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

Guest favorite
A light-filled living space features rustic white walls and wooden floors. A cozy soapstone stove stands beside a small seating area with a wicker chair and a couch. The doorway leads to a wooden-paneled area with hanging coats and boots, inviting a sense of home.
Guesthouse in Tivoli
4.94 out of 5 average rating, 255 reviews

Light-filled guest cottage

JohnRating, 5 stars2 weeks ago
An incredibly charming, rustic, simple and comfortable small cottage, in a gorgeous rural setting. Just as advertised. It was perfect. Right across the road is Tivoli Bays, with beautiful trails for walking and hiking, and a small waterfall too. If you like, it's just a short walk to Broadway, the main strip in the village of Tivoli. You'll find a few restaurant options, a small market, sandwich shop, excellent coffee, and homemade ice cream. I met Yuko who couldn't be nicer and was a pleasure to chat with. A great experience all around - highly recommend booking a stay!
Top guest favorite
A bright sitting room features a cozy sofa adorned with colorful pillows. A wooden sideboard stands against the wall, while a small side table holds reading materials. Natural light filters in through two windows, illuminating the room's warm, wooden flooring and vibrant area rug.
Guesthouse in South Salem
4.94 out of 5 average rating, 285 reviews

1795 colonial w private 2 bd rm, 1 bth,LR,Kit apt

LisaRating, 5 stars3 days ago
Jonathan and Amy were the perfect hosts. Super friendly and resourcesful. The property is beautiful and so peaceful which was perfect for our down time as we were in town for a three-day wedding. We enjoyed breakfast with the family of deer that live in the back field and so many beautiful birds. The apartment is so quaint, very clean and has everything that we needed. The beds were super comfortable. It was decorated to the age of the property which we loved! It was a great find and we highly recommend the apartment and will surely book again if ever in the area.
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 stars3 months 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.
Top guest favorite
A scenic view is captured from the deck, showcasing the tranquil waters of Jones Cove with lush greenery lining the shore. In the distance, small islands are visible under a clear blue sky, creating an inviting atmosphere for relaxation.
Guesthouse in South Bristol
4.98 out of 5 average rating, 403 reviews

Waterfront Guest House on the Maine Coast

RichardRating, 5 stars3 days ago
This place is utterly beautiful and exceeded our expectations. Both the property and the view had the wow factor, in fact photos don’t do it justice. Dorothy and Normand were the perfect hosts, friendly, helpful and welcoming, they are special people. The guest house and south Bristol area for us encapsulates perfectly the magic of the Maine coastline.
Guest favorite
The exterior of the chalet is shown in twilight, with soft light emanating from a window. The rustic wooden structure features a sloped roof and is surrounded by snow-covered ground and trees in the background.
Guesthouse in Granville
4.9 out of 5 average rating, 910 reviews

Moon Valley Country Retreat no clean fee pets yes

GabrielRating, 5 stars2 days ago
This is a wonderful place to stay. It’s very clean and the hosts have prepared for everything. It feels like your own cabin in the woods. Plus there are so many activities in a short distance of the place.
Top guest favorite
The open living space features wooden walls and a cozy decor. A queen bed is paired with a single camp bed, while a comfortable seating area includes two leather chairs. A kitchenette and bookshelves line the wall, enhancing the cabin's inviting atmosphere.
Guesthouse in Fairlee
4.95 out of 5 average rating, 229 reviews

Sunshade

AshlynRating, 5 stars2 weeks ago
Amazing stay in Vermont. Host was very friendly and helpful. Property was a great location for our baking class at King Arthur Co. in Norwich. Highly recommend!
Top guest favorite
A lone fisherman is silhouetted in a kayak, cast against the backdrop of a vibrant sunset over the calm waters of Lake Champlain. The sky features warm hues of orange and gold, reflecting softly on the water's surface.
Guesthouse in Highgate
4.97 out of 5 average rating, 667 reviews

Beautiful lake-front cottage, Lake Champlain

JulieRating, 5 stars1 week ago
Williams's place is the perfect stop. The view is breathtaking.
Top guest favorite
A spacious master suite features a wooden accent wall and vaulted ceiling. A large bed with decorative pillows is positioned centrally, flanked by nightstands. In the background, a private bathroom is visible with modern fixtures and a wooden sink. Natural light filters through nearby windows.
Guesthouse in Woodstock
5 out of 5 average rating, 389 reviews

Steps toTown/Bus Pet Ok/No Extra Fees! &Five Star

BarbaraRating, 5 stars1 week ago
By far the best Airbnb experience I've ever had! Joni was an amazing host, and I also had the pleasure of meeting her husband Rob/seeing their unique, beautiful home. She was responsive and very helpful throughout my stay, and even taught this "non tech savvy" person how to operate the TV! The location is perfect- and in my case even more so, as I attended a family wedding at the Colony just a block away! Its a 5 minute walk to town, and at the same time very peaceful/private- a perfect combination. I fell in love with Woodstock and wish I could have stayed longer. I'll definitely be back, as there is much more to explore in the area- will definitely stay at Logstock when I return!

