Oak Bluffs Rentals Offer Beautiful Martha's Vineyard Accommodations

When looking for a relaxing and luxurious vacation, Martha's Vineyard in Massachusetts is an excellent destination. This beautiful area is near the oceanfront and offers guests a serene and peaceful vacation setting. Oak Bluffs rentals allow guests to take in all the beauty of Martha's Vineyard and provide an ideal setting for a romantic or family getaway.

A Stylish Vacation Awaits with Oak Bluffs Rentals


When you choose Oak Bluffs vacation rentals, you will find yourself in a stylish and beautiful location. Well-suited for a wedding or even a simple family getaway, these Oak Bluffs vacation homes offer guests the chance to spend their vacation in a beautiful home with modern amenities and close proximity to trendy and popular attractions.

Oak Bluffs Vacation Rentals Allow Easy Access to Martha's Vineyard Attractions


Oak Bluffs cottage rentals place guests near many exciting attractions. The Martha's Vineyard arts district has much to offer in the way of museums, galleries, and special events. There is a historic tabernacle for guests to visit, and the area is home to many annual events including parades and fireworks. Oak Bluffs vacation rentals are also a short ride from the exciting amenities of the harbor, including movie theaters, a carousel, bars, restaurants, shops, and the many oceanfront activities such as fishing and kayaking. These Oak Bluffs vacation homes truly offer something unique for every guest to enjoy.

Oak Bluffs Vacation Homes Offer Perfect Getaways


When you are looking to enjoy some time away from home, Oak Bluffs rentals are simply perfect destinations. The quiet serenity of Martha's Vineyard fosters a sense of peach and relaxation, while the nearby attractions provide entertainment options almost around the clock. Oak Bluffs house rentals are wonderful ways to enjoy a family or romantic trip.

When you choose to spend your vacation in Oak Bluffs vacation homes, you can expect beautiful accommodations, modern amenities, and plenty of options. Soak in the sun, take a stroll along the harbor, or visit a museum, and then cap off your day with exquisite local dining. In Martha's Vineyard, there are options to suit virtually anyone. Search for yours today!

Increase your search options for Martha's Vineyard lodging in the following areas: vacation rentals in Chappaquiddick, Chilmark beach rentals, lodging in Edgartown MA, Katama beach homes, Vineyard Haven home rental, or vacation accommodation West Tisbury MA.

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Oak Bluffs: Houses, Cottages & More(496)

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Gorgeous, Renovated, Central AC, Wi-fi, 3 Flat Screen TVs, DVD Player, 2 bikes
    2 Bedrooms,
  • 2 Bathrooms
    • , Sleeps 6
$1,500 - $2,800
per week

Gorgeous, Renovated, Central AC, Wi-fi, 3 Flat Screen TVs, DVD Player, 2 bikes

Book it Now!
7 night Minimum Stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
  1. Martha's Vineyard >
  2. Oak Bluffs Cottage
#162359
    (4)
    Charming East Chop Home, Quiet, Walk/Bike To Town, Awesome Water Views!
      4 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 6
    $2,600 - $3,900
    per week

    Charming East Chop Home, Quiet, Walk/Bike To Town, Awesome Water Views!

    3 - 7 night Minimum Stay
    • 4 BR,
    • 2 BA,
    • Sleeps 6
    1. Martha's Vineyard >
    2. Oak Bluffs House
    #227256
      (24)
      East Chop, Walk to Town/Beach, Mahogany Outdoor Shower, A/C!!
        4 Bedrooms,
      • 2 Bathrooms, 
      • 1 Half Bath
        • , Sleeps 8
      $2,520
      per week

      East Chop, Walk to Town/Beach, Mahogany Outdoor Shower, A/C!!

      7 night Minimum Stay
      • 4 BR,
      • 2 BA,
      • 1 HF BA,
      • Sleeps 8
      1. Martha's Vineyard >
      2. Oak Bluffs House
      #921323
        STUNNING, IMMACULATE and ENORMOUS, Summer at this 6000 sqft Beach Home!
          6 Bedrooms,
        • 3 Bathrooms, 
        • 1 Half Bath
          • , Sleeps 12

        STUNNING, IMMACULATE and ENORMOUS, Summer at this 6000 sqft Beach Home!

