Holiday rentals in Houlton

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Top-rated holiday rentals in Houlton

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

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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, 119 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, 137 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, 436 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
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, 142 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 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, 68 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, 185 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, 417 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
4.9 out of 5 average rating, 39 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.

Top guest favourite
The spacious living area features exposed brick walls and hardwood floors. A large window allows natural light to fill the room. A comfortable sofa sits next to a low coffee table on a textured rug, with a TV mounted on the wall opposite the seating area.
Loft in Stillwater
4.83 out of 5 average rating, 612 reviews

Liftbridge river view

Wake up with a view of the lift bridge from the bedroom window! Right in the heart of downtown Stillwater, along the St. Croix River Valley, the "Mini Me" has the absolute best view and location in the area. Enjoy this historic yet modern accommodation with everything you will need to feel right at home. NO PARTIES OR EVENTS ALLOWED (License number STHR 2018-07)

Popular amenities for Houlton holiday rentals

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