Guesthouse holiday rentals in Connecticut River

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Top-rated Guesthouses in Connecticut River

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

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Top Guest favourite
Guesthouse in Alton
4.98 out of 5 average rating, 498 reviews

The Vineyard Penthouse - Beautiful Inside & Out

Wake up to rows of sun-kissed grapevines and unwind in a serene, vineyard-view retreat. This open-concept suite featured a plush king bed, abundant natural light and inviting modern décor. Sip wine at sunset, cook in the well-equipped kitchen, or unwind and relax, in our new “shared” hot tub. Although there are other guest on the property you will have this space to call your own and enjoy. ~ 5 min from Lake Winnipesukee, 20 min to Wolfeboro, 20 min to Gunstock and 25 min to Bank of Pavilion

Top Guest favourite
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 favourite
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, 198 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 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 favourite
A patio area features several Adirondack chairs arranged around a fire pit, set against a backdrop of rolling green mountains and a clear blue sky. A rocky wall borders the space, enhancing the scenic view of the landscape.
Guesthouse in Jackson
4.87 out of 5 average rating, 127 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 favourite
A spacious studio apartment features a comfortable sleeping area with a large bed and a small seating area. Natural light filters through multiple windows, illuminating the modern decor. A potted plant adds a touch of greenery, while soft ceiling fans provide a gentle breeze.
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 favourite
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 favourite
Guesthouse in Windham
4.99 out of 5 average rating, 285 reviews

Cottage on Black Brook Preserve

This charming cottage is thoughtfully furnished, it's your home away from home! Clean and cozy, one bedroom with queen size bed and full kitchen. Sit in front of the gas fireplace or on your own private deck overlooking the 105 acres of Black Brook Preserve. Take a hike, snowshoe or cross-country ski right outside your door. We now have new sofa, bed, refrigerator, stove, as well as shower and bathroom flooring.

Top Guest favourite
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 favourite
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 favourite
The exterior of a modern cottage is shown, featuring large windows that provide views of the river. A wraparound deck extends toward the water, surrounded by trees with colorful leaves. Natural light enhances the inviting appearance of the structure.
Guesthouse in Hyde Park
4.99 out of 5 average rating, 784 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 favourite
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.

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