Your browser's security settings have disabled Javascript, which is required to use this web site effectively.
Please alter your security settings. Click here to see how.
Aquinnah Vacation Rental home in Martha's Vineyard MA | ID 29382
3 BR
2 baths
Sleeps 6
Beds: 1 king, 1 queen, 2 twins, pull out couch
Beach: Philbin Beach 1 mile
Daily
Weekly
Monthly
Summer 2025
 
Off-season 2025/26
$500 - $715
Summer 2026
 
Summer 2025
$4,500
Off-season 2025/26
 
Summer 2026
$5,000
Summer 2025
 
Off-season 2025/26
 
Summer 2026
 
Listed by Victoria
Active
3+ years
Property ID 29382
Description

Description

Windy Knoll is a 3BR, 2Bath home located in Aquinnah on a secluded lot off State Road with 160 degree views of the Atlantic Ocean. Approximately 1 mile to Philbin Beach similar distance to Moshup Beach and Lobsterville beach. Take the bike ferry over to Menemsha and enjoy sunset on the beach. Outdoor shower with multiple shower heads to wash off the sand after a long day at the beach. Relax on the deck with the magnificent view and enjoy the breeze that fits this amazing property its name.
Upstairs has open kitchen living area off deck, with two bedrooms and bathroom. Downstairs has TV room with pull out couch, another bedroom and bathroom. Lots of space for games and puzzles. Chiminea off downstairs living area.

Location

Location - Aquinnah

Nearest beach: Philbin Beach 1 mile

41.34031837 -70.8102012 0
Photos

Photos

Pricing & Availability

Pricing & Availability

1
Minimum Stay Requirements:
  • Summer 2025
    7 nights
  • Off-season 2025/26
    4 nights
  • Summer 2026
    7 nights
Available
Unavailable
Unknown

