Family-friendly holiday rentals in Pepin County

Perched Above Pepin- hot tub, panoramic lake view!

Charming cabin perched on a hill w/ stunning views of Lake Pepin.Enjoy a cozy atmosphere w/ a fireplace, modern amenities, & sunroom w/ breathtaking lake vistas. Watch eagles soar and barges pass by, while listening to the sound of trains rolling by along the river.Located near hiking trails, water activities, local wineries, and breweries, this cabin is perfect for outdoor adventures.With easy access to both Lake City and Wabasha, it’s an ideal getaway, blending comfort, nature, and attractions

Indoor spaces · Family · Sleep quality

Little Square Farmhouse + Pottery Studio

This charming, country 1926 farmhouse sits atop rolling country fields just outside the village of Maiden Rock, and just a few miles to Stockholm, Pepin, & Red Wing, Mn. This farmhouse was purchased by the host's parents in 1987. While being raised here with 8 siblings, this home felt very small. After growing up and finding a life of her own, she found her way back home and has been putting her interior design skills to work on Little Square Farmhouse since 2008. #littlesquarefarmhouse

Family · Indoor spaces · Parks

Nature & Fun * Game Room * Comfortable & Cozy

🏡 Stylish Comfort, Nature & Game Room Fun in Durand! Enjoy the perfect mix of style, comfort, and entertainment! ✨ What You’ll Love: ✔ Master Suite – KING bed + HUGE bath ✔ Super Cool Game Room – Endless fun! ✔ Fully Stocked Kitchen – Easy Cooking ✔ WiFi & Smart TV – Stay entertained ✔ Washer & Dryer – Easy laundry ✔ Super Comfortable Beds – Sound Sleep ✔ Stocked Bathrooms – Essentials provided 🌿 Nature in the City! 🌿 Watch wildlife from every direction! Relax & enjoy Durand! 🎉

Kitchen · Indoor spaces · Location

Charming Cabin with Hot Tub & Fire Pit

Experience historic charm & luxury at The Paige, an updated 103-yr-old cabin in Pepin, WI. Enjoy a quiet neighborhood just a 10-min walk (0.5 mi) to Villa Bellezza Winery & Lake Pepin marina. Perfect for wedding guests, wine tours, or family trips with your pup! This dog- & family-friendly retreat offers premium amenities like a brand-new 6-person hot tub, firepit, & cozy fireplace. Walk to top local dining or take a short drive to Stockholm. Book your worry-free Pepin getaway today!

Indoor spaces · Kitchen · Condition

Pepin Marina Retreat: Cottage Apartment with Deck

We are right across from the Pepin Marina and Beach, next door to Bear Fish Brew Coffee House, and steps away from the iconic Harbor View Cafe! You can book sailing and pontoon rides on the lake. The Pickle Factory, a waterfront grill and bar, features live music, bingo and more. Up the hill is the River Time bar, which also features live music and small plates. We are one mile away from the Villa Belleza Winery. There's lots to see and do along all the nearby river towns!

Indoor spaces · Family · Outdoor spaces

The Main Stay on the Bluff

The Main Stay on the Bluff is a spacious 3,000 sq ft home with four bedrooms and two bathrooms, thoughtfully designed to accommodate a wide range of guests. The main floor is fully handicap accessible and opens to an outdoor patio with seating and a fire pit. As part of Samakya Cabins, one of two private retreats set on 65 secluded acres, the property offers incredible bluff views, peaceful surroundings, and a truly special escape immersed in nature.

Family · Indoor spaces · Getting around

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!

Kitchen · Indoor spaces · Decor

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.

Kitchen · Family · Checkout

Villa Del Lago - Lakehouse in Pepin

Villa Del Lago is located in beautiful Pepin Wisconsin. This beautiful 4 bedroom home boasts panoramic views of Lake Pepin. The open floor plan features a spacious family room with adjoining sunroom. The recently renovated kitchen features gorgeous butcher block countertops and breakfast bar. 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.

Kitchen · Indoor spaces · 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 · Kitchen · View

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.

Indoor spaces · Family · Parks

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.

Indoor spaces · Family · Amenities