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Chilmark Vacation Rentals

info & map

Chilmark, along with West Tisbury and Aquinnah, is often referred to as “up-island.” This town is known for its rolling meadows, stone walls, and one of the Island’s finest beaches, Lucy Vincent Beach.

isitors are enchanted by the rustic charm of Menemsha, the classic New England fishing village on the east coast of Menemsha Pond and adjacent to the opening to Vineyard Sound. It was here that location footage for the >... more info and map.

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41 Vacation Properties in Chilmark    sleeping 11, 10, 9, 8, 7, 6, 5, 4, 2

Location Price Description (click blue title for more...) Sleeps BRs Baths
Chilmark vacation rentals that sleep 11  

Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$3,500 - $6,000/wk,
$21,000/mo,

Off Season:
$3,000 - $4,000/wk,
$9,000/mo,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Remote Ocean Meadow New England House

This summer house on Chilmark Pond offers the best of the Vineyard-- a spectacular location on the pond with sweeping views of South Beach and hundreds of acres of protected conservation land. The ho....

Distance to beach: Hancock Beach 1/2 mile along pond

Key amenities: on salt water, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, high speed internet, pet-friendly

Time active on this website: 8 years, 11 months

Property ID# 5258, Listed by: Joshua

11 4 2
Chilmark vacation rentals that sleep 10  

Menemsha/Chilmark

Menemsha/Chilmark Martha's Vineyard vacation rental

Summer:
$6,500 - $10,000/wk,

Off Season:
$6,500 - $7,500/wk,

Salt Meadows

Charming, expanded Cape Cod-designed house on 2 1/2 acres with a water view over Vineyard Sound and The Elizabeth Islands on one side and a beautiful meadow on the other. Tenant has exclusive-use of a....

Distance to beach: 1 mile - Menemsha Beach & Lucy Vincent Beach

Key amenities: view of salt water, deck/porch/patio, pool, outdoor shower, A/C unit(s), washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace

Time active on this website: 6 years, 8 months

Property ID# 4147, Listed by: Tony Tobia

10 6 4

Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$11,000 - $15,000/wk,

Off Season:
$10,000 - $14,000/wk,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Sprawling Contemporary overlooking Tisbury Great Pond

This sprawling new contemporary is privately tucked down a country lane at Quansoo and overlooks the Tisbury Great Pond. The decor is elegant and understated, and the house is equipped with everythin....

Distance to beach: On Tisbury Great Pond

Key amenities: on a salt water beach, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, high speed internet

Time active on this website: 6 months

Property ID# 20762, Listed by: Lighthouse Properties

10 5 4.5

Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$8,000/wk,

Off Season:
$8,000/wk,

The Brescia Home

An award-winning, architect-designed (saltbox/contemporary) set on three and a half wooded acres with BREATHTAKING & BROAD VIEWS--from this hilltop location--of The Vineyard Sound & The Elizabeth Isla....

Distance to beach: 2 miles to Spring Point Association Beach

Key amenities: view of salt water, deck/porch/patio, outdoor shower, jacuzzi, washer&dryer, dishwasher, linens included, TV, VCR or DVD, fireplace

Time active on this website: 2 years, 6 months

Property ID# 13637, Listed by: Tony Tobia

10 4 4.5

Stonewall Beach, Chilmark

Stonewall Beach, Chilmark Martha's Vineyard vacation rental

Summer:
$1,300 - $1,400/night,
$9,000 - $9,250/wk,

Off Season:
$1,100 - $1,225/night,
$8,000 - $9,250/wk,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Stonewall Beach - 270 Degree Views of Chilmark’s South Shore

From its dramatic location above Stonewall Beach, this classic Vineyard cottage offers sweeping 270 degree views of Chilmark's stunning South Shore. Water views include Lucy Vincent, Stonewall Beach,....

Distance to beach: Private Stonewall Beach is a less than 5 min. walk

Key amenities: on a salt water beach, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, high speed internet, pet-friendly

Time active on this website: 10 months

Property ID# 19670, Listed by: Lanse

10 3 3
Chilmark vacation rentals that sleep 9  

Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$5,750 - $9,750/wk,

Off Season:
$4,500 - $5,500/wk,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Chilmark, Great home for the whole family - 5 BR, Ocean View

This comfortable contemporary home includes a key to a private beach and is ideal for laid-back Vineyard living, or elegant entertaining with both ocean and hillside view. The open floor plan for the....

