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34 Vacation Properties in Chilmark
sleeping 14, 12, 10, 9, 8, 7, 6, 4, 2
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Location |
Price
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Description (click blue title for more...) |
Sleeps
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BRs
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Baths
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| Chilmark vacation rentals that sleep 14 |
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Chilmark
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Summer:
$8,000 - $9,000/week,
Off Season:
$5,000 - $8,000/week,
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Recently renovated in 2007. A beautiful contemporary country home with painted wood floors, a whole wall of french doors with views of the ocean. Enjoy the smell and sounds of the ocean off of the exp....
Distance to beach: 3/10M to pond then a quick paddle to private beach
Key amenities: on a salt water beach, boat dock, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, high speed internet, pets considered
Time active on this website: 11 months
, Listed by: Conroy & Company
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14 |
4 |
4 |
| Chilmark vacation rentals that sleep 12 |
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Chilmark
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Off Season:
$3,600/week,
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What a view! Some say the best view on the Vineyard. From this property, consisting of two houses, the view is across Quitsa and Menemsha Ponds to the Vineyard Sound, and in the distance Cape Cod. The....
Distance to beach: 1/4 mile to Stonewall, 3/4 mile to Squibnocket
Key amenities: view of salt water, walk to a salt water beach, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, TV, VCR or DVD, fireplace
Time active on this website: 6 years
, Listed by: Mack at Martha's Management
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12 |
6 |
2.5 |
| Chilmark vacation rentals that sleep 10 |
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Chilmark
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Off Season:
$5,000 - $7,000/week,
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This ingeniously designed 3500 sq ft family home is ideal for an extended family. Beautifully situated in 4 acres of private lawn and woods in exclusive Prospect Hill, it's just walking distance from ....
Distance to beach: 1 mile to Menemsha Beach
Key amenities: deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, pets considered, smoking permitted
Time active on this website: 6 years, 7 months
, Listed by: Cathy Gins
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10 |
5 |
4 |
Chilmark
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Summer:
$18,000 - $20,000/week,
Off Season:
$12,500 - $13,500/week,
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Stunning contemporary set in the Chilmark hills with views over the Atlantic Ocean and Squibnocket Point in the distance. Newly constructed with every detail attended to, this state of the art residen....
Distance to beach: 1.5 mile
Key amenities: view of salt water, deck/porch/patio, pool, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace
Time active on this website: 3 years, 6 months
, Listed by: Conroy & Company
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10 |
5 |
6 |
| Chilmark vacation rentals that sleep 9 |
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Chilmark
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Summer:
$7,000 - $11,000/week, $40,000 - $44,000/month,
Off Season:
$6,000 - $8,000/week, $28,000 - $32,000/month,
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Snapping Turtle Farm is a mission style home situated on 20 acres just above Squibnocket
Pond with sweeping views of the ocean and Noman's Land Island beyond. The house was
completed in 2002 with....
Distance to beach: 1/2 mile to Squibnocket 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, fireplace, high speed internet, pets considered
Time active on this website: 4 years, 5 months
, Listed by: Wendy Weldon
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9 |
5 |
3 |
Chilmark
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Summer:
$8,000 - $9,000/week,
Off Season:
$3,500 - $6,500/week,
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Nocket Downs, built in the 1950's, is located in beautiful Blacksmith Valley with private access to two ponds and a beach in Aquinnah. Our spacious year round family home is cozy and inviting, with l....
Distance to beach: 10 min. walk/Squibnocket, 2 mi/pvt. Aquinnah Beach
Key amenities: on salt water, walk to a salt water beach, boat dock, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, high speed internet, pets considered
Time active on this website: 3 years, 10 months
, Listed by: Wendy Weldon
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9 |
5 |
2.5 |
| Chilmark vacation rentals that sleep 8 |
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Chilmark
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Bright, and spacious contemporary 4 bedroom home with attached screened in porch and huge deck with terrific sunset water views. Top-of-the-line kitchen with professional appliances and restaurant sto....
Distance to beach: 10 minute walk
Key amenities: view of salt water, walk to a salt water beach, deck/porch/patio, outdoor shower, central A/C, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, handicap accessibility
Time active on this website: 2 years, 2 months
, Listed by: Joan Nathan Gerson
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8 |
5 |
3.5 |
| Owner Special: $100 discount given for 2-week rental |
Chilmark
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Summer:
$3,500 - $4,000/week,
Off Season:
$2,000 - $3,500/week,
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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: 8 years, 5 months
, Listed by: Bob Perschel
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8 |
4 |
2.5 |
Chilmark
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Summer:
$2,500/week,
Off Season:
$200 - $2,000/week,
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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
Time active on this website: 2 years, 10 months
, Listed by: Brain Pesch or Barbara Pesch
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8 |
4 |
2 |
Chilmark
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Off Season:
$4,000 - $5,000/week,
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Incomparable, remote location on meadow between Chilmark Pond and ocean. House on 5 acres surrounded by hundreds of acres of protected nature reserve. Many believe this is literally the most beautifu....
