Pet-friendly holiday rentals in Red Wing

Cozy Farmstead Cottage Getaway

The cottage is located on our 80 acre farmstead in the bucolic rolling hills of Western Wisconsin just over an hour from the Twin Cities. Relax, create, or dream in this peaceful setting. Cherish time with loved ones. Hike along the creek, woodlands and fields. Enjoy the plentiful birds and wildlife. Bring your bike in the summer, and snow shoes in the winter. Cozy up to the wood stove with a hot beverage. Work remotely with our high speed WiFi. We welcome up to two dogs for an additional fee.

Luxury City 1 Bedroom King Suite

Step into a true urban retreat that has been fully renovated, offering 1,000 sq. feet of inspiring space. The modern European kitchen awaits your culinary adventures, while the serene living room, adorned with a large fireplace and 75" TV, invites relaxation. Flow seamlessly into the airy bedroom, featuring a king-size bed and a dedicated workspace. The bathroom, with its floor-to-ceiling tiles and luxurious rain shower, exudes elegance. For comfort, this unit, fully air-conditioned and heated.

Entire home near Afton, state parks, skiing, beach

Our cottage is snuggled amongst recreational hotspots, walking distance to the beach, 2 miles from beautiful Afton MN (state park, downhill skiing), 4 miles from Hudson WI (shopping, dining, boat cruises, live music), 15 minutes from historic Stillwater. This small but comfortable home has amenities galore, is nestled on a double lot just 2 blocks from the river & 1 block away from a popular biking/walking trail. Sleeps 5 people comfortably. Unpaved driveway with ample parking for 2 vehicles.

Historic District Carriage House- The Cutest

Enjoy the cutest carriage house in the whole Twin Cities. Have your own little home nestled in the Historic District; it has everything you need. Close to unique restaurants, walking distance to downtown (1mile). Location is great just a 15 minute drive to where you need to go: US Bank Stadium; downtown Mpls; MSP airport; and MOA. Two bedrooms, a king and a queen; kitchenette and living room; a full bath with tub and hand shower. Built in 1910 it was home to the chauffeur and his wife.

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

Tree Top Retreat

Minutes from the city conveniences; this quiet, private setting offers tree tops views with a rural feel. The Mississippi River and numerous hiking & biking trails are at your doorstep. This newly constructed apartment is within 15 minutes of CHS, Koch Refinery, Viking Lakes, and 20 minutes from MSP Airport & MOA. The apartment, which is above the garage of the main home, features private parking, entrance and deck. Climb the steps to the tree top views and enjoy all the amenities offered.

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.

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.

The Tiny House at Trout Lily Farm

Trout Lily Farm is a beautiful, peaceful six acre hobby farm. The Tiny has its own semi-private area by apple trees and a scenic barn, with its own patio table/chairs, barbecue, and firepit. This 168 square foot one-level Tiny is suitable for 1-2 guests (one queen bed). Running purified water, electrical/propane stainless appliances, full tub/shower, composting toilet, internet. Fully furnished, with dishes, coffee maker and electric kettle, linens and toiletries.

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.

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!

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.