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$358

3 BR / 2 BA / Sleeps 6

Chilmark Rental With Private Beach! (Chilmark-Rental-With-Private-Beach!-CH236) - Chilmark vacation rentals
1 / 16

$358

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Chilmark Rental With Private Beach! (Chilmark-Rental-With-Private-Beach!-CH236)

3 BR / 2 BA / Sleeps 6 | Quick view

Details

Located on South Road near Able's Hill, this family oriented house comes with access to a private South Shore beach across Chilmark Pond. Have fun boating, kayaking or canoeing across the pond to the beach. A family room in the lower level provides space for the younger members of the family to romp and congregate …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$571

3 BR / 2 BA / Sleeps 5

JUST OPENED UP! 8/16- 8/30, w/ ferry tix! - Chilmark vacation rentals
1 / 11

$571

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JUST OPENED UP! 8/16- 8/30, w/ ferry tix!

3 BR / 2 BA / Sleeps 5 | Quick view

Details

Light and bright with floor to ceiling sliding glass doors in every room. The views over the wetland to the pond are phenomenal. A truly magical spot to watch the glow of the Menemsha Sunset. A short walk to a private sandy beach for swimming, kayaking, or sunbathing. Recent improvements include new appliances, …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$386

3 BR / 2 BA / Sleeps 6

Charming Chilmark Rental Near West Tisbury Center! (Charming-Chilmark-Rental-Near-West-Tisbury-Center!-CH205) - Chilmark vacation rentals
1 / 20

Details

This bright and cheerful, wooded retreat is truly tranquil, yet just a little over a mile from West Tisbury village, with its General Store (Alley's), Farmer's Market, Artisan's Festivals and Flea Market. This home has been recently updated by its new owners. They have chosen the loveliest colors and simple, …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Porch
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$383

3 BR / 3 BA / Sleeps 6

ITALA - North Slope Custom Home, Large Wrap Around Deck, WiFi - Chilmark vacation rentals
1 / 18

$383

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ITALA - North Slope Custom Home, Large Wrap Around Deck, WiFi

3 BR / 3 BA / Sleeps 6 | Quick view

Details

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 features include exposed wood beams…
  • Internet Access
  • Deck
  • Grill
  • Dishwasher
  • Microwave
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$572

3 BR / 2 BA / Sleeps 6

DIETR - Menemsha Pond Waterfront, Mooring, Wifi, Central A/C - Chilmark vacation rentals
1 / 22

$572

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DIETR - Menemsha Pond Waterfront, Mooring, Wifi, Central A/C

3 BR / 2 BA / Sleeps 6 | Quick view

Details

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 of Western red cedar. Central air and …
  • Waterfront
  • Ocean or water views
  • Phone / Internet
  • A/C or climate control
  • Deck
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$572

3 BR / 3 BA / Sleeps 8

Chilmark Waterview With Beach And Tennis! (Chilmark--Waterview-With-Beach-And-Tennis!--CH216) - Chilmark vacation rentals
1 / 20

Details

Fabulous Chilmark home offers two levels of living sapce. On the first floor there is a fully equipped kitchen open to the dining room, a living room with fireplace, built-ins and sliders to a deck overlooking a meadow and the most incredible water views. There is a half bath, a master suite with private bath with …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$500

3 BR / 2 BA / Sleeps 8

1 / 35

$500

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HILL HOUSE ON STONEWALL POND - CHIL RALD-140

3 BR / 2 BA / Sleeps 8 | Quick view

Details

Hill House sits atop a bluff along the shores of Stonewall Pond with panoramic water views of the Pond and Stonewall Beach, as well as views over Quitsa Pond in the other direction. There is also access to Stonewall Beach, one of Chilmark's most prestigious private association beaches. Hill House is all about the view…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$572

3 BR / 3 BA / Sleeps 8

1 / 31

$572

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Stonewall Pond- Le Nom

3 BR / 3 BA / Sleeps 8 | Quick view

Details

This idyllic Chilmark vacation home has breathtaking views over Stonewall Pond to the Atlantic shoreline to the south. Views to the west and north feature the ever-changing vistas and boating activity of Quitsa and Menemsha ponds. The house exudes casual elegance and warmth, and offers a myriad of relaxation spots for…
  • Internet Access
  • Grill
  • Dishwasher
  • Microwave
  • Toaster
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$343

3 BR / 2 BA / Sleeps 6

1 / 24

Details

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 Beach just a couple of minutes …
  • Ocean or water views
  • Phone / Internet
  • Deck
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$643