Guest house rentals with a patio

Top guest favorite
A gentle brook flows through a landscape adorned with autumn leaves. Tall trees line the banks, their foliage transitioning to various shades of gold and orange. Smooth stones are scattered in the water, and the ground is covered with a carpet of fallen leaves.
Guesthouse in Williamstown
4.96 out of 5 average rating, 184 reviews

Brookside Cottage

BobRating, 5 stars1 week ago
This cozy cottage on a stream was as peaceful and quiet as it gets. Sophie was a terrific host who responded quickly to our questions. We would definitely stay here again.
Guest favorite
A serene bathroom features a freestanding bathtub with a handheld shower wand, surrounded by wooden walls and natural light. A cozy wooden stool sits beside the tub, with potted plants and towels adding a touch of softness to the space.
Guesthouse in Acton
4.96 out of 5 average rating, 305 reviews

The LOTUS welcomes you, stay a while

LidianeRating, 5 stars5 days ago
Gesine are very kindly. the place are very clean and comfortable 😊
Top guest favorite
The chalet stands amidst vibrant autumn foliage, showcasing a green exterior and a spacious deck. The well-maintained yard features a lush green lawn, with a variety of trees surrounding the property that enhance the natural setting.
Guesthouse in Windham
4.99 out of 5 average rating, 163 reviews

Alpine Chalet on Spectacular Property

ZhihanRating, 5 stars4 days ago
Carolyn and Dan are very responsive with helpful tips for local activities and restaurants. The chalet was cute and cozy and had all the baby friendly stuff we needed (crib, high chair, games). Thank you for a great stay!
Top guest favorite
The exterior of a classic two-story farmhouse is displayed, featuring white siding and a welcoming front entrance. Seasonal decorations, including pumpkins, are arranged on the steps, while lush greenery surrounds the property against a backdrop of a blue sky with scattered clouds.
Guesthouse in Amesbury
4.96 out of 5 average rating, 134 reviews

Two Penny Loft at Amesbury Farmhouse - Guest Suite

Rachel MarieRating, 5 stars1 week ago
thank you!!
Guest favorite
A warm living area features a comfortable seating arrangement with two chairs and a sofa, complemented by a round coffee table. A television is mounted on the wall, while soft lighting and sheer curtains enhance the space. Decorative elements include a plant and a side table.
Guesthouse in North Providence
4.92 out of 5 average rating, 103 reviews

Hidden gem min from providence

DylanRating, 5 stars4 days ago
This place is lovely and perfect for a couples getaway! Super clean, very comfortable, and pretty close to downtown Providence - whether you’re taking a car or planning on using the bus. Maria reached out multiple times during our stay to ask if we needed anything - proof of a great host! When we’re back in Providence, this will be our first choice of places to stay!
Superhost
The image captures a lush green landscape in front of a charming red building. A winding drive leads towards the residence, while mountains rise in the background under a partly cloudy sky. Colorful flowers and greenery frame the scene, enhancing its natural beauty.
Guesthouse in Bridgton
4.89 out of 5 average rating, 124 reviews

Private apart with luxury view, mins to everything

SimoneRating, 5 stars3 weeks ago
We came for a cozy ‘writer’s getaway’ vibe and the large windows, forest/mountain views, wood decor and very comfortable couches delivered. We were using this location as a base for hiking mt Washington. Amidst altering our plans for the weather, this provided the perfect level of relaxation to set us up to tackle the mountain the next day. For our uses the location was a little farther away but we opted for this as it had the vibes we were looking for. The host provided clear communication and was very easy to find. Would stay again for sure.
Top guest favorite
A pathway lined with ferns leads to a wooden deck surrounded by trees. The deck features a seating area with black chairs and a table, providing a serene spot for relaxation in nature.
Guesthouse in Newcastle
4.98 out of 5 average rating, 107 reviews

Modern 1-BR I Wooded Retreat I Mid-Coast Maine

BrittanyRating, 5 stars3 days ago
My boyfriend and I spent a long weekend here, he used to go up to Maine all the time when he was a kid. It is a beautiful place, very well constructed, designed, and decorated. It is easy to get to, the place itself is in a quiet location, and there is still a ton do to nearby. You can easily visit the botanical gardens (highly recommend), multiple points and lighthouse, and a few cute villages and towns for shopping or walking around. This is an absolutely beautiful place to spend a long weekend or a week vacation as a couple. We feel like we barely scratched the surface with all the stuff you can do around this area. Conversely, if you wanted to spend a weekend just relaxing, Debi's place would be perfect for that- plenty of comfy chairs and places to hang out, including a porch w/ a fire pit. This is the kind of Airbnb you end up wanting to just hang out in. Debi has amazing local recommendations as well. We will be looking to book Debi's place the next time we want to go to Maine!
Top guest favorite
A round dining table with two transparent chairs is positioned near large windows that offer views of vibrant autumn foliage. A small vase with flowers decorates the table. Light enters through the open door, enhancing the bright and airy ambiance.
Guesthouse in Mahopac
4.95 out of 5 average rating, 237 reviews

Lakeview Guesthouse with Sauna

AndreaRating, 5 stars5 days ago
The place is an oasis of beauty and calm! Lilly was a perfect host. I would definitely return!

