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Chilmark Vacation Rentals - Chilmark Rental Homes and Condos
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New and Featured
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Price:
€1,398 - €3,326/week
- Bedrooms: 4, sleeps 8
- Bathrooms: 3
- Min stay: 1 Contact Manager
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Price:
€3,843/week
- Bedrooms: 5, sleeps 12
- Bathrooms: 4
- Min stay: 5 Contact Owner
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Price:
Inquire for rates
- Bedrooms: 5, sleeps 10
- Bathrooms: 3 Contact Manager
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Price:
Inquire for rates
- Bedrooms: 5, sleeps 9
- Bathrooms: 5 Contact Manager
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Price:
Inquire for rates
- Bedrooms: 2, sleeps 4
- Bathrooms: 1 Contact Manager
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Price:
Inquire for rates
- Bedrooms: 4, sleeps 10
- Bathrooms: 3 Contact Manager
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Price:
Inquire for rates
- Bedrooms: 4, sleeps 8
- Bathrooms: 1 Contact Manager
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Price:
Inquire for rates
- Bedrooms: 4, sleeps 11
- Bathrooms: 3 Contact Manager
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Price:
Inquire for rates
- Bedrooms: 4, sleeps 7
- Bathrooms: 4 Contact Manager
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Price:
Inquire for rates
- Bedrooms: 4, sleeps 8
- Bathrooms: 1 Contact Manager
Recommended by Travelers
1-20 of 33
| Management: | Professional |
| Property: | Rental Home |
| Bedrooms: | 4, sleeps 8 |
| Bathrooms: | 2 |
| Min stay: | 1 |
The Oak Meadow House is situated on 3.4 acres of land off North Road in North Tabor Farm-formerly the James Cagney Estate. It is a two-level contemporary, ...
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€839 - €2,516 -
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| Management: | Verified owner |
| Property: | Rental Home |
| Bedrooms: | 2, sleeps 6 |
| Bathrooms: | 2 |
| Min stay: | 5 |
This newly built two bedroom, one and a half bath house with loft, sleeps six plus people. It is located 'up-island' on five acres in a very private setting ...
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€1,677 -
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Also consider
| Management: | Verified owner |
| Property: | Rental Home |
| Bedrooms: | 5, sleeps 10 |
| Bathrooms: | 4 |
| Min stay: | 5 |
This five-bedroom/four-bath home is located in Chilmark. It features water views of the Atlantic Ocean, a very private setting on over five acres, and ...
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€3,145 -
Monthly
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| Management: | Professional |
| Property: | Rental Home |
| Bedrooms: | 3, sleeps 7 |
| Bathrooms: | 2 |
| Min stay: | 1 |
An adorable seaside cottage sits atop a shallow bluff on the South Shore of rural Chilmark and boasts a grand and glorious oceanview. Please note that "Acts ...
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Weekly
€4,193 - €10,482 -
Monthly
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Also consider
| Management: | Professional |
| Property: | Rental Home |
| Bedrooms: | 5, sleeps 8 |
| Bathrooms: | 4 |
Located in a tranquil setting overlooking Chilmark Pond off of South Road this is a magical summer vacation spot.
Policy: Pets not allowed, Not handicap ...
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Nightly
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Weekly
€6,988 - €8,386 -
Monthly
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| Management: | Verified owner |
| Property: | Cabin |
| Bedrooms: | 3, sleeps 6 |
| Bathrooms: | 1 |
| Min stay: | 5 |
This modern two-bedroom/one-bath home with a large sleeping loft sleeps six-plus people. It's located 'up island' on four acres in a very private setting, ...
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Monthly
€1,747
| Management: | Professional |
| Property: | Rental Home |
| Bedrooms: | 5, sleeps 10 |
| Bathrooms: | 3 |
Nearly every room in this house and guest house boasts an unbeatable view of the North or South Shores of Chilmark from atop Blacksmith Valley. The main ...
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Monthly
€17,969
| Management: | Professional |
| Property: | Rental Home |
| Bedrooms: | 6, sleeps 12 |
| Bathrooms: | 4 |
Historic 18th century New England home in a private landscaped setting on two and 1/2 acres with a waterview over Vineyard Sound and the Elizabeth Islands; a ...
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€3,145 - €8,386 -
Monthly
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Also consider
| Management: | Professional |
| Property: | Rental Home |
| Bedrooms: | 6, sleeps 10 |
| Bathrooms: | 5 |
| Min stay: | 1 |
Spacious, 10 room, architectual award-winning design home perched atop a hill w/panoramic view of Vineyard Sound and the Elizabeth Islands. The large deck has ...
