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July Special. $2,800/week, Flexible Dates. Extra night for free. (July 12-26 )

Photo gallery for July Special. $2,800/week, Flexible Dates. Extra night for free. (July 12-26 )

Exterior
Property video
Hancock Beach
Dining
Private kitchen

Reviews

9.6 out of 10
Exceptional
4 bedrooms3 bathroomsSleeps 8

Popular amenities

  • Hot tub on site
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue grill
  • Deck or patio

Explore the area

View in a map
Chilmark, MA
  • Place, The Grey Barn and Farm
    ‪2 min drive‬
  • Place, Wades Field
    ‪3 min drive‬
  • Place, Inkwell Beach
    ‪26 min drive‬
  • Airport, Vineyard Haven, MA (MVY-Martha's Vineyard)
    ‪13 min drive‬

Rooms & beds

4 bedrooms (sleeps 8)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Double Bed

Bedroom 4

1 Single Bed

Common area 1

1 Double Futon

3 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Toilet · Shower only

Bathroom 3

Outdoor shower

Spaces

Deck or patio
Outdoor shower
Kitchen
Garden
Dining area

About this property

July Special. $2,800/week, Flexible Dates. Extra night for free. (July 12-26 )

"Chilmark is quiet, laid back and much less congested than down-island counterparts. If you want to spread out and relax, this is an excellent part of the Island to visit. Alley's General Store and the Chilmark Tavern are nearby if you need provisions or a nice dinner. The rental itself is set back, very private, and has a massive grass yard for kids to play in. A great stay!"
-Alison, guest, May 2018
Thanks Alison. Here's more:
Bright and open Chilmark split-level home perfect for your next family vacation. FULLY AIR CONDITIONED. New refrigerator and commercial washing machine perfect for long stays. Fresh exterior paint and newly rebuilt wrap-around deck. Some interior upgrades expected by spring 2025. Wrap-around deck perfect for early morning reading, evening cocktails or star-gazing. Close to Alley's General Store, West Tisbury Farmer's Market, hiking trails and bike paths. Guests may purchase guest passes to Lucy Vincent Beach through Town of Chilmark. Walking access to nearby private Chilmark beach. Ten minute drive to Menemsha sunsets and lobsters or juicy whole belly fried clams at the Fish House in Edgartown-best take-out option for quick up-island dinners.
Our prices include all fees. No hidden fees.

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About the area

Chilmark

Located in Chilmark, this holiday home is in a rural area and by the sea. Tisbury Town Hall & Katharine Cornell Memorial Theater and Vineyard Playhouse are cultural highlights, and some of the area's landmarks include Martha's Vineyard Preservation Trust Historic Buildings and Dr Daniel Fisher House. The Grey Barn and Farm and Fulling Mill Brook Preserve are also worth visiting. Discover the area's water adventures with kayaking and parasailing nearby, or enjoy the great outdoors with horse riding and hunting.
View more Holiday homes in ChilmarkOpens in a new window
Map
Chilmark, MA

What's nearby

  • The Grey Barn and Farm - 2 min drive - 1.5 km
  • Wades Field - 3 min drive - 1.8 km
  • Menemsha Beach - 17 min drive - 13.4 km
  • Oak Bluffs Harbor - 24 min drive - 21.1 km
  • Inkwell Beach - 26 min drive - 22.2 km

Getting around

  • Vineyard Haven, MA (MVY-Martha's Vineyard) - 10 min drive

Restaurants

  • ‪State Road - ‬6 min drive
  • ‪Scottish Bakehouse - ‬12 min drive
  • ‪Plane View - ‬10 min drive
  • ‪Fella's Take Out - ‬8 min drive
  • ‪Lambert's Cove Inn & Restaurant - ‬15 min drive

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 19 out of 22 reviews
Rating 8 - Good. 1 out of 22 reviews
Rating 6 - Okay. 2 out of 22 reviews
Rating 4 - Poor. 0 out of 22 reviews
Rating 2 - Terrible. 0 out of 22 reviews

9.8/10

Cleanliness

10/10

Check-in

9.6/10

Communication

9.4/10

Location

9.6/10

Listing accuracy

Reviews

Verified

8/10 Good

Gianfranco C.

