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A marina with boats docked at sunset.

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    Check prices for these dates

    Check prices for these dates, 14 – 15 December 2026

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    Our top choices for Vineyard Haven holiday homes

    1. 1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!

    A circular stone patio with Adirondack chairs and a small table in a forested area.

    2. Oak Bluffs 4BR • 5 Min Drive to Downtown

    A rocky beach with clear water, a sandy shore, and a hilly landscape in the background.

    3. Vineyard Luxury "Yurt"

    A modern kitchen with a large island, a dining area with a table and chairs, and a view of a green garden through large windows.

    4. < 1 Mi to Beaches: Home w/ Deck in Oak Bluffs

    A spacious living room with a wooden staircase, a fireplace, and a leather sofa.

    5. Walk to Beach! Oak Bluffs Home & Studio

    An outdoor seating area with Adirondack chairs and a table, surrounded by trees.

    6. Beautiful Estate with salt water pool & pond with kayaks

    A two-story house with a stone facade, a covered patio, and a well-maintained garden.

    7. New 4 BR house near center and beaches with bikes

    A modern kitchen with white cabinetry, a dining area with a wooden table and white chairs, and a large window providing natural light.

    8. Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

    A spacious kitchen with a central island, stainless steel appliances, and a dining area with a rug and chairs.

    9. Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!

    A boat docked at a concrete pier with a sandy shore in the background.

    10. Coastal chic meets French Provençal in this newly renovated oceanfront home.

    A covered outdoor seating area with a view of the ocean, a ceiling fan, and a flat-screen TV on the wall.

    11. The Seashell Cove - Martha's Vineyard

    A spacious living area with wooden beams, a dining table, and a sofa.

    12. New Seabury Home with Private Dock close to Beach, Golf Tennis, BOAT OPTIONAL

    A beach with clear water and a sandy shore.

    13. Spacious 5BR Falmouth Family Retreat with Deck, Ping Pong Table & Central A/C

    A modern kitchen with white cabinetry, a black stove, and a stainless steel sink.

    14. Spacious 4BR Cape Escape! Modern Tranquil house close to town, beaches, shops

    A spacious kitchen with a large island, wooden flooring, and a dining area with chairs and a table.

    15. Nice home near Mashpee Commons and all Falmouth has to offer

    A living room with a sectional sofa, a coffee table, a TV, and a fireplace.

    16. Cozy 3BR 2 Ba Home, Mins to Sandwich Center, Mashpee, Ocean & Fresh Water Beach

    A kitchen with a dining area, a ceiling fan, and a view to an outdoor patio.

    17. Backyard Retreat / 5 Min > Beach & Main St

    A room with a white dresser, a lamp, a window with blinds, and a view of a deck and houses outside.

    18. Ocean view, FREE BEACH PASS. Short drive to multiple beaches and water park!

    A water park with a large central pool, multiple slides, and a variety of play structures.

    19. Lakefront Stunning Cape Cod Views w Private Lake Beach - Backyard is the Lake !

    A wooden deck with a table and chairs, overlooking a body of water and trees.

    20. Beach pass included • Modern 3BR Osterville retreat, walkable to village center

    A beach with a clear sky and a lifeguard tower in the distance.

    Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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    Learn more about Vineyard Haven

    Ferries glide into this Martha's Vineyard port town where you'll find the historic Vineyard Playhouse and waterfront shopping along Main Street. Rent bikes to explore the harbour or catch a summer film at the Martha's Vineyard Film Centre.

    See all hotels in Vineyard Haven

    A marina with boats docked at sunset.

    Top reviews in Vineyard Haven

    Mansion House Inn And Spa

    A marina with boats docked along the shore, surrounded by greenery and a sandy beach.

    Vineyard Harbor Motel - Private Beach

    A patio with a wooden table and chairs, a hanging flower pot with red and yellow flowers, and a view of the sea with boats in the background.

    Inn on the Sound

    A cozy room with wicker furniture, a stone fireplace, and a view of the ocean.

    Lamberts Cove Inn

    A restaurant with wooden flooring, high ceilings, and large windows. Tables are set with chairs and centerpieces.

    The Palmer House Inn

    An outdoor patio with a fire table, seating, and a table set for a meal.

    Frederick William House

    A two-story house with a stone facade, a balcony, and a well-maintained garden.

    The Lightkeepers Inn

    A residential property with a gravel driveway, a wooden bench, and a house with a shingled exterior.

    Delano Homestead Bed & Breakfast

    A two-story house with a front porch, a stone wall, and a well-maintained garden.

    AutoCamp Cape Cod

    A modern living room with a sofa, coffee table, and various decorative items.

    Morgan Hotel

    A spacious living room with a sofa, chairs, a coffee table, and a staircase.

    The Coonamessett

    A bedroom with a bed, bedside tables, a chair, a table, and a view of the outdoors.

    Faraway Martha's Vineyard

    A bedroom with a large bed, a view of the outdoors through sliding glass doors, and a balcony with a white railing.

    Vineyard Square Hotel & Suites

    A multi-story hotel with a grand entrance, a flagpole, and a well-lit facade.