Entire home

Beautiful Historic Hilltop Haven -Walk to Town & Water

Photo gallery for Beautiful Historic Hilltop Haven -Walk to Town & Water

A cozy room with a chessboard, a sofa, and a chair, overlooking a garden with autumn trees.
A living room with a wooden coffee table, a wicker basket, a woven bench, and a painting of fruit on the wall.
A room with a large window overlooking a garden with outdoor seating.
A room with a fireplace, a dining area with a table and chairs, and a painting on the wall.
A backyard with a wooden deck, outdoor seating, and a house with a white fence.

Reviews

9.6 out of 10
Exceptional

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Firepit available
    One of the few properties with a dedicated outdoor firepit.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Close to Martha's Vineyard Museum
4 bedrooms3 bathroomsSleeps 12

Popular amenities

  • Onsite parking available
  • Dog-friendly
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue grill

Explore the area

View in a map
Vineyard Haven, MA
  • Place, Martha's Vineyard Museum
    ‪5 min walk‬
  • Place, Martha's Vineyard Chamber of Commerce
    ‪13 min walk‬
  • Place, Martha's Vineyard Film Center
    ‪19 min walk‬
  • Airport, Vineyard Haven, MA (MVY-Martha's Vineyard)
    ‪17 min drive‬

Rooms & beds

4 bedrooms (sleeps 12)

Bedroom 1

1 King Bed

Bedroom 2

1 Single Bed and 1 Double Bed

Bedroom 3

1 Double Bed

Bedroom 4

1 Queen Bed

3 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet · Shower only

Bathroom 4

Outdoor shower

Spaces

Deck or patio
Porch or lanai
Outdoor shower
Kitchen
Separate dining area
Garden

About this property

Beautiful Historic Hilltop Haven -Walk to Town & Water

JULY AND AUGUST: turnover day is Monday
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Gorgeous and spacious (2800 sq. ft.) 4 bedroom historic house on a hill near town. Great, elegant and open spaces for entertaining, enjoying. Lovely living and dining areas with 10 foot ceilings and fabulous breezes through large windows. Delightful 3 season porch, large deck, and a small fenced in side yard with a low fence for small pups. Large and beautifully appointed master bedroom upstairs. Beautiful furniture throughout.

Enter this gorgeous and spacious (2800 sq. ft.) 4 bedroom, 3 bathroom, historic house and feel your worries dissolve. Located on a lovely hilltop just outside the town of Vineyard Haven, the home features elegant and open spaces for entertaining, relaxing and enjoyment.

Lovely living room and sunny book nook feature 10 foot ceilings and fabulous breezes through large windows. The dining room will fit a large group and really feels like home. Sink into our amazingly comfortable furniture with a book, or enjoy a movie or a game with your family and friends. The flat screen TV in the living room has streaming options and has YouTube TV for the channels. There is air conditioning in all rooms for the hot summer days, and heat once it gets cooler.

There's a delightful very sunny 3 season room - extra space for games, work, and just relaxing. The kitchen is large and FULLY stocked with all of the accoutrements you'll need to cook amazing meals. The mudroom/laundry room has full size washer/dryer, utility closet, and more.

The bedroom layout is as follows:

FIRST FLOOR:
- Double bedroom off the book nook, with full ensuite shower room. ** NOTE: This 'shower room' is a novelty! It's like a wet room on a boat, with the shower and toilet sharing a space. Some people (who love boats) love it! Some people think it's odd and choose to bathe in the family bath. It is beautifully designed by an architect, and was the ONLY way we could fit a shower in there for our guests.

SECOND FLOOR:
- Large King bedroom with 2 closets and sitting area
- Queen bedroom with wardrobe and en-suite bathroom
- 'Kids' room - bunk bed with full bed below and twin up top.
- Full family bathroom on 2nd floor serving King and Kids room.

Additional Sleeping Options:
- Full sofa bed in the living room
- Queen sofa bed in the 3 season room

Amenities include: Streaming Channels only in King BR; Streaming and YouTube TV channels in LR; fully loaded kitchen; W/D; hair dryers; A/C; iron and ironing board; high-speed internet; several heating options including pellet stove and central. Linens and towels not included.

** If you have more than 8 guests please note: The house is certainly large enough to host your group comfortably, as we've had many large families stay- quite a few returning year-after-year. We simply want to make sure you fully understand the sleeping layout, so that you can decide, prior to booking, whether or not this house is a perfect fit for your size group.

The exterior features a large deck with plenty of seating, a Weber propane grill, a nice side yard with grass, an outdoor shower, fenced in area for pups, and a brand new fire pit with Adirondack chairs surrounding it.

Quiet hours are 9pm to 9am.

