Boothbay Harbor cottages make the perfect home away from home for exploring the unparalleled coastal beauty of this area, home to the largest boating harbor north of Boston.

The fishing and shipbuilding village of Boothbay Harbor retains its rustic charm, while offering plenty of activities to make your Maine vacation memorable. Guests of Boothbay Harbor vacation rentals can watch fishermen unload the day's catch, rent a sea kayak, go deep-sea fishing, or sail on a windjammer.

Other activities for visitors who stay in Boothbay Harbor cottage rentals include antiquing, craft fairs, outdoor concerts, dining on fresh lobster, hiking, and visiting the renowned lighthouse at Pemaquid Point.

Visitors who stay in a New Harbor ME vacation rental can take a ferry ride to Monhegan Island, or a puffin or seal watching cruise.

Boothbay Harbor rental options include seaside cottages, family-sized vacation homes, and cozy cabins. Reserve your Boothbay Harbor vacation rental today for best selection!

Expand your search for a summer rental on the coast of Maine to include Downeast and Acadia, Boothbay Harbor Area, MidCoast and Penobscot Bay, Portland and Casco Bay, and Southern Coast of Maine.

You have sent
a request for
information to
this owner.
FILTERS
List View
Map View
Cancel Apply Filters
  1.  >
  2.  >
  3.  >
  4.  >

Boothbay Harbor Area: Cottages, Houses & More(481)

sort by HomeAway Sort
Beautiful Waterfront Cottage-October and Thanksgiving! now available
    3 Bedrooms,
  • 3 Bathrooms
    • , Sleeps 6
$900 - $2,600
per week

Beautiful Waterfront Cottage-October and Thanksgiving! now available

4 - 7 night Minimum Stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
  1. Boothbay Harbor Area >
  2. Westport Island Cottage
#146063
    (29)
    Charming coastal get away
      3 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 8

    Charming coastal get away

    • 3 BR,
    • 2 BA,
    • Sleeps 8
    1. Boothbay Harbor Area >
    2. Boothbay Harbor House
    #912150
      (15)
      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)
          Vintage Cottage, SPECTACULAR VIEWS!! Some June and Fall Weeks open!
            5 Bedrooms,
          • 2 Bathrooms, 
          • 1 Half Bath
            • , Sleeps 12
          $3,800
          per week

          Vintage Cottage, SPECTACULAR VIEWS!! Some June and Fall Weeks open!

          7 night Minimum Stay
          • 5 BR,
          • 2 BA,
          • 1 HF BA,
          • Sleeps 12
          1. Boothbay Harbor Area >
          2. Westport Island Cottage
          #103510
            (5)
            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)
                Spectacular Oceanfront (Week of July 4th Still Available) 'Seaglass Cottage'
                  2 Bedrooms,
                • 1 Bathroom
                  • , Sleeps 4
                $1,200 - $1,500
                per week

                Spectacular Oceanfront (Week of July 4th Still Available) 'Seaglass Cottage'

                Book it Now!
                7 night Minimum Stay
                • 2 BR,
                • 1 BA,
                • Sleeps 4
                1. Boothbay Harbor Area >
                2. East Boothbay Cottage
                #3553160
                  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)
                    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
                      Sunrises From Every Room of this Beautiful Deepwater Retreat
                        4 Bedrooms,
                      • 3 Bathrooms, 
                      • 1 Half Bath
                        • , Sleeps 13
                      $1,800 - $2,975
                      per week

                      Sunrises From Every Room of this Beautiful Deepwater Retreat

                      7 night Minimum Stay
                      • 4 BR,
                      • 3 BA,
                      • 1 HF BA,
                      • Sleeps 13
                      1. Boothbay Harbor Area >
                      2. Westport Island House
                      #231103
                        (6)
                        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)
                            On a freshwater Lake in Coastal Village, Book Now For Prime Fall Weeks!
                              3 Bedrooms,
                            • 2 Bathrooms, 
                            • 1 Half Bath
                              • , Sleeps 8
                            $1,200 - $2,900
                            per week

                            On a freshwater Lake in Coastal Village, Book Now For Prime Fall Weeks!

                            7 night Minimum Stay
                            • 3 BR,
                            • 2 BA,
                            • 1 HF BA,
                            • Sleeps 8
                            1. Boothbay Harbor Area >
                            2. Newcastle House
                            #150606
                              (5)
                              Boothbay Harbor 1+2 Bed Condos, Non-Smoking, Water View.
                                2 Bedrooms,
                              • 1 Bathroom
                                • , Sleeps 4

                              Boothbay Harbor 1+2 Bed Condos, Non-Smoking, Water View.

