Family-friendly holiday rentals in Pepin

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

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!

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!

Delightful Four Bedroom Home near Downtown

Gorgeous home with *game room* close to the Eagle Center, a block from the Mississippi River, just a stroll from shops/restaurants, and .4 mile to the Wabasha Marina. This beautiful home includes four bedrooms and a futon. Living room has games and TV w/ Roku. Kitchen includes pots/pans, coffee maker, toaster, griddle, waffle maker, popcorn popper, pizza stone. Game room has arcade, foosball, and a Switch. Grill and solo stove too! Large boat parking available in back.

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.

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!

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.

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.

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.

Spacious River View 2 br apt near Eagle Center

Discover this hidden gem in the heart of Wabasha! This fully renovated 2BR/2BA apartment blends historic charm with modern comfort. Walk to the Eagle Center, riverfront bandstand, and downtown dining. Enjoy a new kitchen, spacious living/dining room, fireplace, and large deck with Mississippi River views—all fully furnished for your stay. Plus, get 50% off the Wild Wings golf simulator in Lake City when you book!

Lake Port - relax & unwind

Discover the ultimate spot for unwinding at Lake Port, situated a short distance from Pepin along the scenic Great River Road. Perched on a hill with stunning views of Lake Pepin, you will delight in the beautiful scenery and convenient location. The expansive yard is perfect for enjoying a barbecue in the afternoon or a campfire experience under the night sky.

Art Orchard Gallery and Guest House

Welcome to the quaint and creative Village of Stockholm in the heart of the West coast of Wisconsin. This spacious guest suite has everything you need for a peaceful and comfy stay. King size bed, off street parking for one car, and a well equipped kitchen recently renovated bathroom. Easy diy check-in.