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 Home Rentals by Owner

Go to page 1 (1-46 of 46)
Sort by: Show rentals per page

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 Spacious Menemsha Waterview Rental CH203

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

Chilmark Chilmark Getaway! Breezy Hilltop. All rented for 2013 season!

  • 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 NOW RENTIING SUMMER '14--Chilmark-Roof Deck; Water View; Sleeps 8+

  • 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 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

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-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 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
Back to Top

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 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

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 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 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

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
Back to Top

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, 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 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

Chilmark Peaceful Wooded Retreat, Short Car Ride to Everything

  • 3 BR House (sleeps 6) Rural, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Chilmark Celebrity Owned Hilltop Waterview with Hot Tub

  • 3 BR/4 BA House (sleeps 8)
    $500/nt
    $3,400 - $4,200/wk
    per property, Near The Ocean, Rural, Tennis Court, terrace, Balcony, pets considered, Internet, Satellite / Cable, Television

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, Beach, Waterfront, Balcony, pets considered, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

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

  • 4 BR/2 BA House (sleeps 8)
    $3,500 - $4,000/wk
    per property, Beach, Near The Ocean, Tennis Court, Lawn / Garden, Internet, Satellite / Cable, Parking, barbecue
Back to Top

Chilmark Menemsha Pond 4 bedroom private home with two master suites

  • 6 BR/3 BA, 1 half bath House (sleeps 9) Near The Ocean, Sauna, Lawn / Garden, Internet, Satellite / Cable, Television, DVD Player, Parking

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 Book Now 2012 Early Rates: 5 br; ocean views

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

Chilmark Charming Country Home in pristine area of Chilmark

  • 4 BR/2 BA, 1 half bath House (sleeps 8) Near The Ocean, Rural, Lawn / Garden, pets considered, Internet, Satellite / Cable, Television, DVD Player, Parking

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

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

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

  • 6 BR/3 BA House (sleeps 10) Near The Ocean, Resort, Lawn / Garden, pets considered, Internet, Satellite / Cable, Television, DVD Player, Parking

Chilmark FLOWERY MEADOW, STONE WALLS, OCEAN VIEW

  • 3 BR/1 BA, 1 half bath House (sleeps 5) Near The Ocean, Rural, Lawn / Garden, Internet, Satellite / Cable, Television, DVD Player, barbecue, Fireplace

Chilmark Sunset Water View, Hot Tub and Path to Menemsha Beach!

  • 3 BR/2 BA House (sleeps 6) wheelchair accessible, Beach, Near The Ocean, Lawn / Garden, pets considered, Air Conditioning, Internet, Satellite / Cable, Television

Chilmark Chilmark Summer Home...small, luxury gem. private, convenient

  • 3 BR/2 BA, 1 half bath House (sleeps 6) wheelchair accessible, Beach, Village, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking
Back to Top

Chilmark Deck House with sweeping south water views

  • 3 BR/2 BA, 1 half bath House (sleeps 9) Near The Ocean, Rural, pets considered, Air Conditioning, Satellite / Cable, Television, DVD Player, Fireplace

Chilmark For those seeking complete privacy and stunning views

  • 5 BR/3 BA, 1 half bath House (sleeps 10)
    $700 - $1,100/nt
    $4,500 - $7,000/wk
    $15,000 - $25,000/month
    per property, wheelchair accessible, Rural, pets considered, Internet, Satellite / Cable, Television, Fireplace

Chilmark Spacious, High Ceilings, On Acre of Woods

  • 1 BR/1 BA House (sleeps 2) pets considered, Internet, Television, DVD Player, Parking

Chilmark Former Schoolhouse, Large Yard, Scenic & Quiet

  • 3 BR House (sleeps 7) Near The Ocean, Town, pets considered, Air Conditioning, Internet, Television, Parking, barbecue, Fireplace

Chilmark Secluded Unique Natural Vacation House

  • 2 BR/1 BA House (sleeps 8) Near The Ocean, Rural

Chilmark Menemsha Sea Coast Cottage, Gorgeous Waterviews, Walk to Menemsha Beac...

  • 4 BR/3 BA House (sleeps 8)
    $2,675 - $7,675/wk
    per property, Internet, Satellite / Cable, Television, DVD Player
Go to page 1 (1-46 of 46)

© 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.