Chilmark Vacation Rentals

Compare 1,267 available properties from 18 providers
Chilmark
Save up to 34%

Best vacation home deals in Chilmark

$379
from $301
-21%
2200 ft² House
6 3
Chilmark, Dukes County, Massachusetts, United States
Found on
VRBO
$529
from $351
-34%
1100 ft² House
6 2
Chilmark, Dukes County, Massachusetts, United States
Found on
VRBO
$431
from $352
-18%
House
8 4
Chilmark, Dukes County, Massachusetts, United States
Found on
VRBO

Find the ideal vacation rental for as little as $90 per night by searching among the 1,268 options being offered in Chilmark. With HomeToGo, you can directly compare the prices of each available property to find the best price and save up to 34%.

Recommended vacation rentals in Chilmark

Rent a vacation accommodation in Chilmark: from $90 per night

$454
from $358
-21%
1190 ft² House
6 3
Chilmark, Dukes County, Massachusetts, United States
5.0
"Excellent" 3 reviews
Found on VRBO
$401
from $250
-38%
620 ft² House
5 2
Chilmark, Dukes County, Massachusetts, United States
5.0
"Excellent" 6 reviews
Found on VRBO
from $537
House
6 3
Chilmark, Dukes County, Massachusetts, United States
5.0
"Excellent" 2 reviews
Found on VRBO
$643
from $500
-22%
1000 ft² House
5 2
Chilmark, Dukes County, Massachusetts, United States
5.0
"Excellent" 3 reviews
Found on VRBO
from $405
1190 ft² House
5 2
Chilmark, Dukes County, Massachusetts, United States
4.6
"Excellent" 5 reviews
Found on VRBO
$431
from $352
-18%
House
8 4
Chilmark, Dukes County, Massachusetts, United States
5.0
"Excellent" 2 reviews
Found on VRBO
from $436
800 ft² House
6 3
Chilmark, Dukes County, Massachusetts, United States
5.0
"Excellent" 4 reviews
Found on VRBO
from $1,680
1680 ft² House
8 4
Chilmark, Dukes County, Massachusetts, United States
4.5
"Excellent"
Found on Booking.com
See all offers

  Vacation homes with fishing spots nearby

$322
from $215
-33%
House
2 1
Chilmark, Dukes County, Massachusetts, United States
5.0
"Excellent" 1 review
Found on VRBO
$352
from $258
-27%
1800 ft² House
5 2
Chilmark, Dukes County, Massachusetts, United States
5.0
"Excellent" 6 reviews
Found on VRBO
from $172
740 ft² Apartment
2 1
Chilmark, Dukes County, Massachusetts, United States
5.0
"Excellent" 8 reviews
Found on VRBO
$412
from $261
-37%
House
4 2
Chilmark, Dukes County, Massachusetts, United States
5.0
"Excellent" 1 review
Found on VRBO
See all offers

  Vacation rentals with a fireplace

from $348
950 ft² House
6 3
Chilmark, Dukes County, Massachusetts, United States
4.5
"Excellent" 4 reviews
Found on VRBO
$411
from $339
-18%
1400 ft² House
5 3
Chilmark, Dukes County, Massachusetts, United States
5.0
"Excellent" 16 reviews
Found on VRBO
from $422
960 ft² House
6 3
Chilmark, Dukes County, Massachusetts, United States
4.5
"Excellent"
Found on Booking.com
$379
from $301
-21%
2200 ft² House
6 3
Chilmark, Dukes County, Massachusetts, United States
5.0
"Excellent" 6 reviews
Found on VRBO
See all offers

  Apartments with a balcony or patio

$607
from $469
-23%
House
8 4
Chilmark, Dukes County, Massachusetts, United States
5.0
"Excellent" 3 reviews
Found on VRBO
$454
from $358
-21%
House
8 4
Chilmark, Dukes County, Massachusetts, United States
5.0
"Excellent" 7 reviews
Found on VRBO
$686
from $429
-38%
1800 ft² House
8 5
Chilmark, Dukes County, Massachusetts, United States
5.0
"Excellent" 1 review
Found on VRBO
$3,680
from $2,588
-30%
2500 ft² House
12 4
Chilmark, Dukes County, Massachusetts, United States
5.0
"Excellent" 5 reviews
Found on VRBO
See all offers

Popular rental amenities in Chilmark

  • Kitchen (1,221)
  • TV (1,189)
  • Internet (1,182)
  • No smoking (1,171)
  • Microwave (1,133)
  • Grill (1,127)
  • Dishwasher (959)
  • AC (886)
  • No pets (869)
  • Washer (854)
  • Parking (840)
  • Fishing (539)
Use filters to look for an offer fitting your needs among all of the rentals in Chilmark. You can easily search and find a vacation rental fitting your criteria in Chilmark if you never miss an episode of your favorite show or you can't imagine a vacation without internet, as most accommodations provide "TVs" and "internet." It is also possible to find a property in Chilmark if you want a rental with a jacuzzi as 51 of the listed accommodations there offer "Jacuzzis."

