120+ Vacation Rentals Near Chilmark Chocolates |
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Rabat Hotels - Vacation Rentals in Chilmark Chocolates

Hillside Oak From US $914
         

|
10.0 (1 Review)
House
Hillside Oak
  • Air Conditioner
  • Pet Friendly
  • View

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Martha's Vineyard Cozy Getaway Near Picturesque Philbin Beach From US $640
         

10.0 (89 Reviews)
House
Martha's Vineyard Cozy Getaway Near Picturesque Philbin Beach
  • Air Conditioner
  • Parking
  • Pet Friendly

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The Eliot Noyes From US $1,895
         

9.0 (1 Review)
House
The Eliot Noyes
  • Pool
  • View
  • Balcony/Terrace

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Bright and cozy menemsha cottage From US $513
         

10.0 (5 Reviews)
Cottage
Bright and cozy menemsha cottage
  • Air Conditioner
  • Parking
  • Pet Friendly

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Chilmark Guest House From US $749
         

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8.6 (6 Reviews)
House
Chilmark Guest House
  • Air Conditioner
  • Pet Friendly
  • View

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Menemsha Pond views & access! Mid-century renovated beach house. Dogs welcome. From US $795
         

10.0 (29 Reviews)
House
Menemsha Pond views & access! Mid-century renovated beach house. Dogs welcome.
  • Air Conditioner
  • Parking
  • Pet Friendly

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Post and Beam home with westward views of the ocean and sunsets From US $1,088
         

10.0 (8 Reviews)
House
Post and Beam home with westward views of the ocean and sunsets
  • Air Conditioner
  • Parking
  • Pet Friendly

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Lovely Chilmark home on Abel's Hill with private beach, pond, tennis, and trails From US $1,515
         

10.0 (7 Reviews)
House
Lovely Chilmark home on Abel's Hill with private beach, pond, tennis, and trails
  • Air Conditioner
  • Parking
  • TV

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Peaceful Scenic Up-Island Retreat With Private Martha's Vineyard Beach From US $802
         

10.0 (1 Review)
House
Peaceful Scenic Up-Island Retreat With Private Martha's Vineyard Beach
  • Parking
  • Security/Safety
  • Bedding/Linens

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Cozy efficiency apartment/heated pool From US $456
         

9.6 (21 Reviews)
Apartment
Cozy efficiency apartment/heated pool
  • Air Conditioner
  • Parking
  • Pool

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Private Hillside Home, Fully Equipped Kitchen, Dog-Friendly, A/C, W/D From US $1,126
         

9.6 (9 Reviews)
House
Private Hillside Home, Fully Equipped Kitchen, Dog-Friendly, A/C, W/D
  • Air Conditioner
  • Pet Friendly
  • TV

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Water-view home with large deck, balcony, enclosed sunroom & peaceful location From US $630
         

9.6 (7 Reviews)
House
Water-view home with large deck, balcony, enclosed sunroom & peaceful location
  • Air Conditioner
  • TV
  • View

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Private Hilltop Chilmark Estate with private tennis court, gym and hot tub From US $6,812
         

2.0 (1 Review)
House
Private Hilltop Chilmark Estate with private tennis court, gym and hot tub
  • Air Conditioner
  • Parking
  • TV

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Amazing sunsets, a welcoming home, and island adventures. Lifetime memories! From US $1,751
         

New
House
Amazing sunsets, a welcoming home, and island adventures. Lifetime memories!
  • Air Conditioner
  • Parking
  • TV

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Ocean View, Walk to Beach, Dog Friendly From US $1,211
         

New
House
Ocean View, Walk to Beach, Dog Friendly
  • Air Conditioner
  • Pet Friendly
  • TV

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Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks From US $713
         

New
House
Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks
  • Pool
  • TV
  • View

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Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches From US $621
         

New
House
Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches
  • Air Conditioner
  • Pet Friendly
  • TV

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2-bedroom cottage in Chilmark 1/2 mile from Menemsha Harbor and fishing village From US $358
         

New
Cottage
2-bedroom cottage in Chilmark 1/2 mile from Menemsha Harbor and fishing village
  • Air Conditioner
  • Parking
  • TV

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Gracious Prestige Landmark ~ 2 Private Beaches ~ Fabulous View From US $918
         

10.0 (25 Reviews)
House
Gracious Prestige Landmark ~ 2 Private Beaches ~ Fabulous View
  • Air Conditioner
  • Parking
  • Pet Friendly

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Charming Rustic Cottage From US $467
         

10.0 (9 Reviews)
Cottage
Charming Rustic Cottage
  • Parking
  • TV
  • View

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Cool, Mid-Century House - Lucy Vincent Beach and Pool! From US $909
         

10.0 (26 Reviews)
House
Cool, Mid-Century House - Lucy Vincent Beach and Pool!
  • Air Conditioner
  • Parking
  • Pool

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Pet-Friendly Historic Chilmark House From US $782
         

10.0 (6 Reviews)
House
Pet-Friendly Historic Chilmark House
  • Air Conditioner
  • Parking
  • Pet Friendly

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Walk to Beach Beautiful Ocean Views From US $1,028
         

10.0 (5 Reviews)
House
Walk to Beach Beautiful Ocean Views
  • Parking
  • Pet Friendly
  • TV

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Aquinnah Skye Ln:Private Custom Post & Beam,Walk to Beach,Water View,Central A/C From US $1,552
         

10.0 (10 Reviews)
House
Aquinnah Skye Ln:Private Custom Post & Beam,Walk to Beach,Water View,Central A/C
  • Air Conditioner
  • Parking
  • TV

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★ Pro Tip: Rabathotels makes it easy to compare the best listings on Rabathotels homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Rabathotels homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Chilmark Chocolates.

Weather in Chilmark Chocolates

View the weather forecast for Chilmark Chocolates before booking your Chilmark Chocolates Vacation Rentals to confirm your best time to go.

December - February
High 46°F       Low 21°F
March - May
High 66°F       Low 25°F
June - August
High 81°F       Low 55°F
September - November
High 76°F       Low 33°F

Top Attractions Around Chilmark Chocolates, MA

Rabathotels offers a large selection of top attractions around Chilmark Chocolates. Research things to do on your vacation before you visit Chilmark Chocolates.


Katama Beach Martha's Vineyard Film Center South Beach Martha's Vineyard Museum Martha's Vineyard Chamber of Commerce Island Cove Miniature Golf Gus Ben David's World of Reptiles and Birds Park Martha's Vineyard Preservation Trust Historic Buildings Vineyard Haven Public Library Gay Head Lighthouse Manuel F Correlus State Forest Aquinnah Cliffs Island Cove Adventures Polly Hill Arboretum Lucy Vincent Beach Long Point Beach The Yard Menemsha Beach Tisbury Town Hall & Katharine Cornell Memorial Theater Long Point Wildlife Refuge

Chilmark Chocolates Vacation Rental Frequently Asked Questions

How many vacation rentals are available in Chilmark Chocolates?

Currently, the total number of properties listed in 2026 is over 120 in the Chilmark Chocolates area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Chilmark Chocolates.