Destination: Search
Great Rentals is part of HomeAway.com, the world's leading vacation rentals marketplace. Search over 170,000 vacation rentals properties now! Click here to see more Chilmark Vacation Rentals

Chilmark Vacation Rental Accommodations - Page 1 of 2

Go to page 1 2 (1-50 of 60) Next Last
Sort by: Show rentals per page

Chilmark FERRY TIX! sweeping sunset waterviews, 4-5 BR, A/C, beach, tennis

  • 4 BR/2 BA, 1 half bath House (sleeps 10)
    $2,000 - $4,250/wk
    per property, pets considered, Beach, Near The Ocean, Rural, Waterfront, Tennis Court, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television

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

  • 3 BR/1 BA, 1 half bath Cottage (sleeps 6)
    $1,600 - $2,650/wk
    per property, pets considered, Beach, Near The Ocean, Rural, Village, Lawn / Garden, Internet, Satellite / Cable, Television, DVD Player, Parking

Chilmark Lovely Family Vacation Home.

  • 4 BR/2 BA House (sleeps 8)
    $100 - $429/nt
    $500 - $3,000/wk
    $2,000 - $10,000/month
    per property, Near The Ocean, Rural

Chilmark Black Point Beach Heaven take a look you will not be disappointed

  • 4 BR/3 BA House (sleeps 8)
    $2,500 - $4,000/wk
    per property

Chilmark Martha's Vineyard - Chilmark cottage

  • 2 BR/1 BA Cottage (sleeps 4)
    $129 - $200/nt
    $903 - $1,197/wk
    per property, Beach, Near The Ocean, Lawn / Garden, Parking, Fireplace

Chilmark 653 - Atlantic Ocean Breezes,Glorious Views!

  • 4 BR/4 BA House (sleeps 8)
    $357 - $3,571/nt
    $2,500 - $25,000/wk
    per property, pets considered, Internet, Satellite / Cable, Television, DVD Player, Fireplace

Chilmark 1505 - Enjoy Ocean Views From This Chilmark Home

  • 4 BR/2 BA House (sleeps 8)
    $4,500 - $7,500/wk
    per property, Satellite / Cable, Television, DVD Player

Chilmark Spacious, Sunny, Private Chilmark Home

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

Chilmark Luminous rural retreat with spectacular ocean views.

  • 5 BR/3 BA House (sleeps 9)
    $3,500 - $5,000/wk
    per property, wheelchair accessible, Beach, Near The Ocean, Internet, Satellite / Cable, Television, DVD Player

Chilmark Martha’s Vineyard - August Menemsha Village, Chilmark

  • 2 BR/1 BA Cottage (sleeps 3)
    $242/nt
    per property, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Chilmark Stunning Views and Sunsets

  • 4 BR/3 BA Cottage (sleeps 8)
    $357 - $643/nt
    $2,500 - $4,500/wk
    per property, pets considered, Beach, Waterfront, Lawn / Garden, Internet, Satellite / Cable, Television, DVD Player, Parking

Chilmark Waterfront Tisbury Great Pond.Dock A/C Key to private Quansoo Beach

  • 4 BR/3 BA House (sleeps 8)
    $9,500 - $11,000/wk
    per property, pets considered, Beach, Waterfront, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Chilmark CHILMARK. Comfy 6BR, 2 BA, sleeps 12, deck, WiFi, ferry tix.

  • 6 BR/2 BA House (sleeps 12)
    $475 - $550/nt
    $3,325 - $3,850/wk
    per property, pets considered, Near The Ocean, Rural, Lawn / Garden, 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 229-ARCHITECTURAL AWARD WINNING HOME WITH PANORAMIC WATERVIEWS

  • 6 BR/4 BA, 1 half bath House (sleeps 10)
    $1,071 - $1,429/nt
    $7,500 - $10,000/wk
    $30,100/month
    per property, Hot Tub, Internet, Satellite / Cable, Television, DVD Player, Fireplace

Chilmark Charming Chilmark Cottage

  • 2 BR/2 BA Cottage (sleeps 5)
    $250/nt
    $6,000/month
    per property, Near The Ocean, Rural, Internet, Satellite / Cable, Television, DVD Player

Chilmark Charming cottage in the best of locations on Martha's Vineyard

  • 2 BR/1 BA House (sleeps 6)
    $2,000/wk
    per property, Near The Ocean, Lawn / Garden, Air Conditioning, Internet, Television, DVD Player, Parking

