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Guesthouse holiday rentals in Martha's Vineyard

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Martha's Vineyard guesthouses

Family-Friendly guesthouses

Guest favourite
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!
Top Guest favourite
Guesthouse in Oak Bluffs
4.99 out of 5 average rating, 93 reviews

Mermaid Cottage

CarleiRating, 5 stars5 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!
Guest favourite
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 favourite
Guesthouse in Edgartown
4.76 out of 5 average rating, 49 reviews

Marthas Vineyard 1BR Cottage 10 min to beach/town

ThomasRating, 5 stars1 month 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 favourite
Guesthouse in Nantucket
4.99 out of 5 average rating, 80 reviews

Beautiful Nantucket Summer rental

TracyRating, 5 stars9 months ago
Nadia’s home was the perfect setting for a 5 -star girls’ weekend on Nantucket! The outdoor shower was wonderful, the furniture was comfortable, and the home was cute and quintessentially Nantucket. There were beach umbrellas for shade, chairs to use for watching sunsets, and a small cooler to carry our chilled wine. The Wave stop was a 5 minute walk where we often spotted deer and rabbits as we walked to the shuttle. Finally, Nadia was a kind and responsive host. We found our Nantucket getaway spot and hope to be back soon!
Guest favourite
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 favourite
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.
Guesthouse in Yarmouth Port
4.97 out of 5 average rating, 59 reviews

Guest cabin in the woods

RachelRating, 5 stars71 months ago
John’s cabin was perfect for two people, and had every convenience we could think of- full kitchen and wares, board games, laundry, outdoor shower-we were extremely comfortable and was a great price. You’re ten minutes to everything yet still secluded with trails nearby. Couldn’t have asked for a better place!

Guesthouses with a patio

Top Guest favourite
Guesthouse in Edgartown
4.97 out of 5 average rating, 30 reviews

Private Two bedroom Katama cottage near Edgartown

MeganRating, 5 stars3 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 favourite
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.
Guest favourite
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!
Top Guest favourite
Guesthouse in Bourne
5 out of 5 average rating, 68 reviews

Waterfront Cottage / Your Cape Escape

KevinRating, 5 stars3 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
Top Guest favourite
Guesthouse in Yarmouth
5 out of 5 average rating, 40 reviews

Cozy, renovated home in a charming duplex cottage

Julie AnnRating, 5 stars3 weeks ago
We had a wonderful time in Yarmouth and this was the perfect place to stay. Thank you!
Guest favourite
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 favourite
Guesthouse in Sandwich
5 out of 5 average rating, 16 reviews

the Elevated Escape

AnthonyRating, 5 stars9 months ago
Allison is a dream host. We stayed at the cottage for our engagement and proposal trip and couldn’t have picked a more perfect place for it. Allison created a magical Cape Cod experience full of beautiful details including fresh flowers, relaxing hammock, chill breakfast deck, whimsical treehouse, soft bedding and wonderful kitchen with views of nature. Everything is designed with fine taste and genuine care. Line of sights flow elegantly and framed beautiful views throughout the space. She left us handwritten notes and generously prepared the space for our engagement photoshoot. We had such a peaceful and romantic time at the cottage that it felt like a sweet home away from home. We left with lots of happy memories and inspirations. Thank you Allison. We truly loved the space and would come back again in a heartbeat!
Top Guest favourite
Guesthouse in Yarmouth
5 out of 5 average rating, 24 reviews

Cozy Cottage

LauraRating, 5 stars8 months ago
We thoroughly enjoyed our stay! The cabin was very clean and in a quiet neighborhood within walking distance to a sandy beach and excellent seafood restaurant.

Guest house rentals with a washing machine and dryer

Guesthouse in Mashpee
4.92 out of 5 average rating, 26 reviews

Mady on the Forest...

WalahRating, 5 stars9 months ago
Nos encantó! Gracias
Top Guest favourite
Guesthouse in Edgartown
5 out of 5 average rating, 21 reviews

Wedding RetreatTrails Golfing BikePath Private Gem

JeffreyRating, 5 stars3 days ago
Genainna and her husband were wonderful hosts. Our schedule was turned upside down twice, and they did not hesitate to accommodate us. They were focused on ensuring we would be able to come and enjoy our stay, and we greatly appreciated it! They made it seem like it was their pleasure to reschedule us. Genainna was always very responsive, providing wonderful recommendations and helpful tips. The garage unit is very clean and well stocked. The stairs to the loft were a bit steep and unnerving, but our 18 year old daughter was ok with them.
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 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.
Superhost
Guesthouse in Nantucket

Charming Cottage, Short Walk to Beach! Dogs OK!

CraigRating, 5 stars33 months ago
Perfect house in a wonderful location, by a path to a beautiful beach. Mike was a great host, proving us with all sorts of good advice on what to see, do, and eat, while being unobtrusive during our stay. Highly recommended.
Top Guest favourite
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
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
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!”

Destinations to explore