Martha's Vineyard Vacation Rentals

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These Martha's Vineyard vacation homes, condos, villas, cabins, cottages, chalets, and bed & breakfasts are presented by their owners or agents. Please contact them directly with your inquiries. Click on the underlined descriptions below for more details and property photos.
Click Here to review listings ordered by city and # of bedrooms.
 
Premium Listings
Schoolhouse Cape - Edgartown, Massachusetts
  • Edgartown
  • House (single)
  • 3 bedrooms
  • 2 bathrooms
     

    WT 101 SEVEN GATES FARM- WONDERFUL FIVE BEDROOM HOME IN PRIVATE AREA, ASSOCIATION BEACH,TENNIS
    • West Tisbury
    • House (single)
    • 5 bedrooms, sleeps 10
    • 4 bathrooms
       

      ED 316- Fabulous Waterfront Home With Dock, Private Sandy Beach & Outstanding Views Of The Harbor
      • Edgartown
      • House (single)
      • 6 bedrooms, sleeps 12
      • 4 bathrooms
      • Weekly rates
        From 8000 to 12000 USD
       

      Chappy on the Beach - Chappaquiddick
      • Chappaquiddick
      • Cottage
      • 3+ bedrooms, sleeps 9
      • 2 bathrooms
         

        6000 sq. ft. Home With Fine Art And Furnishings That Sleeps Up To 10
        • Chilmark
        • House (single)
        • 5 bedrooms, sleeps 10
        • 5.5 bathrooms
           

          ED 303- EDGARTOWN GREAT POND WATERFRONT HOME WITH PANARAMIC VIEWS AND SANDY BEACH
          • Edgartown
          • House (single)
          • 4 bedrooms, sleeps 10
          • 4 bathrooms
          • Weekly rates
            From 12000 to 20000 USD
           

          Martha's Vineyard Waterfront !! Private Cove, Ocean Beach - Perfect for 2 Families!
          • Lake Tashmoo
          • House (single)
          • 4 bedrooms, sleeps 8
          • 3 bathrooms
          • Weekly rates
            From 2500 to 9000 USD
           

          VH 402- VINEYARD HAVEN LAGOON WATERFRONT WITH DOCK!
          • Vineyard Haven
          • Cottage
          • 3 bedrooms, sleeps 6
          • 1 bathrooms
             

            WT 102 MAGNIFICENT BEACHFRONT- MAGNIFICENT PRIVATE BEACHFRONT ESTATE,ASSOCIATION BEACH,TENNIS.
            • West Tisbury
            • House (single)
            • 8 bedrooms, sleeps 18
            • 5 bathrooms
               

              Wonderful Vacation Home Overlooking the Elizabeth Islands and Vineyard Sound - Martha's Vineyard
              • Chilmark
              • House (single)
              • 5 bedrooms, sleeps 10
              • 5 bathrooms
                 

                ED 314- Architect Designed Country Home Nestled On 20 Acres W/Access To The Great Pond
                • Edgartown
                • House (single)
                • 5 bedrooms, sleeps 10
                • 5 bathrooms
                • Weekly rates
                  From 12000 to 20000 USD
                 

                VH 404- Waterfront Five Bedroom Home On Lake Tashmoo With Private Dock & Mooring
                • Vineyard Haven
                • House (single)
                • 5 bedrooms, sleeps 10
                • 3 bathrooms
                   

                  Beautiful Living on Nantucket Island, Massachusetts
                  • Nantucket Island
                  • House (single)
                  • 4 bedrooms, sleeps 8
                  • 3.5 bathrooms
                     

                     
                     
                    Rental Locations(Listed alphabetically by City or Town)
                     
                     
                      City BR(s) BA(s) Sleeps Description
                     
                    Aquinnah3 BR2 BA6Beautiful Home In A Country Setting.
                     
