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Modern Marvel in Woods Hole - Walk to town & ferry

Beautiful modern masterpiece down a quiet street with quick access to Woods Hole, Shining Sea Bikeway, and the Vineyard ferry. This architecturally significant house was designed by the renowned postmodern architect Charles Moore and built in 1969. An addition providing ample entertaining space - including a dining room, den, loft, and roof deck - was completed in 2021, along with top to bottom refinishing of all rooms. This house has mid-century charm in spades with all the modern conveniences.

New 3 Bedroom 2.5 Bath Home Close to Downtown

Brand NEW construction with new high end appliances and spacious open concept living. This family friendly rental is set in a beautiful quiet neighborhood with plenty of free parking available. The large lawn and back deck give plenty of space for some outdoor fun and relaxation. Less than a mile from town, walking distance to the lagoon with and walking trails across the street you will be close to everything when you stay at this centrally-located place. Book with us for your family vacation!

The Lobster Pot: Lake Tashmoo, beachfront

Welcome to The Lobster Pot, your cozy beach cottage on the tranquil shores of Martha's Vineyard. Nestled on the waterfront, this charming retreat is ideal for a paradise getaway. Wake up to the soothing sound of waves, enjoy panoramic ocean views from your private deck, and relax in the gentle sea breeze. With its inviting décor and relaxed ambiance, The Lobster Pot offers a perfect blend of relaxation and adventure. Savor fresh seafood, stroll along the sandy beach, or enjoy stunning sunsets.

Stunning 4/2.5 Water View, Hot Tub, Dogs ok

Custom home with beautiful water views of Lagoon Pond. Surrounded by Land Bank and Sheriff's Meadow, this very private home offers easy access to miles of hiking trails and pristine waters. Enter the home from the covered porch; the main level features an open floor plan, high ceilings in the living areas - open to the dining room and kitchen, where large windows frame the Lagoon. Sleeps up to 8. Outdoor shower! Wifi speed 430 MBPS download speed Dogs ok with owner approval ; fee applies

Updated Vineyard Farmhouse - Walk to Town & Ferry

This well maintained, bright and cheery Vineyard farmhouse includes 4 bedrooms and 2.5 renovated bathrooms with outdoor shower, a sunny enclosed front porch and a spacious living area great for relaxing and gathering. The updated, fully-equipped kitchen opens up into a family friendly dining space. Outside is the perfect fenced-in yard that is great for games, lounging, cooking out & watching the local turkeys! Walk to town and ferry. Free parking, wifi, A/C, heating and laundry on site.

The Pearl: Lovely cottage, close to VH town/ferry

THE PEARL is a lovely retreat for up to two couples. Come relax in this quaint cottage, close to town, beaches and ferry. Located in a quiet, residential neighborhood. Large yard and plenty of off-street parking. Walk to nearby beaches and restaurants. FRIDAY to FRIDAY, weekly rentals only, June 27 - September 5. Significant DISCOUNTS for longer stays. Make an INQUIRY! Transferable FERRY TIX for 7/3-7/10, 7/17-7/24, 7/24-7/31, 8/21-8/28 Rent bikes or take island buses or taxis/Ubers.

Family Friendly 5 BR, Walk to Town, Beach & Ferry!

Ideal rental for families and friends! Two fully equipped kitchens, two fully furnished outdoor spaces, oversized deck with grill, washer/dryer, sleeps 10 (2 King, 2 Queen, Full over Full bunk beds) 3 living spaces, 2 pack and plays, 2 full baths, outdoor shower, large yard, and central a/c in every room! No ferry ticket? No car? No problem! This home is located close enough to the Vineyard Haven ferry for a quick bike ride or comfortable walk. Walking distance to trails and beach!

Location Location Location! Beach, Bike, Ferry

STEPS to beach, bike path, trails, restaurants, shopping, bus to MV Ferry Gorgeous studio/in law apartment, private entry, own parking + patio Open plan living/sleeping area + en suite bathroom Queen bed + queen sleeper sofa: sleeps max 4 Fresh linens, towels, personal care products, first aid, hairdryer, iron Mini kitchen w fridge, air fryer, microwave, toaster oven, dishwasher, cutlery, crockery, coffee maker Our famous home baked goodies! Coffee/tea/milk/sparkling water provided

Lake Street Haven- Sleeps 8 and short walk to town

Lake Street Haven — Walk to Town, Sleeps 8 | 4BR, 3BA + Outdoor Shower & Firepit Escape to Lake Street Haven, a beautifully decorated 4-bedroom, 3-bathroom private home located in the heart of Vineyard Haven. Just a short walk to town, Owen Park Beach, and the ferry, this coastal retreat blends charm, comfort, and convenience for your Martha’s Vineyard getaway. Whether you’re here for a family vacation, girls’ getaway, or island retreat, Lake Haven offers the perfect home base.

Charming Vineyard Cottage

Enjoy your Vineyard vacation at this charming, sunny cottage centrally located in Vineyard Haven. The home features two queen beds and one bath with a spacious outdoor patio in a natural oasis. A fifteen-minute walk from the Steamship and downtown, this excellent location provides peace and quiet while still connecting you to local public beaches, entertainment, shops, and dining! Perfect for couples, friends or a small family looking to experience all the Vineyard has to offer!

Entire home newly renovated in August 2025

Step into your serene island getaway at 5 Pine Tree Lane, with 4 bedrooms (4 beds) and nestled in the heart of beautiful Martha’s Vineyard. This brand-new home blends modern comfort with Vineyard charm perfect for families, groups of friends, or couples looking for a relaxing escape. Walking distance to a neighborhood beach, year round ferry access (1mi) and shopping. This home was thoughtfully designed and offers everything you need for a peaceful and memorable experience.

Down island woodsy retreat.

A peaceful retreat in the woods, centrally located down island near miles of hiking and biking trails and the Alpaca Farm. This large sunny BASEMENT apartment features a full walkout private patio and private entrance. The upstairs floors of the property are rented seperately in August, but I (homeowner) live there year round. We are 1.5 miles from the Performing Arts Center and a 10-12 minute drive to all 3 down Island towns. A car is highly recommeneded, however.