Holiday rentals in Houlton

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Top-rated holiday rentals in Houlton

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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, 679 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
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.
Guest house in Stillwater
5 out of 5 average rating, 117 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
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.
Guest house in Stillwater
4.97 out of 5 average rating, 134 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
The charming chalet is framed by tall trees, with a wooden deck overlooking the serene pond. A patio area features a metal table surrounded by chairs, adorned with vibrant flowers. The rustic building showcases large windows, blending harmoniously with the natural surroundings.
Home in Stillwater
5 out of 5 average rating, 45 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 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, 411 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 favourite
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 out of 5 average rating, 66 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.

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, 184 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
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 out of 5 average rating, 137 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!

Guest favourite
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
4.87 out of 5 average rating, 415 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.

Top guest favourite
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
4.92 out of 5 average rating, 91 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.

Guest favourite
A vibrant scene of colorful hot air balloons floats above the St. Croix River, with the historic Lift Bridge in the foreground. Lush green hillsides frame the landscape, while the calm water reflects the balloons’ hues under a clear blue sky.
Home in Stillwater
5 out of 5 average rating, 13 reviews

Grandview Loft-Best View in Stillwater

The Grandview Loft (part of GrandviewBluff properties) has the best view in Stillwater, perched on Grandview Bluff above downtown, enjoy a view of the St. Croix River valley, picturesque downtown Stillwater and historic Lift Bridge. The Loft is literally steps from main street, close to historic locations, wedding venues, restaurants, bars, live music. There is no need to start your car.

Guest favourite
An outdoor seating area features a fire pit surrounded by log seating, with flames illuminating the space. A patio with string lights overhead creates a cozy setting. In the background, a glimpse of a vehicle is visible, along with a well-maintained lawn.
Home in Stillwater
4.89 out of 5 average rating, 38 reviews

Stillwater retreat

Our renovated residence is tucked away in a quiet neighborhood located 5 minutes from downtown Stillwater and downtown Bayport. Have an eventful day exploring the river and trails, make s’mores by the bonfire, or simply relax. We are here to earn your business and make sure you have a wonderful stay. Boat trailer can be tucked away beside garage; St. Croix public access is 1mi away.

Popular amenities for Houlton holiday rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. St. Croix County
  5. Houlton