Martha's Vineyard Waterfront Rentals

Waterfront Vacation Rentals Martha's VineyardExplore beautiful waterfront homes for rent on Martha's Vineyard, whether you are looking for a waterfront rental in Chilmark, Oak Bluffs, Vineyard Haven, or one of the other popular communities. The Vineyard has a variety of waterfront rentals, including harbor-front homes, private oceanfront estates, and homes on a pond. Enjoy gorgeous sunrises and sunsets over waterfront vistas on your next Martha’s Vineyard vacation! If easy access to the water is a top priority for your next vacation, start by browsing the available waterfront rental homes below. You may also be interested in browsing water view rentals.

Martha's Vineyard Waterfront Vacation Rentals

Questions? Call Coldwell Banker Landmarks Real Estate: 508-693-6866

Save time & effort! Create an account to save your favorite listings & get notifications when similar properties become available.

26 Caleb Pond Road

Edgartown, MA26 Caleb Pond Road

Price$3,200,000

Est. Mortgage: $/month

MLS ID 37305

  • Residential
  • Square Feet 1194
  • Bedrooms 3
  • Bathrooms 2
  • Half Bath 2

Imagine a Day in the Life at 26 Caleb's Pond Road. Wake up to the gentle breeze, the sounds of birds, and the sea lapping against the shore line in this waterfront retreat. Then enjoy a cup of coffee on the front deck facing east for the sunrise. There's so much to do - or enjoy doing nothing at all. At one end of the property is some of the best clamming in all of MV. At the other end is your deepwater dock with floating dock for boating, fishing, kayaking, paddle boarding, and more. Want to head into Edgartown for dinner, shopping, or just to enjoy the village buzz? It's a short boat ride over to the town landing, and the Chappy ferry is just a mile away. In the evening, relax on your upper deck overlooking Edgartown Harbor, Katama, and South beach. Enjoy dinner or cocktails with friends as you watch technicolor sunsets. This 3-level home takes full and creative advantage of space sleeping a total of 10 and the nearby bunk house is as charming as can be. The bunkhouse sleeps 2 people comfortably and is perfect for overflow guests or for kids who want sleepover adventures. The casual beach decor is exemplified by the shell fireplace. This is a magical destination home with a front row seat to one of the most scenic waterscapes on the Eastern seaboard.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

58 North Neck Road

Edgartown, MA58 North Neck Road

Price$1,325,000

Est. Mortgage: $/month

MLS ID 37256

  • Residential
  • Square Feet 1050
  • Bedrooms 4
  • Bathrooms 2
  • Acreage 2.1

As good as waterfront. This property abuts a waterfront Land Bank property and is less than 700 ft down a private deeded path to a sandy open water beach on Nantucket Sound where you can enjoy calm, swimmable waters, fishing, and access to your boat. The home's large windows provide wonderful light and views in every direction. It is a reverse floor plan home with spacious living/dining room with vaulted ceiling and a large separate kitchen. The bright sunny kitchen overlooks the dining area on one side and the mature Japanese Maples on the other. There is a queen bedroom and bath upstairs, and a king bedroom plus two twin bedrooms and bath downstairs. There is a large outdoor shower and decks on three levels. The upper deck offers views of the water and The sailboat races in the outer harbor. End the day watching the sun set over Edgartown harbor followed by star gazing into the night. On July 4th you will have an unobstructed view of the fireworks display in the harbor. East Beach, the best ocean beach on Chappy, is only 5 minutes by car. Just ½ mile from the house is the renowned Royal & Ancient Chappaquiddick Links golf course and a popular fishing beach known as the "Gut". The property is also close to the revamped Chappy Store, Slip Away Farm and farmstand, and the Community Center with its family activities. The property's secluded setting on over two open acres has flowering gardens with blueberries, beach plums, butterflies, and birds - as well as ample space for summer recreation. The property is bordered by 11 acres of Land Bank conservation land with extensive walking trails.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

283 Lamberts Cove Road

West Tisbury, MA283 Lamberts Cove Road

Price$3,885,000

Est. Mortgage: $/month

MLS ID 37222

  • Residential
  • Square Feet 4008
  • Bedrooms 5
  • Bathrooms 3
  • Half Bath 1

Words cannot describe the serenity and privacy found at "Two Waters" located next to Lambert's Cove beach. This 1948 waterfront views James Pond and Vineyard Sound beyond. Enjoy over 5 acres of a pastoral setting at the water's edge. This one of a kind property includes a Main house and a 2 bedroom guest cottage. The property is being sold in "as is" condition and is ready for a renovation to capture the beauty of the grounds with mature landscaping and the up island stone walls. This special paradise is just yards from your own private beach on the ocean and a spot to enjoy all the summer has to offer! Bring a classic novel and enjoy an afternoon swim followed by a perfect evening sunset. This is a rare opportunity in West Tisbury to create your own paradise!

