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Guesthouse holiday rentals in New England

Find and book unique guesthouse rentals on Airbnb

Top-rated Guesthouses in New England

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Top Guest favourite
Guesthouse in Marlboro Township
4.97 out of 5 average rating, 182 reviews

Refined, serene and like no other, Marlboro, VT.

Our elegant, supremely comfortable, and private guesthouse is surrounded by a wonderful garden and 350 acres of woodland in the quiet of rural Vermont. We are 30 minutes from Brattleboro to the east, with its many shops and restaurants, and 12 minutes from the small town of Wilmington to our west, with some restaurants, shops, and a supermarket However, we always recommend bringing groceries, etc., for your first night and next morning. We are pleased to offer a 20% discount for 7 days or more!

Top Guest favourite
The guest house features a modern design with a bright yellow exterior, large glass doors, and a spacious front deck. Surrounding greenery and a stone wall create a natural, secluded atmosphere. The deck offers an inviting space for relaxation while overlooking the landscaped yard.
Guesthouse in Guilford
4.99 out of 5 average rating, 517 reviews

Get Back to Nature at a Modern Wood Clad Getaway

HAPPY SPRING… PEEPERS are singing. The spring birds are arriving and the crocuses are up. Hawks, cardinals, blue jays, bluebirds, gold finches and more are here. Beautiful hiking trails in the woods and along the beachfront. Great places to shop and eat or catch a show at one of New Haven’s renowned museums or broadway theatres or relax. Great restaurants along the shore. Enjoy! We want you to have a relaxing stay with us, free from worry. We are located in a private area, away from public.

Top Guest favourite
A scenic view captures a classic white farmhouse with a metal roof, framed by trees featuring vibrant autumn foliage. Rolling hills covered in colorful leaves stretch into the distance, while a wooden signpost stands beside a rustic fence, indicating the property boundaries.
Guesthouse in Corinth
5 out of 5 average rating, 155 reviews

The Guest House at Chandlery Farm

This classic Vermont farm estate has everything that description implies: end-of-the-road privacy with breathtaking views, where the only sound is the wind rustling through the leaves. The manicured gardens, stone walls and quaint but luxurious home seem plucked from classic American folklore. Guests can drink their morning coffee while soaking in views of rolling pastures and forested hills, and spend their days exploring the property's trails, and the beautiful towns and countryside nearby.

Top Guest favourite
Guesthouse in Cummington
5 out of 5 average rating, 200 reviews

Cozy Hilltown Cottage

Enjoy a peaceful stay in this cozy, creative space. Set on 10 acres of gardens and woods, this cottage is perfectly located to explore Western Massachusetts - with places like MASS MoCA, Shelburne Falls, Tanglewood and Northampton all within a 30min to 1 hour drive. Upstairs is a queen bed and full bath, while downstairs features a functional kitchen, work desk, grand windows, and a living space with full sleeper sofa. We live in the main house on property but respect your privacy-see photos!

Top Guest favourite
Guesthouse in Waterbury Center
4.99 out of 5 average rating, 277 reviews

A true Vermont get-away cabin in the woods

Badger Cottage offers a true rustic Vermont experience nestled in the woods with spectacular views and a quiet and peaceful ambiance. Once a barn, carefully reconstructed on the owners’ property, and modernized to today’s standards, this post and beam cabin is warm and cosy in winter and cool in summer. Well behaved dogs are very welcome and will enjoy the walks in the woods. Covid vaccinations are required. The owners live in an adjacent house with their very friendly Border Terrier

Top Guest favourite
The modern guesthouse is shown against a twilight sky, featuring a sleek exterior in muted grey tones. Snow blankets the ground around the structure, while the entrance displays wide glass doors and a spacious balcony above. Lush greenery is visible in the background.
Guesthouse in Hiram
5 out of 5 average rating, 134 reviews

1BR cozy, luxurious getaway @ Krista's Guesthouse

Newly built guesthouse above owner's garage with insane sunrises & great view. Property is located on 36 acres, owner lives on site in a separate house with her 3 dogs, 1 exceptionally lazy cat and 4 rogue chickens (they may all come visit you!). Grounds have ancient apple trees, loads of perennial gardens with more in progress, berries and an organic vegetable garden that we would love to share from if desired. Please do not hesitate to ask any questions! We hope to meet you soon!

