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Chilmark Vacation Rental Accommodations - Page 1 of 2

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Chilmark Stunning Views and Sunsets

  • 4 BR/3 BA Cottage (sleeps 8)
    $2,100 - $4,500/wk
    per property, Beach, Waterfront, Lawn / Garden, pets considered, Internet, Satellite / Cable, Television, DVD Player, Parking

Chilmark Spacious, Sunny, Private Chilmark Home

  • 4 BR/3 BA House (sleeps 12)
    $3,500 - $5,000/wk
    per property, Near The Ocean, Rural, Jacuzzi, Lawn / Garden, Internet, Satellite / Cable, Television, DVD Player, Fireplace

Chilmark Landmark house. Exceptional hilltop and ocean views, 2 private beaches.

  • 5 BR/3 BA, 1 half bath House (sleeps 10)
    $2,500 - $7,500/wk
    per property, wheelchair accessible, Beach, Rural, Lawn / Garden, pets considered, Internet, Satellite / Cable, Television, DVD Player

Chilmark Landmark-estate guesthouse. Pond & ocean views, 2 private beaches.

  • 3 BR/2 BA House (sleeps 6)
    $1,200 - $3,500/wk
    per property, wheelchair accessible, Beach, Near The Ocean, Rural, Lawn / Garden, pets considered, Internet, Satellite / Cable, Television, DVD Player

Chilmark CHILMARK, PET FRIENDLY, Martha's Vineyard

  • 2 BR/1 BA Cottage (sleeps 5)
    $300/nt
    $1,400 - $2,000/wk
    $3,000 - $9,000/month
    per property, Beach, Lake, Near The Ocean, Rural, Town, Village, Lawn / Garden, terrace, pets considered, Internet, Satellite / Cable, Television, DVD Player

Chilmark French Country Style Farmhouse, New Hot Tub and close to beaches!

  • 3 BR/2 BA Farmhouse (sleeps 7)
    $3,225 - $3,700/wk
    per property, Near The Ocean, Rural, Jacuzzi, Internet, Satellite / Cable, Television, DVD Player, barbecue, Fireplace

Chilmark Luminous rural retreat with spectacular ocean views.

  • 5 BR/3 BA House (sleeps 9) wheelchair accessible, Beach, Near The Ocean, Internet, Satellite / Cable, Television, DVD Player

Chilmark CHILMARK. Comfy 6BR, 2 BA, sleeps 12, deck, WiFi. July, Lbr Day open!

  • 6 BR/2 BA House (sleeps 12) Near The Ocean, Rural, Lawn / Garden, pets considered, Internet, Satellite / Cable, Television

Chilmark Peaceful Scenic Up-Island Retreat With Private Martha's Vineyard Beach

  • 4 BR/1 BA, 1 half bath House (sleeps 8)
    $1,500 - $3,500/wk
    per property, accept credit card, Beach, Downtown, Near The Ocean, Rural, Village, Internet, Satellite / Cable, Television, DVD Player, Parking, Fireplace

Chilmark Waterfront Chilmark Home w/ fabulous view and private mooring

  • 4 BR/4 BA House (sleeps 10) wheelchair accessible, Beach, Waterfront, Lawn / Garden, pets considered, Air Conditioning, Internet, Satellite / Cable, Television
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Chilmark Meadow House On Blueberry Ridge

  • 2 BR/1 BA Cottage (sleeps 4)
    $2,850/wk
    per property, Internet, Satellite / Cable, Television, DVD Player, Parking

Chilmark Hillside Hideaway On Blueberry Ridge

  • 3 BR/2 BA, 1 half bath House (sleeps 6)
    $4,150/wk
    per property, Internet, Satellite / Cable, Television, DVD Player, Parking

Chilmark The Meadow Farmhouse At Menemsha Pond

  • 3 BR/2 BA, 1 half bath House (sleeps 6)
    $8,500/wk
    per property, Internet, Satellite / Cable, Television, DVD Player, Parking, Fireplace

Chilmark Contemporary Artist Retreat On Squibnocket Pond

  • 5 BR/2 BA, 1 half bath House (sleeps 9)
    $3,000 - $9,000/wk
    per property, pets considered, Internet, Satellite / Cable, Television, DVD Player, Parking, Fireplace

Chilmark Sunset Farm On Squibnocket Pond With Sweeping Water Views

  • 5 BR/3 BA House (sleeps 10)
    $3,000 - $11,000/wk
    per property, pets considered, Internet, Satellite / Cable, Television, DVD Player, Parking, Fireplace

