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Guesthouse vacation rentals in Connecticut River

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Popular amenities for Connecticut River guesthouse rentals

Family-friendly guest house rentals

Top guest favorite
A spacious living area features a gray chaise lounge sofa and a wooden coffee table atop a vibrant red area rug. Natural light filters through two large windows, and a dining table with chairs is positioned nearby. A door leads to the outdoor space.
Guesthouse in Burlington
4.98 out of 5 average rating, 215 reviews

The Guesthouse

Hannah DonoghueRating, 5 stars1 month ago
Our time at Stephen’s was great! Finding it, parking and getting in was easy. The place was beautiful, nicely furnished, clean and everything was very comfortable.
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 stars2 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.
Guest favorite
A fisherman is seen casting a line across the tranquil Farmington River, surrounded by lush greenery and mist rising from the water. Towering trees provide a natural frame, creating a serene outdoor setting.
Guesthouse in Barkhamsted
4.89 out of 5 average rating, 102 reviews

Farmington River Carriage House Pleasant Valley CT

JamesRating, 5 stars1 day ago
A cozy spot that comfortably houses three adults, it's right on the river so it's perfect for fishing. While it feels remote, there are amenities close by like restaurants and grocery stores. And Bruce was a fantastic host, very friendly and helpful. I have no doubt we'll return.
Superhost
A cozy living area features a comfortably upholstered sofa paired with a stylish armchair. A cowhide rug lies on the warm hardwood floor, while a contemporary side table and a console table provide functional space. Art is displayed on the walls, enhancing the room's decor.
Guesthouse in Saugerties
4.86 out of 5 average rating, 138 reviews

Private Guesthouse in Saugerties

ChristineRating, 5 stars4 weeks ago
This is I believe our 4th year staying at Sheena’s place in Saugerties the same weekend in May for a hockey tournament. The space is walking distance to town and the rink so we can enjoy the nightlife. The place is always immaculate, with fresh lilacs on table, water tea and coffee available for the morning. Bonus washer and dryer especially helpful during the hockey tournament. Sheen is always super responsive and flexible during our stays. Highly recommend Sheena’s place.
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, 109 reviews

Bolton Landing - Cozy Adirondack Cabin Home

ChristianRating, 5 stars1 week ago
Thomas was an exceptional host and was very attentive. The actual cabin itself was so cozy it made it hard to want to go outside (luckily it was rainy most of the weekend). Lake George was a short 5 minute drive and walkable distance to get to, the surrounding woods and trial were extremely beautiful and quiet. The home was exactly as described and also had genius labeling on appliances concisely explaining how to use them. The kitchen was great, we cooked every meal and were so relaxed, the bed was great too everything was 10/10 would definitely go back and recommend!
Superhost
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 stars2 months 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
The exterior of the guest house is shown alongside a wooden chicken coop. The house features large windows and a red roof. Lush green grass surrounds the area, with hints of autumn foliage visible on nearby trees.
Guesthouse in Forestburgh
4.97 out of 5 average rating, 421 reviews

Guesthouse On 1879 Farm. Hot tub and hiking

GabbyRating, 5 stars3 weeks ago
This was our second stay with Joe and Amy hosting us and it was lovely yet again! They are extremely friendly and responsive. The place is serene and gorgeous. We absolutely adore the chickens and thoroughly enjoyed the fishing spot they told us about. It’s a beautiful place to unwind and relax away from city life. We plan to return again!
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, 449 reviews

Quiet studio with sleeping loft and deck

ValerieRating, 5 stars6 days ago
Cute and cozy place. Close to downtown Mystic. Definitely would stay again!

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 stars3 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 !
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, 85 reviews

Adorable 1 bedroom guest house with ocean view

MariluRating, 5 stars3 weeks ago
We enjoyed our 2 day stay at Brad’s cottage. Home was easily accessible and the location was fantastic. We watched the sunrise from the bedroom and enjoyed late afternoon walks on the beach. As our son may be relocating to this area of Mass, we spent the days exploring the area. The cottage was comfortable and clean. Brad was readily accessible and responsive. We would definitely return .
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, 175 reviews

Red Barn Retreat - Shawangunk Mountains Getaway

GretchenRating, 5 stars3 weeks ago
Great experience! 2 wineries within 1 mile. Close to great hiking. William, was very accommodating with check in & check out time. Would highly recommend staying here. Very cute , clean and comfortable with get amenities.
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 stars8 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 stars3 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.
Top guest favorite
The exterior of a private guest house is depicted, showcasing a blue facade complemented by multiple windows. A spacious stone patio features outdoor seating surrounded by lush greenery and garden flowers. The roof is sloped, and trees provide a natural canopy overhead.
Guesthouse in Guilford
4.99 out of 5 average rating, 89 reviews

