Vacation rentals in Houlton

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Top-rated vacation rentals in Houlton

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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
4.85 out of 5 average rating, 697 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, 145 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

Guest favorite
Home in Stillwater
4.94 out of 5 average rating, 47 reviews

Stone's Throw from St Croix & Downtown Stillwater

3BR, 4-bed: 1 main-floor, 2 upstairs (1 with 2 beds). Sleeps 10. * A stone's throw from the St Croix River * Drivable to many restaurants, bars, and antique stores * 5-minute drive to Downtown Stillwater * 3 bedrooms with four queen/full beds and a sleeper sofa * Two full bathrooms * Fully stocked kitchen and coffee bar * Dining room seats 10 * Private yard with comfortable seating and gas BBQ * Two balconies with views of the St Croix River * Off-street parking spaces * Fast Wi-fi and smart TVs

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
4.96 out of 5 average rating, 152 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
Home in Stillwater
5.0 out of 5 average rating, 52 reviews

Peaceful and Private Stillwater Chalet On Water

As you venture down the woodsy driveway of the Stillwater Chalet, you may notice your blood pressure seems to have lowered and your shoulders feel a little lighter. You have entered a private waterfront refuge in the historic town of Stillwater, with downtown 3 miles away. Sip coffee and take in the panoramic view of the backyard pond, play lawn games, and explore the glossy water by kayak. End your day with a relaxing steam shower and an evening beverage around the fire pit under the stars.

Top guest favorite
The living room features large windows allowing soft natural light to brighten the space. A cozy seating arrangement includes two black armchairs and a spacious gray sofa. A central round coffee table is complemented by a decorative piece, and a small side table is positioned beside the sofa.
Home in Hudson
5.0 out of 5 average rating, 131 reviews

DT Hudson Home w/Hot Tub, 1 block from Riverwalk!

Step into history at our 5-bedroom downtown Hudson retreat! Nestled just 4 blocks from shopping and dining, and only 1 block from the historic St. Croix River, this home seamlessly combines modern comfort with timeless charm. Gather your friends or family and enjoy dining, shopping, nature, and the many other local attractions in Hudson...then, come back and refuel in this comfortable space with a hot tub! Immerse yourself in downtown Hudson and relax and enjoy a beautiful, historic home.

Top guest favorite
The spacious living area features exposed brick walls and high ceilings. Two white sofas are arranged around a decorative area rug, with a wooden coffee table at the center. A television is positioned on a light-colored media unit near large windows allowing natural light to illuminate the space.
Loft in Stillwater
5.0 out of 5 average rating, 74 reviews

Historic Loft Right on Main St

** Hi! Thanks for considering my place! Be sure to read through my entire listing to ensure you enjoy your visit! Come discover Stillwater and all it has to offer in a spacious and updated historic loft right on Main St. You will love the short walk home with a belly full of the delicious food and drinks that Stillwater is known for, especially after perusing the amazing art galleries, boutique clothing stores, endless antiques, and historic candy shops all right outside your front door.

Superhost
A fire circle features several dark wooden chairs arranged around a stone ring, surrounded by greenery. In the background, the river is visible, along with boats docked at the marina. A clear blue sky is seen above the tranquil water.
Home in Stillwater
4.97 out of 5 average rating, 92 reviews

Cottage in the Alley, River View, Stillwater, MN

Bright cheery well appointed craftsman styled cottage with lovely river views, walking distance, less than a mile to the historic district via the beautiful Browns Creek Trail. Close to the action and far enough away. Great space for relaxing inside or outside in the beautiful backyard with family and friends! Great Pickleball community, many golf courses, bicycling & hiking trails near by! *Please READ entire listing before booking thank you! City of Stillwater STR License #2017

Top guest favorite
The spacious sleeping area features a king bed dressed in white linens, complemented by soft pillows. A circular lounge chair sits nearby on a decorative area rug. Natural light filters through multiple skylights and windows, highlighting the modern, airy design.
Guesthouse in Stillwater
5.0 out of 5 average rating, 128 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” for a burger-n-beer, fresh baked goods, & brunch. Go out and enjoy the St. Croix Valley in all it has to offer, including the St. Croix River, great restaurants, shopping, sightseeing, and so many outdoor activities. Or stay home and...just relax.

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
4.99 out of 5 average rating, 206 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.

Superhost
An aerial view captures a spacious rural landscape featuring two silos and a large barn amidst colorful autumn foliage. A serene river lies in the background, with a bridge connecting the distant shore. The area is surrounded by cornfields, highlighting the agricultural heritage of the property.
Farm stay in Hudson
5.0 out of 5 average rating, 146 reviews

Betty's country farmhouse near Stillwater, MN

Spend some time in the country with this 1930's farmhouse that has tons of character, updates and unique style all its own. This was originally a working dairy farm and we are the 4th generation owners. Step into some history and charm with this updated nostalgic home. Main level full bathroom has been completely redone. Sit on the back porch and relax or take a 5 minute drive to historic Stillwater or Hudson and everything the St. Croix Valley has to offer!

Top guest favorite
A historic home with a welcoming front porch is framed by a black wrought-iron fence and surrounded by lush greenery. Two rocking chairs and a small table are positioned on the porch, offering a cozy space to relax and enjoy the outdoors.
Home in Stillwater
4.93 out of 5 average rating, 94 reviews

Historic Stillwater Home

Enjoy a stylish experience at this charming historic home built in 1882 less than a half a mile from downtown. House sits on the South Hill of Stillwater. It is a 5-block walk to the Chilkoot Stairs that bring you straight into town with amazing river views. This home has been completely updated to meet modern needs but with still the old feel of this historic logging town. Stillwater provides a beautiful river, parks, shopping and many restaurants.

Popular amenities for Houlton vacation rentals