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Boothbay Harbor Waterfront Vacation Rentals(59)

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Southport Island Oceanfront Family Vacation Rental
    3 Bedrooms, Sleeps 8
$375 - $470
per night

Southport Island Oceanfront Family Vacation Rental

4 night Minimum Stay
  • 3 BR,
  • Sleeps 8
  1. Boothbay Harbor Area >
  2. Boothbay Harbor Cottage
#3544113
    Just Became Available! Prime Time Aug.10 - Aug.17 Week. Book Now!
      3 Bedrooms,
    • 2 Bathrooms, 
    • 1 Half Bath
      • , Sleeps 9
    $2,000 - $3,800
    per week

    Just Became Available! Prime Time Aug.10 - Aug.17 Week. Book Now!

    7 night Minimum Stay
    • 3 BR,
    • 2 BA,
    • 1 HF BA,
    • Sleeps 9
    1. Boothbay Harbor Area >
    2. Boothbay Harbor House
    #219125
      (12)
      Screened Porch Waterfront Cottage with NEW Deep Water Dock, Sleeps 10
        3 Bedrooms,
      • 2 Bathrooms
        • , Sleeps 10
      $2,000 - $3,800
      per week

      Screened Porch Waterfront Cottage with NEW Deep Water Dock, Sleeps 10

      7 night Minimum Stay
      • 3 BR,
      • 2 BA,
      • Sleeps 10
      1. Boothbay Harbor Area >
      2. Boothbay Harbor House
      #164329
        (6)
        Year Round Luxury Waterfront Condo, Heart of Boothbay Harbor
          3 Bedrooms,
        • 2 Bathrooms
          • , Sleeps 6

        Year Round Luxury Waterfront Condo, Heart of Boothbay Harbor

        • 3 BR,
        • 2 BA,
        • Sleeps 6
        1. Boothbay Harbor Area >
        2. Boothbay Harbor Condo
        #393043
          (6)
          Special Offer LAST MINUTE MEMORIAL DAY SPECIAL - 50% OFF! (May 25 - June 8)
          Waterfront, views, the sound of open ocean, the tranquility of an idyllic cove
            3 Bedrooms,
          • 2 Bathrooms, 
          • 1 Half Bath
            • , Sleeps 7
          $270 - $330
          per night

          Waterfront, views, the sound of open ocean, the tranquility of an idyllic cove

          3 night Minimum Stay
          • 3 BR,
          • 2 BA,
          • 1 HF BA,
          • Sleeps 7
          1. Boothbay Harbor Area >
          2. Boothbay Harbor Cottage
          #999459
            August and September Rentals-Immaculate Boothbay Area Waterfront Home
              3 Bedrooms,
            • 3 Bathrooms
              • , Sleeps 8
            $1,095 - $2,395
            per week

            August and September Rentals-Immaculate Boothbay Area Waterfront Home

            7 night Minimum Stay
            • 3 BR,
            • 3 BA,
            • Sleeps 8
            1. Boothbay Harbor Area >
            2. Boothbay Harbor House
            #178006
              (16)
              Unique & Unforgettable! The closest you can get to 'on the water' without a boat
                5 Bedrooms,
              • 4 Bathrooms
                • , Sleeps 14
              $3,500 - $4,500
              per week

              Unique & Unforgettable! The closest you can get to 'on the water' without a boat

              7 night Minimum Stay
              • 5 BR,
              • 4 BA,
              • Sleeps 14
              1. Boothbay Harbor Area >
              2. Boothbay Harbor House
              #266546
                (3)
                Spacious Waterfront Home
                  2 Bedrooms,
                • 2 Bathrooms
                  • , Sleeps 4

                Spacious Waterfront Home

                • 2 BR,
                • 2 BA,
                • Sleeps 4
                1. Boothbay Harbor Area >
                2. Boothbay Harbor Condo
                #373465vb
                  (7)
                  Special Offer May/June. 40% reduction on high season rates. $150 n (May 11 - June 2)
                  Spectacular Waterfront Retreat with Dock and Mooring
                    4 Bedrooms,
                  • 4 Bathrooms, 
                  • 1 Half Bath
                    • , Sleeps 10
                  $450 - $600
                  per night

