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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Herring Creek Farm Contemporary Estate With Pool And Private Beach
Katama This exquisite Herring Creek Farm waterfront estate is set on six private acres with an in-ground pool as well as direct access to the Edgartown Great Pond as well as a spectacular private South Shore beach. |
Price Range: $15,000 - $45,000/week Town: Katama Type: Home Bedrooms: 5 Bathrooms: 6 Listing ID KAT DMAL-17 |
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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. |
Price Range: $35,000 - $45,000/week Town: Edgartown Type: Home Bedrooms: 5 Bathrooms: 6 Listing ID EDG PROS-96 |
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The Cove House At Herring Creek Farm
Katama Experience the ultimate in luxury island living at The Cove House. Located in prestigious Herring Creek Farm, the home features exceptional design and styling, a private pool and access to a 700-acre private South Shore beach. |
Price Range: $25,000 - $40,000/week Town: Katama Type: Home Bedrooms: 5 Bathrooms: 7 Listing ID KAT RHUG-27 |
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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. |
Price Range: $16,000 - $40,000/week Town: Edgartown Type: Estate Bedrooms: 6 Bathrooms: 7 Listing ID EDG HGAR-117 |
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Easter Point: Waterfront Compound With Pool, Lookout Tower & Private Beach
Edgartown Situated on nearly 14 private acres, this expansive Boldwater compound is quietly tucked away on the shores of the Edgartown Great Pond. There are sweeping sunset views, large heated pool, and unique, lighthouse-inspired pool house with lookout tower. |
Price Range: $20,000 - $35,000/week Town: Edgartown Type: Home Bedrooms: 10 Bathrooms: 8.5 Listing ID EDG WDAR-11 |
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Gorgeous Cow Bay Waterfront Estate with Private Beach
Edgartown Exquisitely detailed and furnished, custom home with expansive yard for entertaining. Private water view setting. |
Price Range: $32,500 - $35,000/week Town: Edgartown Type: Home Bedrooms: 5 Bathrooms: 4.5 Listing ID EDG FCON-26 |
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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 |
Price Range: $30,000/week Town: Edgartown Type: Home Bedrooms: 5 Bathrooms: 4.5 Listing ID EDG GSIS-93 |
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Chilmark Pond House With Water Views & Pool
Chilmark Quietly tucked away above Chilmark Pond, this newly constructed deluxe home enjoys sweeping water views of the Pond and Atlantic Ocean, and has been designed with luxurious touches throughout. |
Price Range: $20,000 - $30,000/week Town: Chilmark Type: Home Bedrooms: 5 Bathrooms: 4.5 Listing ID CHIL STRE-275 |
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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 |
Price Range: $20,000 - $30,000/week Town: Chilmark Type: Home Bedrooms: 6 Bathrooms: 5.5 Listing ID CHIL DROT-69 |
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Historic Edgartown Estate With Pool & Water Views
Edgartown This grand estate is tucked away in the heart of Edgartown village in a private, park-like setting with water views of Vineyard Sound and a large heated pool |
Price Range: $30,000/week Town: Edgartown Type: Home Bedrooms: 5 Bathrooms: 7 Listing ID EDG SGIO-108 |
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Katama Luxury Compound With Pool & Guest House
Katama Stunning new 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. |
Price Range: $25,000/Week Town: Katama Type: Home Bedrooms: 6 Bathrooms: 9.5 Listing ID KAT KWEI-24 |
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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 |
Price Range: $3,500 - $25,000/week Town: Chilmark Type: Home Bedrooms: 4 Bathrooms: 4.5 Listing ID CHIL JJAF-95 |
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Beach Plum Meadows Contemporary With Guest House & Pool
Katama Tranquillly tucked away in the prestigious Beach Plum Meadows area of Katama, this striking contemporary farmhouse was designed by noted architectural firm Mark Hutcker Associates. Set amid a sunny, golden-hued meadow, this compound centers around a large pool and hot tub with stunning details inside and out. |
Price Range: $14,000 - $22,000/week Town: Katama Type: Home Bedrooms: 4 Bathrooms: 3.5 Listing ID KAT TSIL-05 |
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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. |
Price Range: $12,000 - $22,000/week Town: Chilmark Type: Home Bedrooms: 5 Bathrooms: 5 Listing ID CHIL RHOR-17 |
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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. |
Price Range: $15,000 - $20,000/week Town: Edgartown Type: Home Bedrooms: 4 Bathrooms: 4 Listing ID EDG PRON-53 |
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The Captain Dexter House: Dockside Designer Delight
Edgartown The Captain Dexter House is part of a spectacular two-home waterfront compound that sits directly on historic Edgartown Harbor, with architecturally-rich detailing throughout, and stunning panoramic views of the Harbor, Chappaquiddick, Edgartown Lighthouse and Vineyard Sound from its deck and patio, plus many of its rooms. |
Price Range: $15,000 - $20,000/week Town: Edgartown Type: Home Bedrooms: 4 Bathrooms: 4 Listing ID EDG TTHA-02 |
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Fully Renovated Sea Captain's Masterpiece With Pool
Edgartown Relax with family and friends at this masterfully renovated 1850's Sea Captain's home. Situated on a quiet tree lined street this home has everything that you your family and friends could possibly need for a spectacular Vineyard experience, including a heated pool and spa. |
Price Range: $10,000 - $20,000/week Town: Edgartown Type: Home Bedrooms: 6 Bathrooms: 5.5 Listing ID EDG DCQU-47 |
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Peases Point Pool House: Sophisticated Village Luxury With Pool
Edgartown Located in the desirable north end of Edgartown Village, this sophisticated luxury retreat offers gracious style and comforts throughout. The Peases Point Pool House features spacious grounds, a heated pool, and bluestone patio with pergola for outdoor entertaining and enjoyment. |
Price Range: $15,000 - $20,000/week Town: Edgartown Type: Home Bedrooms: 4 Bathrooms: 4.5 Listing ID EDG MGLE-115 |
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The Ferry House: Dockside Luxury Living
Edgartown The Ferry House is part of a spectacular two-home waterfront compound that sits directly on historic Edgartown Harbor, with architecturally-rich detailing throughout, and stunning panoramic views of the Harbor, Chappaquiddick, Edgartown Lighthouse |
Price Range: $15,000 - $20,000/week Town: Edgartown Type: Home Bedrooms: 3 Bathrooms: 3 Listing ID EDG TTHA-04 |
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The Barn At Squibnocket Farm
Chilmark Tucked away in the pristine rolling hills and stonewall-lined fields of Squibnocket Farm, this 1800's barn has been redesigned and reborn as a stunning deluxe retreat with water views in several directions, and exclusive access to a private beach that spans almost half a mile. |
Price Range: $10,000 - $20,000/weekly Town: Chilmark Type: Home Bedrooms: 4 Bathrooms: 2 Listing ID CHIL PHOR-51 |
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