Distance to beach: One mile to Entrance of Lucy Vincent, 1/4 mile to

Key amenities: view of salt water, screened porch, deck/porch/patio, outdoor shower, jacuzzi, central A/C, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, high speed internet, handicap accessibility

Time active on this website: 6 years

Property ID# 6531, Listed by: Tristram Pough

9 5 3.5
Chilmark vacation rentals that sleep 8  

Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$3,000 - $4,000/wk,

Off Season:
$2,000 - $3,500/wk,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Sweeping Ocean Views

Sit on the deck among the treetops and view the Vineyard Sound and Elizabeth Islands from the North Shore of Martha's Vineyard. Take sunset walks along bluffs of private beach with spectacular ocean....

Distance to beach: less than 3/10 mile to private association beach

Key amenities: view of salt water, walk to a salt water beach, screened porch, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, cable TV, VCR or DVD

Time active on this website: 12 years

Property ID# 2903, Listed by: Bob

8 4 2.5

Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$3,200 - $3,750/wk,

Off Season:
$3,400 - $3,750/wk,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

4 Bedroom on 5 acres of Chilmark Woodlands

This environmentally sensitive home is nested in the woods of Chilmark, with a beautiful yard and gardens. A professional kitchen, slate floors, granite countertops, two sinks, 6 burner stove, and win....

Distance to beach: 3 miles to Lucy Vincent Beach 5 miles to Sqibnocke

Key amenities: screened porch, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, high speed internet, pet-friendly

Time active on this website: 9 years, 10 months

Property ID# 4390, Listed by: Jan or Rich

8 4 2.5
Owner Special: RENTAL RATE INCLUDES MID-DAY SATURDAY FERRY RESERVATIONS ON AND OFF-ISLAND AS WELL AS HOUSE CLEANING

Chilmark

Chilmark Martha's Vineyard vacation rental
Click here to see a video of this Chilmark vacation rental.

Summer:
$3,500 - $7,140/wk,
$20,000 - $30,000/mo,

Off Season:
$3,500 - $4,000/wk,
$13,500 - $14,000/mo,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

The Little Gem on Abel's Hill - Panoramic View - Chilmark

Enjoy the quiet of up-Island Martha’s Vineyard. Sunny, Cape-style house with pool set on rise overlooking the Atlantic Ocean has cozy wood paneled living room and large eat-in kitchen, both with firep....

Distance to beach: Approx. 2/10 mile walk to Abel's Hill Beach

Key amenities: view of salt water, walk to a salt water beach, pool, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, high speed internet, pet-friendly, handicap accessibility

Time active on this website: 9 years

Property ID# 5312, Listed by: Rebecca

8 4 3.5

Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$2,500 - $3,250/wk,

Off Season:
$1,400 - $2,500/wk,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Airy 4BR retreat, Chilmark beaches,walk to 300-acre preserve

This light and airy deck house is a great retreat for family and friends. With comfortable, contemporary furnishings and a spacious mahogany deck and outside shower, everything is fresh and clean. ....

Distance to beach: 3.4 miles to Lucy Vincent Beach, 6 to Squibnocket

Key amenities: deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, high speed internet

Time active on this website: 4 years, 8 months

Property ID# 7128, Listed by: Suzanne Goldsmith-Hirsch

8 4 2
Owner Special: Bathroom renovation complete! Pre-season price break: June 10-17 $1400.

Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$4,500 - $5,500/wk,

Off Season:
$2,500 - $5,000/wk,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Chilmark Contemporary Cape - Stunning Views - A Great Escap

From its hilltop site in a private association, easy living is yours in this spacious and gracious home. The gourmet kitchen, adjoining dining area with sliding doors to the deck, and airy, fireplace....