                  Spectacular Waterfront Retreat with Dock and Mooring

                  3 - 6 night Minimum Stay
                  • 4 BR,
                  • 4 BA,
                  • 1 HF BA,
                  • Sleeps 10
                  1. Boothbay Harbor Area >
                  2. Boothbay Harbor House
                  #983764
                    (8)
                    Seanook; on a Rocky Point on Linekin Bay, ocean on 3 sides by Boothbay Harbor
                      3 Bedrooms,
                    • 2 Bathrooms
                      • , Sleeps 8
                    $188 - $210
                    per night

                    Seanook; on a Rocky Point on Linekin Bay, ocean on 3 sides by Boothbay Harbor

                    2 - 7 night Minimum Stay
                    • 3 BR,
                    • 2 BA,
                    • Sleeps 8
                    1. Boothbay Harbor Area >
                    2. Boothbay Harbor Cottage
                    #215322
                      (18)
                      In Town Waterfront Condo Fully Equipped For A Great Vacation
                        3 Bedrooms,
                      • 3 Bathrooms, 
                      • 1 Half Bath
                        • , Sleeps 6

                      In Town Waterfront Condo Fully Equipped For A Great Vacation

                      • 3 BR,
                      • 3 BA,
                      • 1 HF BA,
                      • Sleeps 6
                      1. Boothbay Harbor Area >
                      2. Boothbay Harbor Condo
                      #423995vb
                        Adorable Waterfront Cottage in Downtown Boothbay Harbor
                          2 Bedrooms,
                        • 1 Bathroom, 
                        • 1 Half Bath
                          • , Sleeps 5

                        Adorable Waterfront Cottage in Downtown Boothbay Harbor

                        • 2 BR,
                        • 1 BA,
                        • 1 HF BA,
                        • Sleeps 5
                        1. Boothbay Harbor Area >
                        2. Boothbay Harbor Cottage
                        #445399vb
                          Lakeside Cottage: Waterfront, Very Private, Boats, Fireplace, Like Home; Comfy!
                            2 Bedrooms,
                          • 1 Bathroom
                            • , Sleeps 4
                          $89 - $165
                          per night

                          Lakeside Cottage: Waterfront, Very Private, Boats, Fireplace, Like Home; Comfy!

                          2 - 7 night Minimum Stay
                          • 2 BR,
                          • 1 BA,
                          • Sleeps 4
                          1. Boothbay Harbor Area >
                          2. Boothbay Harbor Cottage
                          #115618
                            (21)
                            Special Offer 50% Off MemDay; 20% until 6/15! (May 20 - June 21)
                            REDUCED PRICES! Bold Colorful 5BR Waterfront Cape on 15 acre estate
                              5 Bedrooms,
                            • 4 Bathrooms
                              • , Sleeps 10
                            $260 - $400
                            per night

                            REDUCED PRICES! Bold Colorful 5BR Waterfront Cape on 15 acre estate

                            3 night Minimum Stay
                            • 5 BR,
                            • 4 BA,
                            • Sleeps 10
                            1. Boothbay Harbor Area >
                            2. Boothbay Harbor House
                            #325241
                              (14)
                              Discover a Family Tradition on Linekin Bay
                                6 Bedrooms,
                              • 3 Bathrooms
                                • , Sleeps 16

                              Discover a Family Tradition on Linekin Bay

                              • 6 BR,
                              • 3 BA,
                              • Sleeps 16
                              1. Boothbay Harbor Area >
                              2. Boothbay Harbor Cottage
                              #118793
                                (4)
                                Cottage in the Woods, Perennial Gardens + Ocean Swim Beach near Boothbay Harbor
                                  2 Bedrooms,
                                • 2 Bathrooms
                                  • , Sleeps 6
                                $165 - $175
                                per night