Chilmark Pine Ridge Farm: Country Cape With Guest Cottage

  • 4 BR/3 BA House (sleeps 10)
    $3,000 - $6,000/wk
    per property, Internet, Satellite / Cable, Television, DVD Player, Parking, Fireplace

Chilmark Vista Point: Stunning Architectural Design On The North Shore

  • 6 BR/5 BA, 1 half bath House (sleeps 12)
    $20,000 - $30,000/wk
    per property, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking, Fireplace

Chilmark Bluff House On Squibnocket Ridge: Stunning Water Views & Private Beaches

  • 5 BR/3 BA House (sleeps 9)
    $2,500 - $20,000/wk
    per property, pets considered, Internet, Satellite / Cable, Television, DVD Player, Parking, Fireplace

Chilmark The Pond House On Stonewall Beach

  • 2 BR/1 BA Cottage (sleeps 4)
    $1,000 - $6,000/wk
    per property, Internet, Satellite / Cable, Television, DVD Player, Parking, Fireplace

Chilmark Quansoo Waterfront Compound With Guest Cottage

  • 5 BR/5 BA House (sleeps 10)
    $12,500 - $15,000/wk
    per property, Internet, Satellite / Cable, Television, DVD Player, Parking, Fireplace
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Chilmark The Boathouse On Stonewall Pond

  • 2 BR/1 BA Cottage (sleeps 4)
    $2,500 - $4,000/wk
    per property, pets considered, Internet, Satellite / Cable, Television, DVD Player, Parking

Chilmark Hill House On Stonewall Pond

  • 3 BR/2 BA House (sleeps 8)
    $3,500 - $8,700/wk
    per property, Internet, Satellite / Cable, Television, DVD Player, Parking, Fireplace

Chilmark Hilltop House With Distant Water Views

  • 4 BR/3 BA House (sleeps 8)
    $4,000 - $5,500/wk
    per property, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking, Fireplace

Chilmark Stonewall Beach Hilltop: Sweeping Ocean Views With Luxurious Touches

  • 4 BR/5 BA House (sleeps 10)
    $12,000 - $20,000/wk
    per property, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking, Fireplace

Chilmark Chilmark Retreat: Modern Styling, Private Setting

  • 4 BR/3 BA, 1 half bath House (sleeps 8)
    $2,500 - $6,000/wk
    per property, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking, Fireplace

Chilmark Squibnocket Farm Country House

  • 4 BR/3 BA, 1 half bath House (sleeps 8)
    $7,500 - $20,000/wk
    per property, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking, Fireplace

Chilmark The Barn At Squibnocket Farm

  • 4 BR/2 BA House (sleeps 8)
    $10,000 - $20,000/wk
    per property, Internet, Satellite / Cable, Television, DVD Player, Parking, Fireplace

Chilmark FERRY TIX! Waterview, A/C, wifi, totally private 3-acre setting w/ a large yard

  • 4 BR/2 BA House (sleeps 8)
    $2,500 - $3,900/wk
    per property, Near The Ocean, Rural, Lawn / Garden, pets considered, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Chilmark Chilmark Cottage and Studio, 5 acre privacy, WiFi, Lucy Vincent access

  • 3 BR/1 BA, 1 half bath Cottage (sleeps 6)
    $1,600 - $2,450/wk
    per property, Beach, Near The Ocean, Rural, Village, Lawn / Garden, pets considered, Internet, Satellite / Cable, Television, DVD Player, Parking

Chilmark BLACK POINT BEACH KEY! 5-acre privacy, in Quansoo, 2013 WiFi!

  • 4 BR House (sleeps 8)
    $2,500 - $4,200/wk
    per property, Beach, Near The Ocean, Rural, Lawn / Garden, Balcony, pets considered, Internet, Television, DVD Player, Parking
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Chilmark AUGUST FERRY TIX! sweeping sunset waterviews, 4-5 BR, A/C, beach, tennis

  • 4 BR/2 BA, 1 half bath House (sleeps 10)
    $2,000 - $4,000/wk
    per property, Beach, Near The Ocean, Rural, Waterfront, Tennis Court, Lawn / Garden, pets considered, Air Conditioning, Internet, Satellite / Cable, Television

Chilmark 22 High Mark Road, Sweeping Ocean Views

  • 3 BR/2 BA House (sleeps 6)
    $2,500 - $3,500/wk
    per property, Beach, Downtown, Internet, Satellite / Cable, Fireplace

Chilmark 'SEABREEZE' Private beach on the Atlantic , tennis courts, kayaks

  • 1 BR Studio (sleeps 2) Beach, Near The Ocean, Tennis Court, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Chilmark Chilmark cottage on Quitsa Pond

  • 2 BR/1 BA Cottage (sleeps 4) Near The Ocean, Waterfront, Lawn / Garden, pets considered, Internet, Satellite / Cable, Television, DVD Player, Parking

Chilmark 3BR home on Menemsha Pond with beach & dock

  • 3 BR/2 BA House (sleeps 8) accept credit card, Beach, Near The Ocean, Rural, Town, Waterfront, Lawn / Garden, Internet, Satellite / Cable, Television, DVD Player, Parking

Chilmark Lovely Family Vacation Home.