Guest house rentals with a washer and dryer

Guest favorite
An outdoor seating area is featured on a wooden deck, showcasing a light-colored sectional sofa with cushions and a matching coffee table. A grill stands nearby, surrounded by greenery, while a welcoming area rug anchors the space. Sunlight illuminates the deck, highlighting its wooden texture.
Guesthouse in Worcester
4.82 out of 5 average rating, 276 reviews

Carriage house apartment

KimRating, 5 stars2 weeks ago
We needed a quiet place to stay with our 3 dogs while attending a wedding and visiting some of our grown children. The carriage house was perfect! Poppy let us check in a little early so we could change and get ready for the wedding. Our dogs felt right at home, and we felt so comfortable with the place and the neighborhood. Thank you Poppy!
Top guest favorite
A two-story cottage with warm wood siding is depicted in a serene country setting. A deck is visible on the upper level, furnished with outdoor seating. Surrounding greenery and trees create a peaceful backdrop, while a gravel driveway leads up to the entrance.
Guesthouse in Henniker
4.99 out of 5 average rating, 106 reviews

Adorable one bedroom cottage

EmilyRating, 5 stars1 month ago
Thank you Heidi for the most beautiful and cozy stay!!! My partner and I spent the night to visit family in Concord, and we were welcomed by the warm feel of a modern cottage with vintage style and feel. Everything was lovely, clean, with gracious coffee and treats in the kitchen! We especially loved the small farm vibe, with two beautiful horses, friendly dogs, and an enthusiastic kitty on the property. This is the place to be for enjoying the beauty of New Hampshire while also feeling perfectly at home❤️
Top guest favorite
A charming carriage house with shingle siding is set against a blue sky adorned with fluffy clouds. A black Jeep is parked in front, showcasing the gravel driveway. Lush greenery surrounds the property, enhancing its inviting appearance.
Guesthouse in Barnstable
5 out of 5 average rating, 139 reviews

Modern Fireplaced Carriage House with Beach Permit

RachelRating, 5 stars2 days ago
This was truly an amazing stay. It’s one of the best and most brilliantly thought out spaces we’ve stayed in. Jane was so welcoming, and it was the perfect location to explore the Cape and the islands.
Top guest favorite
A spiral staircase with a sleek black railing leads to the loft bedroom. A mirror with a burgundy frame is mounted against the wall, reflecting the light. The open living area features a light-colored couch and a wooden dining table, visible through large windows offering views of the outdoors.
Guesthouse in Mystic
4.98 out of 5 average rating, 629 reviews

Gorgeous Waterfront Getaway

EthanRating, 5 stars1 week ago
I had an absolutely perfect stay! The host was incredibly responsive and made everything seamless from start to finish. The place was spotless—super clean and well-maintained—and the views were absolutely stunning. I couldn’t have asked for a better experience. Highly recommended!
Guest favorite
The entrance to the Carriage House is framed by a vibrant red door and a side panel featuring a small square window. A bright yellow mum plant and a pumpkin are placed on a stone pathway leading to the door.
Guesthouse in Chester
4.92 out of 5 average rating, 179 reviews

Historic Carriage House-20 Min to Okemo-Magic MTN

ShaniRating, 5 stars3 weeks ago
We stayed here while attended to a wedding. The place was great for us as we brought our parents to babysit our baby while went to the wedding. The space was great for us - 4 adults and a baby, and we didn’t use the third bedroom. Big kitchen included all the things we needed for light cooking. The hosts kindly left some basic ingredients like oil, sugar, and much more and it was fantastic as this things are always annoying to carry with you when you go for couple of days. One thing to note is that there is no cooling system in the carriage house, if it gets hot it might be something to consider. Highly recommend for friends/family getaway!
Top guest favorite
The kitchen features modern white cabinetry, stainless steel appliances, and a well-organized countertop. A dining table is set with tableware, and natural light enters through the window, illuminating the space. The adjacent area includes a doorway leading to a dining space with black chairs.
Guesthouse in Abington
5 out of 5 average rating, 115 reviews

Cozy In-Law Apartment

JessicaRating, 5 stars2 weeks ago
Great stay! We had a flexible check in which we needed as we had a late flight. We slept so well. Would stay again! Thank you!
Top guest favorite
A historic red brick building is visible alongside a waterfall, with water cascading over rocks into a calm body of water. Lush greenery surrounds the area, reflecting the warm hues of the sunset in the water's surface.
Guesthouse in Vergennes
4.97 out of 5 average rating, 119 reviews

Private Guesthouse in the heart of Vergennes

KevinRating, 5 stars2 weeks ago
The house and location are beautiful the location is perfect walking distance to town. The grounds are beautiful. We will be back to enjoy the space again!
Guest favorite
Guesthouse in Cavendish
4.95 out of 5 average rating, 154 reviews

Cozy Cavendish Bunkhouse

CharyvongmonyrathRating, 5 stars4 days ago
We stayed with family for a few days at Sarah & Chris' place, including a large dog and a kid in our party of 6. We felt right at home! Sarah and Chris were very responsive and gave great recommendations for local spots.

Destinations to explore