                    Aquinnah3 BR2 BA7The "Literary House" on a hillside with waterviews over Menemsha Pond and the Atlantic Ocean
                     
                    Aquinnah3 BR2 BA6AQ602-Aquinnah 3 Bedroom Home w/waterviews overlooking Vineyard Sound and the Elizabeth Islands
                     
                    Aquinnah3 BR2 BA6AQ603- Contemporary On The Cliffs Waterview with Private Beach
                     
                    Aquinnah4 BR BAMartha's Vineyard's Aquinnah / Gay Head House
                     
                    Aquinnah4 BR3 BA8Spectacular water veiws over Vineyard!
                     
                    Aquinnah4 BR2 BA8Aq604- Southern views of the Atlantic Ocean from this bright and breezy home in Aquinnah.
                     
                    Aquinnah6 BR3.5 BA9-11Aq601- Aquinah Waterview Vacation Home!
                     
                    Chappaquiddick3+ BR2 BA9Chappy on the Beach - Chappaquiddick
                     
                    Chappaquiddick10 BR BA19Wasque Watch - Chappaquiddick
                     
                    Chilmark1 BR2 BA2Great for a couple seeking a romantic get-away.
                     
                    Chilmark2 BR1 BA4Ch210- Lovely, two bedroom, private Chilmark cottage. Fabulous location, access to Lucy Vincent and Squibnocket beaches.
                     
                    Chilmark2 BR1 BA4ch213- Up-Island Chilmark Cottage with-in walking distance to Menemsha Village
                     
                    Chilmark3 BR2 BA6A newly built contemporary home that has style and flair.
                     
                    Chilmark3 BR2 BA8CH 201- Kayak To Beach Across Chilmark Pond For Swimming & Picinicking
                     
                    Chilmark3 BR2 BA6CH205- This bright and cheerful, wooded retreat is truly tranquil.
                     
                    chilmark3 BR1 BA5Ch202- Charming waterview Chilmark Vacation home just minutes to Lucy Vincent Beach and Chilmark Store
                     
                    Chilmark4 BR4 BA12Modern Comforts and Unforgettable Views From This Waterfront Vacation Home
                     
                    Chilmark4 BR2.5 BA8
                     
                    Chilmark4 BR2 BA7
                     
                    Chilmark4 BR3 BA8CH204- Menemsha Sunsets - Chilmark Home with Water Views
                     
                    Chilmark4 BR3 BA8CH207- Panoramic Up Island Waterview
                     
                    Chilmark4 BR2 BA8CH208- Secluded Chilmark Vacation Home
                     
                    Chilmark4 BR2 BA10Ch209- Fantastic Chilmark Vacation Rental. Enjoy this outrageous view of the south shore
                     
                    Chilmark5 BR5 BA10Wonderful Vacation Home Overlooking the Elizabeth Islands and Vineyard Sound - Martha's Vineyard
                     
                    Chilmark5 BR5.5 BA106000 sq. ft. Home With Fine Art And Furnishings That Sleeps Up To 10
                     
                    Chilmark5 BR2 BA9CH 203- Menemsha Bright & Spacious Contemporary Four Bedroom Home With Waterview
                     
                    Chilmark5 BR3 BA9CH206- The Best Chilmark has to Offer - Breathtaking Views!
                     
                    Chilmark6 BR3 full BA12ch212- Boat across Chilmark Pond to beach from this wonderful Chilmark vacation home.
                     
                    Chilmark10 BR6 full BA18ch211- Spring Point Waterfront House and Guest House with Fabulous views of the North Shore
                     
                    Edgartown1 BR1 BA2ED304- COZY COTTAGE NESTLED ON EDGARTOWN GREAT POND
                     
                    Edgartown2 BR1 BA7BIKE TO EDGARTOWN AND SOUTH BEACH
                     
                    Edgartown2 BR1 BA4ed307- THIS EDGARTOWN VACATION HOME IS A TWO BEDROOM BUNGALOW WITH SHARED POOL AND TENNIS.WALK TO TOWN, BIKE TO SOUTH BEACH.
                     
                    Edgartown3 BR2 BA6In A Neighborhood Of Quietude And Charm
                     
                    Edgartown3 BR1.5 BA6Comfortable Vacation Rental Home On Martha's Vineyard
                     
                    Edgartown3 BR2 BA8Enjoy A Fantastic Vacation At This Rental Home With All The Amenities !
                     
