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Open July 20-27th w/RT Ferry! 4 BR Cape in Chilmark - Pet Friendly

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Open living/dining area with two sliders to back deck
Open living/dining area. The dining table will have additional seats added
Updated country kitchen
Renovated kitchen
King bedroom on 2nd floor

Reviews

9.8 out of 10, Loved by Guests
Top 10% of guest reviews in this area
4 bedrooms2 bathroomsSleeps 81700 sq ft

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning

Explore the area

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

Rooms & beds

4 bedrooms (sleeps 8)

Downstairs Bedroom

1 Queen Bed

Upstairs Full

1 Double Bed

Upstairs Master Bedroom

1 King Bed

Upstairs Twins

2 Single Beds

2 bathrooms

Downstairs Bathroom

Bathtub or shower · Toilet

Outdoor Shower

Shower only · Outdoor shower

Upstairs Bathroom

Toilet · Shower only

Spaces

Deck or patio
Outdoor shower
Kitchen
Outdoor play area
Garden
Dining area

About this property

Open July 20-27th w/RT Ferry! 4 BR Cape in Chilmark - Pet Friendly

A recently renovated country home located in the Vineyard's most idyllic town of Chilmark, close to the West Tisbury line.

2025 Season only: I have transferable ferry tickets for July 20th-July 27th

This 4 bedroom/2 full bath home offers you an updated kitchen, open living area, spacious bedrooms, outdoor shower, private back deck and large flat grassy yard on 3 acres of wooded land.

Staying in Chilmark allows you access to the best beaches on the island, Lucy Vincent & Squibnocket (guests must reserve their own beach pass)

Downstairs: a large living/dining area, flat screen TV and updated full-size kitchen with all the essentials.

1 bedroom with a queen-size bed; and a full bath with tub/shower combo. The open living and dining area has two sliders that open to the backyard and deck.

Upstairs: the master bedroom has a king sized bed + crib; a full bath with shower stall; a smaller bedroom with full-sized bed and the fourth bedroom with two twin beds.

*We also have a kids Tot Quad Portable Square Playpen, Pack N Play, Crib (in the master bedroom) and 2 high chairs*

Outdoor space: a private backyard with a gas grill, picnic table, wrap-around back deck with a few Adirondack chairs and the quintessential outdoor shower.

Located off of Quansoo Road, you are perfectly situated between Lucy Vincent and Alley's General Store/7A. I'm happy to answer any questions you have about our rental or the Vineyard!

Our home does NOT include ferry reservations. Those need to be scheduled in advance through the MV Steamship Authority. Summer ferry reservations book up quickly.

Thanks,
Samantha
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
Air conditioning

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House Rules

Check in after 3:30 PM
Minimum age to rent: 25
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 less than 23 kg per pet (limit 2 pets total)
On a case by case basis, with extra cleaning fee
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Smoking

Smoking is not permitted
Absolutely no smoking in the home
Absolutely no smoking, fires, or vaping anywhere in the house or on the property.
Tenant agrees that pets kept on the premises are sole responsibility of Tenant. LL shall not be liable for any injury, damage, loss related to the pet

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
Long-term renters welcome
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 deadlock
Property Registration Number C0073370620

About the area

Chilmark

Located in Chilmark, this holiday home is in a rural area and near the beach. Tisbury Town Hall & Katharine Cornell Memorial Theater and Vineyard Playhouse are cultural highlights, and some of the area's activities can be experienced at Island Cove Miniature Golf and Island Cove Adventures. Travelling with kids? Consider The Grey Barn and Farm and Polly Hill Arboretum. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with horse riding and cycling.
View more Holiday homes in ChilmarkOpens in a new window
Map
Chilmark, MA

What's nearby

  • Wades Field - 3 min drive - 1.5 km
  • The Grey Barn and Farm - 3 min drive - 1.4 km
  • Oak Bluffs Harbor - 21 min drive - 21.5 km
  • Oak Bluffs Town Beach - 22 min drive - 22.9 km
  • Inkwell Beach - 22 min drive - 23.3 km

Getting around

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

Restaurants

  • ‪State Road - ‬6 min drive
  • ‪Scottish Bakehouse - ‬12 min drive
  • ‪Menemsha Galley - ‬13 min drive
  • ‪North Tisbury Farm & Market - ‬7 min drive
  • ‪Chilmark Tavern - ‬9 min drive

Frequently asked questions

Is Open July 20-27th w/RT Ferry! 4 BR Cape in Chilmark - Pet Friendly pet-friendly?

Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 23 kg per pet. Some restrictions may apply, so please contact the property for more details.

How much does it cost to stay at Open July 20-27th w/RT Ferry! 4 BR Cape in Chilmark - Pet Friendly?

As of 5 Apr 2026, prices found for a 1-night stay for 2 adults at Open July 20-27th w/RT Ferry! 4 BR Cape in Chilmark - Pet Friendly on 31 May 2026 start from £382, 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 Open July 20-27th w/RT Ferry! 4 BR Cape in Chilmark - Pet Friendly?

On-site parking is available at the property.

What time is check-in at Open July 20-27th w/RT Ferry! 4 BR Cape in Chilmark - Pet Friendly?

Check-in begins at 3:30 PM.

What time is check-out at Open July 20-27th w/RT Ferry! 4 BR Cape in Chilmark - Pet Friendly?

Checkout is at 10:00 AM.

Where is Open July 20-27th w/RT Ferry! 4 BR Cape in Chilmark - Pet Friendly located?

This family-friendly Chilmark holiday home is located by the sea, within 2 mi (3 km) of The Grey Barn and Farm and Wades Field. Polly Hill Arboretum and Fulling Mill Brook Preserve are also within 3 miles (5 km).

Reviews

9.8

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. 36 out of 40 reviews
Rating 8 - Good. 4 out of 40 reviews
Rating 6 - Okay. 0 out of 40 reviews
Rating 4 - Poor. 0 out of 40 reviews
Rating 2 - Terrible. 0 out of 40 reviews

9.8/10

Cleanliness

9.8/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Natalie F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay, and everything worked great for our needs, what a wonderful vineyard cottage.
Stayed 4 nights in Jul 2025
Verified

10/10 Excellent

melissa g.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house and well equipped
Stayed 8 nights in Aug 2025
Verified

10/10 Excellent

Verified traveller

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

Great place to stay up island

The area was very tranquil and relaxing
Stayed 5 nights in May 2022
Verified

10/10 Excellent

Brian H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great home on a great very quiet area of the island. Plenty of outdoor space for the kids and dogs to play. Really liked the wrap-around rear porch, we ate all our meals on the huge picnic table out there were worked out perfectly. Location is very close to Alley's General store which was great for grabbing odds and ends. Chillmark and beaches were an easy drive. The bed in the master bedroom was very comfy can't attest to the other beds, but there were no complaints from the rest of the family.
Stayed 7 nights in Aug 2025
Verified

10/10 Excellent

Reed W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Another great stay up Island. Family of 4 with one small dog. Great stay everything in order and clean plenty of space and great laundry in the basement. Recommend the place highly! Easy to cook in and everything worked. Close to Grey Barn Allies and beaches. You should coordinate beach passes ahead as a lease might be required. Overall a great stay.
Stayed 7 nights in Aug 2025
Verified

10/10 Excellent

Aviv B.

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

Amazing Chilmark getaway!

We had a wonderful time in this charming house! It was everything you could hope for in a Martha's Vineyard vacation. The house was beautifully kept, well stocked, and our hosts were kind and responsive. We will definitely be bringing our family here again!
Stayed 7 nights in Jun 2024
Verified

10/10 Excellent

Lisa T.

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

A definite repeat!

We loved it so much last year we booked 2 weeks this year. We were able to hit all our favorites AND completely relax thanks to this Chilmark gem.
Stayed 13 nights in Jul 2023
Verified

10/10 Excellent

Jessica G.

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

Perfect Vineyard stay

The most wonderful, cozy home. The house is so quiet, perfect for a few days of relaxation on the island. The back deck was my favorite part, and the bed in the master bedroom was insanely comfortable. Can’t wait to return to this gem!
Stayed 6 nights in Jun 2023
Verified

10/10 Excellent

Christopher S.

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

Serene space

Must enjoy remote quiet. I wish I had more time to explore the area to uncover wildlife, beaches, and such. The owner was easy to reach and helpful.
Stayed 2 nights in Oct 2024
Verified

10/10 Excellent

Craig and Robin G.

