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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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Bold Meadow: Classic Summer Retreat

Edgartown

Tucked away in a quiet Bold Meadow enclave, this classic retreat sits on 1.5 acres of lightly wooded grounds, with wonderful outdoor living and entertaining space. Conveniently located with easy access to beach and bicycle path!

Details

Price Range: $3,000 - $6,500/week
Town: Edgartown
Type: Home
Bedrooms: 5
Bathrooms: 3
Listing ID EDG BLAN-02
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 - $6,300/week
Town: Katama
Type: Home
Bedrooms: 4
Bathrooms: 3
Listing ID KAT SKRA-43
Contemporary Farmhouse In Dodger's Hole

Edgartown

This recently updated Contemporary Farmhouse is privately set in a quiet Dodger's Hole location

Details

Price Range: $4,750 - $6,250/week
Town: Edgartown
Type: Home
Bedrooms: 4
Bathrooms: 2.5
Listing ID EDG JQUI-20
Charming Edgartown Village Cottage

Edgartown

Situated in the heart of historic Edgartown Village, this charming cottage is a treasured favorite. Featuring four bedrooms and two baths, the home is comfortably appointed with a casual, livable style and is perfect for anyone looking for an authentic Island getaway.

Details

Price Range: $3,000 - $6,200/week
Town: Edgartown
Type: Home
Bedrooms: 4
Bathrooms: 2
Listing ID EDG HMIM-80
Luxurious South Beach Retreat

Katama

This contemporary beach retreat features sweeping views over Herring Creek Farm toward the Atlantic Ocean and is only a 10-minute walk to South Beach.

Details

Price Range: $6,200/week
Town: Katama
Type: Home
Bedrooms: 4
Bathrooms: 3
Listing ID KAT JSHE-05
Smith Hollow Casual Contemporary

Edgartown

This tri-level contemporary is ideally located in the Smith Hollow section of Edgartown, just off the bike path and centrally located to Edgartown, Oak Bluffs, and Vineyard Haven

Details

Price Range: $6,000 - 6,200/week
Town: Edgartown
Type: Home
Bedrooms: 4
Bathrooms: 3.5
Listing ID EDG RGOS-41
Wildflower Cottage: Rolling Meadows With Pool & Hot Tub

Edgartown

Set amid the rolling meadows of Watcha Path, Wildflower Cottage enjoys a bucolic, three-acree sunny setting, with a pool and hot tub, and delightful outdoor spaces.

Details

Price Range: $2,250 - $6,000/week
Town: Edgartown
Type: Cottage
Bedrooms: 2
Bathrooms: 2
Listing ID EDG BKEN-23GH
Chilmark Retreat: Modern Styling, Private Setting

Chilmark

Privately tucked away in the rolling hills of the historic Tea Lane area, surrounded by conservation land, the newly renovated Chilmark Retreat features a sleek modern style, with a sunny, open floor plan.

Details

Price Range: $2,500 - $6,500/week
Town: Chilmark
Type: Home
Bedrooms: 4
Bathrooms: 3.5
Listing ID CHIL MMAD-20
Cottage On The Beach At Herring Creek

Vineyard Haven

A rare find on the Vineyard -- true ocean and beachfront living. The Beach Cottage sits right on the sandy shores of Vineyard Sound with panoramic views of the entire Sound, including the Elizabeth Islands and Woods Hole.

Details

Price Range: $5,750 - $6,000/week
Town: Vineyard Haven
Type: Cottage
Bedrooms: 2
Bathrooms: 1
Listing ID VH JTON-655
Mink Meadows Contemporary With Private Association Beach

Vineyard Haven

Tucked away on the eighth fairway of Mink Meadows Golf Club, this contemporary enjoys relaxed living both inside and out

Details

Price Range: $2,500 - $6,000/Week
Town: Vineyard Haven
Type: Home
Bedrooms: 5
Bathrooms: 4.5
Listing ID VH FELL-45
Country Cape In Katama

Katama

The Country Cape enjoys a unique 5-acre meadow setting in Katama, tucked away between farmland, conservation land, and some horse farms

Details

Price Range: $3,500 - $6,800/week
Town: Katama
Type: Home
Bedrooms: 5
Bathrooms: 3
Listing ID KAT JTAL-81
Beach House On the Lagoon With Private Beach

Oak Bluffs

Located on almost two acres, this cozy and beautifully decorated home has breathtaking views of the lagoon and beyond to Nantucket Sound. Wander down a wooded path 100 feet to your own private sandy beach.

Details

Price Range: $5,500 - $5,800/week
Town: Oak Bluffs
Type: Home
Bedrooms: 4
Bathrooms: 2.5
Listing ID OB HGOL-60
Contemporary Near South Beach

Katama

This tri-level Katama contemporary near South Beach has gotten a fresh makeover with new furniture, accessories, and style throughout.

Details

Price Range: $3,500 - $6,800/week
Town: Katama
Type: Home
Bedrooms: 4
Bathrooms: 2.5
Listing ID KAT SMAU-18
Katama Contemporary 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 vacation homebase

Details

Price Range: $3,500 - $5,800/week
Town: Katama
Type: Home
Bedrooms: 3
Bathrooms: 3.5
Listing ID KAT BHOW-04
Classic Katama Cape Near South Beach

Katama

This stylish open-designed Cape is privately tucked away on a quiet side street in Katama, about a mile from South Beach

Details

Price Range: $2,500 - $5,800/week
Town: Katama
Type: Home
Bedrooms: 4
Bathrooms: 2.5
Listing ID KAT MMAN-02
Ocean Blue Contemporary In Katama

Katama

Tucked away in a quiet Katama neighborhood, this open design contemporary is nicely styled throughout, and offers a private setting that is conveniently located to the bike path, Edgartown Village and South Beach

Details

Price Range: $4,000 - $5,800/week
Town: Katama
Type: Home
Bedrooms: 3
Bathrooms: 2
Listing ID KAT JBON-31
Contemporary Farmhouse And Guest House Near Long Point

Edgartown

Quietly set near Long Point Beach, this contemporary farmhouse with country cottage style features an open first floor layout with Kitchen and Dining Area, separate Living Room, and large wraparound deck

Details

Price Range: $4,500-$5,800/week
Town: Edgartown
Type: Home
Bedrooms: 5
Bathrooms: 3.5
Listing ID EDG PPAN-23
Luxurious Cape With Designer Touches In Katama

Katama

Point B Exclusive - This thoughtfully-designed Contemporary Cape is tucked away in a quiet section of Katama, and features nice touches inside and out.

Details

Price Range: $4,000 - 5,750/week
Town: Katama
Type: Home
Bedrooms: 4
Bathrooms: 3
Listing ID KAT PFUL-37
In-Town Cape On A Quiet Lane

Edgartown

All of the convenience of downtown, without any of the in-town traffic or noise. This four bedroom home features some modern twists with its traditional design.

Details

Price Range: $2,500 - $5,700/week
Town: Edgartown
Type: Home
Bedrooms: 4
Bathrooms: 3
Listing ID EDG SLAM-15
Katama Post And Beam

Katama

This stylish post and beam is tucked away on a quiet Katama road, conveniently located midway between South Beach and Edgartown Village.

Details

Price Range: $2,500 - $5,600/week
Town: Katama
Type: Home
Bedrooms: 4
Bathrooms: 2.5
Listing ID KAT MNIE-25
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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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