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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A cottage with a neutral exterior is surrounded by greenery. A driveway leads to a parked SUV, while a mailbox is positioned near the entrance. The structure features multiple windows that allow natural light, and a well-kept lawn enhances the inviting outdoor space.
Guesthouse in South Saint Paul
4.85 out of 5 average rating, 693 reviews

Twin Cities Guest Cottage

This economy suburban cottage is conveniently located in the Southern Eastern highway nexus for MSP, with quick travel to Xcel, Downtown Saint Paul, MSP international, and multiple other attractions. It offers an economy family option 15 minutes from both the Children’s Museum and the Mall of America and Xcel Energy Center. With onsite parking, a private entrance, Wi-Fi, and the traditional convinces of home, this cottage provides a extended stay experience that can still get you anywhere fast.

Top Guest favourite
A charming three-season porch features comfortable wicker seating arranged around a light-colored table. Artwork adorns the walls, and natural light filters through the windows, highlighting the space's inviting atmosphere. A door leads to the exterior, enhancing accessibility.
Home in Hudson
4.99 out of 5 average rating, 219 reviews

Location, Comfort, Amenities! Downtown Hudson, WI!

*As seen in the film "Christmas Lovers Anonymous" (released November 2021)* Welcome home to this fully renovated vacation rental in downtown Hudson, WI. This immaculate home is just blocks from the St. Croix River, and the fun shops and restaurants in historic downtown Hudson. This home was remodeled specifically to host travelers. Every effort has been made to provide guests with the comforts of home. Check out my other 5-Star Hudson property on River Street! County Permit ID# LDGA-BDQRRV

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

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
4.95 out of 5 average rating, 558 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 spacious living area features a wall of large windows allowing ample natural light and views of surrounding trees. Recycled black slate floors create a seamless look with wooden beams overhead. Comfortable seating arrangements and minimal decor enhance the tranquil atmosphere.
Home in Saint Paul
4.94 out of 5 average rating, 521 reviews

Unique Mid-Century Modern in a Great Neighborhood

Zen retreat in an urban setting; unique mid-century modern meets Japan in a great neighborhood full of architectural gems. Updated 1950's architect-built passive-solar artist retreat house is surrounded by trees and Japanese Gardens. Casual comfort but far from sterile. Complete tranquility 10 min from downtown Mpls and very close to both U of MN campus. Lively, friendly neighborhood in walking distance to grocery store, gift shops, wine shop, yoga studio, coffee shops and great restaurants.

Top Guest favourite
A decorative sign featuring a stylized horse silhouette, marked with 'Lucky Day Farm' and 'EST 2020,' stands atop a snow-covered wooden base. The sign contrasts against a backdrop of a blue building, enveloped in a layer of fresh snow.
Guesthouse in Cannon Falls
4.98 out of 5 average rating, 312 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 cozy living room space features a beige couch adorned with decorative pillows and a low coffee table. The white brick wall serves as a backdrop for a fireplace, which is framed by a wooden mantle decorated with artwork and a wreath. Natural light enters through a window.
Apartment in Rochester
4.97 out of 5 average rating, 262 reviews

Restful sanctuary close to Mayo Clinic

This cozy space has private, self-entrance with off-street parking at no cost...a mere 2.5 miles or 10 minute drive to the Mayo Clinic downtown. Located in a quiet neighborhood in northwest Rochester. Easy access to highways, grocery store, coffee shop, Target, restaurants and biking/walking trail. Completely furnished with linens, hair-dryer, Netflix and Hulu, Smart TV and Wi-fi....and a Keurig Coffee maker with enough coffee pods to get you started. Truly, a home away from home!

Guest favourite
A well-maintained cabin exterior is surrounded by vibrant flower beds, featuring orange and pink blooms. Soft lighting outlines the porch, creating a welcoming atmosphere. Large windows reflect the greenery and hills in the background, enhancing the natural beauty of the setting.
Cabin in Arkansaw
4.83 out of 5 average rating, 139 reviews

Cottage in Porcupine Valley - beautiful location

Beautiful, beautiful cabin. Nested in the middle of the Porcupine Valley, this cabin is a place for you to find rest and relaxation. Sitting on the front porch and listening to the birds is probably the best part of the cabin. Attractive flower beds, large yard, spacious interior, pond, and creek. Back porch, front porch, and upper balcony. Great for a family getaway or a low-key long weekend away from the city.

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, 166 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, 162 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
Cabin in Pepin
4.98 out of 5 average rating, 119 reviews

New Hot Tub Nov 2025, Firepit, Eco-Friendly

The Paige is an updated 102 yr old cabin is family-friendly and dog-friendly. It is near all the great amenities in Pepin including Villa Belleza (only 0.5 mile away), The Homemade Cafe (one block away), Harbor View Cafe, The Pickle Factory, Lake Pepin, and Stockholm, WI. A great central location for all Lake Pepin area activities!

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, 433 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 holiday rentals

When is the best time to visit Red Wing?

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Avg. price$259 NZD$281 NZD$232 NZD$257 NZD$291 NZD$294 NZD$299 NZD$289 NZD$293 NZD$291 NZD$244 NZD$246 NZD
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 holiday rentals in Red Wing

  • Total holiday rentals

    Explore 50 holiday rentals in Red Wing

  • Nightly prices starting at

    Red Wing holiday rentals start at $67 NZD per night before taxes and fees

  • Verified guest reviews

    Over 3,470 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

    50 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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