Liked: Cleanliness, check-in, communication, listing accuracy
Great stay in a beutifull island
Stayed 7 nights in Jun 2025
Response from VrboOwner on 9 Jul 2025
Thanks GianFranco. Glad you had fun!
Verified

10/10 Excellent

Ted S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent stay. Great host.
Stayed 7 nights in Aug 2025
Verified

6/10 Okay

Nancy S.

Liked: Check-in, communication, location

Great Location

Unfortunately, Hurricane Lee shortened our stay at this location.The grounds are beautiful, the beach is breathtaking and we love Chilmark. The house itself needs some attention. We were disappointed as the pictures looked as if everything was in good shape. The outside deck is where we spent most of our time, at least when it wasn't raining.
Stayed 5 nights in Sep 2023
Response from VrboOwner on 18 Oct 2023
We continually update the house to make it as comfortable for guests as possible. Over the past two years, we’ve had the exterior of the house painted, installed mini split air conditioning, installed a new vanity in the master bedroom and reupholstered living room chairs. Our next project is a complete replacement of the deck. We feel our photos accurately depict the house and have never had anyone else complain. We gave tenant early check-in when she asked. Perhaps she is upset because she asked for a refund when she left early and did not get one.
Archival

10/10 Excellent

Rich g.

Up-island Charmer

We've been traveling to the vineyard for years. We decided to rent thus property up island and it fulfilled all of our desires. Sunrise every morning was spectacular to compliment our coffeee on the spacious deck. We explored up island places to eat including the Home Port, Chilmark Tavern and the Outermost Inn. All of them were wonderful. The beach was awesome..... Peaceful, private and spectacular. This is definitely a repeat property for us
Response from VrboOwner on 23 Mar 2020
Thanks for your review. So happy you had a great time. We have just added a little more seating to the living area to comfortably accommodate more people. And though you didn't mention it, the house is ideally located for those who love hiking or cycling. I loved using the bike trails near the airport for getting back on my bike after a five-year hiatus, and the hiking here is spectacular. So happy you plan to come back next year.
Verified

10/10 Excellent

Kirstie S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Peace and Seclusion in Chilmark

There were 4 of us with friends visiting for a couple of nights and it was lovely. Great large deck and outdoor shower. We caught the beginning of a heat wave the last few days but there were many fans to keep us cool. The Key Beach was definitely a plus as it was close to the house and not crowded at all! Very similar to the public South Beach to the East but softer sand and beautiful ponds to explore. Comfortable beds, plenty of towels. The owner was very helpful and quick with responses to our questions. Grey Barn Farm, Alleys General Store, the 7a Cafe, Yoga Barn and Menemsha sunsets-Thank you Murphys!
Stayed 7 nights in Jul 2019
Response from VrboOwner on 23 Mar 2020
Thank you Kirstie. Hope you will stay with us again!
Verified

10/10 Excellent

Judith C.

Liked: Cleanliness, check-in, communication, listing accuracy

need a car

Book ferry in Jan. 1/3 mile walk to road, not lighted at night. Deer along the way. Bus will stop to pick you up if you flag it down and will drop you off at end of street. Limited supplies at general stores in area
Stayed 7 nights in Aug 2022
Response from VrboOwner on 22 Sept 2022
This is all true Judith. Unlike some of the other towns on the Vineyard, Chilmark is very rural and extremely difficult to navigate without a car.
Verified

10/10 Excellent

Dumi Aisha L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect family beach escape

