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Guesthouse vacation rentals in Nantucket Island

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Nantucket Island guesthouse rentals

Family-friendly guest house rentals

Guest favorite
Guesthouse in Vineyard Haven
4.94 out of 5 average rating, 126 reviews

West Chop Cottage + Beach Access

MichelleRating, 5 stars8 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
Guesthouse in Dennis
4.85 out of 5 average rating, 272 reviews

Joe's Beach Hideaway

JasmineRating, 5 stars2 weeks ago
Joes place is the perfect little beach cottage getaway! The location was perfect with such a short walk to the beach, the cottage was clean and decorated so nice! Even the shampoo, conditioner, and body wash in the shower was a delight! We loved staying here with our dog and will definitely be coming back again! Even though the weather wasn’t the greatest the whole weekend the cottage was a peaceful place to relax, unwind, and watch movies when we weren’t exploring! Thank you Joe!
Top guest favorite
Guesthouse in Oak Bluffs
4.99 out of 5 average rating, 91 reviews

Mermaid Cottage

AngelaRating, 5 stars1 month ago
What a perfect, cozy space to spend our long weekend on Martha’s Vineyard! This place is better than the pictures. Beautifully decorated, well stocked, comfortable bed, so quaint, and peaceful location. This is an easy drive to all towns on the island. It comfortably fit two adults and our infant. We would hands down return!
Guest favorite
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
Guesthouse in Edgartown
4.76 out of 5 average rating, 49 reviews

Marthas Vineyard 1BR Cottage 10 min to beach/town

ThomasRating, 5 stars2 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!
Guest favorite
Guesthouse in Chilmark
4.94 out of 5 average rating, 90 reviews

Beautifully Renovated 1800s Chilmark Barn

TracyRating, 5 stars7 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
Guesthouse in Edgartown
5 out of 5 average rating, 22 reviews

THE BIG CHILL ~ ONE MILE TO EDGARTOWN CENTER

AlmutRating, 5 stars2 weeks 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!

Guest house rentals with a patio

Guest favorite
Guesthouse in Harwich
4.95 out of 5 average rating, 22 reviews

Harwich Port - "Lee Side" cottage by the beach!

YiminRating, 5 stars1 week ago
Dan is such a warm, hospitable host! He welcomed us upon our arrival and helped up get settled and introduced the rich history of the cottage. We were a group of 5 high school seniors, and this place was perfect for our needs to relax on the beach! Dan provides a wagon from the shed and we borrowed his beach chairs and simply rolled them out onto the beach with a 5 minute walk. It was relatively quiet, and I loved the homey, cozy vibe, and I got two amazing nights of sleep during our stay. For the price of this AirBnB, you cannot beat the location! Walk back into the backyard, and you’ll arrive in downtown! For both mornings, our crew went to Cape Roots Cafe & Market for a lovely breakfast, and there was just enough to explore for our 2-night stay! I would highly recommend Dan’s establishment for anyone looking for a relaxing, laid-back stay at Cape Cod.
Guest favorite
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
Guesthouse in Edgartown
4.97 out of 5 average rating, 29 reviews

Private Two bedroom Katama cottage near Edgartown

MeganRating, 5 stars5 days 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.
Top guest favorite
Guesthouse in Bourne
5 out of 5 average rating, 66 reviews

Waterfront Cottage / Your Cape Escape

JennaRating, 5 stars6 months ago
Here’s a review you might like: We loved our stay at this quaint cottage! It was easy to find, with great lighting that made our nighttime arrival a breeze. Although the weather was chilly, the property itself was beautiful and inviting. Inside, the decor was adorable, and we were especially impressed by the remarkable craftsmanship throughout. Highly recommend for anyone looking for a cozy, well-maintained retreat!
Top guest favorite
Guesthouse in Yarmouth
5 out of 5 average rating, 40 reviews

Cozy, renovated home in a charming duplex cottage

Julie AnnRating, 5 stars1 week ago
We had a wonderful time in Yarmouth and this was the perfect place to stay. Thank you!
Guest favorite
Guesthouse in West Tisbury
5 out of 5 average rating, 24 reviews

Charming W. Tisbury Studio Guest Cottage

StephenRating, 5 stars7 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!
Guest favorite
Guesthouse in Chatham
4.96 out of 5 average rating, 24 reviews

Carriage House - Oyster Pond, Steps to Beach+Town

Kevin D.Rating, 5 stars8 months ago
Great location, loved our stay!
Top guest favorite
Guesthouse in Sandwich
5 out of 5 average rating, 16 reviews

the Elevated Escape

AnthonyRating, 5 stars8 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!

Guest house rentals with a washer and dryer

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
Guesthouse in Edgartown
5 out of 5 average rating, 18 reviews

Wedding RetreatTrails Golfing BikePath Private Gem

JayRating, 5 stars3 weeks ago
Great stay, Genainna was accommodating and helpful. Location is private and quiet. The place was clean and as described. Would recommend
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 stars32 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.
Guest favorite
Guesthouse in West Tisbury
4.96 out of 5 average rating, 71 reviews

Vineyard Meadow Artist Studio

MarieRating, 5 stars2 weeks ago
We were very comfortable in our space and everything in this studio was well thought out to make every guest feel valued. The place was very clean and had everything we needed. We took long hikes using Carlo's thoughtful suggestions and it was awesome! We got our 14,000 steps every day😊. The studio was a short driving distance to the places we wanted to see. We visited the Grey Barn and Morning Glory for their breakfast treats, had yoga sessions at the Yoga Bar and went shopping at Main Street. We had our seafood fix at John's Fish Market and Lookout Tavern. Carlos and Leah were quick to respond to our inquiries. To sum it all up, we had an awesome time!
Top guest favorite
Guesthouse in Tisbury
5 out of 5 average rating, 7 reviews

Escape to Bungalow 24 on MV!

AmyRating, 5 stars8 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 stars32 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, 53 reviews

Quiet, Pet Friendly, Close to Edgartown and Oak Bl

SeanRating, 5 stars2 weeks ago
Worth it, totally lived up to our hopes and expectations. Great house, perfect for a family (+dog) and was situated perfectly to get anywhere on the island. We had a wonderful time.

Destinations to explore