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Chilmark Home, AC, WiFi, Pet friendly, 2 Tennis ct

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Exterior
Exterior
Living area
Dining
Outdoor dining
5 bedrooms5 bathroomsSleeps 12

Popular amenities

  • Onsite parking available
  • Pet-friendly
  • Kitchen
  • Washer
  • Air conditioning
  • Outdoor grill

Explore the area

View in a map
Chilmark, MA
  • Place, Chilmark Public Library
    ‪4 min drive‬
  • Place, Chilmark Town Hall
    ‪4 min drive‬
  • Place, Menemsha Beach
    ‪4 min drive‬
  • Airport, Vineyard Haven, MA (MVY-Martha's Vineyard)
    ‪25 min drive‬

Rooms & beds

5 bedrooms (sleeps 12)

Guest Bedroom

1 Queen Bed

Guest Bedroom

2 Twin Beds

Guest Ensuite Bedroom

2 Twin Bunk Beds

Lower Level Primary King Suite

1 King Bed

Upper Level Primary King Suite

1 King Bed

5 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet · Shower only

Bathroom 4

Toilet · Shower only

Bathroom 5

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Balcony
Garden
Dining area

About this property

Chilmark Home, AC, WiFi, Pet friendly, 2 Tennis ct

Welcome to this spacious and inviting Chilmark retreat set on three private acres in the desirable Prospect Hill community. With five bedrooms and five full bathrooms, this home is ideal for large families or groups looking to enjoy the best of Martha’s Vineyard in comfort and style.

Enjoy beautiful channel views over Vineyard Sound, perfect for catching breathtaking sunsets from the expansive deck. The home features multiple gathering spaces, a sprawling lawn, and plenty of parking — perfect for outdoor entertaining or quiet relaxation.

Guests have access to two private association tennis courts and miles of scenic walking trails, as well as Chilmark’s exclusive town beaches, including Lucy Vincent and Squibnocket. A ten-minute walk brings you to Menemsha Village, known for its fresh seafood, shops, and iconic harbor views.

Inside, the home offers flexible accommodations for everyone:

Upper-level primary suite with king bed and en-suite bath

Lower-level primary suite with king bed and en-suite bath

Bunk room with two twin bunk beds and private bath

Guest room with queen bed

Guest room with two twins

Two additional full baths in the hall

Two outdoor showers for after-beach convenience

Each room includes split Heat/AC units, with central ducts in the upper living area and master suite to ensure comfort year-round.

Experience the privacy, serenity, and timeless charm of Chilmark from this exceptional Vineyard getaway.
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Pet friendly
Free WiFi
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

Pets allowed
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Smoking

Smoking is not permitted
No Smoking
No Events or Parties unless pre-approved by managers and homeowner

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
Property Registration Number C2430123090

About the neighborhood

Chilmark

Located in Chilmark, this vacation home is in a rural area and by the sea. Tisbury Town Hall & Katharine Cornell Memorial Theater and Vineyard Playhouse are cultural highlights, and some of the area's activities can be experienced at Woods Hole Ferry Terminal and Island Cove Miniature Golf. Chilmark Chocolates and Fulling Mill Brook Preserve are also worth visiting. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with horse riding and hunting.
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Map
Chilmark, MA

What's nearby

  • Chilmark Public Library - 4 min drive - 2.5 km
  • Chilmark Town Hall - 4 min drive - 2.5 km
  • Menemsha Beach - 4 min drive - 3.2 km
  • Chilmark Chocolates - 4 min drive - 3.2 km
  • Inkwell Beach - 38 min drive - 32.4 km

Getting around

  • Vineyard Haven, MA (MVY-Martha's Vineyard) - 23 min drive

Restaurants

  • ‪State Road - ‬12 min drive
  • ‪7aFoods - ‬11 min drive
  • ‪Home Port Restaurant - ‬20 min walk
  • ‪Chilmark Tavern - ‬3 min drive
  • ‪North Tisbury Farm & Market - ‬12 min drive

Frequently asked questions

Is Chilmark Home, AC, WiFi, Pet friendly, 2 Tennis ct pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Chilmark Home, AC, WiFi, Pet friendly, 2 Tennis ct?

As of Apr 23, 2026, prices found for a 1-night stay for 2 adults at Chilmark Home, AC, WiFi, Pet friendly, 2 Tennis ct on Apr 24, 2026 start from $1,934, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Chilmark Home, AC, WiFi, Pet friendly, 2 Tennis ct?

Check-in begins at 4:00 PM.

What time is check-out at Chilmark Home, AC, WiFi, Pet friendly, 2 Tennis ct?

Check-out is at 10:00 AM.

Where is Chilmark Home, AC, WiFi, Pet friendly, 2 Tennis ct located?

Situated by the sea, this vacation home is within 2 mi (3 km) of Edys Island, Menemsha Beach, and Chilmark Town Hall. Waskosim's Rock Reservation and Chilmark Public Library are also within 3 mi (5 km).

About the host

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