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

Roomy hideaway

Absolutely beautiful property outside and in! Great deck in the back, outdoor shower, nestled in the woods. Four bedrooms and two full baths. Very accommodating and comfortable!
Stayed 3 nights in Jun 2023
Verified

10/10 Excellent

Nini D.

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

Beautiful, clean, and convenient

The house is in a perfect location in Chilmark close to beaches, trails, farms and the general store. The house is beautiful, clean, and well stocked. The owner Samantha is wonderful and has thought of everything one might need on a beach vacation.
Stayed 14 nights in Jun 2021
Response from VrboOwner on 6 Aug 2023
Hi Nini! Thank you so much for the kinda review! I am always open to feedback and suggestions for ways to improve my guests stay :)
Verified

10/10 Excellent

Evan J.

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

Amazing week in Chilmark

Samantha's house in Chilmark was another great week for us. Our family had a wonderful time there. The privacy of the home, the proximity to the best beaches on the island, and the conveniences it provides are unmatched. Thanks again for providing such a great way for us to enjoy our time on Martha's Vineyard!
Stayed 7 nights in Aug 2023
Verified

10/10 Excellent

Mitchell K.

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

Mitch's proposal to Colleen

This was in a great location and was a wonderful home. The house was neat and clean and provided all the amenities required for a pleasurable stay. My son Mitch surprised his girlfriend Colleen by proposing to her on the beach below Aquinnah Cliffs. She was so happy to have the whole family at the house after to celebrate with. We all loved it and the dogs were so happy to have room to roam the yard. Thanks great place highly recommend it.
Stayed 2 nights in Oct 2023
Verified

8/10 Good

jeff s.

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

As advertised

The house was as-advertised and comfortably accommodated my adult relatives in its four bedrooms. Everything worked. The house was clean with no surprises. Samantha was friendly and helpful when we talked with her. The VRBO app needs improvement, but the house was fine.
Stayed 4 nights in Jun 2023
Verified

8/10 Good

Maureen K.

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

Everything we needed, in a quiet refuge

A fine vacation property, thoughtfully equipped. Plenty of towels, bed linens, comforters, everything you could want for the kitchen, including a coffee grinder. Vacation books and games, good TV reception, internet was fine, toys for little ones, high chairs, beach balls, beach chairs, outside clothesline, plenty of parking. Washer and dryer in the basement. It is located about a half-mile down a single-lane dirt road, nestled in a wooded area of similar houses. We were a senior, sibling-related group of four adults, so we had room to spare in the house. We didn't make much use of the deck and yard as we were on the go around the island, enjoying the sights and tastes easily accessed by car from the property, and our city relatives are afraid of mosquitoes. But if we'd had kids with us they would have had plenty of safe space for running around freely. Easily-remedied safety details that could use attention: bedroom smoke detectors had been removed; at the top of the stairs, because the first step is unusual in design, visitors could miss it visually--an additional railing and/or tape marking that step could avert possible vacation disaster. A perfectionist would note a few details that would bring the experience to five stars: replace torn window screens, wash the windows for the best outside views, supply facecloths. But the pros far outpace the cons: altogether, a very nice, well-located vacation house.
Stayed 3 nights in Jun 2024
Response from VrboOwner on 17 Jun 2024
Hello Maureen, Thank you for choosing my home for your stay. I wanted to respond to a few points in your review - Face cloths: these are in the closet, if you had needed more than provided I wish you had asked. Smoke and carbons: the old detectors had been removed and the mounting brackets were on the ceiling. The new ones are installed and to cude within the bedroom. Your note about the upstairs windows makes sense! The pollen has been awful this season and they are due for another deep clean. Screens: i'm actually at the house this week for a stay with my family. I'm having a hard time finding screens with major tears. Because the screens are very frequently damaged by guests, i've taken to patching them when needed instead of the complete repairs. Ill make sure any small holes are patched again!
Verified

10/10 Excellent

Evan J.

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

An amazing gem in Chilmark

This is the third summer in a row that we’ve stayed in this home. It’s something we look forward to and can’t wait to get back again next year! The house has everything you need, including cozy bedrooms, outdoor shower, grill, flat back yard for lawn games and an amazing location close to Lucy Vincent Beach. The host is super helpful i ensuring that we have everything we need for an amazing week in Martha’s Vineyard.
Stayed 7 nights in Aug 2022
Verified

10/10 Excellent

Lisa T.

