PO Box 26, Menemsha, MA 02552

PO Box 26, Menemsha, MA 02552

Featured MV Vacation Rentals

Featured Rentals

This is your cherished time and you want it to be perfect. We know the Martha’s Vineyard houses and owners and we can make a custom match for you and your family to the just right, perfectly special MV vacation rentals.

Whether you are looking for an MV vacation rental in town, by the beach or a MV vacation home that is secluded… we offer a variety of Martha’s Vineyard houses to choose from, for every group size, in the areas of Aquinnah, Chilmark, Edgartown, Oak Bluffs, Vineyard Haven or West Tisbury.

We take care of all the details in the Martha’s Vineyard houses that we rent to you. All you have to do is create memories in your MV vacation rentals that you will never forget.

 

 

Chilmark – Private Path to Beach

1-17
On Rent

Breathtaking sunsets and waterviews over Menemsha and the beach and dunes right in front of this open contemporary with a private pathway right down to the water. Comfortable and relaxing.One of the houses closest to Menemsha Beach.  Fireplace in living room to warm the cool fall nights.

sq ft  3+ Bedrooms 2 Bathrooms $3000 - -6500/week image1 image1 image1 image1 image1 image1 image1 image1 image1 MAP

Chilmark – Beautiful Cape

274-1
On Rent

Bow roof cape with tons of light in excellent condition.  Set down North Tabor Farm road there are lots of trails around the corner and you can walk to the beach in 15-20 minutes through the Great Rock Bight conservation property.  Great mountain biking too.  Two miles to the beach and the center of town, this house is guaranteed to please on many levels.

sq ft  3 Bedrooms 3 Bathrooms $2500 - 3500/week image1 image1 image1 image1 image1 image1 image1 image1 image1 MAP

West Tisbury – Steps from Ocean

266-7
On Rent

Steps away from the Atlantic Ocean and Long Point Preserve, this convently located newer home is comfortable and efficient. Jetted tubs, central air, oversize washer, gas weber grill,and surround sound bluetooth speakers are just a few that this two acre property has to offer. Ideal for families.

sq ft  4 Bedrooms 3.5 Bathrooms $3600 - 3900/week image1 image1 image1 image1 image1 image1 image1 image1 image1 MAP

Aquinnah – Quintessential Cottage

79-10
On Rent

Quintessential cottage on a knoll overlooking the ocean, beautifully updated and modernized.  Panoramic water views of the Vineyard Sound from deck.  Path to private beach in front of house. Peaceful simplicity. The way life you used to be.  Gated association parking for the south shore ocean beach off of Moshup Trail.

sq ft  3 Bedrooms 1.5 Bathrooms $2500 - 3500/week image1 image1 image1 image1 image1 image1 image1 MAP

Chilmark – Architect’s House With Pool

8-12
On Rent

This delightful house is the summer residence of a well known New York, Martha’s Vineyard and East Hampton architect. It is a traditional shingle style home with a second storrey master suite and four guest bedrooms. The taste level is very chic for furnishings and appointments. The bed linens and towels are french or  designer. The kitchen has a Subzero refrigerator and Viking oven and is fully stocked for cooking, barbecues, or lobster dinner or drinks on the patio. Beautiful pool and terrace in the stonewall lined back yard . The beach is accessed along a nearby private path (3 minutes) to a dock on Upper Chilmark Pond, where two canoes await  passage ( 5 minutes) to the private Barrier Beach or to Lucy Vincent beach.  Barrier Beach, lies between Lucy Vincent and Abel’s Hill beaches.

sq ft  4 Bedrooms 3 Bathrooms $12500 - 20000/week image1 image1 image1 image1 image1 image1 image1 image1 image1 image1 image1 image1 image1 image1 MAP

