Classic Cape home with full kitchen, W/D, firepit & gas grill - walk to beach

Living area
Private kitchen
Private kitchen
Interior
Terrace/patio
review stars
5.8
(7 Ratings)
"Our stay was everything we expected, and we had a great time. The house has a few quirks, but it was charming and ideal for our family with grown children. The location was quiet and private, we saw d..."
Jill W.
Don't miss out! Price and availability may change
5.8 / 10
(7 Ratings)

House in Menemsha, MA

7 guests · 3 bedrooms · 1 bath

Reasons to book

High-end valueWell priced for this area
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Includes essentials and more

About this house rental

Whistling Hill House

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Named for the sea breezes that circle this charming and unique home, the Whistling Hill House is nestled alongside the Martha’s Vineyard Land Trust, ensuring a private and peaceful vacation. A five-minute walk takes you to Lobsterville Beach for swimming in the sound. Come home and wash off salt water and sand in the outdoor shower, then sunbathe on one of the two decks.

Ocean swimming is an eight-minute drive away at the beach, rated one of the 20 most beautiful in the world - the Moshup Public beach, with the spectacular-colored cliffs as background setting and the Gay Head Lighthouse overlooking the scene.

For the best young children’s swim and play time, a saltwater pond is another short drive away. Menemsha Pond is also a nice place for a birding walk or a longer walk along beautiful Lighthouse Road. The traditional fishing town of Menemsha, still an active place to pick up the freshest fish available on the island as well as antiques and other niceties, is of course accessible by car - but is also easy to get to via the five-minute bike ferry operated between Aquinnah and Menemsha.

WHAT’S NEARBY
The Orange Peel Bakery is a Wampanoag-owned local bakery with an outdoor brick pizza oven, extraordinary homemade pies, and many other goodies. A 10-minute walk or three-minute drive up Lobsterville Road (in the opposite direction of the ocean), this spot often hosts summer pizza nights where folks decorate their own pies with various toppings.

At the top of the Aquinnah Cliffs, above the ocean beach, is a historic lookout where you can watch the sunrise and sunset with breathtaking views. The Aquinnah Shop Restaurant features one way of doing this while dining, but there are also a group of small shops and eateries which line the road to the top of the Cliffs. World-class clam chowder is available (comparing and rating the best chowder is an annual activity)!

Insights into local Wampanoag history and ongoing life can be found at the Aquinnah Cultural Center (a mini-museum), where summer workshops have included craft-making sessions, artist demonstrations, and book launches.

As noted, walks from easy to strenuous can be had just from the house - along Lobsterville Beach Road around the peninsula, to the ocean beach, cliffs, and lighthouse, or Menemsha Pond and the docks to the ferry to the town of Menemsha.

THINGS TO KNOW
5 window AC units are available, one in each bedroom, one in the living room, and one in the common room.
Streaming is available using your own accounts.
The woodstoves are not operational.
The full kitchen does not have a dishwasher.

Parking notes: There is free parking available for 2 vehicles.



Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the "Rental Agreement" on the checkout page.

Due to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

Amenities at Classic Cape home with full kitchen, W/D, firepit & gas grill - walk to beach

Non-smoking
No pets allowed
Family friendly

Map of Menemsha, MA


Ratings and reviews

5.8 / 10
(7 Ratings)
8 / 10Excellent·Sep 2025
We really enjoyed our stay in this vintage vacation gem. Tucked away in the woods, this little house is both comfortable and accommodating. After a day exploring the island, our family enjoyed gathering around the rustic dining table for an evening meal surrounded by books and soft lamplight. The large living room with roomy sofas was a great spot to watch movies and eat popcorn; especially during some heavy rainstorms that hammered the island during our visit.When the sun was out, the back deck was a great place to soak up some rays. And a beach is a walk (or short drive) away. Definitely visit the nearby highly rated Orange Peel Bakery for the best cakes and scones you will ever taste. Also in close range, the lighthouse has a parade of gift stores, ice cream, lobster rolls and coffee places to grab a quick bite. We had a great time on the island and this little house was a big part of it. If you’re expecting sleek and modern finishes, this property may not be for you. But if you’re happy to step back in time to old school Vineyard vibes, then your wallet will thank you.
8 / 10Excellent·Aug 2025
A short walk and you will be in Lobsterville beach, which to me is a beautiful island. If you are a fishing person a short drive and you go to fishing spots on this aprt of the island. Also driving distance is the Chullmark Store has very good products if you need somethign quick. And Menemsha ( fishing port) is about 15 to 20 minues away! I could not ask for any better location. The house is rustic , the location is pristine so make sure you bring impprtant items hat you think you may need.
10 / 10Outstanding·Jul 2025
Our stay was everything we expected, and we had a great time. The house has a few quirks, but it was charming and ideal for our family with grown children. The location was quiet and private, we saw deer and bunnies in the yard and really enjoyed being off the beaten path. The beds and living room furniture were very comfortable, the AC and wifi worked great and there was plenty of hot water. There were a few things in and around the house that need maintenance, plus the yard has overgrown quite a bit. It would be a hard place to stay if you had very small children or older people, but it was perfect for us. We gave it 5 stars despite the things that need repair because they weren't an issue for our family, and we truly enjoyed the house and the location. This is a great place if you are looking to get away and have a nice quiet vacation in a beautiful spot on the island.

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Classic Cape home with full kitchen, W/D, firepit & gas grill - walk to beach. 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 Classic Cape home with full kitchen, W/D, firepit & gas grill - walk to beach pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Classic Cape home with full kitchen, W/D, firepit & gas grill - walk to beach?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.