Choose from 175 vacation rentals located in Chilmark, Massachusetts. Top filters in Chilmark include Internet / Wifi, Laundry, and Kitchen / Kitchenette. Prices range from $70 to $9,800 per night. Our most popular vacation rental types near Chilmark are Condo and Hotel.

Top vacation rentals in Chilmark

Philbin Beach, Aquinnah
4.9
Outstanding(71 Reviews)
House
 in Aquinnah
Martha's Vineyard Cozy Getaway near picturesque Philbin Beach
8 guests · 3 bedrooms · 2 baths
Garden · Pets allowed · Kitchen / Kitchenette

This House for $280 in Chilmark, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
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Turtle Pond Farm front
5.0
Outstanding(65 Reviews)
House
 in West Tisbury
Walk to Lambert's Cove Beach. Pastoral setting. Elegant farmhouse & guest house.
10 guests · 5 bedrooms · 4 baths
Garden · Kitchen / Kitchenette · Air conditioner

Business stays, family stays, couples stay, getaway vacation, and rental in Chilmark at Walk to Lambert's Cove Beach. Pastoral setting. Elegant farmhouse & guest house. for $750 for your next trip.

$$$$
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REAR facade and patio
5.0
Outstanding(67 Reviews)
House
 in Chilmark
Classic, upscale Chilmark Farmhouse and private beach
12 guests · 5 bedrooms · 3 baths
Garden · Pets allowed · Kitchen / Kitchenette

Looking to create some memories in Chilmark? Look no further than our House, Classic, upscale Chilmark Farmhouse and private beach. Enjoy top-rated amenities including Air conditioner, Dishwasher and Fireplace, and more.

$$$$
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Windows EVERYWHERE!
4.9
Outstanding(70 Reviews)
House
 in Aquinnah
Magical House in the Trees with Water View - Secluded Area
6 guests · 3 bedrooms · 3 baths
Garden · Pets allowed · Kitchen / Kitchenette

Looking for the perfect place to call home during your trip to Chilmark? This House offers a comfort and style with top-notch amenities, including Dishwasher, Internet / Wifi and Laundry, and more.

$$$$
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Vacation rentals with internet & wifi in Chilmark

Beautiful lawn surrounds the house
5.0
Outstanding(51 Reviews)
House
 in West Tisbury
Charming Farmhouse serene amongst the trees
8 guests · 3 bedrooms · 2 baths
Garden · Kitchen / Kitchenette · Air conditioner

This attractive House in Chilmark, $650 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
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Screen in porch with large seating area and ceiling fans
4.9
Outstanding(50 Reviews)
House
 in West Tisbury
Historic Captains House - Newly Renovated Primary Bathroom and Upgraded Kitchen
10 guests · 4 bedrooms · 4 baths
Garden · Kitchen / Kitchenette · Air conditioner

House in Chilmark, for $750 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

$$$$
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Welcome to our peaceful home in Aquinnah, just above Menemsha Pond!
4.8
Outstanding(46 Reviews)
House
 in Aquinnah
Calm & charming custom home—access to private ocean beach, Menemsha Pond+kayaks
8 guests · 3 bedrooms · 2 baths
Garden · Kitchen / Kitchenette · Air conditioner

This House in Chilmark, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

$$$$
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Beachfront
Exterior
5.0
Outstanding(56 Reviews)
House
 in Aquinnah
Beachfront Aquinnah home. Beautiful views!
8 guests · 4 bedrooms · 2 baths
Garden · Pets allowed · Kitchen / Kitchenette

Looking to create some memories in Chilmark? Look no further than our House, Beachfront Aquinnah home. Beautiful views!. Enjoy top-rated amenities including Air conditioner, Dishwasher and Fireplace, and more.

$$$$
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Chilmark

Chilmark travel guide

Let us help you plan your perfect Chilmark vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Chilmark, and more.

Frequently asked questions

What is the price range for rentals in Chilmark?

Vacation rentals in Chilmark have a price range between $70-$9,800. The average price for rentals in Chilmark is $514 per night.

What are the most popular vacation rental amenities in Chilmark?

  • Internet / Wifi
  • Laundry
  • Kitchen / Kitchenette

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