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Secluded, end of the road location
1 / 8

Chilmark Home
2 Bedrooms / 1 Bathroom / Sleeps 8
Home / 2 Bedrooms / Sleeps 8

from

$79

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:8
Type:Home
Per night:$79 - $229
Per week:$550 - $1,600
Pets allowed:No
Internet:No

Located at end of a dead- end dirt road 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, living room, bathroom with antique claw foot bathtub & w/d, & 2 decks. Second floor...

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Chilmark Massachusetts Vacation Rentals - Home
1 / 34
Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Home
Per night:$1,843 - $3,629
Per week:$12,900 - $25,400
Pets allowed:No
Internet:Yes

Dramatic ocean views, idyllic one of a kind location in gated community, private ocean beaches are but a few of the desirable features of this all new 5 bedroom, 5 bath contemporary home, set in one of the most Idyllic landscapes on Martha's Vineyard. Situated hilltop this gorgeous...

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Chilmark Massachusetts Vacation Rentals - Home
1 / 38
Bedrooms:Studio
Bathrooms:3
Sleeps:10
Type:Home
Per night:$2,958 - $4,386
Per week:$20,700 - $30,700
Pets allowed:No
Internet:Yes

Expansive views of Chilmark Pond and the Atlantic Shoreline. Deeded access to pond, dock and private ocean beach (please inquire for more information). Newly completed 5400 square foot luxury home with ... multiple decks overlooks the masterfully landscaped grounds, stone walls,...

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Bedrooms:5
Bathrooms:2
Sleeps:10
Type:Home
Per night:$408 - $1,122
Per week:$2,850 - $7,850
Pets allowed:No
Internet:Yes

Beautiful newly remodeled and newly furnished 4 bedroom home with private pool. Landscaping bordering the house and pool will be enhanced and ready for summer 2015, work to begin in April. Ten minute drive from the house to Menemsha village or Lucy Vincent beach. The house features...

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Chilmark Massachusetts Vacation Rentals - Home
1 / 33

Chilmark Home
4 Bedrooms / 2 Bathrooms / Sleeps 9
Home / 4 Bedrooms / Sleeps 9

Bedrooms:4
Bathrooms:2
Sleeps:9
Type:Home
Per night:$1,429 - $2,858
Per week:$10,000 - $20,000
Pets allowed:No
Internet:No

Pristine renovated barn set on acres of extreme privacy with ocean views and private ocean beach. This is an extraordinary residence with exposed beams and glass walls framing expansive views of meadows and the Atlantic ocean beyond. The refined interior offers open living spaces,...

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Chilmark Massachusetts Vacation Rentals - Home
1 / 10

Chilmark Home
4 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

(1)“ Excellent ”1 Review

from

$593

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$593
Per week:$4,150
Pets allowed:No
Internet:Yes

Owner Transfer Ferry Tickets - Please InquireSituated on a cul- de- sac overlooking a private meadow with spreading oaks ensures privacy. The screened porch, meadow bench, hammock and second floor deck off the master bedroom provide quiet spots to get away. Amenities and Features...

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Chilmark Massachusetts Vacation Rentals - Home
1 / 10

Chilmark Home
4 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$1,215
Per week:$8,500
Pets allowed:No
Internet:No

High in the hills of peaceful Chilmark with distant panoramic waterviews, this four bedroom impeccably maintained house with in gound pool is surrounded by beautifully landscaped grounds. Expansive decks invite you to make the most of summer living. Amenities and Features include......

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Chilmark Massachusetts Vacation Rentals - Home
1 / 9

Chilmark Home
4 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 4 Bedrooms / Sleeps 6

from

$886

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:6
Type:Home
Per night:$886
Per week:$6,200
Pets allowed:No
Internet:No

Black Smith Valley. Classic Cape overlooking acres of pastoral meadows and across Squibnocket Pond to open ocean. Immaculate home accented with country antiques and comfortable beds with linens provided. Walk to Squibnocket Beach or drive to Lucy Vincent Beach or make use of the private...