        • 6 BR,
        • 3 BA,
        • 1 HF BA,
        • Sleeps 12
        1. Martha's Vineyard >
        2. Oak Bluffs House
        #133568
          (5)
          Water view, In-town, Beautiful Home
            5 Bedrooms,
          • 5 Bathrooms
            • , Sleeps 15

          Water view, In-town, Beautiful Home

          • 5 BR,
          • 5 BA,
          • Sleeps 15
          1. Martha's Vineyard >
          2. Oak Bluffs House
          #108555
            2 Reviews
            In-town Victorian, Walk to Beach, Former Bed & Breakfast
              9 Bedrooms,
            • 7 Bathrooms, 
            • 1 Half Bath
              • , Sleeps 24

            In-town Victorian, Walk to Beach, Former Bed & Breakfast

            • 9 BR,
            • 7 BA,
            • 1 HF BA,
            • Sleeps 24
            1. Martha's Vineyard >
            2. Oak Bluffs House
            #108556
              (3)
              Waterview, Intown, Walk to Beach, AC, 6 Plus Bedroom/4 Bath
                6 Bedrooms,
              • 4 Bathrooms
                • , Sleeps 18
              $700
              per night

              Waterview, Intown, Walk to Beach, AC, 6 Plus Bedroom/4 Bath

              3 night Minimum Stay
              • 6 BR,
              • 4 BA,
              • Sleeps 18
              1. Martha's Vineyard >
              2. Oak Bluffs House
              #458142vb
                Brand New! 6+ Bedroom, 6.5 Bath, Central Air, Private Beach
                  6 Bedrooms,
                • 6 Bathrooms, 
                • 1 Half Bath
                  • , Sleeps 22

                Brand New! 6+ Bedroom, 6.5 Bath, Central Air, Private Beach

                • 6 BR,
                • 6 BA,
                • 1 HF BA,
                • Sleeps 22
                1. Martha's Vineyard >
                2. Oak Bluffs House
                #903242
                  1 Review
                  Waterview, Intown, Walk to Beach, 6 Plus Bedroom/4 Bath
                    6 Bedrooms,
                  • 4 Bathrooms
                    • , Sleeps 12

                  Waterview, Intown, Walk to Beach, 6 Plus Bedroom/4 Bath

                  • 6 BR,
                  • 4 BA,
                  • Sleeps 12
                  1. Martha's Vineyard >
                  2. Oak Bluffs House
                  #903243
                    1 Review
                    Updated & Elegant, in-town WATERVIEW Victorian. 1 block from beach. BIG porch.
                      5 Bedrooms,
                    • 2 Bathrooms
                      • , Sleeps 11
                    $350 - $400
                    per night

                    Updated & Elegant, in-town WATERVIEW Victorian. 1 block from beach. BIG porch.

                    Book it Now!
                    2 - 7 night Minimum Stay
                    • 5 BR,
                    • 2 BA,
                    • Sleeps 11
                    1. Martha's Vineyard >
                    2. Oak Bluffs Cottage
                    #141191
                      (18)
                      Charming & renovated w/ WATERVIEW. 0.2 mi from Circuit ave, but QUIET & PRIVATE
                        5 Bedrooms,
                      • 1 Bathroom, 
                      • 1 Half Bath
                        • , Sleeps 9
                      $300 - $371
                      per night

                      Charming & renovated w/ WATERVIEW. 0.2 mi from Circuit ave, but QUIET & PRIVATE

                      Book it Now!
                      2 - 7 night Minimum Stay
                      • 5 BR,
                      • 1 BA,
                      • 1 HF BA,
                      • Sleeps 9
                      1. Martha's Vineyard >
                      2. Oak Bluffs Cottage
                      #114281
                        (11)
                        Spacious In Town Victorian. Walk To Everything. Sleeps 8.
                          3 Bedrooms,
                        • 3 Bathrooms
                          • , Sleeps 10
                        $3,500 - $5,005
                        per week

                        Spacious In Town Victorian. Walk To Everything. Sleeps 8.

                        Book it Now!
                        7 night Minimum Stay
                        • 3 BR,
                        • 3 BA,
                        • Sleeps 10
                        1. Martha's Vineyard >
                        2. Oak Bluffs House
                        #3520882
                          WALK to Eastville BEACH.Large Covered Porch. Private Back Yard. Striking Sunsets
                            5 Bedrooms,
                          • 2 Bathrooms
                            • , Sleeps 9
                          $100 - $150
                          per night

                          WALK to Eastville BEACH.Large Covered Porch. Private Back Yard. Striking Sunsets

                          3 - 7 night Minimum Stay
                          • 5 BR,
                          • 2 BA,
                          • Sleeps 9
                          1. Martha's Vineyard >
                          2. Oak Bluffs House
                          #121940
                            (26)
                            Walk to beach, town and park from gorgeous Martha's Vineyard home
                              6 Bedrooms,
                            • 2 Bathrooms, 
                            • 1 Half Bath
                              • , Sleeps 10
                            $1,200 - $5,200
                            per week

                            Walk to beach, town and park from gorgeous Martha's Vineyard home

                            7 night Minimum Stay
                            • 6 BR,
                            • 2 BA,
                            • 1 HF BA,
                            • Sleeps 10
                            1. Martha's Vineyard >
                            2. Oak Bluffs House
                            #191935
                              (16)
                              Beautiful, Bright and Beachy Cottage; Walk to Town and Beach!
                                2 Bedrooms,
                              • 1 Bathroom
                                • , Sleeps 5
                              $1,295 - $2,100
                              per week

                              Beautiful, Bright and Beachy Cottage; Walk to Town and Beach!