                              • 2 BR,
                              • 1 BA,
                              • Sleeps 4
                              1. Boothbay Harbor Area >
                              2. Boothbay Harbor Condo
                              #381814
                                (6)
                                Spectacular & Luxurious Modern Home, Stunning Waterfront Views
                                  3 Bedrooms,
                                • 3 Bathrooms, 
                                • 1 Half Bath
                                  • , Sleeps 6

                                Spectacular & Luxurious Modern Home, Stunning Waterfront Views

                                • 3 BR,
                                • 3 BA,
                                • 1 HF BA,
                                • Sleeps 6
                                1. Boothbay Harbor Area >
                                2. Bath House
                                #292549vb
                                  2 Reviews
                                  Enjoy Fresh Caught Maine Lobster as you Rock on Our Waterfront Dock
                                    3 Bedrooms,
                                  • 1 Bathroom
                                    • , Sleeps 7
                                  $175 - $250
                                  per night

                                  Enjoy Fresh Caught Maine Lobster as you Rock on Our Waterfront Dock

                                  Book it Now!
                                  3 night Minimum Stay
                                  • 3 BR,
                                  • 1 BA,
                                  • Sleeps 7
                                  1. Boothbay Harbor Area >
                                  2. Georgetown Cottage
                                  #48469vb
                                    (46)
                                    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)
                                      On the water! Antiques! The Way Life Used To Be!
                                        1 Bedrooms,
                                      • 1 Bathroom
                                        • , Sleeps 2
                                      $175
                                      per night

                                      On the water! Antiques! The Way Life Used To Be!

                                      Book it Now!
                                      2 night Minimum Stay
                                      • 1 BR,
                                      • 1 BA,
                                      • Sleeps 2
                                      1. Boothbay Harbor Area >
                                      2. Alna Cottage
                                      #3166603
                                        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)
                                          Spacious home in private woodland setting
                                            3 Bedrooms,
                                          • 3 Bathrooms
                                            • , Sleeps 8
                                          $200 - $215
                                          per night

                                          Spacious home in private woodland setting

                                          7 night Minimum Stay
                                          • 3 BR,
                                          • 3 BA,
                                          • Sleeps 8
                                          1. Boothbay Harbor Area >
                                          2. Wiscasset House
                                          #185531
                                            (30)
                                            Sweet Bayside Cottage on Picturesque Pemaquid Harbor
                                              2 Bedrooms,
                                            • 1 Bathroom
                                              • , Sleeps 4
                                            $1,025 - $1,245
                                            per week

                                            Sweet Bayside Cottage on Picturesque Pemaquid Harbor

                                            7 night Minimum Stay
                                            • 2 BR,
                                            • 1 BA,
                                            • Sleeps 4
                                            1. Boothbay Harbor Area >
                                            2. New Harbor Cottage
                                            #177107
                                              (19)
                                              Glorious, Cheerful Oceanfront Carriage House
                                                2 Bedrooms,
                                              • 1 Bathroom
                                                • , Sleeps 4
                                              $1,250 - $1,550
                                              per week

                                              Glorious, Cheerful Oceanfront Carriage House

                                              7 night Minimum Stay
                                              • 2 BR,
                                              • 1 BA,
                                              • Sleeps 4
                                              1. Boothbay Harbor Area >
                                              2. New Harbor Cottage
                                              #154357
                                                (21)
                                                LUXURY ESTATE PRIVATE BEACH, KAYAK, DINE, SHOP, TOUR!
                                                  5 Bedrooms,
                                                • 3 Bathrooms, 
                                                • 1 Half Bath
                                                  • , Sleeps 11
                                                $499 - $649
                                                per night

                                                LUXURY ESTATE PRIVATE BEACH, KAYAK, DINE, SHOP, TOUR!

                                                3 - 7 night Minimum Stay
                                                • 5 BR,
                                                • 3 BA,
                                                • 1 HF BA,
                                                • Sleeps 11
                                                1. Boothbay Harbor Area >
                                                2. Bath House
                                                #233669
                                                  (5)
                                                  Luxury Waterfront Property in South Bristol, Maine
                                                    3 Bedrooms,
                                                  • 2 Bathrooms
                                                    • , Sleeps 6
                                                  $4,000
                                                  per week

                                                  Luxury Waterfront Property in South Bristol, Maine

                                                  7 night Minimum Stay
                                                  • 3 BR,
                                                  • 2 BA,
                                                  • Sleeps 6
                                                  1. Boothbay Harbor Area >
                                                  2. South Bristol House
                                                  #977440
                                                    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
                                                      Rustic Seaside Cottage with Panoramic Ocean Views
                                                        4 Bedrooms,
                                                      • 2 Bathrooms
                                                        • , Sleeps 10

                                                      Rustic Seaside Cottage with Panoramic Ocean Views

                                                      • 4 BR,
                                                      • 2 BA,
                                                      • Sleeps 10
                                                      1. Boothbay Harbor Area >
                                                      2. Ocean Point Cottage
                                                      #272009
                                                        (9)
                                                        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
                                                          Spectacular Ocean Front property -- Like Owning the Atlantic!
                                                            3 Bedrooms,
                                                          • 2 Bathrooms
                                                            • , Sleeps 8

                                                          Spectacular Ocean Front property -- Like Owning the Atlantic!

                                                          • 3 BR,
                                                          • 2 BA,
                                                          • Sleeps 8
                                                          1. Boothbay Harbor Area >
                                                          2. New Harbor House
                                                          #306392
                                                            (4)
                                                            Beautiful & Luxurious Home, Gorgeous View, Walkable to everywhere
                                                              5 Bedrooms, Sleeps 11

                                                            Beautiful & Luxurious Home, Gorgeous View, Walkable to everywhere

                                                            • 5 BR,
                                                            • Sleeps 11
                                                            1. Boothbay Harbor Area >
                                                            2. Bath Lodge
                                                            #436479vb
                                                              1 Review
                                                              • 1 - 30 of 481
                                                              Advertisement

                                                              Boothbay Harbor Area