Harpswell Rentals for Plenty to Do

Home to several authors and artists, and actor Patrick Dempsey, Harpswell is a quaint little town in Casco Bay, Maine. Harpswell rentals are easy to find in this coastal town where shopping, theater and kayaking offer variety for your vacation pleasure. Harpswell Maine rentals are also convenient for tours of Casco Bay and neighboring islands.

Harpswell Rentals Are Convenient for Casco Bay


Staying in one of the Harpswell rentals puts you in an ideal spot for seal- and whale-watching off Casco Bay. Charter a boat to Eagle Island, once owned by Admiral Robert E. Peary who reached the North Pole with four Inuit natives in 1909. Harpswell summer rentals offer you the flexibility to plan your own vacation and tour this history-rich area, exploring museums or walking in the many parks at your leisure.

Art Galleries, Museums and Shopping All from Harpswell Maine Rentals


Whether you choose to stay in town or further afield, Harpswell summer rentals give you the flexibility to take day trips into neighboring Freeport (home to L.L. Bean), visit the Maine Maritime Museum (a short drive outside of Harpswell) or visit the stately Bowdoin college for one its excellent summer theater productions. Harpswell Maine rentals are also ideal for scouting out 200-year-old antiques, renting a boat or simply playing golf. You will find a large selection of Harpswell rentals offering the amenities you need to make your vacation perfect.

Choose Harpswell Summer Rentals for Action-Packed Adventure


Harpswell summer rentals are excellent choices for kayaking vacations complete with lessons and kayak rentals, or for hiking and biking along Route 123 to find spectacular views of Eagle Island at the end of the road. Bring back fresh Maine Lobster to your own kitchen located in one of the Harpswell Maine rentals right on the beach. It just doesn’t get any fresher than that.

Still searching for the perfect vacation rental in the Portland and Casco Bay area? Consider staying in Bailey Island rental lodging, rentals in Brunswick, Cape Elizabeth rentals, Freeport vacation rentals, Orr's Island rentals, rental lodging in Phippsburg, Popham Beach rentals, or rentals in Portland.

You have sent
a request for
information to
this owner.
FILTERS
List View
Map View
Cancel Apply Filters
  1.  >
  2.  >
  3.  >
  4.  >
  5.  >

Harpswell: Cottages, Houses & More(68)

sort by HomeAway Sort
Privacy Views And Casual Elegance_ Family Estate
    5 Bedrooms,
  • 4 Bathrooms, 
  • 1 Half Bath
    • , Sleeps 16
$5,999
per week

Privacy Views And Casual Elegance_ Family Estate

7 night Minimum Stay
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 16
  1. Portland and Casco Bay Area >
  2. Harpswell Chateau / Country House
#3543545
    (5)
    Serenity at 'High View' - the Way Vacations Are Meant to Be
      2 Bedrooms,
    • 3 Bathrooms
      • , Sleeps 8

    Serenity at 'High View' - the Way Vacations Are Meant to Be

    • 2 BR,
    • 3 BA,
    • Sleeps 8
    1. Portland and Casco Bay Area >
    2. Harpswell House
    #292870
      (19)
      Harpswell Vacation Oceanfront Rental Home
        3 Bedrooms,
      • 3 Bathrooms
        • , Sleeps 8
      $1,600 - $2,600
      per week

      Harpswell Vacation Oceanfront Rental Home

      7 night Minimum Stay
      • 3 BR,
      • 3 BA,
      • Sleeps 8
      1. Portland and Casco Bay Area >
      2. Harpswell House
      #287481
        (3)
        Waterfront, Private Dock & Cove, Fantastic Southern Views
          3 Bedrooms,
        • 3 Bathrooms
          • , Sleeps 9
        $250 - $275
        per night

        Waterfront, Private Dock & Cove, Fantastic Southern Views

        3 - 7 night Minimum Stay
        • 3 BR,
        • 3 BA,
        • Sleeps 9
        1. Portland and Casco Bay Area >
        2. Harpswell House
        #385207
          (3)
          Location, Location, Location!! Maine...the Way Life Should Be!
            3 Bedrooms,
          • 1 Bathroom
            • , Sleeps 6
          $1,575
          per week

          Location, Location, Location!! Maine...the Way Life Should Be!

