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

Apartments in Chilmark for Rent

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Chilmark apartments

Pool

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.
$457 nightly
The price is $510
Sep 15 - Sep 16
Total with taxes and fees
Cozy efficiency apartment/heated pool
Property grounds

2. Lovely two bedroom apartment with indoor fireplace

Lovely two bedroom apartment with indoor fireplace
Oak Bluffs
10.0 out of 10, Exceptional, (7 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.
$671 nightly
The price is $750
Sep 7 - Sep 8
Total with taxes and fees
Lovely two bedroom apartment with indoor fireplace
Interior

3. 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.
$406 nightly
The price is $453
Aug 27 - Aug 28
Total with taxes and fees
Brand new! Lovely apartment-Vineyard Haven
Interior

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.
$523 nightly
The price is $584
Sep 1 - Sep 2
Total with taxes and fees
Cozy studio with water views. AC,WiFi, full kitchen, private entrance and patio.
Private kitchen

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.
$912 nightly
The price is $1,019
Sep 7 - Sep 8
Total with taxes and fees
Brand New Guest house
Terrace/patio

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.
$561 nightly
The price is $627
Aug 30 - Aug 31
Total with taxes and fees
Walk to Beach & Lighthouse: Oak Bluffs Studio!
Room

7. Charming studio in tranquil Falmouth with AC

Charming studio in tranquil Falmouth with AC
Falmouth
10.0 out of 10, Exceptional, (1 review)
"Wonderful host to work with!"
United States
Jocelyn J.
$174 nightly
The price is $199
Aug 31 - Sep 1
Total with taxes and fees
Charming studio in tranquil Falmouth with AC
Living area

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
$480 nightly
The price is $536
Sep 10 - Sep 11
Total with taxes and fees
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
Interior

9. 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
$623 nightly
The price is $696
Sep 8 - Sep 9
Total with taxes and fees
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

Red Horse Inn

Red Horse Inn

10/10 Excellent
"We had a great time!"
Jack 1-night trip
Posted 2 hours ago
Red Horse Inn

Find out more about Chilmark

Chilmark Apartments information

Number of reviews
6,179
Accommodation
82 Apartments
Lowest Price
$122
Highest Price
$441

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. Brand new! Lovely apartment-Vineyard Haven: Located in Vineyard Haven, 10.1 mi/16.2 km from Chilmark. Includes free WiFi, sofa beds, and Smart TVs. Access to onsite laundry facilities is available on site.
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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