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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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Waterfront Retreat: Sleek Cottage Styling On The Lagoon

Vineyard Haven

Perched on a waterfront hillside overlooking Lagoon Pond, this sleekly designed cottage dramatically integrates the water views throughtout most of the home

Details

Price Range: $2,700 - $5,820/Week
Town: Vineyard Haven
Type: Cottage
Bedrooms: 2
Bathrooms: 2
Listing ID VH DSOK-45
Luxurious Katama Beach House With Water Views

Katama

This immaculate contemporary beach retreat features breathtaking views over to the Atlantic Ocean. Located on a private lot, this shingled charmer is just a 10-minute walk to South Beach.

Details

Price Range: $1,900 - $ 5,600/week
Town: Katama
Type: Home
Bedrooms: 4
Bathrooms: 3
Listing ID KAT JSHE-05
South Beach Retreat With Views

Katama

Relaxed beach house with distant water views of South Beach. The beachy location is a five minute walk to the South Beach or a bike-ride into town

Details

Price Range: $2,000 - $5,600/Week
Town: Katama
Type: Home
Bedrooms: 5
Bathrooms: 3
Listing ID KAT BOCO-74
Vintage Village Gambrel

Edgartown

This charming vintage gambrel is located on a quiet, one-way street in the heart of Edgartown Village. Recently renovated for expanded living and sleeping areas, the home also has a large, private backyard with bluestone patio.

Details

Price Range: $3,500 - $5,500/week
Town: Edgartown
Type: Home
Bedrooms: 4
Bathrooms: 2
Listing ID EDG TMAR-08
Perfect Guest House on Three-Acre Compound

Edgartown

This newly built cottage with pool is quietly tucked away on a three-acre compound, set amid wild flowers, meadows, stone patios and nicely manicured landscaping. The home is stylishly detailed throughout with art and antiques, a fully-equipped Chef's Kitchen, and six-person hot tub.

Details

Price Range: $1,500 - $5,500/week
Town: Edgartown
Type: Guest House
Bedrooms: 2
Bathrooms: 2
Listing ID EDG KHAN-34B
The Grand Porch Colonial In The Village

Edgartown

One of the great porches of Edgartown is your front row seat to the Village. The Grand Porch is a vintage colonial on School Street in the heart of historic Edgartown, with all its restaurants, shops, harbor and attractions just a short stroll away

Details

Price Range: $4,500 - $5,500/Week
Town: Edgartown
Type: Home
Bedrooms: 5
Bathrooms: 3
Listing ID EDG LSMI-74
Village Contemporary With Chic Styling Details

Edgartown

This newly renovated contemporary, located in desirable Plantingfield Wood Lane area of Edgartown, features a winning combination of chic styling and luxurious comforts to make for an ideal vacation getaway.

Details

Price Range: $3,000 - $5,500/week
Town: Edgartown
Type: Home
Bedrooms: 3
Bathrooms: 2.5
Listing ID EDG YKIL-02
Hilltop House With Distant Water Views

Chilmark

Sitting high atop a ridge in Chilmark, the distant ocean views from Hilltop House stretch as far as Woods Hole and the Elizabeth Islands to Menemsha and the Atlantic past Aquinnah. The hillside setting is both spectacular and private.

Details

Price Range: $4,000 - $5,500/week
Town: Chilmark
Type: Home
Bedrooms: 4
Bathrooms: 3
Listing ID CHIL AMOS-95
Contemporary Tri-Level With Hot Tub Near South Beach

Katama

Featuring three floors of living space, multi-level decks, large yard, and close proximity to South Beach, this bright Katama contemporary makes an ideal homebase for a family Vineyard vacation.

