10 Best Cottages For Rent In Martha's Vineyard, Massachusetts

Mich
Contributing Writer
Updated
| 5 min read

Located just south of the picturesque Cape Cod, Martha’s Vineyard, formerly called Noepe or the “land between two streams,” is a charming island in Massachusetts. It is renowned for its long sandy beaches, rolling hills, and wildflower meadows. One of its many attractions is Vineyard Haven, a beautiful ferry port and the island’s commercial center. The port is adorned with numerous restaurants serving delicious dishes and quaint shops offering a wide array of items. Another must-visit destination is Oak Bluffs, known for its charming Victorian cottages and the oldest carousel in the United States, the Flying Horses Carousel.

To complete the island experience, be sure to stay in one of the accommodations from our list of the best cottages for rent in Martha’s Vineyard, Massachusetts.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on October 29, 2025.

1. Stylish three-bedroom cottage (from USD 815)

Are you one of those people who love booking stylish accommodations for Instagram? If yes, you’ll definitely like this rental. It’s a 1930s traditional cottage with an exposed wooden ceiling that adds to its character. The open-floor-plan living, dining, and kitchen area makes conversations easy and the place spacious and bright.

Additionally, the living room opens up to the newly landscaped granite terrace featuring a fire pit, dining area, and various seating options, making it a delightful space for entertaining guests.

Tisbury, Massachusetts, United States
288 reviews   Airbnb superhost icon Superhost Wifi Available
Entire cottage 5 Beds 8 Guests 3 Bedrooms 1 Bathroom

Accommodates: 8

Top guest reviews
Host:
wonderful home and fabulous host
jim was an amazing host
the host was extremely gracious and welcoming
host was very attentive and took care of anything that was needed
jim is a great host
Location:
great location a short walk to downtown and the bus
the location was ideal and within walking distance to restaurants and shopping
the location is ideal
the location is perfect
the location was fabulous a walk to everything
Cleanliness:
everything was clean and comfortable
the house was clean and nicely decorated
we’d recommended it to anyone looking for a clean convenient and relaxing place to stay
house was spotless and very comfortable- would highly recommend
there were thoughtful touches throughout and the space was clean spacious and had everything we needed
Amenities & Room:
jim’s spring st cottage is comfortable and charming
tons of natural light in the living room
the coffee corner at the kitchen has all you need to have the perfect cup of coffee/espresso/french press/cuban coffee
quality furnishings and great kitchen and dining area
the kitchen is complete for cooking and was stocked with basics like oil and spices
Read more reviews

2. s cabin with outdoor shower (from USD 2168)

A few minutes’ walk to the beach, restaurants, shops, and fish markets, this 1950s cabin, renovated in 2014, is your go-to vacation rental in Menemsha. The house is spacious with three bedrooms, a brightly lit dining area, a cozy sitting area, and a sunroom where you can lounge. You will also have access to a well-equipped kitchen, complete with an island and bar stools.

On the balcony, you’ll find another seating area and a gas grill for cooking meat and more. Moreover, the cottage features a spacious lawn and an outdoor shower.

Chilmark, Massachusetts, United States
60 reviews   Airbnb superhost icon Superhost Wifi Available
Entire cottage 4 Beds 6 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 6

Top guest reviews
Host:
whitney is a welcoming and responsive host
whitney was a very responsive and communicative host
whitney and walker are excellent hosts
she was always available kind and accommodating
whitney is the perfect host her communication with us was excellent
Location:
lovely house in a great location
a lot to offer in a rare rental location and a perfectly allocated layout
great location away from the craziness of down island in the summer
what a gem menemsha is a wonderful village you can walk to
it’s a fantastic location for small children — walking distance to a shallow beach the galley and larson’s
Cleanliness:
cottage was clean and well appointed
such a lovely house - picturesque and also feels clean and extremely well-maintained
the house itself was clean comfortable and had everything we needed
it had everything we needed was very clean and we were very comfortable
very clean space and the host were very responsive to all our needs
Amenities & Room:
serene back deck to relax and plenty of room inside for a family
this is a charming comfortable cottage
by far my most favorite outdoor shower the setting is idyllic and quintessential “up island” martha’s vineyard
super charming house with a cozy reading nook and wild garden view
we had such a lovely stay in the cottage it’s so charming cozy and super convenient to menemsha
Read more reviews

3. Beachfront cottage (from USD 2873)

When in Oak Bluffs, book a stay in this peaceful cottage with beach access. This accommodation is perfect for guests who love the beach but want to avoid the crowd. Though it is a dog-friendly vacation rental, you should still inform ahead of time as the hosts only allow certain dog breeds.