                    Edgartown3 BR2.5 BA9Central Air Conditioning and all the extra's!
                     
                    Edgartown3 BR2 BA6ED315- You Will Be Pleasantly Surprised By The Bright Open Feeling Of This Charming Contemporary Cape.
                     
                    Edgartown3 BR2 BA6ED317- Three Bedroom Katama Home
                     
                    Edgartown3 BR2 BASchoolhouse Cape - Edgartown, Massachusetts
                     
                    Edgartown3 BR4 BA8Bike to the Edgartown Village From This Wonderful Vacation Home
                     
                    Edgartown3 BR4 BA8ed326- This cozy Edgartown vacation home is located in a quiet neighborhood with-in walking distance to town and harbor
                     
                    Edgartown3 BR1 BA6ed301- From this Edgartown Vacation home, you have a Katama waterview, walk to the beach & you can bike to town!
                     
                    Edgartown4 BR3 BA3 Queen, 3Thaxter Lane Ten - Edgartown
                     
                    Edgartown4 BR3.5 BA10New Luxurious Custom Built Vacation Home Located On Martha's Vineyard
                     
                    Edgartown4 BR4 BA8DEXTER HOUSE - WATERFRONT WITH DOCK
                     
                    Edgartown4 BR4 BA10ED 303- EDGARTOWN GREAT POND WATERFRONT HOME WITH PANARAMIC VIEWS AND SANDY BEACH
                     
                    Edgartown4 BR2 BA12ed308- This Edgartown Home is in biking distance to the beach and the historical town!
                     
                    Edgartown4 BR3.5 BA8ED322- The Snug Harbor
                     
                    Edgartown4 BR2 BA9+ed327- Martha's Vineyard, Edgartown vacation home with a water view, South Beach,4 bedrooms & bike path
                     
                    Edgartown4 BR3 BA8ed325- The Gables is Authentically Edgartown- a siling captain's summer vacation home.
                     
                    Edgartown4 BR2 BA8ed302- This Edgartown Vacation Home is a fabulous mid-island location. Close to town, the beach and golf!
                     
                    Edgartown5 BR5 BA9Beautifully restored in-town Edgartown 14 room Federal-style home
                     
                    Edgartown5 BR5 BA10ED 314- Architect Designed Country Home Nestled On 20 Acres W/Access To The Great Pond
                     
                    Edgartown5 BR3 BA9ed329- Edgartown Charming in-town vacation home furnished with antiques and oriental rugs.
                     
                    Edgartown5 BR3 BA12ed305- Walk into town, and bike from the beach from this wonderful Edgartown Vacation Condo!
                     
                    Edgartown6 BR4 BA12ED 316- Fabulous Waterfront Home With Dock, Private Sandy Beach & Outstanding Views Of The Harbor
                     
                    Edgartown6 BR3 BA12ed330- Fantastic Reproduction Whaling Captain's House on the Edgartown Harbor. Perfect for Weddings!
                     
                    Edgartown16 BR BA1-50ED318- Fabulous 5.3 acre compound offers five seperate homes, tennis, pool and basketball. Perfect for weddings and reunions.
                     
                    Lake Tashmoo4 BR3 BA8Martha's Vineyard Waterfront !! Private Cove, Ocean Beach - Perfect for 2 Families!
                     
                    Long Point Beach3 BR2.5 BA9Contemporary Vacation Rental Home On Martha's Vineyard
                     
                    Martha's Vineyard4 BR3 BA9Spacious First Rated Vacation Rental Home Located On Martha's Vineyard
                     
                    Martha's Vineyard5 BR2 BA10WONDERFUL LARGE HOME-PRIME VINEYARD PROPERTY ACROSS FROM OCEAN
                     
                    Martha's Vineyard6 BR3 BA126 BR 3 BA Elegant Victorian, Walk to Beach, Tennis and Town
                     
                    Martha's Vineyard4 BR4 BA10Perfect Vacation Rental Home On Martha's Vineyard
                     
                    Nantucket Island4 BR3.5 BA8Beautiful Living on Nantucket Island, Massachusetts
                     
                    Oak Bluffs2 BR1 BA4Your Vineyard Retreat, Ocean, Beaches, Cafes, Shops - Martha's Vineyard Condo
                     
                    Oak Bluffs2 BR1 BAOB517- Wow!!!What Views!!! Great waterview condo with beach right across the street.
                     
