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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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Hilltop House With Water Views And Pool

Aquinnah

Tucked away on an Aquinnah hillside with sweeping water views of Menemsha Harbor and Vineyard Sound, and Quitsa and Menemsha Ponds, Hilltop House is designed around those views, and an equally delightful pool compound with lush gardens and coastal-inspired pool house

Details

Price Range: $8,000 - $11,000/week
Town: Aquinnah
Type: Home
Bedrooms: 4
Bathrooms: 4.5
Listing ID AQ GGIB-15
Sunset Farm On Squibnocket Pond With Sweeping Water Views

Chilmark

Privately tucked away on 20 acres of rolling hills and meadows that border Squibnocket Pond, this mission-style home enjoys stunning sunset and water views across the Pond, the Island's most southwestern point, and the Atlantic Ocean

Details

Price Range: $3,000 - $11,000/week
Town: Chilmark
Type: Home
Bedrooms: 5
Bathrooms: 3
Listing ID CHIL WWEL-18
Classic Katama Cape With Heated Pool

Katama

Privately set on an acre and a half of park-like grounds, this delightful Katama beach home with heated pool is designed for summer living, with large sun deck, screened porch, farmer's porch, and poolside patio.

Details

Price Range: $5,000 - $10,500/week
Town: Katama
Type: Home
Bedrooms: 4
Bathrooms: 3
Listing ID KAT JRAN-03
Two-Bedroom Luxury Suite With Pool and Resort Amenities

Edgartown

Enjoy the ultimate in top-notch accommodations and resort-style amenities with this luxurious two-bedroom suite in the heart of Edgartown. The Edgartown lighthouse, harbor, and Fuller Street beach are just a short walk away.

Details

Price Range: $5,775 - $10,500/week
Town: Edgartown
Type: Resort
Bedrooms: 2
Bathrooms: 2
Listing ID EDG HVCC-02
Spectacular Farm Neck Waterfront

Oak Bluffs

This newly built Farm Neck home features quality craftsmanship, impeccable furnishings and water views from most rooms ...

Details

Price Range: $7,500 - $10,400/week
Town: Oak Bluffs
Type: Home
Bedrooms: 5
Bathrooms: 4.5
Listing ID OB AMOR-06
Sea Haven: Coastal-Style Retreat With Pool

Edgartown

Privately sited on the edge of Edgartown Village and surrounded by conservation land, this luxury home with central a/c and heated pool features new furnishings and designer touches throughout.

Details

Price Range: $3,950 - $10,250/week
Town: Edgartown
Type: Home
Bedrooms: 4
Bathrooms: 2.5
Listing ID EDG CCAS-40
The Waterfront Cottages On Vineyard Sound

West Tisbury

This waterfront cottage compound sits directly on a North Shore point with stunning panoramic water views of Vineyard Sound from the Elizabeth Islands to Woods Hole

Details

Price Range: $5,000 - $10,150/week
Town: West Tisbury
Type: Cottage
Bedrooms: 4
Bathrooms: 3
Listing ID WT JFIN-75
Crow's Nest: Private Beach & Dock on The Lagoon

Oak Bluffs

Tucked away on the shores of The Lagoon, this deluxe waterfront retreat has been designed with an open layout to maximize grand water views and sunsets from its decks, screened porch and most rooms.

Details

Price Range: $5,885 - $10,000/Week
Town: Oak Bluffs
Type: Home
Bedrooms: 4
Bathrooms: 2.5
Listing ID OB BCOR-337
The Contemporary On Sunset Ridge With Ocean Views

Aquinnah

This architecturally distinctive contemporary sits quietly atop an Aquinnah ridge, looking out to the south shore with sunset water views

Details

Price Range: $6,000 - $10,000/Week
Town: Aquinnah
Type: Home
Bedrooms: 5
Bathrooms: 6.5
Listing ID AQ CHAJ-03
Red Door Retreat: New 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: $6,000 - $10,000/week
Town: Edgartown
Type: Home
Bedrooms: 3
Bathrooms: 3.5
Listing ID EDG JCHI-37
Vintage Waterfront Home On Chappy's Snow Point

Chappaquiddick

This vintage waterfront home is the perfect setting for a relaxing and quintessential Martha's Vineyard getaway. Loaded with comfortable furnishings and charming Americana touches. Step back in time and enjoy the summer of a lifetime.

