Chappaquiddick is truly 'a place apart' as the name means in the native Indian language. Caleb's Common Lane is quiet, and private, yet only 1 short mile to the Chappy Ferry to the center of Edgartown. The perfect place to go to the beach all day, and dine in one of Edgartown's many fine...

This home has been in our family since it was built in 1987, and it has undergone a $30K renovation in 2014-16. Set on a quiet, cul-de-sac street, this home is perfectly set in the middle of Vineyard Haven, Oak Bluffs, and Edgartown, a perfect setting. Renovations include new window, paint,...

Bright, open and light filled contemporary in a wonderful Katama location - off the beaten track but within minutes of beach and town, trolley stop and bike path. First floor has living room with cathedral ceiling, lots of skylights, and 2 paddle fans, dining area, well equipped kitchen,...

Gorgeous all new Greek Revival home, masterfully crafted and impeccably furnished throughout. Outdoor living for your relaxation with Pebble Teck pool, bordered by bluestone patio, and gorgeous landscaping. A private setting with the convenience of an in-town location. The main level features a...

Three-plus bedroom cape is a short walk (20 minutes) into town, two and half miles to beaches and one-half mile to bike path. It is an ideal home for a family, can sleep six to eight very comfortably. Beautifully decorated with upscale furnishings, gourmet kitchen with full amenities, and breakfast...

Upstairs second story apartment with private entrance, newly remodeled, walking distance to quaint downtown Edgartown. One parking spot, outdoor dining, grill, outdoor shower, small kitchen/ living room area (minus oven), washer and dryer. Two separate bedrooms with one queen and one double bed....

You’ll adore the classic style of this Cape with beach chic accents, nestled back on a 1/2 acre wooded and private lot. Bike paths are accessible at the entrance to this area, taking you to Morning Glory Farm for fresh baked goods and produce, and connecting to the many Island interconnected paths...

Luxury and elegance in the heart of downtown Edgartown. Brand new construction featuring four levels of living in the main house and a separate Captain's Quarters for extended family and quests. Enjoy all of the conveniences of this fabulous location including the finest shopping and dining as well...

Wonderful location set in the heart of Katama yet close to town and beach. Bike or walk just a little over a mile to town or to the Katama General Store down the road. Upon entering the light filled home you will be welcomed into the open chefs kitchen, dining and living room. Off the living room...

Sunny, three bedroom contemporary cape less than a mile from South Beach and the center of Edgartown. A bike ride to the beach or shopping in Edgartown, or even bike to the oldest carousel with it's brass rings in Oak Bluffs. Private, large yard with outdoor games to play, on a dirt road yet 4...

Wonderful, spacious, open & airy contemporary home set on the Wasque plains with great views of Katama Bay & the Atlantic Ocean (walk to both). Spacious kitchen with breakfast counter, cathedral ceilings, skylights, wall to wall carpeting. Large screened porch, open decks. Adjoins acres of...

Reverse Contemporary home located just a short distance to popular South Beach. Relax on the deck or play in the nice yard after a day at the beach or indoors in the upstairs Great Room or 1st floor living area, both which have flat screen TVs. Updated kitchen = Cabinets will be white with new...

Pristine summer home, centrally located in Dodger's Hole neighborhood offers a private setting surrounded by beautifully landscaped yard. The home features a wrap around deck, deck dining area and a spacious screened porch with outdoor living room and overlooks the gorgeous private yard. There is...

Lovely four bedroom home in Katama close to South Beach. This home is nicely decorated with a foyer on the first floor which acts as a separate gathering area great for kids. Enjoy outdoor dining on the deck and the yard is great for kids to play. Two master bedrooms are an added plus....

This charming and well-maintained home is located in the heart of the Katama, South Beach area of Edgartown. Surrounded by a large landscaped yard and featuring a lovely spacious bluestone patio area, this sweet home sits equidistant to South Beach and the Edgartown Village area. Bike paths...

Cozy, clean and comfortable family retreat. This home is located close to town, walking and bike trails. Yet secluded from the summer time hustle and bustle. Deck off master bedroom overlooks a small wooded backyard. Private outdoor shower. Additional amenities: Coffee Maker, Fans, Outdoor Shower,...