                    Oak Bluffs3 BR2 BA6OB 503- House & Guest House Just Steps To The Beach
                     
                    Oak Bluffs3 BR2 BA6ob509- Walk to Beach, Ferry, Shops, Restaurants and Movies from this perfect Oak Bluffs vacation spot.
                     
                    Oak Bluffs3 BR2 BA6OB515- Beautiful spacious home located in martha's vineyard
                     
                    Oak Bluffs3 BR2 BA6This immaculate Oak Bluffs vacation home is located in a quiet neighborhood, and it's just a bike ride away from it all!
                     
                    Oak Bluffs3 BR1.5 BA6OB525- An irresistible retreat just a 3-minute walk down a tree-covered lane to a deeded, sandy lagoon beach.
                     
                    Oak Bluffs4 BR3 BA84 Bedroom Martha's Vineyard Retreat - Oak Bluffs
                     
                    Oak Bluffs4 BR3 BA8OB 501- Located in Waterview Farms with Private Beach on Sengekontacket Pond
                     
                    Oak Bluffs4 BR2 BA8Fabulous Waterfront Bungalow with Dock
                     
                    Oak Bluffs4 BR2 BAOB516- Fabulous waterfront home with sandy beach and views across the Lagoon
                     
                    Oak Bluffs4 BR3 BA12Waterviews, Walk to Private beach and Pond from this 4 bed, 3 bath Oak Bluffs, Martha's Vinyard vacation home
                     
                    Oak Bluffs4 BR3 BA8Located in a quiet neighborhood with association tennis, abutting bike path and close to Farm Neck Golf
                     
                    Oak Bluffs4 BR2 BA8Centrally Located to Down-Island Towns, Farm Neck Golf, Beaches and Bike Path
                     
                    Oak Bluffs4 BR2 BAOB524- This beautiful home is centrally located to down island towns and beaches
                     
                    Oak Bluffs4 BR2 BA8OB526- Brand new, luxury, waterfront home with deep water dock and mooring and private beach.
                     
                    Oak Bluffs4 BR2 BA10Unbelievable views of Nantucket Sound from this waterfront property. Just steps away from a wonderful sandy beach. Lovely spot to enjoy your vineyard
                     
                    Oak Bluffs4 BR2 BA8Ob510- Charming,beautifully decorated & appointed new home close to beaches, shopping, restaurants and ferry. Visit this Oak Bluffs Vacation Rental
                     
                    Oak Bluffs5 BR2 BA115 Bedroom Victorian in Oak Bluffs
                     
                    Oak Bluffs5 BR2 BA9Walk to beach. Near East Chop. Inviting Wrap-around Porch. Bike path. Bus stop.
                     
                    Oak Bluffs5 BR3 BA10+House Rental In Oak Bluffs Martha's Vineyard - Martha's Vineyard Waterfront w/ Private Beach, Car
                     
                    Oak Bluffs5 BR2 BA10Fabulous Waterfront Five Bedroom OakBluffs Estate
                     
                    Oak Bluffs5 BR2 BA10Walk to the Oak Bluffs town from this charming East Chop home that sleeps 10
                     
                    Oak Bluffs5 BR2 BA10OB514- This Oak Bluffs is right around the corner from shopping, dining, tennis, and the beach!
                     
                    Oak Bluffs5 BR2 BA12OB513- In the heart of Oak Bluffs this spacious vacation home is with-in walking distance to Beach and tennis
                     
                    Oak Bluffs6 BR4 BA11OB520- This waterfront property offers private dock and private association beach with views of Nantucket Sound.
                     
                    Oak Bluffs6 BR2 BA11OB527- What a spot!!! Oceanfront on Nantucket Sound.
                     
