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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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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: $35,000 - $60,000/week
Town: Katama
Type: Home
Bedrooms: 7
Bathrooms: 7.5
Listing ID KAT EWIL-30
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: $20,000 - $46,500/week
Town: Edgartown
Type: Home
Bedrooms: 5
Bathrooms: 6.5
Listing ID EDG NRAN-31
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: $35,000 - $45,000/week
Town: Edgartown
Type: Home
Bedrooms: 5
Bathrooms: 6
Listing ID EDG PROS-96
Eel Pond Estate: Waterfront Compound With Pool & Private Beach

Edgartown

This architect-designed 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 - $40,000/week
Town: Edgartown
Type: Estate
Bedrooms: 6
Bathrooms: 6
Listing ID EDG HGAR-117
Grand In-Town Luxury Retreat With Pool

Edgartown

New For Summer 2017 - 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: $40,000/week
Town: Edgartown
Type: Home
Bedrooms: 5
Bathrooms: 6.5
Listing ID EDG MWHI-22
Land And Sea: Waterfront Home With Pool, Private Beach + 64-Foot Hinckley Sailboat With Captain

Katama

Point B Exclusive - Perhaps the most unique summer rental offering available on Martha's Vineyard this year -- A luxurious package combining land and sea.

Details

Price Range: $25,000 - $40,000/week
Town: Katama
Type: Home
Bedrooms: 4
Bathrooms: 4.5
Listing ID KAT AHEY-36
Ultra Chic Luxe Retreat: Edgartown Village Compound With Pool And Pool House

Edgartown

**JULY SPECIAL: SAVE $2,500 OFF 7/23 - 7/30**Point B Exclusive - This vintage 1870's Colonial has been chicly renovated throughout and features a new pool, patio and pool house -- creating the ultimate in-town luxury retreat.

Details

Price Range: $15,000 - 35,000/week
Town: Edgartown
Type: Home
Bedrooms: 6
Bathrooms: 7
Listing ID EDG TCAR-02
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: $25,000 - $32,000/week
Town: Edgartown
Type: Home
Bedrooms: 6
Bathrooms: 4.5
Listing ID EDG GCAR-27
The Legendary Nantucket Lightship: Private Luxury Yacht

Vineyard Haven

One of the most unique yachts in the world, with its restored historic exterior and luxurious interior accommodations. The Nantucket Lightship provides an authentic maritime experience and the ultimate in New England hospitality.

Details

Price Range: $30,000/week
Town: Vineyard Haven
Type: Hotel
Bedrooms: 5
Bathrooms: 5.5
Listing ID VH NL
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
West Chop Waterfront Grande Dame

Vineyard Haven

Situated amid expansive, lushly landscaped gardens on West Chop waterfront, this truly impressive home is one of the most desirable locations on the Vineyard, with sweeping water views of Vineyard Sound over to Woods Hole and the Elizabeth Islands

Details

Price Range: $17,500 - $29,000/Week
Town: Vineyard Haven
Type: Home
Bedrooms: 8
Bathrooms: 6.5
Listing ID VH RKUH-1153
Casa Katama: Luxury Compound With Pool, Pool House And Guest House

Katama

Stunning Katama compound features three levels of uniquely designed green living space with luxurious amenities and stylish detailing at every turn. An ideal multi-generational getaway.

Details

Price Range: $20,000- $28,000/week
Town: Katama
Type: Home
Bedrooms: 6
Bathrooms: 8
Listing ID KAT KWEI-24
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
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 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
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: $13,950 - $25,750/week
Town: Edgartown
Type: Home
Bedrooms: 5
Bathrooms: 5.5
Listing ID EDG MFIN-45
The Shamrock House: Luxurious Harborside Living

Edgartown

Enjoy panoramic views of Edgartown Harbor and Chappy from multiple levels -- including deck, porch, and patio -- plus many of the rooms in this distinguished South Water Street home.

Details

Price Range: $20,000 - $25,000/week
Town: Edgartown
Type: Home
Bedrooms: 4
Bathrooms: 4
Listing ID EDG PRON-53
In-Town Luxury Chic Retreat: Historic Captain's House With Water Views And Pool

Edgartown

Built originally by Edgartown's first whaling family in 1795, the Samuel Butler House has been transformed by Cannada Design Architects into one of the premier luxury homes in Edgartown Village.

Details

Price Range: $10,000 - $25,000/week
Town: Edgartown
Type: Home
Bedrooms: 6
Bathrooms: 6.5
Listing ID EDG AALL-50
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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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