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Our Martha's Vineyard Vacation Rental Collection features our top picks for rental homes in a variety of price ranges and locations across Martha's Vineyard. You can quickly sort by number of bedrooms, price, amenities (such as pools, waterfront or luxury), and location. From water view to pet friendly, the Point B Vacation Rental Collection features choice rental homes in Edgartown, Katama, Chappaquiddick, Chilmark, Vineyard Haven, Oak Bluffs, Aquinnah, and West Tisbury.

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Manaca Hill Beach Getaway With Water Views

Chappaquiddick

Point B Exclusive - This Chappy beach house enjoys Edgartown Harbor water views out to Cape Pogue from its perch on Manaca Hill

Details

Price Range: $2,200 - $3,300/week
Town: Chappaquiddick
Type: Home
Bedrooms: 2
Bathrooms: 2
Listing ID CHP SPLA-26
Charming Sandy Valley Farmhouse

Edgartown

Set in a quiet, wooded residential neighborhood, this Contemporary Farmhouse offers enjoyable living inside and out

Details

Price Range: $2,500 - $3,300/week
Town: Edgartown
Type: Home
Bedrooms: 3
Bathrooms: 3
Listing ID EDG MSTE-27
Luxurious Cottage Near The Edgartown Golf Course

Edgartown

Point B Exclusive -This Stylish Edgartown Cottage offers a luxurious setting, just across from the Edgartown Golf Club, with easy biking and walking access into town.

Details

Price Range: $1,600 - $3,200/week
Town: Edgartown
Type: Guest House
Bedrooms: 1
Bathrooms: 1.5
Listing ID EDG KHAL-61A
The Chappy Cottages On North Neck

Chappaquiddick

Point B Exclusive - Tucked away in the prestigious North Neck area of Chappy, this pair of coastal-styled cottages have been recently renovated throughout

Details

Price Range: $2,100 - $2,800/week
Town: Chappaquiddick
Type: Home
Bedrooms: 2
Bathrooms: 2
Listing ID CHP SPLA-50
Portico Cottage at Long Point Beach

West Tisbury

Point B Exclusive -This architect-designed beach cottage is set on nearly three private acres in Long Point, perched high on a ridge overlooking its rolling hills, and just a short drive or bike ride to the beach.

Details

Price Range: $1,500 - $2,600/week
Town: West Tisbury
Type: Cottage
Bedrooms: 2
Bathrooms: 1
Listing ID WT NPAU-140GH
Grand Estate At Herring Creek Farm With Pool And Private Beach

Katama

Designed around a stunning integration of indoor and outdoor living space, this grand compound at Herring Creek Farm includes a magnificent infinity pool with outdoor lounge areas and kitchen, suites with outdoor showers and private gardens, and luxurious amenities and modern design throughout

Details

Price Range: $30,000 - $65,000/week
Town: Katama
Type: Home
Bedrooms: 7
Bathrooms: 7.5
Listing ID KAT EWIL-30
Waterhaven: Grand Waterfront Estate With Infinity Pool, Private Beach & Carriage House

Edgartown

Majestically tucked away on the shores of Sengekontacket Pond, Waterhaven Estate is a stunning waterfront compound surrounded by 160 acres of conservation land, designed to maximize a dramatic trio of water views simultaneously. The anchor of the views is an infinity pool that visually flows to Sengekontacket Pond and the Atlantic Ocean beyond.

Details

Price Range: $25,000 - $55,000/week
Town: Edgartown
Type: Home
Bedrooms: 5
Bathrooms: 6
Listing ID EDG PROS-96
Grand Waterfront Estate With Pool On Edgartown Harbor

Edgartown

This grand waterfront estate with pool, located directly on Edgartown Harbor, features luxurious amenities and stylish detailing inside and out, including vintage floors, raised paneling, bead board, chef's kitchen, en suite baths, mahogany decks, bluestone patios and a new pool

Details

Price Range: $25,000 - $47,500/week
Town: Edgartown
Type: Home
Bedrooms: 5
Bathrooms: 6.5
Listing ID EDG NRAN-31
Eel Pond Estate: Waterfront Compound With Pool, Carriage House And Private Beach

Edgartown

This architect-designed, newly renovated waterfront estate combines sweeping water views of Eel Pond and the Atlantic Ocean, with a sophisticated and smartly styled Main House and Carriage House, plus a large pool and wonderful outdoor living and entertaining spaces.

Details

Price Range: $25,000 - $45,000/week
Town: Edgartown
Type: Estate
Bedrooms: 6
Bathrooms: 6
Listing ID EDG HGAR-117
Grand Eel Pond Water View Estate With Pool, Hot Tub, And Carriage House

Edgartown

This luxurious estate sits quietly tucked away in a prestigitous section of Edgartown Village, overlooking Eel Pond. The deluxe compound features a five-bedroom Main House, and a two-bedroom Carriage House, with a heated pool and hot tub and outdoor patios, connecting the two buildings.

