Entire home
Amazing sunsets, a welcoming home, and island adventures. Lifetime memories!
Holiday home in Chilmark with fireplace and jetted bath
Photo gallery for Amazing sunsets, a welcoming home, and island adventures. Lifetime memories!





5 bedrooms4+ bathroomsSleeps 104750 sq ft
Popular amenities
Explore the area
Chilmark, MA
- Place, Newport Mansions
- Place, Waskosim's Rock Reservation4 min drive
- Place, Inkwell Beach28 min drive
- Airport, Vineyard Haven, MA (MVY-Martha's Vineyard)22 min drive
Rooms & beds
5 bedrooms (sleeps 10)
A. Primary Suite with private office, en suite bath, fireplace, private outdoor patio and loft with children's twin beds for sleepovers
1 King Bed
B. Second Primary with private bathroom (shower)
1 King Bed
C. Double
1 Double Bed
D. Twin Room
2 Single Beds
E. Library
1 Queen Sofa Bed
Living Room 1
1 Queen Sofa Bed
4 bathrooms, 1 half bathroom
Library Bath with square tub
Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer
Powder Room
Soap · Towels provided · Toilet
Primary Suite
Soap · Towels provided · Toilet · Shower only · Jetted bathtub · Shampoo · Hair dryer
Second Primary en suite
Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer
Shared Bath for double and twin rooms
Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer
About this property
Amazing sunsets, a welcoming home, and island adventures. Lifetime memories!
Gracefully situated atop the hills of Spring Point in Chilmark, our 4
BR (sleeps 8-10) home features panoramic water views sweeping from the Gay Head light house to the Elizabeth Islands.
This 4,750 sq-ft family sanctuary was designed to balance inside and outside family gathering spots with private spaces for couples or kids, cooks or book lovers, sports enthusiasts or WFH professionals. Experience everything Chilmark and Martha's Vineyard has to offer.
The primary suite includes a king bed, fireplace, luxury bathroom, laundry, loft with twin beds and private patio. The adjacent office offers privacy and is equipped with printer, wifi, and landline telephone.
At the opposite end of the house, a generous guest room has a king bed and en-suite bath with direct access to a large deck.
The great room is anchored by a floor-to-ceiling fireplace with wall-to-wall windows facing the water and direct access to the deck and yard. This room includes a wet bar, TV, game closet and extensive CD and DVD library.
The well-equipped kitchen and bright dining area has seating for 12, direct access to the deck, and adjacent powder room. Directly off the kitchen is the garden courtyard to enjoy coffee in the morning sun and includes a propane grill for evening dinners.
The ground floor has two suites joined by a galley kitchen. The first suite includes two bedrooms (twins and double) with shared bath, laundry room with utility sink, sitting room with TV and pull-out queen bed. The second suite boasts a large family room with TV, extensive library, fireplace, queen sleep sofa, and en-suite child-friendly bath. Each suite has its own staircase to the main living area, and direct access to patio, yard, and upper deck.
Additional features: Central AC, enclosed outdoor shower, large book and music library, high-speed internet, printer, 3 TVs, firewood, beach chairs, towels and toys. Association amenities include tennis courts, private beach, and extensive trails.
BR (sleeps 8-10) home features panoramic water views sweeping from the Gay Head light house to the Elizabeth Islands.
This 4,750 sq-ft family sanctuary was designed to balance inside and outside family gathering spots with private spaces for couples or kids, cooks or book lovers, sports enthusiasts or WFH professionals. Experience everything Chilmark and Martha's Vineyard has to offer.
The primary suite includes a king bed, fireplace, luxury bathroom, laundry, loft with twin beds and private patio. The adjacent office offers privacy and is equipped with printer, wifi, and landline telephone.
At the opposite end of the house, a generous guest room has a king bed and en-suite bath with direct access to a large deck.
The great room is anchored by a floor-to-ceiling fireplace with wall-to-wall windows facing the water and direct access to the deck and yard. This room includes a wet bar, TV, game closet and extensive CD and DVD library.
The well-equipped kitchen and bright dining area has seating for 12, direct access to the deck, and adjacent powder room. Directly off the kitchen is the garden courtyard to enjoy coffee in the morning sun and includes a propane grill for evening dinners.
The ground floor has two suites joined by a galley kitchen. The first suite includes two bedrooms (twins and double) with shared bath, laundry room with utility sink, sitting room with TV and pull-out queen bed. The second suite boasts a large family room with TV, extensive library, fireplace, queen sleep sofa, and en-suite child-friendly bath. Each suite has its own staircase to the main living area, and direct access to patio, yard, and upper deck.
Additional features: Central AC, enclosed outdoor shower, large book and music library, high-speed internet, printer, 3 TVs, firewood, beach chairs, towels and toys. Association amenities include tennis courts, private beach, and extensive trails.
Our prices include all fees. No hidden fees.
Add dates for prices
Amenities
Washing machine
Dryer
Air conditioning
Parking available
Barbecue grill
Fireplace
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- Washer
- Dryer
- Pet-friendly
- Air conditioning
House Rules
Check in after 4:00 PM
Minimum age to rent: 28
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Two twin beds in the Primary Suite loft
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Check-out instructions
The host requires you to complete the following before checking out:
Load and start the dishwasher
Gather used towels
Remove personal items
Turn off the lights and return the keys
Please do not adjust the heat or air conditioning when you leave
Turn off propane at grill tank
Failure to complete these may result in a negative review from the host.
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
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
Property Registration Number C0512100620
About the area
Chilmark
Chilmark is home to this holiday home. Tisbury Town Hall & Katharine Cornell Memorial Theater and Vineyard Playhouse are cultural highlights, and some of the area's attractions include Fulling Mill Brook Preserve and Polly Hill Arboretum. Chilmark Chocolates and The Grey Barn and Farm are also worth visiting.
Chilmark, MA
What's nearby
- Waskosim's Rock Reservation - 4 min drive - 1.8 km
- Menemsha Beach - 13 min drive - 7.4 km
- Martha's Vineyard Museum - 22 min drive - 18.1 km
- Oak Bluffs Harbor - 26 min drive - 22.6 km
- Inkwell Beach - 28 min drive - 24.4 km
Getting around
Restaurants
- Menemsha Galley - 9 min drive
- State Road - 8 min drive
- Chilmark Tavern - 9 min drive
- 7aFoods - 11 min drive
- Home Port Restaurant - 9 min drive
Frequently asked questions
About the host
Hosted by Jeanette
This is my second family property managing and I have learned to make sure I set expectations for our visitors because I want people to have the best experience at our home without any surprises.
Why they chose this property
The views are simply amazing and no two are alike. Up-Island Chilmark offers a fabulous respit from the hustle of VineyardHaven, Edgartown, and Oak bluffs while being close enough to all of them for access to events and activities.
What makes this property unique
Our property was built with future generations in mind and is a place of joy for all ages 0-88 (and still going). We built it for our family and now yours. As an FYI, in 2024-25 the entire property went through a complete update of kitchen, bathrooms, mechanicals, conversion from oil to propane, central air/HVAC, motorized window treatments, and update of many furnishings.
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