Listed by Viewpoints

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

733 Main Street

Vineyard Haven, MA733 Main Street

Price$5,890,000

Est. Mortgage: $/month

MLS ID 37140

  • Residential
  • Square Feet 2581
  • Bedrooms 4
  • Bathrooms 3
  • Half Bath 1

VIEWS! VIEWS! VIEWS! Completion date for this 4 bedroom West Chop beauty is mid November 2020 just in time for Thanksgiving!! There is still time yo pick out fixture, lighting, and other furnishings, property can be sold turnkey. Enjoy spectacular views from 885 square feet of decking and porch overlooking Sheriff's Meadows and the Vineyard Sound. What could be better than living space and dining outside on a pristine deck. With 120 feet of private beach, you will not find better swimming and boat activity on the island. All your amenities are here including a great outside shower, built in grill area with piped propane, mudroom to wash off the sand, and countless spaces outside to read a good book or to dine! First floor master suite with fantastic sunrises and sweeping water views. Combination kitchen and dining, inside or out, plus a living room viewing a 42 foot long deck with the Sound beyond. Upstairs, another master suite with picturesque Sheriff Meadow views, and a porch to enjoy early morning sunrises and coffee. Another 2 bedrooms and full bath plus a sitting area round out the spectacular 2nd floor. This house is ready for the discriminating buyer looking for that move-in ready home, furniture to be negotiated separately. This ideal location is near the 83 acre West Chop Woods, Mink Meadows Golf Club, the West Chop Club, and the Vineyard Haven Yacht Club. Rarely is there a waterfront in this area with such dramatic views and a total renovation. Don't miss your opportunity to have your own slice of paradise anytime you want to escape to the Vineyard or year-round living! Please call listing office for floor plans and renderings from Squash Meadow. Please view listing sheet for landscaping plans! Easy to show!

Listed by Viewpoints

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

103 Main Street

Vineyard Haven, MA103 Main Street

Price$13,500,000

Est. Mortgage: $/month

MLS ID 37110

  • Residential
  • Square Feet 7046
  • Bedrooms 5
  • Bathrooms 4
  • Half Bath 2

THE ULTIMATE WATERFRONT RETREAT - The Vineyard has always been the place to go for R&R, and if you needed it in the past, you certainly need it now. It is the oasis of beauty and tranquility in a vintage community. This property offers the best of the Island. Located on Vineyard Haven Harbor, the home sits on a large 1.7A parcel of land, which provides privacy, spectacular views of harbor activity, yet steps away from the Village for your morning coffee, afternoon shopping, and dinner and theater in the evening. A unique feature is proximity to the ferry to come to and leave the Island easily. Think of it - the kids who will probably be with you a lot more, Mom and Dad, who will visit, and the family workforce can easily use the Vineyard home as "operation center," adjusting to the new lifestyle perfectly. Designed by premier architect Patrick Ahearn, with 7,045 sf, the home is warm and friendly with space to accommodate everyone's needs. The large kitchen with sitting room and fireplace opens to a screened porch. A dramatic stone fireplace is the focal point of the sitting area on the porch with generous room for dining for twelve with views of Harbor activity. This space is the hub of the house. There is a large, quiet office on the first floor for serious work along with a smaller office space off the kitchen. A grand formal dining room with a fireplace and living room is designed for special occasions. Another all-season sun porch on the first floor provides additional space for a variety of activities. The informal and formal areas connect with an outdoor patio. The master bedroom suite with a sitting area occupies the south wing of the second floor and is cleverly separated from the activity of the household. Three more bedrooms are in the north wing of the house. Another expansive deck connects both wings. The views from the first floor are spectacular, and they become panoramic and magnificent on the second floor. There is a guest suite over the two car garage which can be accessed from the outside or the adjoining deck on the second floor. The piece de resistance is the widow's walk offering the most brilliant views. The terraced pool and built-in outside grill overlooking the Harbor complete this perfect Vineyard home.

Listed by Sandpiper Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

8 Tuthill Lane and 27 Braleys Way

MLS ID 36831

  • Residential
  • Square Feet 10398
  • Bedrooms 9
  • Bathrooms 9
  • Half Bath 2

This incredibly private waterfront compound, uniquely located just minutes from historic Downtown Edgartown, is being offered for the first time in more than 30 years. This classic Martha's Vineyard retreat offers it all: a private sandy beach, boat access, more than 10,000-sq. ft. of living space in two homes, pool, barn, and endless sunsets. This unique combination would typically only be found in remote locations up island, yet here you can feel completely out of town while being a short stroll or bike ride into Edgartown and all it has to offer. Sited on three meticulously landscaped acres overlooking Eel Pond and Edgartown Harbor, nearly every room from the five-bedroom main house and four-bedroom guest house enjoys unobstructed water views. A sophisticated yet comfortable setting, this Island compound offers unmatched privacy. The main residence features multiple living areas and a restful primary bedroom suite with sun deck, spacious bathroom and a private office with fireplace. Other features include a gourmet kitchen with sitting area, home office, study, pool room, four guest bedroom suites, and an oversized screened porch, perfect for summer entertaining. The guest house is equally inviting and offers welcoming living and dining area, a screened porch, family room, playful bunkroom, two additional guest bedrooms, oversized primary bedroom suite with private deck, and a three-car garage. The gunite pool and spa provide panoramic water views are surrounded by a bluestone patio, classic stonewalls, and lush plantings of colorful roses and hydrangeas. The expansive lawn leads to the water's edge on Eel pond where you can enjoy easy access to Edgartown Harbor and beyond from your private beach where the owners can keep a boat. This desirable private waterfrontage allows you to spend summers clamming, kayaking, paddle boarding, swimming and boating. A truly remarkable Island escape in Edgartown that epitomizes the best of Martha's Vineyard in one of its most coveted locations.

