Vacation Home Management Vacasa unlocks the possibilities of how we enjoy vacation homes. We take care of managing our homeowners’ vacation houses so they can have peace of mind (and their home when they want to). And our guests book vacations confidently knowing they’re going to find exactly what they’re looking for without any surprises. Each vacation home is always cared for by our professional local teams who implement our high cleanliness and maintenance values, while the hands-off tasks of vacation rental management--marketing, filing taxes, and maintaining a website--are handled by a specialized central support team. Our passion and focus remains true: to empower our homeowners, guests, and employees to invest in vacation.

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.

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.