Waterfront, Chappaquiddick home with dock and guest house. Quintessential Vineyard home sleeps 16. Wonderful views of the bay and 400 feet of private sandy beach for swimming, fishing and kayaking. Large old style living spaces, impeccably maintained. Exceptional privacy, yet only 2 miles to Chappy...

This beautiful Edartown home has just under gone a renovation adding a new King Master Suite with luxury bath on 1st Level and an all newly remodeled Chef's kitchen This contemporary and elegant in-town home offers a fabulous location in the desirable Plantingfield Wood area of Edgartown. The...

An absolutely charming, traditional Chappaquiddick cottage furnished with cottage antiques. Gorgeous views of the Edgartown outer harbor from the front porch . Shared private beach just minutes from the cottage. Please go to the 'ISLAND INFO' link on our website and click on 'Chappaquiddick' for...

Delightful 3 bedroom, 2 bath home located in a secluded neighborhood on a quiet street on the outskirts of Edgartown. Home is located a short distance to bike path and town. Cathedral ceilings in main living area, upstairs master suite with queen bed and private bath. There are two bedroom a...

Gracious home with spectacular views only steps from the waters edge. One hundred feet of shoreline with small private beach on Sengekontacket provides an ideal area for families to explore and swim. Kayak enthusiasts will enjoy one of the island's most scenic areas. Expansive views and sunsets...

Beautiful village area colonial with contemporary designer interior and luxury amenities. For those who love an in town location with easy walking distance to Main St, this home provides the perfect location. South and State Beaches are but a 5 to 8 minute drive from stately home and one can walk...

One of the finest Atlantic Ocean view homes. This light and airy home has a wonderful southern exposure, lovely breezes and is a short walk to South Beach. The large open living/dining area opens onto a deck where you can smell, hear and see the ocean. A large room on the lower level acts as a...

Tastefully decorated and recently renovate this lovely Island Grove home is perfect for families. There are association tennis courts in Island Grove for use by guest renters. This exterior of this home features a farmers porch for relaxing out of the sun and a lovely deck with grilling and...

A charming Katama home, set equidistance between South Beach 1.5 mi and the same to Edgartown Village Center. Mulitiple outdoor areas include a farmers porch with rockers, a spacious screened porch with outdoor dining just off of the indoor dining area and a deck with outside enclosed shower...

This lovely, well cared for, older home, with many modern conveniences, is located in the Historic District of Edgartown. It is roomy and comfortable with plenty of living space inside and a nice yard for relaxing on a beautiful summer day. Two lovely little studio cottages in the rear add to it's...

Set on a quiet street yet close to the hustle and bustle is this newly built luxury custom Gambrel. The home features a wonderful open floor plan that is bright and airy. The highlight of the home is the wonderful outdoor space. There is a heated pool, blue stone patio with ample seating and a...

Spacious 3 bedroom, 2.5 bath home nestled on a pine and treed 1/2 acre knoll. House is approximately 2,000 sq. ft. Separate living room, dining room and eat-in kitchen with warm, newly finished, yellow pine floors. On the first floor is a master bedroom suite with a full tiled bath. There is...

MVVR EXCLUSIVE: Beautiful Contemporary 4 Bedroom, 4 bath home with central A/C located on a private waterfront setting in the Boldwater area on the Edgartown Great Pond. Open, spacious comfortable interior featuring, large living room and dining area which open to the deck, a breakfast room opens...

Beautiful open and airy home with a great screened in porch located in Edgartown Estates. Upstairs has a nice sitting area which is great for kids to play games and read. The deck is fantastic for those summer BBQ's and just relaxing in the sun. The location is great it's just a short bike ride...

Lovely 4 bedroom (sleeps 7), 2 bath home, set on large landscaped lot. The house has been tastefully and comfortably decorated with new furnishings The first level hosts open concept Kitchen, living and dining areas. This light filled area opens on to the deck with outdoor dining area....

