Holiday rentals in Houlton

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Top-rated holiday rentals in Houlton

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Guest favourite
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, 642 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, 102 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, 127 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
Guest house in Stillwater
4.98 out of 5 average rating, 133 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 favourite
The exterior of the cottage is framed by tall trees, showcasing a welcoming entrance with a small porch. The gray siding and shingle accents blend harmoniously with the natural surroundings. Decorative elements and planters add a personal touch to the inviting facade.
Cottage in Lakeland
4.97 out of 5 average rating, 295 reviews

Entire home near Afton, state parks, skiing, beach

Our cottage is snuggled amongst recreational hotspots, walking distance to the beach, 2 miles from beautiful Afton MN (state park, downhill skiing), 4 miles from Hudson WI (shopping, dining, boat cruises, live music), 15 minutes from historic Stillwater. This small but comfortable home has amenities galore, is nestled on a double lot just 2 blocks from the river & 1 block away from a popular biking/walking trail. Sleeps 5 people comfortably. Unpaved driveway with ample parking for 2 vehicles.

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
4.95 out of 5 average rating, 124 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.

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, 413 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
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, 287 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, 153 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, 118 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 favourite
A comfortable living room is presented with two armchairs, a spacious couch, and a round coffee table at the center. Colorful artwork adorns the walls, and ample natural light fills the space through two large windows. A TV sits atop a wooden console, adding to the welcoming ambiance.
Townhouse in Saint Paul
4.96 out of 5 average rating, 119 reviews

Comfort Oasis Near the Twin Cites

Quiet 2-bedroom second-floor townhouse in a cul-de-sac right near Berwood Park with easily accessible hiking trails. Spacious King beds and full amenities are available to you. Enjoy your morning coffee while listening to records on the player. Wifi & streaming services are ready for you! Less than 15 minutes to St. Paul, 20 minutes to Minneapolis and MSP airport, and 25 minutes to Stillwater/Hudson.

Guest favourite
A spacious living area is furnished with a teal sofa and a light gray armchair. A coffee table sits in front of the sofa, with stylish decor on top. Natural light enters through sliding glass doors, revealing a dining area with a wooden table and chairs.
Townhouse in Saint Paul
4.88 out of 5 average rating, 156 reviews

Peaceful and Artistic Metro Escape

Quiet 2-bedroom second-floor townhouse in a cul-de-sac right near Berwood Park with easily accessible hiking trails. Comfy queen beds and beautiful art await. Enjoy your morning coffee on the patio. Wifi & streaming services are ready for you! Less than 15 minutes to St. Paul, 20 minutes to Minneapolis and MSP airport, and 25 minutes to Stillwater/Hudson.

Popular amenities for Houlton holiday rentals

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