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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 favorite
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, 135 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 favorite
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, 545 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 favorite
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, 302 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 favorite
An outdoor seating area features two red cushioned chairs and a small glass table, positioned around a circular fire pit. Soft light illuminates the space from a nearby lamp, with greenery and flowers visible in the background, creating a serene atmosphere.
Farm stay in Roberts
4.88 out of 5 average rating, 340 reviews

Very private, country, wildlife, & comfort of home

Close to the St. Croix River and the Twin Cities. 2 State Parks within 10 minutes, and great dining in Hudson, River Falls, & Stillwater. Perfect for couples and family adventurers. 35 minutes from MSP and 1.5 miles off I-94. When things green up during spring and summer, it is a park like setting. Fall brings beautiful brilliant color. Winter brings cross county skiing, snowshoeing, tubing, and hiking. A treasure for nature enthusiasts. Natural setting with woods, deer, birds, turkeys.

Top guest favorite
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, 260 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.

Superhost
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, 354 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 favorite
The exterior of the cottage features warm orange siding and green accents, surrounded by trees. A small patio area is visible, furnished with a table and chairs, along with a grill. The peaceful setting offers a blend of rustic charm and natural beauty.
Cottage in Maiden Rock
4.97 out of 5 average rating, 124 reviews

Rush River Cottage & Gardens hosted by Phil & Kay

Milkhouse Cottage was rebuilt from the original Milkhouse built on our farm in 1906. Nestled in a peaceful valley across the road from the Rush River. Amenities include one queen bed, 1 queen sized comfortable queen sofa bed, air conditioning, private deck, private fire pit & 38 acres of private hiking trails and snowshowing trails. We also have a very nice campertrailer with 1 full sized bed, 1 queen sized bed. 2 bunks and bath that is avialable seasonaly.

Top guest favorite
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
4.95 out of 5 average rating, 110 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 favorite
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, 154 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 favorite
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 favorite
A spacious seating area is furnished with a comfortable couch and wooden tables. Large windows allow ample natural light and offer views of the surrounding greenery, enhancing the serene ambiance. Nearby, a door leads to an outdoor deck, inviting fresh air and nature.
Guesthouse in Menomonie
4.98 out of 5 average rating, 434 reviews

Spacious Country Studio/Loft

Our spacious 900 sq. ft. studio/loft was once the art studio used by a local children’s book illustrator. You will notice some of her artwork and photos displayed throughout. The studio was designed with the intention of accommodating 2– 4 people. Our studio is beautiful, peaceful and private. Extra sanitizing practices are being taken for your safety.

Guest favorite
A covered porch provides an inviting outdoor space, furnished with various seating options including Adirondack chairs and a wicker set. Large windows allow natural light to fill the interior, while greenery surrounds the base of the porch, enhancing the serene setting.
Home in Frontenac
4.85 out of 5 average rating, 254 reviews

Frontenac Cottage near Lake Pepin. 29023

Located steps away from Frontenac State Park. Access to a public beach is just blocks away. Great area for biking and hiking. Wonderful for cross country skiing in the winter. Frontenac Golf is two miles away. Address is 29023 Westervelt Way Frontenac,MN 55026 We just added a 3 person Healthmate Sauna in the lower level. A perfect retreat and get away.

Popular amenities for Red Wing vacation rentals

When is the best time to visit Red Wing?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$32,174 GYDG$34,890 GYDG$28,831 GYDG$31,965 GYDG$36,144 GYDG$36,562 GYDG$33,846 GYDG$34,890 GYDG$36,353 GYDG$36,353 GYDG$30,294 GYDG$30,503 GYD
Avg. temp-9°C-6°C1°C8°C15°C21°C24°C22°C18°C10°C2°C-6°C

All About Red Wing

Located on the upper Mississippi River, Red Wing, Minnesota, is known for its Victorian architecture and red-brick storefronts, securing its place on the National Trust for Historic Preservation’s list of distinctive destinations. Red Wing is a factory town that produces shoes and boots, pottery, and automobile motors. Downtown you’ll find antique shops, clothing boutiques, an arts center, a theater, and several music venues.

The Red Wing Bridge connects the town to Wisconsin, and Minneapolis is just over an hour away if you’re looking to combine the small community feel in Red Wing with the convenience of a large metropolitan area. Named for a 19th-century Dakota Sioux chief, Red Wing is also home to 35 parks, which means you’re never too far from somewhere to stretch your legs. Colorful flower baskets line the streets and hiking trails lead through the bluffs of the Upper Mississippi River.

Top things to do in Red Wing

Frontenac State Park

Spanning 2,300 acres, Frontenac State Park is located on the Mississippi River and is home to rock bluffs, prairies, hardwood forests, and floodplain forests. It’s popular with birders as more than 260 avian species call the park home, from warblers and hawks to waterfowl. You’ll also find 13 miles of hiking trails with paths catering to all skill levels. Along the way, you may spot deer, red foxes, beavers, and wild turkeys.

Pottery Museum of Red Wing

Dedicated to preserving Red Wing’s decades-long pottery industry, this museum houses more than 6,000 pieces of vintage, artisan-crafted clay dinnerware, stoneware, folk art, and art pottery, one of the biggest collections of its kind in the world. You can learn about the history of the industry in Red Wing through collections of photographs and memorabilia, some of which date from the late 19th century, and you may even get to have a go on a potter’s wheel.

Cannon Valley Trail

Around 30 minutes southwest of town, the Cannon Valley Trail runs along a former railroad line. This is a scenic spot to hop on a bike or lace up your hiking boots and take in nearly 20 miles of wetlands, forests, and cliffs. The paved trail is accessible for wheelchairs, strollers, and even skateboards.

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.

  • 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.

  • 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, and more. Indulge in the ultimate retreat, tailored to your preferences.

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 G$8,357 GYD 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 & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Red Wing vacation 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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