Chilmark Vacation Rentals - HolidayHomes base64Hash Chilmark Vacation Rentals - HolidayHomes

Chilmark Vacation Rentals

Browse 73 available vacation homes and compared across 4 trusted partners

Anytime
Guests
Anytime
Guests

Top-Rated Vacation rentals in Chilmark

Book the highest-rated Chilmark vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

House Chilmark
Fully equipped nice vacation home with hot tub, barbeque & terrace | Dogs allowed
Book now
House Chilmark
Family-friendly vacation home with yard, terrace & barbecue | Nature view | Pets allowed
Book now
House Chilmark
House with BBQ, terrace & yard
Book now
House Chilmark
Fully equipped vacation home with grill, patio & garden | Nature view
Book now
House Chilmark
Vintage 1920s House W/Beach Path & Glorious Sunset Water Views
Book now
Cabin Chilmark
Cottage with garden & BBQ | Nature view
Book now
House Chilmark
Vacation home with terrace, private pool & garden
Book now
House Chilmark
House with garden, grill & patio
Book now
House Chilmark
Child-friendly beautiful house with yard, jacuzzi & patio | Nature view
Book now
House Chilmark
Family-friendly spacious house with BBQ, yard & terrace | City view
Book now
House Chilmark
Classic Modern House on its Own Point of Land with Astounding Views
Book now
House Chilmark
Vacation home with yard, patio & barbeque
Book now
House Chilmark
Private Hillside Home, Fully Equipped Kitchen, Dog-Friendly, A/C, W/D
Book now
House Chilmark
House with garden, barbecue & patio | Nature view
Book now
House Chilmark
Beautiful house on Chilmark Pond with water view, pool & access to private beach
Book now

Top 15 most Recommended Vacation Rentals in Chilmark

Discover your ideal Chilmark vacation rental with real-time comparisons of 74 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Chilmark
House ∙ 8 guests ∙ 4 bedrooms

195 m² House

Chilmark, Dukes County, Massachusetts, United States
This house rental in Menemsha accommodates 8 guests and features a cozy fireplace for a welcoming atmosphere.
from $1,112
per night
(52)
View deal
Cabin Chilmark
Cabin ∙ 5 guests ∙ 2 bedrooms

93 m² Cabin

Chilmark, Dukes County, Massachusetts, United States
This cozy cabin in Chilmark accommodates 5 guests and features a fully equipped kitchen for a comfortable stay.
from $517
per night
(9)
View deal
House Chilmark
House ∙ 14 guests ∙ 5 bedrooms

325 m² House

Chilmark, Dukes County, Massachusetts, United States
This house rental in Menemsha accommodates 14 guests and features a family-friendly kitchen perfect for group meals.
from $598
per night
(50)
View deal
House Chilmark
House ∙ 8 guests ∙ 3 bedrooms

139 m² House

Chilmark, Dukes County, Massachusetts, United States
This house rental in Menemsha accommodates 8 guests and features a cozy fireplace for a relaxing stay.
from $912
per night
(25)
View deal
House Chilmark
House ∙ 10 guests ∙ 5 bedrooms

297 m² House

Chilmark, Dukes County, Massachusetts, United States
This house rental in Menemsha accommodates 10 guests and features a cozy fireplace for a warm and inviting atmosphere.
from $561
per night
(21)
View deal
House Chilmark
3 guests ∙ 1 bedroom

House

Chilmark, Dukes County, Massachusetts, United States
Charming house rental in Menemsha for 3 guests featuring convenient parking and a welcoming atmosphere.
from $1,065
per night
View deal
House Chilmark
6 guests ∙ 3 bedrooms

House

Chilmark, Dukes County, Massachusetts, United States
This house rental in Menemsha accommodates 6 guests and features a fully equipped kitchen for convenient meal preparation.
from $515
per night
(2)
View deal
House Chilmark
House ∙ 10 guests ∙ 5 bedrooms

279 m² House

Chilmark, Dukes County, Massachusetts, United States
This house rental in Chilmark accommodates 10 guests and features a family-friendly kitchen for enjoyable meals together.
from $1,652
per night
(35)
View deal
House Chilmark
House ∙ 10 guests ∙ 4 bedrooms

232 m² House

Chilmark, Dukes County, Massachusetts, United States
Spacious house rental in Menemsha accommodating 10 guests, featuring a family-friendly kitchen and a large yard for outdoor fun.
from $1,095
per night
(23)
View deal

More travel options

image-tag