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
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 stars1 week 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 serene pond reflects the cloudy sky, surrounded by lush greenery and tall grasses. The still water enhances the tranquil atmosphere of the landscape, with distant buildings nestled among the trees, completing the rural setting.
Guesthouse in Stephentown
5 out of 5 average rating, 416 reviews

Dog Friendly Studio

LilyRating, 5 stars2 weeks ago
We absolutely loved Maple Hill Farms. It's a wonderful place and a perfect choice for a trip to the Berkshires if you're an animal lover. The best part of our weekend was bonding with Philip's sweet and friendly donkeys! The studio is well laid out with everything you need, the farm is beautiful and peaceful (except for the roosters, haha!), and the location is great for visiting local sights like Mass MoCA and The Mount. We hope to be back!
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, 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 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 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 favorite
A spacious studio is illuminated by natural light from large windows. The bright room features a mix of furnishings, including a white sofa, a dining table, and a variety of shelving units. Warm wood flooring complements the inviting layout.
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.
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
4.97 out of 5 average rating, 174 reviews

Hudson Valley Cottage with Pond Access

ChelseaRating, 5 stars1 month ago
If you're looking for a private retreat in a gorgeous setting, this is your place. The property is stunning, super walkable grounds, and a gorgeous back patio. S.A. is a super host, and when we ran into an issue, he was quick to respond and help. We recommend this place, and intend to stay again in the future.
Guest favorite
A cozy sleeping area features a queen-sized bed, framed by light green walls. A sliding glass door provides a division between the sleeping area and the living space. A comfortable futon and a lamp are visible in the foreground, along with decorative pillows.
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 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, 388 reviews

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

BarbaraRating, 5 stars2 days 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 stars3 days 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
The kitchen features white cabinetry and a retro red refrigerator. A wooden countertop provides workspace, while a small black sink is positioned beneath a window adorned with colorful curtains. A table with a vase of white flowers is in the foreground, adding a touch of decor.
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 favorite
A dark wooden barn is surrounded by lush greenery, showcasing a set of stairs leading to the second floor. A paved patio area features a table and chairs, inviting outdoor relaxation among the tranquil natural setting.
Guesthouse in Brewster
4.94 out of 5 average rating, 144 reviews

Sherwood Barn - close to ski mountain

VelluRating, 5 stars5 days ago
We had a great time staying for a week at the Sherwood Barn ❤️ Thank you!
Top guest favorite
A spacious front porch is adorned with cheerful yellow curtains and comfortable seating. Planters filled with vibrant flowers add a touch of color. An American flag gently waves in the breeze, complementing the peaceful outdoor setting.
Guesthouse in Melrose
4.98 out of 5 average rating, 103 reviews

Jimmy & Donny's AirBnB

DavidRating, 5 stars1 week 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 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, 100 reviews

Hidden gem min from providence

AlejandraRating, 5 stars2 weeks 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 favorite
A light-filled living room features a gray sectional sofa with a colorful throw pillow. A wooden console table stands beside a lamp, while natural light enters through two large windows adorned with white trim, providing views of the surrounding greenery. Vintage art pieces are displayed on the walls.
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
Guest favorite
An open living space is illuminated by natural light from multiple windows, featuring a cozy sofa, wooden coffee table, and a dining area with metal chairs. A spiral staircase leads to a loft space, while a door opens to a private outdoor deck.
Guesthouse in Accord
4.92 out of 5 average rating, 124 reviews

Tiny Horse Barn

LisaRating, 5 stars1 month ago
My husband and I arrived late, around 9:30pm, because we had commuted after work in NYC. Everything was impeccable. The home is perfect in some many ways. We felt very comfortable and got an amazing night's sleep. The following more we had to head out early to pick our daughter up from Binghamton. She stayed with us on our second night. Nicolette's and Tim's Tiny Horse Barn is so perfect. It is exact amount of space we needed. Even though the space is space, there were 5 tissue boxes in perfect locations. This may seem a small thing to some. But if you have allergies, it is SO appreciated. The kitchen was equipped with keurig coffee pods, creamers, sugar, tea kettle and more than everything we needed. Equally the bathroom was perfect. The beds were super comfortable as was the temperature. There were plenty of great restaurants nearby. The attention to detail is amazing. Everywhere there are little hints of horses, but not in an overwhelming way. We actually are having book sent :)
Top guest favorite
A modern kitchen features white cabinetry and stainless steel appliances, highlighted by a central island with bar seating. A skylight allows natural light to illuminate the space, while patterned rugs add a touch of texture to the floor. Decorative shelving displays various items on the wall.
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!

Guest house rentals with a washer and dryer

Guest favorite
A bright sunroom features large glass windows providing panoramic views of the city skyline, with gentle sunset hues in the background. A modern black futon is positioned beside a sleek entertainment unit, contributing to a comfortable and inviting setting.
Guesthouse in Brooklyn
4.93 out of 5 average rating, 136 reviews

Amazing Views & Rooftop Deck - Safe - Parking Incl

Marie-ThereseRating, 5 stars1 week 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 favorite
A spacious living area features modern seating arrangements with natural light streaming through large glass windows. A small table is set by the window, overlooking the garden. Polished wooden floors and decorative items add warmth to the inviting atmosphere.
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 favorite
Guesthouse in Millerton
4.98 out of 5 average rating, 104 reviews

Loft in the Pines

KevinRating, 5 stars5 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 favorite
A modern studio features expansive floor-to-ceiling windows offering views of the river. A spacious bed is paired with a stylish leather sofa and a glass coffee table, accented by a soft area rug in serene blue tones. Natural light fills the space, enhancing its tranquility.
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 favorite
A narrow hallway features a stacked washer and dryer set against one wall, providing convenience for guests. Wood flooring extends throughout the space, with a view of a dining area in the background illuminated by natural light. A doorway leads outdoors, enhancing accessibility.
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 favorite
A mirrored closet showcases organized shelves with neatly folded blankets and linens. A drawer unit is positioned below the shelving, providing additional storage. Soft natural light filters through a nearby window, illuminating the wood flooring and creating a bright atmosphere in the space.
Guesthouse in Clinton
4.94 out of 5 average rating, 232 reviews

The Gardener's Cottage Dog friendly/weekly/monthly

JoannaRating, 5 stars1 month ago
We loved our stay at the cottage! It was such a beautiful and cozy place, both inside and outside. We had everything we needed to feel right at home. The cottage is in a great location for exploring the surrounding areas, and/or venturing a bit further out if you feel like a short drive. Robin is a lovely host!
Guest favorite
A kitchenette features sleek black cabinetry and a polished wooden countertop. A small countertop oven sits beside a shiny sink and a coffee maker, while two metal stools are positioned at the counter. Natural light is softly diffused through the wooden walls.
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.
Top guest favorite
A tranquil gravel road lined with lush green trees stretches into the distance. Natural stone borders are visible along the edge of the pathway, providing a rustic charm. Soft light filters through the leaves, creating a serene and inviting ambiance.
Guesthouse in Cold Spring
4.99 out of 5 average rating, 164 reviews

Modern+bright forest escape - near village & train

KatieRating, 5 stars1 week ago
Ethen and Erin have created a beautiful, serene destination retreat! Beautifully designed with sustainability in mind. We loved the location for its quiet and beauty, and for the easy walk to Main St. So sparkly clean and comfortable. We also really appreciate that they use eco friendly products. We are inspired and want to return!

Destinations to explore