Family-friendly holiday rentals in Red Wing

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Guest favourite

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!

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

Modern Comforts in Historic Renovated Gem

Step into this cozy 1-bed apartment in a historic Red Wing building from 1890. Fully renovated, it offers modern comforts with timeless allure, it preserves the classic charm of yesteryear. Just 1 mile from downtown, enjoy convenient access to scenic trails for hiking and mountain biking, the majestic Mississippi River, enchanting Welch Village, as well as numerous parks and local attractions. Enjoy beautiful views during morning and evening walks one of the oldest neighborhoods of Red Wing.

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Guest favourite

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

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Guest favourite

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.

Valley View Indoor Pool/Hot Tub/Arcade

Step into luxury at our expansive 5BR Twin Cities retreat, perfectly marrying comfort with elegance. Revel in our year-round heated indoor pool and hot tub with serene golf course views. The home is a masterpiece of design, featuring a vast game room, a gourmet kitchen, and plush living spaces for ultimate relaxation. Nestled in picturesque Hastings, close to St. Paul's charm, it's the quintessential setting for family joy, corporate retreats, and deluxe gatherings.

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Guest favourite

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.

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Guest favourite

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.

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Guest favourite

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!

Downtown- Historic Charm w/ Fully Stocked Kitchen

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.

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.

Frontenac Cottage near Lake Pepin. 29023

Located steps away from Frontenac State Park. Access to a public beach is just blocks away. Great area for biking and hiking. Wonderful for cross country skiing in the winter. Frontenac Golf is two miles away. Address is 29023 Westervelt Way Frontenac,MN 55026 We just added a 3 person Healthmate Sauna in the lower level. A perfect retreat and get away.