Details

Price Range: $8,000 - $10,000/week
Town: Chappaquiddick
Type: Home
Bedrooms: 6
Bathrooms: 4
Listing ID CHP LALL-37
Cow Bay Waterfront Home With Sweeping Views, Kayaks and Private Beach

Edgartown

Quietly tucked away on a waterfront bluff in Cow Bay, this vintage charmer enjoys sweeping water views of Trapps Pond and Nantucket Sound. You also have access to the private Cow Bay association ocean beach.

Details

Price Range: $10,000/week
Town: Edgartown
Type: Home
Bedrooms: 3
Bathrooms: 3
Listing ID EDG JDEK-20
Stunning Spring Point Retreat With Pool

Chilmark

Tucked away on five acres in the Spring Point area of Chilmark, this contemporary colonial offers relaxed up-island living with a large pool and water views of Vineyard Sound, plus private association beach

Details

Price Range: $8,000 - $10,000/week
Town: Chilmark
Type: Home
Bedrooms: 4
Bathrooms: 3.5
Listing ID CHIL KMAY-20
Waterfront Katama Compound With Guest House & Private Beach

Katama

This classic waterfront compound sits on over two acres along the shores of Katama Bay with sweeping views across the bay to Chappaquiddick and out to South Beach

Details

Price Range: $5,000 - $9,900/Week
Town: Katama
Type: Home
Bedrooms: 6
Bathrooms: 3.5
Listing ID KAT PJAC-33
East Chop Waterfront: Ideal For Groups & Families

Oak Bluffs

Perfect for family and friends that want to vacation together, while maintaining their privacy, this unique home allows up to four families to stay together in the same home, while giving each of them total privacy.

Details

Price Range: $7,000 - $9,500/week
Town: Oak Bluffs
Type: Home
Bedrooms: 7
Bathrooms: 6
Listing ID OB TOCO-89
Beach Plum Meadows Retreat: Private Beach & Dock

Katama

Tucked away in the rolling meadows of the prestigious Beach Plum Meadows section of Katama, this luxury home offers a unique combination of the best of land and sea, with a number of sunny living and entertaining spaces both inside and out, and nearby private beach with a shared private dock.

Details

Price Range: $7,500 - $9,500/week
Town: Katama
Type: Home
Bedrooms: 4
Bathrooms: 3.5
Listing ID KAT AHOU-02
Nautical-Inspired Luxury Retreat Near South Beach

Katama

This stunning architectural gem is tucked away in the exclusive Beach Plum Meadows area of Katama. The home features three floors of grand living and entertaining space and close proximity to the sandy shores of South Beach.

Details

Price Range: $8,750 - $9,500/week
Town: Katama
Type: Home
Bedrooms: 4
Bathrooms: 3.5
Listing ID KAT GSAC-08
Katama Family Compound With Pool

Katama

Quietly tucked away by nearly 300 acres of conservation land in Katama, and enjoying distant water views of South Beach, this large contemporary makes an ideal family getaway

Details

Price Range: $3,000 - $9,500/Week
Town: Katama
Type: Home
Bedrooms: 5
Bathrooms: 4
Listing ID KAT SWEL-14
Luxurious Edgartown Village Retreat

Edgartown

NEW FOR SUMMER 2013! This luxurious colonial features casual elegance and all of the finest amenities and features for a perfect summer retreat, conveniently located in historic Edgartown Village.

Details

Price Range: $7,500 - $9,500/week
Town: Edgartown
Type: Home
Bedrooms: 4
Bathrooms: 4.5
Listing ID EDG ACHE-46
Katama Bay Waterfront Home

Katama

Enjoy spectacular sunsets and the sound of the ocean at this charming Katama Bay waterfront home with south-facing decks and private boardwalk to the water...

Details

Price Range: $4,000 - $9,200/week
Town: Katama
Type: Home
Bedrooms: 4
Bathrooms: 3
Listing ID KAT VDAN-107
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