The home is situated high on a hilltop and is close proximity to everything- town, shops & restaurants, playground, sports fields, beaches. The wonderful Martha's Vineyard Museum is literally a 2 minute walk! A 7 minute walk down the hill to the Lagoon and boat rentals where you can rent kayaks, and another 10 min farther to learn to windsurf! Only 1 mile to Owen Little Park Beach, and 1 1/2 miles to Eastville Beach. A true pleasure.

For children, walk to the park and play ball, swing or fly a kite. For the adults, walk to the lagoon and kayak, or walk downtown to great shops and restaurants and stroll the historic homes.

There is an additional vacation rental on the property. It is a small tastefully renovated 1 bedroom cottage with well equipped kitchen, concrete counter tops, washer and dryer and its own yard with outdoor shower, grill, and fire pit. 1 single bed/couch in small office, 1 double bedroom, and 1 queen sleep sofa.

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PUPS
All my properties are selectively pet friendly. :) Please let us know if you would like to bring your pet, so we can make sure you agree with our pet policy before booking!
Our prices include all fees. No hidden fees.

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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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Pets

Pets allowed: dogs (limit 2 total)
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Smoking

Smoking is not permitted

Important information

You need to know

Property Registration Number C0132222960
Property # 140829
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Vineyard Haven

Located in Vineyard Haven, this holiday home is by the sea. While the natural beauty of Inkwell Beach and Cape Cod Beaches can be enjoyed by anyone, those looking for an activity can explore Woods Hole Ferry Terminal. Island Cove Miniature Golf and Island Cove Adventures are also worth visiting. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with mountain biking and cycling nearby.
Map
Vineyard Haven, MA

What's nearby

  • Martha's Vineyard Museum - 5 min walk - 0.4 km
  • Martha's Vineyard Chamber of Commerce - 13 min walk - 1.1 km
  • Island Cove Adventures - 18 min walk - 1.5 km
  • Martha's Vineyard Film Center - 19 min walk - 1.6 km
  • Vineyard Haven Public Library - 2 min drive - 1.4 km

Getting around

  • Vineyard Haven, MA (MVY-Martha's Vineyard) - 11 min drive

Restaurants

  • ‪The Black Dog - Bakery Cafe - ‬3 min drive
  • ‪Rocco's Pizzeria - ‬15 min walk
  • ‪Cumberland Farms - ‬11 min walk
  • ‪Portuguese-American Club - ‬5 min drive
  • ‪Mo's Lunch - ‬5 min drive

Frequently asked questions

Is Beautiful Historic Hilltop Haven -Walk to Town & Water pet-friendly?

Yes, this property allows dogs (limit 2 total).

How much does it cost to stay at Beautiful Historic Hilltop Haven -Walk to Town & Water?

As of 30 Aug 2026, prices found for a 1-night stay for 2 adults at Beautiful Historic Hilltop Haven -Walk to Town & Water on 1 Sept 2026 start from £775, 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.

How much is parking at Beautiful Historic Hilltop Haven -Walk to Town & Water?

On-site parking is available at the property.

What time is check-in at Beautiful Historic Hilltop Haven -Walk to Town & Water?

Check-in begins at 4:00 PM.

What time is check-out at Beautiful Historic Hilltop Haven -Walk to Town & Water?

Checkout is at 10:00 AM.

Where is Beautiful Historic Hilltop Haven -Walk to Town & Water located?

Situated by the sea, this holiday home is within a 15-minute walk of Martha's Vineyard Museum, Martha's Vineyard Chamber of Commerce and Vineyard Haven Terminal. Martha's Vineyard Film Center and Island Cove Miniature Golf are also within 1 mile (2 km).

About the host

Hosted by Sharon Strimling

Host profile image

Why they chose this property

This property is perfect for families and friends to rest, relax, and entertain in a stress free comfortable setting.

What makes this property unique

My favorite time to walk down to the lagoon (a 3 minute walk down a hill) is in the late afternoon when all the birds are flying low above the beach grasses, and lighting upon the pilings. The sun at that time of day is spectacular over the water. Walking out Hines Point (around the lagoon) is a total pleasure, and renting kayaks from there is as fun and peaceful as life gets. Of course, the short walk to town, the restaurants and shops is perfect any time of day, and is great for kids, as you can cut right through the playground and park on the way if you don't walk by the lagoon.

The house itself is one of the rare Vineyard homes that is elevated on hill, and the breezes through all the large windows are wonderful! The house is beautifully decorated and the furniture is meant for fully relaxing in comfort. The back deck is perfect for gathering and grilling, and the house as a whole is perfectly hospitable for entertaining dinner guests if you care to have company!

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