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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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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: $2,500 - $11,350/week
Town: Edgartown
Type: Home
Bedrooms: 4
Bathrooms: 2.5
Listing ID EDG EKAS-40
Designer Beach House With Pool In Katama

Katama

Point B Exclusive - Stylish Beach House has been recently renovated with designer touches inside and out, including a large pool and deck entertaining area.

Details

Price Range: $3,150 - $11,025/week
Town: Katama
Type: Home
Bedrooms: 4
Bathrooms: 2
Listing ID KAT LOKE-01
Sleek Katama Farmhouse With Pool

Katama

This recently built contemporary Farmhouse has a sleek modern layout, designed for stylish living both indoors and out, with screened porch, deck, pool, pool house and large granite patio

Details

Price Range: $3,000 - $11,000/week
Town: Katama
Type: Home
Bedrooms: 4
Bathrooms: 2.5
Listing ID KAT KHIG-29
Waterfront Living On Katama Bay

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 - $11,000/week
Town: Katama
Type: Home
Bedrooms: 4
Bathrooms: 3
Listing ID KAT VDAN-107
Deep Bottom Pond Luxury Retreat With Pool & Guest Apartment

West Tisbury

Set amid the rolling meadows and ponds of the prestigious Deep Bottom Pond neighborhood, this large luxury retreat is nicely appointed inside and out, with heated pool, patios, gardens and luxurious detailing throughout.

Details

Price Range: $7,000 - $11,000
Town: West Tisbury
Type: Home
Bedrooms: 6
Bathrooms: 4.5
Listing ID WT HWES-99
Spacious Contemporary In Edgartown Village

Edgartown

Tucked away at the end of a quiet in-town lane, this spacious Edgartown Village residence is stylishly designed with luxurious touches throughout

Details

Price Range: $5,500 - $10,500/week
Town: Edgartown
Type: Home
Bedrooms: 5
Bathrooms: 3.5
Listing ID EDG AHEA-19
Historic Edgartown Village Home with Guest House

Edgartown

Located in the heart of Edgartown Village, this meticuous Historic Home and Guest House offer old world charm with modern updates. Shops, restaurants and entertainment are all within a short stroll to the Village center and Fuller and Lighthouse Beaches

Details

Price Range: $5,500 - $10,000/week
Town: Edgartown
Type: Home
Bedrooms: 5
Bathrooms: 4.5
Listing ID EDG LHOL-36
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 - $10,000/week
Town: Edgartown
Type: Home
Bedrooms: 3
Bathrooms: 3
Listing ID EDG LSAM-05
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
Vina Del Mar: Stylish In-Town Living

Edgartown

Point B Exclusive - Freshly renovated throughout, this large in-town home features lots of stylish living and entertaining space both inside and out, with two Living Rooms and large outdoor patio with fireplace

Details

Price Range: $3,500 - $10,000/Week
Town: Edgartown
Type: Home
Bedrooms: 4
Bathrooms: 4.5
Listing ID EDG MHOE-20
Classic Colonial On Main Street

Edgartown

Point B Exclusive - Located in the heart of Edgartown Village, this beautiful 1830's historic has recently been updated with new furniture and paint throughout, while maintaining some of its vintage charm with wide plank flooring and period millwork

Details

Price Range: $3,500 - $10,000/week
Town: Edgartown
Type: Home
Bedrooms: 5
Bathrooms: 5
Listing ID EDG TCAR-96
North Water Street Captain's House

Edgartown

This grand Captain's House has recently had a fresh makeover with new paint and furniture throughout, and enjoys one of the larger, private backyards on prestigious North Water Street

Details

Price Range: $4,500 - $10,000/week
Town: Edgartown
Type: Home
Bedrooms: 4
Bathrooms: 3.5
Listing ID EDG LMUR-66
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: $3,000 - $10,000/week
Town: Edgartown
Type: Home
Bedrooms: 3
Bathrooms: 3.5
Listing ID EDG CPAP-29
Nautical-Inspired Luxury Retreat Near South Beach

Katama

Point B Exclusive - This stunning architectural gem is tucked away in the prestigious Beach Plum Meadows area of Katama. The large Gambrel-designed luxury home features three floors of grand living and entertaining space, with close proximity to the sandy shores of South Beach.

Details

Price Range: $8,700 - $9,800/week
Town: Katama
Type: Home
Bedrooms: 4
Bathrooms: 3.5
Listing ID KAT GSAC-08
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 - $9,500/week
Town: Chappaquiddick
Type: Home
Bedrooms: 4
Bathrooms: 3
Listing ID CHP LDAV-24
Family Compound In The Heart Of Edgartown Village

Edgartown

Recently renovated, this large Greek Revival, in the heart of Edgartown's historic district, makes a great in-town family compound.

Details

Price Range: $5,500 - $9,500/week
Town: Edgartown
Type: Home
Bedrooms: 6
Bathrooms: 4.5
Listing ID EDG MBER-60
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
Meadow House: Country Oasis With Pool & Hot Tub

Edgartown

Tucked away among the meadows and wildflowers of Watcha Path, this three-acre country oasis combines luxury living with a solar-heated pool and a bucolic, sunny setting. Feels worlds away, but is just five miles from downtown Edgartown and the West Tisbury farmers market

Details

Price Range: $4,000 - $9,000/week
Town: Edgartown
Type: Home
Bedrooms: 3
Bathrooms: 3.5
Listing ID EDG BKEN-23MH
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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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