Entire home

Peaceful Scenic Up-Island Retreat With Private Martha's Vineyard Beach

Photo gallery for Peaceful Scenic Up-Island Retreat With Private Martha's Vineyard Beach

A wooden boardwalk leading to a sandy beach with waves, grassy dunes, and a clear sky. - Peaceful Scenic Up-Island Retreat With Private Martha's Vineyard Beach (Chilmark)
A wooden interior with a dining table, chairs, and a kitchen area with shelves and appliances. - Peaceful Scenic Up-Island Retreat With Private Martha's Vineyard Beach (Chilmark)
A cozy living room with a fireplace, wooden walls, and a comfortable seating area. - Peaceful Scenic Up-Island Retreat With Private Martha's Vineyard Beach (Chilmark)
A bedroom with a wooden floor, a bed with a grey floral bedspread, two bedside tables with lamps, a rocking chair, and a window with a view of greenery. - Peaceful Scenic Up-Island Retreat With Private Martha's Vineyard Beach (Chilmark)
A cozy cabin interior with wooden floors, a dining area, and a kitchen visible through an open doorway. - Peaceful Scenic Up-Island Retreat With Private Martha's Vineyard Beach (Chilmark)
Peaceful Scenic Up-Island Retreat With Private Martha's Vineyard Beach provides laundry facilities and more. Guests can connect to in-room WiFi.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Washing machine
  • Dryer
  • Parking available
  • Barbecue
  • Fireplace

Add dates for prices

About this property

Peaceful Scenic Up-Island Retreat With Private Martha's Vineyard Beach

  • Simpler, secluded living, just 5 minutes walk through woods to a gorgeous private beach, where stairs lead down from a spectacular cliff-top view of the Island's entire south shore. This lovely rental offers relaxation in a comfortable, informal, well-equipped converted 19th-century carriage barn. You'll be nestled in one of the largest and most secluded estates on the Island, Windy Gates in Chilmark (the quiet end of Martha's Vineyard). There you can revel in the waves of one of the world’s most beautiful beaches, or take a short, forested walk to a meandering trout brook.
    The Windy Gates barn's 40' X 26' open plan downstairs features ten-foot ceilings, and rich lacquered wooden walls with huge vintage photographs of Island scenery. Sliding barn-doors and French doors open to let in summer light and air. In addition to the cozy conversation area, there’s a small media corner and an office space with wireless internet and unlimited national calling. The eat-in kitchen seats ten. The full bath downstairs is supplemented by an outdoor shower, washer and dryer.
    Upstairs is four bedrooms and a half bath; the sunlit master bedroom runs the width of the house. Woods shade the house on two sides; the others are open and sunny. Outdoor accommodations include a grill, picnic table, fresh-air clothes line and comfortable lawn furniture. This is a healthy, eco-friendly retreat. We use only proven, greener cleaners, and non-toxic products. It's smoker and pet-free, with no rugs or curtains (washable shades only), and all mattresses and pillows are fitted with hypo-allergenic covers. Thinkers, artists, craftsmen and just plain private people have cherished this unusual, quiet retreat for generations, returning time and again. Find out why for yourself.

    WEEKDAY TO WEEKDAY BOOKINGS ONLY PLEASE! Discount available for stays of two or more weeks.

Similar properties

About the area

Chilmark is home to this holiday home. Tisbury Town Hall & Katharine Cornell Memorial Theater and Vineyard Playhouse are cultural highlights, and some of the area's activities can be experienced at Island Cove Miniature Golf and Island Cove Adventures. Chilmark Chocolates and Fulling Mill Brook Preserve are also worth visiting. Take the opportunity to explore the area for outdoor excitement like hiking/biking trails. Visit our Chilmark travel guide
View more Holiday homes in Chilmark
Map
Chilmark, MA

What's nearby

  • A beach with a lifeguard tower, a rocky breakwater, and the ocean.
    Inkwell Beach
    35 min drive - 29.2 km
  • Chilmark Public Library
    14 min walk - 1.2 km
  • Chilmark Town Hall
    16 min walk - 1.4 km
  • Chilmark Chocolates
    16 min walk - 1.4 km
  • Lucy Vincent Beach
    2 min drive - 1.1 km

Getting around

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

Restaurants

  • State Road
    11 min drive
  • Chilmark Tavern
    11 min walk
  • Menemsha Galley
    5 min drive
  • 7aFoods
    9 min drive
  • North Tisbury Farm & Market
    12 min drive

Frequently asked questions

Is Peaceful Scenic Up-Island Retreat With Private Martha's Vineyard Beach pet-friendly?

No, pets are not allowed at this property.

How much is parking at Peaceful Scenic Up-Island Retreat With Private Martha's Vineyard Beach?

On-site parking is available at the property.

What time is check-in at Peaceful Scenic Up-Island Retreat With Private Martha's Vineyard Beach?

Check-in begins at 4:00 PM.

What time is check-out at Peaceful Scenic Up-Island Retreat With Private Martha's Vineyard Beach?

Checkout is at 10:00 AM.

Where is Peaceful Scenic Up-Island Retreat With Private Martha's Vineyard Beach located?

Situated in Chilmark, this holiday home is within a 15-minute walk of Chilmark Chocolates, Chilmark Town Hall and Chilmark Public Library. Stonewall Beach and Edys Island are also within 3 miles (5 km).

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Reviews

Peaceful Scenic Up-Island Retreat With Private Martha's Vineyard Beach Reviews

10

Exceptional

10

Cleanliness

10

Location
Rating 10 - Excellent. 1 out of 1 reviews
Rating 8 - Good. 0 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
cozy home with lovely stroll to breathtaking beach. perfect for our group.
Stayed 8 nights in Aug 2025