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Guesthouse vacation rentals in Martha's Vineyard

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Martha's Vineyard guesthouse rentals

Family-friendly guest house rentals

Guest favorite
The charming cottage exterior features a stone pathway leading to the entrance, surrounded by lush greenery and flowering bushes. A wooden gate provides access to the private yard, with a tranquil lawn area inviting relaxation.
Guesthouse in Vineyard Haven
4.94 out of 5 average rating, 126 reviews

West Chop Cottage + Beach Access

MichelleRating, 5 stars9 months ago
We had a great stay with Peggy! She is wonderfully kind and we had everything we needed to relax and adventure on the island. Such an amazing location and cute, cozy space, would highly recommend!
Guest favorite
The exterior of the barn features wooden double doors that provide access to the interior. A stone wall runs along the garden, accompanied by seating areas consisting of a picnic table and two chairs. Lush greenery surrounds the property, enhancing the secluded feel.
Guesthouse in Chilmark
4.95 out of 5 average rating, 91 reviews

Beautifully Renovated 1800s Chilmark Barn

TracyRating, 5 stars8 months ago
Jessica was an amazing host! I’ve been talking with Jessica for about nine months in preparation of coming to stay here for my stepdaughter‘s wedding. She was so helpful so flexible she’s very informative. She loves living here, which makes it so much better to enjoy because she has so much knowledge about the island . The Property was beautiful andamazing! She’s an amazing host extremely hospitable and makes you feel so welcome. We will be coming back!
Top guest favorite
A dining area is presented with a rustic wooden table, set for a meal. Four dark chairs surround the table, and a vase of white flowers adds a touch of decor. The adjacent living area features a comfortable sofa, flanked by windows allowing natural light.
Guesthouse in Oak Bluffs
4.99 out of 5 average rating, 93 reviews

Mermaid Cottage

CarleiRating, 5 stars4 days ago
This is my husband and I’s second time staying at Dawn’s cottage and we still absolutely adore it! Even more so than the first time! Super clean and has absolutely everything you need. Not only is it stylish, but it is home-y too! Dawn and her husband are responsive and so nice - we are very thankful they share their place with us! Until next time, cottage and MV! We’ll be back again!
Top guest favorite
A bright living area features a comfortable seating arrangement with soft, neutral-toned couches. Natural light fills the space through multiple windows, and a rustic wooden coffee table enhances the cozy feel. A small dining area is visible in the background.
Guesthouse in Edgartown
5 out of 5 average rating, 22 reviews

THE BIG CHILL ~ ONE MILE TO EDGARTOWN CENTER

AlmutRating, 5 stars1 month ago
We had wonderful days at Big Chill. The cottage and main house is located very privately in a wooded area and surrounded by a beautiful garden, creating a magical space in nature. The cottage is very beautiful, bright, clean and has most things you need.We liked especially the upper floor where all beds were in one spacious room The cottage is entirely designed and built with care and character, craftsmanship, an artistic eye, and much heart by the hosts Kati and Mark. And they are ,as well ,very caring about their guests. They enjoy having guests and helping them, which creates a unique place where we felt very well and being in the right place.Thank you for creating such a nice place and sharing it with all your guests.
Guest favorite
A bright living area features a striped couch adorned with a 'SUMMER HOUSE' pillow, complemented by a cozy armchair. Natural light enters through windows with white blinds, and wooden beams add a touch of character. A decorative coffee table sits in the center, enhancing the inviting space.
Guesthouse in Barnstable
4.9 out of 5 average rating, 60 reviews

Osterville Guest House

LaurynRating, 5 stars1 month ago
Valerie and Kevin were fantastic hosts - incredibly kind and great communicators. Their guest house was the perfect spot to explore the cape from. Peaceful and a short walk into the cute downtown of osterville. Would highly recommend!
Guest favorite
A charming exterior of a two-story home showcases a well-maintained garden filled with vibrant hydrangeas and other blooming flowers. The front porch is adorned with hanging plants and an American flag, inviting a sense of welcoming. Decorative elements add a touch of character to the facade.
Guesthouse in Hyannis
4.86 out of 5 average rating, 51 reviews

2 bdrm unit, stairs 4 nights min, pool, no meals

NeilRating, 5 stars9 months ago
We had the great fortune of choosing to stay with Ginny & Craig. We found them to be excellent communicative hosts who gave us loads of great tips on how to have a good time on the Cape. We found the accommodation excellent and as described in the advert. The location is excellent, just a short and simple walk into town. The rooms are well equipped and spotlessly clean. I would highly recommend and we would stay there again. Thanks to G&C for being great hosts.
Guest favorite
A wooden gate opens to a lush garden, framed by tall greenery and vibrant flowers. A pathway made of stones leads through the garden, offering a welcoming entrance to the cottage. Sunlight highlights the natural beauty of the space on a clear day.
Guesthouse in Edgartown
4.76 out of 5 average rating, 49 reviews