3 BR / 2 BA / Sleeps 7

1 / 24

$643

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Stonewall Pond L\'Orca

3 BR / 2 BA / Sleeps 7 | Quick view

Details

The minute you enter this stunning property, you will be mesmerized by the ever changing sights and sounds of Stonewall Pond and Atlantic Ocean beyond. The views are unsurpassed and the house comfortable and casually elegant. A sweeping lawn leads to a private dock on the pond for swimming and kayaking and a path to …
  • Phone / Internet
  • Grill
  • Dishwasher
  • Microwave
  • Toaster
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$279

3 BR / 2 BA / Sleeps 6

1 / 15

$279

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PERRG - A/C, WiFi

3 BR / 2 BA / Sleeps 6 | Quick view

Details

Amenities and Features include... A/C, WiFi Additional amenities include: coffee maker, patio table and chairs, fans - portable, lobster pot, washer / dryer, cd player, landscaped, porch - screened, outside shower - enclosed, vacuum, outdoor furniture, ironing board.
  • Phone / Internet
  • A/C or climate control
  • Patio
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$528

3 BR / 4 BA / Sleeps 9

3 Reviews

$528

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Celebrity Owned Hilltop Watervew with Hot Tub

3 BR / 4 BA / Sleeps 9 | Quick view
“ Excellent ” 3 Reviews

Details

Reviews

(3)

Sprawling Hilltop Glass House admits views and entertains peace from every angle. Large south facing stone terrrace has hot tub and large table to enjoy guests and family. Please note: The calendar may not display the 1st and last dates of booked property as this house may turn over on the same day. Those days show …
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(3)

Fantastic Family Retreat !

Left on Apr 18, 2011 for a stay in September 2009

Our extended family enjoyed a wonderful reunion here. The terrace was the site of some wonderful dinners! We enjoyed the hot tub almost every evening and some mornings as well. It was a little off of the main road but well worth the time to get to.
The beaches were absolutely splendid and we were surprised the water was so warm yet.
We are still talking about it hoping to return.

PreviousNext property

$604

3 BR / 2 BA / Sleeps 6

1 / 26

$604

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LEWID - Menemsha Waterfront, Magnificent Views and Private Location, WiFi

3 BR / 2 BA / Sleeps 6 | Quick view

Details

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 will find the fish market, village …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Deck
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$543

3 BR / 2 BA / Sleeps 8

1 / 24

Details

Owner Transfer Ferry Tickets - Please Inquire Stunning 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 Internet. Renters can tie their …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • A/C or climate control
  • Deck
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$643

3 BR / 2 BA / Sleeps 6

1 / 18

$643

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WILGG - Quansoo (with private beach key), Central Air, Waterview, Waterfront

3 BR / 2 BA / Sleeps 6 | Quick view

Details

Amenities and Features include... Quansoo (with private beach key), Central Air, Waterview, Waterfront Additional amenities include: coffee maker, internet - ethernet cord required, pets considered, lobster pot, washer / dryer, cd player, porch - screened, outside shower - enclosed, private beach - association, …
  • Waterfront
  • Ocean or water views
  • Phone / Internet
  • A/C or climate control
  • Deck
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$379

3 BR / 2 BA / Sleeps 6

1 / 11

$379

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FERRC - Immaculate Chilmark Retreat, 10 minute Drive to Lucy Vincent Beach, WiFi

3 BR / 2 BA / Sleeps 6 | Quick view

Details

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 to Lucy Vincent Beach. Amenities …
  • Internet Access
  • Deck
  • Grill
  • Dishwasher
  • Microwave
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$786

3 BR / 3 BA / Sleeps 6

1 / 23

$786

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THE MEADOW FARMHOUSE AT MENEMSHA POND - CHIL LMCC-23

3 BR / 3 BA / Sleeps 6 | Quick view

Details

This historic farmhouse is quietly tucked away above Menemsha Pond with sweeping sunset and water views of The Pond and Menemsha Harbor. The tranquil setting is classic Chilmark with rolling hills and stonewalls, plus a private association beach just a short stroll away on Menemsha Pond. Three-hundred year old Meadow …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Patio
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$500

3 BR / 3 BA / Sleeps 6

1 / 25

$500

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HILLSIDE HIDEAWAY ON BLUEBERRY RIDGE - CHIL VBAR-39MH

3 BR / 3 BA / Sleeps 6 | Quick view

Details

A quiet oasis tucked away on Blueberry Ridge, the Hillside Hideaway enjoys a tranquil country setting with rolling meadows, and thoughtfully designed outdoor landscaping with patios and outdoor living spaces set amid nicely manicured grounds and gardens. Inside, the house is designed to enjoy the serene setting as …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$686

