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108 Houses

    0

    Spacious, dog-friendly home w/ access to lake, two beaches - close to town

    Maine / Gray

    Gray house

    4 7 min stay varies

    • 4 bedrooms
    • sleeps 7
    • min stay varies
    • Car not necessary
    • Pet Friendly

    Price per night from

    $145

    Responds fast!
    avg. 1 hour 31 minutes

    Price per night from

    $145

    (12) Excellent 

      23

      Beautiful Cottage on Crystal Lake

      Maine / Gray

      Gray house

      3 7 7 nights min

      • 3 bedrooms
      • sleeps 7
      • 7 nights min
      • Beach / lakeside relaxation
      • Ask about children
      • Air conditioning

      Price per night from

      $171

      Price per night from

      $171

      Great rentals within 20 miles that match your search

      Distance approx 14.3 km from Gray

      (11) Very Good 

        26

        Charming 4-bedroom on Beautiful Sebago Lake; May, June, Sept, Oct reduced rates

        Maine / Sebago

        Sebago cottage

        4 8 min stay varies

        • 4 bedrooms
        • sleeps 8
        • min stay varies
        • Beach / lakeside relaxation
        • Nearest beach 2 mi
        • Child Friendly

        Price per night from

        $235

        Responds fast!
        avg. 1 hour 34 minutes

        Price per night from

        $235

        Distance approx 15 km from Gray

        (2) Excellent 

          26

          Sebago Breezin' Long Beach Sebago Lake Maine

          Maine / Sebago

          Sebago cottage

          2 4 5 nights min

          • 2 bedrooms
          • sleeps 4
          • 5 nights min
          • Beach / lakeside relaxation
          • Nearest beach 0.2 mi
          • Child Friendly

          Price per night from

          $189

          Price per night from

          $189

          Distance approx 15.77 km from Gray

            43

            Spectacular View On Long Lake, Cozy, Clean, Quiet

            Maine / Naples

            Naples house

            2 6 7 nights min

            • 2 bedrooms
            • sleeps 6
            • 7 nights min
            • Child Friendly
            • Air conditioning
            • Private garden

            Price per night from

            $295

            Price per night from

            $295

            Distance approx 11.37 km from Gray Show on Map

              24

              Casco Cottage - Located on 40 Private Acres!

              Maine / Casco

              Casco cottage

              3 7 min stay varies

              • 3 bedrooms
              • sleeps 7
              • min stay varies
              • Ski
              • Suitable for children age 5+

              Price per night from

              $172

              Responds fast!
              avg. 47 minutes

              Price per night from

              $172

              Distance approx 14.37 km from Gray

              (1) Excellent 

                14

                Breezy Cottage

                Maine / Sebago

                Sebago cottage

                4 8 7 nights min

                • 4 bedrooms
                • sleeps 8
                • 7 nights min
                • Child Friendly
                • Pet Friendly

                Price per night from

                $263

                Responds fast!
                avg. 3 hours 39 minutes

                Price per night from

                $263

                Distance approx 13.82 km from Gray

                (2) Excellent 

                  13

                  Blueberry Cove Cottage: Lakefront Getaway with boats near trails, casino &parks!

                  Maine / Poland

                  Poland cottage

                  2 7 min stay varies

                  • 2 bedrooms
                  • sleeps 7
                  • min stay varies
                  • Nearest beach 0 mi
                  • Child Friendly
                  • Pet Friendly

                  Price per night from

                  $114

                  Price per night from

                  $114

                  Distance approx 15.39 km from Gray

                  (30) Very Good 

                    11

                    Portland, Maine - East End Rental

                    Maine / Portland

                    Portland apartment

                    3 6 min stay varies

                    • 3 bedrooms
                    • sleeps 6
                    • min stay varies
                    • Nearest beach 1 mi
                    • Ask about children
                    • Car not necessary
                    “Enjoyed East End!” We and our friends celebrated both our 29th anniversaries the first weekend in Nov. the East End-er was a great choice... We sincerely recommend this option over any hotel...its more like staying at a good friend's home, with every
                    …see more

