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Guesthouse vacation rentals in Connecticut River

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Connecticut River guesthouse rentals

Family-friendly guest house rentals

Top guest favorite
A cozy sleeping area is featured with a spacious bed adorned with soft pillows. Natural light filters through sheer curtains, illuminating warm wooden walls. A small TV and a decorative chair provide additional comfort, while a touch of greenery enhances the inviting atmosphere.
Guesthouse in Randolph
4.96 out of 5 average rating, 259 reviews

Macintosh Hill Farm

MadelynRating, 5 stars1 month ago
A wonderful ski weekend! We spent two nights and spent the day (Saturday) skiing at Killington. Quiet drive there and back so it was a perfect location to come back to a peaceful evening. Hot tub was amazing after skiing and very clean! Laura and Aaron were very helpful and let us know the conditions of the roads prior to our arrival. Flexible, kind and friendly! Would stay again for sure.
Guest favorite
A cozy bedroom features a spacious bed covered with layered bedding, including patterned throws in navy and orange. A small nightstand is situated beside the bed, and a stylish bench is placed at the foot. Textured blue walls enhance the room's warm and inviting ambiance.
Guesthouse in Huntington Station
4.85 out of 5 average rating, 127 reviews

2 large bedrooms in cozy little neighborhood.

DanaRating, 5 stars1 month ago
Our band travels up to play in Long Island twice a year. Liz's place was a great, affordable place for us to spend the weekend. We had everything we needed. And, the location was not just close to lots of great restaurants and coffee shops (which we love) but also close to the event that were booked to play. Our band would very much like to stay there again :)
Guest favorite
The image features a close-up of budding green leaves against a softly blurred background. The text overlay highlights 'LE GUESTHOUSE Résidence touristique LAC-BROME' with a rating of 4.9 stars based on over 500 reservations.
Guesthouse in Lac-Brome
4.9 out of 5 average rating, 567 reviews

The Guesthouse !!

PaulineRating, 5 stars1 week ago
Notre petit week-end en famille chez Bertrand était super sympa, on s’y est senti comme à la maison ! Il y avait tout ce qu’il faut pour nos enfants de 1 et 3 ans et aussi un chemin de balade en forêt juste à côté à pied bien agréable :)
Guest favorite
A cozy cabin is nestled among the trees, showcasing a rustic wooden exterior with large windows. It overlooks a gentle slope covered in green grass and wild plants, with sunlight filtering through the canopy above, creating a serene and inviting atmosphere.
Guesthouse in Woodstock
4.98 out of 5 average rating, 241 reviews

Cozy Little Spot (Self Check-in)

VivianRating, 5 stars1 week ago
Dave is such a kind and welcoming host! He is great with communication. The place is such a nice and cozy space to relax and enjoy the nature around you. I used fire pit for both nights I was there and it was so peaceful to sit by while hearing the water from the brook. Will definitely be visiting again soon!
Top guest favorite
A small, rustic cabin is framed by trees, featuring a welcoming front entrance with wooden steps. A simple outdoor seating area includes a green sofa and a dark coffee table. Flower pots add a touch of color at the entrance.
Guesthouse in Bolton Landing
4.96 out of 5 average rating, 108 reviews

Bolton Landing - Cozy Adirondack Cabin Home

NoraRating, 5 stars5 days ago
A perfect private little get away. Exactly as described. If you want peace and quiet in the woods, this the place for you. Close to hiking trails too! Also a very short drive to town. Less than 5 minutes. Thomas was very responsive and had lots of recommendations. Would definitely come back.
Guest favorite
A charming cottage is surrounded by a grassy yard, featuring a set of four blue Adirondack chairs arranged around a small glass table. A gas grill is situated nearby, and a tree provides dappled shade to the area.
Guesthouse in Wellfleet
4.97 out of 5 average rating, 190 reviews