Calendar Last Updated: July 28, 2025

next
  • Price JULY 2025
      Su
    M
    Tu
    W
    Th
    F
    Sa
            1 2 3 4 5
        6 7 8 9 10 11 12
        13 14 15 16 17 18 19
        20 21 22 23 24 25 26
        27 28 29 30 31    
  • Price AUGUST 2025
      Su
    M
    Tu
    W
    Th
    F
    Sa
                  1 2
        3 4 5 6 7 8 9
        10 11 12 13 14 15 16
     $4,500  17 18 19 20 21 22 23
        24 25 26 27 28 29 30
        31            
  • Price SEPTEMBER 2025
      Su
    M
    Tu
    W
    Th
    F
    Sa
          1 2 3 4 5 6
        7 8 9 10 11 12 13
        14 15 16 17 18 19 20
        21 22 23 24 25 26 27
        28 29 30        
  • Price OCTOBER 2025
      Su
    M
    Tu
    W
    Th
    F
    Sa
              1 2 3 4
        5 6 7 8 9 10 11
        12 13 14 15 16 17 18
        19 20 21 22 23 24 25
        26 27 28 29 30 31  
  • Price NOVEMBER 2025
      Su
    M
    Tu
    W
    Th
    F
    Sa
                    1
        2 3 4 5 6 7 8
        9 10 11 12 13 14 15
        16 17 18 19 20 21 22
        23 24 25 26 27 28 29
        30            
  • Price DECEMBER 2025
      Su
    M
    Tu
    W
    Th
    F
    Sa
          1 2 3 4 5 6
        7 8 9 10 11 12 13
        14 15 16 17 18 19 20
        21 22 23 24 25 26 27
        28 29 30 31      
  • Price JANUARY 2026
      Su
    M
    Tu
    W
    Th
    F
    Sa
                1 2 3
        4 5 6 7 8 9 10
        11 12 13 14 15 16 17
        18 19 20 21 22 23 24
        25 26 27 28 29 30 31
  • Price FEBRUARY 2026
      Su
    M
    Tu
    W
    Th
    F
    Sa
        1 2 3 4 5 6 7
        8 9 10 11 12 13 14
        15 16 17 18 19 20 21
        22 23 24 25 26 27 28
  • Price MARCH 2026
      Su
    M
    Tu
    W
    Th
    F
    Sa
        1 2 3 4 5 6 7
        8 9 10 11 12 13 14
        15 16 17 18 19 20 21
        22 23 24 25 26 27 28
        29 30 31        
  • Price APRIL 2026
      Su
    M
    Tu
    W
    Th
    F
    Sa
              1 2 3 4
        5 6 7 8 9 10 11
        12 13 14 15 16 17 18
        19 20 21 22 23 24 25
        26 27 28 29 30    
  • Price MAY 2026
      Su
    M
    Tu
    W
    Th
    F
    Sa
                  1 2
        3 4 5 6 7 8 9
        10 11 12 13 14 15 16
        17 18 19 20 21 22 23
        24 25 26 27 28 29 30
        31            
  • Price JUNE 2026
      Su
    M
    Tu
    W
    Th
    F
    Sa
          1 2 3 4 5 6
        7 8 9 10 11 12 13
        14 15 16 17 18 19 20
        21 22 23 24 25 26 27
        28 29 30        
  • Price JULY 2026
      Su
    M
    Tu
    W
    Th
    F
    Sa
              1 2 3 4
        5 6 7 8 9 10 11
        12 13 14 15 16 17 18
        19 20 21 22 23 24 25
     $5,000  26 27 28 29 30 31  
  • Price AUGUST 2026
      Su
    M
    Tu
    W
    Th
    F
    Sa
     $5,000              1
     $5,000  2 3 4 5 6 7 8
     $5,000  9 10 11 12 13 14 15
     $5,000  16 17 18 19 20 21 22
     $5,000  23 24 25 26 27 28 29
     $5,000  30 31          
  • Price SEPTEMBER 2026
      Su
    M
    Tu
    W
    Th
    F
    Sa
     $5,000      1 2 3 4 5
        6 7 8 9 10 11 12
        13 14 15 16 17 18 19
        20 21 22 23 24 25 26
        27 28 29 30      
next

Additional availability info: Please contact owner for availability. This is a Sunday to Sunday vacation rental.

Other Fees:

Cleaning Fee:

$250

Pet Fee:

$100 per pet

Security Deposit:

$500

Additional Pricing Info: $250 cleaning fee, $500 refundable security deposit, state and local taxes 11.7%, State and local taxes of 11.7% will apply

Amenities

Amenities

  • View of salt water View of salt water

  • A/C unit(s) A/C unit(s)

  • Outdoor shower Outdoor shower

  • Washer&dryer Washer&dryer

  • Pets considered Pets considered

  • Internet Internet

  • Linens provided Linens provided

  • Deck, porch or patio Deck, porch or patio

  • BBQ-grill BBQ-grill

  • TV TV

  • Cable/satellite TV Cable/satellite TV

  • Coffee maker Coffee maker



    Reviews

    Guest Reviews

    5.0 4 reviews
    Have you stayed here? Write a review
    1 review
    12years on WeNeedaVacation
    Windy Knoll is a Slice of Paradise
    August 2019

    This is a beautiful, clean, open and spacious home, situated on a rise back off the State Road in Aquinnah. You cannot see any other houses from this spot, or other people. You do see a long horizon in the back of the house facing Philbin Beach and No Man's Land, the island out in the expanse of ocean that you see, filling the horizon off the deck of the house. The deck is spacious and raised just the right amount for ideal for dramatic sunset dinners, cooked on the nearly new, large gas grill.

