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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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Classic Cottage in Edgartown

Edgartown

Located on a quiet Edgartown Village street, this Classic Cottage has just been freshened up throughout, with all new furniture, paint and hardwood floors

Details

Price Range: $4,500- $10,000/week
Town: Edgartown
Type: Home
Bedrooms: 3
Bathrooms: 3
Listing ID EDG LSAM-05
Red Door Retreat: In-Town Luxury Home

Edgartown

This new architect-designed home, with its distinctive red door and craftsman stylings, has all the conveniences of downtown living combined with luxurious touches throughout.

Details

Price Range: $4,000 - $10,000/week
Town: Edgartown
Type: Home
Bedrooms: 3
Bathrooms: 3.5
Listing ID EDG JCHI-37
Sleekly Designed Waterfront Home On The Lagoon

Vineyard Haven

Sitting atop a bluff overlooking the Lagoon Pond, this luxuriously sleek modern home is designed around the sweeping water views, which are enjoyed throughout the house.

Details

Price Range: $7,000 - $10,000/week
Town: Vineyard Haven
Type: Home
Bedrooms: 3
Bathrooms: 4
Listing ID VH SJOH-34
Waterfront Cape On Oyster Pond

Edgartown

This Classic Cape sits privately along the shores and rolling meadows of prestigious Oyster Pond, with water views from most rooms.

Details

Price Range: $8,000 - $10,000/week
Town: Edgartown
Type: Home
Bedrooms: 4
Bathrooms: 2
Listing ID EDG AWHI-99
Coastal Contemporary With Stunning Pool And Hot Tub Near Morning Glory Farm

Edgartown

Tucked back off the rolling fields of Morning Glory Farm, this Coastal Contemporary is centered around its spectacular outdoor living spaces that include a large infinity edge pool with a waterfall hot tub, stone patios, a deck, nicely manicured grounds and gardens

Details

Price Range: $3,500 - $10,000/week
Town: Edgartown
Type: Home
Bedrooms: 3
Bathrooms: 3.5
Listing ID EDG CPAP-29
Waterfront Chappy Compound With Private Dock

Chappaquiddick

Perched on a tree studded hill overlooking Edgartown Harbor and Katama Bay, this Chappy Compound has a Main House and Boat House that enjoy sweeping water views.

Details

Price Range: $9,000 - $10,000/week
Town: Chappaquiddick
Type: Home
Bedrooms: 4
Bathrooms: 3
Listing ID CHP LDAV-24
Sengekontacket Waterfront Retreat With Private Island & Dock

Edgartown

Designed to enjoy the morning sun over Nantucket Sound and Sengekontacket Pond, this bright contemporary cape sits privately secluded on more than four acres on the shoreline of Sengy

Details

Price Range: $6,000 - $9,500/week
Town: Edgartown
Type: Home
Bedrooms: 4
Bathrooms: 4
Listing ID EDG CJOH-249
Hill House On Stonewall Pond

Chilmark

Hill House sits atop a bluff along the shores of Stonewall Pond with panoramic water views of the Pond and Stonewall Beach, as well as views over Quitsa Pond in the other direction

Details

Price Range: $3,500 - $9,100/week
Town: Chilmark
Type: Home
Bedrooms: 3
Bathrooms: 2
Listing ID CHIL RALD-140
Sleek Modern Farmhouse Near Lambert's Cove Beach

West Tisbury

This recently built Contemporary Farmhouse is tucked away by Lambert's Cove and features sleek modern styling throughout and is only a short distance from the beach.

Details

Price Range: $3,500 - $9,100/week
Town: West Tisbury
Type: Home
Bedrooms: 4
Bathrooms: 3.5
Listing ID WT JROS-50
Contemporary Chic With Modern-Styling And Pool

Katama

This contemporary has just been renovated with sleek, modern-styling, and a new pool with a large mahogany deck surround. Located just 10 minutes away from Edgartown Village and South Beach.