Chilmark – Tennis And Pool

258-1
On Rent

Perched atop a knoll this sunny and bright contemporary home with lots of room is a great place to unwind.  Large eat-in kitchen walks out to a sun toasted deck with overhangs for great outdoor time.  Water views towards the sunset and Noman’s Land.  Roomy master with King, 3 other comfortable bedrooms and 2 living rooms all overlook the short path down to your private pool.  Close enough to walk to miles of conservation property with trails to the ocean.  Association tennis is ready for you.  It’s a short drive to Menemsha to pick up fish or go for a dip.

sq ft  4 Bedrooms 3 Bathrooms $6500 - 7500/week image1 image1 image1 image1 image1 image1 image1 image1 MAP

Aquinnah – Bike to the Beach

246-12
On Rent

Great vacation house within a mile of the Cliffs.  Bike to Philbin Beach or over to Lobsterville.  Great views from the big deck that runs the length of the house with a screened in porch at one end .  Enjoy the big views and spectacular sunsets over Vineyard Sound from inside or out.  Beautiful exotic wooden floors upstairs with the big open floor plan that works so well for todays lifestyle. Downstairs on the main floor are the 3 bedrooms and a tv -den room with a futon.

2000 sq ft  4 Bedrooms 2.5 Bathrooms $4000/week image1 image1 image1 image1 image1 image1 image1 image1 MAP

Chilmark – Cozy Cottage

108-24
On Rent

This cozy two bedroom house with easy access to beaches and center of town, offers a great vacation retreat. Upside down house with kitchen dining and living space up. You feel as if you are in the most beautiful tree house. Downstairs are 2 bedroom and the bath.  Just off North Road, so a jaunt into Menemsha is just minutes away. Darling is a great way to describe this cottage.

sq ft  2 Bedrooms 1.5 Bathrooms $1000 - 2400/week image1 image1 image1 image1 image1 image1 image1 image1 MAP

Chilmark – Classic Upscale Farmhouse and Private Beach

Levin Outside
On Rent

One of Chilmark’s stately classic farmhouses fashionably updated with every modern comfort. Central location on South Road behind stone walls and amidst large acreage.Brief walk or ride to a much coveted private south shore beach, as well as Chilmark’s nearby famous Lucy Vincent Beach..4 comfortable bedrooms and updated with antiques and paintings,large kitchen and baths,AC and large outdoor patio deck and entertaining spaces

Access to nearby private Hancock Beach on the south shore. Beautifully updated with gourmet kitchen screened porch,outdoor decks and patio,large surrounding acreage,Central AC and every amenity. Large comfortable spaces for relaxation and fun. Nearby conveniences of nearest village, West Tisbury, and a short distance to Chilmark center ,Lucy Vincent Beach and Chilmark Community Center.

2000 sq ft  4 Bedrooms 2.5 Bathrooms $5000 - 7500/week image1 image1 image1 image1 image1 image1 image1 image1 image1 MAP

Aquinnah – Dramatic Views And Pool

106-9
On Rent

New four bedroom house with dramatic easterly water views over Lobsterville Beach to Menemsha.  Spacious, comfortable and bright this house has recently added a pool.  A very comfortable and updated home to spend your time in. Rents quickly!

sq ft  4 Bedrooms 3 Bathrooms $6500/week image1 image1 image1 image1 image1 image1 image1 image1 image1 MAP

Chilmark – Sun Soaked Vacation Rental

luxury home with Custom pool
On Rent

Perched atop a knoll this sunny and bright contemporary home with lots of room is a great place to unwind.  Large eat-in kitchen walks out to a sun toasted deck with overhangs for great outdoor time.  Water views toward Gay Head Lghthouse. Roomy master with King, 3 other comfortable bedrooms and 2 living rooms all overlook the short path down to your private pool.  Close enough to walk to miles of conservation property with trails to the ocean.  Association tennis is ready for you.  It’s a short drive to Menemsha to pick up fish or go for a dip.

