Guesthouse holiday rentals in Block Island Sound

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Block Island Sound guesthouses

Family-Friendly guesthouses

Top Guest favourite
Guesthouse in South Salem
4.94 out of 5 average rating, 283 reviews

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

AlicjaRating, 5 stars1 month ago
We were stunned by how magical this place was with all it's uniqueness of historic house. Spotless clean, spacious, very friendly owners. Our kids loved running around the back yard and playing board games that were provided. We would definitely come back, the only thing we regret is that we couldn't stay for longer, the area is very picturesque. many thanks!
Guest favourite
Guesthouse in Barkhamsted
4.89 out of 5 average rating, 102 reviews

Farmington River Carriage House Pleasant Valley CT

JamesRating, 5 stars2 weeks 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.
Top Guest favourite
Guesthouse in Northampton
4.93 out of 5 average rating, 271 reviews

Large Studio – Walk to Town

BruceRating, 5 stars2 weeks ago
What a wonderful and unique space. A wide open room with a cozy bed area. The kitchen is well appointed as well. Just a short walk to Northampton's downtown but quiet with lovely gardens all around.
Guest favourite
Guesthouse in Beacon
4.94 out of 5 average rating, 400 reviews

Cozy Mountainside Suite - Minutes from Beacon

AnthonyRating, 5 stars1 week ago
My fiancé and I stayed at Lambs hill to celebrate our anniversary. We had the most wonderful time. The views are breathtaking. The wrap around deck with jacuzzi and hammock made our stay calming and serene. I loved seeing the horses and donkeys throughout the day. They made the experience even more special and unique. Charlotte was super responsive and accommodating. We took cabs to Main Street at night for dinner and drinks and it was so close and convenient. I left my heart in lambs hill and can’t wait to return one day.
Guest favourite
Guesthouse in Sprague
4.96 out of 5 average rating, 201 reviews

House on Little River / Writer Retreat

PamelaRating, 5 stars9 months ago
Cabin on Little River met our expectations and more. Myself, 2 sisters and my daughter wanted a quiet getaway. A charming open concept post and beam, pine floors and wood trim, woodstove for winter, deck with charcoal grill. It's very rural and IN the woods ( so bring bug repellant). Even though the host's home is visible you still feel tucked away. Kitchen and bath are modern and clean and the beds and livingroom were very comfortable. The soothing sound of the river is always present. It was relaxing to sit down in the adirondack chairs near its bank. The woods provide a place to walk. Lake is across the road. Glenn informed us of several events nearby that we were really interested in...but we never felt like leaving the cabin! There's a big firepit nearby and wood provided. Glenn is a wonderful host. A fellow artist, I asked to see his studio on the ground level. Even bought a couple small paintings. Do not hesitate to book this place if you are looking for a quiet respite!
Guest favourite
Guesthouse in Oyster Bay
4.89 out of 5 average rating, 707 reviews

Cozy private cottage in Oyster Bay

SarahRating, 5 stars2 weeks ago
Very clean, nice area, and good communication from host. Definitely recommend!
Top Guest favourite
Guesthouse in Woodstock
5 out of 5 average rating, 387 reviews

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

NathanRating, 5 stars1 week ago
Had a lovely stay. One of the closest properties to the Main Street in town, so you are able to relax in a quiet space but also go to and from town as often and as easily as you’d like. Host was very communicative, offering flexible check in and check out as well as local recommendations. Highly recommend.
Guest favourite
Guesthouse in Sag Harbor
4.86 out of 5 average rating, 107 reviews

Charming 2BR Cottage, Walk to Town

MarinaRating, 5 stars11 months ago
We had a wonderful time enjoying the cottage! The hosts are extremely welcoming and very friendly. The cottage was the perfect amount of space and in a wonderful location. My friends and I are already discussing making this an annual trip!

Guesthouses with a patio

Top Guest favourite
Guesthouse in Williamstown
4.96 out of 5 average rating, 184 reviews

Brookside Cottage

BobRating, 5 stars1 day 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 favourite
Guesthouse in Norwich
4.91 out of 5 average rating, 67 reviews

Brand new & close to casinos with HOT TUB

MattRating, 5 stars2 weeks ago
Great little place to stay, just was not aware that it was attached to a main house. Thought it was its own place other than that was very nice.
Guest favourite
Guesthouse in Brewster
4.94 out of 5 average rating, 143 reviews

Sherwood Barn - close to ski mountain

BrandiRating, 5 stars2 weeks ago
beth was wonderful. the place was great. she was so sweet and kind and made sure we had a great weekend. would definitely recommend. the pond with fish was fun to feed them. the little recommendations book she made was very helpful. we were there for an event over the weekend and it was very relaxing and we enjoyed our time.
Top Guest favourite
Guesthouse in Melrose
4.98 out of 5 average rating, 102 reviews

Jimmy & Donny's AirBnB

DavidRating, 5 stars6 days ago
Amazing hosts and an amazing place! The location was ideal for us, a nice quiet neighborhood away from the busy Boston area traffic but close enough to get downtown in a short drive. Also, the off-street parking spot was very convenient. The entire property is beautiful with well-maintained landscaping. James and Donny have done a terrific job decorating the apartment with high-end furnishings and all of the necessary amenities. The bed has a great mattress and is very comfortable. The fresh fruit, daily homemade muffins and continuously replenished cold water was above and beyond any other place we have been. We are so happy to have found this place and met such great people. We will definitely stay here again when we return to the area. Thank you for a wonderful stay!
Guest favourite
Guesthouse in North Providence
4.92 out of 5 average rating, 100 reviews

Hidden gem min from providence

AlejandraRating, 5 stars1 week ago
Maria’s place was great. We enjoyed our stay. Everything was really clean and bed was comfortable. Maria communicated very well. We would definitely stay there again.
Top Guest favourite
Guesthouse in Sharon
4.95 out of 5 average rating, 113 reviews

Cottage with a Waterfall View

JenRating, 5 stars1 week ago
This is our 2nd stay at this delightful little oasis. We appreciate the thoughtful touches, gorgeous finishes. fun artwork and peaceful ambience. Everything we need is available plus lots of extras
Top Guest favourite
Guesthouse in Guilford
4.95 out of 5 average rating, 100 reviews

Guilford Lakes Cottage, with hot tub and fire pit.