The location of this wonderful vacation home is one of the most popular locations on the Island. It is near South Beach, Public boat launch,and not far from bike trails and the Historic District of Edgartown. It is bright, clean, and a treasure trove of summer fun options - pool (approx. 25' x 45')...

Expansive Colonial located in the quiet Edgartown neighborhood of Sandy Valley. Approximately 3 miles to downtown Edgartown and State Beach. Easy access to the bike path and bus route and all down-island towns. With five bedrooms, three and a half bathrooms this spacious home has room to spread...

This lovely 3 bedroom, 2.5 bath home features open concept living dining and kitchen areas. The spacious living and dining area opens via glass sliders to a large and private 20 x 40 ft deck, with patio dining, grilling area and an enclosed outside shower. The first level is completed by two...

MVVR Exclusive: Enjoy your vacation at 'Second Heaven', newly updated three-bedroom contemporary cape! Enjoy the perfect summer cottage feel with an open first level floor plan, soft organic colors have been blended with a touch of coastal accents and walls of windows add to the summery...

Set on the Katama Plains with a view across conservation land to South Beach in the distance. This up side down house is perfect for a summer vacation. Located near the bike path, to beach or to town where there are fine restaurants, galleries and shops. The deck is perfect for relaxing and...

Centrally located mid island this beautifully appointed home features open design kitchen, dining and living areas for easy entertainment with family and friends. French doors off of living area open onto a comfortably furnished screened porch with dining table. Glass sliders open to the spacious...

Small studio in a great location close to everything on quiet street in downtown Edgartown. Sleeps 1-2 in queen bed with shower bath and small but complete kitchen. Easy walking access to shopping, dining, beaches, bike path, tennis and public transportation. Attached to private residence. Heat...

Last Minute Specials? YES!!!! If you book up to ONE week before your rental please make me an offer I cannot refuse! Read below: 1. 3 bedroom, 2 bath home; Sunday, July 15, 2018 for up to 15 nights. Reduced from $3950 to $3200 per week (7 nights). 54CP 2. 3 bedroom, 2 bath home: Wednesday, July...

This bright, simple, but comfortable 3 bedroom 'beach' house is located about a 5 minute car ride or 10 minute bike ride from popular South. It is set back from on a street with very low traffic volume. The living room and separate TV room allow for gatherings with different interests (TV vs...

This is a lovely home on Chappaquiddick that was developed over the years to accommodate multiple generations and be the center of family vacation fun while maintaining its original charm. Like many of the original Chappaquiddick houses the focus is on the family areas. It has a spectacular view of...

Welcome to luxury living dockside in this spectacular 3 bedroom 3 bath restored boat house. The Ferry House has been featured in Architectural Digest. This truly unique home can be rented as a compound with the Dexter House next door (see code THARD to view that property). Attention to detail,...

Beautiful three bedroom, two and half bathroom attached townhouse centrally located to South Beach and town. This home has a nice clean open feeling and also offers central air conditioning. Come back from a day at the beach and relax on the deck with a cold drink. The backyard patio is shared...

Beautiful fully remodeled cape with pool and air conditioning close to town and Morning Glory Farm. New pool and finished lower level for the 2017 season compliments a complete 2016 upstairs remodel by Martha’s Vineyard Interior Designs. Luxury Vineyard living at its best. No reason to leave the...

This beautiful 4 bedroom home is privately situated in a quiet residential neighborhood within walking distance of Edgartown shops and restaurants and close to beaches. It has a fully equipped kitchen, an open floor plan with cathedral ceilings and skylights, hardwood floors, tiled bathrooms, a...

This lovely old farm house located on 88 wonderful acres is full of charm. This property has lawns, beaches, rolling hills, woodlands and hiking trails. The shared private tennis courts and basketball hoop (proper foot ware required). A stroll away is the sandy beach and a beach camp (the latter...

Feeling like the outdoors is indoors wherever you are in this property. The moment you enter this hidden jewel you have stepped into peace, tranquility and beauty. This architecturally designed home has glorious floor to ceiling windows, sky lights which let the elements of Martha's Vineyard engulf...