Abundant Blessings Cottage-Wellfleet

KimberlyRating, 5 stars1 month ago
Tomi and Jim warmly greeted us when we arrived, showed us the place and offered recommendations for restaurants etc. Beds comfortable, towels soft…..just a beautiful cottage as listed!!!
Top guest favorite
A light-filled living area features a comfortable couch adorned with yellow pillows, complemented by a blue accent chair. A wooden coffee table rests on a soft rug, surrounded by natural textures. A quilted wall hanging adds visual interest, while a small plant brings a touch of greenery.
Guesthouse in Dedham
4.95 out of 5 average rating, 193 reviews

Country Cottage in the City

GarryRating, 5 stars1 week ago
Lovely cottage surrounded by countryside: there were ducks, wild turkeys, chipmunks and blue jays in the garden. 5 mins drive from the lovely town of Dedham and 30 mins into central Boston. Cottage is small but beautifully decorated and has everything you need. Mark was super helpful.
Guest favorite
A kitchen area is visible with modern appliances, including a stove and refrigerator, complemented by a breakfast bar with two stools. A ship's ladder leads to the sleeping loft above. Natural light fills the space through a window, enhancing the clean, contemporary design.
Guesthouse in Groton
4.94 out of 5 average rating, 443 reviews

Quiet studio with sleeping loft and deck

DiannaRating, 5 stars6 days ago
I will book again and again. The comfort of the bed and shower was fantastic. The appliances were updated and I will recommend this little piece of solitude Heaven. It’s like a wee nature refuge and Perfect location. The hosts were attentive and kind. A million thanks!

Guest house rentals with a patio

Guest favorite
A fully equipped kitchen is visible, featuring light grey cabinets, black appliances, and a dark countertop. A dining area is present with a wooden table and four chairs. Natural light enters through a window, enhancing the spacious feel of the room.
Guesthouse in Carroll
4.88 out of 5 average rating, 16 reviews

#12 The Suite at The Patio

DanielleRating, 5 stars2 months ago
We loved this little cabin. The update they did was beautiful. The decor and paint colors were neutral, earthy, cozy and calm. The kitchen had everything we needed and we thought it was so cool how the faucet lite up lol. The place was really clean as well. We ended up getting a lot of snow the night before our check out and the owners both came to shovel a pathway for us and shoveled around my car that I was packing which was really nice and thoughtful. If we find ourselves back in the area, we already said we’d book here again. Thank you !
Superhost
A small outdoor seating area is featured with two patterned chairs and a wooden table. The space opens to a grassy yard, surrounded by trees and greenery. The flooring appears wet, indicating recent rain or watering.
Guesthouse in Miller Place
4.73 out of 5 average rating, 52 reviews

Private guesthouse

RoselynRating, 5 stars1 month ago
Stayed here last November with a friend and was so glad I booked again! The place was clean, comfortable, and exactly as described. The host was responsive and made everything easy. Great location, too. Will definitely book again!
Top guest favorite
The exterior of a coastal cottage is displayed, featuring light-colored shingle siding and a welcoming white deck with railings. Sunlight reflects off the front, creating a bright atmosphere. The landscape includes grass and decorative stone accents, with a glimpse of the water visible in the background.
Guesthouse in Marshfield
4.98 out of 5 average rating, 82 reviews

Adorable 1 bedroom guest house with ocean view

MacKenzieRating, 5 stars2 days ago
We really enjoyed being across the street from a beautiful clean beach. Many beach towels, boogie boards, and beach amenities provided at the home! They made sure to make us feel right at home. Very wonderful location and hosts.
Top guest favorite
A lush green field extends towards the horizon, framed by clusters of trees. The sky is filled with varying shades of clouds, reflecting a soft light from the setting sun. The peaceful rural landscape evokes a sense of tranquility.
Guesthouse in Gardiner
4.99 out of 5 average rating, 174 reviews

