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187 Houses

(1) Excellent 

    36

    NEW! Waterfront Ossipee Lake Home w/ Sandy Beach!

    New Hampshire / Ossipee

    Ossipee house

    3 8 7 nights min

    • 3 bedrooms
    • sleeps 8
    • 7 nights min
    • Ski
    • Child Friendly
    • Pet Friendly

    Price per night from

    $315

    Responds fast!
    avg. 8 minutes

    Price per night from

    $315

      12

      Lake Ossipee 4 Season Home;views/sunsets/amenities

      New Hampshire / Ossipee

      Ossipee house

      3 6 3 nights min

      • 3 bedrooms
      • sleeps 6
      • 3 nights min
      • Beach / lakeside relaxation
      • Swimming pool
      • Child Friendly

      Price per night from

      $630

      Price per night from

      $630

        12

        Heaven on the Water every Season

        New Hampshire / Ossipee

        Ossipee house

        3 9 min stay varies

        • 3 bedrooms
        • sleeps 9
        • min stay varies
        • Beach / lakeside relaxation
        • Child Friendly

        Price per night from

        $259

        Responds fast!
        avg. 3 hours 11 minutes

        Price per night from

        $259

          39

          Bearcamp Bungalow - Riverfront Dream

          New Hampshire / Ossipee

          Ossipee bungalow

          3 10 7 nights min

          • 3 bedrooms
          • sleeps 10
          • 7 nights min
          • Beach / lakeside relaxation
          • Child Friendly
          • Air conditioning

          Price per night from

          $360

          Price per night from

          $360

          (1) Excellent 

            49

            Ossipee Lake House - Waterfront, Smooth Natural Sand Lake -- All Seasons

            New Hampshire / Ossipee

            Ossipee house

            6 12 7 nights min

            • 6 bedrooms
            • sleeps 12
            • 7 nights min
            • Beach / lakeside relaxation
            • Child Friendly
            • Private garden

            Price per night from

            $492

            Price per night from

            $492

              24

              NEW! Tranquil Ossipee Lake Home w/ Wooded Views!

              New Hampshire / Ossipee

              Ossipee house

              4 14 min stay varies

              • 4 bedrooms
              • sleeps 14
              • min stay varies
              • Ski
              • Child Friendly

              Price per night from

              $259

              Responds fast!
              avg. 9 minutes

              Price per night from

              $259

                24

                3BR Lakefront Ossipee Cottage w/Screened Porch!

                New Hampshire / Ossipee

                Ossipee cottage

                3 6 min stay varies

                • 3 bedrooms
                • sleeps 6
                • min stay varies
                • Child Friendly

                Price per night from

                $173

                Responds fast!
                avg. 58 minutes

                Price per night from

                $173

                Great rentals within 20 miles that match your search

                Distance approx 12.34 km from Ossipee

                  15

                  Lake Winni - WF - 376

                  New Hampshire / Moultonborough

                  Moultonborough house

                  3 8 min stay varies

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

                  Price per night from

                  $297

                  Responds fast!
                  avg. 1 hour 57 minutes

                  Price per night from

                  $297

                  Distance approx 16.8 km from Ossipee

                    47

                    Lake Winni - BA - 476

                    New Hampshire / Laconia

                    Laconia house

                    7 14 min stay varies

                    • 7 bedrooms
                    • sleeps 14
                    • min stay varies
                    • Child Friendly

                    Price per night from

                    $615

                    Responds fast!
                    avg. 1 hour 57 minutes

                    Price per night from

                    $615

                    Distance approx 7.07 km from Ossipee Show on Map

                      15

                      100 ft private beach, sleeps 14, 5 bedroom, 3 bath

                      New Hampshire / Center Ossipee

                      Center Ossipee house

                      5 14 7 nights min

                      • 5 bedrooms
                      • sleeps 14
                      • 7 nights min
                      • Child Friendly
                      • Air conditioning
                      • Private garden

                      Price per night from

                      $603

                      Price per night from

                      $603

                      Distance approx 9.23 km from Ossipee

                      (2) Excellent 

                        19

                        Private Retreat in Woods on Pristine Rust Pond

                        New Hampshire / Wolfeboro

                        Wolfeboro apartment

                        1 4 4 nights min

                        • 1 bedroom
                        • sleeps 4
                        • 4 nights min
                        • Child Friendly
                        • Car not necessary
                        • Pet Friendly