Chilmark Sweeping 180 Degree Sunset Views Over Menemsha Pond And Elizabeth Islands

  • 4 BR/3 BA House (sleeps 11)
    $350 - $636/nt
    $3,600 - $4,450/wk
    per property, pets considered, Lawn / Garden, Internet, Satellite / Cable, Television, DVD Player, Parking

Chilmark Waterfront Chilmark Home w/ fabulous view and private mooring

  • 4 BR/4 BA House (sleeps 10)
    $3,500 - $6,510/wk
    $11,250/month
    per property, pets considered, Hot Tub, wheelchair accessible, Beach, Waterfront, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable

Chilmark Peaceful Wooded Retreat, Short Car Ride to Everything

  • 3 BR House (sleeps 6)
    $1,806 - $2,905/wk
    per property, Rural, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Chilmark Spacious, Conveniently Located Saltbox in Chilmark

  • 4 BR/2 BA House (sleeps 8)
    $150 - $429/nt
    $1,750 - $3,000/wk
    per property, Near The Ocean, Rural, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Chilmark Charming country home on private lane in Chilmark

  • 4 BR/2 BA, 1 half bath House (sleeps 8)
    $3,100 - $3,500/wk
    per property, pets considered, Near The Ocean, Rural, Lawn / Garden, Internet, Satellite / Cable, Television, DVD Player, Parking

Chilmark Magical Beachfront 3Bedroom Cottage,Squibnocket beach

  • 3 BR/2 BA Cottage (sleeps 8)
    $1,500/nt
    $8,400/wk
    per property, Beach, Waterfront, Lawn / Garden, terrace, Internet, Satellite / Cable, Television, DVD Player, Fireplace

Chilmark Charming Rustic Cottage

  • 2 BR/1 BA, 1 half bath Cottage (sleeps 5)
    $1,300 - $2,000/wk
    per property, pets considered, Beach, Near The Ocean, Rural, Lawn / Garden, Internet, Satellite / Cable, Television, DVD Player

Chilmark Celebrity Owned Hilltop Waterview with Hot Tub

  • 3 BR/4 BA House (sleeps 9)
    $530 - $629/nt
    $3,600 - $4,400/wk
    $16,000/month
    per property, pets considered, Hot Tub, Near The Ocean, Rural, Tennis Court, terrace, Balcony, Internet, Satellite / Cable

Chilmark Post Oak Road, Chilmark, MA 02535

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

Chilmark Spacious Menemsha Waterview Rental CH203

  • 5 BR House (sleeps 9)
    $3,000 - $4,500/wk
    per property, Lawn / Garden, Television, DVD Player

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

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

Chilmark Chilmark Getaway! Available all of June.

  • 3 BR/2 BA House (sleeps 6)
    $1,799 - $2,695/wk
    per property, Near The Ocean, Rural, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Chilmark SUMMER '14 (filling fast) Chilmark-Deck w/view; Sleeps 8+. FERRY TIX AVAILABLE!

  • 3 BR/3 BA House (sleeps 8)
    $350 - $550/nt
    $2,450 - $3,850/wk
    per property, Hot Tub, Beach, Near The Ocean, Rural, Jacuzzi, Sauna, Lawn / Garden, Balcony, Air Conditioning, Internet

Chilmark Stunning Panaramic Views Of Quitsa Pond And Beyond

  • 4 BR/2 BA Cottage (sleeps 7)
    $375 - $430/nt
    $2,450 - $3,010/wk
    $9,800/month
    per property, pets considered, Rural, Lawn / Garden, Internet, Satellite / Cable, Television, DVD Player, Parking

Chilmark Chilmark cottage on Quitsa Pond

  • 2 BR/1 BA Cottage (sleeps 4)
    $250 - $300/nt
    $1,610 - $2,040/wk
    per property, pets considered, limited accessibility, Near The Ocean, Waterfront, Lawn / Garden, 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)
    $500 - $529/nt
    $3,500 - $3,700/wk
    per property, Hot Tub, Near The Ocean, Rural, Jacuzzi, Internet, Satellite / Cable, Television, DVD Player, barbecue