          Book it Now!
          7 night Minimum Stay
          • 3 BR,
          • 1 BA,
          • Sleeps 6
          1. Portland and Casco Bay Area >
          2. Harpswell Cottage
          #967130
            Quaint, old-style cottage with an incredible sunset water view
              4 Bedrooms,
            • 3 Bathrooms
              • , Sleeps 8
            $1,600 - $1,800
            per week

            Quaint, old-style cottage with an incredible sunset water view

            7 night Minimum Stay
            • 4 BR,
            • 3 BA,
            • Sleeps 8
            1. Portland and Casco Bay Area >
            2. Harpswell Cottage
            #236794
              Charming New Waterfront Cottage on Private Peninsula w/ Deep Water Doc
                2 Bedrooms, Sleeps 4
              $945 - $1,875
              per week

              Charming New Waterfront Cottage on Private Peninsula w/ Deep Water Doc

              7 night Minimum Stay
              • 2 BR,
              • Sleeps 4
              1. Portland and Casco Bay Area >
              2. Harpswell Cottage
              #975490
                2 Reviews
                The Harborgate 50 feet of the Ocean with Private Dock
                  6 Bedrooms,
                • 4 Bathrooms, 
                • 1 Half Bath
                  • , Sleeps 18
                $3,200 - $4,500
                per week

                The Harborgate 50 feet of the Ocean with Private Dock

                91 - 271 night Minimum Stay
                • 6 BR,
                • 4 BA,
                • 1 HF BA,
                • Sleeps 18
                1. Portland and Casco Bay Area >
                2. Harpswell House
                #959393
                  (6)
                  Beautiful, Quiet, Waterfront with dock offering the Best of Maine
                    3 Bedrooms,
                  • 2 Bathrooms
                    • , Sleeps 5
                  $135 - $136
                  per night

                  Beautiful, Quiet, Waterfront with dock offering the Best of Maine

                  3 - 7 night Minimum Stay
                  • 3 BR,
                  • 2 BA,
                  • Sleeps 5
                  1. Portland and Casco Bay Area >
                  2. Harpswell Cottage
                  #231568
                    (4)
                    Cundy's Harbor Oceanfront House - Private, peaceful, beautiful, & convenient
                      3 Bedrooms,
                    • 2 Bathrooms
                      • , Sleeps 8
                    $150 - $225
                    per night

                    Cundy's Harbor Oceanfront House - Private, peaceful, beautiful, & convenient

                    3 - 7 night Minimum Stay
                    • 3 BR,
                    • 2 BA,
                    • Sleeps 8
                    1. Portland and Casco Bay Area >
                    2. Harpswell House
                    #286712
                      (16)
                      Right on the Water's Edge!
                        3 Bedrooms,
                      • 2 Bathrooms
                        • , Sleeps 6
                      $1,652
                      per week

                      Right on the Water's Edge!

                      Book it Now!
                      7 night Minimum Stay
                      • 3 BR,
                      • 2 BA,
                      • Sleeps 6
                      1. Portland and Casco Bay Area >
                      2. Harpswell House
                      #3537528
                        2 Reviews
                        Beautiful Waterfront Home With Modern Amenities
                          4 Bedrooms,
                        • 2 Bathrooms
                          • , Sleeps 10
                        $200 - $250
                        per night

                        Beautiful Waterfront Home With Modern Amenities

                        Book it Now!
                        2 - 7 night Minimum Stay
                        • 4 BR,
                        • 2 BA,
                        • Sleeps 10
                        1. Portland and Casco Bay Area >
                        2. Harpswell House
                        #239830
                          Beautiful Brand New 3bed 2bath Oceanfront Maine Cottage
                            3 Bedrooms,
                          • 2 Bathrooms
                            • , Sleeps 6
                          $150
                          per night

                          Beautiful Brand New 3bed 2bath Oceanfront Maine Cottage

                          Book it Now!
                          3 - 7 night Minimum Stay
                          • 3 BR,
                          • 2 BA,
                          • Sleeps 6
                          1. Portland and Casco Bay Area >
                          2. Harpswell House
                          #3510064
                            Waterfront Main House and Guest Cottage on Casco Bay, So. Harpswell
                              3 Bedrooms, Sleeps 8
                            $850 - $2,250
                            per week

