Vacation rentals in Red Wing

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Top-rated vacation rentals in Red Wing

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

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Top guest favourite
A garden-level apartment is accessed via a gravel driveway that leads to a charming home. Lush greenery surrounds the path, and the structure features a mix of siding colors, with large windows framed by blue shutters, creating an inviting exterior appearance.
Apartment in Rochester
4.93 out of 5 average rating, 200 reviews

Woodland Retreat, Full private walkout lower level

Peaceful retreat down gravel driveway 15 min from Mayo Clinic. Enjoy your own apartment with private backyard walkout entrance to the lower level of our home. You will have a bedroom, living area, kitchenette with mini fridge, microwave and toaster oven (no conventional stove/oven), bathroom w/ tub & shower, pingpong table, laundry, and patio with fire ring. You may hear piano music weekday afternoons, since I give lessons (usually 3-6 pm; a bit earlier in summer) NEW HEATED FLOORS w/thermostat

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
4.93 out of 5 average rating, 179 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 view of the property surrounded by trees, featuring a red barn-style building and a spacious green area. The sky is partially cloudy, and a white dome structure is visible nearby. Lush foliage frames the scene, enhancing the natural landscape.
Guest suite in Red Wing
5 out of 5 average rating, 136 reviews

Adventure Time

The Guest Suite is on the lower level of the home. Perfect for overnight, weekend, and short-term guests in mind. Surrounded by Frontenac State Park, enjoy the quiet or head out for an adventure. A clean open space with all amenities needed for a comfortable stay. The home is a quick drive to either Red Wing or Lake City all though I live in country on gravel road . It's a scenic 45-minute drive to Rochester. Head down the road and enjoy Lake Pepin. Bring your water toys and enjoy the day

Top guest favourite
An aerial view showcases a rural property featuring multiple buildings, including a large red barn, a farmhouse, and a smaller structure. Lush greenery surrounds the area, with trees and an open field visible. Pathways connect the buildings, creating an inviting outdoor space.
Farm stay in Cottage Grove
4.96 out of 5 average rating, 546 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 shaded outdoor seating area is shown, featuring comfortable couches and a coffee table atop a patterned rug. The gazebo offers a view of the lush landscape beyond, while decorative lanterns provide ambiance. Light drapes flutter gently, enhancing the serene setting.
Home in Hager City
4.99 out of 5 average rating, 113 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
A black metal sign is displayed against a natural backdrop, featuring the name 'Lucky Day Farm' and the year 'EST 2020.' The design includes a stylized horse, adding character to the welcoming entrance of the property.
Guesthouse in Cannon Falls
4.98 out of 5 average rating, 308 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 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
4.95 out of 5 average rating, 266 reviews

Bogus Valley Holm Country/Farm Pepin/Stockholm

Come to the country and enjoy lodging at quiet Bogus Valley Holm. Located in picturesque Bogus Valley between Pepin and Stockholm Wisconsin. This vintage home was built in the mid 1850s and has old world character architecture with the comforts of modern day amenities. The southern exposure enclosed front porch is the favorite gathering spot for most everyone that has stayed in the home. This 2 bedroom 1 1/2 bath property has potential for sleeping up to 8 guests.

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
4.86 out of 5 average rating, 366 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 charming two-story tree house is surrounded by lush greenery, featuring large windows that reflect natural light. The rustic exterior is complemented by a deck with seating, offering views of the St. Croix River. A winding pathway leads to the entrance, enhancing the secluded ambiance.
Cabin in River Falls
4.96 out of 5 average rating, 114 reviews

Tree House on the St. Croix River

Coined "The Tree House" by family, friends, and guests we promise your stay will not disappoint! Enjoy one of a kind views of the St. Croix River and River Valley while being just minutes to downtown Hudson, 20 minutes to Stillwater, and 40 minutes to the Twin Cities. Driveway may be icy in the winter months so please plan accordingly. Note: Max occupancy is 3 persons. No parties or pets please.

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, 161 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, 161 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
The spacious living room features a comfortable couch and a large Smart TV positioned beside a window air conditioning unit. Multiple windows enhance natural light, while a round rug adds warmth. Decorative elements, such as wall art and a lamp, contribute to a cozy atmosphere.
Apartment in Red Wing
4.8 out of 5 average rating, 430 reviews

Pet-friendly downtown apt

Cozy and comfortable 1-bedroom apartment on the first floor of a triplex blocks from downtown Red Wing. Apartment is within walking distance to the riverfront and Main Street and in close proximity to Memorial Park & Barn Bluff Trailhead. **Listing price includes a 3% City of Red Wing lodging tax.

Popular amenities for Red Wing vacation rentals

When is the best time to visit Red Wing?

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Avg. price$216 CAD$235 CAD$194 CAD$215 CAD$243 CAD$246 CAD$250 CAD$242 CAD$244 CAD$243 CAD$204 CAD$205 CAD
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 vacation rentals in Red Wing

  • Total vacation rentals

    Explore 50 vacation rentals in Red Wing

  • Nightly prices starting at

    Red Wing vacation rentals start at $56 CAD per night before taxes and fees

  • Verified guest reviews

    Over 3,370 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 of Red Wing vacation 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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