Rentals

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Rental For Rent

16 Allen Farm Road, Chilmark, Massachusetts 02535

3Bedroom(s)
3Bathroom(s)
36Picture(s)
3,100Sqft
WEEKLY RENTAL $10,000-$20,000 per WEEK. Built in 2018, the exquisite post & beam Allen Farm Hilltop Farmhouse perched 150 feet above Lucy Vincent Beach & the Atlantic Ocean in Chilmark has the best views on the island. You will not be able to beat the location or the experience renting a property like this provides you and the family.
$10,000

Rental For Rent

21 Leona Ln WT115, West Tisbury, Massachusetts 02575

3Bedroom(s)
1Bathroom(s)
22Picture(s)
1,500Sqft
THIS IS A SUMMER RENTAL ONLY. This very charming post & beam home is the perfect getaway for those who appreciate West Tisbury's rural character. The home is very nicely furnished and equipped, has a lovely, big yard, and the location, adjacent to the bike path, is central to up-Island shopping and the fantastic sandy beaches of Lambert's Cove and Long Point Reservation.
$10,000

Rental For Rent

694 State Rd, West Tisbury, Massachusetts 02575

5Bedroom(s)
4Bathroom(s)
30Picture(s)
3,200Sqft
THIS IS A SUMMER RENTAL ONLY. This lovely farm house features luxurious accommodations. Four of the bedrooms have en-suite bathrooms, three of which include a bathtub and shower. All bedrooms are equipped with a split air conditioner. There is a formal living room as well as a family room with TV and additional dining table to eat or play games.
$25,000

Rental For Rent

78 Bartimus Luce Rd. WT126, West Tisbury, Massachusetts 02575

3Bedroom(s)
3Bathroom(s)
29Picture(s)
49,140Sqft
THIS IS A SUMMER RENTAL ONLY. Prime beachfront residence perched on bluff with an unsurpassed panoramic view of Vineyard Sound and the Elizabeth Islands. Spacious, 2 bedroom, main house plus twins in liv rm(2400 Square Feet), plus 2 bedroom guest house (750 Square Feet). Both single story. Interiors newly renovated with new appliances and ceiling fans. Beautifully furnished and appointed.
$40,000

Rental For Rent

12 John Wesley Ave OB519, Oak Bluffs, Massachusetts 02557

6Bedroom(s)
2Bathroom(s)
15Picture(s)
1,700Sqft
THIS IS A SUMMER RENTAL ONLY. EAST CHOP LOCATION!! Located across from the historic Baptist Temple Town Park. This charming 1885 Victorian cottage is original to days gone by and a significant part of the Vineyard Highlands. Six bedrooms and two full bathrooms allow for friends and family to visit along with a cozy, bright vintage kitchen.
$21,000

Rental For Rent

45A Buttonwood Farm, WT121, West Tisbury, Massachusetts 02575

4Bedroom(s)
2Bathroom(s)
16Picture(s)
1,988Sqft
THIS IS A SUMMER RENTAL ONLY. This stunning sanctuary offers a unique balance of simplicity and sophistication. There is a lot of room for family and friends to enjoy both indoors and out. Nestled about midway between Tisbury and West Tisbury, here you will find yourself close to two of Martha's Vineyard's town centers. Enjoy ping pong in the retro style game room or a fire in the fire pit.
$30,000

Rental For Rent

23 Ocean Ave., Oak Bluffs, Massachusetts 02557

3Bedroom(s)
3Bathroom(s)
9Picture(s)
1,645Sqft
THIS IS A SUMMER WEEKLY RENTAL ONLY. PRICES ARE WEEKLY NOT MONTHLY. Victorian Cottage located on Ocean Park in the heart of Oak Bluffs with fully equipped and updated kitchen, five bedrooms and three baths, cozy living spaces and multiple amenities will accommodate your family and friends. Smell the sea air and watch the waves break from your front porch.
$6,500

Rental For Rent

24 Deer Run Rd., Oak Bluffs, Massachusetts 02557

3Bedroom(s)
2Bathroom(s)
11Picture(s)
1,481Sqft
THIS IS A SUMMER RENTAL ONLY. Centrally located to Edgartown, Vineyard Haven and Oak Bluffs. Just a short drive will take you to any of the town beaches and the Sailing Camp Park is a quick bike ride away.
$21,000

Rental For Rent

67 New York Ave, Oak Bluffs, Massachusetts 02557

3Bedroom(s)
1Bathroom(s)
14Picture(s)
1,629Sqft
THIS IS A SUMMER RENTAL ONLY. 1900 Oak Bluffs Victorian. Ten minute walk to Nancy’s restaurant/downtown OB and 1/2 mile walk to Jetty beach in East Chop. The house was purchased empty in 2018 so all furnishings are new and the house is freshly painted. On the second floor, there are 3 bedrooms and a full bathroom, which connects to hall and master bedroom.
$20,000

Rental For Rent

38 Farm Pond, OB524, Oak Bluffs, Massachusetts 02557

4Bedroom(s)
3Bathroom(s)
16Picture(s)
2,748Sqft
THIS IS A SUMMER RENTAL ONLY. Gracious 4 bedroom home with private beach access and tennis. This home has a reverse design that has been fully renovated and thoughtfully decorated. There is a large deck overlooking gardens and a peep of the water. A separate studio is attached by the deck.
$40,000

Rental For Rent

61 Road To Great Neck Rd WT107, West Tisbury, Massachusetts 02575

3Bedroom(s)
3Bathroom(s)
11Picture(s)
2,300Sqft
THIS IS A SUMMER RENTAL ONLY. This lovely new build house features 3 bedrooms, and 3 bathrooms. There is a full gourmet kitchen, open to the dining, living and patio area. French doors off the living area open up to a beautiful blue stone patio complete with breath taking water views. All three bedrooms are located on the upstairs level including the master suite. Lambert's Cove Beach Access.
$25,000

Rental For Rent

144 Pond View Farm, WT132 Guest, West Tisbury, Massachusetts 02575

3Bedroom(s)
2Bathroom(s)
23Picture(s)
1,350Sqft
THIS IS A RENTAL ONLY. Fresh, salty breezes roll off the Tisbury Great Pond and right through every window of this architect designed cottage. Set in a rural farmland, this cottage has beautiful plantings and a painterly setting. The home features a great kitchen and wonderful spaces for entertaining or just relaxing with a summer read. Take a walk down to the Pond or a paddle out on the Pond.
$21,000
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