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

Chilmark gem

We had a wonderful week in this Chilmark gem! Such a peaceful location! Plenty or room for a family of 4+ to be comfortable. Property is just as advertised and shown in the pictures. Great communication from the host. We will definitely return!
Stayed 7 nights in Aug 2022
Verified

10/10 Excellent

John M.

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

Chilmark Wedding

We were in Chilmark for a family wedding and this was the perfect spot for 6 adults to sleep comfortably in a relaxing environment and clean home. There was an additional room to spare and it had all the amenities we needed for a long weekend stay
Stayed 3 nights in Jun 2022
Verified

8/10 Good

Nani P.

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

Beautiful spot!

Super cute and great location. Loved being “in the country” with only a 10-15 min drive to restaurants and activities! Thank you!!
Stayed 4 nights in Jun 2022
Verified

10/10 Excellent

Jennifer H.

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

Sweet, relaxing house on a quiet road

Samantha's house is a clean, comfortable cute house on quiet road in the woods. Adirondack chairs were lovely to relax in for morning coffee. The house was perfect for our annual family trip to Chilmark. Great location ... perfect launching pad to explore upisland. West Tisbury: Alley's, Field Gallery, Saturday and Wednesday Farmers Markets; Middle Road (magical, winding country road with stone walls and beautiful vistas running between W. Tisbury and Chilmark. Quintessential upland. Amazing to bike if you like hills!) Manuel Correllus state park with its mostly flat bike path (great for kids!), Lucy Vincent beach, Menemsha, Lobsterville and Aquinnah are all easily accessible. Upisland Cronigs, the local grocery store has almost everything you could need and is just a few minutes away by car. Everything was as described in the listing, and Samantha was wonderfully communicative. Thanks, Samantha for allowing us the opportunity to visit your home!
Stayed 5 nights in Jun 2022
Verified

10/10 Excellent

Marina S.

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

Relaxing stay

Our multi generational family had a great stay. The house is down a dirt road in the middle of the woods so it was very peaceful and relaxing, just be prepared to drive a bit to food, groceries, etc. The host was very helpful and responsive to questions. We definitely recommend this property!
Stayed 2 nights in May 2022
Verified

10/10 Excellent

Wes M.

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

Spacious and clean

Very spacious and clean. Great space for larger groups. It is a little bit secluded, but I would definitely return.
Stayed 2 nights in May 2022
Verified

10/10 Excellent

Nancy S.

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

Fabulous

It was the perfect house for us. Great location. We would definitely stay there again!
Stayed 2 nights in Oct 2021
Verified

10/10 Excellent

Julia G.

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

A Haven in the Woods

We had a wonderful time at this sweet house. Plenty of room for 6 people, close to Alley's, the Grey Barn (for delicious cheese...) and a short walk or drive to beautiful trails and the beach.
Stayed 12 nights in Sep 2021
Verified

10/10 Excellent

Evan J.

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

Memorable experience in Chillmark

This is our second year in a row staying at Samantha’s fantastic property in Chillmark. It’s the best spot on MV to explore from. The home itself is well laid out, is super quiet and has no neighbors nearby, allowing for a very relaxing experience. Samantha is super responsive to any questions that need to be addressed. We’ll be returning again to this property once again in the future, for sure.
Stayed 7 nights in Aug 2021

About the host

Hosted by Samantha

Host profile image
I am a 3rd generation islander. My grandfather, father and my younger brother were/are commercial fishermen in Menemsha. I always dreamed of having property of my own here. I love the quiet escape and laidback nature of Chilmark, the resident only beaches and the miles of conservation land and trails for exploring. I think this is the perfect location for relaxing, slowing down and enjoying the natural beauty of the island.

Why they chose this property

My home is comfortable, modest, peaceful, and clean. It's located down a long dirt road, on a private wooded lot which is a nice escape from the city. We are close to some of the best private beaches on the island! This is the perfect place to get away from it all and relax. Be warned that cell service is spotty and our internet (xfinity) can be tempermental but we're improving it each year as the company/road association allows.

What makes this property unique

Chilmark Beaches! Wooded 3 acre lot down a dirt road. Close to tons of hiking trails, the private town beaches and great restaurants. The fishing village of Menemsha is just a few minutes away and has some of the best local fresh caught fish and the most amazing sunsets.

Languages:

English

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