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

100 Watcha Club Road

West Tisbury, MA100 Watcha Club Road

Price$7,500,000

Est. Mortgage: $/month

MLS ID 36565

  • Residential
  • Square Feet 4380
  • Bedrooms 8
  • Bathrooms 5
  • Half Bath 1

WATERFRONT ESTATE ON THE SOUTH SHORE. With over 12 acres of land and a large parcel of conservation land directly to the north, this property offers the ultimate in seclusion. There are stunning first floor water views of Watcha Pond and the Atlantic Ocean from the main house and the guesthouse also enjoys water views of Watcha Pond. The 4 members of the Watcha Club Road Association are part owners of a private beach on the Atlantic Ocean half a mile away which you may reach via a quiet dirt road, or simply by traveling the two- tenths of a mile across the pond to the barrier beach from the boat landing at either the main house or guesthouse. Owners also have deeded access to an additional 500+ ft of sandy ocean beach adjoining the east end of the association beach. Ancient moss-covered paths wind their way from both properties down to the pond. The 4-bedroom, 3,000+sq. ft. main house built in 1982 may be used while a future owner designs a new home that takes full advantage of the stunning setting. These cleared views would not be possible if this were an undeveloped building site. The 1,100-sq. ft. guesthouse with 3 bedrooms was designed by architect Joseph Dick and completed in 2013. It has been lightly used and feels brand new. NOTE: A subdivision plan has been drafted and sellers would consider selling the main house on 7.15 acres (guest house would be permitted).

Listed by Wallace & Co. Sotheby's

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

93 Edgartown Bay Road

Edgartown, MA93 Edgartown Bay Road

Price$6,795,000

Est. Mortgage: $/month

MLS ID 36994

  • Residential
  • Square Feet 3596
  • Bedrooms 4
  • Bathrooms 4
  • Half Bath 1

Waterfront home located on Edgartown Bay Road, one of Martha's Vineyard's most desirable streets. This four-bedroom, four-and-a half bath Katama Bay property boasts an open floor plan that offers spectacular natural light and flows seamlessly. The first floor features a large family room overlooking Katama Bay and the Atlantic Ocean. The renovated chef's kitchen opens to the family room, dining room, and den. The first floor also features a living room with a stone fireplace, an office, and two bathrooms. One will find four oversized bedrooms upstairs. The master bedroom offers a huge walk-in closet, full bathroom, and a private deck viewing Chappaquiddick Island, Katama Bay, and the Atlantic. The guest suite offers beautiful views of Norton Point, and an en-suite bedroom and an additional bedroom oversees the expansive lawn and gardens. Outdoors one will find an inviting front porch, well-manicured lawns, and a private path to Katama Bay. This property needs to be experienced.

Listed by Keller Williams Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

69 Kanomika Road

Edgartown, MA69 Kanomika Road

Price$5,650,000

Est. Mortgage: $/month

MLS ID 36839

  • Residential
  • Square Feet 3958
  • Bedrooms 6
  • Bathrooms 4
  • Half Bath 1

Edgartown Great Pond waterfront home with 6 bedrooms, 5.7 acres, over 400' of pond frontage, and boating access to the Atlantic barrier beach. Look no further than this beautiful home designed by Sherman & Associates if looking for a move-in ready option on the great pond. Set privately in Kanomika, a hidden enclave that occupies one of the few true peninsulas on Edgartown Great Pond, this property offers room for family and friends, with options available for pool and guest house. The interior features brilliant light and volume, with huge windows and high ceilings throughout. Fabulous views of the water from many rooms. All of the bedrooms and living spaces offer generous proportions. A brand new boardwalk out to the waterfront provides a sublime connection between the house, land, and water, and the experience of boating, paddleboarding, kayaking, swimming and beach-going on the pond to the Atlantic is second to none on Martha's Vineyard. Built in 2000 and enjoyed by one family for the past 20 years, this property is ready to help create your island memories.

Listed by Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

44 Lagoon Pond Road

MLS ID 36753

  • Commercial
  • Village Downtown

Located in the heart of the very desirable Waterfront Commercial District in Vineyard Haven, this mixed usage property has many potential possibilities both commercial and residential. The site is a quick walk to the ferry, and even fewer steps to Five Corners. Presently, the premises contains a fully functioning 2 bedroom year round home. The site represents a very rare opportunity for a creative professional whether it's end usage is commercial , residential or both. Truly an unusual property. Note: See Attached Disclosure in Documents drop down menu MASKS ARE REQUIRED FOR VIEWING THE PROPERTY

Listed by Goodrich, Mary Jo of Mary Jo Goodrich Island Properties Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details