Chilmark Beautiful Chilmark home in secluded setting w/ swimming pool

  • 4 BR/3 BA, 1 half bath House (sleeps 8)
    $7,500/wk
    per property, Near The Ocean, Rural, Lawn / Garden, Satellite / Cable, Television, DVD Player, Parking, Fireplace

Chilmark Contemporary Home! Fabulous Ocean Views! Close To Beaches, Restaurants

  • 4 BR/1 BA, 2 half baths House (sleeps 8)
    $3,900 - $4,900/wk
    per property, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Chilmark 3BR home on Menemsha Pond with beach & dock

  • 3 BR/2 BA House (sleeps 8)
    $2,450 - $5,005/wk
    $9,000/month
    per property, accept credit card, Beach, Near The Ocean, Rural, Town, Waterfront, Lawn / Garden, Internet, Satellite / Cable, Television, DVD Player, Parking

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 Custom Inground Pool, Sleeps Up To 10, Three Full Baths

  • 4 BR/3 BA House (sleeps 10)
    $6,000 - $7,000/wk
    per property, Rural, Private Pool, Lawn / Garden, Balcony, Internet, Television

Chilmark CHILMARK, PET FRIENDLY, MARTHA'S VINEYARD

  • 2 BR/1 BA Cottage (sleeps 5)
    $300 - $314/nt
    $2,200/wk
    $9,000/month
    per property, pets considered, Beach, Lake, Near The Ocean, Rural, Town, Village, Lawn / Garden, terrace, Internet, Satellite / Cable, Television, DVD Player

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, pets considered, wheelchair accessible, Beach, Rural, Lawn / Garden, Internet, Satellite / Cable, Television, DVD Player

Chilmark Desirable Spring Point, Chilmark Location Sweeping Ocean Views Private Beach

  • 4 BR/2 BA House (sleeps 8)
    $3,000 - $4,200/wk
    per property, Beach, Near The Ocean, Tennis Court, Lawn / Garden, Internet, Satellite / Cable, Parking, barbecue

Chilmark Charming Chilmark Rental Near West Tisbury Center! CH205

  • 3 BR/1 BA House (sleeps 6)
    $2,700 - $2,775/wk
    per property, Beach, Town, Village, Lawn / Garden, 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 NOW RENTING FOR 2014-Charming cape on Upper Chilmark Pond and Lucy Vincent Beach

  • 3 BR/2 BA House (sleeps 7)
    $600 - $1,500/nt
    $8,400/wk
    $28,000/month
    per property, Beach, Rural, Waterfront, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, Parking, Fireplace

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

  • 5 BR/3 BA, 3 half baths House (sleeps 10)
    $20,000 - $25,000/wk
    per property, pets considered, Hot Tub, Beach, Lake, Near The Ocean, Resort, Town, Village, Waterfront, Private Pool, Jacuzzi, Lawn / Garden, terrace, Balcony

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

  • 3 BR/2 BA House (sleeps 2)
    $3,150/wk
    per property, pets considered, Hot Tub, Near The Ocean, Rural, Tennis Court, Balcony, Internet, Satellite / Cable, Television

Chilmark Oceanfront Home - Lovely views, private Beach, tennis courts

  • 5 BR/4 BA House (sleeps 8) accept credit card, Beach, Near The Ocean, Tennis Court, Lawn / Garden, terrace, Internet, Satellite / Cable, Television

Chilmark PRICE REDUCED! Spacious Family Home, Ocean Views, Key to Quansoo Beach

  • 5 BR/3 BA House (sleeps 14) Near The Ocean, Rural, Lawn / Garden, Internet, Satellite / Cable, Television, DVD Player, Parking, Fireplace

Chilmark 2014 Going Fast - book NOW: 5 br; ocean views

  • 5 BR/3 BA, 1 half bath House (sleeps 9) wheelchair accessible, Near The Ocean, Rural, Jacuzzi, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Chilmark Lucy Vincent Beach Area Vacation Home in Meadow With Access to Chilmark Pond

  • 6 BR/3 BA House (sleeps 10) pets considered, Near The Ocean, Resort, Lawn / Garden, Internet, Satellite / Cable, Television, DVD Player, Parking
Go to page 1 2 (1-50 of 60) Next Last

© 1996-Present HomeAway.com, Inc. All rights reserved.

Use of this Web site constitutes acceptance of the GreatRentals.com Terms and Conditions and Privacy Policy.