4-Season Guest House on Historic Chilmark Estate


Entire guesthouse hosted by Jessica

2 guests, 1 bedroom, 1 bed, 1 bath
Entire home
You’ll have the guesthouse to yourself.
Enhanced Clean
This host committed to Airbnb's 5-step enhanced cleaning process.
Jessica is a Superhost
Superhosts are experienced, highly rated hosts who are committed to providing great stays for guests.
Great location
93% of recent guests gave the location a 5-star rating.
Beautiful private guest house in Chilmark on Martha's Vineyard. Secluded yet convenient. Pass to spectacular Chilmark beaches! Newly renovated and gorgeous. Great location - 10 minute walk to Chilmark Store.
Full kitchen, living area, kitchen island/dining table, queen bed & day bed, fireplace/heater, outdoor area with private outdoor shower, deck and picnic table, full bathroom inside. Keurig machine. 2 friendly labs and 4 chickens on premises. Easy bus access. Old-style MV charm.

The space
Continental breakfast supplies provided on check-in including honey from our bees and the best granola.
Owner lives in main house adjacent. Old-style Chilmark charm on historic property. Hear the ocean at night if the wind is right, and the stars are always amazing. Cool, casual and comfortable.
1 mile from Lucy Vincent Beach and Squibnocket Beach.

Drive on pass to Lucy Vincent and Squibnocket beaches available for stays of 14 days or longer - otherwise free walk-on beach passes to both beaches.

To accommodate more family members consider also booking my other listing on the property: Beautifully Renovated 1800s Chilmark Barn - sleeps 4.

Where you'll sleep

1 queen bed

What this place offers

Garden view
Beach access
Free parking on premises
Private patio or balcony
Indoor fireplace
Luggage drop-off allowed
Hair dryer

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5.0 out of 5 stars from 43 reviews


Where you’ll be

Chilmark, Massachusetts, United States

Chilmark is the best place in the world. Gorgeous beaches and walks, the best people, great food. Quiet and restorative.

Hosted by Jessica

  1. Joined in September 2017
  • 94 Reviews
  • Identity verified
  • Superhost

Jessica is a Superhost

Superhosts are experienced, highly rated hosts who are committed to providing great stays for guests.
  • Response rate: 100%
  • Response time: within an hour
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Things to know

House rules

Check-in: After 4:00 p.m.
Checkout: 11:00 a.m.
Not suitable for children and infants
No smoking
No pets
No parties or events

Health & safety

Committed to Airbnb's enhanced cleaning process. Show more
Airbnb's social-distancing and other COVID-19-related guidelines apply
Nearby lake, river, other body of water
Carbon monoxide alarm
Smoke alarm

Cancellation policy