My family and I absolutely loved our stay in this beautiful home in quiet Chilmark. The bucolic grounds were lush, green, and peaceful with cute natural neighbors (rabbits, which delighted my young children). We rode our bikes to the beach which was a highlight of our stay. The wrap-around deck with lounge chairs on one side and a large table with patio chairs and an umbrella on the other. There was also a grill that we didn't end up using but was great to have as an option. The open kitchen had plenty of utensils and a dishwasher. The dining room table was large with drawers that held lobster forks. I cannot stop raving about this amazing home, location and wonderful host. Thank you for an amazing 3 weeks!
Stayed 21 nights in Jul 2023
Response from VrboOwner on 4 Jan 2024
Thank you for such a positive review. When we learned that a young family would be staying for three weeks in August, I insisted that we expedite plans to air condition the house. I’m so glad you enjoyed it, and please stay again!
Verified

10/10 Excellent

Jill S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Chilmark Home 8/27

We loved this stay so much. The pictures do not do it any justice. The property itself is stunning. Huge lawn and beautiful tree to hang out on. We spent every afternoon playing ladder ball after the beach. Then we would either cook or drive to Menemsha for dinner. The fact that there is a fantastic market and wine market just 15 minutes down the road make it SO much easier than it used to be. Especially if you are used to staying far up island. The keyed beaches are so lovely. I can’t believe that there were so few of us on it, especially considering that there was a giant music festival while we were there. Communication with Carolyn was swift and kind and helpful. We are already planning on coming back.
Stayed 7 nights in Aug 2022
Response from VrboOwner on 18 Sept 2022
Thank you for your kind words Jill. Not only were you one of my best tenants this summer, but you took care of the house when minor problems came up. Having guests like you is one of the reasons we’ve been hosting via vrbo for nine years. Please come again.
Verified

6/10 Okay

Renee D.

Liked: Cleanliness, check-in, location
Disliked: Communication

Disappointed with the whole experience

I have to admit this was a good deal for the Vineyard, but overall it wasn't a good experience. When we showed up everything was off or unplugged including the refrigerator. The basement was extremely musty, so we turned the dehumidifier on, which made it very hot. Then, we tried the brand new AC system and it wouldn't cool. I let the host know and she gave me instructions. It still wasn't working so she said she would contact a HVAC company, but I never heard back. It was very hot while there, and very uncomfortable. The house itself is very private and a good size, but it definitely needs more TLC. There were updates made over the years, but it needs more love. Pros: Private location, good size home. Access to private beach. Cons: AC not working. Needs TLC. There were ants everywhere (which has been a universal problem this year due to rain).
Stayed 5 nights in Jun 2024
Response from VrboOwner on 8 Jul 2024
The tenant submitted this review after I asked her if anyone in her party of eight broke a toilet seat. She insisted she inspected the entire house and denied breaking it, yet when I sent her a photo of the broken seat she admitted she never used that bathroom. I know she was disappointed that the air conditioning wasn’t working, but I made a good faith effort to get an HVAC person to the house when she informed me on Thursday afternoon that it still wasn’t functioning properly. She initially contacted me on Monday, but I didn’t hear about it again until Thursday so I assumed the system was working. The system has been fixed, but I understand her frustration. It was very hot the five stats she stayed. The tenant seemed uneasy about her role as family vacation coordinator, contacting me via text several times before and upon arrival. I tried to accommodate her requests, but it’s tough when you’re the point person for your entire family. Our house is treated regularly by Griggs and Brown for ants, but yes, they can still be an occasional problem in late spring/early summer. She was the first tenant to use the house this season, so some lights and appliances may have still been unplugged due the recent reopening.
Verified

10/10 Excellent

Lucy C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful house

Beautiful well kept house and really nice host. Location was perfect!
Stayed 4 nights in Oct 2021
Verified

10/10 Excellent

Ryan H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Another great stay

Second time staying in this comfortable and well-located home. Perfect for days at the nearby private Quansoo beach. Cooked at home most evenings with ample pots, pans, etc, large oven, and gas grill. Thank you, Carolyn!
Stayed 5 nights in Sep 2021
Response from VrboOwner on 4 Oct 2021
Thanks for your review Ryan. We love repeat guests, so hope you can stay with us again.
Verified

10/10 Excellent

Jill S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Another great stay.

