Holiday rentals 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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Top guest favourite
A charming treehouse is nestled among the lush branches of a large, mature oak tree. The wooden structure features multiple levels with a spacious deck that connects to the main entrance, surrounded by greenery, creating a serene and natural environment.
Home in Cottage Grove
4.98 out of 5 average rating, 732 reviews

Tree House Luxury Stay

Perched high in the majestic arms of a 150 year old Burr White Oak tree. This cozy 1200 square foot, seven-room house not only has breathtaking views it also has enchanting and delightful surprises befitting of a fairytale. Climb 40 feet up onto the Observation Tower, where a telescope waits for you, ready to scan the night sky, and reveal the panorama of the heavens -- overlooking 500 acres of natural splendor right next door. Step into the hot, bubbling jets of the jacuzzi, or warm caress of the rain shower, and restore your spirits by soothing your muscles, melting away any residual tensions of the day. Get a restful sleep in one of our soft beds. In the morning, pad around on in-floor radiant heated floors (so cozy during winter-time.) Or enjoy your morning coffee on one of four outside decks. And don’t forget to solve the mystery of the Treehouse, that awaits your discovery within its wood beamed walls. This treehouse was custom designed by its architect with three dimensional chess in mind. Artisan architectural details are found throughout. Crystal chandeliers bedeck its high ceilings, and marble countertops grace the elegant, fully appointed kitchen. (A surround sound system helps set the mood for those special dinners in the dining nook.) One of two fireplaces adds luxurious touches to the primary bedroom with a queen bed, and hideaway bed in the secret room, along with a jacuzzi and rain shower in the primary bath, as well as a second bathroom in the secret room. Perfect for honeymooners, couples, business/corporate overnights, solo travelers and families with children over twelve years old. These are only a few of the many luxury details in this spectacular vacation spot must-see. Spend your days snuggled up beside the fireplace of your choice, while enjoying the panoramic views. You can stream your favorite movies and shows with Broadband Wi-Fi throughout the house. Come down for a leisurely walk around the grounds, and stop by to visit and feed the goats and chickens that call Hope Glen Farm their home in the corral of this historic farmstead. Bring your stress levels down and your heart rate up by walking over to Washington County Cottage Grove Park Reserve, just steps away, and answer its call to explore over 550 acres of fields and forests. Go hiking and biking down its trails, geocaching the hills and ravines for hidden treasures, or spend the afternoon fishing and kayaking in the lakes. And don’t let cooler temperatures keep you from discovering the pristine natural beauty of winter! Winter activities include cross country skiing and snowshoeing on the blankets of snow. Breathe deeply of the crisp Minnesota winter air -- truly one of life’s great pleasures. Plus, only a ten minute drive brings you to nearby Afton Alps in Afton State Park offering downhill skiing and snowboarding. For clarity, the Treehouse has 2 private bedrooms: Bedroom 1 is has a queen bed. Bedroom 2 has a bedroom with standard sofa bed with attached half bathroom, which is the secret room a must find. Give yourself the gift of this luxurious enchanting TreeHouse Suite in the treetops, for a enchanting vacation experience you'll never forget. Something to write home about!

Guest favourite
An inviting cabin exterior is softly illuminated by string lights, creating a warm ambiance during dusk. Large windows showcase the interior, while a patio area features a table and chairs. Nearby, a rustic swing adds charm to the surrounding grassy area.
Cabin in Lake City
4.93 out of 5 average rating, 110 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

Top guest favourite
An outdoor seating area is sheltered beneath a wooden gazebo, featuring stylish furnishings in shades of blue and brown. Decorative curtains frame the space, while a patterned rug adds warmth. Scenic views of lush greenery and the Mississippi River valley enhance the inviting atmosphere.
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
Guest house in Cannon Falls
4.98 out of 5 average rating, 331 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

Guest favourite
The glass house exterior features a wooden deck adorned with decorative lanterns and a vibrant area rug. Inside, a spacious bed and a cozy sofa are visible, separated by sheer curtains. A private hot tub is positioned nearby, surrounded by nature.
Dome in Afton
4.87 out of 5 average rating, 409 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, 280 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
A modern kitchen features a large granite island with seating for four. Grey cabinetry contrasts with the rustic stone wall backdrop. Stainless steel appliances include a refrigerator and oven, complemented by wooden countertops, enhancing the functional design of the space.
Flat in Lake City
4.99 out of 5 average rating, 113 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!

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, 180 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
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 well-equipped kitchen features sleek cabinetry in natural tones, stainless steel appliances, and a double sink. A skylight provides natural light, and the space includes a neutral-colored countertop. A door leads to the outside, with hooks visible on the wall for convenience.
Guest suite in Red Wing
4.96 out of 5 average rating, 102 reviews

Peaceful Country Stay

1 bedroom apartment located in the country with beautiful views of wooded hills and a lush valley pasture. The property has been in the family for over 160 years. Located 7 miles outside of Historic Red Wing, you can quickly get to surrounding destinations while still experiencing the privacy and peace of staying in the country.

Guest favourite
The kitchen features exposed brick walls, adding character to the space. A round dining table with two white chairs sits in front of a large window, allowing natural light to enter. Modern appliances and sleek cabinetry complete the inviting atmosphere.
Loft in Prescott
4.98 out of 5 average rating, 348 reviews

Historic 1,200 SF Loft. Best spot in Prescott!

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
Home in Hager City
4.97 out of 5 average rating, 206 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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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 10 homes with a bbq area, over 20 homes with air conditioning, 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 £30 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 of Red Wing holiday rentals include wifi 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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