                            Waterfront Main House and Guest Cottage on Casco Bay, So. Harpswell

                            7 night Minimum Stay
                            • 3 BR,
                            • Sleeps 8
                            1. Portland and Casco Bay Area >
                            2. Harpswell House
                            #107517
                              (11)
                              Waterfront House with Dock
                                1 Bedrooms,
                              • 1 Bathroom
                                • , Sleeps 2
                              $1,200
                              per week

                              Waterfront House with Dock

                              7 night Minimum Stay
                              • 1 BR,
                              • 1 BA,
                              • Sleeps 2
                              1. Portland and Casco Bay Area >
                              2. Harpswell House
                              #117373
                                (6)
                                Spectacular sunrises await you at Sea Wood.
                                  3 Bedrooms,
                                • 2 Bathrooms, 
                                • 1 Half Bath
                                  • , Sleeps 6
                                $1,000 - $1,750
                                per week

                                Spectacular sunrises await you at Sea Wood.

                                7 night Minimum Stay
                                • 3 BR,
                                • 2 BA,
                                • 1 HF BA,
                                • Sleeps 6
                                1. Portland and Casco Bay Area >
                                2. Harpswell House
                                #267831
                                  (6)
                                  Unique Waterfront Experience
                                    4 Bedrooms,
                                  • 1 Bathroom
                                    • , Sleeps 8
                                  $85 - $200
                                  per night

                                  Unique Waterfront Experience

                                  6 night Minimum Stay
                                  • 4 BR,
                                  • 1 BA,
                                  • Sleeps 8
                                  1. Portland and Casco Bay Area >
                                  2. Harpswell House
                                  #298409
                                    Birchwood Cottage - Charming, Peaceful, Waterview & Waterfront Access!
                                      3 Bedrooms,
                                    • 1 Bathroom, 
                                    • 1 Half Bath
                                      • , Sleeps 6
                                    $1,000 - $1,900
                                    per week

                                    Birchwood Cottage - Charming, Peaceful, Waterview & Waterfront Access!

                                    3 - 195 night Minimum Stay
                                    • 3 BR,
                                    • 1 BA,
                                    • 1 HF BA,
                                    • Sleeps 6
                                    1. Portland and Casco Bay Area >
                                    2. Harpswell House
                                    #224713
                                      (5)
                                      Widgeon Cove Harpswell Maine
                                        4 Bedrooms,
                                      • 3 Bathrooms
                                        • , Sleeps 8
                                      $2,800 - $3,200
                                      per week

                                      Widgeon Cove Harpswell Maine

                                      7 night Minimum Stay
                                      • 4 BR,
                                      • 3 BA,
                                      • Sleeps 8
                                      1. Portland and Casco Bay Area >
                                      2. Harpswell House
                                      #940193
                                        Coves Edge spacious retreat, 50 ft. to water. Sunny, private yet convenient
                                          4 Bedrooms,
                                        • 3 Bathrooms, 
                                        • 1 Half Bath
                                          • , Sleeps 8
                                        $450 - $500
                                        per night

                                        Coves Edge spacious retreat, 50 ft. to water. Sunny, private yet convenient

                                        2 - 5 night Minimum Stay
                                        • 4 BR,
                                        • 3 BA,
                                        • 1 HF BA,
                                        • Sleeps 8
                                        1. Portland and Casco Bay Area >
                                        2. Harpswell House
                                        #120885
                                          1 Review
                                          Charming coastal cottage with great views of the water
                                            3 Bedrooms,
                                          • 1 Bathroom
                                            • , Sleeps 6
                                          $100 - $175
                                          per night

                                          Charming coastal cottage with great views of the water

                                          3 - 7 night Minimum Stay
                                          • 3 BR,
                                          • 1 BA,
                                          • Sleeps 6
                                          1. Portland and Casco Bay Area >
                                          2. Harpswell Cottage
                                          #153212
                                            2 Reviews
                                            Ocean Front House
                                              3 Bedrooms,
                                            • 2 Bathrooms
                                              • , Sleeps 6

                                            Ocean Front House

                                            • 3 BR,
                                            • 2 BA,
                                            • Sleeps 6
                                            1. Portland and Casco Bay Area >
                                            2. Harpswell House
                                            #246252
                                              2 Reviews
                                              Waterfront,deck,kayaks,linens and cleaning incl.$600.00/wk for May
                                                2 Bedrooms,
                                              • 1 Bathroom
                                                • , Sleeps 6
                                              $800 - $1,025
                                              per week