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Chilmark Massachusetts Vacation Rentals - Home
1 / 18

Chilmark Home
3 Bedrooms / 3 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$383

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$383 - $512
Per week:$2,680 - $3,580
Pets allowed:No
Internet:Yes

Contemporary Post and Beam home, private location, bounded by large oaks and stone walls. Enjoy this impeccably maintained 3 bedroom, 3 bath home. Custom designed and featuring a chef's kitchen. The cathedral ceiling great room is open to the spacious dining and kitchen area. Custom...

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Bedrooms:4
Bathrooms:3
Sleeps:6
Type:Home
Per night:$900 - $1,186
Per week:$6,300 - $8,300
Pets allowed:No
Internet:Yes

This incredible home is furnished with one of a kind artisan wood and textile pieces, as well as Donghia soft seating and is filled with art, vintage stain glass, antiques, and one of kind artisan furniture. The ocean view is spectacular from the great room (living room, dining...

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Chilmark Massachusetts Vacation Rentals - Home
1 / 26

Chilmark Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$604

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$604 - $968
Per week:$4,225 - $6,775
Pets allowed:No
Internet:Yes

This quintessential Chilmark home has been impeccably maintained and continuously updated. The dining and living areas open to a wrap around deck. Enjoy spectacular water views and sunsets from just about every room in the house. Stroll to the beach and Menemsha village where you ...

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Chilmark Massachusetts Vacation Rentals - Home
1 / 14

Chilmark Home
1 Bedroom / 2 Bathrooms / Sleeps 3
Home / 1 Bedroom / Sleeps 3

from

$736

/ night

Email Owner
Bedrooms:1
Bathrooms:2
Sleeps:3
Type:Home
Per night:$736
Per week:$5,150
Pets allowed:No
Internet:No

"The Little House" on the beach. Two minute stroll to South surf beach. Incredible views from sunrise to sunset. Private tennis courts shared with owners and other tenants. Access to Stonewall Pond for launching canoes and kayaks. This wonderful cottage is a one of a kind. A pet will...

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Chilmark Massachusetts Vacation Rentals - Home
1 / 21

Chilmark Home
4 Bedrooms / 5 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

(1)“ Excellent ”1 Review

from

$357

/ night

Email Owner
Bedrooms:4
Bathrooms:5
Sleeps:8
Type:Home
Per night:$357 - $1,429
Per week:$2,500 - $25,000
Pets allowed:No
Internet:Yes

A boutique hotel experience in an unrivaled setting at the end of a one mile single lane road. Enjoy the sunrise from the ocean, sunset over the adjoining 13 acre Sheriff's Meadow Foundation conservation preserve. This home has a wonderful view toward Squibnocket Beach, a mile away,...

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Chilmark Massachusetts Vacation Rentals - Home
1 / 16

Chilmark Home
3 Bedrooms / 3 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$686

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$686
Per month:$20,580
Pets allowed:No
Internet:Yes

Beautifully restored, maintained, and furnished, this 1740 Island farmhouse is situated on 80 private acres of glorious Chilmark hills overlooking Menemsha Pond and includes a small private association beach on Menemsha Pond to wend your way down to. A little bit of heaven on earth!...

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Chilmark Massachusetts Vacation Rentals - Home
1 / 17

Chilmark Home
6 Bedrooms / 5 Bathrooms / Sleeps 10
Home / 6 Bedrooms / Sleeps 10

Bedrooms:6
Bathrooms:5
Sleeps:10
Type:Home
Per night:$1,071
Per month:$32,130
Pets allowed:No
Internet:Yes

Spacious, 10 room, architectual award- winning design home perched atop a hill w/panoramic view of Vineyard Sound and the Elizabeth Islands. The large deck has marvelous water views and the sunsets are spectacular! Its charming interior includes a Living Room with vaulted ceilings,...

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Chilmark Massachusetts Vacation Rentals - Home
1 / 13

Chilmark Home
5 Bedrooms / 6 Bathrooms / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

Bedrooms:5
Bathrooms:6
Sleeps:10
Type:Home
Per night:$2,000 - $2,358
Per week:$14,000 - $16,500
Pets allowed:No
Internet:Yes

Vacation in Chilmark near the pristine shores of the Tisbury Great Pond in this brand new, custom contemporary built with only the best materials. Four- bedroom main house with a detached guest suite. Open living / dining/ kitchen area with cathedral ceilings and exposed beams overlooking...