Red Barn Retreat - Shawangunk Mountains Getaway

PatriciaRating, 5 stars1 month ago
This place was a perfect weekend get away for myself and husband. Plenty of space for the two of us. The place was nicely, decorated and fully furnished with accessories if you wish to cook. I enjoyed the spaces between the outside patio as well as the hot tub. Bill was great with giving suggestions of local places, even though I was a local myself.. if you’re looking for a quiet getaway this is your place.
Top guest favorite
A hammock is suspended between two trees in a grassy area, surrounded by lush greenery. Sunlight filters through the leaves, creating a serene atmosphere. A stack of firewood is visible nearby, adding to the natural setting.
Guesthouse in Putney
4.98 out of 5 average rating, 305 reviews

Cozy cottage loft and retreat

LuciaRating, 5 stars2 weeks ago
eravamo in Maine e una nevicata forte e imprevista ci ha preoccupato, ma Sol ci ha accompagnato e rassicurato per tutto il tragitto. ad accoglierci il piccolo cottage rosso immerso nel silenzio e nella neve. era caldo e illuminato. un sogno! tutto ben oltre le aspettative. cura per ogni dettaglio. il b&b che vorresti sempre trovare!
Top guest favorite
A tranquil outdoor space features a clear, heated pool surrounded by lush greenery. The cottage, with warm tones, is set behind a black fence, adorned with hanging flower pots. Soft lighting from entryway lanterns enhances the serene atmosphere.
Guesthouse in Saratoga Springs
5 out of 5 average rating, 20 reviews

Timber Cottage -studio guest house, pet friendly.

BrettanRating, 5 stars7 months ago
We had an amazing stay at Kristin and Dave’s cottage and cannot wait to return. The cottage was spotless, very well equipped, and supremely comfortable. Both Kristin and Dave were very responsive, extremely helpful, and provided great instructions and assistance. The location was beautiful and so peaceful. The outdoor space was such a nice option, and the porch and pool were so nice to relax in. We wholeheartedly recommend the cottage!
Top guest favorite
A cozy living area features a medium-sized television on a wooden console. A comfortable armchair sits adjacent, and a rustic coffee table is positioned on an area rug with intricate patterns. A large window provides natural light, enhancing the peaceful ambiance.
Guesthouse in Chestertown
5 out of 5 average rating, 12 reviews

Forest Lake Haven close to Gore Mt and Lake George

NicoleRating, 5 stars2 months ago
Loved staying at Gabriella’s place. Conveniently located and easy to find. We were arriving late and Gabriella made sure that the walkway was free of ice and snow (there had been some snowfall earlier). Absolutely spotless!! Will def stay here again.
Superhost
A sliding glass door offers a view of the lush greenery surrounding the cottage. A wooden deck is visible with a metal chair positioned for outdoor seating. Sunlight filters through the trees, highlighting the vibrant lawn and the peaceful landscape beyond.
Guesthouse in Dartmouth
4.89 out of 5 average rating, 130 reviews

Lovely Lakeside Cottage

SophieRating, 5 stars3 weeks ago
Wonderful place to stay. Beautiful looking out over the pond (with ducks and geese) in the backyard. Would definitely stay there again!

Guest house rentals with a washer and dryer

Superhost
A wide-angle view captures the beach and waterfront community, showcasing houses lined along the shore. A sandy beach meets calm waters, with a jetty extending into the sea. Fluffy clouds float in a clear blue sky above the scenic landscape.
Guesthouse in Milford
4.92 out of 5 average rating, 205 reviews

Chic Coastal Retreat: Modern Apt Steps from Beach

JoyRating, 5 stars1 month ago
Nice ground floor apartment across the street from the beach and 2 blocks from the state park. Love the outdoors. And Delores and her brother were amazing. Friendly, responsive, and helpful.
Superhost
The exterior of the guest house features a spacious stone pathway leading to a welcoming entrance with a wooden awning. Lush flower beds surround the entryway, showcasing a variety of colorful plants against a backdrop of vibrant blue sky and wispy clouds.
Guesthouse in Wilmington
4.96 out of 5 average rating, 24 reviews

