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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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The Beach House At Stonewall: Waterfront Living On Stonewall Beach

Chilmark

Featuring one of the most stunning water views and waterfront locations in Chilmark, The Beach House At Stonewall has sweeping water views of Stonewall Beach & Pond

Details

Price Range: $3,000 - $28,000/week
Town: Chilmark
Type: Home
Bedrooms: 4
Bathrooms: 4.5
Listing ID CHIL JJAF-95MH
Grand In-Town Colonial With Pool

Edgartown

This grand Colonial sits majestically back off prestigious Fuller Street, in the north end of Edgartown Village. It is designed to nicely integrate indoor and outdoor living, with a large heated pool, multiple stone patios, plus portico with outdoor living room and fireplace

Details

Price Range: $16,950 - $27,000/week
Town: Edgartown
Type: Home
Bedrooms: 5
Bathrooms: 5.5
Listing ID EDG MFIN-45
In-Town Luxury Compound With Pool And Carriage House

Edgartown

Tucked away on Main Street at the top of Edgartown Village, this large compound with Carriage House and pool, offers a luxurious oasis in the heart of the village

Details

Price Range: $27,000/week
Town: Edgartown
Type: Home
Bedrooms: 6
Bathrooms: 7.5
Listing ID EDG DYAS-148
The Captain Morse House

Edgartown

The Captain Morse House is a superb example of the grand homes built whaling captains in the 1800's. This newly renovated home is perfect for your island vacation, wedding, reunion or corporate retreat. This newly renovated and exquisitely detailed home is perfect for your dream vineyard vacation , family reunion, wedding or corporate retreat.

Details

Price Range: $4,000 - $26,000/week
Town: Edgartown
Type: Home
Bedrooms: 11
Bathrooms: 7
Listing ID EDG PJOH-80
The Roost At Squibnocket Farm

Chilmark

Aptly named for its stunning perch in prestigious Squibnocket Farm, The Roost features panoramic water views that stretch from the far southwestern shoreline of Martha's Vineyard, across the Island's entire south shore to distant Edgartown.

Details

Price Range: $10,750 - $26,000/Week
Town: Chilmark
Type: Home
Bedrooms: 5
Bathrooms: 5
Listing ID CHIL RHOR-17
The Shamrock House: Luxurious Harborside Living

Edgartown

Enjoy panoramic views of Edgartown Harbor and Chappy from multiple levels -- including deck, porch, and patio -- plus many of the rooms in this distinguished South Water Street home.

Details

Price Range: $15,000 - $25,000/week
Town: Edgartown
Type: Home
Bedrooms: 4
Bathrooms: 4
Listing ID EDG PRON-53
Fuller Street Beach Luxury Retreat With Pool And Pool House

Edgartown

This architect designed Gambrel features luxurious open living spaces, plus outdoor portico with fireplace, pool, and deluxe pool house -- all just a short walk from Fuller Street Beach.

Details

Price Range: $15,000 - $25,000/week
Town: Edgartown
Type: Home
Bedrooms: 4
Bathrooms: 4.5
Listing ID EDG JMOO-39
Classic Edgartown Village Refined Retreat With Pool

Edgartown

Classic Edgartown colonial redesigned and renovated top-to-bottom by noted architect Patrick Ahearn, makes a perfect in-town oasis for hosting family or friends ...

Details

Price Range: $15,000 - $25,000/week
Town: Edgartown
Type: Home
Bedrooms: 4
Bathrooms: 5
Listing ID EDG GHIR-86
Tilton House: Country Chic In-Town With Pool

Edgartown

An oasis in the heart of the Village, this architect-designed home features a luxurious layout that maximizes outdoor living and entertaining with its pool, patios, decks, and gardens.

Details

Price Range: $10,000 - $25,000/week
Town: Edgartown
Type: Home
Bedrooms: 5
Bathrooms: 4.5
Listing ID EDG HKNO-15
Katama Bay Waterfront Contemporary With Private Beach And Deep Water Dock

Katama

Tucked away in the prestigious Witchwood section of Katama, this Waterfront Contemporary enjoys sweeping water views from many rooms, out across Katama Bay, Edgartown Harbor, and Chappaquiddick. The private dock and beach are at the property's shoreline on the Bay.

