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Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches

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A modern house with a deck, outdoor seating, and a large window.
A spacious living room with wooden beams, a dining area, and a kitchen.
A living room with a sofa, armchair, and a table with books. There is a large window and a door leading outside.
A deck with a table and chairs, surrounded by a grassy area and trees.
A living room with a sofa, armchair, and coffee table, a sliding glass door to a deck, and a framed picture on the wall.

Reviews

9.4 out of 10
Exceptional
With space for 4 guests, this vacation home features 2 bedrooms and 1 bathroom. Enjoy fishing and beach access while exploring the nearby shopping area and museum. The property sits in a charming village, ideal for those seeking local culture and outdoor activities.
2 bedrooms1 bathroomSleeps 4

Popular amenities

  • Toys
  • Washing machine
  • Air-conditioning
  • Internet
  • Refrigerator
  • Pet-friendly

Explore the area

View in a map
Chilmark, MA
  • Place, Waskosim's Rock Reservation
    ‪18 min walk‬
  • Place, Middle Road Sanctuary
    ‪4 min drive‬
  • Place, Inkwell Beach
    ‪35 min drive‬
  • Airport, Vineyard Haven, MA (MVY-Martha's Vineyard)
    ‪24 min drive‬

Where you'll sleep

2 bedrooms (sleeps 4)

Bedroom 1

1 King Bed

Bedroom 2

2 Single Beds

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Kitchen
Office
Garden

About this property

Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches

Summary:

Chilmark Guest House



The Space:

Tucked away in a private glen on three secluded acres, this light-filled home in Chilmark is Martha's Vineyard at its most peaceful. It's the perfect escape for beach-goers, as it sits within minutes of Menemsha (three miles), Lucy Vincent Beach (four miles), and Squibnocket Beach (five miles). The house enjoys a beautiful, natural setting, with thickets of woods surrounding the grassy lawn. On summer mornings, ride your bikes or walk less than two miles to the tranquil expanse of Great Rock Bight Preserve. Upon your return, linger outside on the deck and sip a steaming cup of coffee in a rocking chair. It's a joy to come home after a day at the beach, as you light the gas grill, set the outdoor table for a sunset dinner, and watch the kids release any lingering energy on the outdoor play structure. Back inside, lofty ceilings, exposed cross beams, and large panes of glass bring in an abundance of light and nature. As a result, you'll feel surrounded by the island's beauty as you cook in the kitchen, play board games at the table, and stream movies in the living room. Both bedrooms open to the deck, one of which is a charming children's room with bunks and a selection of toys and books. A private washer/dryer and complimentary WiFi are provided for your comfort and convenience as well. Things to Know
Our prices include all fees. No hidden fees.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
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
Guests must be 25 years of age. Any guest under the age of 25 must be accompanied by a parent or legal guardian throughout the entirety of the stay.

Important information

You need to know

Property Registration Number C0474870620
Property # 5245362vb
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit

About the area

Chilmark

Located in Chilmark, this holiday home is near the beach. Gay Head Lighthouse and Tisbury Town Hall & Katharine Cornell Memorial Theater are local landmarks, and the area's natural beauty can be seen at Inkwell Beach and Cape Cod Beaches. Travelling with kids? Consider Fulling Mill Brook Preserve and Chilmark Chocolates. Take the opportunity to explore the area for water adventures such as fishing.
Map
Chilmark, MA

What's nearby

  • Waskosim's Rock Reservation - 18 min walk - 1.5 km
  • Middle Road Sanctuary - 4 min drive - 2.1 km
  • Menemsha Beach - 7 min drive - 5.3 km
  • Oak Bluffs Harbor - 34 min drive - 25.4 km
  • Inkwell Beach - 35 min drive - 26.5 km

Getting around

  • Vineyard Haven, MA (MVY-Martha's Vineyard) - 16 min drive

Restaurants

  • ‪State Road - ‬11 min drive
  • ‪7aFoods - ‬13 min drive
  • ‪Menemsha Galley - ‬8 min drive
  • ‪North Tisbury Farm & Market - ‬11 min drive
  • ‪The Homeport - ‬7 min drive

Frequently asked questions

Is Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches?

Check-in begins at 4:00 PM.

What time is check-out at Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches?

Checkout is at 10:00 AM.

Where is Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches located?

This family-friendly Chilmark holiday home is located by the sea, within 2 mi (3 km) of Waskosim's Rock Reservation, Middle Road Sanctuary and The Yard. Fulling Mill Brook Preserve and Edys Island are also within 3 miles (5 km).

Reviews

9.4

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 2 out of 3 reviews
Rating 8 - Good. 1 out of 3 reviews
Rating 6 - Okay. 0 out of 3 reviews
Rating 4 - Poor. 0 out of 3 reviews
Rating 2 - Terrible. 0 out of 3 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

8.0/10

Location

9.0/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Relaxing
Stayed 3 nights in Aug 2026
Response from VrboOwner on 28 Aug 2026
Thank you so much for the perfect rating. We're thrilled the property provided the peaceful, relaxing retreat you were looking for. We'd love to host you again whenever your travels bring you back. The VueStay Team
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, listing accuracy
House was nice, clean, beds comfortable. It’s quite a bit down a one lane dirt road that has no street sign. We went head to head 3 times with cars coming the other way which required backing down the narrow road backwards. Two issues: 1) the mixer valve for the shower works but needs to be replaced; 2) the water has a very metallic taste. Would be nice if there was a gallon jug of water in the refrigerator. Parking space is a bit away though it appears that the driveway used to go up to the house. There is no explanation for not being able to use the driveway next to the house, just a threat that they will fine you if you move the rocks that block the driveway.
Stayed 2 nights in Aug 2026
Response from VrboOwner on 11 Sept 2026
Thank you for taking the time to share your feedback. We're glad the house was clean and comfortable for you, and we appreciate you noting the specifics so we can address them properly. The mixer valve for the shower has been replaced. Regarding the water taste, our local team has confirmed the water quality is within standard parameters, though we understand metallic taste can be a personal perception that varies by guest, and we'll pass your observation along for review. The driveway access and road conditions are fixed aspects of the property location that are disclosed in the listing and on the map during booking. The one-lane dirt road is typical for the area, and the driveway restriction is set by the property owner for safety and liability reasons. We recognize these details may not be ideal for all guests, and we encourage future guests to review the listing photos, map, and description carefully before booking so they can decide if the location and access work for their stay. We appreciate your feedback and hope you'll consider staying with us again.
Verified review

10/10 Excellent

Stayed 3 nights in Aug 2026
Response from VrboOwner on 27 Aug 2026
Thank you so much for the perfect rating. We're so glad you had a wonderful stay, and we'd love to host you again whenever your travels bring you back. The VueStay Team

About the host

Hosted by VueStay Vacations by Casago

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Languages:

English
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