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

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Check prices for these dates

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

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 AED 1,451
AED 2,203 total
includes taxes & fees
13 Oct - 14 Oct
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
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 AED 985
AED 1,987 total
includes taxes & fees
9 Oct - 10 Oct
Brand new! Lovely apartment-Vineyard Haven
A view through a window with a wooden frame, overlooking a garden with various plants and a body of water in the background.

3. 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 AED 1,098
AED 1,953 total
includes taxes & fees
18 Oct - 19 Oct
Cozy studio with water views. AC,WiFi, full kitchen, private entrance and patio.
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
7.8 out of 10, Good, (12 reviews)
"The unit was clean and sufficient for 2 people. Outside could use some attention."
United States
Donna R.
The price is AED 1,208
AED 2,302 total
includes taxes & fees
6 Oct - 7 Oct
Walk to Beach & Lighthouse: Oak Bluffs Studio!
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.

5. 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)
"Memorial Day weekend on the Vineyard was perfect."
United States
Cassandra
The price is AED 1,102
AED 1,969 total
includes taxes & fees
13 Oct - 14 Oct
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
A bedroom with a bed, a dresser, a sofa, and a painting on the wall.

6. 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 AED 595
AED 895 total
includes taxes & fees
6 Oct - 7 Oct
Charming studio in tranquil Falmouth with AC
A modern living room with a grey sofa, a coffee table, and a fireplace.

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

LUX on Main | Downtown | Parking | Sleeps 6, #203
Falmouth
10.0 out of 10, Exceptional, (6 reviews)
The price is AED 846
AED 2,860 total
includes taxes & fees
7 Oct - 8 Oct
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.

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, (98 reviews)
"Danny was a great host. Unit clean. Walking distance to everything"
United States
Alvin
The price is AED 1,102
AED 1,969 total
includes taxes & fees
3 Nov - 4 Nov
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.

9. 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)
"This was the perfect location for our Cape Cod getaway. It was very central to everything we were doing while down there, very effortless to get to Martha’s Vineyard as well! The location was perfect with a bunch of different restaurants, shops and other stores all in walking distance. We will definitely consider staying here again in the future!"
United States
Zack D.
The price is AED 770
AED 2,761 total
includes taxes & fees
7 Oct - 8 Oct
LUX on Main | Downtown | Parking | Sleeps 6, #201
A modern kitchen with white cabinets, a central island, and a dining area with wicker chairs.

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

LUX on Main | Downtown | Parking | Sleeps 8, #202
Falmouth
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful place! Very well appointed"
United States
Kristen B.
The price is AED 842
AED 3,024 total
includes taxes & fees
7 Oct - 8 Oct
LUX on Main | Downtown | Parking | Sleeps 8, #202
A modern kitchen with white cabinets, a central island, and a dining area with wicker chairs.

11. LUX on Main | Downtown | Parking | Sleeps 8, #204

LUX on Main | Downtown | Parking | Sleeps 8, #204
Falmouth
10.0 out of 10, Exceptional, (5 reviews)
"Great VRBO! Great location, had everything we needed and more. Thank you."
United States
Aaron Q.
The price is AED 1,062
AED 3,309 total
includes taxes & fees
7 Oct - 8 Oct
LUX on Main | Downtown | Parking | Sleeps 8, #204
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

Summercamp

Summercamp

10/10 Excellent
"Staff was great, rooms and public spaces were clean, parking was a bit tight."
Maureen 3-night trip
Posted 14 hours ago
Summercamp

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.