                    Price per night from

                    $399

                    Responds fast!
                    avg. 3 hours 15 minutes

                    Price per night from

                    $399

                    Distance approx 17.77 km from Gray

                    (2) Very Good 

                      17

                      Colorful wonderful Penthouse Apartment

                      Mid Coast Maine / Brunswick

                      Brunswick apartment

                      2 3 4 nights min

                      • 2 bedrooms
                      • sleeps 3
                      • 4 nights min
                      • Nearest beach 10 mi
                      • Air conditioning
                      “This is the Penthouse in the Trees--comfortable, close and convenient to town.” I stayed in the apartment on a long term rental for business needs in Brunswick, from September 2014 to the end of January 2015. I experienced 2 of the seasons in the apa
                      …see more

                      Price per night from

                      $109

                      Responds fast!
                      avg. 2 hours 11 minutes

                      Price per night from

                      $109

                      Distance approx 18.32 km from Gray

                      (5) Excellent 

                        20

                        Ocean Front Cottage, Harpswell, ME

                        Mid Coast Maine / Harpswell

                        Harpswell cottage

                        3 6 7 nights min

                        • 3 bedrooms
                        • sleeps 6
                        • 7 nights min
                        • Beach / lakeside relaxation
                        • Child Friendly
                        • Pet Friendly

                        Price per night from

                        $253

                        Responds fast!
                        avg. 3 hours 9 minutes

                        Price per night from

                        $253

                        Distance approx 14.48 km from Gray

                          24

                          Also Close to Everything

                          Maine / Portland

                          Portland apartment

                          5 10 3 nights min

                          • 5 bedrooms
                          • sleeps 10
                          • 3 nights min
                          • Child Friendly
                          • Air conditioning
                          • Pet Friendly

                          Price per night from

                          $287

                          Price per night from

                          $287

                          Distance approx 17.3 km from Gray

                          (3) Excellent 

                            72

                            WILLARD BEACH with OCEAN VIEWS ~ 100 yds to beach!

                            Maine / South Portland

                            South Portland house

                            3 9 min stay varies

                            • 3 bedrooms
                            • sleeps 9
                            • min stay varies
                            • Child Friendly
                            • Air conditioning
                            • Pet Friendly

                            Price per night from

                            $338

                            Responds fast!
                            avg. 2 hours 40 minutes

                            Price per night from

                            $338

                            Distance approx 9.22 km from Gray

                              6

                              Furnished Two-Bedroom Apartment

                              Maine / Yarmouth

                              Yarmouth house

                              2 4 2 nights min

                              • 2 bedrooms
                              • sleeps 4
                              • 2 nights min
                              • Nearest beach 3 mi
                              • Child Friendly
                              • Air conditioning

                              Price per night from

                              $149

                              Responds fast!
                              avg. 3 hours 37 minutes

                              Price per night from

                              $149

                              Distance approx 5.2 km from Gray Show on Map

                                15

                                Quiet Lake Serenity Just 10 Miles from Portland

                                Maine / Windham

                                Windham house

                                3 8 7 nights min

                                • 3 bedrooms
                                • sleeps 8
                                • 7 nights min
                                • Child Friendly
                                • Private garden

                                Price per night from

                                $311

                                Price per night from

                                $311

                                Distance approx 17.57 km from Gray

                                  9

                                  Willard Beach Modern Apartment

                                  Maine / South Portland

                                  South Portland apartment

                                  2 4 2 nights min

                                  • 2 bedrooms
                                  • sleeps 4
                                  • 2 nights min
                                  • Child Friendly

                                  Price per night from

                                  $144

                                  Price per night from

                                  $144

                                  Distance approx 18.14 km from Gray

                                    15

                                    Luxurious, Fully Renovated house with Private Beach rights.

