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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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Long Point Hideaway: Chic Beach Retreat

West Tisbury

Point B Exclusive - Experience the essence of a relaxing and memorable Vineyard getaway at this stylish and sophisticated retreat, just minutes from famed Long Point Beach. Decorated with a tasteful eye and a coastal-inspired palette, this home is sure to please.

Details

Price Range: $1,500 - $4,000/week
Town: West Tisbury
Type: Home
Bedrooms: 3
Bathrooms: 2
Listing ID WT NPAU-140MH
Sweet Retreat: Newly Renovated + Stylish

Edgartown

Point B Exclusive - This classic Cape, in the desirable Dodger's Hole neighborhood of Edgartown, has been recently renovated with new kitchen, furniture and paint

Details

Price Range: $1,900 - $4,000/week
Town: Edgartown
Type: Home
Bedrooms: 3
Bathrooms: 2.5
Listing ID EDG HTAV-03
West Tisbury Contemporary Retreat

West Tisbury

Point B Exclusive - This West Tisbury Contemporary sits in a bright, sunny location, in the Coffins Field area near Long Point Beach.

Details

Price Range: $2,500 - $4,000/week
Town: West Tisbury
Type: Home
Bedrooms: 4
Bathrooms: 3
Listing ID WT MHOR-09
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

Point B Exclusive - Set in a quiet, wooded residential neighborhood, this charming 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
Stunning Waterfront Estate On Eel Pond With Guest House, Pool And Hot Tub

Edgartown

This spectacular Waterfront Compound with Main House, Guest House, pool and hot tub, sits on the shores of Eel Pond and Fuller Street Beach. It enjoys panoramic water views across Nantucket Sound and Eel Pond.

Details

Price Range: $37,000/week
Town: Edgartown
Type: Home
Bedrooms: 9
Bathrooms: 9+4 Halfs
Listing ID EDG TMEL-15
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
Grand West Chop Waterfront Estate

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: $29,000/Week
Town: Vineyard Haven
Type: Home
Bedrooms: 8
Bathrooms: 6.5
Listing ID VH RKUH-1153
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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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