                                Cottage in the Woods, Perennial Gardens + Ocean Swim Beach near Boothbay Harbor

                                2 - 7 night Minimum Stay
                                • 2 BR,
                                • 2 BA,
                                • Sleeps 6
                                1. Boothbay Harbor Area >
                                2. Boothbay Harbor House
                                #232537
                                  (8)
                                  Ocean View & Lake Front Cottage, Pet Friendly, WiFi, Kayaks, Trails
                                    3 Bedrooms,
                                  • 3 Bathrooms
                                    • , Sleeps 10
                                  $100 - $125
                                  per night

                                  Ocean View & Lake Front Cottage, Pet Friendly, WiFi, Kayaks, Trails

                                  3 - 7 night Minimum Stay
                                  • 3 BR,
                                  • 3 BA,
                                  • Sleeps 10
                                  1. Boothbay Harbor Area >
                                  2. Boothbay Harbor Cottage
                                  #178993
                                    (18)
                                    Elegant Boothbay Waterfront Estate-15 acres/Gardens, Trails, Wildlife
                                      5 Bedrooms,
                                    • 5 Bathrooms
                                      • , Sleeps 13
                                    $355 - $520
                                    per night

                                    Elegant Boothbay Waterfront Estate-15 acres/Gardens, Trails, Wildlife

                                    3 night Minimum Stay
                                    • 5 BR,
                                    • 5 BA,
                                    • Sleeps 13
                                    1. Boothbay Harbor Area >
                                    2. Boothbay Harbor Estate
                                    #229721
                                      (18)
                                      Little River Ocean Waterfront
                                        3 Bedrooms,
                                      • 2 Bathrooms
                                        • , Sleeps 8
                                      $1,200
                                      per week

                                      Little River Ocean Waterfront

                                      7 night Minimum Stay
                                      • 3 BR,
                                      • 2 BA,
                                      • Sleeps 8
                                      1. Boothbay Harbor Area >
                                      2. Boothbay Harbor House
                                      #117144
                                        SHIMMERING TIDES - Wonderful Boothbay Waterfront Family Retreat
                                          5 Bedrooms,
                                        • 4 Bathrooms
                                          • , Sleeps 10
                                        $1,717 - $3,492
                                        per week

                                        SHIMMERING TIDES - Wonderful Boothbay Waterfront Family Retreat

                                        7 night Minimum Stay
                                        • 5 BR,
                                        • 4 BA,
                                        • Sleeps 10
                                        1. Boothbay Harbor Area >
                                        2. Boothbay Harbor House
                                        #3231828
                                          Fairytale Oceanfront Cottage
                                            3 Bedrooms,
                                          • 1 Bathroom, 
                                          • 1 Half Bath
                                            • , Sleeps 6
                                          $195 - $275
                                          per night

                                          Fairytale Oceanfront Cottage

                                          3 - 7 night Minimum Stay
                                          • 3 BR,
                                          • 1 BA,
                                          • 1 HF BA,
                                          • Sleeps 6
                                          1. Boothbay Harbor Area >
                                          2. Boothbay Harbor Cottage
                                          #129590
                                            (4)
                                            Gordon's Waterfront Retreat in Boothbay Harbor
                                              3 Bedrooms,
                                            • 2 Bathrooms, 
                                            • 1 Half Bath
                                              • , Sleeps 10
                                            $171 - $200
                                            per night

                                            Gordon's Waterfront Retreat in Boothbay Harbor

                                            4 - 7 night Minimum Stay
                                            • 3 BR,
                                            • 2 BA,
                                            • 1 HF BA,
                                            • Sleeps 10
                                            1. Boothbay Harbor Area >
                                            2. Boothbay Harbor Townhome
                                            #133241
                                              (6)
                                              DAY LILY COTTAGE - Bright Lakefront Cottage with Perfect Private Dock
                                                2 Bedrooms,
                                              • 1 Bathroom, 
                                              • 1 Half Bath
                                                • , Sleeps 4
                                              $859 - $1,259
                                              per week

                                              DAY LILY COTTAGE - Bright Lakefront Cottage with Perfect Private Dock

                                              7 night Minimum Stay
                                              • 2 BR,
                                              • 1 BA,
                                              • 1 HF BA,
                                              • Sleeps 4
                                              1. Boothbay Harbor Area >
                                              2. Boothbay Harbor Cottage
                                              #3501621
                                                JONES COTTAGE - Bright & Airy Maine Cottage with Beautiful Ocean View!
                                                  4 Bedrooms,
                                                • 2 Bathrooms
                                                  • , Sleeps 7
                                                $1,717 - $2,977
                                                per week

                                                JONES COTTAGE - Bright & Airy Maine Cottage with Beautiful Ocean View!

