
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.

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! 6/1. 20% off wk. 3,4 days-10%. 15% off Sept.

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!

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.

Stylish Getaway|Outdoor Shower|Patio|walk to town
* 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!

The Ideal Spot
The perfect getaway in Falmouth for all seasons! Our home is beautifully located overlooking Bourne’s Farm and we are steps away to the picturesque Shining Sea Bike Path. Enjoy a beautiful scenic 8.5 mile ride winding your way thru the Sippewisset marsh and along the coastline to the seaside village of Woods Hole. Where you can enjoy the local restaurants ,shops and science learning or jump on the ferry to Marta’s Vineyard.

Home by the Sea
Private entrance to the full 1st floor with an ocean view in quiet neighborhood. The apartment features a bedroom with full sized bed, private bathroom, private living room with dining area, gas fireplace, tv and couch. Washer/dryer, refrigerator, microwave, coffee maker, toaster and hot plate included are in the apartment. There also is an additional outdoor H/C shower, private patio and gas grill.
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

Harbor view apartment, a quick walk from the ferry

Main Street on the Park
House rentals with beach access

Mid-Century Modern home 5 minute walk to beach

Newer const. Edgartown home A/C, car ferry tkts av

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

Antique Farmhouse w/ modern updates West Tisbury
Apartment rentals with beach access

FABULOUS OCEAN VIEWS-Oak Bluffs Condo Across Beach

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

Serenity on Martha's Vineyard

Private Ocean Overlook! Serene Cape Cod Escape

Heart of VH, w/ac, pool & harborview

Cape Esacpe at New Seabury

Short walk to the Beach and Downtown Hyannis!

Lovely W Falmouth Home steps to bikeway & more!
When is the best time to visit Chilmark?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $522 SGD | $553 SGD | $511 SGD | $535 SGD | $549 SGD | $606 SGD | $748 SGD | $846 SGD | $579 SGD | $577 SGD | $604 SGD | $632 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 120 holiday rentals in Chilmark

Nightly prices starting at
Chilmark holiday rentals start at $128 SGD per night before taxes and fees

Verified guest reviews
Over 2,660 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
120 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 beach access Dukes County
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- 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
- East Matunuck State Beach
- Onset Beach
- Bonnet Shores Beach
- Roger Williams Park Zoo
- Second Beach
- The Breakers
- Sandy Neck Beach
- New Silver Beach
- Pinehills Golf Club
- South Shore Beach
- Point Judith Lighthouse
- Nickerson State Park
- Popponesset Peninsula
- Lighthouse Beach
- Saquish Beach




