Holiday houses in Stillwater

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Top-rated holiday rentals in Stillwater

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
The spacious living area features exposed brick walls and hardwood floors. A white sofa is positioned near a flat-screen television, with large windows allowing natural light to fill the room. A door leads to the outside, and a cozy area rug is beneath the seating arrangement.
Loft in Stillwater
4.86 out of 5 average rating, 651 reviews

Downtown Lift Bridge Loft

Located in the heart of downtown Stillwater, Lift Bridge Loft is an absolutely gorgeous space with exposed brick and stone and hardwood floors. You will feel right at home while enjoying the unsurpassed view of the St. Croix Valley! Walking distance to restaurants, coffee shop right downstairs, antique malls, candy shops, bike/walking paths (including the loop connecting the two bridges), and much more! NO PARTIES OR EVENTS ALLOWED! License number STHR 2018-07 Security cam outside, stay off roof

Top Guest favourite
A charming white guesthouse is framed by vibrant purple flowers and green grass. Skylights are visible on the roof, and large glass doors create an inviting entrance. Surrounding landscaping adds to the appeal, offering a welcoming view of the property.
Guesthouse in Stillwater
5 out of 5 average rating, 103 reviews

South Hill Carriage House-Walk Downtown

Spacious, remodeled guesthouse. 1/2 mile walk to downtown. Live like a local when you stay on Stillwater’s historic South Hill. Located in a prime location, it’s easy to walk to downtown & the riverfront. Stroll a few blocks to “uptown” where the locals go for a burger-n-beer, fresh baked goods, & brunch. Go out and enjoy the St. Croix Valley in all it has to offer, incl. the St. Croix River, great restaurants, shopping, sightseeing, and so many outdoor activities. Or stay home and...just relax.

Top Guest favourite
Guesthouse in Stillwater
4.97 out of 5 average rating, 128 reviews

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

Top Guest favourite
Place to stay in Saint Croix Falls
4.95 out of 5 average rating, 397 reviews

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!

Top Guest favourite
The living area features two gray sofas arranged around a circular coffee table. A television is situated on a wooden console, while vibrant artwork adorns the walls. Light streams in from a window, creating a bright atmosphere. Metal lockers provide additional storage.
Guesthouse in Stillwater
4.98 out of 5 average rating, 135 reviews

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!

Guest favourite
A large window frames a serene view of a lake surrounded by trees, with branches displaying autumn colors. The gentle ripples of the water reflect the changing scenery, inviting a sense of calm.
Home in Stillwater
4.96 out of 5 average rating, 141 reviews

Cozy Retreat Close to Stillwater

Cozy retreat just 8 minutes from downtown Stillwater, perfect for weekend getaways, remote workdays, retreats, holidays, crafting and more. Enjoy 9 acres surrounded by trees with walking paths, multiple locations for a bonfire by the water, canoes, kayaks, bikes, snowshoeing, skating and more. This newly remodeled home has a northwoods cottage feel yet so close to Stillwater, 20 minutes to the Twin Cities and 30 from MSP Airport. No smoking or pets allowed, thank you for your consideration!

Guest favourite
Farm stay in Cottage Grove
4.95 out of 5 average rating, 564 reviews

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

Top Guest favourite
An open-concept living area highlights rustic exposed brick walls and hardwood flooring. A comfortable sofa is adorned with colorful cushions, facing a decorative glass coffee table. A stylish lounge chair and a potted plant are present, enhancing the spacious layout. A cast-iron wood stove adds a cozy touch.
Loft in Stillwater
4.97 out of 5 average rating, 403 reviews

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.

Guest favourite
A cozy cottage is set against a winter landscape, surrounded by snow-covered ground and tall trees. Sunlight streams onto the white exterior, highlighting the structure's simple design. A small shrub with bare branches is visible in the foreground.
Cabin in Hudson
4.91 out of 5 average rating, 417 reviews

Cozy Cabin on Banks of Willow River (Burkhardt)

Our cozy cottage on the banks of the Willow River is ideally situated for enjoying the Willow River State Park experience while enjoying the comforts of home. Willow Falls is a short walk, and the main entrance is one mile from the front door. The cottage has a unique walk-in shower, luxurious tub, and full kitchen for your own use. The main master bedroom has a queen bed, barnboard walls, large windows, access to back deck & outdoor hottub. Two twin beds in front room sleep 2.

Top Guest favourite
The exterior of a green, one-story house is displayed, featuring a welcoming front porch with seating. Lush greenery surrounds the home, complemented by flower beds and a neatly maintained lawn. An American flag is proudly positioned near the entrance, adding a touch of charm.
Cottage in Hudson
4.98 out of 5 average rating, 293 reviews

Cozy cottage in historic downtown Hudson!!

Welcome to my vacation rental home in beautiful Hudson, WI. This home is walking distance to the St. Croix River, Lake Mallalieu, and the wonderful shops and restaurants in downtown Hudson. This cozy home was remodeled specifically to host travelers. Every effort has been made to provide the amenities people seek while away from home. This is a one bedroom home, the second bed is a queen sized pull-out Murphy bed located in the living room. County Permit ID - LDGA-B6QPT9

Top Guest favourite
A single-story home is framed by lush greenery and flowering shrubs. The entrance features a decorative door and stone accents, while a well-maintained lawn leads to the front. The surrounding trees provide a natural setting, enhancing the peaceful environment.
Guest suite in Stillwater
4.98 out of 5 average rating, 162 reviews

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.

Top Guest favourite
Cabin in Saint Croix Falls
4.96 out of 5 average rating, 112 reviews

Cozy Lakeside Cabin + Woodstove by Interstate Park

Filled with the coziest vibes, vintage touches, and sun soaked windows, Alkov Cabin is your sweet little getaway about an hour from Minneapolis! Built in 2023 by the owners and filled with lots of old charm. Enjoy a fire overlooking the lake, a walk at a nearby nature preserve, a book on the sofa, all with a view of Bridget Lake in western WI. Minutes from charming downtown Balsam Lake, Interstate State Park, Trollhaugen Ski Area, and Balsam Lake Ski Trails. PCHD #77050

Popular amenities for Stillwater holiday rentals

When is the best time to visit Stillwater?

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Avg. price$287 AUD$294 AUD$313 AUD$342 AUD$374 AUD$364 AUD$374 AUD$417 AUD$374 AUD$384 AUD$366 AUD$353 AUD
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Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Stillwater?

    Yes! Work meets play with ease at over 30 vacation rentals in Stillwater featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Stillwater?

    Four-legged friends are welcome in Stillwater. Choose from more than 20 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in house rentals in Stillwater?

    Experience the best of Stillwater with our house rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly vacation rentals in Stillwater?

    Stillwater has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about holiday rentals in Stillwater

  • Total holiday rentals

    Explore 70 holiday rentals in Stillwater

  • Nightly prices starting at

    Stillwater holiday rentals start at $28 AUD per night before taxes and fees

  • Verified guest reviews

    Over 6,160 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Stillwater holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Stillwater rentals

  • 4.9 Average rating

    Stillwater stays are highly rated by guests—averaging 4.9 out of 5!