    The owners maintain the house impeccably with just enough of every supply you might need (including beach chairs, et al) but not too much to clutter the house at all. The furniture is newish and comfortable. All three bedrooms are charming in their own ways and provide comfortable sleep for up to six people if two are couples. The most dramatic rooms are the living room and queen bedroom which face the very beautiful view of the ocean described above. When you need cooking tools or the like, they are just where you would expect them to be—in a convenient, uncluttered drawer in the kitchen. The kind and efficient owners do all they can to make their plum of a house and site comfortable, clean and lovely for each set of guests. They respond immediately and effectively to questions and one feels everywhere their care for their simple, elegant home. This is a dream rental. We have rented Windy Knoll for five years and would not be able to consider an alternative, knowing what the alternatives are like, nice as some are.

    Windy Knoll is special, a few minutes from Philbin and from Red Sand—if you like to swim in a pond. Quiet and solitary, except for a bunny or two, the whole property is beautifully landscape and includes the most wonderful, large outdoor shower we have ever found. Though you can sight-see if you like, we see no reason except daily trips to the beach and to Larsen's fabulous seafood emporium to ever leave the house or Aquinnah. If you do go down to the Chilmark store for a forgotten spice or the like, try their own home-baked pies—the mixed berry is amazing. In short, you could do no better for a completely comfortable, beautiful and relaxing beach vacation than Windy Knoll, one of Aquinnah's very best hidden treasures.
    show more show less

    Accuracy of listing:
    Cleanliness of home:
    Experience with homeowner:
    Return to rental or recommend to friend:
    Date of stay: July 2019
    Northampton, MA
    1 review
    6years on WeNeedaVacation
    Great hosts!
    August 2018

    We have rented this wonderful property for 2 weeks 3 times. This is the first year we rented from Victoria. They were very responsive throughout the rental process and during our stay. The house was fully equipped and the owners bent over backwards to accommodate any minor problems that we encountered. The location is very private and the rebuilt deck provides ample seating and dining areas for everyone. We will definitely return next summer!

    Accuracy of listing:
    Cleanliness of home:
    Experience with homeowner:
    Return to rental or recommend to friend:
    Date of stay: July 2018
    Eden Prairie, MN
    1 review
    6years on WeNeedaVacation
    3rd time's a charm!
    August 2018

    This was our 3rd stay at Windy Knoll and, once again, we could not have had a better experience. The quality and comfort of this lovely cottage is something we truly appreciate, and the Up Island location of Aquinnah provides wonderful seclusion and still convenient access to the beaches, cliffs and easy trips into town. It doesn't get much better than the incredible outdoor shower or enjoying morning coffee/glass of wine on the fabulous deck with a panoramic view! Thank you, Vicki, for being so attentive and hospitable. We had a wonderful stay! show more show less

    Accuracy of listing:
    Cleanliness of home:
    Experience with homeowner:
    Return to rental or recommend to friend:
    Date of stay: July 2018
    Glen Gardner, NJ
    1 review
    7years on WeNeedaVacation
    Heaven
    June 2018

    This home is just beautiful, and the views are absolutely amazing! Windy Knoll is tastefully decorated and comfortable for a long stay...like forever! It is super clean and very well equipped for a great stay. I highly recommend this home. Spectacular!

    Accuracy of listing:
    Cleanliness of home:
    Experience with homeowner:
    Return to rental or recommend to friend:
    Date of stay: May 2018
    About

    About Victoria

    Member since:
    12/29/2017
    Reviews:
    4 reviews
    My husband and I have been going to the Vineyard for over 25 years since our children were babies. We have made so many memories here that we wanted to provide an opportunity for others to experience the same wonderful summers that we have.

    What is special about this property?
    This property sits off the main road and has magnificent views of the Atlantic. The house sits on Molasha Hill, one of the highest points in Aquinnah.

    What is special about your town?
    Up Island is quieter and much more relaxing than all the down island traffic. Lots of wonderful things to do and see while staying in Aquinnah.

    Contact
     
     
    Your Email
     
    First Name
     
    Last Name
    Describe Your Dates
    Phone (optional)
    # Guests
    Adults
    Children
    Done
    Describe yourself, what you're looking for, and ask questions!
    Message
    Not from the United States?
    Country
    Send As Guest
    Clear Form