Details

Price Range: $5,000 - $25,000/week
Town: Katama
Type: Home
Bedrooms: 5
Bathrooms: 4.5
Listing ID KAT DIMR-60
Luxurious Coastal Contemporary With Pool And Carriage House In Katama

Katama

Tucked away down a country lane in Katama, this Coastal Contemporary with Carriage House and pool, unfolds across a private acre and a half setting near South Beach.

Details

Price Range: $20,000 - $25,000/week
Town: Katama
Type: Home
Bedrooms: 5
Bathrooms: 5.5
Listing ID KAT PPAR-09
Classic Colonial Compound With Carriage House In Edgartown Village

Edgartown

This luxury Compound on the north side of Edgartown Village, near Eel Pond, features a four bedroom Main House and a separate, two bedroom Guest House. You are within easy walking distance of Fuller Street Beach and Edgartown Harbor

Details

Price Range: $25,000/week
Town: Edgartown
Type: Home
Bedrooms: 6
Bathrooms: 6.5
Listing ID EDG MHAL-17
Edgartown Village Compound With Carriage House And Pool

Edgartown

Point B Exclusive This in-town compound is luxurious Village living at its finest. The Main House and pool area are tucked away off the road behind the Carriage House and its entryway to the compound.

Details

Price Range: $25,000/week
Town: Edgartown
Type: Home
Bedrooms: 6
Bathrooms: 4.5
Listing ID EDG JMCC-47
Historic Village Compound With Carriage House And Pool

Edgartown

This impressive family compound sits in the heart of historic Edgartown Village, with easy walking access to downtown, the beach and harbor.

Details

Price Range: $10,500 - $25,000/week
Town: Edgartown
Type: Home
Bedrooms: 7
Bathrooms: 6.5
Listing ID EDG BWEE-14
South Summer Street Luxury Compound With Carriage House And Pool

Edgartown

This classic Edgartown Village Compound, designed by noted architect Patrick Ahearn, features a deluxe Main House and Carriage House with pool cabana and a new PebbleTec gunite pool with bluestone patio

Details

Price Range: $17,500 - $24,000/week
Town: Edgartown
Type: Home
Bedrooms: 5
Bathrooms: 5
Listing ID EDG JYEL-103
Luxurious Field Club Compound With Carriage House, Pool And Hot Tub

Katama

This luxury compound has it all. Stylish detailing and designer touches throughout Main House and Carriage House, plus luxurious outdoor spaces and pool and hot tub

Details

Price Range: $10,000 - 24,000/Week
Town: Katama
Type: Home
Bedrooms: 5
Bathrooms: 5.5
Listing ID KAT DMOT-01
Luxury Village Greek Revival With Pool

Edgartown

This newly built architect-designed Greek Revival has luxurious touches and design both inside and out -- from vintage pine floors, high ceilings, fine wood work and moldings, and deluxe appliances to a large Pebble Tec pool with bluestone surround

Details

Price Range: $6,000 - $23,500/week
Town: Edgartown
Type: Home
Bedrooms: 5
Bathrooms: 5.5
Listing ID EDG HCHA-175
Private Edgartown Compound With Pool And Pool House

Edgartown

Tucked away in a quiet Village neighborhood, this luxurious compound is designed around expansive outdoor living spaces with a large stone patio, deck, heated pool and spa, plus a Main House and one bedroom Pool House

Details

Price Range: $9,500 - $22,500 / Week
Town: Edgartown
Type: Home
Bedrooms: 6
Bathrooms: 4.5
Listing ID EDG RMAL-60
Contemporary Farmhouse In Edgartown Village With Pool

Edgartown

This Contemporary Farmhouse has all the convenience of in-town living, set in a sleek, modern-style across three levels of living spaces, with all of today's finest amenities, including a heated pool and patio area.

Details

Price Range: $9,000 - $22,000/week
Town: Edgartown
Type: Home
Bedrooms: 5
Bathrooms: 4.5
Listing ID EDG BVEL-96
Luxurious Beach Plum Meadows Farm House With Pool

Katama

Quietly tucked away in the prestigious Beach Plum Meadows enclave in Katama near South Beach, this Contemporary Farmhouse features three levels of luxurious living spaces, plus deluxe outdoor living centered around a pool, with patio and deck.

Details

Price Range: $10,000 - $22,000/week
Town: Katama
Type: Home
Bedrooms: 5
Bathrooms: 3.5
Listing ID KAT ESAV-09
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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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