Vacation rentals in Houlton

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Top-rated vacation rentals in Houlton

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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, 115 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, 122 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

4.96 out of 5 average rating, 277 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

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, 118 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, 389 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 favorite

A rustic cabin exterior is framed by lush greenery, featuring large windows that invite natural light. Three lounge chairs are positioned on the grass in front, creating a comfortable space for relaxation. An American flag is displayed near the entrance.

Tiny home in New Richmond

4.92 out of 5 average rating, 383 reviews

Dick's Cabin at the Eagles Roost Trout Farm

Our unique cabin on Hennessy Creek sits pond-side at the Eagles Roost Trout Farm. Relax to trickles of our clear waters, hike on 100’s of pristine acres & trails, fly fish for Rainbow Trout, enjoy campfires or take a hot sauna, then let dreams become lasting memories, while you sleep like a baby. Rustic & perfect for kids or couples, bikers & hikers, a haven for birdwatchers, nature lovers, & stress busters. Our cabin is a “destination” unto itself regardless of plans beyond your stay.

Top guest favorite

An outdoor seating area features two red cushioned chairs and a small glass table, positioned around a circular fire pit. Soft light illuminates the space from a nearby lamp, with greenery and flowers visible in the background, creating a serene atmosphere.

Farm stay in Roberts

4.87 out of 5 average rating, 331 reviews

Very private, country, wildlife, & comfort of home

Close to the St. Croix River and the Twin Cities. 2 State Parks within 10 minutes, and great dining in Hudson, River Falls, & Stillwater. Perfect for couples and family adventurers. 35 minutes from MSP and 1.5 miles off I-94. When things green up during spring and summer, it is a park like setting. Fall brings beautiful brilliant color. Winter brings cross county skiing, snowshoeing, tubing, and hiking. A treasure for nature enthusiasts. Natural setting with woods, deer, birds, turkeys.

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, 126 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, 112 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, 191 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 .

Top guest favorite

A spacious bed is dressed in an orange comforter, accented by decorative pillows. A bedside table holds a simple vase with flowers. Two windows with wooden blinds allow soft light to enter the room, highlighting the elegant wall paneling.

Guest suite in Stillwater

4.97 out of 5 average rating, 289 reviews

The Lil Suite of Historic Stillwater.

Private suite with a private entrance in Historic Stillwater Mn. Blocks from the downtown pubs, shops and restaurants. Located about 6 blocks up the hill from historic Downtown Stillwater. The suite is located in the Historic North Hill neighborhood of Stillwater. It's a very quaint, quiet & charming neighborhood. Packed with tons of historic homes. Our main home was constructed in 1865. STHR 2021-06

Superhost

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

4.81 out of 5 average rating, 565 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)