Vacation rentals in Stillwater

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Top-rated vacation rentals in Stillwater

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

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Guest favorite
A spacious living area features a white sectional sofa positioned around a wooden coffee table. Textured walls in exposed stone and wood accents create a warm backdrop. Soft area rugs are laid over hardwood floors, enhancing comfort and inviting relaxation.
Loft in Stillwater
4.86 out of 5 average rating, 636 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 favorite
A cozy living area features a modern gas fireplace beneath a flat-screen TV. A leather chair with a side table is positioned next to a low coffee table, while a large window allows natural light to fill the space. A sliding glass door leads to an outdoor deck.
Guesthouse in Stillwater
4.97 out of 5 average rating, 126 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 favorite
Place to stay in Saint Croix Falls
4.95 out of 5 average rating, 377 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 favorite
Guesthouse in Stillwater
4.98 out of 5 average rating, 130 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!

Top guest favorite
A spacious bed with crisp white linens is positioned against a wall adorned with an abstract art piece. Natural light filters through a large window, complementing the minimalist decor, which includes a wooden nightstand and a soft area rug underneath.
Guest suite in White Bear Lake
4.99 out of 5 average rating, 127 reviews

Modern Cozy Suite w/ Kitchen & Private Entrance

Discover an ideal retreat in this well-designed suite. Unwind on a plush queen Casper bed for a restful night. Indulge in a luxurious full bath with complimentary bathrobes, stunning floor-to-ceiling tile and heated floors. Start your day with freshly brewed coffee in a fully equipped kitchen, featuring a stove, oven, microwave, tea kettle, and a spacious fridge with a freezer. Explore the beauty of White Bear Lake, one of the Twin Cities largest lakes. This Airbnb stay is sure to be memorable.

Top guest favorite
An inviting rooftop deck features comfortable seating with decorative cushions, surrounded by potted greenery. Soft lighting from string lights creates a cozy atmosphere, while panoramic views of the St. Croix River and downtown buildings are visible in the background.
Townhouse in Stillwater
4.95 out of 5 average rating, 123 reviews

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.

Top guest favorite
An aerial view showcases a rural property featuring multiple buildings, including a large red barn, a farmhouse, and a smaller structure. Lush greenery surrounds the area, with trees and an open field visible. Pathways connect the buildings, creating an inviting outdoor space.
Farm stay in Cottage Grove
4.96 out of 5 average rating, 547 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 favorite
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
4.96 out of 5 average rating, 398 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.

Top guest favorite
An outdoor seating area features two red cushioned chairs and a small glass table, positioned around a circular fire pit. Soft light illuminates the space from a nearby lamp, with greenery and flowers visible in the background, creating a serene atmosphere.
Farm stay in Roberts
4.88 out of 5 average rating, 347 reviews

Very private, country, wildlife, & comfort of home

Close to the St. Croix River and the Twin Cities. 2 State Parks within 10 minutes, and great dining in Hudson, River Falls, & Stillwater. Perfect for couples and family adventurers. 35 minutes from MSP and 1.5 miles off I-94. When things green up during spring and summer, it is a park like setting. Fall brings beautiful brilliant color. Winter brings cross county skiing, snowshoeing, tubing, and hiking. A treasure for nature enthusiasts. Natural setting with woods, deer, birds, turkeys.

Top guest favorite
A view from the kitchen showcases a dining area with a countertop and four black chairs. The open floor plan leads into a living room with a green sofa and a large television, illuminated by natural light from a nearby window.
Cottage in Hudson
4.98 out of 5 average rating, 283 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 favorite
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, 146 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.

Guest favorite
A glass house reflects natural surroundings, enclosed by trees and sunlight. The interior features a spacious bed draped in white linens, with cozy seating visible nearby. A wooden deck extends outwards, complemented by outdoor furniture and decorative lanterns.
Dome in Afton
4.86 out of 5 average rating, 368 reviews

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.

Popular amenities for Stillwater vacation rentals

When is the best time to visit Stillwater?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR3,480 ZARR3,566 ZARR3,806 ZARR4,149 ZARR4,543 ZARR4,423 ZARR4,543 ZARR5,058 ZARR4,543 ZARR4,235 ZARR3,995 ZARR3,566 ZAR
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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.

  • Do house rentals in Stillwater have wifi?

    Absolutely! We offer over 30 house rentals with wifi in Stillwater. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Stillwater

  • Total vacation rentals

    Explore 70 vacation rentals in Stillwater

  • Nightly prices starting at

    Stillwater vacation rentals start at R343 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 5,990 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Stillwater vacation 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!