                        Price per night from

                        $149

                        Price per night from

                        $149

                        Distance approx 15.45 km from Ossipee

                        (5) Very Good 

                          23

                          Bearcamp Pond Lodge: Secluded and Scenic Waterfront Property with Rustic Cabin

                          White Mountains / Sandwich

                          Sandwich house

                          3 8 7 nights min

                          • 3 bedrooms
                          • sleeps 8
                          • 7 nights min
                          • Beach / lakeside relaxation
                          • Nearest beach 2 mi
                          • Child Friendly
                          “Autumn Sublime” Bearcamp is nestled on a knoll at the pond's northern edge affording spectacular mountain and water views and sun from the east in the mornings and from the west in the afternoons. The docks are located on both sides, making it easy t
                          …see more

                          Price per night from

                          $222

                          Price per night from

                          $222

                          Distance approx 17.17 km from Ossipee

                          (13) Excellent 

                            17

                            3BR Lakeside Home w/Optional Hot Tub

                            New Hampshire / Laconia

                            Laconia house

                            3 8 4 nights min

                            • 3 bedrooms
                            • sleeps 8
                            • 4 nights min
                            • Nearest beach 1 mi
                            • Child Friendly
                            • Pet Friendly
                            “Peaceful” Be aware that you are expected to wash all sheets and towels before check-out on the morning of your departure. There is not a cleaning service for this home. The house was very nice but not up to my cleaning standards.
                            …see more

                            Price per night from

                            $288

                            Responds fast!
                            avg. 3 hours 55 minutes

                            Price per night from

                            $288

                            Distance approx 12.93 km from Ossipee

                              33

                              Lake Winni - BA - 130

                              New Hampshire / Moultonborough

                              Moultonborough house

                              4 12 min stay varies

                              • 4 bedrooms
                              • sleeps 12
                              • min stay varies
                              • Child Friendly

                              Price per night from

                              $189

                              Responds fast!
                              avg. 1 hour 16 minutes

                              Price per night from

                              $189

                              Distance approx 12.33 km from Ossipee

                              (1) Excellent 

                                16

                                Loon's Landing on Silver Lake

                                Madison / Silver Lake

                                Silver Lake house

                                5 11 min stay varies

                                • 5 bedrooms
                                • sleeps 11
                                • min stay varies
                                • Beach / lakeside relaxation
                                • Child Friendly

                                Price per night from

                                $553

                                Responds fast!
                                avg. 3 hours 52 minutes

                                Price per night from

                                $553

                                Distance approx 13.02 km from Ossipee

                                  31

                                  Lake Winni - BA - 132

                                  New Hampshire / Moultonborough

                                  Moultonborough house

                                  3 11 min stay varies

                                  • 3 bedrooms
                                  • sleeps 11
                                  • min stay varies
                                  • Child Friendly

                                  Price per night from

                                  $162

                                  Responds fast!
                                  avg. 1 hour 57 minutes

                                  Price per night from

                                  $162

                                  Distance approx 15.48 km from Ossipee

                                    21

                                    Lake Winni - WF - 373

                                    New Hampshire / Center Harbor

                                    Center Harbor house

                                    3 6 min stay varies

                                    • 3 bedrooms
                                    • sleeps 6
                                    • min stay varies
                                    • Child Friendly

                                    Price per night from

                                    $291

                                    Responds fast!
                                    avg. 1 hour 16 minutes

                                    Price per night from

                                    $291

                                    Distance approx 14.02 km from Ossipee

                                      30

                                      NEW! Waterfront Gilford Home w/Stunning Lake Views

                                      New Hampshire / Gilford

                                      Gilford house

                                      3 10 min stay varies

                                      • 3 bedrooms
                                      • sleeps 10
                                      • min stay varies
                                      • Ski
                                      • Child Friendly
                                      • Air conditioning

                                      Price per night from

                                      $300

                                      Responds fast!
                                      avg. 9 minutes

                                      Price per night from

                                      $300

                                      Distance approx 11.68 km from Ossipee

                                        36

                                        Lake Winni - WF - 351

                                        New Hampshire / Moultonborough

                                        Moultonborough house

                                        3 8 min stay varies

                                        • 3 bedrooms
                                        • sleeps 8
                                        • min stay varies
                                        • Child Friendly
                                        • Pet Friendly

                                        Price per night from

                                        $263

                                        Responds fast!
                                        avg. 1 hour 39 minutes

                                        Price per night from

                                        $263

                                        Distance approx 11.98 km from Ossipee

                                          33

                                          Lake Winni - BA - 134

                                          New Hampshire / Melvin Village

                                          Melvin Village house

                                          3 9 min stay varies

                                          • 3 bedrooms
                                          • sleeps 9
                                          • min stay varies
                                          • Child Friendly