3 BR / 2 BA / Sleeps 6

1 / 27

Details

This house is set in a pastoral surrounding. It has beautifully tended grounds with a Peter Rabbit enclosed flower garden and rolling lawns. The well equipped gourmet kitchen overlooks the dining and living rooms. There is a four season porch off the living room and a sun bathed deck. The downstairs features a media …
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$358

3 BR / 2 BA / Sleeps 6

1 / 16

Details

This newly remodeled 3 bedroom 2 bath has a spacious master bedroom suite, cozy sun room and updated kitchen. It has a great yard with garden landscaping, a perfect spot for outdoor dining. 1.5 miles from Alley's store. 3.3 miles to Lucy Vincent Beach.The bathrooms are fully remodeled. An easy, comfortable house in a …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$529

3 BR / 2 BA / Sleeps 7

4 Reviews

$529

Inquire

Deer Run-French Country Style Farmhouse w/ Hot Tub

3 BR / 2 BA / Sleeps 7 | Quick view
“ Excellent ” 4 Reviews

Details

Reviews

(4)

This home is 1/2 mile from Chilmark Center If you are having trouble with FERRY RESERVATIONS contact me via email or phone and I'll work with you for a shorter stay if need be or assist you. This home is minutes to both Lucy Vincent Beach (with both nude and regular bathing sections) and Squibnocket Beach. It is …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(4)

Family Stay at Deer Run

Left on Sep 13, 2012 for a stay in August 2012

During the week of august 13-21st 2012. My fanily and I stayed at Betty' French Farmhouse in Chilmark ma.We loved it! The house was charming and it had all of the amenities listed in its descriptipn and then some. It was like staying at home, only we were in the rented space for 8 days. We especially enjoyed gathering in the kitchen and eating in the large dinning room area. The bedrooms were …

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$686

3 BR / 3 BA / Sleeps 6

1 / 16

$686

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746 - THE ESSENCE OF THE ISLAND WIITH ASSOCIATION BEACH

3 BR / 3 BA / Sleeps 6 | Quick view

Details

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! Additional amenities include: …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Smoking allowed - ask
  • Suitable for children - over five
  • Suitable for the elderly - ask

PreviousNext property

$286

3 BR / 2 BA / Sleeps 6

1 / 12

Details

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 area. The house comfortably sleeps …
  • Internet Access
  • Deck
  • Grill
  • Dishwasher
  • Microwave
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$322

3 BR / 2 BA / Sleeps 6

1 / 16

Details

Charming Chilmark cottage with panoramic South Shore waterviews. A five minute stroll to South surf beach. Private tennis courts shared with owners and other tenants. Access to Stonewall Pond for launching canoes and kayaks. Seaside cottage charm has been maintained throughout with tung and groove walls, hardwood …
  • Ocean or water views
  • Phone / Internet
  • Porch
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$429

3 BR / 1 BA / Sleeps 6

1 / 16

$429

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Chilmark in the Woods (Chilmark-in-the-Woods-CH230)

3 BR / 1 BA / Sleeps 6 | Quick view

Details

Newly renovated kitchen. Great yard and deck. Tucked into the woods off South Road. 1.3 miles from West Tisbury town center. Access to Lucy Vincent and Squibnocket Beaches. Convenient location in Chilmark. West Tisbury Farmer's Market & Artisan's Market are just down the road. Relax in the privacy of the back yard. …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$458

3 BR / 1 BA / Sleeps 6

1 / 19

Details

Rustic colorful camp with a gorgeous water view right on Chilmark Pond. Sleeps six. Simple kitchen with all necessities. Wow your guests with gourmet meals from this quaint kitchen. Comfortable living-dining overlooking the pond. A special get-away like old times. Not many of these left! Row or Kayak across the pond …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$345

3 BR / 3 BA / Sleeps 6

1 Reviews

$345

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Charming Chilmark 3 Bedroom 3 Bath Vacation Home

3 BR / 3 BA / Sleeps 6 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Located in Chilmark on Martha's Vineyard, this 3 bedroom, 3 bathroom property is a perfect spring, summer or fall getaway. Cathedral ceilings create bright, airy spaces. Amenities include air conditioning, high speed internet, washer/dryer, gas fireplaces, TV in all rooms, outdoor shower, slate patio and beautifully …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Great house for the price

Left on Sep 12, 2013 for a stay in August 2013

This house is an unexpected surprise. it is very well equipped and was perfect for two couples for the week and a teenager who spent the weekend. Everyone had their privacy, and the house pulled us to congregate outside on the deck and patio overlooking a charming garden. For those who don't need excessive luxury, but want a pleasant setting that is easily accessible to up island and down, and …


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