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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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Vineyard Haven Cape with Pool

Vineyard Haven

Point B Exclusive**Tucked away by The Lagoon in Vineyard Haven, this Cape with pool makes an ideal, and convenient, Island vacation home.

Details

Price Range: $2,700 - $5,700/week
Town: Vineyard Haven
Type: Home
Bedrooms: 3
Bathrooms: 2
Listing ID VH DBRE-155
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
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
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: $5,250 - $5,500/week
Town: Oak Bluffs
Type: Home
Bedrooms: 4
Bathrooms: 2.5
Listing ID OB HGOL-60
Katama Contemporary With Pool And Large Private Yard

Katama

Quietly tucked away in the prestigious Down Harbor section of Katama, this post and beam contemporary features a large pool with multiple entertainment areas, surrounded by a private, wide open yard.

Details

Price Range: $4,750 - 5,500/week
Town: Katama
Type: Home
Bedrooms: 3
Bathrooms: 2
Listing ID KAT RTEL-04
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: $4,500 - $5,500/week
Town: Chilmark
Type: Home
Bedrooms: 4
Bathrooms: 3
Listing ID CHIL AMOS-95
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 - $5,500/week
Town: Katama
Type: Home
Bedrooms: 3
Bathrooms: 3.5
Listing ID KAT BHOW-04
Classic Cape In Edgartown Village

Edgartown

Set on a quiet Edgartown Village lane, this classic cape offers a peaceful in-town location that abuts 20-acres of conservation land and is only a short walk to downtown

Details

Price Range: $2,000 - $5,500/week
Town: Edgartown
Type: Home
Bedrooms: 4
Bathrooms: 2
Listing ID EDG MCLA-45
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
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: $5,500/week
Town: Edgartown
Type: Home
Bedrooms: 5
Bathrooms: 3.5
Listing ID EDG PPAN-23
Edgartown Village Cape

Edgartown

Ideally situated in-town, this charming Village Cape has been upgraded with a new kitchen, lounge/family room, and second master bedroom suite

Details

Price Range: $3,500 - $5,500/week
Town: Edgartown
Type: Home
Bedrooms: 5
Bathrooms: 4
Listing ID EDG JBET-59
The Beach Cottage On Vineyard Sound

Vineyard Haven

Enjoy relaxed beach living at your doorstep with views of Vineyard Sound in one direction and Lake Tashmoo in the other. Your private sandy ocean beach is just steps away

Details

Price Range: $3,600 - $5,400/week
Town: Vineyard Haven
Type: Cottage
Bedrooms: 2
Bathrooms: 1
Listing ID VH PGRU-585
Edgartown Coastal-Style Retreat

Edgartown

Point B Exclusive - This attractive coastal contemporary is designed for easy summer living with nicely integrated indoor and outdoor spaces, all privately set on almost two and a half acres. Conveniently located on the shuttle bus route and bicycle path!

Details

Price Range: $2,500 - $5,250/week
Town: Edgartown
Type: Home
Bedrooms: 4
Bathrooms: 3.5
Listing ID EDG JANZ-10
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
South Summer Street Gem

Edgartown

This classic four-bedroom Cape-style home is located in the heart of historic Edgartown Village. A screened porch, expansive yard with lawn and great in-town location make this an all-time favorite.

Details

Price Range: $2,000 - $5,100/week
Town: Edgartown
Type: Home
Bedrooms: 4
Bathrooms: 2.5
Listing ID EDG MLEB-112
Hydrangea Cottage

Edgartown

Part of a three-home, architect-designed compound, Hydrangea Cottage sits quietly tucked away in Edgartown Village. In addition to the hydrangeas that ring one of the two covered porches, the cottage is surrounded by perennial gardens, nicely manicured grounds, and brick patio.

Details

Price Range: $1,575 - $5,075/week
Town: Edgartown
Type: Home
Bedrooms: 3
Bathrooms: 2
Listing ID EDG JWOL-103
The Whale House: Long Point Retreat

West Tisbury

Point B Exclusive Privately set near Long Point Beach, The Whale House is a beautifully appointed, coastal-inspired vacation home that is an ideal getaway for family and friends.

Details

Price Range: $1,750 - $5,000/week
Town: West Tisbury
Type: Home
Bedrooms: 4
Bathrooms: 3
Listing ID WT MALD-159
Katama Beach House

Katama

New furniture, paint, and nautical beachy-styling have transformed this home into an ideal family getaway in a quiet Katama neighborhood

Details

Price Range: $2,500 - $5,000/Week
Town: Katama
Type: Home
Bedrooms: 4
Bathrooms: 2
Listing ID KAT RPET-38
Coastal Contemporary Designer Home

Edgartown

This stylish designer home has nice touches throughout with an open designed living area with deck. Two master suites and two additional bedrooms make it perfect for families traveling together.

Details

Price Range: $2,500 - $5,000/week
Town: Edgartown
Type: Home
Bedrooms: 4
Bathrooms: 4.5
Listing ID EDG CREI-29
Luxurious Cottage Living In Edgartown Village

Edgartown

Point B Exclusive - This quintessential village cottage has just been completely renovated from top-to-bottom, with charming cottage styling and classic architecture throughout

Details

Price Range: $1,500 - $5,000/week
Town: Edgartown
Type: Cottage
Bedrooms: 2
Bathrooms: 2.5
Listing ID EDG MIKA-04
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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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