Guesthouse vacation rentals in Connecticut River

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Top-rated guesthouse rentals in Connecticut River

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

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Top guest favorite
A lush, green landscape is framed by trees and gently sloping hills. The manicured lawn leads to a quaint white home in the distance, surrounded by vibrant foliage under a partly cloudy sky.
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 favorite
A cozy sleeping area is highlighted by a spacious bed dressed in neutral linens. An inviting cushion rests on the bed, while warm light emanates from two bedside lamps. A wooden bench sits at the foot of the bed, and decorative greenery adorns the walls.
Guesthouse in Cummington
5 out of 5 average rating, 197 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 favorite
A modern kitchen features sleek countertops and high-end appliances, including a stainless steel oven and range. Black pendant lights hang above a spacious island with bar stools. Multiple windows allow for abundant natural light, with a patterned rug adding warmth to the wooden floors.
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 favorite
The timber frame house is illuminated against a night sky filled with stars. The exterior features large windows, warm lighting, and a sloped roof. Snow blankets the ground, and surrounding trees are subtly highlighted, creating a peaceful nighttime setting.
Guesthouse in Stowe
4.99 out of 5 average rating, 167 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.

Guest favorite
A panoramic view encompasses rolling green hills and distant mountains under a partly cloudy sky. Rocky outcroppings frame the foreground, while a series of chairs are positioned invitingly for enjoying the scenery. Lush trees add depth to the natural landscape.
Guesthouse in Jackson
4.87 out of 5 average rating, 126 reviews

Best View in New Hampshire

"Best View in New Hampshire" Guest House is nestled in the White Mountains and sits nine miles east of Mount Washington. It offers hiking, serenity, and the best panoramic views of the Presidential Range in all of the Mount Washington Valley. So whether you prefer to marvel at sunrises or sunsets, this is the place for you. You are close by to The Town of Jackson, StoryLand, Red Fox Bar & Grille, Yesterday's, Sunrise Shack, and direct access to Tin Mine Hiking Trail.

Top guest favorite
An open-concept studio is displayed, featuring a spacious bed with a light gray blanket. A cozy seating area includes a sofa and a chair, while a dining table is positioned in the background. Large windows allow natural light to illuminate the checkered floor.
Guesthouse in East Providence
4.96 out of 5 average rating, 106 reviews

Beautiful Studio - < 15 mins 2 downtown & Brown

Relax, work, and unwind in “The Treehouse,” our serene, light-filled studio apartment nestled among the trees. Perfectly located in historic Rumford, RI, it’s just 3 miles from Brown, RISD, and Johnson & Wales, and 5 miles from Providence College. Enjoy quick access to the East Side of Providence, Newport, and Little Compton beaches. Conveniently close to Amtrak, bus lines, and the airport, it’s an ideal spot for exploring New England or visiting area colleges.

Top guest favorite
Guesthouse in Hartland
4.95 out of 5 average rating, 1,048 reviews

Yurt In The Woods - Come to the Yurt.

The Yurt In The Woods is 30 ft in diameter - 700 spacious sq. ft. It's surrounded by trees and has a yard. 2 night stays required for Weekends. The month of October I require a two night stay. There is a "one" night stay fee of $50 Allowed 2 dogs with the agreement to my animal policy & $50 fee WiFi 1,000 megabits per second a fiber network AC, Outdoor Gas Grill , Outdoor Fire Circle, and Outdoor Shower available June - October

Top guest favorite
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, 412 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 favorite
An intimate sleeping area features wooden walls and large glass doors opening to a deck. A small table with two chairs is positioned near the door, while a cozy blanket drapes over the spacious bed. Greenery is visible through the windows, enhancing the serene environment.
Guesthouse in Peacham
4.99 out of 5 average rating, 126 reviews

Willow Brook Cabin

Come enjoy a quiet get-a-way in beautiful Peacham, Vermont. Willow Brook Cabin is a newly restored log cabin on the edge of the woods. Large deck, outdoor shower and easy access to field walks and back country roads. Many lakes for kayaking. Great biking in the area. There is no full kitchen, simply a fridge,microwave and coffee/tea maker. Water is very pure and drinkable.

Top guest favorite
A comfortable sitting area features two armchairs and a small coffee table on a patterned rug. Natural light enters through a window and an open door, revealing a view of the outdoor landscape. Wooden beams complement the warm, inviting aesthetic.
Guesthouse in Loudon
4.98 out of 5 average rating, 357 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.

Top guest favorite
A light-filled sitting area features large windows showcasing views of the river and surrounding hills. Two black armchairs and a round table with two chairs are positioned on a polished wooden floor, creating a serene space for relaxation.
Guesthouse in Hyde Park
4.99 out of 5 average rating, 783 reviews

Modern cottage with Hudson River view

Relax and enjoy your stay in a bright, modern cottage with windows overlooking the river and a wraparound deck. Whether you are looking to relax along the river, explore Hyde Park historic properties or discover the incredible natural beauty of the Hudson Valley, this cottage is an ideal escape.

Top guest favorite
A covered patio area captures the soothing essence of nature, featuring a Nordic cedar barrel sauna nestled among trees. Comfortable seating and a small table complement the space, while colorful flowers bloom in the foreground, adding a touch of vibrancy to the serene setting.
Guesthouse in Williamstown
4.98 out of 5 average rating, 285 reviews

The Tiny Home with Barrel Sauna

Charming + cozy tiny house, centrally located in the hills of middle Vermont. Rain or shine, enjoy the beautiful covered patio, relax in the cedar barrel sauna, roast marshmallows over a wood burning fire, explore all that Vermont has to offer or rest easy with our various spa amenities.

Popular amenities for Connecticut River guesthouse rentals

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