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

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Check prices for these dates

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

Our top choices for Chilmark apartments

Outdoor pool, a heated pool

1. Cozy efficiency apartment/heated pool

Cozy efficiency apartment/heated pool
Chilmark
9.6 out of 10, Exceptional, (24 reviews)
"This is a great property for an individual or a couple looking to explore the island!"
United States
Jillian G.
The price is AED 1,194
AED 1,875 total
includes taxes & fees
15 Sep - 16 Sep
Cozy efficiency apartment/heated pool
Interior

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 AED 734
AED 1,665 total
includes taxes & fees
27 Aug - 28 Aug
Brand new! Lovely apartment-Vineyard Haven
Property grounds

3. 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.
The price is AED 731
AED 2,761 total
includes taxes & fees
7 Sep - 8 Sep
Lovely two bedroom apartment with indoor fireplace
Coffee/tea maker, fridge, microwave, oven

4. 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 AED 1,506
AED 3,742 total
includes taxes & fees
7 Sep - 8 Sep
Brand New Guest house
Interior

5. 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, (6 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 AED 1,377
AED 2,322 total
includes taxes & fees
1 Sep - 2 Sep
Cozy studio with water views. AC,WiFi, full kitchen, private entrance and patio.
1 bedroom, iron/ironing board, internet, bed sheets

6. 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.
The price is AED 496
AED 765 total
includes taxes & fees
31 Aug - 1 Sep
Charming studio in tranquil Falmouth with AC
Smart TV

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, (92 reviews)
"Memorial Day weekend on the Vineyard was perfect."
United States
Cassandra
The price is AED 1,102
AED 1,969 total
includes taxes & fees
10 Sep - 11 Sep
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
Coffee/tea maker, fridge, microwave, oven

8. Walking-distance to town, shops, restaurants & ferry!

Walking-distance to town, shops, restaurants & ferry!
Tisbury
10.0 out of 10, Exceptional, (26 reviews)
"I rented this for my staff, and they said it was the best place they have stayed on Martha's Vineyard."
United States
else r.
The price is AED 3,302
AED 4,160 total
includes taxes & fees
20 Aug - 21 Aug
Walking-distance to town, shops, restaurants & ferry!
Interior

9. Near Old Silver Beach Falmouth-Two bedroom,private bathroom & kitchenette studio

Near Old Silver Beach Falmouth-Two bedroom,private bathroom & kitchenette studio
Falmouth
8.4 out of 10, Very Good, (34 reviews)
"Didn't stay for the shops near by, but the Owner Joy was very helpful and had many local recommendations!"
United States
Marcos d.
The price is AED 1,047
AED 1,845 total
includes taxes & fees
20 Aug - 21 Aug
Near Old Silver Beach Falmouth-Two bedroom,private bathroom & kitchenette studio
Interior

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 AED 1,561
AED 2,556 total
includes taxes & fees
8 Sep - 9 Sep
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

Iris Hotel Cape Cod

Iris Hotel Cape Cod

10/10 Excellent
"The staff are amazing and will offer to help in any way they can! The property"
Dorien 3-night trip
Posted 5 hours ago
Iris Hotel Cape Cod

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.