
Holiday rentals in Red Wing
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Top-rated holiday rentals in Red Wing
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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

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

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

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

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

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.

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.

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.

*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!

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.

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.

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
Other great holiday rentals in Red Wing

Tee It Up. Quite home on a beautiful golf course

The Welch Cottage

Modern Comforts in Historic Renovated Gem

1 Block to Lake City Marina: Condo w/ Rooftop Deck

Cozy Wisconsin Farmhouse Retreat

Updated 1900 Craftsman in Downtown Red Wing

Historic Schoolhouse & Cozy Countryside Retreat

Riverview Respite- Sauna and Hot Tub
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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- Uptown
- Target Field
- Minnehaha Falls
- Treasure Island Resort & Casino
- Nickelodeon Universe
- Valleyfair
- Como Town
- Whitewater State Park
- Minneapolis Institute of Art
- Troy Burne Golf Club
- Stone Arch Bridge
- Guthrie Theater
- 7 Vines Vineyard
- Afton Alps
- River Springs Water Park
- Apple Valley Family Aquatic Center
- Amazing Mirror Maze
- The Minikahda Club
- Walker Art Center
- Somerset Country Club
- Red Wing Water Park
- coffee mill ski area
- Minnesota History Center
- White Bear Yacht Club