2500 sq ft  4 Bedrooms 3 Bathrooms $5600 - 7600/week image1 image1 image1 image1 image1 image1 image1 MAP

Menemsha – Close to Beach

18-10
On Rent

Newly renovated 4 bedroom water view home in Menemsha. With a lovely open floor plan, screened porch, sunroom. New hardwood floor.A half-mile walk to Menemsha Beach and  under two miles to Lucy Vincent Beach.

sq ft  4 Bedrooms 2.5 Bathrooms $4500 - 6500/week image1 image1 image1 image1 image1 image1 image1 image1 MAP

Menemsha – Tennis and Private Beaches

45-6
On Rent

This historical spacious 18th Century New England home is a beautiful 2 .5 acre property within walking distance of Menemsha. It has  lovely sunset water views over Vineyard Sound and the Elizabeth Islands; with lots of rooms for the big family to spread out.  There is a large kitchen with an eat in area, another dining room,family game room filled with old fashioned board games, piano, large comfy living room that sprawls across the whole length of the house, with many comfy couches and seating to relax and finally get to the reading of that book. A large bright office completes the main floor w/ master bedroom.  Enjoy tennis on your own court, walk to the beach or use the 2 private beach keys to another Chilmark Beach or one in Aquinnah!  Truly a great house for a perfect Vineyard vacation!

sq ft  6 Bedrooms 4 Bathrooms $6500 - 9500/week image1 image1 image1 image1 image1 image1 image1 image1 image1 MAP

Aquinnah – Modern Beach House

Modern-Beach-House
On Rent

This ultra modern beach house of glass and sunlight overlooks the north shore of Gay Head with panoramic views right from the ground floor.The architect-designed house incorporates three spacious pavillions, a wonderful roof deck, a master suite and a two bedroom guesthouse. The main living/dining/kitchen pavillion is surrounded by grass courtyards and a wildflower garden. A bit of heaven and a short sandy path to the beach for the island’s best fishing and swimming. a comfortable, sophisticated, meditative retreat, right next door to the  Outermost Inn.

sq ft  3 Bedrooms 2.5 Bathrooms $5000 - 6000/week image1 image1 image1 image1 image1 image1 image1 image1 image1 MAP

Chilmark – Private With Pond Frontage

236-7
On Rent

The home is part of a family compound for those seeking complete privacy. It was built in the 1950s in a manner to maximize the enjoyment of the wonderful setting and views. Located in Chilmark near the Aquinnah town line, the house sits on top of a ridge with unobstructed views of Squibnocket Pond and the Atlantic Ocean beyond to the South and across Menemsha Pond and Vineyard Sound to the North. It is surrounded by conservation land (70+ acres exclusive to the property) with numerous walking trails and a private tennis court. With frontage on Squibnocket Pond, it is ideal for nature lovers who also like to canoe or kayak. The house sleeps 10 in five bedrooms, three with queen beds, one with a three single beds for kids and one with a single bed. The home has three full bathrooms and one half bathroom. It also has access to a private beach in Aquinnah and of course the two public beaches in Chilmark.

sq ft  5 Bedrooms 3.5 Bathrooms $4500 - 8000/week image1 image1 image1 image1 image1 image1 image1 MAP

Chilmark -Wingate Roost at Squibnocket

Hornblower
On Rent

Wingate Roost is a contemporary home in the setting of one of the most beautiful, natural and prestigious locations on the Vineyard,Squibnocket was once, not long ago, a family owned farm  of several hundred acres with access to the most beautiful beaches and seashores for a private retreat for fishing and hunting and leisure.Today the family’s new generation has taken hold alongside other privileged owners to enjoy the still pristine natural setting along Squibnocket Pond and Squibnocket beach.One can view along the South shore almost to Edgartown, and the pond views are mesmerizing. Wingate Roost is an ample contemporary home with walls of glass and surrounding decks to capture every moment of the beauty surrounding this most unique and protected  environment.

