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Charming Rustic Cottage

Photo gallery for Charming Rustic Cottage

A wooden deck with a hammock, chairs, and hanging flower baskets.
A two-story house with a wooden exterior, large windows, and a small porch.
A cozy room with a wooden ceiling, a green sofa, a wooden table with a lamp, and a patterned rug.
A room with wicker chairs, a wooden dining table, and large windows.
A kitchen with wooden cabinets, a microwave, a stove, and a sink.

Reviews

10 out of 10
Exceptional

Highlights

  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • Patio
  • Barbecue grill
  • Refrigerator
  • Washing machine
  • Internet
  • Onsite parking available

Explore the area

View in a map
Chilmark, MA
  • Place, Middle Road Sanctuary
    ‪16 min walk‬
  • Place, The Yard
    ‪3 min drive‬
  • Place, Inkwell Beach
    ‪32 min drive‬
  • Airport, Vineyard Haven, MA (MVY-Martha's Vineyard)
    ‪19 min drive‬

Rooms & beds

2 bedrooms (sleeps 5)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

1 bathroom, 1 half bathroom

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet

Spaces

Deck or patio
Kitchen
Garden
Dining area

Add dates for prices

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  • Hot tub
  • Kitchen
  • Washing machine
  • Dryer
10.0 out of 10, Exceptional, (44 reviews)
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About the area

Chilmark

Located in Chilmark, this cottage is in a rural area and near the beach. Island Cove Miniature Golf and Island Cove Adventures are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Fulling Mill Brook Preserve and Chilmark Chocolates. The Grey Barn and Farm and Polly Hill Arboretum are also worth visiting. Surfing/body boarding and fishing offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking and mountain biking nearby.
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Map
Chilmark, MA

What's nearby

  • Middle Road Sanctuary - 16 min walk - 1.4 km
  • The Yard - 3 min drive - 1.8 km
  • Menemsha Beach - 12 min drive - 8.8 km
  • Oak Bluffs Harbor - 31 min drive - 26.4 km
  • Inkwell Beach - 32 min drive - 27.1 km

Getting around

  • Vineyard Haven, MA (MVY-Martha's Vineyard) - 13 min drive

Restaurants

  • ‪Plane View - ‬13 min drive
  • ‪State Road - ‬9 min drive
  • ‪7aFoods - ‬6 min drive
  • ‪North Tisbury Farm & Market - ‬9 min drive
  • ‪Chilmark Tavern - ‬4 min drive

Frequently asked questions

Is Charming Rustic Cottage pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Charming Rustic Cottage?

As of 7 Nov, 2026, prices found for a 1-night stay for 2 adults at Charming Rustic Cottage on 10 Mar, 2027 start from S$4,087, 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 Charming Rustic Cottage?

On-site parking is available at the property.

What time is check-in at Charming Rustic Cottage?

Check-in begins at 3:00 PM.

What time is check-out at Charming Rustic Cottage?

Checkout is at 11:00 AM.

Where is Charming Rustic Cottage located?

Situated by the sea, this cottage is within 2 miles (3 km) of The Yard, Middle Road Sanctuary and Fulling Mill Brook Preserve. Chilmark Town Hall and Chilmark Public Library are also within 3 miles (5 km).

Reviews

10

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. 10 out of 10 reviews
Rating 8 - Good. 0 out of 10 reviews
Rating 6 - Okay. 0 out of 10 reviews
Rating 4 - Poor. 0 out of 10 reviews
Rating 2 - Terrible. 0 out of 10 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

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

Wonderful Stay in Chilmark, MA

Had a amazing experience at the Cottage! Polly & Craig were excellent hosts. They made sure we had everything we needed and offered recommendations upon request. We're hoping to visit again next year for an even longer period!
Stayed 7 nights in Aug 2024
Verified review

10/10 Excellent

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

Fantastic MV vacation for this family.

Everything was perfect for our Chilmark get away. The location and peaceful setting was unbelievable. The house was very clean, plenty of fans and a beautiful Vineyard breeze to keep you cool in July and so much space inside and out. The best beach about a mile away, walking trails just up the dirt road and privacy. The owners gave us perfect recommendations and have created an amazing property to visit! We are hoping to return as soon as we can!
Stayed 7 nights in Jul 2021
Response from VrboOwner on 5 Aug, 2021
Hi Nikki, I am so glad you enjoyed our house and even explored the trails up the dirt road and were able to see the goats! And you were able to have dinner at the Aquinnah Shop even if it was in the fog. We would love to see you come back. Thank you for the review. Polly
Verified review

10/10 Excellent

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

A Perfect Haven

We had a fantastic stay at Polly's house. It is a bit of paradise on MV. If you like rural charm, beautiful beaches and quiet relaxation, this is the place for you. We visited every part of the island and each time, one of the four of us would say, "I am so glad to be returning to our secluded spot in Chilmark. Polly is super chill and easy to communicate with. Total relaxation!
Stayed 7 nights in Jul 2023
Archival

10/10 Excellent

Chilmark beauty. Location, location, location.