                                    Maine / Cape Elizabeth

                                    Cape Elizabeth house

                                    5 10 min stay varies

                                    • 5 bedrooms
                                    • sleeps 10
                                    • min stay varies
                                    • Child Friendly
                                    • Pet Friendly

                                    Price per night from

                                    $568

                                    Responds fast!
                                    avg. 2 hours 40 minutes

                                    Price per night from

                                    $568

                                    Distance approx 19.51 km from Gray

                                      28

                                      Open Ocean Estate

                                      Maine / Bailey Island

                                      Bailey Island house

                                      3 10 7 nights min

                                      • 3 bedrooms
                                      • sleeps 10
                                      • 7 nights min
                                      • Child Friendly
                                      • Private garden

                                      Price per night from

                                      $602

                                      Price per night from

                                      $602

                                      Distance approx 10.18 km from Gray

                                        16

                                        Andys Retreat-Heated Pool, central AC, Jacuzi, BBQ

                                        Maine / Falmouth

                                        Falmouth house

                                        4 6 2 nights min

                                        • 4 bedrooms
                                        • sleeps 6
                                        • 2 nights min
                                        • Child Friendly

                                        Price per night from

                                        $516

                                        Price per night from

                                        $516

                                        Distance approx 11.66 km from Gray

                                          4

                                          Charming Point Sebago Resort Home - Booking for 2018!

                                          Maine / South Casco

                                          South Casco house

                                          2 6 7 nights min

                                          • 2 bedrooms
                                          • sleeps 6
                                          • 7 nights min
                                          • Child Friendly

                                          Price per night from

                                          $295

                                          Responds fast!
                                          avg. 48 minutes

                                          Price per night from

                                          $295

                                          Distance approx 14.48 km from Gray

                                            24

                                            Close to EVERYTHING!

                                            Maine / Portland

                                            Portland apartment

                                            3 8 3 nights min

                                            • 3 bedrooms
                                            • sleeps 8
                                            • 3 nights min
                                            • Child Friendly
                                            • Pet Friendly
                                            • Private garden

                                            Price per night from

                                            $229

                                            Price per night from

                                            $229

                                            Distance approx 12.47 km from Gray

                                              19

                                              Stunning Views from this Spacious Oceanfront Home

                                              Maine / Freeport

                                              Freeport house

                                              4 8 min stay varies

                                              • 4 bedrooms
                                              • sleeps 8
                                              • min stay varies
                                              • Child Friendly

                                              Price per night from

                                              $315

                                              Price per night from

                                              $315

                                              Distance approx 10.62 km from Gray Show on Map

                                                24

                                                Waterfront Casco Cottage w/Dock on Coffee Pond!

                                                Maine / Casco

                                                Casco cottage

                                                2 6 min stay varies

                                                • 2 bedrooms
                                                • sleeps 6
                                                • min stay varies
                                                • Ski
                                                • Child Friendly
                                                • Air conditioning

                                                Price per night from

                                                $178

                                                Responds fast!
                                                avg. 47 minutes

                                                Price per night from

                                                $178

                                                Distance approx 11.38 km from Gray

                                                  24

                                                  NEW! Cozy Westbrook Apt w/Fire Pit- Near Portland!

                                                  Maine / Westbrook

                                                  Westbrook apartment

                                                  1 6 min stay varies

                                                  • 1 bedroom
                                                  • sleeps 6
                                                  • min stay varies
                                                  • Ski
                                                  • Child Friendly
                                                  • Air conditioning

                                                  Price per night from

                                                  $68

                                                  Responds fast!
                                                  avg. 8 minutes

                                                  Price per night from

                                                  $68

                                                  Distance approx 6.74 km from Gray Show on Map

                                                    17

                                                    Cozy lakeview cabin w/ firepit, seconds from Sebago Lake Basin, a beach & dock!

