Lily Hill

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'

Step back into a more peaceful time at this special home on the western shore of Lagoon Pond. Poised on a knoll overlooking the water, Lily Hill offers both serenity and sweeping views from impeccably maintained grounds. Enjoy a swim at your private beach morning, noon or night; rinse off in a hot water outdoor shower on the patio. Tie your sailboat or cruiser to the longest dock on the freshwater/saltwater lagoon, which opens to Vineyard Haven harbor; use the private, deep water mooring for your yacht. From the house, you watch the sunrise across the lagoon. From the end of the dock, with water lapping underneath, you can watch both the sunrise and sunset through the trees! Choose a unique spot to propose or hold an intimate wedding: Lily Hill's elegant gazebo overlooks the water; a classic arbor is set beneath the sweeping branches of one of the largest maple trees on the Island.

Surrounded by a variety of trees and flowering plants, this classic Vineyard shingle-and-stone home is within easy walking distance of town yet invisible from the road. Depending on the season, you’ll be greeted by pink hydrangeas, white-blossom Kousa dogwoods, or flashy orange Tiger lilies - the home’s namesake flower. The interior, with modern conveniences, is historic and elegant with large, curving windows in the wood-paneled great room, dining room, and downstairs master bedroom all overlooking the lagoon.

The bed in the primary suite has a luxury-rated DreamCloud mattress; the main bath includes a recently renovated and retiled shower. There are three Roku sets (44” in the main bedroom, 55” in the great room, and 32” in the dining room), and a new HVAC system. The upstairs sitting room was completely renovated in April 2022, with new awning windows and skylights. The great room has an entirely new furniture ensemble chosen by Lily Hill’s artist-owner for comfort, support and pleasing, lively colors and patterns. The kitchen features a new, top-rated wall oven and French door refrigerator. On the patio is a table for six near the grill overlooking the lagoon.

For many years, Lily Hill was the personal project of a locally renowned master gardener. The coffee-table book, Martha’s Vineyard Gardens and Houses, (Simon & Schuster), featured Lily Hill on the cover and in a 10-page spread. The text begins, “On the shore of Lagoon Pond sits this lovely rambling house… It is both rich and warm as well as light and airy.” Now, leave your everyday world behind and enjoy this remarkable retreat yourself.

What's nearby:
Vineyard Haven and the ferry terminal are less than a mile away. The Martha's Vineyard Museum is closer still and warrants a visit to learn about the island and its history. The harbor is full of boats – crowned by the offshore-moored, iconic topsail schooner, Shenandoah. Rent mopeds, bicycles, and even a center console power boat from 17’ to 22’. Take sailing lessons at the Vineyard Haven Yacht Club, spend an afternoon at Owen Park Beach, or head to the links at the Farm Neck Golf Club four miles southeast. Enjoy rolling along on rented bicycles for miles and miles of mostly flat terrain at the Manuel F. Corellus State Forest. (Interesting note: as a teenager, Lily Hill’s owner, an avid biker himself, was a volunteer who helped build these bike paths through the forest.) You can even rent a Jeep, long preferred as a mode of Vineyard locomotion by locals, at Sun ’n’ Fun, in nearby Oak Bluffs. Sample the many excellent Vineyard Haven dining options, including La Soffitta, Salvatore’s Ristorante Italiano, Rocco’s Pizzeria, Bobby B’s, the Little House Cafe - and, of course, the famous Black Dog Cafe, Bakery and Tavern. You might even spot a celebrity (or two or three) enjoying morning coffee at Mocha Mott’s, ice cream at Mad Martha’s, or perusing the latest releases at everyone’s favorite independent bookstore, Bunch of Grapes.

Things to know:
Free WiFi and three Roku TVs
Full kitchen with built-in electric cooktop and wall oven
Outdoor hot-water shower
Private boat mooring sufficient for craft up to 55 feet

If you are bringing a dog on your trip, the nightly pet fee is already included in your quote when selecting "Yes" to pets. No more dogs are allowed.
Parking notes: There is free parking available for 1 vehicle.

Dock details: Deep water dock



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.

City/town permit number: STR-22-14

Other tax number: C0130282960