Family-friendly holiday rentals in Pierce County

Stone Moss Eco-Retreat Yurt

The Yurt at Stone Moss offers 1-2 guests a charming & comfortable “glamping” getaway. Tucked into bluff country, high above Lake Pepin in Wisconsin’s Driftless Region, this 20-acre woodland prairie is just over an hour’s drive from the Twin Cities. Stone Moss Eco-Retreat is a rustic, off-grid property that is perfect for a solo escape from the city or a romantic getaway. Dogs are also welcome guests. Come experience the magic of this place. And you can tell your friends you glamped in a yurt!

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

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

River view retreat -walk to downtown

Beautifully remodeled 2-bed, 1-bath getaway combines modern comforts with unbeatable location and views. Fully updated interior and exterior featuring a walk-in tile shower, solid surface kitchen countertops, and brand-new appliances. Take in the stunning views of Bay Point Park and the Mississippi River right from the property. Large private backyard complete with a deck and fire pit. Located within walking distance to downtown, restaurants, bars, shops, and riverfront attractions.

Entire private home on acreage next to Afton Alps

Updated country home located one mile north of Afton Alps ski hill and golf course. We are across the road from Afton State park with miles of walking trails and the St. Croix River. You will love how peaceful this space is. There is also a fire ring and plenty of firewood to enjoy sitting outside. Large patio to enjoy coffee in the morning or a barbeque. We are now cleaning with Melaleuca's Ecoscense Products. Healthier for you and the environment.

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. We also have a very nice campertrailer with 1 full sized bed, 1 queen sized bed. 2 bunks and bath that is avialable seasonaly.

Porch Swing Charm | Relax & Unwind + Free Parking

✔ 1 King Bed – Plush & comfortable for a restful night’s sleep ✔ Porch Swing Seating – A charming twist on traditional living spaces ✔ Microwave & Mini Fridge – Convenient for light meals & snacks ✔ Full Private Bathroom – Newly remodeled with a walk-in shower ✔ Coffee & Tea Station – Enjoy a cozy morning or evening unwind ✔ ¼ Mile from Downtown Prescott – Close to shopping, dining & the river ✔ Free Onsite Parking – Hassle-free & convenient

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.

Lake Pepin Cottage on the Bluff

Bluff Cottage Overlooking Lake Pepin Compact and beautiful, this modern cottage is situated on 8 acres on a bluff overlooking Lake Pepin in the driftless area of Wisconsin. The house is mostly windows, with spectacular views of the sunrise, the sunset, Lake Pepin and the Milky Way. House has all the amenities, and sleeps four, plus a wood-burning sauna.

Curds N' Way Inn

Escape to a bright, super clean midcentury ranch on a peaceful family farm near Ellsworth—Wisconsin’s Cheese Curd Capital. Sleeps 8 with 3 comfy bedrooms and a fully furnished basement with bar. Gather around the backyard fire pit, play yard games, or unwind in privacy. Perfect for family getaways, friend weekends, or laid-back retreats.

Pet-friendly downtown apt

Cozy and comfortable 1-bedroom apartment on the first floor of a triplex blocks from downtown Red Wing. Apartment is within walking distance to the riverfront and Main Street and in close proximity to Memorial Park & Barn Bluff Trailhead. **Listing price includes a 3% City of Red Wing lodging tax.

Historic Loft- Top spot in Prescott

Bean Loft is located in a charming 1870's building on Main Street in downtown Prescott. Steps from restaurants, pubs, antique stores and a boat marina. There is plenty of sleeping room for groups, an office, large living room and full kitchen outfitted with everything to prepare and serve a meal.