Search Holiday Homes in Chilmark

Check prices for these dates

In two weeks
5 Jun - 7 Jun
In two months
17 Jul - 19 Jul
In three months
14 Aug - 16 Aug
In four months
11 Sept - 13 Sept

Our top choices for Chilmark holiday homes

Dining

Waterfront Gem: Hot Tub, Fire Pit & Private Beach! 3 Bed, 1.5 Baths, Sleeps 6

Waterfront Gem: Hot Tub, Fire Pit & Private Beach! 3 Bed, 1.5 Baths, Sleeps 6
Popponesset
10.0 out of 10, Exceptional, (190 reviews)
"great stay! fantastic location."
United States
Emily P.
The price is £827
includes taxes & fees
23 May - 24 May
Waterfront Gem: Hot Tub, Fire Pit & Private Beach! 3 Bed, 1.5 Baths, Sleeps 6
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.
The price is £859
includes taxes & fees
20 May - 21 May
Spacious Coastal New Seabury Home - Kayak Launch Across Street! Walk to Beach
Dining

4-bedroom house in lovely Edgartown..Centrally located

4-bedroom house in lovely Edgartown..Centrally located
Edgartown
The price is £699
includes taxes & fees
21 May - 22 May
4-bedroom house in lovely Edgartown..Centrally located
Terrace/patio

New Popponesset Rental-3 bedrooms, 3 baths, A/C, sleeps 6

New Popponesset Rental-3 bedrooms, 3 baths, A/C, sleeps 6
Popponesset
The price is £881
includes taxes & fees
6 Jun - 7 Jun
New Popponesset Rental-3 bedrooms, 3 baths, A/C, sleeps 6
Fridge, microwave, oven, stovetop

Come Enjoy Cape Cod! Charming 3-BR house in pleasant Falmouth

Come Enjoy Cape Cod! Charming 3-BR house in pleasant Falmouth
Falmouth
9.6 out of 10, Exceptional, (11 reviews)
"Really beautiful place with a lot of space and a very helpful host"
United States
Gokul K.
The price is £628
includes taxes & fees
20 May - 21 May
Come Enjoy Cape Cod! Charming 3-BR house in pleasant Falmouth
Smart TV, DVD player

The Seashell Cove - Martha's Vineyard

The Seashell Cove - Martha's Vineyard
Katama
9.8 out of 10, Exceptional, (26 reviews)
"Nice and clean house, good location on the island, nice neighborhood "
United States
Eric C.
The price is £760
includes taxes & fees
20 May - 21 May
The Seashell Cove - Martha's Vineyard
Sun-loungers, beach towels

Charming Vacation Home in Oak Bluffs.

Charming Vacation Home in Oak Bluffs.
Oak Bluffs
The price is £576
includes taxes & fees
26 May - 27 May
Charming Vacation Home in Oak Bluffs.
Exterior

Beautiful Estate with salt water pool & pond with kayaks

Beautiful Estate with salt water pool & pond with kayaks
Oak Bluffs
The price is £2,361
includes taxes & fees
10 Jun - 11 Jun
Beautiful Estate with salt water pool & pond with kayaks
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 £898
includes taxes & fees
21 May - 22 May
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
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, (216 reviews)
"Great place to stay for Christmas with our family. Cozy place with a convenient location. "
United States
Gail B.
The price is £408
includes taxes & fees
21 May - 22 May
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
Exterior

Falmouth Oasis

Falmouth Oasis
Falmouth
The price is £364
includes taxes & fees
20 May - 21 May
Falmouth Oasis
Dining

4-bedroom house in Tisbury for a relaxing getaway - newly renovated

4-bedroom house in Tisbury for a relaxing getaway - newly renovated
Tisbury
The price is £1,010
includes taxes & fees
7 Jun - 8 Jun
4-bedroom house in Tisbury for a relaxing getaway - newly renovated
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.
The price is £562
includes taxes & fees
20 May - 21 May
Spring Escape in Hatchville – Sleeps 6 + Dogs!
Terrace/patio

Beautiful 'Saltbox Cape Cod' with Water Views on 3 Levels

Beautiful 'Saltbox Cape Cod' with Water Views on 3 Levels
Westport
9.8 out of 10, Exceptional, (44 reviews)
"House is perfect for a family! Great location, beautiful views and nice and clean. Lots of room and great deck for sunset viewing. "
United States
Stacy G.
The price is £315
includes taxes & fees
6 Jun - 7 Jun
Beautiful 'Saltbox Cape Cod' with Water Views on 3 Levels
Beach nearby

4-bedroom waterfront house in E. Falmouth with WiFi, AC, Hot Tub, Private Beach

4-bedroom waterfront house in E. Falmouth with WiFi, AC, Hot Tub, Private Beach
Falmouth
The price is £612
includes taxes & fees
16 Jun - 17 Jun
4-bedroom waterfront house in E. Falmouth with WiFi, AC, Hot Tub, Private Beach
Terrace/patio

Oak Bluffs - Quiet neighborhood

Oak Bluffs - Quiet neighborhood
Oak Bluffs
9.4 out of 10, Exceptional, (43 reviews)
"Perfectly situated!"
United States
Damani B.
The price is £600
includes taxes & fees
25 May - 26 May
Oak Bluffs - Quiet neighborhood
Beach

Beautiful Home in Falmouth Village

Beautiful Home in Falmouth Village
Falmouth
10.0 out of 10, Exceptional, (11 reviews)
"Great house and good location. "
United States
Jeannie E.
The price is £1,137
includes taxes & fees
21 May - 22 May
Beautiful Home in Falmouth Village
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 £661
includes taxes & fees
20 May - 21 May
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
Living area

Downtown brand new construction 3 bed & 3 bath

Downtown brand new construction 3 bed & 3 bath
Tisbury
10.0 out of 10, Exceptional, (3 reviews)
"Owner went above and beyond for their guests and all communication was swift and effective. Everything just as described. Highly recommend and would def stay again. "
United States
L B.
The price is £418
includes taxes & fees
21 May - 22 May
Downtown brand new construction 3 bed & 3 bath
Desk, iron/ironing board, WiFi, bed sheets

Charming cottage with deck, yard, & AC - walk to beach, Main Street, & ferry

Charming cottage with deck, yard, & AC - walk to beach, Main Street, & ferry
Falmouth Heights
9.6 out of 10, Exceptional, (61 reviews)
"Perfect location, clean and welcoming!"
United States
Celeste C.
Charming cottage with deck, yard, & AC - walk to beach, Main Street, & ferry
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

Summercamp

Summercamp

10/10 Excellent
"Perfect location for our first time to Martha's Vineyard. Walkable to the ferry and the #13 bus stopped right in front. We really enjoyed the front porch and lockers to hold our stuff before check-in. Great place to stay!!"
Laura 1-night trip
Posted 1 hour ago
Summercamp

Find out more about Chilmark

Chilmark Holiday Homes information

Number of reviews
573
Accommodation
888 Holiday Homes
Lowest Price
£315
Highest Price
£2,361