4900 sq ft  5 Bedrooms 5 Bathrooms $12500 - 25000/week image1 image1 image1 MAP

Aquinnah – Amazing Views

aquinnah-water-view-property
On Rent

The Bluff house sits high on a hill and has one of the most amazing views in all of Aquinnah.  Look right towards the grassy dunes ,Dogfish Bar all the way to Menemsha to the North shore of the Vineyard.  Look straight to the Elizabeth Islands and to the West the breathtaking sunsets.  Inside, the galley kitchen overlooks the dining area which blends into the comfortable living room with walls of glass.  Master bedroom at one end of the house.  Den with TV and 2 other bedrooms and baths. Private staircase down to the beach.

2000 sq ft  3 Bedrooms 3 Bathrooms $6500 - 9500/week image1 image1 image1 MAP

Chilmark – Pool, Tennis, Private Beach

128-8
On Rent

A gracious old Vineyard House, affectionately called “The Little Gem”.  This spacious home captures spectacular views of the Chilmark Pond,  the ocean and more.  Shared swimming pool, tennis court and a walking distance to a private beach.  Just lovely!

sq ft  4 - 5 Bedrooms 3.5 Bathrooms $3000 - 75000/week image1 image1 MAP

Aquinnah – Walk To Lobsterville Beach

lobsterville-beach-greenery
On Rent

Walk to Lobsterville Beach from this well appointed sweet Vineyard escape. Your get away to the Vineyard is complete.  Kitchen is super equipped including all of your spices, condiments, flour, oils & vinegars.  Bike to the ferry to Menemsha or catch your own fish at your private keyed beach on Dogfish Bar!  An absolutely beautiful stretch of beach that is great for swimming and fishing!!  There is still the Atlantic side,  Philbin Beach and of course Menemsha Pond.  And if that is not all, a Land Bank preserve complete with trails is a stones throw away!

2000 sq ft  3 Bedrooms 1 Bathrooms $1800 - 2000/week image1 image1 image1 image1 image1 image1 image1 image1 image1 image1 MAP

Chilmark – Sweeping View Of Squibnocket

6-11
On Rent

Luxurious 5 bedroom home with amazing sweeping view over Squibnocket. The home was lovingly built with straight grained fir  throughout the house in 2002. Gourmet kitchen with state of the art appliances will make  any  “chef” happy. The spaciousness of the home offers  privacy for all. The covered deck is great for enjoying your cocktail, meals or just relax looking out to the ocean .These are just some of the features that will make your vacation memorable.

sq ft  5 Bedrooms 3 Bathrooms $5000 - 11000/week image1 image1 image1 image1 image1 image1 image1 image1 image1 MAP

Chilmark – Classic Elegant Beach House

95 Stonewall Main House exterior
On Rent

Uniquely situated on both Stonewall Pond and Stonewall Beach. Old Vineyard look and feel, an elegant and comfortable beach house.  Sunrise from the Ocean, sunset over the adjoining 13-acre Sheriff’s Meadow Foundation conservation preserve and a view toward Squibnocket Beach.

Expansive views, intimate interiors. Swimming and kayaking combined with family antiques, stacks of good books and a gourmet kitchen.

Two week minimum in July & August.Tennis court, Lob-Ster ball machine, kayaks, paddle-boards, canoe, rowing shell. Private path to Stonewall beach, chairs, umbrellas and toys stowed close to beach.

Ground floor master bedroom suite with separate entrance, office, dressing room, bathroom with double shower and double vanity. From the other master bedroom on the second floor watch the waves break from the bed.

sq ft  4 Bedrooms 5 Bathrooms $8000 - 28000/week image1 image1 image1 image1 image1 image1 image1 image1 image1 image1 image1 image1 image1 image1 MAP

Chilmark – Kayak To Your Private Beach

260-9
On Rent

Elegant and spacious 6 bedroom home with a dock on Tilton Cove. Kayak to a private  barrier beach a few moments away, enjoy the beautiful stone patio, a multitude of sitting and living rooms and a gourmet kitchen. An exotic and luxurious architect designed home of endless creature comforts and aesthetic pleasures. Master suite plus five other bedrooms, scattered throughout the main house pavilions and a connected guesthouse. Two sitting rooms for TV and a third area just off one of the bedrooms, which is convertible to a screened porch with a fireplace overlooking the Cove and beach. An ideal spot to be. Enjoy as two or a family. The spaces accommodate many with privacy and comfort. Entertaining is a natural in this beautifully appointed home, with a superb chef’s kitchen  looking out to the beach. Artwork and details at the hands and eye of a very fun, discriminating, creative designer owner. Such a pleasure to be there, to walk from room to room. What an escape. What a dream.

