Guesthouse vacation rentals in Nantucket County

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Popular amenities for Nantucket County guesthouse rentals

Family-friendly guest house rentals

Guest favorite
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 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 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 favorite
A cozy sleeping area features a twin bed with a navy blue comforter and decorative pillow. A blue nightstand stands nearby, while a textured rug covers the warm wooden floor. The space is illuminated by natural light, creating a serene atmosphere.
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 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, 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 favorite
Guesthouse in Edgartown
4.74 out of 5 average rating, 47 reviews

Marthas Vineyard 1BR Cottage 10 min to beach/town

CarolRating, 5 stars8 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
A charming two-story exterior is seen, featuring weathered shingles and a light-colored door. Lush greenery, including a hydrangea bush, surrounds the base of the building, enhancing the natural setting. Windows allow for natural light, while a small shed is visible on the side.
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!

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 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 favorite
A brick patio is depicted, featuring a lounge chair and a small dining area with outdoor seating. A gas grill is visible, providing space for outdoor cooking. Surrounding greenery and trees create a natural, shaded ambiance, enhancing the outdoor experience.
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 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
4.96 out of 5 average rating, 28 reviews

Private Two bedroom Katama cottage near Edgartown

IlonaRating, 5 stars8 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 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 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
The exterior of a cottage is presented, featuring textured wooden siding in muted gray tones. Multiple windows allow natural light to enter, and a white front door adds contrast. A stone pathway leads to the entrance, surrounded by an open grassy area.
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!
A bright living area features a light-colored sofa adorned with soft throw pillows, facing a round coffee table. Large double doors open to a private outdoor space, where a cozy seating area is visible. Natural light illuminates the room, enhancing the airy atmosphere.
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 washer and dryer

Guest favorite
An outdoor patio with a small wooden table and two folding chairs is situated next to the entrance. A bicycle leans against the wall, and a flower box with blooming plants adds a touch of color. The brick pathway leads to the door of the cottage.
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!
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 stars7 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 favorite
A spacious artist's studio is illuminated by natural light from multiple skylights and windows. The layout includes a comfortable king bed and a work area with tables and chairs, creating an inviting space for creativity. Warm wood accents complement the bright, airy atmosphere.
Guesthouse in West Tisbury
4.96 out of 5 average rating, 67 reviews

Vineyard Meadow Artist Studio

RinaRating, 5 stars3 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 favorite
A stone pathway leads towards the entrance of the property, bordered by lush greenery and well-maintained hedges. A wooden fence stands to the right, with an American flag gently waving in the breeze. Bright blue sky adds to the inviting ambiance.
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
A charming two-story casita is surrounded by lush greenery, featuring wooden siding and a gray roof. A gravel pathway leads to the entrance, bordered by low shrubs. Colorful prayer flags add a decorative element to the serene outdoor setting.
Guesthouse in Edgartown
5 out of 5 average rating, 29 reviews

La Casita

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
A wooden gate opens to a private outdoor space, surrounded by tall trees and a stone-paved patio. The gate is constructed from matching wood to the house, blending seamlessly with the natural environment.
Guesthouse in Edgartown
4.96 out of 5 average rating, 52 reviews

Quiet, Pet Friendly, Close to Edgartown and Oak Bl

MatthewRating, 5 stars4 months ago
We had a great stay in the off season. The house was comfortable and clean.
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 stars23 months ago
Rachel’s cottage is quite charming. Edgartown is easily accessible, yet the cottage is very private, ideal for a quiet getaway.

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