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Guesthouse vacation rentals in Block Island Sound

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Block Island Sound guesthouse rentals

Family-friendly guest house rentals

Guest favorite
The exterior of the studio space is visible, featuring a natural wood façade enhanced by a mural depicting a serene landscape with sailboats on water. Large windows are present, allowing for natural light. Surrounding greenery contributes to a tranquil atmosphere.
Guesthouse in Belchertown
4.93 out of 5 average rating, 169 reviews

Amherst Area Studio Apartment

PeterRating, 5 stars5 months ago
Judy could Jay have been a better host. My children and I were in town for a family function and couldn’t be happier with the stay.
Superhost
A spacious living area features a large sectional sofa adorned with decorative pillows, complementing a dining area with a round table and four chairs. Bright overhead lights illuminate the space, which includes a modern kitchen visible in the background.
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.
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 :)
Superhost
A charming cottage exterior is framed by lush greenery, featuring large front glass doors and a sloped roof. Potted flowers adorn the entrance, while a shaded sitting area with comfortable chairs is visible beside the pathway, inviting relaxation in a serene setting.
Guesthouse in Stormville
4.98 out of 5 average rating, 172 reviews

Hudson Valley Cottage with Pond Access

JamieRating, 5 stars6 months ago
This bungalow was a magical place to spend an autumn weekend visiting family and the beautiful Hudson valley area. We enjoyed morning walks around the pond with our pup and our coffee. Wish we had time to use the fire pit! Hammocks and bed was comfy, shower and kitchen were clean and lovely! Thanks so much a for a great stay! Would certainly recommend!
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!
Superhost
Lush green trees line the water's edge, reflecting shades of gold and green onto the calm surface. The tranquil scene is accentuated by the gentle ripples, creating a harmonious blend of nature and serenity.
Guesthouse in Shelter Island
4.96 out of 5 average rating, 115 reviews

Waterfront carriage house studio

FernRating, 5 stars7 months ago
John was a perfect host! Friendly, responsive and made us feel welcome. I took my 9 year old son and we had a great time fishing off the dock and kayaking. The kitchenette is lacking if you want to cook any meals but it didn’t matter in our case. Absolutely beautiful location!

Guest house rentals with a patio

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.
Guest favorite
A rustic studio cottage is presented with a sloped roof and blue siding. A wooden deck leads to the entrance, flanked by a garden with flower beds. A grill is visible on the deck, and a stone pathway meanders through the green yard.
Guesthouse in West Tisbury
5 out of 5 average rating, 24 reviews

Charming W. Tisbury Studio Guest Cottage

StephenRating, 5 stars6 months ago
This cottage was perfect me, my wife, and our dog! We like the quieter side of Martha’s Vineyard and we found it here. You feel like you’re tucked away, but it’s easy to get to, and you are still within walking distance to a wonderful restaurant, and a short drive to anything else you need. You can get to the most beautiful beaches in just a few minutes. I am so appreciative that Adam was an extremely helpful host and very easy to communicate with. Would love to stay here again!
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, 223 reviews

Lakeview Guesthouse with Sauna

CatherineRating, 5 stars5 days ago
This is a gorgeous guest house with a lovely view of the lake. Didn’t get to try the sauna but appreciated that it was available all hours. Shower and bed were nice! We traveled here on bike while going from Poughkeepsie to NYC on the Empire State Trail. The house is close to the trail and they gave us good bike directions. Great place to stop to split up the 100 mile journey - right in the middle!
Top guest favorite
A stone patio features a round table with four chairs and a blue bench. The entrance to the guest cottage is framed by green shrubbery. Large windows allow views into the interior, showcasing the natural surroundings beyond.
Guesthouse in Hudson
5 out of 5 average rating, 27 reviews

Serene one bedroom guest house with fireplace.

