
Vacation rentals with beach access in Chilmark
Find and book unique beach access rentals on Airbnb
Top-rated beach access rentals in Chilmark
Guests agree: these beach access rentals are highly rated for location, cleanliness, and more.

Newly Renovated! Seconds to sand, fire pit, A/C
Recently Renovated! This Cape Cod Cottage is completely refreshed top to bottom. Less than 60 seconds to the sand. Cape cod vacations do not get any better than this! Located on idyllic Monomoscoy Island known for its gorgeous wildlife and stunning waterways, our home is the perfect choice to rent on Cape Cod. We are less than 10 Mins to Mashpee Commons and famous Mashpee Town Beach, Less than 5 mins to New Seabury and the Popponesset Inn, and only 15 mins to downtown Falmouth. Linens included!

Koselig Cabin on the Farm Coast of New England!
This cabin is full of comforts, convenience, and love. Just miles from Horseneck Beach. It is located under a mile to Buzzards Bay Brewery and Westport Rivers Winery and a 5 minute walk to the quiet little neighborhoods private beach on the East Branch of the Westport River. Koselig embodies feelings of family, friends, warmth, love, coziness, contentment, and comfort. We have a custom area and house guide at the Cabin with everything you need to know to maximize your experience in the area!

Loft Guest Suite in Modern Barn House
A beautiful guest suite on Martha’s Vineyard with a private entrance on the 2nd floor of the back wing of our newly renovated modern barn house. Surrounded by trees, beside a large meadow, this large 400 square foot suite has vaulted wood ceilings and skylights. Enjoy the outdoor shower and new outdoor sitting area. The location is centrally located, just off historic Music St, a short walk to a small town center which provides amenities. Ask about our other guest suite if you are with others.

Spectacular beach & pool combo; beautiful sunsets!
Close to airport, you’ll love backyard beach, water view, pool/grass yard, ambiance and outdoors space. Beach & Pool (POOL HEAT STARTS SUMMER, ENDS 9/1) is a hard to find combination!! Location is private, yet it's close to the 3 largest towns on Martha's Vineyard. Great for couples, families (with kids), and big groups. Enjoy dinner with the indoor/outdoor Sonos music system during a beautiful sunset! NOTE; Rate increase in high season, pool/spa is a combined unit & ONLY heated in summer!

Quaint Cape Cod Cottage on a Private Beach!
Create magical memories on the Cape at this sweet seaside cottage! A perfect place for a family-friendly getaway or a romantic retreat for two! The new contemporary coastal decor is cozy and comfortable and my place has all of the amenities you could want for your stay! Just steps to a beautiful beach with stunning sunsets and sunrises, cool ocean breeze, and the warm Nantucket Sound. Enjoy Popponesset Marketplace for food, shopping and fun or take a short drive to Mashpee Commons for more!

Sunny Studio Apartment on Martha's Vineyard
Our Sunny Studio is centrally located on Martha's Vineyard. A down-island location with an up-island feel. Open and airy studio with kitchenette and bath. The apartment has all the essentials. The apartment is located within walking distance of hiking and biking trails. A 10 to 15 minute car ride to any down-island town / beach. ***Please Note: Although conveniently located we are not within walking distance to Bars or Restaurants. We do recommend first time visitors rent or bring a car.

4-Season Guest House on Historic Chilmark Estate
Beautiful private guest house in Chilmark on Martha's Vineyard. Secluded yet convenient. Drive on pass to spectacular Chilmark beaches! Newly renovated and gorgeous. Great location - 10 minute walk to Chilmark Store. Full kitchen, living area, kitchen island/dining table, queen bed, day bed (not for sleeping), fireplace/heater, private outdoor shower, deck and picnic table, full bath inside. Keurig machine. 2 friendly labs/2 chickens on premises. Easy bus access. Old-style MV charm.

Martha’s Vineyard Cottage - A Glamping Experience!
This is your vineyard home, where you can walk or ride a bike less than a mile to the beach or two into town. Get the glamping experience with kitchenette, A/C, an outdoor shower, a composting toilet, a queen bed in the loft and futon couch that can sleep two more in the living room. Enjoy outdoor games, outdoor seating, a Weber grill for bbq, tv, WiFi, cozy indoor space and more, right on the bike path with a bus stop for easy accessibility or free car parking. Whatever you want!