Details

Price Range: $3,000 - $9,000/week
Town: Katama
Type: Home
Bedrooms: 4
Bathrooms: 2.5
Listing ID KAT PTOP-04
Contemporary Artist Retreat On Squibnocket Pond

Chilmark

The ultimate artist or family retreat tucked away amid the rolling hills and stonewalls of Squibnocket Pond in Chilmark with stunning panoramic water views

Details

Price Range: $3,000 - $9,000/week
Town: Chilmark
Type: Home
Bedrooms: 5
Bathrooms: 2.5
Listing ID CHIL WWEL-19
South Beach Contemporary: Walk To The Beach

Katama

With South Beach and the Atlantic Ocean just a short beach path away, this stylish contemporary brings the beach vacation right to your front door.

Details

Price Range: $3,500 - $9,000/week
Town: Katama
Type: Home
Bedrooms: 3
Bathrooms: 2
Listing ID KAT JBLA-17
Edgartown Village Cottage Compound

Edgartown

Point B Exclusive - This in-town Cottage Compound features a classic three bedroom Main Cottage and a recently built, architect-designed two bedroom Guest Cottage

Details

Price Range: $5,400 - $9,000/week
Town: Edgartown
Type: Home
Bedrooms: 5
Bathrooms: 3
Listing ID EDG NSTI-144
Casual Elegance in Katama

Katama

Tucked away in a quiet section of Katama, near South Beach, this casually elegant home is surrounded by lush gardens and nicely landscaped grounds.

Details

Price Range: $5,100 - $9,000/week
Town: Katama
Type: Home
Bedrooms: 3
Bathrooms: 3.5
Listing ID KAT KMOR-01
Contemporary Farmhouse In Katama With Party Barn And Pool

Katama

This vintage Farmhouse has just been completely renovated and transformed into a vacation entertaining hub with modern flair on the inside, and a new Party Barn plus pool and deck for outdoor dining and lounging.

Details

Price Range: $6,000 - $9,000/week
Town: Katama
Type: Home
Bedrooms: 3
Bathrooms: 2
Listing ID KAT JSHA-158
Sanderling House: Stylish Farmhouse at Herring Creek Farm

Katama

Located in Herring Creek Farm, this historic farmhouse is always a summer favorite, combining authentic charm with stunning scenery, authentic farm life and access to one of the island's most coveted private beaches.

Details

Price Range: $6,875 - $8,750/week
Town: Katama
Type: Home
Bedrooms: 4
Bathrooms: 2
Listing ID KAT RHUG-31
Quintessential East Chop Cottage With Water Views

Oak Bluffs

This quintessential East Chop Cottage features a stylish blend of vintage coastal charm with modern luxury, framed by water views across Crystal Lake and Nantucket Sound

Details

Price Range: $3,000 - $8,750/week
Town: Oak Bluffs
Type: Home
Bedrooms: 4
Bathrooms: 3
Listing ID OB RSCH-112
Classic Vineyard Home On Three Acres With Pool

Edgartown

This recently built Vineyard retreat is nicely designed and detailed throughout, from large the sweeping grounds with perennial gardens, stone patios, and solar-heated pool, to the stylish interiors and fully-equipped Chef's Kitchen.

Details

Price Range: $4.500 - $8,500/week
Town: Edgartown
Type: Home
Bedrooms: 3
Bathrooms: 3
Listing ID EDG KHAN-34MH
Classic Edgartown Village Contemporary With Water Views

Edgartown

Set on two acres with expansive water views, this beautiful home tastefully blends classic design with modern appeal. Enjoy the water views, ocean breezes and close proximity to the beach

Details

Price Range: $3,000 - $8,500/week
Town: Edgartown
Type: Home
Bedrooms: 3
Bathrooms: 2
Listing ID EDG RANG-07
Oyster Pond Country Retreat

Edgartown

This luxurious Oyster Pond Retreat has been recently renovated throughout, with new Cook's Kitchen, central air conditioning, paint and furnishings throughout

Details

Price Range: $7,500 - $9,000/week
Town: Edgartown
Type: Home
Bedrooms: 4
Bathrooms: 4
Listing ID EDG LSIN-10
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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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