Entire home

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

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A single-story house with a deck, surrounded by a well-maintained lawn and trees.
A spacious room with a wooden dining table, chairs, a sofa, and a large window offering a view of greenery.
A bedroom with a bed, bedside tables, a lamp, framed pictures, wooden wardrobe, and large windows.
A kitchen with wooden cabinets, a microwave, a stove, and a window with a view of greenery.
A two-story wooden cabin with a sloped roof, a small porch, and a fenced yard.

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms1 bathroom800 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Air conditioning
  • Outdoor Space

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

Room options

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About the neighborhood

Chilmark

Located in Chilmark, this vacation home is by the sea, within a 5-minute drive of Waskosim's Rock Reservation and Middle Road Sanctuary. .This family-friendly vacation home is 19.7 mi (31.7 km) from Cape Cod Beaches and 13.7 mi (22 km) from Inkwell Beach.

What's nearby

  • Waskosim's Rock Reservation - 18 min walk - 1.0 mile
  • Middle Road Sanctuary - 4 min drive - 1.4 miles
  • Oak Bluffs Harbor - 34 min drive - 15.8 miles
  • Oak Bluffs Town Beach - 35 min drive - 16.5 miles
  • Inkwell Beach - 35 min drive - 16.5 miles

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

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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
Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with a refrigerator and an oven. Conveniences include a microwave and a coffee/tea maker.
Take in the views from a garden.
Guests will find features like internet access.

Property amenities

Beach

  • Beach nearby

Internet

  • Available in the house: WiFi

Kitchen

  • Blender
  • Coffee/tea maker
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • Games
  • TV

Outdoor areas

  • Garden

Laundry

  • Washing machine

Work spaces

  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a village
  • Near the sea

Things to do

  • Fishing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

General

  • Garden
  • Unit size: 800 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets allowed
Service animals are welcome, and are exempt from fees

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

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 fire extinguisher and a first aid kit
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Property Registration Number C0474870620

Property is also known as

69bd1dabda7ec50012715a0c

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

Reviews

10

Exceptional

Rating 10 - Excellent. 2 out of 2 reviews
Rating 8 - Good. 0 out of 2 reviews
Rating 6 - Okay. 0 out of 2 reviews
Rating 4 - Poor. 0 out of 2 reviews
Rating 2 - Terrible. 0 out of 2 reviews

10/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Cooking with Dallas G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Relaxing
Stayed 3 nights in Aug 2026
Verified review

10/10 Excellent

Rusty P.

Stayed 3 nights in Aug 2026