Falmouth Classifieds > Housing > Vacation Rentals

2013 Ferry tickets available during July and August weeks. This newly renovated Oak Bluffs home offers a spacious interior, with plenty of nooks for all to have their own space. A spacious deck and yard are perfect for entertaining and cookouts. The attic offers a wide open floor plan which is perfect for kids to get away from mom and dad. This home offers all the amenities a large family could...

Comfortable four bedroom, three bathroom home with open floor plan in back of house. Living room separate in front of house. Porch and deck with outdoor shower. Modern eat-in kitchen. Air conditioning units in each bedroom, living room and back of house.

Cute contemporary not far from the village, beach and yacht club. Relax on the large wraparound deck or take a brisk healthy walk to town. Nice flower garden.

Whether you're looking for a romantic get-away or a "very Vineyard" special family vacation, this beautiful, three bedrom home with panoramic views of the Lagoon and private beach has it all. Surrounded by an acre of manicured lawn and beautiful gardens. Dining area and master bedroom feature views of the Lagoon through grand, curved-wall windows. Take afternoon tea in the gazebo featured on th...

This Cape is charming, spacious and private. Access to Association tennis, pool and bike paths. Fully equipped gourmet kitchen and sun room open to large 30x12 rear deck. Hardwood floors throughout home. Convenient to Lambert's Cove and Long Point beaches.

Fabulous Water front vacation home, well-equipped and with lots of living space, both indoor and out. Long, level, grassy yard leads to waters edge & small sandy private beach; super shaded deck is roomy enough for the whole crew! This is a private exclusive area- rare to find a vacation rental here! 3 King Beds, 1 Queen bed, and six twin beds. This home rents for $3000 per week plus $60 reserv...

Charming beachhouse, newly renovated and expanded in 2012. Elegant and simple all at the same time! Many rooms and open deck overlook Edgartown Harbor from which one may enjoy stunning sunsets. Tennis at private court on property and ocean swimming at private beach a short walk away. One half mile to Chappaquiddick/Edgartown ferry and one mile in opposite direction to Chappaquiddick Community C...

Spacious home with 4-levels offers a great vacation retreat for your extended family. Over 2 and a half acres, set on a quiet street in West Tisbury this lovely location abuts the State forest and bike path offering miles of walking, biking and running trails. Private, yet just 10 mins to downtown Vineyard Haven. Includes Lambert Cove Beach pass. 4 bedrooms, a 1200sf bunk-room AND a separate 12...

What a spot!! Sitting on the cliffs of Aquinnah, this gorgeous bright and sunny contemporary has waterviews from almost every room and a private beach just a very short walk away. The living space is wonderful for entertaining with open kitchen, dining room, and living room all with exposed beams and wood floors throughout. The master is located at one end of the house and the other 2 additiona...

Completely renovated home with fully equipped kitchen, granite jacuzzi baths, hardwood floors throughout the home. A nice mahogany deck with weber grill for relaxing and entertaining outdoors. Additional sitting area open to the kitchen with a stone fireplace. Private deeded beach and path. Great vacation home.

A masterful combination of up-island elegance and fine craftmanship, this dream house awaits you. There are picturesque water views from almost every room in this stunning home. Enjoy a glass of wine on the roof deck at sunset or take a dip in the heated pool. Pool house offers two twin beds for additional guests. Lounge on one of the patios or deck or screened porch and take in the scents of t...

Situated high on a private road, this five bedroom custom built post and beam home captures views of Vineyard Sound and Elizabeth Islands. Five minute walk to Lobsterville beach.

Bright and breezy post & beam home sitting on 3-acres of rolling wooded land located down a private road. Southern views of the Atlantic ocean as well as a short drive/bike to Philbin and Lobsterville beaches and the Gay Head cliffs. This very Vineyard home offers 3-levels w/two queen bedrooms, a sky-lighted loft area, chef's kitchen, spacious living and dining area, large screened porch and ev...

Very spacious five bedroom home located on four acres in Aquinnah. Approximately one mile from town beaches and the Gay Head Lighthouse. Larsen's Fish market and Menemsha Harbor are about five miles away by road or 1.5 as a crow flies. The Great Room has a two-story beach stone fireplace and a walk-way to the rear mahogany deck. Kitchen comes with high-end stainless steel appliances. Master bed...

Contemporary home sitting on a knoll across the road from ocean beach with panoramic views of ocean, Noman's Island and Gay Head (Aquinnah) lighthouse. House includes 4 bedrooms, 3.5 baths with living room/dining room/kitchen on top level with deck off front of house. Screened porch off master bedroom and large open porch facing Gay Head (Aquinnah) cliffs. Home tastefully furnished with many in...

Nestled in a wooded, private setting located off of Moshup Trail in Aquinnah. Great up-island retreat, just two miles to private Philbin Beach. Bright, cheerful and spacious interior, open and clean living space. Enjoy and relax on the outdoor deck perfect for sunning, reading and/or grilling. The perfect up-island get away.

In a private setting, this lovely, classic, vineyard home, with herb & perennial gardens, is set at the edge of a lawn that slopes down to the water & beach on Katama bay. It is beautifully decorated w/antiques and fine quality furnishings that complement the relaxed, semi-formal style of the home. All rooms look west to the harbor and Katama bay over a salt marsh and pond with an active osprey...

Located away from the crowds (but only a ten minute drive to the ferry & Edgartown town), this casual, cozy & charming home, with a Guest House attached via a large deck, is in a natural setting is a great spot to escape to. With both bay and ocean beaches close by, you can walk or drive to water....or relax at the house on the sunny rear deck, or in the shade on the covered front porch. There'...

Close your eyes and envision a summer in the romantic yesteryears when Chappaquiddick was a remote outpost, yet here was an amazing rural estate, Carriage House and all. Back then one had to be rowed across to this little island from Edgartown, there was no electricity and hand pumps for water & outhouses were the norm. As evidenced by the photographs, much has changed and modern luxury surroun...

It is located atop Sampson’s Hill being the highest elevation in Edgartown. Between now and the start of this upcoming summer, we will have updated and renovated the home completely. The house is an upside down house consisting of three levels with the top level being the shared living quarters consisting of the living room, dining area, and kitchen giving way to a spectacular panoramic v...