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Chilmark Massachusetts Vacation Rentals - Home
1 / 24

Chilmark Home
4 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$2,286
Per week:$16,000
Pets allowed:No
Internet:No

A complete complex in a beautiful, peaceful setting: main house and barn with built- in pool, hot tub, private tennis court and pond. One can walk to a lovely North Shore beach. This complex is surrounded by roses and perennials. Also, beach stickers for Lucy Vincent and Squibnocket...

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Chilmark Massachusetts Vacation Rentals - Home
1 / 13

Chilmark Home
5 Bedrooms / 4 Bathrooms / Sleeps 8
Home / 5 Bedrooms / Sleeps 8

Bedrooms:5
Bathrooms:4
Sleeps:8
Type:Home
Per night:$2,215
Per week:$15,500
Pets allowed:No
Internet:Yes

Located in a tranquil setting overlooking Chilmark Pond off of South Road this is a magical summer vacation spot. Additional amenities include: coffee maker, outdoor shower, lobster pot, food processor, cd player, wine glasses, washer & dryer, ironing board....

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Chilmark Massachusetts Vacation Rentals - Home
1 / 18

Chilmark Home
4 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$714

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$714
Per month:$21,420
Pets allowed:No
Internet:Yes

A fascinating, lovely classic Eliot Noyes (architect) contemporary in a private setting with spectacular views off the water looking toward Lucy Vincent beach and East towards West Tisbury. There is a great room (with dining, and living room and kitchen) with decks on either side...

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Chilmark Massachusetts Vacation Rentals - Home
1 / 8

Chilmark Home
4 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$786

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$786
Per month:$23,580
Pets allowed:No
Internet:Yes

Unique combination of 1940's camp- style home and new (2007) two- story addition. Beautiful Ocean views from all floors, two decks, two living rooms and wonderful prevailing SW breezes. Five minute walk to Ocean Beach adjacent to Lucy Vincent Beach. Access to private Able's Hill...

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Chilmark Massachusetts Vacation Rentals - Home
1 / 18

Chilmark Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$643

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$643 - $858
Per week:$4,500 - $6,000
Pets allowed:No
Internet:No

Amenities and Features include... Quansoo (with private beach key), Central Air, Waterview, WaterfrontAdditional amenities include: coffee maker, internet - ethernet cord required, pets considered, lobster pot, washer / dryer, cd player, porch - screened, outside shower...

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Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$279 - $408
Per week:$1,950 - $2,850
Pets allowed:No
Internet:Yes

Amenities and Features include... North Slope Hilltop House. Private yard, Screeen Porch and Patio, All new AC Throughout, 8 minute drive to Lucy Vincent Beach or Menemsha VillageAdditional amenities include: coffee maker, patio table and chairs, fans - portable, lobster pot,...

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Chilmark Massachusetts Vacation Rentals - Home
1 / 23

Chilmark Home
6 Bedrooms / 4 Bathrooms / Sleeps 10
Home / 6 Bedrooms / Sleeps 10

Bedrooms:6
Bathrooms:4
Sleeps:10
Type:Home
Per night:$1,215 - $1,500
Per week:$8,500 - $10,500
Pets allowed:No
Internet:Yes

Contemporary Home commands one of Martha's Vineyard's most spectacular views overlooking the Elizabeth Islands and Vineyard Sound. Breathtaking sunsets. Outdoor patios and deck and multiple living areas provide many options for family gatherings or quiet times. Amenities and Features...

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Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$636 - $1,108
Per week:$4,450 - $7,750
Pets allowed:No
Internet:Yes

Panoramic South Shore ocean vista from this outstanding private rental home. Less than one mile to famous Lucy Vincent Beach. Owner also offers private beach rights to the south side via canoe or kayak (provided by owners. ) Classic style and modern luxury combine to make this family...