                    Oak Bluffs6 BR3 BA12ob512- Waterfront Oak Bluffs home has a dock and beautiful views of Nantucket Sound
                     
                    Oak Bluffs7 BR3 BA14OB511- Oak Bluffs In-Town Vacation Home, Come Visit
                     
                    Oak Bluffs8 BR2 BA12Gothic Victorian located in the heart of Oak Bluffs where you are just steps to the beach
                     
                    Vineyard5 BR3 BA8VH416- Waterview, one minute walk to beach. Close to town and ferry.
                     
                    Vineyard Haven1 BR1 BA6VH401- Lakefront Cabin with Breathtaking Views
                     
                    Vineyard Haven1 BR1 BA2VH413- In-Town Guesthouse with water view
                     
                    Vineyard Haven1 BR1 BA1-2VH417- First floor studio apartment with blue stone terrace. Close to town and lagoon.
                     
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                       Featured Property Managers  

                    Rooney & Company of Martha's Vineyard Inc.
                    We are a professional real estate office, featuring sales and vacation rentals. We invite you to explore Martha's Vineyard… an island that offers a little something for everyone.

                    www.OvertoomMV.com
                    By visiting our site, you have found your connection to all Martha's Vineyard real estate for sale as well as an extensive array of Martha's Vineyard rentals. Our outstanding team of exerienced sales and rental agents are uniquely qualified to help you meet your individual investment objectives and/or vacation dreams.


                       Premium Listings  

                    Schoolhouse Cape - Edgartown, Massachusetts
                    Edgartown, House (single), 3 bedrooms, 2 bathrooms.



                    WONDERFUL FIVE BEDROOM HOME IN PRIVATE AREA, ASSOCIATION BEACH,TENNIS


                    West Tisbury, House (single), 5 bedrooms, sleeps 10, 4 bathrooms.



                    Fabulous Waterfront Home With Dock, Private Sandy Beach & Outstanding Views Of The Harbor
                    Edgartown, House (single), 6 bedrooms, sleeps 12, 4 bathrooms. Weekly rates from 8000 to 12000 USD



                    Chappy on the Beach - Chappaquiddick
                    Chappaquiddick, Cottage, 3+ bedrooms, sleeps 9, 2 bathrooms.



                    6,000 sq. ft. Home With Fine Art And Furnishings That Sleeps Up To 10
                    Chilmark, House (single), 5 bedrooms, sleeps 10, 5.5 bathrooms.



                    EDGARTOWN GREAT POND WATERFRONT HOME WITH PANARAMIC VIEWS AND SANDY BEACH
                    Edgartown, House (single), 4 bedrooms, sleeps 10, 4 bathrooms. Weekly rates from 12000 to 20000 USD



                    Martha's Vineyard Waterfront !! Private Cove, Ocean Beach - Perfect for 2 Families!

                    Lake Tashmoo, House (single), 4 bedrooms, sleeps 8, 3 bathrooms. Weekly rates from 2500 to 9000 USD



                    VINEYARD HAVEN LAGOON WATERFRONT WITH DOCK!

                    Vineyard Haven, Cottage, 3 bedrooms, sleeps 6, 1 bathrooms.



                    MAGNIFICENT PRIVATE BEACHFRONT ESTATE,ASSOCIATION BEACH,TENNIS
                    West Tisbury, House (single), 8 bedrooms, sleeps 18, 5 bathrooms.



                    Wonderful Vacation Home Overlooking the Elizabeth Islands and Vineyard Sound - Martha's Vineyard
                    Chilmark, House (single), 5 bedrooms, sleeps 10, 5 bathrooms.



                    Architect Designed Country Home Nestled On 20 Acres W/Access To The Great Pond
                    Edgartown, House (single), 5 bedrooms, sleeps 10, 5 bathrooms. Weekly rates from 12000 to 20000 USD



                    Waterfront Five Bedroom Home On Lake Tashmoo With Private Dock & Mooring
                    Vineyard Haven, House (single), 5 bedrooms, sleeps 10, 3 bathrooms.



                    Beautiful Living on Nantucket Island, Massachusetts


                    Nantucket Island, House (single), 4 bedrooms, sleeps 8, 3.5 bathrooms.


                      
                     

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