Distance to beach: Hancock Beach 1/2 mile along pond
Key amenities: on salt water, deck/porch/patio, outdoor shower, washer&dryer, linens included, TV, VCR or DVD, fireplace, pets considered
Time active on this website: 5 years, 6 months
, Listed by: Joshua
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8 |
4 |
2 |
| Owner Special: 20% off for 2 week stays |
Chilmark
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Off Season:
$3,000 - $3,500/week,
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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, pets considered, handicap accessibility
Time active on this website: 5 years, 6 months
, Listed by: Rebecca
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8 |
4 |
3.5 |
Chilmark
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Off Season:
$3,600/week,
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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, pets considered
Time active on this website: 6 years, 4 months
, Listed by: Jan or Rich
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8 |
4 |
2.5 |
| Owner Special: $3600. with Ferry Tickets AUGUST 24 - 31 and cleaning fee!!! |
Chilmark
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Off Season:
$1,500 - $2,000/week,
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This light and airy deck house is a great retreat for family and friends. With all new furnishings and a brand-new mahogany deck and outside shower, everything is fresh and clean.
Set high up on a....
Distance to beach: 5 miles to Lucy Vincent Beach, 6 to Squibnocket
Key amenities: deck/porch/patio, outdoor shower, washer&dryer, dishwasher, cable TV, VCR or DVD, fireplace, high speed internet
Time active on this website: 2 years, 9 months
, Listed by: Suzanne Goldsmith-Hirsch
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8 |
4 |
2 |
Chilmark
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Summer:
$9,000/week,
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Set high on a hill overlooking Menemsha Pond, Vineyard Sound and the outer Islands. Waterviews from every window. This custom crafted vineyard residence is surrounded by shady oaks, sloping lawns and ....
Distance to beach: 1/4 M to Quitsa Pond, 3/4 M to Squibnocket Beach
Key amenities: view of salt water, walk to a salt water beach, deck/porch/patio, pool, outdoor shower, central A/C, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, high speed internet
Time active on this website: 11 months
, Listed by: Conroy & Company
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8 |
4 |
4 |
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Summer:
$5,000 - $6,000/week,
Off Season:
$3,000 - $4,000/week,
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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: Less than a month
, Listed by: Conroy & Company
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8 |
4 |
2 |
Chilmark
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Summer:
$4,524 - $6,500/week,
Off Season:
$2,500 - $3,250/week,
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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 fresh 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: 2 years, 5 months
, Listed by: Kris Trauernicht
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8 |
3 |
2 |
Chilmark
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Summer:
$3,200 - $4,500/week, $14,000 - $17,000/month,
Off Season:
$2,500 - $3,500/week,
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Fully equipped house on three acres surrounded on three sides by the Fulling Mill Conservation land. Situated among trees with view of meadow and old stone walls. Quiet, private neighborhood. Access t....
Distance to beach: 2.5 miles by road or one mile walking through cons
Key amenities: deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, high speed internet, pets considered
Time active on this website: 1 month
, Listed by: John and Caroline Moore.
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8 |
3 |
2 |
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Summer:
$6,700 - $8,700/week,
Off Season:
$5,000 - $6,700/week,
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Gorgeous views front and center on Stonewall Pond. Relax on the deck and listen to the surf crash. Watch the moon rise over the ocean. Just a short walk or paddle over to the unique south shore Stonew....
Distance to beach: 1/4 mile
Key amenities: on a salt water beach, boat dock, deck/porch/patio, outdoor shower, jacuzzi, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, high speed internet
Time active on this website: Less than a month
, Listed by: Conroy & Company
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8 |
3 |
2 |
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Summer:
$10,000 - $12,000/week,
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New to the rental market, this shingle style home in Spring Point has beautiful sweeping views of the Vineyard sound. Open kitchen, living room and dining area. Comfortably furnished, bright and sunny....
Distance to beach: 1/2 mi
Key amenities: on salt water, screened porch, deck/porch/patio, outdoor shower, hot tub, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, high speed internet, pets considered
Time active on this website: Less than a month
, Listed by: Conroy & Company
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8 |
3 |
2.5 |
Chilmark
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Summer:
$1,400 - $1,500/week,
Off Season:
$70 - $200/night, $475 - $1,500/week,
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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: 6 years, 3 months
, Listed by: Don and Jean Murray
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8 |
2 |
1 |
| Owner Special: ->>>>>>>>August 1 to 8 is still available! Call for reduced price!!!!!!!!!!!!! |
| Chilmark vacation rentals that sleep 7 |
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Chilmark
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Off Season:
$1,500 - $1,800/week, $1,000 - $3,000/month,
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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 units, dishwasher, linens included, cable TV, VCR or DVD, fireplace, pets considered, handicap accessibility
Time active on this website: 10 months
, Listed by: Jody Newman
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7 |
3 |
1 |
| Chilmark vacation rentals that sleep 6 |
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Chilmark
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Summer:
$2,500 - $3,000/week,
Off Season:
$400 - $450/night, $2,100 - $2,500/week,
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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, pets considered
Time active on this website: 7 years, 6 months
, Listed by: Marcia and Ken
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6 |
3 |
3 |
Chilmark - Lucy Vincent Beach
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Summer:
$5,000 - $7,000/week,
Off Season:
$3,000 - $4,000/week,
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Location, location, location!! This home is located on eight secluded acres on Upper Chilmark Pond directly across from Lucy Vincent Beach. You can either walk across to the beach or use one of our ....