                                                    Maine / Windham

                                                    Windham house

                                                    1 6 2 nights min

                                                    • 1 bedroom
                                                    • sleeps 6
                                                    • 2 nights min
                                                    • Child Friendly
                                                    • Car not necessary
                                                    • Air conditioning

                                                    Price per night from

                                                    $178

                                                    Responds fast!
                                                    avg. 2 hours 53 minutes

                                                    Price per night from

                                                    $178

                                                    Distance approx 7.15 km from Gray Show on Map

                                                      5

                                                      Relaxing Maine Likeside Cottage Vacation

                                                      Maine / Windham

                                                      Windham cottage

                                                      3 6 7 nights min

                                                      • 3 bedrooms
                                                      • sleeps 6
                                                      • 7 nights min
                                                      • Child Friendly
                                                      • Pet Friendly

                                                      Price per night from

                                                      $287

                                                      Responds fast!
                                                      avg. 2 hours 32 minutes

                                                      Price per night from

                                                      $287

                                                      Distance approx 17.3 km from Gray

                                                        63

                                                        NEW LISTING: Stunningly Renovated Beach House with OCEAN VIEWS-150 yds to beach

                                                        Maine / South Portland

                                                        South Portland house

                                                        4 13 min stay varies

                                                        • 4 bedrooms
                                                        • sleeps 13
                                                        • min stay varies
                                                        • Child Friendly
                                                        • Air conditioning
                                                        • Private garden

                                                        Price per night from

                                                        $682

                                                        Responds fast!
                                                        avg. 2 hours 40 minutes

                                                        Price per night from

                                                        $682

                                                        Distance approx 15.2 km from Gray

                                                          7

                                                          Mac Camp

                                                          Maine / Naples

                                                          Naples house

                                                          2 8 7 nights min

                                                          • 2 bedrooms
                                                          • sleeps 8
                                                          • 7 nights min
                                                          • Child Friendly

                                                          Price per night from

                                                          $229

                                                          Price per night from

                                                          $229

                                                          Distance approx 17.82 km from Gray

                                                          (7) Excellent 

                                                            17

                                                            Luxury Log Home-Raymond,Naples,Windham,Bridgton

                                                            Maine / Harrison

                                                            Harrison house

                                                            5 12 min stay varies

                                                            • 5 bedrooms
                                                            • sleeps 12
                                                            • min stay varies
                                                            • Beach / lakeside relaxation
                                                            • Nearest beach 7 mi
                                                            • Child Friendly
                                                            “Just what we were looking for.” Had a wonderful girls weekend here. We are looking forward to going again this year. Hands down, the best place I have ever rented.
                                                            …see more

                                                            Price per night from

                                                            $572

                                                            Responds fast!
                                                            avg. 2 hours 33 minutes

                                                            Price per night from

                                                            $572

                                                            Distance approx 14.42 km from Gray

                                                              24

                                                              NEW! Ideally Located 2BR Naples Home w/ Boat Slip!

                                                              Maine / Naples

                                                              Naples cottage

                                                              2 4 2 nights min

                                                              • 2 bedrooms
                                                              • sleeps 4
                                                              • 2 nights min
                                                              • Ski
                                                              • Child Friendly
                                                              • Air conditioning

                                                              Price per night from

                                                              $166

                                                              Responds fast!
                                                              avg. 29 minutes

                                                              Price per night from

                                                              $166

                                                              Distance approx 18.52 km from Gray

                                                                30

                                                                The Tranquil Beauty

                                                                Maine / Cape Elizabeth

                                                                Cape Elizabeth house

                                                                3 7 7 nights min

                                                                • 3 bedrooms
                                                                • sleeps 7
                                                                • 7 nights min
                                                                • Child Friendly

                                                                Price per night from

                                                                $573

                                                                Responds fast!
                                                                avg. 2 hours 38 minutes

