Holiday rentals in Stillwater

Harriet Carriage House Adorable 1BR with fireplace

Enjoy a quiet stay in this stylish, centrally located Stillwater Carriage House apartment. This private, stand-alone apartment is just under a mile walk to downtown Stillwater, a few blocks from hand-roasted coffee, a historic neighborhood bar, amazing boozy pies, the Summer Farmer's Market, and Nelson's Icecream Shop. Our gem is poised to please with the atmosphere of a boutique hotel, the convenience & privacy of an apartment, and a gateway to nature, culture, and lasting memories. Lic# 2022-6

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!

Lumberjack Inn DT-on Main St. with a rooftop deck

Welcome to our unique townhome located in a historical building nested into the heart of downtown, offering panoramic views of the St.Croix River.Unwind on the expansive rooftop deck, enjoying a 360 panoramic view of the river, downtown, and the charming historical neighborhood.This gem is also apart of the Union Art Alley, featuring a vibrant mural by a local artist.With dining, shopping, and live entertainment just steps away, your stay promises a perfect blend of culture and entertainment.

Luxury Barn Cottage and Villa at Hope Glen Farm

The Corn Crib Cottage Barn or Villa is a luxurious and rustic 1100 square foot space. The Corn Crib originally used to dry corn and animal housing. This is a very rare historical building built in the 1920's The villa has a 2 person whirlpool jacuzzi , rain shower, beautiful full kitchen, fireplace and next to the 550 acre Washington County Cottage Grove Ravine regional park reserve. The Cottage is near the famous lofty lodge treehouse in the area. Treehouse on airbnb listing number 14059804

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.

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.

Cottage in historic Hudson, 5 blocks from DT

Enjoy the charm of Hudson WI while spending your nights in this lovely cottage. 5 blocks walking distance from the hub of activity, you can enjoy all that the community has to offer and come home to a cozy comfortable environment . This private setting has its own entry and parking and is a perfect for corporate rentals, friend or couple getaways. Advance notice required if bringing a pet- please review house manual for details .

The Lil Suite of Historic Stillwater.

Private suite with a private entrance in Historic Stillwater Mn. Blocks from the downtown pubs, shops and restaurants. Located about 6 blocks up the hill from historic Downtown Stillwater. The suite is located in the Historic North Hill neighborhood of Stillwater. It's a very quaint, quiet & charming neighborhood. Packed with tons of historic homes. Our main home was constructed in 1865. STHR 2021-06