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

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

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, (25 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 $450
CA $704 total
includes taxes & fees
Sep 15 - Sep 16
Cozy efficiency apartment/heated pool
A modern kitchen with a marble countertop, a central island, and a hanging light fixture.

2. Brand new! Lovely apartment-Vineyard Haven

Brand new! Lovely apartment-Vineyard Haven
Tisbury
9.8 out of 10, Exceptional, (30 reviews)
"Lovely and all brand new accommodation's that are clean and comfy! A quiet location too! "
United States
Nancy K.
The price is CA $274
CA $618 total
includes taxes & fees
Sep 7 - Sep 8
Brand new! Lovely apartment-Vineyard Haven
A gravel driveway leading to a house surrounded by trees and a garden.

3. Lovely two bedroom apartment with indoor fireplace

Lovely two bedroom apartment with indoor fireplace
Oak Bluffs
10.0 out of 10, Exceptional, (8 reviews)
"Great stay, flexible and responsive host. Difficult location, however, as it was not centrally located or easy to access transportation, etc."
United States
Aviva M.
The price is CA $273
CA $1,037 total
includes taxes & fees
Sep 7 - Sep 8
Lovely two bedroom apartment with indoor fireplace
A view through a window with a wooden frame, overlooking a garden with various plants and a body of water in the background.

4. 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, (7 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 $467
CA $805 total
includes taxes & fees
Sep 1 - Sep 2
Cozy studio with water views. AC,WiFi, full kitchen, private entrance and patio.
A modern kitchen with white cabinets, a central island with blue drawers, and stainless steel appliances.

5. Brand New Guest house

Brand New Guest house
Oak Bluffs
10.0 out of 10, Exceptional, (6 reviews)
"This is a new, beautiful and tastefully decorated 2 bedroom one bathroom house with a really nice big yard. Owner was very responsive and We had everything we needed for an enjoyable stay!"
United States
Elizabeth O.
The price is CA $564
CA $1,405 total
includes taxes & fees
Sep 10 - Sep 11
Brand New Guest house
An outdoor seating area with Adirondack chairs and a table, surrounded by trees.

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

Walk to Beach & Lighthouse: Oak Bluffs Studio!
Oak Bluffs
8.4 out of 10, Very good, (9 reviews)
"Very accommodating early check in and great communication "
United States
Katelyn K.
The price is CA $453
CA $859 total
includes taxes & fees
Aug 30 - Aug 31
Walk to Beach & Lighthouse: Oak Bluffs Studio!
A bedroom with a bed, a dresser, a sofa, and a painting on the wall.

7. Charming studio in tranquil Falmouth with AC

Charming studio in tranquil Falmouth with AC
Falmouth
10.0 out of 10, Exceptional, (2 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 $176
CA $273 total
includes taxes & fees
Sep 24 - Sep 25
Charming studio in tranquil Falmouth with AC
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.

8. 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, (92 reviews)
"Memorial Day weekend on the Vineyard was perfect."
United States
Cassandra
The price is CA $413
CA $735 total
includes taxes & fees
Sep 10 - Sep 11
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
A modern living room with a grey sofa, a coffee table, and a fireplace.

9. LUX on Main | Downtown | Parking | Sleeps 6, #203

LUX on Main | Downtown | Parking | Sleeps 6, #203
Falmouth
10.0 out of 10, Exceptional, (5 reviews)
The price is CA $443
CA $1,237 total
includes taxes & fees
Aug 26 - Aug 27
LUX on Main | Downtown | Parking | Sleeps 6, #203
A room with a view of the sea through large windows, a wooden deck, and a pier with structures.

10. 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, (96 reviews)
"Danny was a great host. Unit clean. Walking distance to everything"
United States
Alvin
The price is CA $588
CA $949 total
includes taxes & fees
Aug 27 - Aug 28
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
A modern living room with a grey sofa, a wooden coffee table, and a television mounted on the wall.

11. LUX on Main | Downtown | Parking | Sleeps 6, #201

LUX on Main | Downtown | Parking | Sleeps 6, #201
Falmouth
10.0 out of 10, Exceptional, (6 reviews)
The price is CA $517
CA $1,333 total
includes taxes & fees
Aug 26 - Aug 27
LUX on Main | Downtown | Parking | Sleeps 6, #201
A modern kitchen with white cabinets, a central island, and a dining area with wicker chairs.

12. LUX on Main | Downtown | Parking | Sleeps 8, #202

LUX on Main | Downtown | Parking | Sleeps 8, #202
Falmouth
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful place! Very well appointed"
United States
Kristen B.
The price is CA $789
CA $1,756 total
includes taxes & fees
Aug 26 - Aug 27
LUX on Main | Downtown | Parking | Sleeps 8, #202
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

Sea Crest Beach Resort

Sea Crest Beach Resort

10/10 Excellent
"Happy to stay there and I will be back again"
Anna Kanichada 1-night trip
Posted 3 hours ago
Sea Crest Beach Resort

Find out more about Chilmark

Chilmark Apartments information

Number of reviews
280
Accommodation
83 Apartments
Lowest Price
CA $273
Highest Price
CA $1,756

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. Newly Renovated Apartment in the heart of Edgartown on the Bike Path!: 12 mi/19.3 km away in Edgartown.
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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