                                                                Price per night from

                                                                $573

                                                                Distance approx 4.66 km from Gray Show on Map

                                                                  21

                                                                  Enjoy a Secluded Location on Mount Desert

                                                                  Mount Desert Island / Mount Desert

                                                                  Mount Desert house

                                                                  3 8 7 nights min

                                                                  • 3 bedrooms
                                                                  • sleeps 8
                                                                  • 7 nights min
                                                                  • Swimming pool
                                                                  • Child Friendly
                                                                  • Air conditioning

                                                                  Price per night from

                                                                  $328

                                                                  Price per night from

                                                                  $328

                                                                  Distance approx 11.66 km from Gray

                                                                  (1)  

                                                                    29

                                                                    Falmouth Foreside Maine Contemporary Cottage Home - indoor lap pool, roof deck

                                                                    Maine / Falmouth

                                                                    Falmouth house

                                                                    4 8 3 nights min

                                                                    • 4 bedrooms
                                                                    • sleeps 8
                                                                    • 3 nights min
                                                                    • Beach / lakeside relaxation
                                                                    • Nearest beach 0.2 mi
                                                                    • Swimming pool

                                                                    Price per night from

                                                                    $630

                                                                    Price per night from

                                                                    $630

                                                                    Distance approx 16.03 km from Gray

                                                                    (1) Excellent 

                                                                      6

                                                                      Comfort | Location | Charm

                                                                      Maine / Portland

                                                                      Portland house

                                                                      1 2 3 nights min

                                                                      • 1 bedroom
                                                                      • sleeps 2
                                                                      • 3 nights min
                                                                      • Air conditioning

                                                                      Price per night from

                                                                      $203

                                                                      Price per night from

                                                                      $203

                                                                      Distance approx 11.09 km from Gray

                                                                        14

                                                                        True St Freeport

                                                                        Maine / Freeport

                                                                        Freeport apartment

                                                                        2 5 2 nights min

                                                                        • 2 bedrooms
                                                                        • sleeps 5
                                                                        • 2 nights min
                                                                        • Child Friendly

                                                                        Price per night from

                                                                        $144

                                                                        Price per night from

                                                                        $144

                                                                        Distance approx 13.83 km from Gray

                                                                          18

                                                                          Fox Crossing - Riverside, walk to restaurants, breweries

                                                                          Maine / Westbrook

                                                                          Westbrook house

                                                                          5 20 7 nights min

                                                                          • 5 bedrooms
                                                                          • sleeps 20
                                                                          • 7 nights min
                                                                          • Nearest beach 14 mi
                                                                          • Child Friendly
                                                                          • Air conditioning

                                                                          Price per night from

                                                                          $1,088

                                                                          Price per night from

                                                                          $1,088

                                                                          Distance approx 19.34 km from Gray

                                                                            33

                                                                            Furnished & newly built Modern Cottage, walk to the ocean, 10 min to Portland

                                                                            Maine / Cape Elizabeth

                                                                            Cape Elizabeth house

                                                                            2 4 min stay varies

                                                                            • 2 bedrooms
                                                                            • sleeps 4
                                                                            • min stay varies
                                                                            • Air conditioning
                                                                            • Private garden

                                                                            Price per night from

                                                                            $229

                                                                            Price per night from

                                                                            $229

                                                                            Distance approx 16.74 km from Gray

                                                                            (1) Excellent 

                                                                              11

                                                                              Enjoy Sweeping Waterfront View, Watch Lobster Boats from Porch

                                                                              Maine / Peaks Island

                                                                              Peaks Island cottage

                                                                              4 8 3 nights min

                                                                              • 4 bedrooms
                                                                              • sleeps 8
                                                                              • 3 nights min
                                                                              • Child Friendly

                                                                              Price per night from

                                                                              $458

                                                                              Responds fast!
                                                                              avg. 2 hours 51 minutes

                                                                              Price per night from

                                                                              $458