Top Guest favourite
Guesthouse in Stowe
4.99 out of 5 average rating, 168 reviews

Stunning timber frame home on Cady Hill

Wrap yourself in the warmth of our recently finished, one-of-a-kind timber frame straw bale home - aka DD's House. Owner-built in honor of our beloved Grandma DD, we welcome you and yours to enjoy some trailside quality time together as you relax after a day of skiing, hiking, mountain biking, or simply enjoying the beauty of Stowe, Vermont. Located right next to Stowe's Cady Hill Forest, this thoughtful design will present you with truly unique construction and finish details.

Top Guest favourite
The exterior of a cozy loft is framed by trees, featuring a wooden deck adorned with string lights that provide a gentle glow. The entrance is highlighted by large glass doors, leading into the inviting interior space.
Guesthouse in Hinesburg
4.99 out of 5 average rating, 413 reviews

Hydrangea House on the Hill

The loft is surrounded by woods in a quaint, picturesque, rural part of Northwestern Vermont close to Burlington and Mad River Glen. We are 25 mins to Mad River Glen, Bolton Valley and Burlington (Lake Champlain beaches) and 10 mins to Sleepy Hollow Ski and Bike Center, Camel's Hump Nordic Ski Area, Frost Brewery and Stone Corral. Enjoy complete privacy and peaceful surroundings of nature with the full amenities of a home.

Top Guest favourite
The cottage exterior features light-colored siding and a distinctive steeply pitched roof with a prominent window above the entrance. Double doors framed by a large glass panel invite visitors inside, surrounded by lush greenery and flowering shrubs.
Guesthouse in Boothbay Harbor
5 out of 5 average rating, 265 reviews

The Sparrow’s Nest Charming Country Cottage

The Sparrow's Nest is located on a country road approximately 5 miles from downtown Boothbay Harbor. The Sheepscot River, it's coves and nature trails are close by. Enjoy the beautiful country surroundings, gardens, and the miracle of nature. What a delight to wake up to the sound of birdsong while enjoying a cup of local coffee, or sitting by the outdoor fire sipping wine and taking in the beautiful night sky.

Top Guest favourite
A spacious waterfront view captures the serene Kennebec River, adorned with small islands and surrounded by lush green trees. The sky is bright blue with scattered clouds, reflecting a tranquil natural setting.
Guesthouse in Bath
5 out of 5 average rating, 174 reviews

Waterfront Sunrise Cove Cottage

Unwind with spectacular sunrises from this sunny waterfront cottage on a tidal cove in the Kennebec River! This is the perfect home base for a midcoast Maine getaway. The post-and-beam cottage has cozy furnishings and expansive views across a field, pond, and cove. Bald eagles and osprey soar overhead, sturgeon leap in the river & nights are full of stars. Owners live on property with small dog.

Top Guest favourite
The charming stone cottage features a vibrant blue door and flower boxes filled with colorful plants. Lush greenery surrounds the entrance, and original brick walkways lead to the home. Sunlight filters through the trees, creating a welcoming atmosphere outside.
Guesthouse in Granby
4.98 out of 5 average rating, 905 reviews

Windy Top Cottage ~ A Romantic "European" Getaway

The Windy Top Cottage is an old stone building constructed in 1932 by H. L. Bitter, a wealthy Hartford businessman. This area of Granby was a favorite of the Hartford elite for a place to 'summer' in the early part of the 20th Century. The cottage was the quarters for the domestic staff while the family was in North Granby. With an elevation of 970, we offer clean, fresh country air!

Top Guest favourite
A cozy exterior of a small house is presented, featuring a wooden facade with shingle detailing. A door leads into the interior, accompanied by a window adorned with a flower box. Two red chairs and a small table are placed on the porch, inviting relaxation.
Guesthouse in Loudon
4.98 out of 5 average rating, 360 reviews

Pastoral Farm in NH

Cozy private get away. A little bigger than a tiny house, apart from the main farm house and barns on a beautiful hill top setting. Sit and relax , take a walk through the fields or if your feeling a little more adventurous explore the beaver pond or hike out to picnic rock. This is country living in NH. *Please note that we are 8/10ths of a mile out on a dirt road.

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