Vacation rentals in Houlton

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Top-rated vacation rentals in Houlton

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

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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 out of 5 average rating, 103 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 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, 128 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
Guesthouse in Stillwater
4.98 out of 5 average rating, 135 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
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, 301 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 favorite
A charming three-season porch features comfortable wicker seating arranged around a light-colored table. Artwork adorns the walls, and natural light filters through the windows, highlighting the space's inviting atmosphere. A door leads to the exterior, enhancing accessibility.
Home in Hudson
4.99 out of 5 average rating, 220 reviews

Location, Comfort, Amenities! Downtown Hudson, WI!

*As seen in the film "Christmas Lovers Anonymous" (released November 2021)* Welcome home to this fully renovated vacation rental in downtown Hudson, WI. This immaculate home is just blocks from the St. Croix River, and the fun shops and restaurants in historic downtown Hudson. This home was remodeled specifically to host travelers. Every effort has been made to provide guests with the comforts of home. Check out my other 5-Star Hudson property on River Street! County Permit ID# LDGA-BDQRRV

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, 126 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 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, 403 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.

Guest favorite
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, 417 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 favorite
A comfortable living area features a patterned couch facing a television. A potted plant provides a touch of greenery near the window, allowing natural light to fill the space. A wooden table is positioned in front of the couch, enhancing the cozy atmosphere.
Home in Dayton's Bluff
4.99 out of 5 average rating, 109 reviews

Comfy St Paul Duplex-close to downtown, EZ parking

Welcome to this sunny, upper level duplex unit located just across from downtown Saint Paul in historic Dayton's Bluff. Conveniently located, it is under 2 miles to RiverCentre, 1 mile to CHS Field, St Paul Farmers Market or Union Depot, just .4 miles to Metro State University & a few blocks to Mounds Park & Bruce Vento Nature Sanctuary. This spacious, city retreat offers relaxing work spaces, a yoga/fitness room, and coffee, tea and snacks to help make your stay comfortable.

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, 161 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 favorite
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, 120 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 well-maintained cottage exterior is portrayed, featuring a combination of grey and light-colored siding. A decorative black fence borders a garden of vibrant purple flowers and lush green plants in the foreground, while the charming house is framed by trees and shrubs.
Guesthouse in Hudson
4.96 out of 5 average rating, 200 reviews

Cottage in historic Hudson, 5 blocks from DT

Enjoy the charm of Hudson WI while spending your nights in this lovely cottage. 5 blocks walking distance from the hub of activity, you can enjoy all that the community has to offer and come home to a cozy comfortable environment . This private setting has its own entry and parking and is a perfect for corporate rentals, friend or couple getaways. Advance notice required if bringing a pet- please review house manual for details .

Popular amenities for Houlton vacation rentals

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