Marthas Vineyard 1BR Cottage 10 min to beach/town

ThomasRating, 5 stars4 weeks ago
We really enjoyed our stay at this cottage. It was clean, comfortable, and close to town and the beach. Michael was an excellent host!
Top guest favorite
The open living area features exposed wooden beams overhead and includes a spacious wooden dining table. Two lounge chairs, a round pouf, and a day bed are arranged for seating. Natural light filters in through large glass doors, leading to an outdoor area.
Guesthouse in Chilmark
4.99 out of 5 average rating, 96 reviews

4-Season Guest House on Historic Chilmark Estate

SamRating, 5 stars1 week ago
This is an amazing place, in an amazing area. Private and comfortable the apt has everything you need including a great outdoor shower. 5 min drive to several beautiful beaches and half mile from chilmark tavern/general store. Will definitely be back!

Guest house rentals with a patio

A charming guesthouse is framed by a well-maintained lawn and a large tree, which provides shade. The exterior features white siding with historical accents, and the windows are adorned with decorative elements. Soft lighting emanates from the interior, creating a welcoming ambiance.
Guesthouse in Edgartown
5 out of 5 average rating, 3 reviews

Beautiful Charming Edgartown Guesthouse 1 Bedroom

LizaRating, 5 stars11 months ago
It was a pleasure meeting Ronald and Gayle - they were fantastic hosts - very welcoming, polite, and friendly. We really enjoyed our stay in their adorable little guest house. The cottage is very quiet, clean, comfortable, modern, efficiently designed, and tastefully decorated. It has a lovely view of a manicured lawn and beautiful plantings. We hope to stay here again!
Guest favorite
A patio dining area is set with a glass table and four wicker chairs. A bottle of wine stands at the center, accompanied by two glasses and two plates. Surrounding greenery creates a natural backdrop, enhancing the serene outdoor dining experience.
Guesthouse in Edgartown
4.93 out of 5 average rating, 15 reviews

Private cabin in Wildlife Habitat; near bus route

ArthurRating, 5 stars9 months ago
As long as you don't mind having only an outdoor shower,which I didn't since the weather was beautiful, Judys place is a nice quiet cozy nook surrounded by lovely well kept grounds. Total privacy. Judy was a very attentive host, allways checking in via emailand offering to go beyond what I expected.
Top guest favorite
A private deck is framed by lush greenery, featuring two wicker chairs and a small table. The entrance is marked by glass doors that open to the cottage, with light filtering through the surrounding foliage.
Guesthouse in Edgartown
4.97 out of 5 average rating, 30 reviews

Private Two bedroom Katama cottage near Edgartown

MeganRating, 5 stars2 weeks ago
Our stay in Martha’s Vineyard was perfect. The Clamshell was beautifully decorated and was extremely clean - even better than the pictures. The location is outstanding and made it easy to come and go. We felt right at home during our visit. Nancy’s hospitality is unmatched.
Guest favorite
The exterior of a newly constructed barn-style carriage house is shown, featuring a wooden deck with a railing. A single entrance door is located in the center, flanked by plants. The structure is surrounded by green lawns and trees, offering a tranquil setting.
Guesthouse in Sandwich
4.97 out of 5 average rating, 64 reviews

Private 1 king bedroom guest house-2021 built

HeatherRating, 5 stars1 month ago
Had a delightful second stay at Carolyn and John's B&B...clean, beautiful, peaceful. They were responsive quickly, and made us feel at home. John met us as we arrived and we had a pleasant chat with him. We have stayed here before, and will stay again! Thank you!
A fully equipped kitchen features modern stainless steel appliances, including a refrigerator and a sleek gas stove. White cabinetry and dark countertops create a contemporary contrast. A spacious island provides additional workspace, while natural light filters in through a nearby window.
Guesthouse in Mashpee
4.92 out of 5 average rating, 26 reviews

Mady on the Forest...

WalahRating, 5 stars9 months ago
We loved it here here! Thanks
Top guest favorite
A charming waterfront studio cottage is situated amidst greenery, featuring a white porch with steps leading to the entrance. The exterior is accented by large windows and a peaked roof, surrounded by landscaped paths and flowering plants under clear blue skies.
Guesthouse in Bourne
5 out of 5 average rating, 68 reviews

Waterfront Cottage / Your Cape Escape

KevinRating, 5 stars2 days ago
Beautiful cottage! Thank you, Mary Ellen and Dan, for your attention to detail and the many thoughtful touches! Everything was at our fingertips…from robes and slippers to clean, crisp linens! The cottage is quaint, clean and comfortable! This little oasis is quietly tucked away, yet allows quick and easy access to all that the Upper Cape has to offer! Thanks again! Kevin and Nancy
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 stars8 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
An open living area is highlighted by high ceilings with exposed beams and large glass doors that provide a view of the meadow. Two comfortable sofas face each other across a central area rug, inviting relaxation. Light floods the space, enhancing its airy feel.
Guesthouse in West Tisbury
5 out of 5 average rating, 11 reviews

Beautiful + Airy MV Barn

LolaRating, 5 stars9 months ago
Our second time at the barn! Heaven. An absolute dream. Comfortable, quiet, clean and well appointed. We shall return. Thanks so much Amy.