Another great week on Wososket Lane. Smooth check in, perfect location to Menemsha, and access to beautiful cycling routes. No words to describe beach days and moon rises on Quansoo beach. Carolyn is an excellent host.
Stayed 7 nights in Jul 2021
Response from VrboOwner on 10 Aug 2021
Glad you had an excellent time Jill. Please stay with us again.
Verified

10/10 Excellent

Kim N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Chilmark gem

Carolyn was a warm and helpful communicator well before our trip, answering questions about beach passes and what we should bring/what was provided. Our family has been coming to Chilmark for years (my husband and I were married there!) and Carolyn's family home gave off vibes of many years of happy memory-making. The private setting on 5 acres is a true getaway, with a large yard and wraparound deck and grill. As promised, we were able to hear the roar of the Atlantic as we stargazed on clear nights and enjoyed the fireflies and shooting stars. We even saw the International Space Station buzz by. The house was more than enough room for the four of us, with an extra bedroom. Outdoor showers surrounded by trees and bluebird skies were another treat. So many thoughtful details, from providing linens and paper goods to olive oil and herbs and spices and coffee...beach towels and all the kitchen supplies you'd need. We had a relaxing week checking out the private beach at Quansoo (the property provides a key) and several trips to Lucy Vincent. We also hiked at Menemsha Hills, did several paddle boarding trips (West Tisbury and Edgartown), and more nature walks, as well as a trip to Chappy. Family movie nights were easy with a large, modern TV we were able to hook up to our Roku/Chromecast. One highlight was a celebratory dinner at the Outermost Inn, with the most gorgeous red sunset. We also frequented Chilmark General Store for their yummy muffins, cold brew, and sandwiches/salads. From start to finish, Carolyn was responsive, helpful and gracious, making us feel right at home. We're eager to return! Thank you for having us!
Stayed 7 nights in Jun 2021
Response from VrboOwner on 6 Jul 2021
Thanks for your review Kim. We try to equip the house with things we want on vacation so we’re happy you appreciated them. Would love to have you return any time, and are pleased the house met your expectations. Enjoy the rest of your summer.
Verified

10/10 Excellent

Julia M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely Stay

A great place to celebrate my triplet’s 25 bday...we loved Chillmark, the relatively deserted beaches, and the house was spacious for 6 of us.
Stayed 4 nights in Jun 2021
Verified

10/10 Excellent

Cynthia W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Serene and beautiful

This is one of the best properties that we have stayed at on the Vineyard. It is in a perfect location between our favorite Chilmark beaches and the restaurants that we love in Edgartown. The yard alone is phenomenal with old growth trees. The rental has many amenities that we appreciated like a makeup mirror, nice kitchenware, a coffeemaker, spices, etc. The wraparound porch really adds to the space. The private beach is a special aspect as well. It was also very clean. We just love this house.
Stayed 5 nights in Jun 2021
Response from VrboOwner on 22 Jun 2021
We are so happy that you stayed at our house Cynthia. As owners, we appreciated you taking care of our house, and letting us know when you checked out. Please come and stay again any time.
Verified

10/10 Excellent

Ryan H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Just what we needed

Charming, private home with amazing access to Quansoo Beach. Weather was amazing, and we spent two days on the beach, virtually all to ourselves. Kitchen very well stocked with pots, pans, dishes, utensils. Made it a breeze to make dinner in most evenings. Grill on the deck was put to good use. Very fortunate to have found this private retreat at the end of a quiet lane.
Stayed 4 nights in Oct 2020
Response from VrboOwner on 27 Oct 2020
Glad you came and had a great time Ryan. We appreciate your kind words.
Verified

10/10 Excellent

Jill S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing location !