Private Pond-side Cape Cod Home
Charming 2 bedroom home located on Flax Pond. Enjoy a private sandy beach and dock. Swim, kayak, fish, boat (trolling motors only) and just relax. Enjoy the home’s spacious deck with comfortable seating for the whole family complete with chiminea for late night fires. 2 levels of lodging with central air. 2 full bathrooms, kitchen, dining room and great room. Minutes away from town beaches, bike path, golf, and shopping. Parking for approximately 4 cars.

Beautiful 3 bedroom in Oak Bluffs, walk to beach
Located in Martha's Vineyard, close to beach, bike path, oak bluffs center, art and culture, parks,and the airport. You’ll love my place because of the outdoors space with a wrap around farmers porch, the proximity to the ferry, walking distance to neighborhood beach, less than 2 miles from ferry, screened in porch, central a/c, hardwood floors and an open floor plan. Real Cape Cod feel with modern amenities. Most of my guest come back year after year!

Spacious & bright, near beaches
Located in a historic house in charming Barnstable Village, this 1300 sq. ft., air-conditioned duplex apartment has two bedrooms, two full baths, a grand piano and a brick terrace overlooking an acre of beautiful gardens. Once Airbnb confirms your reservation, we'll send you our customized 20-page pdf guide to the apartment, the neighborhood, the village of Barnstable, and the attractions of the mid-Cape area and the nearby islands.

The Sea-Cret Garden, Guest Apartment
Kick back and relax in this calm, stylish space! This comfortable and peaceful guest apartment is situated in an ideal location in a quiet, beautiful neighborhood that is close to beaches and a short drive to downtown. Take a quick stroll to the West Falmouth Market or the Shining Sea Bike Path. With easy access to Chapoquoit & Old Silver Beach, this perfectly situated apartment is in an ideal spot for your next Falmouth getaway!
Popular amenities for Chilmark beach access rentals
Apartment rentals with beach access

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

On Eel Pond: Woods Hole Waterfront Retreat

WATERFRONT PENTHOUSE OAK BLUFFS

Perfect Location for a Walking Vacation

Brand new! Whole apartment, huge tub, full kitchen

Quiet & Serene in Aquinnah

Main Street on the Park

Stylish retreat | walk to town | fire pit
House rentals with beach access

Mid-Century Modern home 5 minute walk to beach

impeccable cottage STEPS to downtown OB & beach!

3BR Home, Fenced Yard, Free use of car, Pets ok!

Secluded and Serene Getaway

Newly renovated garden carriage house

Entire home newly renovated in August 2025

Waterview, Private, Walk to Beach, Mile to Town

Katama Barn
Condo rentals with beach access

Relax....You're on Island Time......

Serenity on Martha's Vineyard

Private Ocean Overlook! Serene Cape Cod Escape

LOCATION LOCATION!! Ocean- View TOP Floor Condo

Cape Esacpe at New Seabury

Short walk to the Beach and Downtown Hyannis!

Lovely W Falmouth Home steps to bikeway & more!

Hathaway Home, Down Town Historic New Bedford.
When is the best time to visit Chilmark?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 355 | € 376 | € 347 | € 364 | € 373 | € 412 | € 509 | € 575 | € 394 | € 392 | € 410 | € 430 |
| Avg. temp | -2°C | -1°C | 3°C | 8°C | 13°C | 18°C | 21°C | 21°C | 17°C | 11°C | 6°C | 1°C |
Quick stats about vacation rentals with beach access in Chilmark

Total vacation rentals
Explore 110 vacation rentals in Chilmark

Nightly prices starting at
Chilmark vacation rentals start at € 87 per night before taxes and fees

Verified guest reviews
Over 2,600 verified reviews to help you choose

Family-friendly vacation rentals
80 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
100 of Chilmark vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Chilmark rentals

4.9 Average rating
Chilmark stays are highly rated by guests—averaging 4.9 out of 5!
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- Rentals with beach access Dukes County
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- Cape Cod
- Brown University
- Mayflower Beach
- West Dennis Beach
- Charlestown Beach
- Craigville Beach
- East Sandwich Beach
- Duxbury Beach
- Easton Beach
- Roger Williams Park Zoo
- Bonnet Shores Beach
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- New Silver Beach
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- Pinehills Golf Club
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- Lighthouse Beach
- Nickerson State Park
- Fort Adams State Park
- Cape Cod Inflatable Park
- Popponesset Peninsula
- Sea Gull Beach