sq ft  6 Bedrooms 5 Bathrooms $20000 - 28000/week image1 image1 image1 image1 image1 image1 image1 image1 image1 MAP

Chilmark – Charming Spacious Abels Hill Classic

Large Multi-family rental compound North Abel's Hill Chilmark
On Rent

Classic grande dame of Abel’s Hill, the house was built in the 1920’s as a wedding present from Howard Hart to beloved wife Helen. Sited up on a hill, one looks out to the South with a glistening 180 ocean view. The extra large living room has 2 fireplaces and 2 separate sitting areas. Separate dining room has lovely built in corner cabinets with wainscoting in both the living and dining areas set the tone for the ageless charm of this house. The kitchen has been updated with a large granite island, 6 burner gas cook-top, double set of ovens and subzero fridge. A big bay window adds to the kitchen comfort. Downstairs is a king master with its own bath, upstairs another king master complete with Jacuzzi tub and views to Edgartown. It is a perfect house for the family reunion. Access to private Abel’s Hill beach, Chilmark pond, and association tennis is close by. A big stone patio to sit and gaze at your own ospreys or watch the glistening ocean. Ping pong table in the garage. Well appointed and very comfortable. The perfect Vineyard vacation home.

4,001 sq ft  7 Bedrooms 4.5 Bathrooms $12500 - 15000/week image1 image1 image1 image1 image1 image1 image1 image1 image1 image1 image1 image1 MAP

Aquinnah – Remodeled Contemporary

297-13
On Rent

Remodeled spacious contemporary with a distant Atlantic view, gourmet kitchen and new baths on quiet East Pasture Road. Less than 2 miles to town beaches and a short walk to the Eastman Sheriffs Meadow trail to Menemsha Pond. Three queen bedrooms in main wing and a 4th with a family room in a detached building, connected by a deck.

sq ft  4 Bedrooms 3 Bathrooms $6500-7500/week image1 image1 image1 image1 image1 image1 image1 image1 image1 image1 image1 MAP

Chilmark – Sandy Path To Private Beach

285-1
On Rent

Blue Barque is a classic Chilmark farmhouse which has been beautifully renovated and reimagined with just the right amount of old and new. Situated on South Road, between West Tisbury and Chilmark town centers, with a key to private Hancock Beach, about  5 minutes from the house down a sandy lane.There is also the Lucy Vincent Beach,  and Squibnocket Beach available for Chilmark renters to purchase a pass.The house sits on 12 acres and is surrounded by conservation lands ,walking trails and rolling fields.There are ample outdoor spaces and a lovely patio. All amenities,plus air conditioning. Comfortably furnished , well lighted and decorated in an upbeat vibe.

sq ft  4 Bedrooms 2.5 Bathrooms $5000 - 65000/week image1 image1 image1 image1 image1 image1 image1 image1 MAP

Menemsha – Marvelous Deck With Waterviews

beautiful-menemsha-house-with-outdoor
On Rent

On the Menemsha Inn Road at Menemsha Highlands, waterviews from this spacious pristine and open three bedroom home in a private setting. The bredrooms are large,and comfortably appointed and downstairs with a nearby screen porch for relaxing and the very spacious livingroom, kitchen and dining area are all upstairs. There is a marvelous deck off the upstairs living area for subathing, sunset watching or star gazing..

