The 10 best holiday rentals in Chilmark, USA | Booking.com
Skip to main content

Holiday Rentals in Chilmark

Find the holiday rentals that appeal to you the most

Holiday Rentals for every style

Find the right holiday rental for you in Chilmark

The best holiday rentals in Chilmark

Check out our pick of great holiday rentals in Chilmark

Filter by:

Review score

The Christopher, The Edgartown Collection

Edgartown (Near Chilmark)

Featuring free WiFi, The Christopher, The Edgartown Collection offers accommodation in Edgartown. The rooms include a flat-screen TV. Certain units have a seating area where you can relax.

J
Jennifer
From
United States
Location was perfect and room was very clean. Staff very friendly.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 89 reviews
Price from
US$469
1 night, 2 adults

Capricorn House

Oak Bluffs (Near Chilmark)

Situated in Oak Bluffs, 200 metres from Oak Bluffs Town Beach and 10 km from Edgartown Lighthouse, Capricorn House features accommodation with free WiFi in a historic building.

S
Simon
From
United Kingdom
Amazing location between the beach and town, Henry was fantastic to deal with and had some great local recommendations.
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 147 reviews
Price from
US$225
1 night, 2 adults

Edgartown Commons Vacation Apartments

Edgartown (Near Chilmark)

Set in Edgartown and only 1.2 km from Lighthouse Beach, Edgartown Commons Vacation Apartments offers accommodation with pool views, free WiFi and free private parking.

G
Ghosh
From
United States
Great house! Great stay!! We enjoyed the house, backyard.. everything. Excellent house for a family vacation. Located near to the Bus Stop
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 119 reviews

Charles and Charles MV

Vineyard Haven (Near Chilmark)

Featuring an outdoor pool and complimentary bicycles for guest use, this Vineyard Haven inn is just 15 minutes’ walk from the Vineyard Haven ferry terminal. Free Wi-Fi access is available.

R
Rae
From
Australia
It was a dream to visit Martha's Vineyard and our accommodation was booked well in advance. We were attracted by the pool and the reviews of the delicious breakfasts, which were absolutely delicious and varied each day. Although we didn't have a car we enjoyed the walk through the suburb of Vineyard Haven to our gorgeous cocoon at Charles and Charles. The New England houses and gardens were a joy to behold. After a day of sightseeing, we enjoyed a dip in the pool to rejuvenate. We maximised the local buses to cover most of the island and found the drivers friendly. All the advice we received from Charles and Charles was really appreciated. Thank you for a memorable stay.
Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 64 reviews

Island Inn

Oak Bluffs (Near Chilmark)

Located in scenic Oak Bluffs on Martha’s Vineyard, the Island Inn offers a relaxed coastal retreat with modern amenities.

K
Kimberly
From
United States
Very clean and fabulous amenities!!
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 293 reviews

Pretty on Prada

Edgartown (Near Chilmark)

Pretty on Prada offers accommodation in Edgartown, 2.9 km from South Beach and 3.7 km from Edgartown Lighthouse. The property has a restaurant with an outdoor dining area.

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 7 reviews

The Lemonade Stand

West Tisbury (Near Chilmark)

Set in West Tisbury in the Massachusetts region, The Lemonade Stand features a patio. The holiday home is 11 km from Edgartown Lighthouse. The property has a restaurant with an outdoor dining area.

C
Carol
From
United States
House was comfortable, bed was great, woodsy island setting…
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 11 reviews

Marthas Vineyard Apt about 1 Mile to Inkwell Beach!

Oak Bluffs (Near Chilmark)

Located in Oak Bluffs, within 12 km of Edgartown Lighthouse, Marthas Vineyard Apt about 1 Mile to Inkwell Beach! offers accommodation with air conditioning.

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 5 reviews

Winthrop Cottage

Oak Bluffs (Near Chilmark)

Featuring accommodation with a patio, Winthrop Cottage is located in Oak Bluffs. Located around 1.1 km from Oak Bluffs Town Beach, the holiday home is also 10 km away from Edgartown Lighthouse.

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 6 reviews

Little Cozy Corner

Edgartown (Near Chilmark)

Little Cozy Corner features a patio and is set in Edgartown, within just 1.8 km of Lighthouse Beach and 2 km of Edgartown Lighthouse. The property has a restaurant with an outdoor dining area.

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 5 reviews
All holiday rentals in Chilmark

Most booked holiday rentals in Chilmark and surroundings in the past month

See all