Holiday rentals with beach access in Chilmark

Find and book unique rentals with beach access on Airbnb

Top-rated rentals with beach access in Chilmark

Guests agree: these rentals with beach access are highly rated for location, cleanliness and more.

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Guest favourite

Home in Hyannis Port

4.87 out of 5 average rating, 150 reviews

Cottage with private beach in Hyannis Port

Make your Cape Cod trip unforgettable in this Exclusive Harbor Village Cottage located right in Hyannis! Enjoy this recently updated 2-bed, 2-bath vacation home with access to private beach, beautiful outdoor deck, and peaceful ocean views. Follow the beach path 900 feet to the beach! Only minutes from downtown Main Street, the Melody Tent and Hyannis harbor. Whether you spend your days exploring the Cape, sunbathing on the beach, or relaxing on the deck, you will be sure to love this house!!!

Top guest favourite

Home in Hyannis Port

4.98 out of 5 average rating, 120 reviews

Beautiful Private Beach House

One of a kind extraordinary waterfront rental. Wake up to the most spectacular views of the Ocean and enjoy watching the sun set over the Kennedy Compound. Build sand castles on your own private beach while watching sail boats set off to Nantucket. This home is quintessential for a family vacation or romantic getaway. Located in central Hyannis Port with easy access to down town dining, shopping, and the Hyannis harbor. PLEASE read our rules and before booking there are important requirements.

Guest favourite

Home in Fairhaven

4.93 out of 5 average rating, 106 reviews

Cozy Beach House with 270° Spectacular Views

Enjoy your getaway at our elevated beach house, the Fairhaven Seaside Retreat! Named one of Fodor's Top Ten Airbnbs for Socially Distanced Getaways in 2020 for its seclusion, stunning views, and easy access to many of New England's vacation spots, our home is perfect for adventurous vacations, quiet retreats, or remote working. Featuring 270 degree views that include the Atlantic ocean and a protected state marsh, our cozy home is also close to local restaurants, grocery stores, and shops.

Superhost

Home in Yarmouth Port

4.88 out of 5 average rating, 153 reviews

* Walk to the beach - Swiss Beach House! *

Walk to the beach! Less than a 1/2 mile (0.7 km)! Perfect spot for paddle boarding. Paddleboards and gas grill (available in summer). Private European - style house. Rustic charm. Laid-back atmosphere. 3 Bedroom, 2.5 bathroom. Comfortably sleeps 6-7, up to 8. Fire pit. Outdoor shower. Farm table for group dining. Fantastic central Cape Cod location. Natural environment. 15 min. to Hyannis for ferries to Nantucket or Martha's Vineyard. Enjoy something unique. Experience the real Cape Cod.

Superhost

Home in Barnstable

4.64 out of 5 average rating, 44 reviews

Steps to Private Beach!!

No need to worry about parking fees as this 2 bedrm, one bath unit is directly across the street from a private beach, as well as Covell and Craigville! Quick drive to dining and shopping on Hyannis Main St. and Osterville, and ferries to the islands. Private (not shared) yard with grill, picnic table, fire pit, and outdoor shower. This is one half of a duplex. Message me for information on renting both units at the same time (they sleep 9 total). Linens and bath towels are provided.

Guest favourite

Home in Popponesset

5 out of 5 average rating, 14 reviews

Cute cottage steps to beach!

Relax & enjoy this beachside cottage just steps away from a private, sandy beach. This two bedroom cottage is an amazing location in the heart of Popponesset. Grill out on the private deck or stroll to the Marketplace for dinner and ice cream. Additional front deck and Juliet balcony with ocean views for relaxing and sipping drinks. Golf, restaurants, and other Cape summertime activities all close by. Note: construction across the street is planned for the spring and summer of 2025

Top guest favourite

Cottage in Hyannis

4.99 out of 5 average rating, 142 reviews

Beach Glass Cottage - Pond Front

Come stay at the Beach Glass Cottage! A pristine pond front, completely renovated and tastefully decorated, 3 bedroom, 2 bathroom cottage in the heart of Hyannis. Truly the perfect get-a-way for family and friends. The Beach Glass Cottage is tucked away from the action, but within walking distance to Main Street Hyannis, which features eclectic shops, restaurants, bars, ice cream with mini golf and the Cape Cod Melody Tent is a short walk from the cottage as well.

Guest favourite

Home in Barnstable

4.83 out of 5 average rating, 168 reviews

Spacious house steps to Craigville beach! Dog ok!

Welcome to our Craigville retreat, close walk (0.3 mi) to one of the most beautiful beaches on the Cape. We are close to other beaches, ferry to Islands, food, hiking/kayaking/biking, Melody tent. You’ll love it because of the loction and lots of natural light. If you want to stay in-enjoy private fenced backyard w/ fire pit, porch furniture and a hammock. Stocked with all you need to relax. We can host one dog. *Read/Agree to Pet policy bfr booking w dog*

Superhost

Home in Edgartown

4.91 out of 5 average rating, 54 reviews

Updated Beautiful Cottage in Edgartown AC

A true island charmer. Light, airy and central-air-conditioned home offers all the comforts of modern living centrally located in Edgartown. Recently completed extensive upgrades completed enhance all of the space, including a new kitchen, both bathrooms, basement, and more. A spacious outdoor furnished deck with enclosed outdoor shower and an expansive grassy lawn make for a great space to relax. Great location makes Island travel a breeze.

Superhost

Home in Dartmouth

4.94 out of 5 average rating, 31 reviews

Stunning 4 bedroom with access to private beach

Welcome to the beach! Enjoy all the best that the Southeast Coast has to offer. 4 bedrooms plus office and bonus game room with projection TV, large kitchen/dining and 2 living spaces you’ll feel relaxed and comfortable even with a large group. Walking distance to charming Padanaram Village with all its shops and restaurants. Also 3 blocks from a beautiful private beach.

Top guest favourite

Home in West Yarmouth

5 out of 5 average rating, 9 reviews

Cape Escape House

Beautiful freshly renovated house . Your family will be close to everything when you stay at this centrally-located place. Short walk to the beach with playground and access to public boat launch ramp. Walk to restaurants, coffee shop, liquor superstore and local shopping plaza. Located on a quiet street with plenty of parking. Fenced in backyard with patio and grill.

Superhost

Townhouse in Hyannis Port

4.78 out of 5 average rating, 116 reviews

Bella Mare

Beautiful home away from home - 2 bedroom, 2 bathroom townhouse just 500 yards from stunning ocean beach and just .5 mile from lively Main Street, close to ferry and all the mid cape has to offer! 2 deeded parking spots. Wonderful location! Sorry no pets allowed per HOA. Sat-Sat summer weekly rentals. Message me for GREAT long-term winter/off season rates!