Distance to beach: Walk or boat to Lucy Vincent Beach
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: 6 years, 3 months
, Listed by: Candace or Dennis Guittarr
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6 |
3 |
1.5 |
Chilmark
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Summer:
$2,200 - $2,500/week, $8,000/month,
Off Season:
$1,500 - $2,000/week, $5,000 - $6,000/month,
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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: 4 years, 1 month
, Listed by: Steven Shapse
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6 |
3 |
3 |
Chilmark
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Summer:
$2,100 - $2,300/week,
Off Season:
$1,400/week,
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The 'Lobster Pot' is a charming summer cottage originally built in the 1920's as a Bed and Breakfast. Remarkably well-preserved character with an extraordinary, wide, screened wrap-around porch. Lar....
Distance to beach: 1/4 mile - Menemsha, 1 1/2 mile- Lucy Vincent
Key amenities: walk to a salt water beach, screened porch, deck/porch/patio, outdoor shower, washer&dryer, TV, fireplace
Time active on this website: 2 years
, Listed by: Joan LaMachia
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6 |
3 |
1.5 |
Chilmark, Menemsha
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Summer:
$500 - $800/night, $3,500 - $5,000/week, $15,000 - $25,000/month,
Off Season:
$360 - $600/night, $2,500 - $4,000/week, $5,000 - $12,000/month,
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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, pets considered
Time active on this website: 1 year, 7 months
, Listed by: Nathaniel
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6 |
3 |
2 |
Chilmark
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Off Season:
$2,200 - $2,700/week,
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Charming, peaceful, post and beam style, three-bedroom house nestled amid woods on quiet, private four-acre property off historic Tea Lane. Accommodations include two master bedrooms, guest room, sle....
Distance to beach: 3 miles to Lucy Vincent, the North Shore Sound
Key amenities: deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, handicap accessibility
Time active on this website: 8 years
, Listed by: Paul Mohair
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6 |
3 |
2 |
| Owner Special: FERRY TIX INCLUDED with rental for week of August 23rd to August 30th! |
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Off Season:
$3,000/week,
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This beautifully maintained modern cape is situated on an eight acre private Chilmark estate. From the home, you can enjoy spectacular views of the entire Vineyard Atlantic South Shore from Chappaquid....
Distance to beach: 1.5 mile to private Lucy Vincent 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, pets considered
Time active on this website: 6 years, 11 months
, Listed by: John Roberts
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6 |
3 |
2 |
| Owner Special: Price for weeks of July 5 and 12 reduced from $4000 to $3500 |
Chilmark
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Summer:
$2,000/week,
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Contemporary Farmhouse designed with open cathedral living/kitchen/dining area; large master bath. New wrap-around deck and front porch. Great, private location on Hammett Lane, just a short drive to ....
Distance to beach: 2 and 1/2 miles
Key amenities: deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, pets considered
Time active on this website: 5 years, 4 months
, Listed by: Nancy Grundman
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6 |
2 |
1 |
| Chilmark vacation rentals that sleep 4 |
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Chilmark
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Summer:
$1,550 - $2,000/week,
Off Season:
$1,100 - $1,400/week,
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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 Danish woodstov....
Distance to beach: 4 miles
Key amenities: deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, TV, VCR or DVD
Time active on this website: 3 years, 7 months
, Listed by: Del
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4 |
2 |
1 |
Chilmark
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Summer:
$2,750 - $5,000/week,
Off Season:
$1,800 - $4,000/week, $5,000/month,
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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, pets considered
Time active on this website: 1 year, 8 months
, Listed by: John and Caroline Moore.
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4 |
2 |
1 |
Chilmark
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Summer:
$1,300 - $1,650/week,
Off Season:
$850 - $1,300/week,
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The 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 size sleep ....
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: 5 years, 11 months
, Listed by: Bob
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4 |
1 |
1 |
| Chilmark vacation rentals that sleep 2 |
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Chilmark
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Summer:
$1,500 - $1,600/week,
Off Season:
$900 - $1,300/week,
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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 spec....
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, pets considered
Time active on this website: 8 years, 8 months
, Listed by: Mary
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2 |
1 |
1 |
Chilmark
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Summer:
$1,375 - $1,700/week,
Off Season:
$1,374 - $1,375/week,
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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, TV, VCR or DVD, fireplace
Time active on this website: 7 years, 7 months
, Listed by: Peggy & Randy
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2 |
1 |
1 |
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