Striking 5BR/4BA Chilmark Contemporary with Views of the Sound

Top rated by guests
Spacious, award winning house nestled in the hills of Chilmark
Jenn aire propane stove top
Kitchen
Kitchen table and appliances
Spacious wrap around deck with all day sun and shade
review stars
9.2Outstanding
(41 Ratings)
"Staying here is a lot like having good friends who loan you their wonderful vacation home for a week. The kitchen is very well stocked, including a spice cabinet that has just about everything, along ..."
Carol E.
Don't miss out! Price and availability may change
9.2 / 10
Outstanding(41 Ratings)

House in Menemsha, MA

14 guests · 5 bedrooms · 4 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Top-tier experienceA high end property in this area

About this house rental

Come enjoy the secluded beauty of this award-winning, architect-designed home in Chimark on almost four acres of land. Relax on the two level deck or on the beach at Lucy Vincent, Squibnocket, or nearby Menemsha. The remarkable design makes great use of over 3500-square-foot space by joining the east and west houses with a guest room-den 'bridge.' The layout makes it perfect for extended family get togethers, weddings and other special occasions.

The west wing master bedroom has a king-sized bed with a private bath. Two second-floor bedrooms have queen-sized beds and share a bath with a striking, 14-foot-high, skylit, cathedral ceiling. The east wing has a king sized bedroom as well as a sleeping loft with two queen sized beds. The living rooms second level has two fold out full sized futons. The den offers a fold-out, sofa bed.

The two-level living area opens out onto the deck with distant views of Vineyard Sound and the Elizabeth Islands. The kitchen offers a Jenn-Aire cooktop and is fully stocked for groups up to 16. A huge, tiled, laundry room with washer and dryer is located on the lower level just steps from the outdoor shower.

There is plenty of storage in the lower level garage for bikes, kayaks and other toys as well as two cars.



Keywords: House

Amenities at Striking 5BR/4BA Chilmark Contemporary with Views of the Sound

Non-smoking
Pets allowed
Family friendly

Map of Menemsha, MA


Ratings and reviews

9.2 / 10
Outstanding(41 Ratings)
10 / 10Outstanding·Oct 2025
Staying here is a lot like having good friends who loan you their wonderful vacation home for a week. The kitchen is very well stocked, including a spice cabinet that has just about everything, along with other staples. In most rentals I’m rummaging around for something to put fruit in, but here there’s a nice bowl on the counter just waiting for our apples. There’s also a ‘junk drawer’ with all those little things like rubber bands, safety pins, pencils etc that you may suddenly need but didn’t think to bring. Communication was very good. The cleaners had neglected to put out soaps and shampoo and Jim showed up within an hour with supplies. John later wrote to make sure the house was clean and we got the bottle of wine. The house was very clean but no wine. He sent the cleaner over with one, just in time for us to get it chilled and take it to dinner at The Homeport. (Chilmark is a dry town.) The house has lots of room for a large group to spread out. We were in the east wing and joked that we made our steps. The large deck makes the most of the lovely wooded setting. The house is clean, comfortable, attractively furnished with nice touches and very welcoming. Be aware that the road there is a lengthy, winding, single dirt track but our loaded minivan had no trouble on it. An Uber initially missed the turn but was fine on the road. You need to set your gps before you leave the town as there is little to no signal. Once at the house you’re fine. Ready to kick back.
8 / 10Excellent·Sep 2025
We really enjoyed our time in this great, pet friendly Chilmark location!
10 / 10Outstanding·Jul 2025
Lovely property with everything you need. Very private, on a quiet road
6 / 10Average·Sep 2021
Chilmark is beautiful and this was tucked privately down a long dirt road. There was ample space for the 7 of us with no problems accessing bathroom or getting some quiet time when needed. The owner was quick to respond to questions and was able to accommodate our requests. We arrived to a nice bottle of white wine. The down side to this property is the overall lack of cleanliness. Dirty floors, walls and a very overpowering smell of mildew and must throughout the home. The house is heavily shaded and although the seclusion is peaceful, the home remained damp our entire stay and the home is not equipped with adequate moisture control--especially after such a wet season. The one small dehumidifier in the basement had a note on it to empty it if full as the drainage system may not always work. We emptied it a few times but the unit is not anywhere big enough to handle the living space. Even the couch and rugs were damp like we were glamping. Linens appeared clean but the problem with having renters launder the towels is lack of oversight and my facecloth was covered in red markings (lipstick I hope)which did fade signficantly after I washed it myself. Affordable price for this area but it is time for that 12 hour deep clean, humidity control and fresh paint. Still enjoyed our time together and we hope the owners are able to address these concerns because then they would have a real gem!!

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Striking 5BR/4BA Chilmark Contemporary with Views of the Sound. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Striking 5BR/4BA Chilmark Contemporary with Views of the Sound pet friendly?

Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Striking 5BR/4BA Chilmark Contemporary with Views of the Sound?

We found 3 amenities for this rental. This includes non-smoking, pets allowed, and family friendly.