Distance to beach: Less than a mile to Menemsha Beach

Key amenities: view of salt water, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, high speed internet, pet-friendly

Time active on this website: 2 years, 3 months

Property ID# 18228, Listed by: Douglas Cochrane

8 4 2

Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$7,500/wk,
$25,000/mo,

Off Season:
$7,500/wk,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Beautiful Chilmark Home in Secluded Setting w/Swimming Pool

This four-bedroom, 3.5 bath home is located in a beautifully landscaped, private setting in secluded Chilmark. The home has a huge deck facing a dramatic water view of Vineyard Sound, is minutes to M....

Distance to beach: 3 miles

Key amenities: view of salt water, deck/porch/patio, pool, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, high speed internet

Time active on this website: 10 months

Property ID# 20007, Listed by: Dick Rossman

8 4 3.5

Chilmark

Chilmark Martha's Vineyard vacation rental

New as of 4/23/2012

Summer:
$1,950 - $3,900/wk,

Off Season:
$1,950 - $3,900/wk,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Views of Menemsha Pond and Access to Chilmark Beaches

Relax on the expansive deck and take in the views of Menemsha Pond from this inviting and comfortable cottage. Well loved by the same family since the 1950's, this single level home is interesting and....

Distance to beach: 1/2 Mile to Lucy Vincent Beach

Key amenities: view of salt water, walk to a salt water beach, deck/porch/patio, washer&dryer, dishwasher, linens included, TV, fireplace

Time active on this website: Less than a month

Property ID# 21673, Listed by: Lighthouse Properties

8 4 2.5

Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$375 - $475/night,
$3,000 - $4,500/wk,

Off Season:
$140 - $210/night,
$650 - $3,250/wk,
$4,000/mo,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

A Great House for a Perfect MV Vacation + Quansoo Beach!

Looking for the best beach on the island? You have found it! • Home is situated on five private acres off Quansoo Road - sunny and secluded with terrific bird watching. • The interior space is....

Distance to beach: 1 mile to Quansoo Beach - private, gated

Key amenities: screened porch, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD

Time active on this website: 9 years, 8 months

Property ID# 3154, Listed by: Elizabeth Dale

8 4 2

Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$2,500 - $2,800/wk,

Off Season:
$2,000 - $2,500/wk,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Cozy Living with Panoramic View

Enjoy all the splendor of Vineyard living in this cozy, yet comfortable house, basking in an ambiance of the past. This is a classic 60's Vineyard cottage with character and a dramatic setting. The ....

Distance to beach: one mile

Key amenities: view of salt water, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, high speed internet

Time active on this website: 6 years, 4 months

Property ID# 10748, Listed by: Brain Pesch or Barbara Pesch

8 4 2

Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$4,000 - $5,500/wk,
$19,200 - $26,200/mo,

Off Season:
$500 - $4,500/wk,
$5,000 - $25,000/mo,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

New Home On Abels Hill - Casa Alta

Brand new eco-friendly home on Abel's Hill. Four bedrooms, 3 baths, easy access for walkers and wheelchairs. Use of private Abel's Hill beach and tennis courts. No pets or smokers. Pristine and sun-fi....

Distance to beach: 5 min walk to private Abel's Hill Beach

Key amenities: walk to beach, screened porch, deck/porch/patio, outdoor shower, central A/C, washer&dryer, dishwasher, TV, VCR or DVD, high speed internet, handicap accessibility

Time active on this website: 1 year, 2 months

Property ID# 19917, Listed by: New Casa Alta on Abel's Hill South Beach Chilmark

8 4 3

Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$5,000 - $5,500/wk,

Off Season:
$3,000 - $4,500/wk,

Walk To Private Beach

First time on the rental market, this oceanview house has a relaxed and beachy feeling. A beautiful light filled contemporary home, what the Vineyard is all about! Private yard with peeks of the ocean....

Distance to beach: 1/8 mile to Stonewall Association Beach

Key amenities: on a salt water beach, screened porch, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, high speed internet

Time active on this website: 2 years, 10 months

Property ID# 16049, Listed by: Conroy & Company

8 4 2

Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$4,500 - $5,000/wk,

Off Season:
$3,500/wk,

Unique Waterfront Summer House

You can't be closer to Chilmark Pond. Unique waterfront summer house with outstanding ocean and pond views on Chilmark Pond. Very private. Nothing between you, the pond and ocean. Big deck for dinin....