AllisonRating, 5 stars6 months ago
One of the best Airbnbs we've stayed at. We loved the interior design and how cozy the space was. The location is beautiful and peaceful. Highly recommend.
Top guest favorite
A dining area features a wooden table surrounded by four black chairs. A vase with greenery is centered on the table. In the background, a cozy seating area with a sofa is visible, illuminated by natural light from a nearby window.
Guesthouse in Great Barrington
4.96 out of 5 average rating, 118 reviews

Sweet Victorian in Housatonic

AnnieRating, 5 stars3 weeks ago
Me and my family have stayed at Emma’s twice now, and we’ve loved it both times we’ve stayed here. I love how bright and clean the space is, and so functional for us to stay in as a family. The kids especially love the bunk bed, and the grandparents loved the comfy beds, and I loved getting some work done on the beautiful desk on the second floor. We love this place and can’t wait to come back in the summer to sit and eat meals on the front porch. The neighborhood is great! It’s so convenient to be able to walk to the playground and bike path, Common Pub, and package store.
Guest favorite
A private patio area is accessed through a charming pathway lined with blooming flowers and mature evergreens. The well-maintained space features outdoor seating and a winding stone surface, providing an inviting spot for relaxation or gatherings.
Guesthouse in Asbury Park
5 out of 5 average rating, 17 reviews

Carriage House by Surfers Beach Asbury Park

ChristaRating, 5 stars8 months ago
We whole heartedly enjoyed our stay. The apartment was very well appointed and so comfortable. We especially appreciated how quick and easy it was to walk to the beach or any of the great restaurants in the area. Regine and her family are exceptional hosts!
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

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
4.81 out of 5 average rating, 263 reviews

Carriage house apartment

AngelicaRating, 5 stars1 week ago
Such a great stay! The place was super cute and easy to find. Everything looked exactly as it was listed on the website, and it felt very comfortable. We did have someone walk in unexpectedly during our stay, but it was clearly a mistake and Poppy was super friendly throughout the whole process. Overall I would stay here again! It was a great location and I loved the history of the house too.
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!
Top guest favorite
A serene outdoor space features comfortable seating arrangements overlooking a flowing brook, framed by lush greenery. A fire pit and a rustic outdoor heater add charm, while the sound of the nearby waterfall enhances the tranquil environment.
Guesthouse in Sharon
4.94 out of 5 average rating, 107 reviews

Cottage with a Waterfall View

JeffreyRating, 5 stars1 week ago
The cottage is beautiful and such a surprise when you open the front door - the magical stream is right out the window. Although the cottage is close to the road you would never know it - the back patio is just perfect!! An easy drive to a a number of small and lovely quintessentially New England villages. We would highly recommend Jeff and Elizabeth's cottage!
Guest favorite
A welcoming entrance features a wooden staircase leading to a screened porch, surrounded by lush greenery and flowering plants. Stone pathways weave through the grass, promoting an inviting approach to the cottage.
Guesthouse in Tisbury
4.86 out of 5 average rating, 251 reviews

Adorable Vineyard Haven Cottage

TimRating, 5 stars6 months ago
Very nice and cozy place. Lots of space in the yard for the dog. Larry was responsive and the house was clean.
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
4.88 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.
Top guest favorite
The spacious interior showcases a lofted sleeping area above, featuring open beams and large windows that allow natural light to fill the space. Below, a cozy kitchen area is complemented by a small dining table, surrounded by rustic furniture and elements.
Guesthouse in Stonington
4.97 out of 5 average rating, 278 reviews

True Artist Loft, 5 minutes to downtown Mystic

JamieRating, 5 stars2 weeks ago
The house was perfect, peaceful and cozy. It had all the essentials and was clean and comfortable. The location was fantastic, secluded and still only minutes away from the local attractions. We were slightly disappointed that we were unable to meet Sydney 🐕but we did see lots of birds, squirrels and wild turkeys! I would highly recommend this adorable guest house and we would definitely come back!
Top guest favorite
Guesthouse in Fairfield
4.96 out of 5 average rating, 189 reviews

Southport, CT across from BEACH

ChristineRating, 5 stars5 months ago
We had a wonderful stay, it’s a very quiet and peaceful location. The rooms are comfortable, clean, and have everything you need. The bedroom is airy and gets beautiful light during the day. The beach is so close and a grocery store / restaurants are also nearby, making it a convenient and relaxing experience!

Destinations to explore