The Inn at Quail Run- Guest House

MargaretRating, 5 stars22 months ago
We were in town for a family wedding and this was the perfect place for 20 or so of us to spend the weekend. Everything was great. We were so comfortable and had so much fun! Thank you to Meiling, Martin, Mayra, and all the folks who assist them with housekeeping and logistics. Hope to find an excuse to return, as everyone was sorry when our stay came to an end. Highly recommend without hesitation.
Top guest favorite
Guesthouse in Littleton
4.98 out of 5 average rating, 55 reviews

Adorable 2 bedroom guest house with free parking on site. Walking distance to downtown Littleton New Hampshire. Guest house has everything you need during your stay.

MichelleRating, 5 stars2 months ago
This is our third year staying here as our home base for XC skiing at Bretton Woods. Littleton is a great town with cute shops and good restaurants. This guest house is very clean, has everything you need, and the owners are so responsive. We were even surprised this time with a delightful welcome basket filled with yummy local treats. Excited for next year!
Top guest favorite
The bedroom features a spacious bed with layered white linens and decorative gray accents. Natural light filters through large windows, illuminating the room. Two woven lamps and a cozy rug enhance the inviting ambiance. Decorative wooden oars add a touch of coastal charm to the decor.
Guesthouse in Barnstable
5 out of 5 average rating, 132 reviews

Modern Fireplaced Carriage House with Beach Permit

RimshaRating, 5 stars6 months ago
Jane and Michael’s Carriage House is truly breathtaking. It strikes the perfect balance of luxury and tranquility, creating a wonderfully romantic setting. If you’re looking for an intimate escape on the Cape, this place is an absolute must. The warm hospitality and seamless communication made our stay even more enjoyable. We can’t wait to return!
Superhost
Guesthouse in Lake George
4.73 out of 5 average rating, 22 reviews

Whitetail Deer Cabin #16 at the Adirondack Lodge

JanisRating, 5 stars7 months ago
Beautiful cabin with authentic Adirondack furniture in great location!
Superhost
A dining table is set on a spacious deck, adorned with a white tablecloth and a colorful bouquet of flowers. Green chairs surround the table, offering a view of the surrounding mountains and lush valley pasture under a partially cloudy sky.
Guesthouse in Arlington
4.93 out of 5 average rating, 104 reviews

Cottage with a View

KetkiRating, 5 stars1 month ago
We loved John & Anne’s place. It was cozy, warm and perfect for our getaway. We appreciated the responsiveness, ease of communication and clear, easy to follow instructions. The fireplace, hot tub and all the extra touches with the local treats made our stay extra special. We will definitely be back!
Superhost
A modern kitchen features stainless steel appliances, including a refrigerator and oven. Open shelving holds various kitchenware, while a small dining table with four chairs is present. Soft lighting illuminates the space, highlighting the warm wood flooring and light-colored cabinetry.
Guesthouse in Dover Plains
4.88 out of 5 average rating, 112 reviews

Spilt Milk Cottage - Hudson Valley, NY

LorenzoRating, 5 stars3 months ago
We loved the cottage. If anything it was even cuter in person than in the pictures. Communication was perfect and the place was very well thought out. We enjoyed our stay, I’d recommend it and come back here in the future!
Guest favorite
A private outdoor deck is set against a serene pond, surrounded by lush greenery and trees. A pathway of stepping stones leads from the deck to the water's edge, inviting guests to enjoy the peaceful natural surroundings.
Guesthouse in Westford
4.97 out of 5 average rating, 101 reviews

Detached Waterfront Guest House

LauraRating, 5 stars3 days ago
Lovely, peaceful place to stay. The hosts were very friendly and helpful. Just what we needed. We can highly recommend this place. Thanks again for our lovely stay.

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