Distance to beach: Short paddle over pond

Key amenities: on a salt water beach, boat dock, deck/porch/patio, outdoor shower, washer&dryer, linens included, TV, VCR or DVD, fireplace, high speed internet

Time active on this website: 2 years

Property ID# 18877, Listed by: Conroy & Company

8 4 1

chilmark

chilmark Martha's Vineyard vacation rental

Summer:
$8,000 - $10,000/wk,

Off Season:
$8,000 - $10,000/wk,

Chilmark Estate with Pool, Tennis and Beach

Large home with beautiful in-ground pool, gardens, association tennis and beach. This state of the art home is in immaculate condition. Second level water views and dazzling sunsets, on over 5 acres....

Distance to beach: North Shore Beach 1 mile

Key amenities:

Time active on this website: 3 months

Property ID# 20949, Listed by: Conroy & Company

8 4 3.5

Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$3,250 - $6,500/wk,

Off Season:
$2,500 - $3,250/wk,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Windfall

This Chilmark property is truly a sight to see, stay, and come back to again and again. Nestled atop 4 ½ acres with panoramic Atlantic Ocean views, the home is only a short canoe ride across Chilmark....

Distance to beach: Brief walk & quick canoe ride to Lucy Vincent Beac

Key amenities: view of fresh water, walk to a salt water beach, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, high speed internet

Time active on this website: 5 years, 11 months

Property ID# 12106, Listed by: Kris Trauernicht

8 3 2

Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$1,500 - $3,000/wk,
$11,000 - $15,000/mo,

Off Season:
$300 - $500/night,
$500 - $2,700/wk,
$1,500 - $7,000/mo,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

D.L. Poole House on Point Inner Way, Walk to Beach

The Donald Lemar Poole House is a three bedroom Cape located in the heart of Chilmark, on Quitsa Pond. This waterfront property has access to Quitsa Pond and is in walking distance of Squibnocket Bea....

Distance to beach: Squibnocket Beach is in walking distance - approx.

Key amenities: on salt water, walk to a salt water beach, deck/porch/patio, A/C unit(s), washer&dryer, linens included, cable TV, VCR or DVD, high speed internet, pet-friendly, handicap accessibility

Time active on this website: 3 months

Property ID# 20475, Listed by: Katharine Poole Murray

8 3 2

Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$1,300 - $1,550/wk,

Off Season:
$70 - $200/night,
$475 - $1,400/wk,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Secluded Unique Natural Vacation House

Located at end of a dead end dirt rd on 1.5 acres with tall pines and oaks. Modified saltbox, owner designed & built in 1978 for potential active solar. First floor has a large country kitchen, livin....

Distance to beach: Three miles to Lucy Vincent Beach - 10 min drive

Key amenities: deck/porch/patio, outdoor shower, washer&dryer

Time active on this website: 9 years, 7 months

Property ID# 4383, Listed by: Don and Jean Murray

8 2 1
Chilmark vacation rentals that sleep 7  

Chilmark, Ma.

Chilmark, Ma. Martha's Vineyard vacation rental

Summer:
$3,000 - $4,500/wk,

Off Season:
$1,700 - $3,000/wk,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Contemporary House with Pool and Tennis Court

Hidden on top of a knoll off Middle Road, this 3 bedroom, 3 bath, home sleeps 3 couples or a large family (2 master bedrooms). Offers an open concept, spacious living room/dining room and kitchen. ....

Distance to beach: < 2 miles to Lucy Vincent & Squibnocket Beaches

Key amenities: view of salt water, screened porch, deck/porch/patio, pool, outdoor shower, A/C unit(s), washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, high speed internet

Time active on this website: 3 months

Property ID# 17764, Listed by: Nancy

7 3 3

Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$1,500 - $2,000/wk,
$3,000 - $6,000/mo,

Off Season:
$500 - $1,800/wk,
$1,000 - $4,000/mo,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

former (“Cape Higgin”) Schoolhouse

Right after leaving W. Tisbury & near Tea Lane (Revolutionary War landmark): * 3 bedrooms, all together 5 beds, sleeping 7 -- 1 w/ 2 vertical bunks & a single, 1 w/ queen, & 1 w/ double-size; * la....