Page Guest House

ReneeRating, 5 stars5 months ago
We were in town for a family Christmas party and were very happy staying at The Page Guest House. It was the perfect choice, especially since my 91-year-old mother was with me. The walk-in shower and the small step to get in made it easy. As former residents of Guilford, I highly recommend this centrally located, cozy guest house to anyone visiting the area.
Superhost
Two wooden adirondack chairs are positioned on a grassy area, facing a tranquil lake surrounded by trees. Bright yellow daffodils bloom nearby, adding a touch of color to the natural landscape under a clear blue sky.
Guesthouse in Dartmouth
4.89 out of 5 average rating, 135 reviews

Lovely Lakeside Cottage

AudraRating, 5 stars2 weeks ago
Very peaceful, quiet and relaxing place to stay, yet close to restaurants and shopping. I would stay there again.
Top guest favorite
A cozy room features a full-sized bed covered with a white blanket and accent pillows. A kitchenette with cabinetry, coffee maker, and compact fridge is visible. A framed landscape print adorns the wall, with natural light coming through windows beside the bed.
Guesthouse in Lebanon
4.95 out of 5 average rating, 114 reviews

Private guesthouse in Lebanon

KatieRating, 5 stars4 days ago
This stay was everything I hoped for and more! The bed was cozy and comfortable, and I slept really well. The location was perfect, close to everything I needed but still peaceful and quiet. The hosts were incredibly kind and communicative, making the whole experience smooth and enjoyable. One thing that really stood out was how clean and fresh the space smelled — that elevated kind of clean, like in a luxury hotel. I’d love to know what they use because it was heavenly and made the whole place feel extra inviting! Highly recommend this spot and would definitely stay again!

Guest house rentals with a washer and dryer

Superhost
A private backyard area is seen, featuring a gravel patio with a gazebo, seating, and a picnic table. A grill is positioned nearby, and a fence encloses the space. Lush green grass borders the patio, complemented by a clear blue sky scattered with clouds.
Guesthouse in Milford
4.92 out of 5 average rating, 205 reviews

Chic Coastal Retreat: Modern Apt Steps from Beach

JoyRating, 5 stars2 months 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 stars23 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 stars3 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
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, 136 reviews

Modern Fireplaced Carriage House with Beach Permit

OnnaRating, 5 stars1 day ago
We had an absolute wonderful stay! Jane went above and beyond to make our stay special. Beautiful place and area. Definitely an unforgettable trip! Definitely a plus that it’s so close to the ferry too.
Superhost
Guesthouse in Arlington
4.93 out of 5 average rating, 105 reviews

Cottage with a View

KetkiRating, 5 stars2 months 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
The exterior of a dark blue barn cottage is displayed, featuring a pink door and several small windows. A seating area with bright red chairs is positioned on a leaf-covered lawn, surrounded by trees and greenery.
Guesthouse in Dover Plains
4.87 out of 5 average rating, 114 reviews

Spilt Milk Cottage - Hudson Valley, NY

JohnRating, 5 stars1 month ago
Easy to find, key pad entry, clean. Graham left some fresh eggs from his hens..nice touch. Quiet spot in a natural setting.
Guest favorite
A serene view of a calm pond is captured, surrounded by lush greenery and trees. Lily pads float peacefully on the water's surface, while the blue sky adds to the tranquil atmosphere. The scene reflects the natural beauty of the surrounding environment.
Guesthouse in Westford
4.97 out of 5 average rating, 105 reviews

Detached Waterfront Guest House

NancyRating, 5 stars1 week ago
Ian the host was really great to deal with. He was very helpful and responsive to any questions I might have had. He was helpful with the fact that I had a knee problem and moved a chair for me from one deck to the other for me to use. The place was perfect. If you wanted a home away from home with having a full kitchen to use small as it is. It was just what I wanted.
Top guest favorite
The exterior of the guest house features traditional wood shingles and charming landscaping, including blooming hydrangeas and lush hostas. The entrance is highlighted by a small porch with steps leading up, framed by green shrubbery and trees, creating a welcoming first impression.
Guesthouse in Cohasset
4.99 out of 5 average rating, 135 reviews

Lovely 1 Bedroom Guest House. Downtown Cohasset

PhilipRating, 5 starstoday
In a word, superb! Our experience with Joanne from booking to saying goodbye (for now) was stress free and positive in every respect. After a delayed flight from the UK, a terrible storm and traffic delays, Joanne had put the heating on, left lights on inside and out and we immediately felt at home. All through our stay we felt the same. Joanne’s rental is super comfortable, very clean, with everything you could wish for, for a short or long stay. Until next time, thank you Joanne.

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