Guest house rentals with a washer and dryer

A private outdoor deck is positioned at the entrance of the guest house, showcasing a small round table paired with two chairs. Steps lead down to a garden area featuring colorful flowers and neatly arranged shrubbery.
Guesthouse in Edgartown

New! Edgartown Guest House in a garden setting

GlennRating, 5 stars10 months ago
Brenda & Charlie welcomed us with open arms! They were thoughtful, kind, & helpful! We plan to stay here next time we are on the island. The home was beautifully decorated, clean, and perfect for a romantic getaway in the island. Thank you for sharing your home with us. We wish them both continued success!
A well-maintained yard features a vast expanse of lush green grass, bordered by neatly arranged stone pathways. Flower beds, formed into heart shapes, display a variety of colorful blooms. A quaint two-story guesthouse can be seen in the background, surrounded by mature trees.
Guesthouse in Edgartown
5 out of 5 average rating, 18 reviews

Guesthouse

LeahRating, 5 stars9 months ago
My family and I had a wonderful stay at Dilcelia and Marquissuel's Airbnb. The place was extremely clean and the yard was an added bonus! They were extremely responsive to all of our needs and a delight to work with. I would definitely recommend the property to anyone looking to stay on Martha's Vineyard.
Guesthouse in Marion

Charming House all points cape cod

LisaRating, 5 stars2 days ago
Gary’s place was exactly as described and worked out perfectly for my family. My toddler especially over the race car bed!
A wooden deck extends from the upper level of the house, featuring a shaded umbrella. Sturdy stairs lead up to the deck, while a gravel pathway surrounds the property. The exterior showcases natural wood siding and is nestled among trees, enhancing the secluded atmosphere.
Guesthouse in West Tisbury
4.94 out of 5 average rating, 18 reviews

Guest house over Garage

Michelle And GregRating, 5 stars8 months ago
Joe’s place was wonderful private and very well appointed. Highly recommended for a getaway in a lovely neighborhood. You can also put on a light backpack and hike down to the beach, which is a short hike. Please tell them that Greg sent you.
Top guest favorite
A bright entryway features a white dresser with multiple drawers, complemented by a lamp and a small vase of blue flowers. Natural light filters through two windows, illuminating the space and enhancing the clean, simple design. A staircase leads to the upper level.
Guesthouse in Tisbury
5 out of 5 average rating, 7 reviews

Escape to Bungalow 24 on MV!

AmyRating, 5 stars9 months ago
Steve was a great host. He immediately responded to get us out of a jam in short notice. He was very communicative. Place was new & updated. Modern beach feel. Great layout & convenient location (we normally stay in Chilmark & this was much closer to everything). It was perfect for us to unwind after some stressful weeks.
Superhost
A wooden sliding barn door with natural grain is captured. The door features a black metal track and hardware. In the background, the outline of a bathroom is visible, including a mirror and partially seen sink area, suggesting a harmonious blend of rustic and modern design.
Guesthouse in Edgartown
5 out of 5 average rating, 29 reviews

La Casita

EliseRating, 5 stars33 months ago
Lovely home, well-maintained and quiet. A beautiful place to rest as well as easy access to bike trails and towns. We used the outside shower the whole time and it was so refreshing. Had an incredible dinner at Lambert’s Cove in the garden.
Superhost
A welcoming porch is displayed with two white rocking chairs and a small side table on a wooden floor. Natural light filters through the nearby windows, and a door with a dark green finish is visible in the background. The surrounding greenery adds a serene touch.
Guesthouse in Edgartown
4.96 out of 5 average rating, 55 reviews

Quiet, Pet Friendly, near to Edgar. Oak Bluffs 5*s

YaoRating, 5 stars1 week ago
This Airbnb was perfect for our stay! The apartment was spotless, had everything we needed, and the location was ideal. We appreciated the thoughtful touches and the host’s helpful communication. Would absolutely stay here again!”
A charming cottage is framed by vibrant gardens filled with blooming flowers in various hues. The building features a sloped roof and is surrounded by lush greenery, adding a serene touch to the overall setting.
Guesthouse in Edgartown
4.91 out of 5 average rating, 11 reviews

Beautiful Cottage in Private but Convenient Locale

DaveRating, 5 stars24 months ago
Rachel’s cottage is quite charming. Edgartown is easily accessible, yet the cottage is very private, ideal for a quiet getaway.

Destinations to explore