Distance to beach: 2-3 miles, see above

Key amenities: outdoor shower, A/C unit(s), dishwasher, linens included, cable TV, VCR or DVD, fireplace, high speed internet, pet-friendly, handicap accessibility

Time active on this website: 4 years, 5 months

Property ID# 13511, Listed by: Jody Newman

7 3 1
Chilmark vacation rentals that sleep 6  

Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$2,500 - $3,000/wk,

Off Season:
$2,100 - $2,500/wk,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Private 3 bedroom 3 bath Cedar Home on Hill in Chilmark

Very private splendid 3 bedroom, 3 bath hilltop home with two master suites that have private baths, two fireplaces, and a large wraparound deck with hot tub that has a distant water view. Lucy Vince....

Distance to beach: 10 minute drive to Lucy Vincent Beach

Key amenities: view of salt water, deck/porch/patio, outdoor shower, jacuzzi, washer&dryer, dishwasher, cable TV, VCR or DVD, fireplace, pet-friendly

Time active on this website: 11 years

Property ID# 3473, Listed by: Marcia and Ken

6 3 3

Chilmark - Lucy Vincent Beach

Chilmark - Lucy Vincent Beach Martha's Vineyard vacation rental

Summer:
$5,500 - $7,500/wk,

Off Season:
$3,000 - $4,000/wk,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Lucy Vincent Beach Oceanfront Contemporary

From the moment you drive down the long, semi-private driveway to the house, you sense the solitude and beauty of the surroundings. The house is located on its own eight secluded acres on Upper Chilma....

Distance to beach: New - path to the beach - or boat to Lucy Vincent

Key amenities: on a salt water beach, boat dock, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, high speed internet

Time active on this website: 9 years, 9 months

Property ID# 4172, Listed by: Candace or Dennis Guittarr

6 3 1.5
Owner Special: July 28 week just reduced and ferry tickets are included.

Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$1,400 - $2,200/wk,
$7,500 - $9,500/mo,

Off Season:
$1,000 - $1,800/wk,
$3,000 - $5,200/mo,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Charming Chilmark Property

Located in Chilmark on Martha's Vineyard, this 3 bedroom, 3 bathroom newly renovated property is a perfect spring, summer or fall getaway. Cathedral ceilings create bright, airy spaces. Amenities incl....

Distance to beach: 3 miles to Lucy Vincent Beach

Key amenities: screened porch, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, handicap accessibility

Time active on this website: 7 years, 7 months

Property ID# 7701, Listed by: Steven Shapse

6 3 3

Chilmark, Menemsha

Chilmark, Menemsha Martha's Vineyard vacation rental

Summer:
$2,500 - $5,000/wk,

Off Season:
$2,000 - $4,000/wk,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Breathtaking Menemsha Views of Docks& Water Sunsets

Quintessential up-island 1920s house with walk to Menemsha beach & spectacular, panoramic water views & water sunsets looking west over Menemsha Harbor & Sound, Elizabeth Islands & Aquinnah Lighthouse....

Distance to beach: 5-minute walk on private hillside path

Key amenities: view of fresh water, walk to a salt water beach, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, high speed internet, pet-friendly

Time active on this website: 5 years, 2 months

Property ID# 13297, Listed by: Nathaniel

6 3 2

Menemsha (Chilmark)

Menemsha (Chilmark) Martha's Vineyard vacation rental

Summer:
$1,700 - $2,600/wk,

Off Season:
$1,200 - $2,100/wk,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Sunset House in Historic Fishing Village of Menemsha

You can enjoy the Menemsha Sunsets from your own private deck. This summer cottage was converted from an early fishing shack in the 1900s. It is a lovely, classic island cottage. It has views of M....