                                                7 night Minimum Stay
                                                • 4 BR,
                                                • 2 BA,
                                                • Sleeps 7
                                                1. Boothbay Harbor Area >
                                                2. Boothbay Harbor Cottage
                                                #3501623
                                                  Upscale Cottage Directly on the water w/ Incredible Sunsets Over Boothbay Harbor
                                                    2 Bedrooms,
                                                  • 1 Bathroom, 
                                                  • 1 Half Bath
                                                    • , Sleeps 4
                                                  $250 - $275
                                                  per night

                                                  Upscale Cottage Directly on the water w/ Incredible Sunsets Over Boothbay Harbor

                                                  3 - 7 night Minimum Stay
                                                  • 2 BR,
                                                  • 1 BA,
                                                  • 1 HF BA,
                                                  • Sleeps 4
                                                  1. Boothbay Harbor Area >
                                                  2. Boothbay Harbor Cottage
                                                  #163346
                                                    Oceanfront Juniper Point Cottage with dock, screened porch, close boat traffic
                                                      3 Bedrooms,
                                                    • 1 Bathroom
                                                      • , Sleeps 6
                                                    $1,100 - $1,700
                                                    per week

                                                    Oceanfront Juniper Point Cottage with dock, screened porch, close boat traffic

                                                    7 night Minimum Stay
                                                    • 3 BR,
                                                    • 1 BA,
                                                    • Sleeps 6
                                                    1. Boothbay Harbor Area >
                                                    2. Boothbay Harbor Cottage
                                                    #148509
                                                      (4)
                                                      Boothbay Harbor Maine waterfront estate, 3 acres, deep water on-site moorings
                                                        4 Bedrooms,
                                                      • 3 Bathrooms
                                                        • , Sleeps 8
                                                      $6,000 - $8,000
                                                      per week

                                                      Boothbay Harbor Maine waterfront estate, 3 acres, deep water on-site moorings

                                                      7 night Minimum Stay
                                                      • 4 BR,
                                                      • 3 BA,
                                                      • Sleeps 8
                                                      1. Boothbay Harbor Area >
                                                      2. Boothbay Harbor Estate
                                                      #162394
                                                        Classic Waterfront Cottage w/ Deepwater Dock
                                                          4 Bedrooms,
                                                        • 2 Bathrooms
                                                          • , Sleeps 6
                                                        $1,300 - $1,900
                                                        per week

                                                        Classic Waterfront Cottage w/ Deepwater Dock

                                                        7 night Minimum Stay
                                                        • 4 BR,
                                                        • 2 BA,
                                                        • Sleeps 6
                                                        1. Boothbay Harbor Area >
                                                        2. Boothbay Harbor Cottage
                                                        #103517
                                                          2 Reviews
                                                          Perfect Maine Waterfront Cottage
                                                            3 Bedrooms,
                                                          • 1 Bathroom
                                                            • , Sleeps 6

                                                          Perfect Maine Waterfront Cottage

                                                          • 3 BR,
                                                          • 1 BA,
                                                          • Sleeps 6
                                                          1. Boothbay Harbor Area >
                                                          2. Boothbay Harbor Cottage
                                                          #119080
                                                            (5)
                                                            Moot Point - a fully equipped, classic log cabin close to the sea
                                                              3 Bedrooms,
                                                            • 2 Bathrooms
                                                              • , Sleeps 4
                                                            $1,050 - $1,400
                                                            per week

                                                            Moot Point - a fully equipped, classic log cabin close to the sea

                                                            7 night Minimum Stay
                                                            • 3 BR,
                                                            • 2 BA,
                                                            • Sleeps 4
                                                            1. Boothbay Harbor Area >
                                                            2. Boothbay Harbor Cabin
                                                            #3485729
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