Absolute perfect location. Water views from the upper deck and close to Lucy Vincent beach. Craig & Polly are so nice and helpful if you need anything. One previous tenant left the gas on in the grill and Craig let us use his for the entire week. The cottage is very well equipped with everything you need. This is our third year in a row we have come and hope to continue for a long time. This place is really a piece of heaven.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely house with beautiful gardens. In particular, the upstairs porch has a great dining table with comfy chairs and a view of the ocean. The kitchen has everything you’d ever need for making island fresh food. It’s an easy drive to fish markets, farm stands, and beaches. We will definitely return! V
Stayed 8 nights in Jun 2026
Verified review

10/10 Excellent

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

Wonderful week on beautiful property in fantastic location

The rustic house is clean, charming, warm, and inviting. The deck view to the ocean is peaceful and lovely. The location is fantastic for exploring all up island Vineyard spots -- as hikers, swimmers, beach goers, and bikers, this was ideal for us, since we like to avoid going into the crowded towns in summer. Polly and Craig were extremely friendly, hospitable, and helpful. All in all a wonderful place!
Stayed 7 nights in Aug 2021
Archival

10/10 Excellent

Restful Retreat in Chilmark

Our family of 5 enjoyed a wonderful, and all too short, visit to Martha's Vineyard recently, when we had the great pleasure to meet Polly and Craig and stay in their cozy cottage. What you can't tell from the pictures is how light and bright the upstairs is due to the windows everywhere, the big, plate glass sliding doors to the 2nd floor deck, and high, vaulted ceilings. The cottage was very clean, well equipped with everything we needed from kitchen supplies (and appliances) to ample, high quality bath towels and boogie boards to boot! Our children, ages 11 and 12, enjoyed the hammock on the lower deck, and having a beautiful garden behind the house. We all loved having an ocean view, and the proximity to Lucy Vincent beach, our favorite. Though the fact that it was just a short drive to the Great Rock was also a huge plus, as was the beautiful walking trail in an "Enchanted Forest" type of setting that was just a short walk away! We recommend this cottage to anyone looking for a lovely retreat in a great location.
Archival

10/10 Excellent

Chillin' in Chilmark

My husband and I are happy we found this lovely Chilmark cottage. It combines "rustic" charm with all of the conveniences and comforts of a modern home thanks to owners Polly and Craig—who are most hospitable and extremely nice. The cottage truly showcases a labor of love and craftsmanship. It is well maintained and offers many amenities—so you need only bring along clothing and food. The airy house features two decks with ocean views and lots of natural light. The house was already a great place when we rented it two years ago, but since our last visit, they have installed windows on the second level, beautiful African mahogany flooring and pine paneling, and new gardens with tall grasses and perennials. Added natural benefits include the breeze of warm summer winds; the nearby sound of crashing waves; and the crow of a neighbor rooster. Located on the upside of South Road, it’s easy to access our favorite Lucy Vincent and Squibnocket beaches, Alley’s General Store, Larsen’s Fish Market, and Cronig’s—yet it feels very far away from the bustle of summer crowds, the busy main roadways, and the hustle of city life! We can't wait to come back!
Archival

10/10 Excellent

Ideal Vacation Rental in Lovely Chilmark

Our family of four, two adults/two kids spent the latter half of July in this cottage. The term "cottage" doesn't really do the house justice as as had every amenity we are used to at home. Craig is a former hotelier in Florida and it shows - the house and grounds are impeccably kept, the decor inside tasteful. We basically ceded the upstairs space to the kids and slept in the cozy downstairs bedroom. We used the grill on most nights to prepare fresh fish from Menemsha and ate on either the lower or upper deck out back. There are water views from both. The Vineyard's most beautiful beaches are a short drive away as is the Chilmark library and community center where there are a range of programs for kids and adults. Chilmark is so very relaxing that you may never need to travel to other island locations during your entire trip. This house will provide you a most homey base for your Martha's Vineyard vacation, whatever you seek. We look forward to staying here again next year and to seeing Polly and Craig.
Archival

10/10 Excellent

What a treasure!

I just had the most wonderful week out at this cottage with my kids. I really couldn't tell from the photos how rustic of a situation I was getting into, and was so delighted when we arrived. Polly and Craig were right nearby for anything I needed, and they took great care of us. Beautiful yard, comfy hammock, decks upstairs and down for lounging, eating, and sunsets (and moonrises). The indoor shower space is ready for an update, but the outside one was great. We will be back, and I am calling dibs on the same week again so I can breathe in the wild roses the island was wrapped in. Glorious.
Response from VrboOwner on 26 Mar, 2020
Thanks for your comments. We would love to have you back! Get in touch with me in January or February.
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