  • 4 BR/2 BA House (sleeps 8)
    $1,250 - $3,000/wk
    per property, Near The Ocean, Rural

Chilmark Charming Chilmark Rental Near West Tisbury Center! CH205

  • 3 BR/1 BA House (sleeps 6)
    $2,700/wk
    per property, Beach, Town, Village, Lawn / Garden, Internet, Satellite / Cable, Television, DVD Player, Parking

Chilmark 49 Post Oak Road

  • 4 BR/3 BA, 1 half bath House (sleeps 8)
    $6,000 - $7,500/wk
    per property, Beach, Near The Ocean, Private Pool, Lawn / Garden, terrace, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Chilmark Charming Rustic Cottage

  • 2 BR/1 BA, 1 half bath Cottage (sleeps 5)
    $1,000 - $1,700/wk
    per property, Beach, Near The Ocean, Rural, Lawn / Garden, pets considered, Internet, Television, DVD Player

Chilmark Owner Listing Chilmark Pond Home, Pool & Spa,Beach Access,Ocean View

  • 5 BR/3 BA, 3 half baths House (sleeps 10)
    $20,000 - $30,000/wk
    per property, Beach, Lake, Near The Ocean, Resort, Town, Village, Waterfront, Private Pool, Jacuzzi, Lawn / Garden, terrace, Balcony, pets considered, Fitness Room / Equipment
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Chilmark Wide Angle Sunset Waterview with Pool

  • 6 BR/5 BA House (sleeps 11)
    $875 - $1,150/nt
    $6,000 - $8,000/wk
    $4,375/month
    per property, Near The Ocean, Village, Private Pool, Tennis Court, Lawn / Garden, terrace, Balcony, Air Conditioning, Internet

Chilmark Chilmark Waterview Rental With Beach & Tennis! CH215

  • 5 BR/4 BA House (sleeps 10)
    $7,500 - $10,000/wk
    per property, Beach, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Chilmark Chilmark Rental With Waterviews & Private Ocean Beach! CH207

  • 4 BR/2 BA House (sleeps 8)
    $6,250 - $7,750/wk
    per property, Beach, Internet, Satellite / Cable, Television, Parking

Chilmark Spacious Menemsha Waterview Rental CH203

  • 5 BR House (sleeps 9)
    $2,800 - $4,500/wk
    per property, Lawn / Garden, Television, DVD Player

Chilmark Chilmark Home w/Roof Deck Water View; Sleeps 8+; Fits 2 Groups

  • 3 BR/3 BA House (sleeps 8)
    $3,850/wk
    per property, Beach, Near The Ocean, Rural, Jacuzzi, Sauna, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Chilmark Spacious, Conveniently Located Saltbox in Chilmark

  • 4 BR/2 BA House (sleeps 8)
    $1,000 - $3,000/wk
    per property, Near The Ocean, Rural, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Chilmark QUANSOO KEYS / FERRY TIX! boats!ON Tisbury Great Pond Main/Guest Houses

  • 5 BR/4 BA House (sleeps 10)
    $3,500 - $6,000/wk
    per property, Rural, Waterfront, Internet, Television, DVD Player, Parking, Fireplace

Chilmark Chilmark Getaway! Avail July 6-13 wk $2000. Boat ticket available.

  • 3 BR/2 BA House (sleeps 6)
    $1,800 - $2,700/wk
    per property, Near The Ocean, Rural, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Chilmark Very Private Splendid Hilltop Home 3 bedroom,3 bath with hot tub in Chlmark

  • 3 BR/2 BA House (sleeps 2) Near The Ocean, Rural, Tennis Court, Balcony, pets considered, Internet, Satellite / Cable, Television, DVD Player

Chilmark Newly renovated spacious Chilmark contemporary with two ocean views

  • 5 BR/3 BA House (sleeps 10) Near The Ocean, Rural, Tennis Court, Lawn / Garden, Internet, Satellite / Cable, Television, DVD Player, Parking
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