Holiday Homes in Chilmark

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Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for Chilmark holiday homes

Exterior

Falmouth Oasis

Falmouth Oasis
2.0 star property
Falmouth
The price is €377
includes taxes & fees
25 Jan - 26 Jan
Falmouth Oasis
Interior

Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
Falmouth
10.0 out of 10, Exceptional, (212 reviews)
"Nicely furnished and very comfortable. Very private, yet convenient location. "
United States
John H.
The price is €421
includes taxes & fees
22 Jan - 23 Jan
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
Smart TV, fireplace

Coastal chic meets French Provençal in this newly renovated oceanfront home.

Coastal chic meets French Provençal in this newly renovated oceanfront home.
East Falmouth
10.0 out of 10, Exceptional, (89 reviews)
"This is an excellent home well-kept great location, and the Host is easy to communicate with. "
United States
Gary B.
The price is €729
includes taxes & fees
22 Jan - 23 Jan
Coastal chic meets French Provençal in this newly renovated oceanfront home.
Smart TV, DVD player

The Seashell Cove - Martha's Vineyard

The Seashell Cove - Martha's Vineyard
Katama
9.8 out of 10, Exceptional, (24 reviews)
"Property was perfectly kept and very comfortable. "
United States
Steve D.
The price is €557
includes taxes & fees
22 Jan - 23 Jan
The Seashell Cove - Martha's Vineyard
Terrace/patio

Spring Escape in Hatchville – Sleeps 6 + Dogs!

Spring Escape in Hatchville – Sleeps 6 + Dogs!
Falmouth
10.0 out of 10, Exceptional, (11 reviews)
"Enjoyed our stay. Everything was clean and well kept. "
United States
Lynn S.
Spring Escape in Hatchville – Sleeps 6 + Dogs!
Terrace/patio

Oak Bluffs - Quiet neighborhood

Oak Bluffs - Quiet neighborhood
Oak Bluffs
9.4 out of 10, Exceptional, (43 reviews)
"perfect for our needs"
United States
Ed V.
The price is €576
includes taxes & fees
24 Jan - 25 Jan
Oak Bluffs - Quiet neighborhood
TV, fireplace, books

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
Oak Bluffs
9.4 out of 10, Exceptional, (3 reviews)
"This house was perfect for our getaway. Rebecca, the host, was extremely responsive and helpful during our trip. The house was as advertised. It was clean, well equipped, and the location was perfect as well "
United States
Louis R.
The price is €742
includes taxes & fees
22 Jan - 23 Jan
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
Outdoor dining

Spacious Coastal New Seabury Home - Kayak Launch Across Street! Walk to Beach

Spacious Coastal New Seabury Home - Kayak Launch Across Street! Walk to Beach
New Seabury
10.0 out of 10, Exceptional, (8 reviews)
"Great place"
United States
Aaron Q.
Spacious Coastal New Seabury Home - Kayak Launch Across Street! Walk to Beach
Interior

Cape Cod Escape at Casa de Leo!

Cape Cod Escape at Casa de Leo!
2.5 star property
Falmouth
The price is €1,210
includes taxes & fees
22 Jan - 23 Jan
Cape Cod Escape at Casa de Leo!
Terrace/patio

Charming Chappaquiddick Retreat: Steps from Private Beach & Edgartown's Best!

Charming Chappaquiddick Retreat: Steps from Private Beach & Edgartown's Best!
Edgartown
9.8 out of 10, Exceptional, (16 reviews)
"The hosts are excellent people, great communicators who want VBRO guests to have an outstanding experience. Chappy is a wonderful retreat from the rest of the world. That is my only word of caution, it requires a ferry to eat out or shop. Otherwise this is a great place to read write meditate beach and let go of everyday worries. It has a higher price tag because your paying for a premium location, guest service experience and higher quality accomodation."
United States
SparkleCappy
The price is €919
includes taxes & fees
1 Feb - 2 Feb
Charming Chappaquiddick Retreat: Steps from Private Beach & Edgartown's Best!
Exterior

NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!

NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!
Tisbury
10.0 out of 10, Exceptional, (16 reviews)
"We had an amazing time at this beautiful home. Great, clean space to spend an evening visit with friends and family. Great location with easy access around the island. Would highly recommend! "
United States
Jennifer T.
The price is €918
includes taxes & fees
23 Jan - 24 Jan
NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!
Interior

MOST CHIC SPOT! Your Martha's Vineyard Getaway!

MOST CHIC SPOT! Your Martha's Vineyard Getaway!
Oak Bluffs
10.0 out of 10, Exceptional, (7 reviews)
"Our kids and their friends had so much fun in the beautifully finished basement. Easy access to beach and ferry, would love to go back every year, the host was wonderful."
United States
Swathanthra M.
The price is €1,020
includes taxes & fees
22 Jan - 23 Jan
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
Exterior

The Beach Estate, Panoramic Ocean Views, 5700 sqft

The Beach Estate, Panoramic Ocean Views, 5700 sqft
Mattapoisett
9.8 out of 10, Exceptional, (8 reviews)
"Great stay! Great property!"
United States
Liz A.
The price is €1,579
includes taxes & fees
2 Feb - 3 Feb
The Beach Estate, Panoramic Ocean Views, 5700 sqft
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

Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

10/10 Excellent
"Professional Courteous Attentive Clean room and good shower"
john 2-night trip
Posted 2 days ago
Vineyard Harbor Motel - Private Beach

Find out more about Chilmark

Chilmark Holiday Homes information

Number of reviews
404
Accommodation
885 Holiday Homes
Lowest Price
€421
Highest Price
€1,579