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Weekly
€4,193 - €6,988 -
Monthly
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| Management: | Professional |
| Property: | Rental Home |
| Bedrooms: | 4, sleeps 8 |
| Bathrooms: | 5 |
A boutique hotel experience in an unrivaled setting. Enjoy the sunrise from the ocean, sunset over the adjoining 13 acre Sheriff's Meadow Foundation ...
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Weekly
€4,542 - €17,470 -
Monthly
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| Management: | Professional |
| Property: | Rental Home |
| Bedrooms: | 4, sleeps 8 |
| Bathrooms: | 3 |
| Min stay: | 2 |
Front of house and patio
Policy: Pets not allowed, Not handicap accessible
Minimum Stay: 2 weeks
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Weekly
€11,530 -
Monthly
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| Management: | Professional |
| Property: | Rental Home |
| Bedrooms: | 5, sleeps 10 |
| Bathrooms: | 6 |
Vacation in Chilmark on the pristine shores of the Tisbury Great Pond in this brand new, custom contemporary built with only the best materials. Four-bedroom ...
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Weekly
€3,494 - €10,482 -
Monthly
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| Management: | Professional |
| Property: | Rental Home |
| Bedrooms: | 2, sleeps 4 |
| Bathrooms: | 1 |
The Pond House, located on Stonewall beach in Chilmark, is a charming cottage is situated on the edge of the rolling lawns of the main house. The beauty and ...
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Weekly
€2,795 - €4,892 -
Monthly
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| Management: | Professional |
| Property: | Rental Home |
| Bedrooms: | 4, sleeps 8 |
| Bathrooms: | 3 |
Chilmark pondfront property with beautiful south shore views of pond, barrier beach and the Atlantic. Abel's Hill Beach and tennis rights. Walk to pond and ...
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Weekly
€2,096 - €8,386 -
Monthly
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Also consider
| Management: | Professional |
| Property: | Rental Home |
| Bedrooms: | 4, sleeps 8 |
| Bathrooms: | 2 |
This spacious and comfortably furnished contemporary Cape is conveniently located between Chilmark and West Tisbury. The master bedroom and bath are ...
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Weekly
€699 - €2,062 -
Monthly
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| Management: | Professional |
| Property: | Rental Home |
| Bedrooms: | 4, sleeps 8 |
| Bathrooms: | 3 |
Tastefully furnished and decorated with antique accents and art. This lovely, upscale, Chilmark summer home sits off South Road and has plenty of light and ...
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€1,188 - €2,446 -
Monthly
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| Management: | Professional |
| Property: | Rental Home |
| Bedrooms: | 4, sleeps 8 |
| Bathrooms: | 2 |
Classic Eliot Noyes (architect) contemporary with spectacular views Lucy Vincent beach east towards West Tisbury. There is a great room (with dining, and ...
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Weekly
€2,795 - €4,892 -
Monthly
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| Management: | Professional |
| Property: | Rental Home |
| Bedrooms: | 4, sleeps 8 |
| Bathrooms: | 3 |
Unique combination of 1940's camp-style home and new (2007) two-story addition. Beautiful Ocean views from all floors, two decks, two living rooms and ...
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Weekly
€3,145 - €5,241 -
Monthly
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| Management: | Professional |
| Property: | Rental Home |
| Bedrooms: | 7, sleeps 14 |
| Bathrooms: | 5 |
Bedrooms: Bed size Floor Maximum occupancy: 14 House #1 2 twins Full baths: 3 Half baths: 1 House #2 2 twins House #3 Queen Guest House #1 King Guest House #2 ...
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Also consider
| Management: | Professional |
| Property: | Rental Home |
| Bedrooms: | 4, sleeps 8 |
| Bathrooms: | 4 |
Winter view!
Policy: Pets not allowed, Not handicap accessible
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Nightly
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Weekly
€1,747 - €3,843 -
Monthly
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1-20 of 33
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Vacation Rentals
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Professionally managed typically means…
- Member of the FlipKey Verified Property Manager program
- Dedicated on-site help
- Experienced local staff
- Professional hospitality services
- Secure credit card payment
Verified Plus property owner typically means…
- Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
- Established history of renting online
- Direct & personal contact
- Detailed rental knowledge
- Flexible dates & rates
- More options in smaller towns
Verified property owner typically means…
- Verification of owner name and address via valid credit card
- History of renting online
- Direct & personal contact
- Detailed rental knowledge
- Flexible dates & rates
- More options in smaller towns
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