Chilmark 2-bedroom Vacation Rentals, Homes & More - 505 Rentals Available.
505 Vacation rentals
Filters applied: 2+ Bedrooms
LORUJ - Spacious Ocean View Home, Private Association Beach - South Shore - Inq
Chilmark House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Ask about children
- Air conditioning
$700.00
from $700.00 / night
Chilmark Farmhouse with access to Hancock Beach
Chilmark House
- 5 bedrooms 5
- 3 bathrooms
- sleeps 10 10
- min stay varies
- Ask about children
- Air conditioning
$571.00
from $571.00 / night
BLASD - A Gem in Chilmark, Impeccably Maintained Home, Multiple Decks and Patio
Chilmark House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 7 nights min
- Ask about children
- Air conditioning
$572.00
from $572.00 / night
HERGT - Luxury Retreat Chilmark, Key to Quansoo Private Association Beach, Set o
Chilmark House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Ask about children
- Air conditioning
$1,215.00
from $1,215.00 / night
SPACIOUS AND COMFORTABLE CHILMARK CAPE WITH CENTRAL AIR CONDITIONING
Chilmark House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Ask about children
- Air conditioning
$214.00
from $214.00 / night
SPANM - Sweet Chilmark Cottage, Spacious Screened Porch and Deck Area, Private L
Chilmark House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 7 nights min
- Ask about children
$336.00
from $336.00 / night
HORNP - Squibnocket Farm Waterfront, Private Beach,
Chilmark House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 9 9
- 7 nights min
- Ask about children
$1,715.00
from $1,715.00 / night
CLASSIC VINEYARD FISHING VILLAGE VIEWS FROM THIS QUINTESSENTIAL COTTAGE
Chilmark House
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- min stay varies
- Ask about children
$179.00
from $179.00 / night
Luxury Expanded Cape on Wade's Cove & Key to Hancock Beach
Chilmark House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- min stay varies
- Ask about children
- Air conditioning
$1,429.00
from $1,429.00 / night
Gracious and Spacious Chilmark Home with a Pool
Chilmark House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$571.00
from $571.00 / night
CHARMING COUNTRY HOME IN CHILMARK
Chilmark House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Ask about children
- Air conditioning
$436.00
from $436.00 / night
ARCHITECTURAL AWARD WINNING HOME WITH PANORAMIC VIEWS OF THE VINEYARD SOUND
Chilmark House
- 6 bedrooms 6
- 4 bathrooms
- sleeps 10 10
- min stay varies
- Ask about children
$1,071.00
from $1,071.00 / night
Spectacular Home with Waterviews of Vineyard Sound and Elizabeth Islands
Chilmark House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Ask about children
- Air conditioning
$1,357.00
from $1,357.00 / night
SEFER - Pinkletink House! Custom New home on Prospect Hill , Chilmark, Gorgeous
Chilmark House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 9 9
- 7 nights min
- Ask about children
- Air conditioning
$1,822.00
from $1,822.00 / night
CHARMING HOME W/VIEWS OF VINEYARD SOUND & ELIZABETH ISLANDS
Chilmark House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Ask about children
$286.00
from $286.00 / night
PERRG - North Slope Hilltop House. Private yard, Screeened Porch and Patio, 8
Chilmark House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Ask about children
- Air conditioning
$343.00
from $343.00 / night
WINGR - Designer Luxury with Oustanding Atlantic Ocean Views, Private Beaches,
Chilmark House
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- 7 nights min
- Ask about children
- Air conditioning
$2,858.00
from $2,858.00 / night
WATTL - Cottage with Screened Porch, Close to Menemsha Village Area and just a S
Chilmark House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 4 4
- 7 nights min
- Ask about children
- Air conditioning
$143.00
from $143.00 / night
$429.00
from $429.00 / night
SUDRL - Ocean View House! Luxury Main and Guest, Waterfront on the Vineyard Soun
Chilmark House
- 7 bedrooms 7
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Ask about children
- Air conditioning
$1,715.00
from $1,715.00 / night
Your search has been expanded 18.7 miles to include more rentals
Waterfront-Martha's Vineyard