DianeRating, 5 stars1 week ago
This home is absolutely perfect – the entire space is beautifully decorated, peaceful, and spotless from top to bottom. The beds are incredibly comfortable with high quality bedding. The kitchen is fully stocked with every conceivable item. The hot tub and fire pit are a relaxing way to end the day. You can tell Dean and Brenda take pride in maintaining the space and every little detail made it feel like a high-end stay. I’ll definitely be coming back and recommending it to friends!
Top Guest favourite
Guesthouse in Clinton
4.95 out of 5 average rating, 38 reviews

Studio Cottage

KellyRating, 5 stars3 days ago
Looked just like the photos. Private space. Clean and tidy, had a few essentials including coffee! She was very responsive and gave East to follow directions for checking in. Provided great recommendations for nearby places. Location was exactly what we were looking for. Would highly recommend.

Guest house rentals with a washing machine and dryer

Guest favourite
Guesthouse in Brooklyn
4.93 out of 5 average rating, 136 reviews

Amazing Views & Rooftop Deck - Safe - Parking Incl

Marie-ThereseRating, 5 stars5 days ago
We had a really good time staying at this place, everything was better than in the pictures, wonderful view, very clean apartment, I would rent it again!
Top Guest favourite
Guesthouse in Marlboro Township
4.97 out of 5 average rating, 160 reviews

Refined, serene and like no other, Marlboro, VT.

Matthew EvanRating, 5 stars5 months ago
Jill and T. were amazing hosts, quite possibly the nicest and all around best that I've experienced. They were attentive and incredibly kind, and together have a presence to them that makes you feel comfortable and right at home. They also were a wealth of knowledge about the surrounding area, the property, and the trails that are accessible right down the road from the guest house. The guest house itself is across the large driveway from the main house, and while close, it feels properly secluded and private. Inside, it is impeccably furnished with the styling and taste that only someone well traveled could do so well: books about sculptors, poetry, classics, Vermont history. Beautiful furniture and an inviting layout of the space. The furnishings, books, kitchen setup, and many places to sit and relax, were as much part of the greatness as the nature surrounding it. I will absolutely come back here for the relaxation, the amenities, and also the lovely hosts.
Top Guest favourite
Guesthouse in Olive
4.99 out of 5 average rating, 117 reviews

The Lily Cottage Guesthouse

AgnesRating, 5 stars2 weeks ago
The cottage was the perfect little get away! Tucked away in nature with plenty of scenes to enjoy nearby. Easily accessible to Kingston and Woodstock to dine out and shop. The cottage was clean and organized. Would definitely come back!
Top Guest favourite
Guesthouse in Millerton
4.98 out of 5 average rating, 104 reviews

Loft in the Pines

KevinRating, 5 stars3 days ago
Mark and Rachel were awesome and I loved the place. Exactly what I was looking for to unplug and enjoy a few days off. Town is close by and has all the coffee, food and cocktails you will need. Will be staying here again.
Top Guest favourite
Guesthouse in Ulster Park
4.99 out of 5 average rating, 418 reviews

Escape to a Sleek, Serene Studio on the Riverbank

HaroldRating, 5 stars1 week ago
With a few dozen AirBnB stays under my belt, I have to say Shannon's lovely home in Ulster Park, NY, is without a doubt, the most enjoyable I've ever had! Her home is immaculate and literally footsteps from the Hudson River! She has taken the time to create an immensely enjoyable retreat by providing all modern amenities (large screen smart TV, robust WiFi and a fully equipped modern kitchen. Her backyard is thoughtfully laid out, recognizing the River is the main attraction, and provides fabulous seating areas, accompanied by gas fueled fire pits! Truly amazing. I am sure I will be returning soon!
Guest favourite
Guesthouse in New Haven
4.94 out of 5 average rating, 308 reviews

Square 6ix

AnnRating, 5 stars1 week ago
Great location. Very nice apartment with beautiful artwork. Very private with off street parking. We enjoyed our stay and felt at home.
Guest favourite
Guesthouse in Clinton
4.94 out of 5 average rating, 231 reviews

The Gardener's Cottage Dog friendly/weekly/monthly

ChrisRating, 5 stars1 month ago
Robin's cottage is a great little place. It is spacious and has a very comforting feeling. The location is ideal as well, it is nestled in the town of Clinton which affords options to visit neighboring towns and experience all CT has to offer. We chatted with Robin for a bit as well, she is such a dear. Great place Robin thank you!!!
Guest favourite
Guesthouse in Glastonbury
4.95 out of 5 average rating, 151 reviews

Unique luxurious private building in historic area

BrockRating, 5 stars3 months ago
James was a fantastic host. He greeted us personally upon arrival and provided a thorough walkthrough of the property. The Airbnb was exactly as described and perfectly met our needs, including use of the. The location was excellent, with easy access to many restaurants.

Destinations to explore