                              Book it Now!
                              7 night Minimum Stay
                              • 2 BR,
                              • 1 BA,
                              • Sleeps 5
                              1. Martha's Vineyard >
                              2. Oak Bluffs Cottage
                              #229848vb
                                2 Reviews
                                Serene Pond View Home
                                  4 Bedrooms,
                                • 4 Bathrooms
                                  • , Sleeps 10
                                $400
                                per night

                                Serene Pond View Home

                                3 - 7 night Minimum Stay
                                • 4 BR,
                                • 4 BA,
                                • Sleeps 10
                                1. Martha's Vineyard >
                                2. Oak Bluffs House
                                #276585
                                  (7)
                                  Modern home with spectacular views of Nantucket Sound & Crystal Lake.
                                    5 Bedrooms,
                                  • 3 Bathrooms, 
                                  • 1 Half Bath
                                    • , Sleeps 9
                                  $2,900 - $3,600
                                  per week

                                  Modern home with spectacular views of Nantucket Sound & Crystal Lake.

                                  7 night Minimum Stay
                                  • 5 BR,
                                  • 3 BA,
                                  • 1 HF BA,
                                  • Sleeps 9
                                  1. Martha's Vineyard >
                                  2. Oak Bluffs House
                                  #191704
                                    (7)
                                    LOVELY 3 BEDRM, 3 BATH HOME W/AC;STEPS TO LAGOON & WALK TO TOWN
                                      3 Bedrooms,
                                    • 3 Bathrooms, 
                                    • 1 Half Bath
                                      • , Sleeps 6

                                    LOVELY 3 BEDRM, 3 BATH HOME W/AC;STEPS TO LAGOON & WALK TO TOWN

                                    • 3 BR,
                                    • 3 BA,
                                    • 1 HF BA,
                                    • Sleeps 6
                                    1. Martha's Vineyard >
                                    2. Oak Bluffs House
                                    #375223
                                      (3)
                                      Private Waterfront, Private Beach, Private 90' Dock, Views Views Views
                                        3 Bedrooms,
                                      • 2 Bathrooms, 
                                      • 1 Half Bath
                                        • , Sleeps 6
                                      $500 - $865
                                      per night

                                      Private Waterfront, Private Beach, Private 90' Dock, Views Views Views

                                      4 - 5 night Minimum Stay
                                      • 3 BR,
                                      • 2 BA,
                                      • 1 HF BA,
                                      • Sleeps 6
                                      1. Martha's Vineyard >
                                      2. Oak Bluffs House
                                      #295380
                                        2 Reviews
                                        Beautiful Eastville Home overlooking Vineyard Sound/w Private Pool!
                                          3 Bedrooms, Sleeps 8
                                        $8,000 - $12,000
                                        per week

                                        Beautiful Eastville Home overlooking Vineyard Sound/w Private Pool!

                                        7 night Minimum Stay
                                        • 3 BR,
                                        • Sleeps 8
                                        1. Martha's Vineyard >
                                        2. Oak Bluffs House
                                        #972928
                                          Gorgeous 7BR/6BA Ocean views Walk to Beach & Town!
                                            7 Bedrooms,
                                          • 6 Bathrooms, 
                                          • 1 Half Bath
                                            • , Sleeps 14
                                          $700 - $1,000
                                          per night

                                          Gorgeous 7BR/6BA Ocean views Walk to Beach & Town!

                                          3 - 7 night Minimum Stay
                                          • 7 BR,
                                          • 6 BA,
                                          • 1 HF BA,
                                          • Sleeps 14
                                          1. Martha's Vineyard >
                                          2. Oak Bluffs House
                                          #150022
                                            (6)
                                            Oak Bluffs Reverse Contemporary
                                              3 Bedrooms,
                                            • 2 Bathrooms, 
                                            • 1 Half Bath
                                              • , Sleeps 9
                                            $2,300
                                            per week

                                            Oak Bluffs Reverse Contemporary

                                            7 night Minimum Stay
                                            • 3 BR,
                                            • 2 BA,
                                            • 1 HF BA,
                                            • Sleeps 9
                                            1. Martha's Vineyard >
                                            2. Oak Bluffs House
                                            #115141
                                              1 Review
                                              Beautiful Home Close to Beach and Town
                                                3 Bedrooms,
                                              • 2 Bathrooms
                                                • , Sleeps 6
                                              $215 - $310
                                              per night

