
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

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

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.

Waterfront A-Frame w/ Perfect View of Lake Pepin!
Welcome to The Dockside A-Frame Cabin! The prime spot in Pepin, you are right on the waterfront in a stylish A-Frame home with a balcony and sweeping Lake Pepin views. Wake up with coffee to a river view. Walk to dinner at the famed Harbor View Cafe, then enjoy a glass of local wine at Rivertime Wine Bar or Villa Bellezza winery. End your evenings on the balcony, watching the sunset. This is one of two units on the Dockside property! See my Host Profile for the other listing.

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.

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.

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.

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.

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.

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

The Welch Cottage

Modern Comforts in Historic Renovated Gem

Cheerful 1 bedroom in the center of Wabasha

Cozy Wisconsin Farmhouse Retreat

Isabelle Creek Haven - Ultimate Group Getaway

Quiet convenient home with VIEW!

The Kinni Cottage - Abide Riverfront Farmstay

Suites on Third Unit B
When is the best time to visit Red Wing?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £115 | £125 | £103 | £114 | £129 | £131 | £133 | £128 | £130 | £129 | £108 | £109 |
| 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 £30 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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