Beautiful Historic Hilltop Haven -Walk to Town & Water

Vineyard Haven, Massachusetts
$527 avg/night
Minimum Stay 1 Nights
Bed 4

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 12

Max Sleeps

Night 1 nights

Min Stay

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!

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    2 Total Pets Pet Friendly Service Animals Exempt From Fees Welcoming Dogs Only
  • BEACH

    Beach Sun Loungers
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    4 Bedrooms
  • GENERAL

    Recycling Unit Size: 2600 Sq Ft (242 Sq M)
  • KITCHEN

    Coffee Grinder Cookware/dishes/utensils Dishwasher Lobster/crab Pot Microwave Oven Refrigerator Spices Stovetop
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Car Not Required Onsite Parking
  • INTERNET

    WiFi Available
  • OUTDOORS

    Barbecue Grill Firepit Garden Outdoor Furniture Patio
  • BATHROOMS

    3 Bathrooms Bathtub Or Shower Hair Dryer Outdoor Shower Shampoo Soap Toilet Paper
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Birdwatching Nearby Fitness Facilities Nearby Hiking Nearby Hiking/biking Trails Nearby Horse Riding Nearby Jet Skiing Nearby Mountain Biking Nearby Scuba Diving Nearby Surfing/body Boarding Nearby Water Skiing Nearby
  • ENTERTAINMENT

    Books Games TV
  • LIVING SPACES

    Dining Room Fireplace Wood Stove
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Books Children's Games Travel Crib
  • LOCATION HIGHLIGHTS

    Near A Hospital Near The Bay Near The Sea
  • SERVICES AND CONVENIENCES

    Housekeeping (on Request) Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    3 Stairs To Reach Property Area Rugs In Public Areas Hardwood Flooring In Public Areas If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevators Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 12

Map Map

School District Availability

Review Review

  • Donna S.

    Submitted Oct 9, 2025

    Stayed Oct 2, 2025

    Fantastic location! Extremely well equipped kitchen. Comfortable beds. Everything was as described and as promised. Excellent hosts - who quick to respond and very gracious.

  • Amy L.

    Submitted Sep 16, 2025

    Stayed Sep 10, 2025

    Very peaceful home walking distance from the everything in Vineyard Haven. This is a great spot for multiple friends - there are plenty of bedroom options with separate bathrooms and tons of storage. We loved cooking in the kitchen, eating on the back porch, and listening to the crickets outside at night. A comfortable and cute stay with zero complaints :)

  • Carol P.

    Submitted Jun 13, 2025

    Stayed May 31, 2025

    My stay was very excellent. I was celebrating a milestone birthday, and the atmosphere made it perfect for me and my family.

  • Heather C.

    Submitted Jun 13, 2025

    Stayed May 24, 2025

    This house was beautiful and spacious. Very clean. Central location and walking distance to Vineyard Haven. The owner was very responsive to any questions we had and provided helpful information. Would highly recommend this property to families vacationing on Martha's vineyard!

  • Dessi N.

    Submitted Sep 25, 2024

    Stayed Sep 19, 2024

    Great location, close to town and VH ferry, and well equipped comfortable home! We stayed over a long, very rainy weekend, and spend quite a lot of time hanging out at the house. Really appreciated being in a clean, well appointed and cozy house! Our hosts were great to communicate with.

  • Patricia M.

    Submitted Sep 10, 2024

    Stayed Sep 5, 2024

    We loved our stay! The house was clean and comfortable with plenty of sunny little nooks to relax. We will definitely be back!

  • Arthur P.

    Submitted Jun 13, 2021

    Stayed May 25, 2021

    Description is somewhat misleading. Home is very old and has several issues/idiosyncrasies to consider - Windows are very old and some can be dangerous to children. Lots of chipping/flaking/dusty paint. Owners claim no lead, given age of home challenging to believe and may test based on our own samples, first floor bedroom has toilet in shower, hard to believe that is code compliant. Other slanting floors, general old property, some things to reasonably be expected, others a bit more surprising. Kitchen table had lots of crumbs in the joints, lack of attention to detail in prior cleaning, among other items. Owner tried not providing towels despite being in documents that these would be provided, after stay owner charged $500 for alleged markers/ink on furniture. Furniture very old and imperfect and all issues were already in place. Given the selection of properties throughout Vineyard Haven, Oaks Bluffs, and Edgartown, may not be worth the headache.

  • David M.

    Submitted May 12, 2021

    Stayed May 7, 2021

    Great place, friendly and helpful host.

  • Mimi K.

    Submitted Aug 7, 2020

    Stayed Jul 20, 2020

    Our stay at Hilltop Haven was perfect. The home is bright, clean, well appointed and has a lovely Vineyard vibe with beautiful hardwood floors and high ceilings. Plenty of room for our group of family and friends to spread out -- from the charming enclosed front porch to the sunny back deck. Our vacation week weather was very hot and sunny, though the house remained cool and comfortable with the window ac's and a few fans -- even for sleeping. We all agreed that we would love to return to this house. Some of us walked to town each morning for breakfast or in the afternoon for some shopping. such a great location. Overall, we highly recommend staying at Hilltop Haven. Sharon, the property manager, was wonderful. Any questions prior to checkin were promptly answered. She was a joy to work with.

  • Karen D.

    Submitted Oct 2, 2019

    Stayed Aug 30, 2019

    Very comfortable home, plenty of room. Loved the Vineyard Haven location. Close to bike path, nice park, easy walk to town. Deck very roomy for eating outside. Lovely spot!

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Total

Includes taxes and fees
$715+
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