Inside, you’ll have a dining area by the window with a sea view, a cozy sitting area, and a functional kitchen. Additionally, you’ll find several outdoor amenities, such as an outdoor shower, a bulkhead area, and more.

Oak Bluffs, Massachusetts, United States
154 reviews   Airbnb superhost icon Superhost Wifi Available
Entire cottage 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Host:
anne was a wonderful host and very responsive
anne is a great host too
many thanks to our exellent hosts
anne was an excellent host 10/10 would recommend
anne and greg are fantastic hosts
Location:
an incredible location and beautiful cabin
the location was close to town but still quiet and peaceful
we received detailed location instructions and great local tips
location makes it easy to get to vineyard haven oak bluffs or edgartown for shopping or food/drinks
excellent location direct access to the beach
Cleanliness:
wonderful clean and stocked cottage
the place is clean and private
the house was very clean and inviting
it was very clean and right on the water
the bed is very comfortable and everything is very clean
Read more reviews

4. Charming cottage with private beach

If you’re looking for a peaceful abode away from the city’s noise and crowded touristy places, you’ll definitely want to book this vacation rental. It’s a picture-perfect secluded cottage surrounded by greenery, with private beach access. The property features large windows that flood the space with natural light, providing an unobstructed view of the outdoors. The open-plan living area offers various seating options, the dining setup is ideal for groups, and the modern kitchen is equipped with a stovetop and a microwave.

Additionally, you’ll find the outdoor amenities delightful and convenient, including a small deck with dining space and an outdoor shower.

Aquinnah, Massachusetts, United States
cottage 6 Guests 3 Bedrooms 1 Bathroom

Top guest reviews
Host:
kyle is a great host
Location:
loved the location loved the privacy
Cleanliness:
very clean and practical house
house was clean & comfortable
Amenities & Room:
beautiful sound views bird watching tranquil peaceful cozy and clean amenities a well cared for house with heartfelt memories
we had a wonderful time the views were unbeatable and the house was comfortable well equipped and very clean
Read more reviews

5. Cozy cabin with views of the Atlantic

With easy access to the beach and a pond where you can kayak and boat, this cottage offers a dreamy vacation on Martha’s Vineyard. Wake up to the views of the Atlantic Ocean, step out onto the balcony with a coffee in hand, and take in the beautiful surroundings and the fresh beach air.

The two bedrooms and the open-floor space will make you feel at ease with the home-like features, including a functional kitchen where you can cook a full meal. If you plan to stay longer, the cottage is well-equipped with a dryer and a washer.

Chilmark, Massachusetts, United States
cottage 4 Guests 2 Bedrooms 2 Bathrooms

Top guest reviews
Location:
beautiful location and home in a remote part of the island
Cleanliness:
the cottage was very clean and nicely decorated with a well-equipped kitchen; owner was very responsive when needed
Read more reviews

6. Tiny cottage in a peaceful neighborhood

Are you up for experiencing living in a tiny home? If so, you’ll surely adore this little cottage with a small deck to appreciate the outdoors and bask in the sunlight while having a cup of coffee. The vacation rental has a shabby and chic interior. Though it is small, it is complete with home conveniences, including a dining set-up, a desk, a sofa, and a functional kitchen with a Keurig Machine, a toaster, and a microwave oven.

Up in the loft, you’ll find an additional king-sized bed and a small window, making the place bright and airy. Another great feature of this property is its quiet neighborhood location, just a short drive away from many attractions, including Inkwell Beach.

Oak Bluffs, Massachusetts, United States
cottage 4 Guests 1 Bedroom 1 Bathroom

Top guest reviews
Host:
lori was a very accommodating and gracious host thanks so very much
lori was so great to work with and she was so helpful with everything
the cottage was very comfortable and the host was great i couldn’t recommend this place enough
Location:
small adorable and close to downtown oak bluffs
great outdoor shower and excellent location
we had a car but you could easily walk to town and the beach if not
Read more reviews

7. Chappy Butterfly Cottage

Located on Cross Chappy Trail, surrounded by trees and greenery, this lovely two-bedroom cottage is everything you need for your vacation to Martha’s Vineyard. The interior features a cathedral ceiling, two bedrooms, and a cozy open living room with two sofas, a dining setup, and a functional kitchen with a stovetop for cooking meals and a refrigerator to store food.

