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Up Island charm, in-town convenience

Photo gallery for Up Island charm, in-town convenience

A white building with a red roof and a lighthouse tower.
A wooden deck with a wooden gate and a decorative metal piece.
A neatly arranged bedroom with a large bed, two bedside tables with lamps, a window with blinds, and framed pictures on the walls.
A single-story house with a covered porch, a small deck, and a gravel driveway.
A golf course with a sand bunker, a clubhouse, and residential houses in the background.

Reviews

10 out of 10
Exceptional

Highlights

  • Discover nearby landmarks
    Walk to Vineyard Haven Public Library
Sleeps 6•3 bedrooms•3 beds

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washer
  • Air conditioning
  • Barbecue grill
  • Deck or patio

Explore the area

View in a map
Vineyard Haven, MA
  • Place, Vineyard Haven Public Library
    ‪16 min walk‬
  • Place, Tisbury Town Beach
    ‪18 min walk‬
  • Place, Martha's Vineyard Chamber of Commerce
    ‪3 min drive‬
  • Airport, Vineyard Haven, MA (MVY-Martha's Vineyard)
    ‪20 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Twin Bunk Bed

1 bathroom, 1 half bathroom

Bathroom 1

Bathroom 2

Toilet

Spaces

Deck or patio
Kitchen
Outdoor play area
Garden
Dining area

About this property

Up Island charm, in-town convenience

Up island charm on one acre, wooded lot- yet close to town.
Discover everything the Vineyard has to offer- great trails, golf, fishing, beaches, restaurants, shopping...
Our nicely appointed house is ideally located halfway between Vineyard Haven village (home of the famous Black Dog Tavern) and bucolic West Chop, in a family-friendly setting of private 1+ acre wooded lots. It's less than 1.5 miles to great fishing, beaches, town, library and shopping, with Mink Meadows public golf course just 5 minutes down the road. Renovated in 2011, furniture, bedding, most appliances and nearly everything else has been updated. Grill out or just relax with friends and family on our spacious deck,- and the lawn provides ample room for croquet, volleyball, or any other activity your family can think of. Enjoy our new horseshoe pit! After dark, the deck and backyard provide the perfect setting for Vineyard stargazing.

Our house has a breezy, open floor plan that easily allows for larger gatherings. The dining table comfortably seats 6-8, or 8-10 with the leaf inserted. There is an additional table on the deck that can also seat 8-10.

The primary bedroom features a queen bed, ceiling fan, and 1/2 bath. The sliding doors open onto the deck, and allow for plenty of natural light and provide cool breezes on warm summer nights. The outdoor shower is just steps away, conveniently built right on the deck.

A second bedroom also features a queen bed and ceiling fan.
If you're vacationing with a baby, this room also has a handy three drawer Bellini changing table doing double duty as a bureau. The third bedroom is kid tested and approved, with bunkbeds and reading lights

New Kohler sink, toilet and fixtures have been installed in the main bathroom, and there is an additional 1/2 bath in the master bedroom.

While TV is probably not on your vacation agenda, the living room does have a 40", as well as a 32" in the master bedroom. You'll also find a supply of games in the living room for those occasional rainy days- please also see our website for additional rainy day activities and destinations.

Working during your vacation can be a bummer, but if you must... we do have free wi-fi, phone and a charming 'vacation desk' made from reclaimed barnwood.

Keywords: sunny, private, large deck & yard
Our prices include all fees. No hidden fees.

Add dates for prices

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House Rules

Check in after 4:00 PM
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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Smoking

Smoking is not permitted

Important information

You need to know

Property Registration Number C0221552960
Property # 372372
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
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

About the neighborhood

Vineyard Haven

Located in Vineyard Haven, this vacation home is in the city center and near the beach. While the natural beauty of Inkwell Beach and Cape Cod Beaches can be enjoyed by anyone, those looking for an activity can check out Woods Hole Ferry Terminal. Traveling with kids? Consider Island Cove Miniature Golf and Flying Horses Carousel. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with mountain biking and horse riding nearby.
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Map
Vineyard Haven, MA

What's nearby

  • Lake Tashmoo - 13 min walk - 1.1 km
  • Vineyard Haven Public Library - 16 min walk - 1.4 km
  • Tisbury Town Beach - 18 min walk - 1.5 km
  • Martha's Vineyard Chamber of Commerce - 3 min drive - 2.2 km
  • Martha's Vineyard Film Center - 3 min drive - 2.5 km

Getting around

  • Vineyard Haven, MA (MVY-Martha's Vineyard) - 15 min drive

Restaurants

  • ‪Lookout Tavern - ‬9 min drive
  • ‪Flying Bridge Restaurant - ‬89 min drive
  • ‪Shipwrecked - ‬92 min drive
  • ‪Nancy's - ‬8 min drive
  • ‪Pie in the Sky Bakery & Cafe - ‬81 min drive

Frequently asked questions

How much is parking?

Onsite parking is available at the property.

How much does it cost to stay at Up Island charm, in-town convenience?

As of Aug 22, 2026, prices found for a 1-night stay for 2 adults at Up Island charm, in-town convenience on Sep 5, 2026 start from $444, 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.

What time is check-in at Up Island charm, in-town convenience?

Check-in begins at 4:00 PM.

What time is check-out at Up Island charm, in-town convenience?

Check-out is at 10:00 AM.

Where is Up Island charm, in-town convenience located?

This family-friendly Vineyard Haven vacation home is located near the beach, within a 15-minute walk of Lake Tashmoo, Tisbury Town Beach, and Vineyard Haven Public Library. Tisbury Town Hall & Katharine Cornell Memorial Theater and Martha's Vineyard Chamber of Commerce are also within 1 mi (2 km).

About the host

Hosted by Wayne Davey

Host profile image
I'm a born and raised Vineyard native, and while I've been away 20+ years, my wife, daughter and I have returned to the island every summer to visit family and friends.

Why they chose this property

As a third generation native of Vineyard Haven, I know it well. The town has the perfect balance of beach, boating, walking and bike trails, great restaurants & shopping- all without the 'stuffiness' you mind encounter in other vacation spots. And while we're close to everything, our location has a distinctly 'up-island' feel; woodsy yet with enough land for a sunny backyard, and an occasional flock of wild turkeys stopping by. Vineyard Haven has it all.

What makes this property unique

We spend a lot of time outdoors while on the island, so our deck and backyard get plenty of use for grilling out and playing games. We keep a boat in the Lagoon, just minutes away- the Lagoon is a great, uncrowded place for all kinds of water activities. We also love to ride bikes, whether it's into town for ice cream, or down nearby Herring Creek Rd, a scenic 1.5 mile dirt lane leading to Lake Tashmoo opening. Please see our website for links to sailboat/kayak/windsufer rentals, as well as great pics and video of the Tashmoo and Lagoon areas.

Languages:

English
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