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Chilmark Massachusetts Vacation Rentals - Home
1 / 24

Chilmark Home
4 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 4 Bedrooms / Sleeps 6

from

$454

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:6
Type:Home
Per night:$454 - $597
Per week:$3,175 - $4,175
Pets allowed:No
Internet:Yes

Casual immaculately clean in picturesque Menemsha, Chilmark waterfront. Beautiful views. A short stroll to the beach, fish market, boutiques, fishing, and shore dinners. Guest House - Main House on property nearby may be occupied by Tenants or Owner. Amenities and Features include......

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Chilmark Massachusetts Vacation Rentals - Home
1 / 8

Chilmark Home
4 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$286

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$286 - $594
Per month:$8,580 - $17,820
Pets allowed:No
Internet:Yes

C- H- A- R- M- I- N- G is the only word to describe this privately set little contemporary with a big heart, tucked right into the woods in Spring Point. Lovely view of the Sound over the tree tops from the full length inside comfort of screened- in porch. Convenient kitchen opens...

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Chilmark Massachusetts Vacation Rentals - Home
1 / 20

Chilmark Home
6 Bedrooms / 4 Bathrooms / Sleeps 12
Home / 6 Bedrooms / Sleeps 12

from

$857

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:12
Type:Home
Per night:$857
Per month:$25,710
Pets allowed:No
Internet:Yes

Historic 18th century New England home in a private landscaped setting on two and 1/2 acres with a waterview over Vineyard Sound and the Elizabeth Islands; a detached two- car garage, bunkhouse; tennis court and in- ground heated lap pool located on Menemsha Inn Road in the Town...

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Chilmark Massachusetts Vacation Rentals - Home
1 / 14

Chilmark Home
4 Bedrooms / 2 Bathrooms / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

from

$879

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:10
Type:Home
Per night:$879
Per week:$6,150
Pets allowed:No
Internet:Yes

Sweeping water view over Vineyard Sound to the Elizabeth Islands. Freshly renovated Cape- style, three bedrooms, with sofa beds in den and sunroom, sleeps 8- 10 people. Short walk to lovely Menemsha Village, and less than two miles to Lucy Vincent's Beach. Large, landscaped treed...

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Chilmark Massachusetts Vacation Rentals - Home
1 / 21

Chilmark Home
5 Bedrooms / 4 Bathrooms / Sleeps 12
Home / 5 Bedrooms / Sleeps 12

from

$472

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:12
Type:Home
Per night:$472 - $829
Per week:$3,300 - $5,800
Pets allowed:No
Internet:Yes

An award winning architectural design coupled with Vineyard charm and seclusion, this house has two wings allowing for multiple family co- existance. This vacation home is open, spacious and filled with light with a wrap- around deck for sun or shade. Amenities and Features include......

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Chilmark Massachusetts Vacation Rentals - Home
1 / 24
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$1,029 - $1,343
Per week:$7,200 - $9,400
Pets allowed:No
Internet:Yes

Outstanding private rental home nestled on 7. 2 private acres in the seaside community of Chilmark on the Island of Martha's Vineyard, features a key to Quansoo Beach, one of the most beautiful private association beaches on the island. Warmth, comfort and charm await you and your...

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Chilmark Massachusetts Vacation Rentals - Home
1 / 16

Chilmark Home
4 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$425

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$425 - $540
Per week:$2,975 - $3,775
Pets allowed:No
Internet:Yes

Charming 4 bedroom, 3 bath traditional summer cottage. Enjoy this impeccably maintained summer home surrounded by a mature landscaped yard with lots of flowering shrubbery. A large deck offers privacy and a wonderful setting for those summer barbecues. A modern well equipped kitchen...

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Chilmark Massachusetts Vacation Rentals - Home
1 / 12

Chilmark Home
2 Bedrooms / 1 Bathroom / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

(1)“ Excellent ”1 Review

from

$143

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$143 - $214
Per month:$4,290 - $6,420
Pets allowed:No
Internet:Yes

What a location! Located in Menemsha with classic Vineyard fishing village views this cottage is the quintessential vacation home. You can walk to the beach to picnic, fish or watch beautiful sunsets and you can also walk to one of the Island's most popular seafood restaurants. ...