Details

Price Range: $3,500 - 5,500/week
Town: Katama
Type: Home
Bedrooms: 3
Bathrooms: 3.5
Listing ID KAT BHOW-04
Contemporary Post & Beam On The Lagoon

Vineyard Haven

This Hardwick post and beam home sits majestically on a waterfront knoll overlooking Lagoon Pond. Designed with massive red oak timber framing and unique architectural detail, there are water views throughout much of the house

Details

Price Range: $4,700 - $5,500
Town: Vineyard Haven
Type: Home
Bedrooms: 5
Bathrooms: 5
Listing ID VH TMCC-110
North Shore Contemporary With Vineyard Sound Water Views

West Tisbury

Perched on a quiet hillside meadow in prestigious Lower Makonikey, this contemporary enjoys north shore water views and sunsets across Vineyard Sound

Details

Price Range: $2,500 - $5,500/week
Town: West Tisbury
Type: Home
Bedrooms: 4
Bathrooms: 4
Listing ID WT DH25
Aquinnah Contemporary Retreat With Ocean Views

Aquinnah

Nestled among 10 private acres on an Aquinnah hillside, this contemporary retreat enjoys southwest-facing Atlantic Ocean water views.

Details

Price Range: $2,800 - $5,500/week
Town: Aquinnah
Type: Home
Bedrooms: 4
Bathrooms: 2.5
Listing ID AQ RSAM-01
Contemporary Farmhouse With Shabby Chic Styling

Edgartown

Set back off the main road in a private, nicely landscaped setting, this contemporary farmhouse has shabby chic styling throughout, and is just a six block walk to downtown Edgartown.

Details

Price Range: $2,000 - $5,500/week
Town: Edgartown
Type: Home
Bedrooms: 5
Bathrooms: 2
Listing ID EDG AHAR-70
Coastal Contemporary In Katama With Views

Katama

This Coastal Contemporary has a beachy feel throughout, and sits next to open conservation land with distant water views of South Beach

Details

Price Range: $2,500 - $5,500/Week
Town: Katama
Type: Home
Bedrooms: 3
Bathrooms: 2.5
Listing ID KAT BOCO-76
Little Jaws East Chop Waterfront

Oak Bluffs

This distinctive, quintessential East Chop cottage is a dream of an Island vacation home. Known for its appearance in the movie Jaws, the 1920's cottage, is endearingly referred to as "Little Jaws."

Details

Price Range: $3,600 - $5,500/Week
Town: Oak Bluffs
Type: Cottage
Bedrooms: 3
Bathrooms: 1.5
Listing ID OB MDOH-273
Stylish Contemporary Between Village And Beach

Edgartown

Located just one mile from Edgartown Village and less than three miles from South Beach, this wonderful family retreat is positioned for the best of island living.

Details

Price Range: $4,100 - $5,400/week
Town: Edgartown
Type: Home
Bedrooms: 5
Bathrooms: 3
Listing ID EDG CCOL-94
Edgartown Luxury Cottage With Water View

Edgartown

This unique luxury cottage is situated off a quiet lane on the north side of Edgartown Village. The home enjoys sweeping views of Nantucket Sound across a golden meadow. A perfect retreat for those seeking the fineset in quality and comfort.

Details

Price Range: $4,850 - $5,250/week
Town: Edgartown
Type: Home
Bedrooms: 2
Bathrooms: 2
Listing ID EDG RANG-05
Katama Breezes

Katama

Enjoy relaxed outdoor living and ocean breezes at this Katama contemporary with its wrap-around decks, quiet setting with large yard, and close proximity to South Beach -- an easy bike ride or walk away.

Details

Price Range: $1,750 - $5,250/week
Town: Katama
Type: Home
Bedrooms: 3
Bathrooms: 2
Listing ID KAT JSTE-24
Luxurious Cape With Designer Touches In Katama

Katama

This thoughtfully-designed contemporary cape is tucked away in a quiet section of Katama, and features nice touches inside and out. The large Living Room has vaulted ceilings, skylight, fireplace, wide plank floors, and two walls of glass windows and doors that open to a covered porch in the front, and a mahogany deck and bluestone patio in the back.

Details

Price Range: $4,900 - 5,250/week
Town: Katama
Type: Home
Bedrooms: 4
Bathrooms: 3
Listing ID KAT PFUL-37
Coastal-Inspired Contemporary

Katama

Located in a very desirable area of Katama near South Beach, this beautiful retreat features a pleasing coastal-inspired interior and comfortable indoor and outdoor living spaces.

Details

Price Range: $2,900 - $5,200/week
Town: Katama
Type: Home
Bedrooms: 4
Bathrooms: 3
Listing ID KAT SKRA-43
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