Oak Bluffs House - 10.8 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 6 6
- 7 nights min
- Beach/lakeside relaxation
- Child friendly
- Private garden
$328.00
from $328.00 / night
Ocean, lake, harbor and parkview Vineyard cottage
Oak Bluffs Cottage - 12.5 miles away
- 6 bedrooms 6
- 2 bathrooms
- sleeps 10 10
- min stay varies
- Nearest beach 0.2 mi
- Child friendly
- Car not necessary
Responds fast! Avg. 17 minutes
$573.00
from $573.00 / night
New Cape House Steps to the Beach in East Falmouth
Falmouth House - 18.7 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Beach/lakeside relaxation
- Child friendly
- Air conditioning
$430.00
from $430.00 / night
Classic Vineyard Farm House Colonial
West Tisbury House - 7.2 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 10 10
- 7 nights min
- Child friendly
$638.00
from $638.00 / night
5 Bedroom Beauty on Shining Sea Bike Way!!! Frederick William House
Falmouth House - 16.4 miles away
- 5 bedrooms 5
- 6 bathrooms
- sleeps 15 15
- 4 nights min
- Nearest beach 0.5 mi
- Child friendly
- Air conditioning
$1,546.00
from $1,546.00 / night
Magnificent Contemporary on Exclusive Point
Falmouth House - 15.4 miles away
- 3 bedrooms 3
- 4 bathrooms
- sleeps 8 8
- min stay varies
- Ask about children
- Air conditioning
Responds fast! Avg. 2 hours 34 minutes
$458.00
from $458.00 / night
66 Central Ave
Falmouth Farmhouse - 18.7 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- 7 nights min
- Child friendly
- Air conditioning
- Pet friendly
$130.00
from $130.00 / night
Minutes to Menauhant Beach - Newly Furnished
Falmouth House - 18.6 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Ask about children
- Air conditioning
- Pet friendly
$430.00
from $430.00 / night
Oak Bluffs Cape Not too Far from Town
Oak Bluffs House - 10.8 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 9 9
- min stay varies
- Ask about children
- Air conditioning
$229.00
from $229.00 / night
Great Four Bedroom Home in Meadow View Farms
Oak Bluffs House - 10.5 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 7 7
- min stay varies
- Ask about children
$429.00
from $429.00 / night
Oak Bluffs Home with Lagoon Beach Rights
Oak Bluffs House - 11.6 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Ask about children
- Air conditioning
$429.00
from $429.00 / night
BEAUTIFUL SUNNY HOME IN EDGARTOWN WITH POOL
Edgartown House - 11.4 miles away
- 5 bedrooms 5
- 4 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$857.00
from $857.00 / night
Charming Oak Bluffs Cottage within Walking Distance to Town
Oak Bluffs House - 12.3 miles away
- 6 bedrooms 6
- 3 bathrooms
- sleeps 12 12
- min stay varies
- Ask about children
- Air conditioning
$500.00
from $500.00 / night
LOVELY KATAMA FARMHOUSE/COLONIAL LOCATED CLOSE TO SOUTH BEACH
Edgartown House - 12.4 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Ask about children
$200.00
from $200.00 / night
Tranquil in-town Vineyard Haven Home
Vineyard Haven House - 10.4 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Ask about children
- Air conditioning
$286.00
from $286.00 / night
BEAUTIFUL POST AND BEAM HOME WITH WATERVIEWS OF LOBSTERVILLE BEACH
Aquinnah House - 2.2 miles away
- 5 bedrooms 5
- 3 bathrooms
- sleeps 10 10
- min stay varies
- Ask about children
- Air conditioning
$643.00
from $643.00 / night
LISTEN TO THE DISTANT SURF FROM THIS LOVELY KATAMA HOUSE
Edgartown House - 12.7 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Ask about children
$229.00
from $229.00 / night
Beautiful In-town Edgartown Home Close to Fuller Street Beach
Edgartown House - 13.3 miles away
- 5 bedrooms 5
- 4 bathrooms
- sleeps 10 10
- min stay varies
- Ask about children
- Air conditioning
$1,357.00
from $1,357.00 / night
Four bedroom Katama home just half a mile to South Beach
Edgartown House - 12.2 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 10 10
- min stay varies
- Ask about children
- Air conditioning
$571.00
from $571.00 / night
Beautiful Views Overlooking Sunset Lake to the Harbor
Oak Bluffs House - 12.3 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Ask about children
- Air conditioning
$857.00
from $857.00 / night
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