2000 sq ft  3 Bedrooms 2.5 Bathrooms $2500 - 5000/week image1 image1 image1 image1 image1 image1 image1 image1 image1 image1 image1 image1 image1 image1 image1 MAP

Chilmark – Sunset Water Views

19-8
On Rent

This comfortable home is located in the much sought after Prospect Hill area.  With great sunset water views and easy access to all of Chilmark. Gorgeous kitchen renovation 2008. Open concept kitchen/dining room opens onto  a newdeck. Association has tennis courts.

sq ft  4 Bedrooms 2 Bathrooms $4500 - 5500/week image1 image1 image1 image1 image1 image1 image1 image1 image1 MAP

Chilmark – Bluff House with Private Beach

22-45
On Rent

Waterfront home set high on a bluff with panoramic views of the Elizabeth Islands, out over Vineyard Sound toward Aquinnah all the way to the Gay Head Lighthouse. Fantastic sunsets and views from every window.  Excellent modern kitchen, immaculately clean and well  kept, comfortable furnishings, spacious rooms , exquisite landscaping, and extreme privacy make this a very special home.  Walk down the private path  to your own beach.

2000 sq ft  4 Bedrooms 2.5 Bathrooms $6500 - 12000/week image1 image1 image1 image1 image1 image1 image1 image1 image1 image1 image1 image1 MAP

Chilmark – Large Sunny Deck

265-1
On Rent

Comfortable two bedroom home. Living room with fire place, eat-in kitchen, screened in porch and large sunny deck. Great location in the middle of Chilmark short distance to beach, library, Chilmark center.

sq ft  2 Bedrooms 1 Bathrooms $2000 - 2500/week image1 image1 image1 image1 MAP

Aquinnah – Sweeping Water Views

185-1
On Rent

Master bedroom upstairs with private bath/shower and 200sf of deck .Second shared bath room upstairs with bath/shower. Downstairs bath room with shower. Open floor plan with cathedral ceiling in the living room .Large kitchen with table in the center.400 sf deck on main floor.

sq ft  4 Bedrooms 3 Bathrooms $3000 - -6500/week image1 image1 image1 image1 image1 image1 image1 image1 image1 MAP

Vineyard Haven – Comfortable Classic Home, Main Street Can Sleeps 10

Classic Gothic
On Rent

Greek Revival on Main Street. This home offers antiques, off street parking with gardens, patio and rear yard. Walk to everything! Restaurants, shops and galleries. Owen Park with public beach, right across the street. There is even a second floor water view. Comfort and homey is what every vacation needs!

2500 sq ft  4 Bedrooms 3 Bathrooms $5000 - 6000/week image1 image1 image1 image1 image1 image1 image1 image1 image1 image1 image1 MAP

Chilmark – Secluded With Panoramic Views

230-7
On Rent

SPECTACULAR VIEWS DAY AND NIGHT

Elegant contemporary home near the peak of Chilmark’s Prospect hill — one of the Vineyard’s highest estates on Martha’s Vineyard, offering a panorama of  Vineyard Sound from Woods Hole to Cuttyhunk  — by day, sailboats, the Elizabeth Islands, and the mainland beyond,  followed by magnificent sunsets and a nightscape of sparkling coastal lights.  Situated on a secluded 10+ acres  next to the Menemsha Hills Reservation with miles of trails to gorgeous beaches, this home comes with deeded access to the Brickyard Beach, one of the island’s most historic locations for swimming, fishing and great walks.  First time for rent. Come treat yourself to a great experience.

sq ft  4 Bedrooms 3 Bathrooms $4700 - 6500/week image1 image1 image1 image1 image1 image1 image1 image1 image1 MAP

Aquinnah – North Shore Views

234-11
On Rent

This Custom Post and Beam set at the end of a private road is a ten minute walk to Lobsterville Beach. Decks and a sunporch offer views of Vineyard Sound. Downstairs features a gourmet ktchen, beautiful dining area, 2 living rooms and an ensuite double. Upstairs has three bedrooms and a bath plus a master suite with a deck with north shore views, private bath and its own stairway.

sq ft  5 Bedrooms 3 Bathrooms $5500 - 7000/week image1 image1 image1 image1 image1 image1 image1 image1 image1 MAP