Family-friendly holiday rentals in Red Wing

Tree House Luxury Stay

Perched high in the majestic arms of a 150 year old Burr White Oak tree. This cozy 1200 square foot, seven-room house not only has breathtaking views it also has enchanting and delightful surprises befitting of a fairytale. Climb 40 feet up onto the Observation Tower, where a telescope waits for you, ready to scan the night sky, and reveal the panorama of the heavens -- overlooking 500 acres of natural splendor right next door. Step into the hot, bubbling jets of the jacuzzi, or warm caress of the rain shower, and restore your spirits by soothing your muscles, melting away any residual tensions of the day. Get a restful sleep in one of our soft beds. In the morning, pad around on in-floor radiant heated floors (so cozy during winter-time.) Or enjoy your morning coffee on one of four outside decks. And don’t forget to solve the mystery of the Treehouse, that awaits your discovery within its wood beamed walls. This treehouse was custom designed by its architect with three dimensional chess in mind. Artisan architectural details are found throughout. Crystal chandeliers bedeck its high ceilings, and marble countertops grace the elegant, fully appointed kitchen. (A surround sound system helps set the mood for those special dinners in the dining nook.) One of two fireplaces adds luxurious touches to the primary bedroom with a queen bed, and hideaway bed in the secret room, along with a jacuzzi and rain shower in the primary bath, as well as a second bathroom in the secret room. Perfect for honeymooners, couples, business/corporate overnights, solo travelers and families with children over twelve years old. These are only a few of the many luxury details in this spectacular vacation spot must-see. Spend your days snuggled up beside the fireplace of your choice, while enjoying the panoramic views. You can stream your favorite movies and shows with Broadband Wi-Fi throughout the house. Come down for a leisurely walk around the grounds, and stop by to visit and feed the goats and chickens that call Hope Glen Farm their home in the corral of this historic farmstead. Bring your stress levels down and your heart rate up by walking over to Washington County Cottage Grove Park Reserve, just steps away, and answer its call to explore over 550 acres of fields and forests. Go hiking and biking down its trails, geocaching the hills and ravines for hidden treasures, or spend the afternoon fishing and kayaking in the lakes. And don’t let cooler temperatures keep you from discovering the pristine natural beauty of winter! Winter activities include cross country skiing and snowshoeing on the blankets of snow. Breathe deeply of the crisp Minnesota winter air -- truly one of life’s great pleasures. Plus, only a ten minute drive brings you to nearby Afton Alps in Afton State Park offering downhill skiing and snowboarding. For clarity, the Treehouse has 2 private bedrooms: Bedroom 1 is has a queen bed. Bedroom 2 has a bedroom with standard sofa bed with attached half bathroom, which is the secret room a must find. Give yourself the gift of this luxurious enchanting TreeHouse Suite in the treetops, for a enchanting vacation experience you'll never forget. Something to write home about!

Kitchen · Indoor spaces · Location

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

Indoor spaces · Kitchen · Comfort

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

Kitchen · Family · Accuracy

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.

Family · Kitchen · Value

Steps from Downtown! Stylish 3 Bedroom 1.5 Bath

This charming 3 bedroom 1.5 bath home in downtown Red Wing will have you instantly feeling at home. Built in 1902, this home has been delicately maintained to value the true beauty of old craftsmanship. Take in the lovely architecture of the city with a walk into downtown and admire the historic homes and churches in the area as you do. Or, if you are looking to relax, enjoy the well meticulously manicured flower garden in the back yard.

Family · Kitchen · Check-in

Cozy Wisconsin Farmhouse Retreat

Enjoy a step back in time with our charming, refinished farmhouse. Located in the Wisconsin countryside on the bluffs above the Mississippi River, you'll find a quiet sanctuary. We're perfect for a girls' weekend, time off the grid, or a serene place to work, read and relax. Close-by are the quaint shops, restaurants and arts activities of Red Wing, Minnesota, and beautiful drives, wineries and outdoor recreation along Lake Pepin.

Family · Indoor spaces · Layout

22 Paradise View

Stay at 22 Paradise View! This renovated historic 2nd-floor apartment boasts stunning Mississippi River views and a walkable downtown Lake City location. Relax in the king master suite with a spa-like bath featuring a rain shower and clawfoot tub. Extra guests will love the Murphy beds, plus you’ll have a full kitchen, 1.5 baths, and cozy fireplace. Bonus: get 50% off the Wild Wings golf simulator when you book with us!

Indoor spaces · Kitchen · View

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.

Indoor spaces · Kitchen · River

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

Family · Indoor spaces · Laundry

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.

Indoor spaces · Family · Quiet

Charming Cabin with Hot Tub & Fire Pit

The Paige is an updated 103 yr old cabin. It is family-friendly and dog-friendly; 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!

Family · Kitchen · Comfort

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.

Kitchen · Family · Bathroom