Holiday rentals with beach access in Chilmark

Find and book unique accommodation with beach access on Airbnb

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Popular amenities for Chilmark Accommodation with Beach Access

Apartment rentals with beach access

Top Guest favourite
Apartment in East Falmouth
4.95 out of 5 average rating, 314 reviews

In-law apt. with all the amenities of Home.

KateRating, 5 stars5 months ago
We had a short but pleasant stay at Gail’s and the in-law apartment was perfect! Check in was easy and the apartment was clean, comfortable, and well-appointed with great snacks! This is a great location for exploring Falmouth and the rest of the Cape and Gail is super friendly and responsive. We hope to stay longer next time!
Superhost
Apartment in Oak Bluffs
4.88 out of 5 average rating, 153 reviews

WATERFRONT PENTHOUSE OAK BLUFFS

JustynRating, 5 stars8 months ago
We spent our anniversary at Leslie’s place and it was a beautiful! The views and location was like no other and we would book again! Leslie was very responsive and even left us some dinner when we came in late from the ferry. The restaurant staff were friendly and it was everything described in the listing. We didn’t want to leave!
Guest favourite
Apartment in East Dennis
4.86 out of 5 average rating, 153 reviews

Peace By The Bay

JohnRating, 5 stars5 months ago
Great apartment. Close to the beach and great restaurants, but also quiet and peaceful. Slept better here than I do at home.
Superhost
Apartment in Fairhaven
4.77 out of 5 average rating, 105 reviews

Main Street on the Park

ChrisRating, 5 stars1 month ago
This was a great spot for us. It was easy to get in and out and explore around. We really enjoyed the use of this apartment, it met all our needs, was clean and tidy and had all we could ask for. We enjoyed getting to explore around the town and were appreciative of the helpful guidebook that was provided in the apartment. She was friendly and helpful and we enjoyed talking with her as we came and went during our time. The neighborhood is a cool area that we enjoyed exploring. This spot helped make our trip a great one.
Guest favourite
Apartment in Barnstable
4.95 out of 5 average rating, 120 reviews

Centerville Studio with Town Beach Pass

CarrieRating, 5 stars1 month ago
Great home for our superintendent to stay in while working on a project. Highly recommend!
Top Guest favourite
Apartment in Oak Bluffs
4.98 out of 5 average rating, 202 reviews

Sunny Studio Apartment on Martha's Vineyard

VirginiaRating, 5 stars2 weeks ago
Paige And Roberto ‘s Airbnb is in a beautiful location. The apartment is absolutely lovely, tastefully decorated and very comfortable. It feels like home. It was such a nice experience for us. Yes we would love to return again one day.
Top Guest favourite
Apartment in Little Compton
4.96 out of 5 average rating, 318 reviews

Home by the Sea

KeithRating, 5 stars7 months ago
I’ve stayed in this home several times. The home is beautiful with a nautical theme throughout. Norm is always friendly, proactive, and responsive. It’s very quiet in a gorgeous New England setting. It’s like a second home when I’m in Little Compton.
Top Guest favourite
Apartment in New Bedford
4.99 out of 5 average rating, 119 reviews

One Bedroom in-law near beach with breakfast

LexyRating, 5 stars1 month ago
I had an incredible experience staying at Monica and TJ’s place! From the moment I arrived, everything was seamless. The check-in process was smooth, and the home was exactly as described—clean, cozy, and beautifully decorated. The location was perfect, making it easy to explore the area. The host was incredibly accommodating and responsive, ensuring I had everything I needed throughout my stay. The little touches, like [mention any standout amenities, e.g., complimentary snacks, extra towels, a well-stocked kitchen], made the experience even better. I would highly recommend this Airbnb to anyone looking for a comfortable and enjoyable stay. I’ll definitely be booking again in the future!

Holiday House Rentals with beach access

Guest favourite
Home in Yarmouth
4.94 out of 5 average rating, 51 reviews

Oceanfront Vacation Home with Private Beach for 6

JodyRating, 5 stars1 week ago
We cannot wait to return. This house looks small but had everything our group of 5 needed and more. Two bathrooms, sizeable bedrooms, well stocked kitchen and personal touches, too. We woke every morning for the amazing sunrise which can be viewed by sitting comfortably on the deck, the rocks, or right inside the house, if it gets too cold. We cooked at home, but also loved 908 Bistro and Captain Parkers pub. Easy drive to Chatham. This house is so very lovely and nothing compares to being right on the beach. Samantha was very responsive. Instructions were clear. We were there off season, so it was quiet and peaceful. Already searching for dates to return.
Guest favourite
Home in Centerville
4.88 out of 5 average rating, 111 reviews

#25 Seasonal Cottage is 200 feet from the Beach

RuthRating, 5 stars6 months ago
A minor communication glitch between host and cleaners meant two of the beds had not been made and probably a general cleaning between guests wasn't done. Fortunately the property was already very clean and the guests before me must have been, too. Everything else was in order. When I let the host know, she immediately contacted the cleaners while I went out for groceries. By the time I got back, the place was perfect and the cleaners were gone. I don't think this is a regular occurrence at all. In October this neighborhood was very quiet, which is a priority for me. And I felt very safe, which is also important. I would definitely return and highly recommend.
Superhost
Home in Yarmouth Port
4.88 out of 5 average rating, 153 reviews

* Walk to the beach - Swiss Beach House! *

JennaRating, 5 stars8 months ago
The Swiss House is an ideal retreat for families seeking a harmonious blend of comfort and connection. The expansive open-concept living area downstairs fostered a sense of togetherness, while the well-appointed kitchen made preparing family meals a breeze. Nestled away from the hustle, yet conveniently close to amenities, the house offers a perfect balance of privacy and accessibility. A quick drive to Mayflower Beach added to the allure, making our stay nothing short of delightful.
Guest favourite
Home in Yarmouth
5 out of 5 average rating, 13 reviews

