A dock with boats, a small wooden structure, and a forested shoreline.

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Chilmark apartments

A two-story house with a swimming pool, a covered patio, and a fenced backyard.

1. Cozy efficiency apartment/heated pool

Cozy efficiency apartment/heated pool
Chilmark
9.6 out of 10, Exceptional, (26 reviews)
"This is a great property for an individual or a couple looking to explore the island!"
United States
Jillian G.
The price is CA $563
CA $855 total
includes taxes & fees
Oct 13 - Oct 14
Cozy efficiency apartment/heated pool
A view through a window with a wooden frame, overlooking a garden with various plants and a body of water in the background.

2. Cozy studio with water views. AC,WiFi, full kitchen, private entrance and patio.

Cozy studio with water views. AC,WiFi, full kitchen, private entrance and patio.
Tisbury
10.0 out of 10, Exceptional, (10 reviews)
"Beautiful view of the lagoon; ideal place for a couple or single. Leisurely walk to town and close to public transportation."
United States
Adrienne W.
The price is CA $413
CA $742 total
includes taxes & fees
Oct 19 - Oct 20
Cozy studio with water views. AC,WiFi, full kitchen, private entrance and patio.
A modern kitchen with a marble countertop, a central island, and a hanging light fixture.

3. Brand new! Lovely apartment-Vineyard Haven

Brand new! Lovely apartment-Vineyard Haven
Tisbury
10.0 out of 10, Exceptional, (32 reviews)
"This property is quiet yet close enough to the business areas. Very clean, well maintained lovely unit with balcony. The host Joziane commutated with us from minutes after the booking to the end of stay, very helpful."
United States
Unspecified U.
The price is CA $327
CA $697 total
includes taxes & fees
Oct 11 - Oct 12
Brand new! Lovely apartment-Vineyard Haven
An outdoor seating area with Adirondack chairs and a table, surrounded by trees.

4. Walk to Beach & Lighthouse: Oak Bluffs Studio!

Walk to Beach & Lighthouse: Oak Bluffs Studio!
Oak Bluffs
7.6 out of 10, Good, (13 reviews)
"The unit was clean and sufficient for 2 people. Outside could use some attention."
United States
Donna R.
The price is CA $468
CA $888 total
includes taxes & fees
Oct 11 - Oct 12
Walk to Beach & Lighthouse: Oak Bluffs Studio!
A bedroom with a bed, a dresser, a sofa, and a painting on the wall.

5. Charming studio in tranquil Falmouth with AC

Charming studio in tranquil Falmouth with AC
Falmouth
10.0 out of 10, Exceptional, (3 reviews)
"Very clean and comfy place, a short drive to Falmouth center! Communication was very easy and check-in simple."
United States
Harry H.
The price is CA $230
CA $345 total
includes taxes & fees
Oct 12 - Oct 13
Charming studio in tranquil Falmouth with AC
A room with a view of the sea through large windows, a wooden deck, and a pier with structures.

6. Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.

Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
Oak Bluffs
9.4 out of 10, Exceptional, (98 reviews)
"Danny was a great host. Unit clean. Walking distance to everything"
United States
Alvin
The price is CA $427
CA $759 total
includes taxes & fees
Oct 13 - Oct 14
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
A living room with a flat-screen TV on a stand, a black leather chair, and a sofa. There are two windows with curtains, one of which offers a view of the sea.

7. Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View

Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
Oak Bluffs
9.4 out of 10, Exceptional, (97 reviews)
The price is CA $427
CA $759 total
includes taxes & fees
Oct 13 - Oct 14
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chilmark Hotel Reviews

Shore Haven Inn

Shore Haven Inn

10/10 Excellent
"Wonderful room and inn. Close to beach and town. Highly recommend"
Mike 1-night trip
Posted 2 hours ago
Shore Haven Inn

Find out more about Chilmark

Chilmark Apartments information

Number of reviews
68
Accommodation
84 Apartments
Lowest Price
CA $345
Highest Price
CA $888

Frequently asked questions

What's it like to stay at an apartment in Chilmark?
You'll find a lot of options for your stay in Chilmark with 77 hotels and other accommodations. Though there aren't many apartments, we can help you search for accommodations that are similar. When you search on Expedia, you can filter by amenities you might find in an apartment like a kitchen. Even filter by similar properties such as vacation homes, condos, or cabins.
Are you thinking about an apartment for your stay?
An apartment features a kitchen for convenient meals, and usually is more spacious than a traditional hotel room. Apartments are a good option for couples who want to live like locals, but also for families who want the conveniences of home.
What's the best apartment for my stay in Chilmark?
Below are some of the top apartments in the area to choose from: Cozy efficiency apartment/heated pool: Includes free WiFi, private patios, and Smart TVs. Access to an outdoor pool is available on site. Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View: Located in Oak Bluffs, 12.6 mi/20.2 km away. Includes free WiFi and Smart TVs. Access to onsite laundry facilities is available on site. Immaculate Coastal Retreat!: It's located in Vineyard Haven, 10.5 mi/16.9 km from Chilmark. Includes private balconies and Smart TVs.
What can I expect from the weather during my trip to Chilmark?
Weather is only one factor, but it can really affect your travel plans, especially when you are planning a longer stay in Chilmark. The hottest months are usually August and July with an average temp of 68°F, while the coldest months are February and January with an average of 38°F. Average annual precipitation for Chilmark is 50 inches.
What are the must-see places to visit in Chilmark?
Family-friendly attractions include Chilmark Chocolates and Fulling Mill Brook Preserve, whereas Menemsha Beach and Edys Island are a couple of great spots to enjoy the outdoors. Other places in town to visit include Chilmark Town Hall and Chilmark Public Library.
What's the best way to get to and around Chilmark?
Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Vineyard Haven, MA (MVY-Martha's Vineyard), which is located 7.6 mi (12.2 km) from the city center. Otherwise, look for flights into New Bedford, MA (EWB-New Bedford Regional), which is 25.4 mi (40.8 km) away. If you'd like to explore around the area, consider renting a car to take in more sights.

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