
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.

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

Private Indoor Pool, Hot Tub, Sauna, Game Room
You will enjoy a peaceful setting with all the resort amenities at JW Resort. Including a heated indoor pool, hot tub, sauna and games. Our guests come to make memories, not just sleep! Afton Alps Ski Resort is Open! Just 8 minutes away. Nothing better than soaking in the hot tub or sauna after being on the slopes all day. Never a boring moment with a wide array of games including billiards, crokinole and board games. Sleeps up to 8 with private kitchen, laundry and en-suite bath

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

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.

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.

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.

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.

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
Other great holiday rentals in Red Wing

Tee It Up. Quite home on a beautiful golf course

Modern Comforts in Historic Renovated Gem

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

Cozy Wisconsin Farmhouse Retreat

Great River Flats Suite 201

Countryside Schoolhouse Overlooking Rolling Hills

Riverview Respite- Sauna and Hot Tub

The Birdhouse, a nest to rest.
When is the best time to visit Red Wing?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 133 | € 144 | € 119 | € 132 | € 149 | € 151 | € 153 | € 148 | € 150 | € 149 | € 125 | € 126 |
| Avg. temp | -9°C | -6°C | 1°C | 8°C | 15°C | 21°C | 24°C | 22°C | 18°C | 10°C | 2°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 € 34 per night before taxes and fees

Verified guest reviews
Over 3,370 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
40 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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