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 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.
Flat in Rochester
4.93 out of 5 average rating, 190 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

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, 134 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, 544 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, 112 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.
Guest house 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 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, 40 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.

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, 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.

Top guest favourite
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.

Guest favourite
A tiny house features natural wood siding with decorative flower boxes under the windows. The deck is furnished with a round table and four chairs, shaded by a large umbrella. Lush green trees and a tranquil lake are visible in the background.
Tiny home in Faribault
4.97 out of 5 average rating, 424 reviews

*Bless This Tiny House* on MN lake!

Bless This Tiny House is a 267 sqft Tiny House parked alongside a huge, beautiful deck overlooking the lake! Take the kayaks out on the lake! Chill in the hammock with a good book. Grill burgers and relax by the campfire while the sun sets! The Tiny is especially cozy in the winter! Unplug and play cards in the leisure loft! The perfect setting for a couple's retreat! Minimalism and contentment! Be inspired by the beauty of God's creation!

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
4.97 out of 5 average rating, 70 reviews

Country Chic – Gourmet Kitchen, Fire Pit & Acreage

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.

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
4.95 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 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, 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.

Popular amenities for Red Wing holiday rentals

Quick stats about holiday rentals in Red Wing

  • Total rentals

    50 properties

  • Nightly prices starting at

    £30 before taxes and fees

  • Total number of reviews

    3.4K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

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