Entire home
Classic Cape home with full kitchen, W/D, firepit & gas grill - walk to beach
Holiday home in Aquinnah with kitchen and patio
Photo gallery for Classic Cape home with full kitchen, W/D, firepit & gas grill - walk to beach





Reviews
5.8 out of 10
3 bedrooms 1+ bathroom Sleeps 7 1152 sq ft
Popular amenities
Explore the area

Aquinnah, MA
- Place, Gay Head Lighthouse6 min drive
- Place, Aquinnah Cliffs6 min drive
- Place, Menemsha Beach8 min drive
- Airport, Vineyard Haven, MA (MVY-Martha's Vineyard)30 min drive
Rooms & beds
3 bedrooms (sleeps 7)
Bedroom 1
1 Double Bed
Bedroom 2
1 Double Bed
Bedroom 3
1 Queen Bed
1 bathroom, 1 half bathroom
Bathroom 1
Bathroom 2
Spaces
Deck or patio
Kitchen
Garden
Dining area
About this property
Classic Cape home with full kitchen, W/D, firepit & gas grill - walk to beach
Whistling Hill House
Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'
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.
Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'
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.
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Air conditioning
Outdoor space
Parking available
Have a question?
Get instant answers with AI powered search of property information and reviews.
Similar properties

Cozy efficiency apartment/heated pool
Cozy efficiency apartment/heated pool
- Pool
- Kitchen
- Free WiFi
- Air conditioning
9.6 out of 10, (21 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Smoking is not permitted anywhere on the premises.
Important information
You need to know
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
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 first aid kit
Property Registration Number C0338921040
About the area
Aquinnah
Located in Aquinnah, this holiday home is by the sea. Island Cove Miniature Golf and Island Cove Adventures are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Middle Road Sanctuary and Wades Field. Chilmark Chocolates and Fulling Mill Brook Preserve are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Aquinnah, MA
What's nearby
- Squibnocket Pond - 4 min drive - 3.2 km
- Gay Head Lighthouse - 6 min drive - 5.0 km
- Aquinnah Cliffs - 6 min drive - 5.0 km
- Menemsha Beach - 8 min drive - 4.3 km
- Lucy Vincent Beach - 13 min drive - 11.3 km
Getting around
Restaurants
- Menemsha Galley - 13 min drive
- Chilmark Tavern - 9 min drive
- Home Port Restaurant - 12 min drive
- Aquinnah Shop - 6 min drive
- Aquinnah Restaurant - 6 min drive
Frequently asked questions
About the host
Hosted by Vacasa of Massachusetts

Languages:
English, French, German, Italian, Spanish
Tell us how we can improve our siteShare feedback