
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.

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.

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.

East Chop Cottage - walk to lighthouse & beach!
This quaint little cottage is located in the heart of East Chop, a neighborhood of Oak Bluffs. East Chop features the high, prominent bluffs that gave Oak Bluffs its name. A lighthouse, East Chop Light, stands at the north end of the chop on Telegraph Hill- only a five minute walk from the cottage. The cottage is a twelve minute walk to the harbor, and about a mile from the Oak Bluffs ferry! There is a public beach about 1/2 mile down the road. ***This space is not suitable for children

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.

Waterview, Private, Walk to Beach, Mile to Town
Rustic barn-style home, waterview, spacious natural landscape, serenity, and privacy on 3 acres centrally located 1 mi from Oak Bluffs and Vineyard Haven centers. Walk to beach, bike path nearby, comfortable interiors, memory foam mattresses, cotton linens, 2 HDTVs, high-speed wifi, heat/AC, 2 ocean kayaks, and 2 bikes. Location, amenities and privacy surrounded by natural beauty make staying very easy and relaxing. Ask the host about ferry reservations if they appear to be sold out!

Location Location Location! Beach, Bike, Ferry
STEPS to beach, bike path, trails, restaurants, shopping, bus to MV Ferry Gorgeous studio/in law apartment, private entry, own parking + patio Open plan living/sleeping area + en suite bathroom Queen bed + queen sleeper sofa: sleeps max 4 Fresh linens, towels, personal care products, first aid, hairdryer, iron Mini kitchen w fridge, air fryer, microwave, toaster oven, dishwasher, cutlery, crockery, coffee maker Our famous home baked goodies! Coffee/tea/milk/sparkling water provided

On the Beach Cottage in Fairhaven
Enjoy your own private beach at our comfortable Beach Cottage. Hop on the local bike rentals to the nearby soda shop for snacks and treats. Or throw a line in for the days fresh catch. Spend some time relaxing on the back deck overlooking the saltwater marsh. After a day of searching for Sea glass and building sand castles on your own beach you will fall right asleep to the sounds and smells of the ocean right outside your bedroom patio doors. Welcome to your vacation

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.

101 Steps to Beach/Island/Bike Path
Experience the Seaside Town of Mattapoisett. Location! Relax in this cozy cottage that is 101 steps from the front door to the Beach/Island/Bike Path. Enjoy this popular, sought after scenic Path for walking, biking, or a day at the Beach. The path is known for its picturesque coastal views. Walking distance to the Quaint Town, Shipyard Park, and many restaurants. Ned's Point Lighthouse- 5min. Day trip to the Vineyard? Ferry- 14 min. Season Open! 10% off wk!

Stylish retreat | walk to town | fire pit
* Private garden patio: table & chairs, propane grill, propane fire pit & enclosed outdoor shower * 10 min walk to Edgartown's dining & boutiques * Cable TV, Streaming services, Sonos * High-speed WiFi, comfortable workspace in the bedroom * USB charging ports in the BR & LR * Small but mighty fully stocked kitchen for home-cooked meals * Organic, local bath products * Board games & a small library * HW floors, SS Bosch appliances, DW, W/D, HVAC

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 rentals with beach access in Chilmark
Apartment rentals with beach access

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

WATERFRONT PENTHOUSE OAK BLUFFS

Perfect Location for a Walking Vacation

Spacious & bright, near beaches

Brand new! Whole apartment, huge tub, full kitchen

Quiet & Serene in Aquinnah

Main Street on the Park

Cape Heaven
House rentals with beach access

impeccable cottage STEPS to downtown OB & beach!

The Lobster Pot: Lake Tashmoo, beachfront

Newly renovated garden carriage house

Katama Barn

Beautiful 3 bedroom in Oak Bluffs, walk to beach

Antique Farmhouse w/ modern updates West Tisbury

✅Beach ✅Downtown ✅Restaurants/Bars ✅Bike Path

Lambert's Cove Oceanview FERRY Tikts See descript
Apartment 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

Heart of VH, w/ac, pool & harborview

Cape Esacpe at New Seabury

Short walk to the Beach and Downtown Hyannis!

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 | $526 SGD | $557 SGD | $514 SGD | $539 SGD | $553 SGD | $611 SGD | $754 SGD | $853 SGD | $584 SGD | $581 SGD | $608 SGD | $637 SGD |
| 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 holiday rentals with beach access in Chilmark

Total holiday rentals
Explore 110 holiday rentals in Chilmark

Nightly prices starting at
Chilmark holiday rentals start at $129 SGD per night before taxes and fees

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

Family-friendly holiday rentals
80 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
100 of Chilmark holiday rentals include wifi 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 a firepit Chilmark
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- Family-friendly rentals Chilmark
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- Rentals with beach access Dukes County
- Rentals with beach access Massachusetts
- Rentals with beach access United States
- Cape Cod
- Brown University
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- Charlestown Beach
- East Sandwich Beach
- Duxbury Beach
- Easton Beach
- Onset Beach
- East Matunuck State Beach
- Roger Williams Park Zoo
- Bonnet Shores Beach
- Second Beach
- The Breakers
- New Silver Beach
- Pinehills Golf Club
- Sandy Neck Beach
- South Shore Beach
- Nickerson State Park
- Lighthouse Beach
- Popponesset Peninsula
- Cape Cod Inflatable Park
- Point Judith Lighthouse