Cozy Beach Cottage By The Sea

LeslieRating, 5 stars7 months ago
Absolutely adored this home and will certainly be back! Home was extremely clean and walking distance to the beach, even with toddlers. Excellent restaurants and so much to do locally! Hosts were very accommodating and responded immediately with anything asked! 10/10!
Guest favourite
Home in Wareham
4.9 out of 5 average rating, 40 reviews

Onset On Deck

JanetRating, 5 stars4 months ago
I came here in December, it was quiet and peaceful. The house is very clean and it has a lot of space. If you bring a dog they have a huge fenced-in yard. The kitchen is very well equipped and I had everything I needed. It’s very close to the beach and there is plenty to do here in the summer. If you have kids, they are going to love it here! If you want to explore Cape Cod, this is the time of year to do that. The beaches are beautiful and so many wonderful downtowns. I hope to visit again next year.
Guest favourite
Home in Little Compton
4.93 out of 5 average rating, 15 reviews

Little Compton Beach Getaway

MerrillRating, 5 stars6 months ago
Absolutely amazing, chill space. Travis was responsive and thoughtful. His second home as well as rental so it was well cared for with nice touches. Would rent again in a heartbeat.
Guest favourite
Home in Yarmouth
4.92 out of 5 average rating, 13 reviews

Brand New House steps away from Parker River Beach

CarrieRating, 5 stars8 months ago
We had a wonderful week on the Cape. I was initially concerned as this house is attached to the primary residence. However, the yards are completely separate and private, the owner was not in residence while we were there, and we forgot all about it after check in. The house is just steps to the beach, which also has a playground and swings. Beach chairs and umbrella were included, but be sure to bring your own cooler. The kitchen had all new pans and utensils, everything we could ask for. We did a lot of cooking, although we checked out a few local restaurants including The Skipper chowder house, a quick walk away. We also enjoyed mini golf, the arcade, and go karts at Skull Island which kept my crowd of teenagers happy. We rented kayaks on Bass River which was a great way to tool around the coves and inlets nearby. I spent a great deal of time on the deck with coffee and a book, and we enjoyed the fire pit in the evenings. A lovely, quiet neighborhood with friendly neighbors.
Superhost
Home in Fairhaven
4.67 out of 5 average rating, 3 reviews

Beach House by the Bay

KimberlyRating, 5 stars1 month ago
Great place with an awesome host. Quiet close to everything and has everything you could need. The incidentals in bathroom are a thoughtful touch. This place is very comfortable.

Holiday condos with beach access

Superhost
Condo in Barnstable
4.55 out of 5 average rating, 66 reviews

Oceanside Cottage Apt next to Craigville beach

ChrisRating, 5 stars9 months ago
Place was amazing and spacious. To bad we didn't have more time to enjoy it.
Superhost
Condo in Yarmouth
4.85 out of 5 average rating, 26 reviews

Condo in South Yarmouth, Cape Cod MA

SvetlanaRating, 5 stars8 months ago
We had a wonderful time staying at the condo. Walkable distance to the beach and nearby shops. Great hosts and very helpful with the recommendations. We are considering to come back and recomend it to our friends.
Top Guest favourite
Condo in Oak Bluffs
5 out of 5 average rating, 24 reviews

FABULOUS OCEAN VIEWS-Oak Bluffs Condo Across Beach

BrianRating, 5 stars1 month ago
Heathers condo was great and so close to ocean / beach. Would love to stay again during the summer to enjoy all it has to offer.
Top Guest favourite
Condo in Dennis Port
4.92 out of 5 average rating, 26 reviews

Studio steps to a private beach!

CourtneyRating, 5 stars6 months ago
Book it!! Just do it! After staying in Air BnBs throughout the US and in many other countries I have to stay Marc was the best host! Extremely responsive, helpful, and went above and beyond for us. His place was perfect and he even had one of our favorite games, Skip Bo available! Overall, fantastic experience.
Guest favourite
Condo in Dennis Port
4.78 out of 5 average rating, 58 reviews

Cozy Studio Just Steps Away From the Beach!

NupurRating, 5 stars7 months ago
Perfect little studio for two people! Great location - close to beaches and restaurants and there’s even a pool! Michael was super responsive and the place was exactly like the pictures!
Superhost
Condo in Dennis Port
4.77 out of 5 average rating, 39 reviews

Seaside 2 BR Condo (111-5)

TammyRating, 5 stars9 months ago
Perfect location right near the beach, cosy place to stay with everything we needed to be comfortable. Loved it!
Superhost
Condo in Dennis Port
4.84 out of 5 average rating, 58 reviews

Stylish & Modern Studio Condo - Steps to the Beach

RachelRating, 5 stars6 months ago
Great spot with just a 5 min walk to the beach. Cute and cozy which is just what I needed. Super clean and well maintained. Very much enjoyed my stay!
Guest favourite
Condo in Tisbury
4.9 out of 5 average rating, 72 reviews

Sunny 2bedroom condo w pool, walk to town

MicheleRating, 5 stars6 months ago
We were very happy with this comfortable 2 bedroom condo. Very clean and furnished nicely. Easy walk into town for shopping and dining. We had a few questions, which Leah answered quickly and in a friendly manner. Would stay again. Thank you Leah!

Quick stats about holiday rentals with beach access in Chilmark

  • Total rentals

    100 properties

  • Nightly prices starting at

    $140 AUD before taxes and fees

  • Total number of reviews

    2.4K reviews

  • Family-friendly rentals

    80 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

Destinations to explore