                                              Waterfront,deck,kayaks,linens and cleaning incl.$600.00/wk for May

                                              7 night Minimum Stay
                                              • 2 BR,
                                              • 1 BA,
                                              • Sleeps 6
                                              1. Portland and Casco Bay Area >
                                              2. Harpswell Cottage
                                              #149456
                                                (4)
                                                Private cottage in Cundy's Harbor, the 'real' Maine
                                                  3 Bedrooms,
                                                • 1 Bathroom
                                                  • , Sleeps 7
                                                $150 - $175
                                                per night

                                                Private cottage in Cundy's Harbor, the 'real' Maine

                                                3 - 6 night Minimum Stay
                                                • 3 BR,
                                                • 1 BA,
                                                • Sleeps 7
                                                1. Portland and Casco Bay Area >
                                                2. Harpswell Cottage
                                                #3483249
                                                  700' oceanfront retreat/5 BR, 2.5 baths/6 kayaks/canoe/Sunfish
                                                    5 Bedrooms,
                                                  • 2 Bathrooms, 
                                                  • 1 Half Bath
                                                    • , Sleeps 12
                                                  $2,000 - $3,200
                                                  per week

                                                  700' oceanfront retreat/5 BR, 2.5 baths/6 kayaks/canoe/Sunfish

                                                  3 - 7 night Minimum Stay
                                                  • 5 BR,
                                                  • 2 BA,
                                                  • 1 HF BA,
                                                  • Sleeps 12
                                                  1. Portland and Casco Bay Area >
                                                  2. Harpswell House
                                                  #116577
                                                    (25)
                                                    Watch the Sunset from the Large Front Deck
                                                      3 Bedrooms,
                                                    • 2 Bathrooms
                                                      • , Sleeps 8
                                                    $250
                                                    per night

                                                    Watch the Sunset from the Large Front Deck

                                                    3 night Minimum Stay
                                                    • 3 BR,
                                                    • 2 BA,
                                                    • Sleeps 8
                                                    1. Portland and Casco Bay Area >
                                                    2. Harpswell House
                                                    #978492
                                                      (3)
                                                      Charming Oceanfront Cottage. We think you'll love this place!
                                                        2 Bedrooms,
                                                      • 1 Bathroom
                                                        • , Sleeps 7
                                                      $800
                                                      per week

                                                      Charming Oceanfront Cottage. We think you'll love this place!

                                                      7 night Minimum Stay
                                                      • 2 BR,
                                                      • 1 BA,
                                                      • Sleeps 7
                                                      1. Portland and Casco Bay Area >
                                                      2. Harpswell Cottage
                                                      #129437
                                                        (6)
                                                        Victorian Cottage, Private Dock, Sweeping Views of Gurnet Bay
                                                          4 Bedrooms,
                                                        • 1 Bathroom, 
                                                        • 1 Half Bath
                                                          • , Sleeps 8
                                                        $2,800 - $3,500
                                                        per week

                                                        Victorian Cottage, Private Dock, Sweeping Views of Gurnet Bay

                                                        2 - 7 night Minimum Stay
                                                        • 4 BR,
                                                        • 1 BA,
                                                        • 1 HF BA,
                                                        • Sleeps 8
                                                        1. Portland and Casco Bay Area >
                                                        2. Harpswell Cottage
                                                        #987515
                                                          (5)
                                                          Beach Haven, Stovers Cove, Harpswell Maine
                                                            2 Bedrooms,
                                                          • 1 Bathroom
                                                            • , Sleeps 4
                                                          $175
                                                          per night

                                                          Beach Haven, Stovers Cove, Harpswell Maine

                                                          4 - 7 night Minimum Stay
                                                          • 2 BR,
                                                          • 1 BA,
                                                          • Sleeps 4
                                                          1. Portland and Casco Bay Area >
                                                          2. Harpswell Cottage
                                                          #940192
                                                            Ocean Front On Casco Bay
                                                              5 Bedrooms,
                                                            • 2 Bathrooms
                                                              • , Sleeps 10
                                                            $2,500
                                                            per week

                                                            Ocean Front On Casco Bay

                                                            7 night Minimum Stay
                                                            • 5 BR,
                                                            • 2 BA,
                                                            • Sleeps 10
                                                            1. Portland and Casco Bay Area >
                                                            2. Harpswell Cottage
                                                            #996605
                                                              • 1 - 30 of 68
                                                              Advertisement