                                              Beautiful Home Close to Beach and Town

                                              3 - 7 night Minimum Stay
                                              • 3 BR,
                                              • 2 BA,
                                              • Sleeps 6
                                              1. Martha's Vineyard >
                                              2. Oak Bluffs House
                                              #154955
                                                (3)
                                                Breathtaking Waterviews with Private Beach - Harbour House
                                                  4 Bedrooms,
                                                • 2 Bathrooms, 
                                                • 1 Half Bath
                                                  • , Sleeps 8

                                                Breathtaking Waterviews with Private Beach - Harbour House

                                                • 4 BR,
                                                • 2 BA,
                                                • 1 HF BA,
                                                • Sleeps 8
                                                1. Martha's Vineyard >
                                                2. Oak Bluffs House
                                                #151608
                                                  2 Reviews
                                                  JULY SPECIAL! $200 off weekly rate: Modern Luxury with Vineyard Charm
                                                    5 Bedrooms,
                                                  • 2 Bathrooms, 
                                                  • 1 Half Bath
                                                    • , Sleeps 10
                                                  $2,000 - $3,500
                                                  per week

                                                  JULY SPECIAL! $200 off weekly rate: Modern Luxury with Vineyard Charm

                                                  2 - 7 night Minimum Stay
                                                  • 5 BR,
                                                  • 2 BA,
                                                  • 1 HF BA,
                                                  • Sleeps 10
                                                  1. Martha's Vineyard >
                                                  2. Oak Bluffs Farmhouse
                                                  #266255
                                                    2 Reviews
                                                    Perfect Large Home for a Special Getaway! Walk to Town and Beach!
                                                      6 Bedrooms,
                                                    • 2 Bathrooms, 
                                                    • 2 Half Baths
                                                      • , Sleeps 12
                                                    $1,800 - $4,200
                                                    per week

                                                    Perfect Large Home for a Special Getaway! Walk to Town and Beach!

                                                    7 night Minimum Stay
                                                    • 6 BR,
                                                    • 2 BA,
                                                    • 2 HF BA,
                                                    • Sleeps 12
                                                    1. Martha's Vineyard >
                                                    2. Oak Bluffs House
                                                    #3471858
                                                      2 Reviews
                                                      Special Offer Special June Rates - $500 off!!! (June 2 - June 23)
                                                      Original Pratt House built in 1866 with Ocean View of the Inkwell beach
                                                        5 Bedrooms,
                                                      • 2 Bathrooms
                                                        • , Sleeps 10
                                                      $5,600 - $5,800
                                                      per week

                                                      Original Pratt House built in 1866 with Ocean View of the Inkwell beach

                                                      7 night Minimum Stay
                                                      • 5 BR,
                                                      • 2 BA,
                                                      • Sleeps 10
                                                      1. Martha's Vineyard >
                                                      2. Oak Bluffs House
                                                      #228580
                                                        Sunny LARGE house, QUIET street, short walk to TOWN and BEACHES
                                                          4 Bedrooms,
                                                        • 2 Bathrooms, 
                                                        • 2 Half Baths
                                                          • , Sleeps 8
                                                        $250 - $400
                                                        per night

                                                        Sunny LARGE house, QUIET street, short walk to TOWN and BEACHES

                                                        2 - 7 night Minimum Stay
                                                        • 4 BR,
                                                        • 2 BA,
                                                        • 2 HF BA,
                                                        • Sleeps 8
                                                        1. Martha's Vineyard >
                                                        2. Oak Bluffs House
                                                        #252977
                                                          2 Reviews
                                                          Waterview, just steps from the beach, 1 1/2 blocks from Circuit Ave.
                                                            5 Bedrooms,
                                                          • 2 Bathrooms, 
                                                          • 1 Half Bath
                                                            • , Sleeps 12
                                                          $500
                                                          per night

                                                          Waterview, just steps from the beach, 1 1/2 blocks from Circuit Ave.

                                                          3 - 7 night Minimum Stay
                                                          • 5 BR,
                                                          • 2 BA,
                                                          • 1 HF BA,
                                                          • Sleeps 12
                                                          1. Martha's Vineyard >
                                                          2. Oak Bluffs House
                                                          #153467
                                                            1870 Renovated Victorian Beach House in the Heart of East Chop
                                                              8 Bedrooms, Sleeps 20

                                                            1870 Renovated Victorian Beach House in the Heart of East Chop

                                                            • 8 BR,
                                                            • Sleeps 20
                                                            1. Martha's Vineyard >
                                                            2. Oak Bluffs House
                                                            #235781vb
                                                              2 Reviews
                                                              • 1 - 30 of 496
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