Distance to beach: 2/10ths of a mile to Menemsha Beach

Key amenities: view of salt water, walk to a salt water beach, deck/porch/patio, outdoor shower, washer&dryer, linens included, cable TV, VCR or DVD, fireplace, high speed internet

Time active on this website: 3 years

Property ID# 17311, Listed by: Barbara

6 3 1

Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$2,200 - $2,500/wk,

Off Season:
$250 - $300/night,
$2,000/wk,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Spring Point Cottage with Gorgeous Vineyard Sound Sunsets

This charming and simple rustic cottage is located in the lovely, quiet Spring Point area of Chilmark along Vineyard Sound. A full size deck extends across the rear exterior of the house, providing a ....

Distance to beach: 5 minute walk to private Spring Point beach

Key amenities: view of salt water, walk to a salt water beach, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, high speed internet, pet-friendly

Time active on this website: 1 year, 2 months

Property ID# 19951, Listed by: Ann

6 3 2

Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$2,000 - $3,500/wk,

Off Season:
$2,000/wk,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Lovely 3 Bedroom Vacation Home in Chilmark

This charming and very private 3 bedroom vacation home is located on a beautiful 5 acre wooded lot. Walk, bike or drive to the picturesque fishing village and beach at Menemsha just 2 1/2 miles away. ....

Distance to beach: 4 miles - Lucy Vincent; 1 mile-Great Rock Bight

Key amenities: deck/porch/patio, outdoor shower, jacuzzi, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, high speed internet, pet-friendly

Time active on this website: 1 year, 1 month

Property ID# 17283, Listed by: Bill

6 3 2
Chilmark vacation rentals that sleep 5  

Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$275/night,
$1,500 - $1,800/wk,
$6,300 - $7,000/mo,

Off Season:
$225 - $250/night,
$1,350 - $1,500/wk,
$4,800 - $5,500/mo,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

PortersPort

Located on the Crossroads between Menemsha and Chilmark, this home has two bedrooms upstairs, one bedroom downstairs, a large family room, a recently updated kitchen with a new floor and a screened-in....

Distance to beach: 1 mile to Menemsha Beach, 2 miles to Lucy Vincent

Key amenities: walk to a salt water beach, screened porch, outdoor shower, A/C unit(s), washer&dryer, linens included, cable TV, VCR or DVD, high speed internet, pet-friendly

Time active on this website: 7 months

Property ID# 16935, Listed by: Tom

5 3 1

Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$1,200 - $1,600/wk,
$4,500 - $5,000/mo,

Off Season:
$800 - $900/wk,
$2,000/mo,

Classic Chilmark Camp

Great location, pretty walk to Menemsha or Chilmark store. Large living room with fireplace, screened-in porch with dining and lounging areas, large deck, great for parties. Cable TV, Internet and out....

Distance to beach: one mile

Key amenities: screened porch, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, fireplace, high speed internet, pet-friendly

Time active on this website: 7 months

Property ID# 20522, Listed by: Margaret Tully

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Chilmark vacation rentals that sleep 4  

Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$1,500 - $2,000/wk,
$7,000/mo,

Off Season:
$1,200 - $2,000/wk,
$4,800/mo,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Bright Contemporary Cottage

This contemporary cottage has a small lawn, stone walls, and wooded privacy. The sun-filled living/dining room with windows on three sides has a cathedral ceiling with ceiling fan and a Danish woodst....

Distance to beach: 4 miles

Key amenities: deck/porch/patio, outdoor shower, washer&dryer, dishwasher, cable TV, VCR or DVD, high speed internet, handicap accessibility

Time active on this website: 6 years, 9 months

Property ID# 9489, Listed by: Del

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Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$3,000 - $30,000/wk,

Off Season:
$1,500 - $4,000/wk,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

On Upper Chilmark Pond overlooking Lucy Vincent Beach

Premier location if you desire privacy, views and easy access to a beautiful beach. Inviting cottage with spacious deck and a lawn for croquet. One hundred yard walk to our dock where a canoe and two ....

Distance to beach: 100 yards to dock, 6 min. paddle to beach.

Key amenities: on fresh water, boat dock, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, high speed internet, pet-friendly

Time active on this website: 5 years, 2 months

Property ID# 13169, Listed by: John and Caroline Moore.

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Menemsha (Chilmark)

Menemsha (Chilmark) Martha's Vineyard vacation rental
Click here to see a video of this Chilmark vacation rental.

