Holiday houses in Lake Pepin

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!

Family · Value · Quiet

Villa Serra – Lakehouse in Pepin

Villa Serra is located in beautiful Pepin, Wisconsin. This unique 3 bedroom 2 full bath home boasts panoramic views of Lake Pepin. The open floor plan features a spacious living room with adjoining kitchen and breakfast bar island. The dining area leaded to an elevated open porch and deck with expansive views. Stroll through the hillside gardens and relax on the deck overlooking the lake - a perfect setting for gathering, enjoying the gas BBQ and dining al fresco. The perfect Lake Pepin retreat!

Value · Family · Outdoor spaces

2nd story hot tub w/lake views in ideal location

Welcome to Peace of Pepin! This house was named for how we want you to feel during your stay here. We love Pepin! The Lake is incredible. The sunrises, the sunsets, the sounds and the soul of Pepin await just out the front door. You’ll likely see eagles, you may see pelicans, you’ll definitely see sail boats. Pepin is a magical place, and we’ll do everything we can to make your stay as enjoyable as we can. Centrally located to wineries, wedding venues, the water, and many hidden gems...

Value · Location · Nearby

The Alton House - Experience tiny house living

Come experience tiny home living at the The Alton House. Located within walking distance to downtown Pepin and Lake Pepin. Charming décor with your own private deck and yard. Queen bed Cot available on demand for a 3rd person. Small kitchen with microwave, refrigerator, coffee maker and hot plate Full set of pots and pans One bathroom with a shower Wifi on site 32" Roku Smart TV Breakfast bar with 2 stools Private driveway for parking Smoking allowed outside Pets allowed, fees apply.

Location · Outdoor spaces · Air conditioning

Quonset on the Corner - Pepin

Stay in a one-of-a-kind quonset hut style home walkable to downtown Pepin & Lake Pepin. Legend has it that only 150,000 of these homes were ever built. We invite you to be one of the lucky few to experience the allure a quonset home brings. This rare gem is fully renovated with a mid-century modern touch; boasts 2 bedrooms, a full kitchen, bathroom and plenty of living space. Explore all that Pepin has to offer- restaurants/wineries, shopping, sailing, and more.

Family · Location · Indoor spaces

Scenic, waterfront home on Lake Pepin with HOT TUB

Welcome to our newly renovated Pepin lake house! The perfect place for a couples getaway, friends weekend, family vacation, and everything in between. Enjoy the beautiful panoramic view of Lake Pepin from the front window while sipping a cozy cup of coffee, or watch the sunset with a glass of wine around a bonfire. The spacious dining room and kitchen are perfect for sharing a warm meal with loved ones, while the bar/living room promises a good time!

Family · Location · Walkability

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.

Location · Family · Comfort

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!

Family · Value · Comfort

Waterfront A-Frame on the Marina • Lake Pepin

A classic A-frame on the marina, where the Mississippi widens into a lake three miles across and the bluffs rise on both sides. Steps from Harbor View Café and The Pickle Factory, close to Villa Bellezza and Woods & Co. — one of the best-positioned spots in Pepin for a wedding weekend, a romantic escape, or a few days of doing exactly nothing. You have the best views, and you can walk everywhere Best location in town.

Location · Family · Checkout

Harbor Hill Inn Cottage - River Walk Suite

Welcome to the Harbor Hill Inn Cottage. Located next door to the Historic Harbor Hill Inn built in 1873. The Harbor Hill Inn Cottage offers two units that overlook the Mississippi River and Lake Pepin. We are just one block from the award-winning Harbor View Cafe and the Laura Ingalls Wilder Museum. The internationally recognized Villa Bellezza Winery is a comfortable walk or 2 minute drive.

Location · Value · Cleanliness

Rustic Bluff Cabin (#2)

We have two newly constructed (September 2025), 2 bed/1 bath cozy cabins that offer the ideal blend of comfort and modern rustic charm. Nestled in the scenic Driftless region, the cabins provide a tranquil retreat for couples, small families, or friends. The open concept living space is perfect for unwinding after a day of exploring the area or celebrating a wedding at one of the local venues.

Family · Location · Nearby

Pepin Forest Treehouse

Escape to Wisconsin’s Driftless Region in this one-of-a-kind 480 sq ft treehouse tucked into a wooded setting. Ideal for up to four guests, it offers a fully stocked kitchen, modern comforts, an open-air hot tub, pergola, patio, and cozy firepit. Just minutes from the Great River Road and the charming towns of Pepin, Stockholm, and Nelson—perfect for a peaceful, year-round forest getaway.

Location · Family · Laundry