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Chilmark Massachusetts Vacation Rentals - Home
1 / 11
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$150 - $429
Per week:$1,050 - $3,000
Pets allowed:No
Internet:Yes

Immaculate 4 bedroom in a private setting yet just a 10 minute drive to town or the most beautiful Lucy Vincent Beach. Features include large deck and wifi internet. The house has an open floor plan and an additional family/tv room for your comfort. Amenities and Features include......

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Chilmark Massachusetts Vacation Rentals - Home
1 / 23

Chilmark Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$572

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$572 - $786
Per week:$4,000 - $5,500
Pets allowed:No
Internet:Yes

Steps from Menemsha Pond – look across the ever- changing surface of the water to Menemsha, the Creek, the Lobsterville dunes, Vineyard Sound and the Elizabeth Islands. Magnificent sunsets from the living room. This cathedral- ceiling Modernist masterpiece is constructed entirely...

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Chilmark Massachusetts Vacation Rentals - Home
1 / 11

Chilmark Home
4 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$150

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$150 - $429
Per month:$4,500 - $12,870
Pets allowed:No
Internet:Yes

This spacious and comfortably furnished contemporary Cape is conveniently located between Chilmark and West Tisbury. The master bedroom and bath are downstairs; three bedrooms and a bath are upstairs off the loft that overlooks the living and dining rooms. The living and dining rooms...

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Chilmark Massachusetts Vacation Rentals - Home
1 / 13

Chilmark Home
3 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

(1)“ Excellent ”1 Review

from

$446

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$446 - $857
Per month:$13,380 - $25,710
Pets allowed:No
Internet:Yes

Welcome to Menemsha! This 3 bedroom home is located on a 2. 3 acre wooded lot in a very quiet setting with superb water views toward the Elizabeth Islands. The private yard has a wooden deck for outdoor grilling and dining. The interior is comfortable and clean. The first floor Master...

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Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$343 - $629
Per week:$2,400 - $4,400
Pets allowed:No
Internet:Yes

Pristine modern summer cottage with distant views of Lucy Vincent Beach, privately nestled on historic Eddy Farm, hillside, off of South Rd. This light filled home with acres of privacy is the perfect retreat for those looking for a long term summer stay in Chilmark with Lucy Vincent...

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Chilmark Massachusetts Vacation Rentals - Home
1 / 31

Chilmark Home
5 Bedrooms / 4 Bathrooms / Sleeps 8
Home / 5 Bedrooms / Sleeps 8

from

$736

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:8
Type:Home
Per night:$736 - $1,365
Per week:$5,150 - $9,550
Pets allowed:No
Internet:Yes

MVVR EXCLUSIVE: Spectacular 5 bedroom, 4. 5 bath retreat. Lovely distant waterviews overlooking the South Shore. Hilltop setting with privacy and a five minute drive to Lucy Vincent Beach. This spacious custom home has been decorated by one of the island's premier professionals. ...

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Chilmark Massachusetts Vacation Rentals - Home
1 / 18

Chilmark Home
4 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$314

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$314 - $329
Per month:$9,420 - $9,870
Pets allowed:No
Internet:Yes

Tastefully furnished and decorated with antiques and art. This upscale Chilmark summer home is an original Yankee Barn located off South Road that has all the accouterments for summer entertaining. The post and beam structure features a beautiful cathedral living room brightened by...

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Chilmark Massachusetts Vacation Rentals - Home
1 / 11

Chilmark Home
5 Bedrooms / 3 Bathrooms / Sleeps 12
Home / 5 Bedrooms / Sleeps 12

from

$500

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:12
Type:Home
Per night:$500 - $715
Per week:$3,500 - $5,000
Pets allowed:No
Internet:Yes

Spacious, well furnished and equipped, comfortable home in quiet neighborhood on 3 acres. Two master bedrooms, one on each floor; pool table. Within walking distance (about 1 mile) to small North Shore beach (Great Rock Bite). Three mile drive to Lucy Vincent Beach. Amenities ...

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Chilmark Massachusetts Vacation Rentals - Home
1 / 15

Chilmark Home
4 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$1,357
Per month:$40,710
Pets allowed:No
Internet:Yes

Beautiful, custom 4- bedroom house in an exclusive neighborhood with private association beach and tennis court. Spacious, comfortable living and dining room with cathedral ceilings, open to kitchen and upstairs loft with office. TV/sitting room nook off dining room. Expansive ...