This house was great for 2 families. Plenty of indoor and outdoor space with a large deck. The convenient access to Hancock and Quansoo beach by bike or foot made our trip. The excellent communication and flexibility of Carolyn made planning a trip during a pandemic seamless.
Stayed 5 nights in Aug 2020
Response from VrboOwner on 2 Sept 2020
Thanks Jill! Glad you were able to enjoy both beaches, and would love to have you come again.
Verified

10/10 Excellent

Christine M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful Stay

Fantastic location and yard. Away from the crowds. Had a great wiffle ball tournament in the yard! New gas grill, spacious deck. Private beach was so serene. Carolyn very responsive, informative, and accommodating. Easy check-in and check-out.
Stayed 5 nights in Jun 2020
Verified

10/10 Excellent

Matthew S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Summer Stay

This very secluded house, was exactly what we wanted. It comfortably accommodated our family of five. The three kids each had their own bedroom downstairs and shared a bathroom. The upstairs bedroom is comfy and has its own bathroom. The outdoor shower got used daily, after returning from the beach. Great out door deck, that we started our days on with coffee and breakfast. Then finished our day on eating dinner. The kitchen, though tight, is adequate and equipped to cook in. We mostly utilized the Weber grill out on the deck. There’s plenty of yard for the kids also, to play games. The private beach, you have to drive to get to. But so worth it. Would stay here again
Stayed 7 nights in Jul 2019
Archival

10/10 Excellent

Judith H.

Peaceful--and with a private beach

Three adults and two children were very comfortable in this pleasant, spacious house, with its wonderful deck and outdoor dining table. And access to a private beach meant we could go whenever we wanted and avoid the crowds. Making our plans was easy, as the owner answered all our questions very promptly. The other reviewers mention some of the great things to do in Chilmark. All true. One of my favorite was sitting on the deck of this quiet house in the early morning and revelling in the peacefulness.
Archival

10/10 Excellent

Tessa R.

Spectacular Long Weekend

A bunch of friends and I stayed at this secluded little gem in Chilmark for a long weekend. It was divine. The pictures do not do credit to its coziness and comfort. The wrap around porch was a delightful spot for dinner. The huge lawn was ideal for the many lawn games. And the beach. Did I mention the beach? We got passed the locked gate and there wasn't a soul in sight. We had the entirety of Hancock Beach to ourselves. I definitely hope to make a second trip out of it.
Response from VrboOwner on 23 Mar 2020
We are so happy you had a great time and got to experience the serenity and beauty of Hancock Beach. Would love to have you come again next year.
Archival

10/10 Excellent

Becca B.

Great stay over Labor Day weekend

A group of eight of us adults stayed here over Labor Day weekend and had an excellent experience. When we arrived the house was clean and well stocked with towels, dishes etc. It's fairly basic, don't expect a lot of frills, but definitely did the job for a big group. The setting was secluded, quiet and pretty and we enjoyed eating breakfast on the outdoor deck and using the grill and outdoor shower. The best part? A key to a beautiful private beach (albeit with big waves) with hardly anyone else around. The best beaches are otherwise impossible and/or expensive to access on MV, so this is a major asset. My only suggestion would be to add the option of a few portable fans -- it was very humid when we were there and a bit sticky at night. Note that it's not near any of the major towns and you definitely need a car if you're staying there, but I prefer that more rural part of the island anyway (don't miss the nearby Farmers' Market on Saturdays). The owner was helpful and easy to communicate with beforehand. Thanks for a great stay, we hope to return!
Response from VrboOwner on 23 Mar 2020
Thanks for your comments Becca. The house does have fans, but we will definitely add more so sleeping is more comfortable during hot summer nights. Also considering adding a ceiling fan in the living room. After your stay, we installed a new water heater, water softener and all-house dehumidifier. We will continue to upgrade and really appreciate your comments and feedback. Please let us know if you or anyone else in your party would like to stay again.
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