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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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, 562 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 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.
Guest house in Cannon Falls
4.98 out of 5 average rating, 314 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, 51 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, 271 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 farmstead on 4 acres, 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
4.96 out of 5 average rating, 128 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. For larger groups we have another cottage on airbnb called the Trout Haus. Check on Airbnb or contact us regarding renting both houses.

Top guest favourite
A dining area features a wooden table surrounded by six chairs, with a plush area rug underneath. Natural light enters through two large windows adorned with sheer curtains. A doorway leads to a well-equipped kitchen, and a cozy seating area is visible to the left.
Flat in Red Wing
4.96 out of 5 average rating, 89 reviews

Historic Home in Red Wing Character & Convenience

Close to downtown shops, bars, restaurants, Sheldon theatre, park with live music, bakery, coffee shop and more! Short drive to wineries, brewery, golfing, the bluffs, and Mississippi River! Enjoy our main level unit where you will have access to 2 bedrooms, 1 full bath, dining, living room, fully stocked kitchen. Washer/Dryer located in the basement. Basement may be a bit steep for some, but washer/dryer are avail.

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, 167 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, 123 reviews

Charming Cabin with Hot Tub & Fire Pit

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
A cozy living area features a comfortable gray couch adorned with patterned cushions. A wooden tray sits atop a patterned textile on the coffee table. In the background, a dining space with high-backed chairs is visible next to a wooden sideboard.
Guest suite in Red Wing
4.96 out of 5 average rating, 93 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
A modern kitchen area is visible, featuring white cabinetry and a sleek countertop. A microwave sits above a coffee maker. The warm wooden floor extends into a connecting hallway, complemented by decorative wall pieces and ambient lighting. The ceiling showcases exposed ductwork for an industrial touch.
Loft in Prescott
4.98 out of 5 average rating, 344 reviews

Historic Loft- Top 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.

Popular amenities for Red Wing holiday rentals

When is the best time to visit Red Wing?

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Avg. price$195 SGD$211 SGD$175 SGD$194 SGD$219 SGD$221 SGD$225 SGD$218 SGD$220 SGD$233 SGD$201 SGD$200 SGD
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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 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 $51 SGD 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 & 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

    50 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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