We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Apartment rentals and apartments in Chilmark, MA

Use a credit card to book with our Peace of Mind Protection.
Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
More filters
All 136 Rentals in Chilmark
loading...
Sort by
From
$900
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 12
30 photos Details Make Inquiry
From
$345
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
Booking
10 photos Details Reviews (1) Make Inquiry
From
$320
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
26 photos Details Reviews (2) Make Inquiry
Also consider
1505 - ENJOY OCEAN VIEWS FROM THIS CHILMARK HOME
4 Bedrooms, sleeps 8
$5,500 - $7,500 / week
137 Quansoo Road
3 Bedrooms, sleeps 6
$6,000 / week
THE BEACH HOUSE AT STONEWALL: WATERFRONT LIVING ON STONEWALL BEACH - CHIL JJAF-95
4 Bedrooms, sleeps 8
$2,500 - $25,000 / week
HILLTOP HOUSE WITH DISTANT WATER VIEWS - CHIL AMOS-95
4 Bedrooms, sleeps 8
$4,000 - $5,500 / week
From
$1,495
Per Week
2 Bedrooms, 1 Bathroom, Sleeps 3
12 photos Details Make Inquiry
From
$643
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 9
45 photos Details Reviews (6) Make Inquiry
From
$500
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 7
55 photos Details Reviews (4) Make Inquiry
4 of 5 stars Reviewed July 7, 2014
Just spent a very relax vacation in this country style house that gived us a family home feel outside of our home. The house is surround by green trees with beautiful wood logs...
See all reviews
From
$600
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 9
64 photos Details Reviews (3) Make Inquiry
5 of 5 stars Reviewed August 15, 2013
This was a fabulous family retreat. Plenty of bathrooms, very comfortable beds, and a great outdoor patio for grilling or lounging. We hope to come back next year!
See all reviews
From
$4,050
Per Week
4 Bedrooms, 2 Bathrooms, Sleeps 8
10 photos Details Reviews (1) Make Inquiry
4 of 5 stars Reviewed August 11, 2014
Great vacation. Home was clean, property is private and quiet and as always, very comfortable. Convenient location for our family vacation needs. Lack of recycling at house...
See all reviews
Get the List
From
$1,250
Per Week
2 Bedrooms, 1 Bathroom, Sleeps 4
11 photos Details Make Inquiry
From
$2,975
Per Week
4 Bedrooms, 3 Bathrooms, Sleeps 8
16 photos Details Make Inquiry
From
$10,000
Per Week
4 Bedrooms, 2 Bathrooms, Sleeps 9
33 photos Details Make Inquiry
From
$2,000
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details Make Inquiry
From
$2,800
Per Week
5 Bedrooms, 4 Bathrooms, Sleeps 12
21 photos Details Make Inquiry
From
$1,050
Per Week
4 Bedrooms, 2 Bathrooms, Sleeps 8
10 photos Details Make Inquiry
From
$4,325
Per Week
4 Bedrooms, 3 Bathrooms, Sleeps 8
17 photos Details Make Inquiry
From
$3,800
Per Week
4 Bedrooms, 3 Bathrooms, Sleeps 6
29 photos Details Make Inquiry
From
$2,500
Per Week
4 Bedrooms, 4 Bathrooms, Sleeps 8
23 photos Details Make Inquiry
From
$3,750
Per Week
4 Bedrooms, 3 Bathrooms, Sleeps 8
18 photos Details Make Inquiry
From
$2,680
Per Week
3 Bedrooms, 3 Bathrooms, Sleeps 6
18 photos Details Make Inquiry
From
$2,500
Per Week
2 Bedrooms, 1 Bathroom, Sleeps 4
8 photos Details Make Inquiry
From
$6,200
Per Week
4 Bedrooms, 2 Bathrooms, Sleeps 6
9 photos Details Make Inquiry
From
$3,800
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 8
24 photos Details Make Inquiry
From
$3,300
Per Week
4 Bedrooms, 3 Bathrooms, Sleeps 8
24 photos Details Make Inquiry
From
$2,700
Per Week
2 Bedrooms, 1 Bathroom, Sleeps 4
17 photos Details Make Inquiry
From
$5,000
Per Week
5 Bedrooms, 4 Bathrooms, Sleeps 8
31 photos Details Make Inquiry
From
$3,500
Per Week
5 Bedrooms, 3 Bathrooms, Sleeps 12
11 photos Details Make Inquiry
From
$4,150
Per Week
4 Bedrooms, 2 Bathrooms, Sleeps 10
14 photos Details Make Inquiry
From
$1,950
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
15 photos Details Make Inquiry
From
$4,000
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
22 photos Details Make Inquiry
From
$10,000
Per Week
4 Bedrooms, 2 Bathrooms, Sleeps 8
32 photos Details Make Inquiry
From
$1,175
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
8 photos Details Make Inquiry
From
$8,400
Per Week
6 Bedrooms, 4 Bathrooms, Sleeps 10
23 photos Details Make Inquiry
From
$2,250
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
16 photos Details Make Inquiry
From
$2,650
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
11 photos Details Make Inquiry
From
$5,150
Per Week
1 Bedroom, 2 Bathrooms, Sleeps 3
14 photos Details Make Inquiry
From
$2,750
Per Week
4 Bedrooms, 2 Bathrooms, Sleeps 8
25 photos Details Make Inquiry
From
$2,625
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
24 photos Details Make Inquiry
From
$1,650
Per Week
2 Bedrooms, 1 Bathroom, Sleeps 4
10 photos Details Make Inquiry
From
$4,500
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
18 photos Details Make Inquiry
From
$20,700
Per Week
Studio, 3 Bathrooms, Sleeps 10
38 photos Details Make Inquiry
Go to map view
Book Online(4)
Use filters to find the best results!

Suitability

  • Wheelchair access (1)
  • Elder access (2)
  • Suitable for children (5)
  • Pet friendly (7)
  • Smoking allowed (0)

Amenities

  • Other outdoor space (124)
  • Grill (122)
  • Internet (121)
  • Washer/Dryer (61)
  • Air Conditioning (37)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List

More Romance destinations:

More Beach destinations:

More Family destinations:

Filter search results by:
Book Online(4)

Suitability

  • Wheelchair access (1)
  • Elder access (2)
  • Suitable for children (5)
  • Pet friendly (7)
  • Smoking allowed (0)

Amenities

  • Other outdoor space (124)
  • Grill (122)
  • Internet (121)
  • Washer/Dryer (61)
  • Air Conditioning (37)
  • View all amenities