Details

Price Range: $40,000/week
Town: Edgartown
Type: Home
Bedrooms: 7
Bathrooms: 5.5
Listing ID EDG SLAK-44
Grand In-Town Luxury Retreat With Pool

Edgartown

This Grand In-Town Luxury Retreat features 9,000 square feet of luxury living throughout its three levels, and equally deluxe outdoor living spaces that center around a pool, patio and covered porch with outdoor living room.

Details

Price Range: $30,000 - $40,000/week
Town: Edgartown
Type: Home
Bedrooms: 5
Bathrooms: 6.5
Listing ID EDG MWHI-22
Sleekly Designed Edgartown Village Luxury Compound With Pool And Deluxe Pool House

Edgartown

This classic village home has just undergone a major renovation and redesign by noted architectural firm Hutker Architects. The stunning result, is a sophisticated in-town compound, that stylishly integrates indoor and outdoor living with modern touches throughout

Details

Price Range: $32,000/week
Town: Edgartown
Type: Home
Bedrooms: 6
Bathrooms: 6.5
Listing ID EDG SKLE-115
Edgartown Village Estate With Pool And Pool House

Edgartown

This grand Edgartown Village estate has just been renovated from top-to-bottom, and features a luxurious blend of vintage styling with today's finest deluxe amenities, including a large pool with spa and pool house.

Details

Price Range: $15,000 - $32,000/week
Town: Edgartown
Type: Home
Bedrooms: 6
Bathrooms: 4.5
Listing ID EDG GCAR-27
1870's Classic Meets Contemporary Chic With Pool & Edgartown Harbor Views

Edgartown

This majestic village home blends historic architectural detail with chic contemporary styling to its highest definition, plus an infinity pool with views of Edgartown Harbor

Details

Price Range: $30,000/week
Town: Edgartown
Type: Home
Bedrooms: 5
Bathrooms: 4.5
Listing ID EDG GSIS-93
Vista Point: Stunning Architectural Design On The North Shore

Chilmark

Vista Point combines a truly magical mix of a spectacular, waterfront location, with equaling stunning architectural design. Sitting high atop a north shore ridge in Chilmark, views stretch from the Aquinnah cliffs to the Elizabeth Islands

Details

Price Range: $20,000 - $30,000/week
Town: Chilmark
Type: Home
Bedrooms: 6
Bathrooms: 5.5
Listing ID CHIL DROT-69
The Beach House At Stonewall: Waterfront Living On Stonewall Beach

Chilmark

Featuring one of the most stunning water views and waterfront locations in Chilmark, The Beach House At Stonewall has sweeping water views of Stonewall Beach & Pond

Details

Price Range: $3,000 - $28,000/week
Town: Chilmark
Type: Home
Bedrooms: 4
Bathrooms: 4.5
Listing ID CHIL JJAF-95MH
Grand In-Town Colonial With Pool

Edgartown

This grand Colonial sits majestically back off prestigious Fuller Street, in the north end of Edgartown Village. It is designed to nicely integrate indoor and outdoor living, with a large heated pool, multiple stone patios, plus portico with outdoor living room and fireplace

Details

Price Range: $16,950 - $27,000/week
Town: Edgartown
Type: Home
Bedrooms: 5
Bathrooms: 5.5
Listing ID EDG MFIN-45
In-Town Luxury Compound With Pool And Carriage House

Edgartown

Tucked away on Main Street at the top of Edgartown Village, this large compound with Carriage House and pool, offers a luxurious oasis in the heart of the village

Details

Price Range: $27,000/week
Town: Edgartown
Type: Home
Bedrooms: 6
Bathrooms: 7.5
Listing ID EDG DYAS-148
The Captain Morse House

Edgartown

The Captain Morse House is a superb example of the grand homes built whaling captains in the 1800's. This newly renovated home is perfect for your island vacation, wedding, reunion or corporate retreat. This newly renovated and exquisitely detailed home is perfect for your dream vineyard vacation , family reunion, wedding or corporate retreat.

Details

Price Range: $5,000 - $26,000/week
Town: Edgartown
Type: Home
Bedrooms: 11
Bathrooms: 7
Listing ID EDG PJOH-80
The Roost At Squibnocket Farm

Chilmark

Aptly named for its stunning perch in prestigious Squibnocket Farm, The Roost features panoramic water views that stretch from the far southwestern shoreline of Martha's Vineyard, across the Island's entire south shore to distant Edgartown.

Details

Price Range: $10,750 - $26,000/Week
Town: Chilmark
Type: Home
Bedrooms: 5
Bathrooms: 5
Listing ID CHIL RHOR-17
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Point B Realty, LLC
19 Winter Street | Nevin Square
Post Office Box 1097
Edgartown, MA 02539
Tel/Fax 508.627.4567
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