Holiday Rentals in Chilmark
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43 rentals in Chilmark.
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Classic,upscale Chilmark Farmhouse and private beach
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Mid-Century Modern - All Glass House - Designed By Frank Lloyd Wright Apprentice
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Spectacular Newly Renovated Home in Menemsha
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Classic Cape in ideal, Chilmark location.
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Quintessential Chilmark Retreat With Water Views In Martha's Vineyard
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Luminous rural retreat with spectacular ocean views.
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Ideal Menemsha House with Private Beach and Breathtaking Sunset Views
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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comfortable ranch house overlooking Menemsha Bight
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Fully Appointed Water View House Ten Minutes Walk from Beach
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Peaceful Wooded Retreat, Short Car Ride to Everything. Week is Friday to Friday
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Save time - get the best Chilmark rentals sent straight to your email!
Iconic mid-century home with gorgeous ocean views, private pool and decks!
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Pet-Friendly Historic Chilmark Cottage
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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In Menemsha Village - Sunset House
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Pet-Friendly Historic Chilmark House
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Tucked Away on Tea Lane, Chilmark
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Chilmark home with water views and key to Black Point Beach
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful house on Chilmark Pond with water view, pool & access to private beach
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Airey Two Bedroom Menemsha cottage
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Chilmark Vista and Lucy Vincent Beach
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Chilmark House w/Sunroom on Martha's Vineyard
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Menemsha Harborside Cottage - STEAMSHIP reservations available for open Aug. wks
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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'Over South', Family farm house in Chilmark
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Quiet home with beach & peek-a-boo ocean views!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful, historic farmhouse on Chilmark Pond
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Secluded mid-century home w/ large deck, yard & fireplace
Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Striking 5BR/4BA Chilmark Contemporary with Views of the Sound
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
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Chilmark Farmhouse with access to Hancock Beach
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Family friendly beach house sleeps 12
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Spectacular Chilmark Hilltop Ocean View
Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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CLASSIC VINEYARD FISHING VILLAGE VIEWS FROM THIS QUINTESSENTIAL COTTAGE
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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CHARMING HOME W/VIEWS OF VINEYARD SOUND & ELIZABETH ISLANDS
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Spring Point Cottage With Gorgeous Sunsets Overlooking Vineyard Sound
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Charming Chilmark Cottage With Big Atlantic View; Private Pond And Beach
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Gracious and Spacious Chilmark Home with a Pool
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Estate guesthouse, glorious water view, & 2 private beaches!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Private oceanfront compound , 1/3 mi Private Beach, AC, Chilmark, WiFi
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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CHARMING COUNTRY HOME IN CHILMARK
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Secluded Property with Vineyard Sound Views and Private Beach
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Secluded house in the woods with deck, streamside firepit, Vincent Beach nearby
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Chilmark Farmhouse W/ Private South Shore Beach and Outdoor Pool
Holiday Rental House
7 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Light and airy modern holiday cottage with access to private beach
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Private Chilmark beach on The Cliffs in your backyard, 3 BR, 3 bath, WiFi, AC
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Secluded 2-Acre Hideaway | Fireplace, Wraparound Deck | Near Trails & Beaches
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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1
Frequently Asked Questions about Chilmark
- Yes, here are some popular holiday rentals in Chilmark that have a pool:\n
- \n
- Gracious and Spacious Chilmark Home with a Pool \n
- Iconic mid-century home with gorgeous ocean views, private pool and decks! \n
- Beautiful Chilmark Farmhouse W/ Private South Shore Beach and Outdoor Pool \n
- Yes, here are some popular holiday rentals in Chilmark that have internet access:\n
- \n
- CHARMING COUNTRY HOME IN CHILMARK \n
- CLASSIC VINEYARD FISHING VILLAGE VIEWS FROM THIS QUINTESSENTIAL COTTAGE \n
- CHARMING HOME W/VIEWS OF VINEYARD SOUND & ELIZABETH ISLANDS \n
- The best pet friendly rentals in Chilmark are:\n
- \n
- Striking 5BR/4BA Chilmark Contemporary with Views of the Sound \n
- Family friendly beach house sleeps 12 \n
- CHARMING COUNTRY HOME IN CHILMARK \n
- Some of the most popular kid friendly rentals in Chilmark are:\n
- \n
- Striking 5BR/4BA Chilmark Contemporary with Views of the Sound \n
- Spectacular Chilmark Hilltop Ocean View \n
- Family friendly beach house sleeps 12 \n