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Chilmark Massachusetts Vacation Rentals - Home
1 / 24

Chilmark Home
4 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$472

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$472 - $1,058
Per week:$3,300 - $7,400
Pets allowed:No
Internet:Yes

Owner Transfer Ferry Tickets - Please InquireGorgeous Views of Stonewall Pond from this immaculate 4 bedroom three bath home. Cathedral ceilings add to the spacious feeling of this contemporary home and the open kitchen, living and dining areas provide the perfect space for your...

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Chilmark Massachusetts Vacation Rentals - Home
1 / 13

Chilmark Home
2 Bedrooms / 1 Bathroom / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$179

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$179 - $358
Per week:$1,250 - $2,500
Pets allowed:No
Internet:Yes

Amenities and Features include... Menemsha, Waterview, Walk to beachAdditional amenities include: coffee maker, fans - portable, lobster pot, food processor, washer / dryer, cd player, outside shower - enclosed, vacuum, outdoor furniture, ironing board....

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Chilmark Massachusetts Vacation Rentals - Home
1 / 25

Chilmark Home
4 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$486

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$486 - $579
Per week:$3,400 - $4,050
Pets allowed:No
Internet:Yes

Tastefully furnished and decorated with antiques and art. This Chilmark summer home is an original Yankee Barn located off South Road that has all the accouterments for summer entertaining. The post and beam structure features a beautiful cathedral living room brightened by southern...

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Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$543 - $1,286
Per week:$3,800 - $9,000
Pets allowed:No
Internet:Yes

Owner Transfer Ferry Tickets - Please InquireStunning Waterfront Views. Kayak or swim across the pond to Stonewall Beach or just relax on the expansive decks overlooking the water. This is an immaculate older home, very comfortably furnished with 3 bedrooms and 2 baths. High Speed...

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Chilmark Massachusetts Vacation Rentals - Home
1 / 6

Chilmark Home
4 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$765

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$765 - $979
Per week:$5,350 - $6,850
Pets allowed:No
Internet:Yes

Enjoy the in ground pool and spectacular ocean views from this casual, mostly glass hill top contemporary. Kick back and relax by the pool in an area of splendid nature. Amenities and Features include... Spectacular Waterviews, Pool, WiFiAdditional amenities include: coffee maker,...

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Chilmark Massachusetts Vacation Rentals - Home
1 / 23
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$500 - $3,572
Per week:$3,500 - $25,000
Pets allowed:No
Internet:Yes

Ocean Front Splendor in an elegant and comfortable beach house. Sunrise from the ocean, sunset over the adjoining 13- acre Sheriff's Meadow Foundation conservation preserve. Walk to the Stonewall Association private beach. Two master bedrooms, two twin- bed bedrooms. All four bedrooms...

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Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$286 - $454
Per week:$2,000 - $3,175
Pets allowed:No
Internet:Yes

Charming recently renovated summer cottage features large open living room with sliders leading on to a screened porch and private deck beyond. Porch is fully furnished for dining and relaxing, providing aditional outdoor living space. The deck is private and surrounded by the yard...

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Chilmark Massachusetts Vacation Rentals - Home
1 / 11

Chilmark Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$379

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$379 - $422
Per week:$2,650 - $2,950
Pets allowed:No
Internet:Yes

Lovely 3 bedroom 2 bath home. All new kitchen and baths. Completely renovated - lots of glass for a light filled interior. This lovely home in a private setting is surrounded by mature Holly trees, Laurel and attractive native shrubs. 1 mile to Alley's General Store. 10 minute drive...

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Chilmark Massachusetts Vacation Rentals - Home
1 / 22

Chilmark Home
2 Bedrooms / 1 Bathroom / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$386

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$386 - $615
Per week:$2,700 - $4,300
Pets allowed:No
Internet:Yes

Owner Transfer Ferry Tickets - Please InquireImmaculate waterfront gem on Stonewall Pond. Breathtaking views across pond to barrier beach. Perfect for honeymoon getaway. Sleeps four - please ask agent for details. Walk or kayak to Stonewall Beach. Pets Considered. Amenities and ...

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