Family-friendly holiday rentals in Stillwater

The Wissahickon Inn - The Cozy Cabin In The Woods

You'll love our cabin in the woods! Once a historic mercantile, the Wissahickon Cabin has been transformed into a cozy cabin for 2 - 4 guests. The cabin is situated in the forest and visible from the Gandy Dancer Trail. The front porch boasts an access path directly to the popular Woolly Bike Trail. Our cabin is secluded in the woods, but it's less than a 5-minute drive to downtown St Croix Falls, Interstate Park, dining, shopping, and entertainment. Enjoy a peaceful getaway in the north woods!

Bright & Comfy Stillwater Loft Apartment

Welcome! We're so glad you've chosen to stay at our sunshiny, spacious Stillwater apartment! You will have everything you need for your St. Croix River Valley adventure! Whether you're snuggling in on a wintry weekend, using this as home-base for summer explorations, or unwinding after a historic downtown event, you'll find all your creature comforts met while planning your next outing. Simply a mile from the historic downtown and river areas, you'll have easy access to the best of Stillwater!

Entire home near Afton, state parks, skiing, beach

Our cottage is snuggled amongst recreational hotspots, walking distance to the beach, 2 miles from beautiful Afton MN (state park, downhill skiing), 4 miles from Hudson WI (shopping, dining, boat cruises, live music), 15 minutes from historic Stillwater. This small but comfortable home has amenities galore, is nestled on a double lot just 2 blocks from the river & 1 block away from a popular biking/walking trail. Sleeps 5 people comfortably. Unpaved driveway with ample parking for 2 vehicles.

Downtown Loft Getaway with Rooftop Deck

With a downtown Main Street location that can't be beat, Stillwater's best restaurants, shops, and riverfront activities are just steps outside the door! This loft apartment combines a sophisticated mix of modern decor, while maintaining the historic architecture and rustic charm. (License number STR2024-14) SOMETIMES THERE IS LOUD MUSIC PLAYED BY OUR NEIGHBORS THAT YOU CAN HEAR THROUGH OUR SHARED BRICK WALL. IF THIS WOULD BOTHER YOU, PLEASE CONSIDER BOOKING OUR "MAIN STREET RETREAT" APT.

The Little Red Barn @Three Acre Woods

This is our little glamping barn! There is electricity and the covered patio has a small fridge, microwave, camp stove, and bbq grill. No running water inside. Living room and one bedroom with a queen bed on the first level. The loft has a full bed and room for a sleeping bag or two for more guests. An out house and outdoor shower. I have added an Arctic Ice cooler for hot nights! But no AC. There is a nice fire pit, playground, and goats to play with! Warning: The cats love to visit!

Dick's Cabin at the Eagles Roost Trout Farm

Our unique cabin on Hennessy Creek sits pond-side at the Eagles Roost Trout Farm. Relax to trickles of our clear waters, hike on 100’s of pristine acres & trails, fly fish for Rainbow Trout, enjoy campfires or take a hot sauna, then let dreams become lasting memories, while you sleep like a baby. Rustic & perfect for kids or couples, bikers & hikers, a haven for birdwatchers, nature lovers, & stress busters. Our cabin is a “destination” unto itself regardless of plans beyond your stay.

Loons Nest in Stillwater, MN

Entire lower level of home is yours with a private entrance. Welcome to Loons Nest! Located minutes from Stillwater… the 1848 Birthplace of Minnesota located on the scenic St. Croix River! A place where authentic paddle wheel riverboats and gondolas glide the waters. Historic Main Street shopping, dining, lodging and entertainment are yours inside this charming town. Beautiful Stillwater is a short drive from the Twin Cities of Minneapolis/St. Paul and Wisconsin border.

Star Gazing Glass House 4 Season with Hot Tub

This glass house has a mini split offering both heat and air conditioning. There is something truly magical about being submersed in nature. Watching beautiful snowflakes cascade around its walls, snuggled under heated blankets while star gazing. Rainstorms have a new meaning, sunsets and sunrises become a life-changing experience. This is a photographer's dream, a romantic getaway, or the perfect place to reconnect with yourself. Private hot tub and fire pit.

Yurt-Style Tent at Stone Creek Farm

1 of 4 campsites on the farm, this yurt-style tent has all you need to enjoy camping without the work! The campsite includes a picnic table, BBQ grill and fire pit. There is a self composting toilet on site. Camp carts available to bring gear out. Drinking water is available from the hose out by the high tunnel. It is about a quarter mile walk to the site. If this site is booked when you want to stay, check out our new sites Peachy Keen and Plum Perfect!