.

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
4.93 out of 5 average rating, 174 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.

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?

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Avg. price$215 AUD$233 AUD$193 AUD$214 AUD$242 AUD$245 AUD$249 AUD$240 AUD$243 AUD$257 AUD$222 AUD$221 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 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.

  • 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 a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Red Wing. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Red Wing?

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with wifi, over 20 homes with air conditioning, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Red Wing

  • Total holiday rentals

    Explore 40 holiday rentals in Red Wing

  • Nightly prices starting at

    Red Wing holiday rentals start at $56 AUD per night before taxes and fees

  • Verified guest reviews

    Over 3,530 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

    40 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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