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Guesthouse holiday rentals in Nantucket County

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Nantucket County guesthouses

Family-Friendly guesthouses

Guest favourite
Guesthouse in Chilmark
4.94 out of 5 average rating, 90 reviews

Beautifully Renovated 1800s Chilmark Barn

TracyRating, 5 stars6 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!
Guest favourite
Guesthouse in Vineyard Haven
4.94 out of 5 average rating, 126 reviews

West Chop Cottage + Beach Access

MichelleRating, 5 stars7 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 Nantucket
4.99 out of 5 average rating, 79 reviews

Beautiful Nantucket Summer rental

TracyRating, 5 stars7 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!
Top Guest favourite
Guesthouse in Edgartown
5 out of 5 average rating, 21 reviews

THE BIG CHILL ~ ONE MILE TO EDGARTOWN CENTER

JenniferRating, 5 stars6 months ago
Kati and her husband Mark were fantastic hosts! They were extremely friendly and helpful. The ‘Big Chill’ was just as nice in person as it was in pictures. It was clean and spacious and nice to have a downstairs area to hang out in and plenty of sleeping space upstairs. We could easily walk to the market for pastries, coffee and groceries and was an easy 5 minute drive to Edgartown . The surroundings were beautiful and we even saw deer and wild turkeys on the property! We would definitely stay there again!
Guest favourite
Guesthouse in Edgartown
4.74 out of 5 average rating, 47 reviews

Marthas Vineyard 1BR Cottage 10 min to beach/town

CarolRating, 5 stars7 months ago
Exactly as pictured! Had a wonderful week and can’t say enough about the magical outdoor shower. Enjoyed having my dog with me and convenience of walk to beach location. We walked into Edgartown every morning- using bike path. Lovely way to start the day. Would absolutely book again (and again)
Superhost
Guesthouse in Nantucket
4.94 out of 5 average rating, 85 reviews

In-Town Private Cottage w/ parking

AutumnRating, 5 stars7 months ago
This was perfect for our stay! We were in town for a wedding and it served our needs well. The home was easily walkable from the ferry and close to a lot of great restaurants. The home did smell a bit musty when we arrived but after opening the windows and putting in the provided screens the smell went away. Stairs are STEEP as described (didn’t bother us) and Candace was so lovely and even offered to give us a ride to the wedding if we had issues with Uber (fortunately we did not). The only thing missing was a full length mirror but we did without! Thank you Candace!

Guesthouses with a patio

Guesthouse in Edgartown
5 out of 5 average rating, 3 reviews

Beautiful Charming Edgartown Guesthouse 1 Bedroom

LizaRating, 5 stars10 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 favourite
Guesthouse in Edgartown
4.93 out of 5 average rating, 15 reviews

Private cabin in Wildlife Habitat; near bus route

ArthurRating, 5 stars8 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 favourite
Guesthouse in Edgartown
4.96 out of 5 average rating, 28 reviews

Private Two bedroom Katama cottage near Edgartown

IlonaRating, 5 stars7 months ago
Great stay! Location was very good, central to everything but very private at the same time. Very nice host and really appreciated the goodies from Morning Glory Farm. Thank you!!
Top Guest favourite
Guesthouse in West Tisbury
5 out of 5 average rating, 11 reviews

Beautiful + Airy MV Barn

LolaRating, 5 stars7 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.
Guesthouse in Edgartown
4.75 out of 5 average rating, 8 reviews

Mushroom Cottage

BillRating, 5 stars8 months ago
Great, cozy Martha’s Vineyard “studio.” Bikeable to Edgartown and Oak Bluffs. Bus stop nearby, but set back from road. I appreciated the powerful A/C during a really hot and humid week.
Superhost
Guesthouse in Nantucket
4.85 out of 5 average rating, 27 reviews

Conveniently-located cottage with on-site parking

BonnieRating, 5 stars7 months ago
Lovely Nantucket cottage, very homey and sweet. John is a wealth of local information and very responsive. we really enjoyed our stay!
Guesthouse in Nantucket
5 out of 5 average rating, 8 reviews

Beach Chic Guest Cottage, Town

ClaireRating, 5 stars8 months ago
We had a wonderful stay at Deborah’s gorgeous cottage. It is charming and on a beautiful street a close walk to town. Deborah was communicative and helpful throughout our trip. We hope to stay again!

Guest house rentals with a washing machine and dryer

Guest favourite
Guesthouse in Nantucket
4.91 out of 5 average rating, 93 reviews

Sweet Dreams Romantic Guest Cottage.....'Sconset

WilliamRating, 5 stars6 months ago
Quiet, private stay in a beautiful location. The place itself is well laid out and perfect for two. T had a lot of good recommendations and was very helpful with any questions we had. Short walk to the beach, bluff walk, and public transportation. You can also walk to a couple of close by restaurants. It was nice to leave the car behind and enjoy the slower pace of Island life. Would definitely recommend staying here!
Guesthouse in West Tisbury
4.94 out of 5 average rating, 18 reviews

Guest house over Garage

Michelle And GregRating, 5 stars6 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.
Guest favourite
Guesthouse in West Tisbury
4.96 out of 5 average rating, 67 reviews

Vineyard Meadow Artist Studio

RinaRating, 5 stars2 weeks ago
Carlo's place was centrally located on the Vineyard, just a short drive from the various towns! The house is located on the edge of a wild life refuge, and is a beautiful, two mile walk from the beach. The apartment itself is comfortable and has all the essentials.
Top Guest favourite
Guesthouse in Tisbury
5 out of 5 average rating, 7 reviews

Escape to Bungalow 24 on MV!

AmyRating, 5 stars7 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

The Cottage

EliseRating, 5 stars31 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, 52 reviews

Quiet, Pet Friendly, Close to Edgartown and Oak Bl

MatthewRating, 5 stars3 months ago
We had a great stay in the off season. The house was comfortable and clean.
Guesthouse in Edgartown
4.91 out of 5 average rating, 11 reviews

Beautiful Cottage in Private but Convenient Locale

DaveRating, 5 stars22 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