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Vacation Rentals & Homes in Chilmark Massachusetts

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Kayaking & Much More... At Waters Edge Beach House Vacation Rentals Plymouth, Massachusetts
From USD $
1,100
per Week

Kayaking & Much More... At Waters Edge Beach House

31.0mi away
Vacation Rentals Plymouth, Massachusetts

KAYAK On beautiful 375 Acre Herring Pond AT WATERS EDGE Down a winding road, on a quiet cove, discover a great beach house. This storybook waterfront setting is a perfect escape from the ordinary.

Northern Exposure Nantucket Vacation Rentals Nantucket, Massachusetts
From USD $
2,000
per Week
hot travel deals

Northern Exposure Nantucket

33.6mi away
Vacation Rentals Nantucket, Massachusetts

Bedrooms: 4  Sleeps: 8  Bathrooms: 2  
Northern Exposure was built in 1994 and is a very bright and well furnished "New England Upside-Down House" (with living areas upstairs, and bedrooms downstairs) just 0.9 mile from the Main Street. Na...

The Laurel, a 2BR and or 1BR Guest House Vacation Rentals Truro, Massachusetts
From USD $
975
per Week

The Laurel, a 2BR and or 1BR Guest House

55.6mi away
Vacation Rentals Truro, Massachusetts

Bedrooms: 2  Sleeps: 5  Bathrooms: 2  
Our homes are on a secluded, two-acre lot overlooking Cape Cod National Seashore. The 2BR main house is described here The beautiful handcrafted 1 BR guest house is available separately....

Dock your boat here and fish all day Vacation Rentals Sandwich, MA 02563, Massachusetts
From USD $
995
per Week

Dock your boat here and fish all day

80.1mi away
Vacation Rentals Sandwich, MA 02563, Massachusetts

Bedrooms: 2  Sleeps: 6  Bathrooms: 1  
Oakcrest Cove is located on Peter's Pond in Sandwich, Ma. Recently available for rental to general public. Resort cottages with tennis courts, basketball courts, boat ramp and playground All beachfr...

Celeb Owned Hilltop Waterview Retreat Vacation Rentals Chilmark, Massachusetts
Contact For Rates & Specials!

Celeb Owned Hilltop Waterview Retreat

1.4mi away
Vacation Rentals Chilmark, Massachusetts

This unique, celeb owned, hilltop waterview, lofty retreat offers privacy, and hot tub. For a full listiing go to Home away dot com.

Celebrity Owned Cliff Top Beach House Vacation Rentals Chilmark, Massachusetts
Contact For Rates & Specials!

Celebrity Owned Cliff Top Beach House

1.4mi away
Vacation Rentals Chilmark, Massachusetts

Celebrity owned Cliff Top Beach house with Private Beach (somewhat adjacent to other Vineyard Nudist Allowed Beaches. This is a vacation spot for the senses, with incomparable vista, the song of the surf, Atlantic Ocean Air, sun drenched days,..yes,

Wayside CampVacation Rentals Chilmark, Massachusetts
Contact For Rates & Specials!

Wayside Camp

1.9mi away
Vacation Rentals Chilmark, Massachusetts

Quaint and Cozy Chilmark "Campy" Summer Home Charming Place with nice Deck in Good Location Pictures Available on Request!

3 Bedroom - Oak Bluffs, Martha's VineyardVacation Rentals Oak Bluffs, Massachusetts
Contact For Rates & Specials!

3 Bedroom - Oak Bluffs, Martha's Vineyard

9.2mi away
Vacation Rentals Oak Bluffs, Massachusetts

3 bedrooms 2 baths located in a secluded area of Lagoon Heights. 1.2 miles from center of town. Sleeps 8. Includes w&d, dishwasher, cable tv, vcr,stereo w/cd, all dishes and utensils.

3+ Bedroom Vacation Home in Edgartown, Martha's ViVacation Rentals Edgartown, Massachusetts
Contact For Rates & Specials!

3+ Bedroom Vacation Home in Edgartown, Martha's Vi

9.6mi away
Vacation Rentals Edgartown, Massachusetts

This modern 3 bedroom contemporary in the Island Grove/Katama area of Edgartown is nestled among 1/2 acre of woods on a cul-de-sac. Bright, clean, extremely peaceful, surrounded by 'green belt' on 2 sides.

Luxury Home with Private Beach, Pool & Tennis Vacation Rentals Vineyard Haven, Massachusetts
From USD $
2,900
per Week

Luxury Home with Private Beach, Pool & Tennis

9.7mi away
Vacation Rentals Vineyard Haven, Massachusetts

Development (60 homes /108 acres) with junior Olympic pool, 6 tennis courts, volleyball court, private lake & ocean beaches. Next to golf course, walk to downtown. 20ft ceiling in LR , granite fireplace, formal DR, gourmet kitchen, much more.

Island QueenVacation Rentals Falmouth, Massachusetts
Contact For Rates & Specials!

Island Queen

15.0mi away
Vacation Rentals Falmouth, Massachusetts

New Seabury CondoVacation Rentals New Seabury, Massachusetts
Contact For Rates & Specials!

New Seabury Condo

19.8mi away
Vacation Rentals New Seabury, Massachusetts

Luxury condo located in a 2 golf course community, minutes from National Wildlife Preserve beaches. Walking trails. Residents only swimming pool. Golf and tennis can be arranged buy renter through the resort.

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Cabins, Cottages & Condo Rentals in Chilmark Massachusetts

Find a vacation rental home in Chilmark Massachusetts for your vacation. Stay at one of our rustic cabins, cozy cottages, or authentic condos in Chilmark Massachusetts. We have everything from large rental homes to small villas. Rent for a weekend, week, month, or entire season! Vacation rentals are great accommodations for families and large groups. Enjoy the convenience of a full kitchen and save money by eating in. Living like the locals at a vacation rental assures you an authentic travel experience. Browse our vacation rentals in Chilmark Massachusetts and plan your vacation today!


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