Price and Availability Index Chilmark

Vacation Rental Price Information in Chilmark

This graph displays the average prices for the next six months in Chilmark. The week with the highest average prices is in August (8/11 - 8/18). During this week, a night will cost on average $819. On average, the most interesting prices are in a week of November (11/10 - 11/17) as the average price is only $424 per night.

Rental Availability Information in Chilmark

Check out the graph above to find out how many accommodations are available in Chilmark(in %). More people travel to Chilmark a week in August (8/4 - 8/11). So far, 91% of the rentals are occupied this week. It is easier to find a rental in a week of September (9/22 - 9/29), as only 23% of the accommodations are booked.

The weather in Chilmark

41°
27°
39°
25°
46°
28°
57°
37°
66°
48°
73°
55°
81°
64°
79°
61°
75°
54°
64°
46°
54°
37°
48°
34°
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

Find the Chilmark climate diagram. July is the warmest month of the year in Chilmark with temperatures reaching a maximum average of 80°. Conversely, February is the coolest month in Chilmark, with temperatures going under 24° It may rain 16 days in January while it typically rains only 9 days in August.

In Chilmark, nearly all of the 1,268 accommodation types are house rentals, which represent 90.26% of its listed properties. Interestingly, specific accommodation type, this specific type of property is $618 a night, with an average area of 2,190 ft². Moreover, if you are going in a group of 8, house rentals are the ideal property type in Chilmark, as they usually welcome this exact group size. If you would prefer to book a different accommodation type, you could consider apartment rentals, which are the other most frequent property type in Chilmark. Apartment rentals in Chilmark are 890 ft² on average, with prices averaging $315 per night.

Enjoy blissful beaches at a Chilmark vacation home

Vacation homes in Chilmark, Massachusetts, snuggle between Providence, Boston, and internationally famous natural beauty spots such as Martha's Vineyard. With a vacation home here, you can enjoy some of the finest cultural and intellectual scenes in the country as well as the state's superlatively beautiful coastline.

Show all 1,267 properties
Art & Culture

Hang out at Edgar Allen Poe’s old haunts

Providence sits at the confluence of several rivers – fitting, as it is also a confluence of culture. While Boston has Harvard, Providence is home to Brown University, another prominent Ivy League institution. Its historic streets are filled with charming lanes, galleries, and theaters where you can experience the latest outpourings from creative locals. Rhode Island School of Design is also situated here, and the Providence Athenaeum's unique architecture is not to be missed. The famously eccentric poet Edgar Allen Poe allegedly used to pursue women here!

Family Activities

Into the wild

Children love the animals at Nomans Land Island National Wildlife Center. Approximately 640 acres of island stretch before you, full of exciting wildlife such as raptors, songbirds, and double-crested cormorants. Wander the trails through goldenrod and American beachgrass as you take in the views. Martha's Vineyard, a charming enclave that attracts creatives, is miles away from the grip of commercialization. Menemsha Harbor, featured in the film Jaws, is ringed with fishing boats and sublime views over the sparkling water.

Local Attractions

Venture to Boston

Boston, just a two-and-a-half-hour drive along the coast from your vacation home, is well worth the journey. With Harvard University, the Boston Tea Party Ships & Museum, and Boston Public Library all vying for your attention, you'll be glad you came. Watch the Red Sox play at Fenway Park in the summer months, or head to MIT to see some of the world's most famous innovations. The intellectual scope of the city is matched only by its architectural elegance.

We compare more than 250 providers, including:

Booking.com Vacation Rentals in Chilmark VRBO Vacation Rentals in Chilmark HomeAway Vacation Rentals in Chilmark TripAdvisor Vacation Rentals in Chilmark VacationRentals.com Vacation Rentals in Chilmark HouseTrip Vacation Rentals in Chilmark FlipKey Vacation Rentals in Chilmark Wimdu Vacation Rentals in Chilmark 9flats.com Vacation Rentals in Chilmark VaycayHero Vacation Rentals in Chilmark PerfectPlaces.com Vacation Rentals in Chilmark Homestay.com Vacation Rentals in Chilmark only-apartments Vacation Rentals in Chilmark Interhome Vacation Rentals in Chilmark Bedycasa Vacation Rentals in Chilmark Novasol Vacation Rentals in Chilmark HomeEscape Vacation Rentals in Chilmark

Vacation destinations near Chilmark