Outside, you’ll have a semi-screened porch and shared amenities, including a barbecue grill, outdoor furniture, and a shower. Also, you’ll love that it has easy access to many things, such as beaches and trails.

Edgartown, Massachusetts, United States
cottage 4 Guests 2 Bedrooms 1 Bathroom

Top guest reviews
Host:
van was a very communicative friendly professional host among the best i’ve experienced
Location:
definitely need a car for this location
we split our time between chappy and mv equally and this was a great location
Cleanliness:
very clean and well maintained
the cottage was clean spacious and we loved the decor
fantastic quiet clean little cottage in the heart of chappy
Amenities & Room:
cozy cottage perfect for the combination of myself my husband and our adult son
Read more reviews

8. Idle Hour Cottage

Live expensively in this designer cottage in Edgartown. With free Wi-Fi to keep you updated with everything, which may come in handy when you plan to work, this vacation rental has all your needs and wants covered.

The living area features modern and vintage furnishings and is seamlessly attached to the dining and kitchen space, creating a bright and well-organized atmosphere. The bedroom has luxury foam and bedding to help you sleep comfortably, while the bathroom is marbled and has a shower and a large bathtub.

Also, let’s not forget about the outdoors with its private deck that has dining and chaise lounges where you can unwind or have breakfast.

Edgartown, Massachusetts, United States
cottage 2 Guests 1 Bedroom 1 Bathroom

Top guest reviews
Host:
the owner was very helpful with the check in process
but the very best amenity is the owner herself
barbara the owner was very helpful
the owner has been very helpful the two times that we have stayed there
first the owner is a gem she cared about our stay and paid particular attention to us
Location:
this is a lovely cottage in a convenient location
Read more reviews

9. Lovely waterfront cottage

A beautiful waterfront cottage with beach access, located right on Vineyard Haven Harbor, just across from Black Dog Tavern, this vacation rental is ideal for couples, solo travelers, or two friends looking for a comfortable place to stay.

The cottage has two decks with lounges and outdoor furniture, perfect for relaxing and watching the boats come and go at the marina. To ensure a comfortable stay, the cottage has a kitchen with an island where you can cook freely, a sitting area to cozy up, and a dining setup that can seat two.

Tisbury, Massachusetts, United States
cottage 2 Guests 1 Bedroom 2 Bathrooms

Top guest reviews
Host:
the owner is great
mike the owner is very responsive cordial professional and has created a truly wonderful escape
mike was great responsive and very helpful
very responsive and friendly mike helped us a lot from the minute we made the reservation
mike is an awesome host the views are incredible - we will be back sandra and bill
Location:
it's a very quick walk from the ferry and super easy to rent a car nearby
it's a great location base for a martha's vineyard vacation - we can't wait to come back
Cleanliness:
every detail is well planned & executed- this is a very comfortable home beautifully decorated and very clean
Amenities & Room:
wonderful harbor views we loved the cottage very clean and comfortable
the house was truly perfect for us both extremely tasteful and extremely comfortable
Read more reviews

10. Pet-friendly cabin with fenced yard

A laid-back cottage within walking distance of the beach and cycling paths, this home away from home is a lovely place to stay for people who are planning to come with their fur baby. The rental is pet-friendly and comes with your usual conveniences and more, including a fenced yard with outdoor furniture where you can unwind, a gas grill for barbecue nights, and an outdoor shower to help you shake off beach sands before going inside.

To top it all off, it has a laundry facility to keep your clothes clean and dry.

Edgartown, Massachusetts, United States
Wheelchair accessible Visual Aid: Braille
cottage 4 Guests 2 Bedrooms 1 Bathroom

Top guest reviews
Host:
mike and sandy were wonderful hosts thank you
Location:
easy walk to the beach and very close to edgartown
pleasant walk to both town and beach
we were able to walk to edgartown along a separated bike path which was lovely
Cleanliness:
the place was clean and convenient for our trip
the décor was cozy and welcoming and pretty clean although a little bit musty
Amenities & Room:
my favorite feature of the cottage was the outdoor shower
Read more reviews

Eat, stroll, and stay in Martha's Vineyard

Have a wonderful time exploring the beautiful island of Martha’s Vineyard. As you take more photos, make sure you also take the time to try the area’s many offerings, including swimming at their stunning beaches and savoring the delicious seafood dishes from the best restaurants on Martha’s Vineyard. For the best stay experience, choose any one of the rentals mentioned above.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Michelle, a devoted writer and travel enthusiast, endeavors to make a living through her love for words. Her objective is to explore the world, connect with diverse individuals, and motivate others...View profile

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