Summer:
$1,500 - $2,000/wk,

Off Season:
$1,100 - $1,500/wk,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Menemsha Harbor Cottage: Tilton House plus 1 bdrm cottage

Historic Menemsha Harbor Cottage available for four people. (We have another cottage on the property for two people if you need more room...property 18146.) 100 feet to Menemsha Harbor and a two mi....

Distance to beach: less than 2/10ths of a mile to Menemsha Beach

Key amenities: water view, walk to beach, deck/porch/patio, outdoor shower, washer&dryer, linens included, cable TV, VCR or DVD, high speed internet

Time active on this website: 3 years

Property ID# 17189, Listed by: Barbara

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Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$1,400 - $1,700/wk,

Off Season:
$850 - $1,400/wk,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Stonewall Beach Guest Cottage

The updated cottage features a waterview of Menemsha Pond/Vineyard Sound and private beach access to Stonewall Beach a 10 minute walk away. It is ideally suited for a couple, but does have a queen siz....

Distance to beach: 1/2 mile to Stonewall Beach

Key amenities: view of salt water, walk to a salt water beach, screened porch, deck/porch/patio, washer&dryer, linens included, cable TV, VCR or DVD

Time active on this website: 9 years, 5 months

Property ID# 4029, Listed by: Bob

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Owner Special: Remaining weeks in June available at reduced rate.

Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$1,500 - $1,700/wk,

Off Season:
$250/night,
$1,400 - $1,700/wk,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Chilmark Charming Sheep Pasture Cottage

This one bedroom plus cottage is nestled next to the rolling pastures of the Allen Farm Sheep and Wool Company, so you can hear the sheep baaing and the crashing ocean surf in the background. The cot....

Distance to beach: 1 mile to Lucy Vincent Beach

Key amenities: screened porch, deck/porch/patio, outdoor shower, washer&dryer, linens included, cable TV, VCR or DVD, high speed internet

Time active on this website: 1 year, 3 months

Property ID# 18383, Listed by: Robert and Patty Kendall

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Chilmark vacation rentals that sleep 2  

Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$1,400 - $1,700/wk,

Off Season:
$125 - $250/night,
$700 - $1,500/wk,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Relax & Rejuvenate in Ideal Cottage Setting

This is a delightful escape, offering privacy, convenience and all the creature comforts. Nestled in a six-acre private estate in exclusive Chilmark, this 700 SF, one-bedroom cottage has many special ....

Distance to beach: 5 miles to Lucy Vincent, the Island's best beach

Key amenities: deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, high speed internet, pet-friendly

Time active on this website: 12 years, 2 months

Property ID# 2470, Listed by: Mary

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Owner Special: $100 off remaining weeks in June & September.

Chilmark

Chilmark Martha's Vineyard vacation rental

Summer:
$1,470 - $1,700/wk,

Off Season:
$210 - $230/night,
$1,400 - $1,600/wk,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

A Perfect Retreat

This is a very special, barn-style cottage, drenched in natural light, totally private and tranquil, on 3 acres bordered by 200 year old stone wall, in exclusive Chilmark area. Great room downstairs ....

Distance to beach: 3.5 miles to Lucy Vincent, the island's best!

Key amenities: deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, high speed internet

Time active on this website: 10 years, 9 months

Property ID# 3368, Listed by: Peggy & Randy

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Menemsha (Chilmark)

Menemsha (Chilmark) Martha's Vineyard vacation rental

Summer:
$1,000 - $1,500/wk,

Off Season:
$1,000/wk,

See a full calendar with detailed availability and pricing for this Chilmark vacation rental.

Davis House off Menemsha Harbor

Stay in the charming and historic fishing village of Menemsha. This quaint cottage is located a stones throw from the Menemsha Harbor. It is the smallest and most affordable of the three houses we re....

Distance to beach: less than 2/10ths of a mile to Menemsha Beach

Key amenities: water view, walk to beach, deck/porch/patio, A/C unit(s), cable TV, VCR or DVD, high speed internet

Time active on this website: 2 years

Property ID# 18146, Listed by: Barbara

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