Pet-friendly holiday rentals in Red Wing

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

Entire home near Afton Alps, state parks, 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.

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

Serene Country stay near Trails & 6 miles to Stout

A guest favorite for 5+ years! This cozy, Scandinavian-inspired suite is perfect for couples seeking a peaceful nature escape with modern comfort. Private entrance 1/4 of our ranch home all the privacy you need. Just 6 miles from Menomonie and 1 mile from Downsville, enjoy birdsong mornings, nearby trails, and starry nights. Spot birds from the yard, bike or ski the Red Cedar Trail, or grab a fresh pastry and local brew at Scatterbrain Café. Quiet, scenic, and relaxing—your retreat awaits.

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.

*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!

Bogus Valley Holm Country/Farm Pepin/Stockholm

Come to the country and enjoy lodging at our Bogus Valley Holm. Located in picturesque Bogus Valley, between Pepin and Stockholm Wisconsin. Just a short drive to the area wedding venues and other West Coast Wisconsin attractions. 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. If you are looking for a quiet rural getaway, this is your place.

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.

The Hastings Retreat-4 min. to Downtown.

Picture yourself relaxing on our outdoor deck with the beautiful view of mature trees, listening to a sound of chirping birds all day, and seeing a variety of animals such as ducks, deer and bald eagles. Our location is only a 4 minute drive away from Downtown Hastings for a quick day trip or night out. The house sleeps up to 9 people with our private 3 beds, 2 baths , kitchen and lounging areas

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.

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!

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.