                                          Price per night from

                                          $146

                                          Responds fast!
                                          avg. 1 hour 57 minutes

                                          Price per night from

                                          $146

                                          Distance approx 8.57 km from Ossipee

                                          (3) Excellent 

                                            52

                                            Three Level In-Town Home | Perfect for Large Families or Groups | Dogs Welcome

                                            New Hampshire / Wolfeboro

                                            Wolfeboro house

                                            6 15 2 nights min

                                            • 6 bedrooms
                                            • sleeps 15
                                            • 2 nights min
                                            • Child Friendly
                                            • Air conditioning
                                            • Pet Friendly

                                            Price per night from

                                            $862

                                            Responds fast!
                                            avg. 1 hour 4 minutes

                                            Price per night from

                                            $862

                                            Distance approx 9.67 km from Ossipee

                                              28

                                              Sweet Apple Camp at Grey Shingles Camps

                                              New Hampshire / Wolfeboro

                                              Wolfeboro cottage

                                              1 2 min stay varies

                                              • 1 bedroom
                                              • sleeps 2
                                              • min stay varies
                                              • Beach / lakeside relaxation
                                              • Nearest beach 0 mi
                                              • Child Friendly

                                              Price per night from

                                              $190

                                              Responds fast!
                                              avg. 2 hours 45 minutes

                                              Price per night from

                                              $190

                                              Distance approx 9.66 km from Ossipee

                                                30

                                                Copple Crown Camp at Grey Shingles Camps

                                                New Hampshire / Wolfeboro

                                                Wolfeboro cottage

                                                1 2 min stay varies

                                                • 1 bedroom
                                                • sleeps 2
                                                • min stay varies
                                                • Beach / lakeside relaxation
                                                • Nearest beach 0 mi
                                                • Child Friendly

                                                Price per night from

                                                $183

                                                Responds fast!
                                                avg. 2 hours 45 minutes

                                                Price per night from

                                                $183

                                                Distance approx 16.49 km from Ossipee

                                                  24

                                                  New! 4BR Conway House - Balcony w/ Scenic Views!

                                                  White Mountains / Conway

                                                  Conway house

                                                  4 10 min stay varies

                                                  • 4 bedrooms
                                                  • sleeps 10
                                                  • min stay varies
                                                  • Child Friendly
                                                  • Air conditioning

                                                  Price per night from

                                                  $277

                                                  Responds fast!
                                                  avg. 9 minutes

                                                  Price per night from

                                                  $277

                                                  Distance approx 19.78 km from Ossipee

                                                    23

                                                    Squam Lake - WF - 527

                                                    New Hampshire / Center Harbor

                                                    Center Harbor house

                                                    7 10 min stay varies

                                                    • 7 bedrooms
                                                    • sleeps 10
                                                    • min stay varies
                                                    • Child Friendly

                                                    Price per night from

                                                    $57,449

                                                    Responds fast!
                                                    avg. 1 hour 57 minutes

                                                    Price per night from

                                                    $57,449

                                                    Distance approx 15.23 km from Ossipee

                                                      29

                                                      Secluded Cabin - 5 Mins to Gunstock Mtn. Resort!

                                                      New Hampshire / Gilford

                                                      Gilford house

                                                      2 10 2 nights min

                                                      • 2 bedrooms
                                                      • sleeps 10
                                                      • 2 nights min
                                                      • Ski
                                                      • Child Friendly
                                                      • Pet Friendly

                                                      Price per night from

                                                      $213

                                                      Responds fast!
                                                      avg. 21 minutes

                                                      Price per night from

                                                      $213

                                                      Distance approx 14.26 km from Ossipee

                                                        27

                                                        Lake Winni - BA - 202

                                                        New Hampshire / Gilford

                                                        Gilford house

                                                        2 6 min stay varies

                                                        • 2 bedrooms
                                                        • sleeps 6
                                                        • min stay varies
                                                        • Swimming pool
                                                        • Child Friendly

                                                        Price per night from

                                                        $57,522

                                                        Responds fast!
                                                        avg. 1 hour 16 minutes

                                                        Price per night from

                                                        $57,522

                                                        Distance approx 10.87 km from Ossipee

                                                        (5) Excellent 

                                                          9

                                                          Lakefront home with private dock on Great East Lake - Smoke Free

                                                          Wakefield / Sanbornville

                                                          Sanbornville house

                                                          4 10 7 nights min

                                                          • 4 bedrooms
                                                          • sleeps 10
                                                          • 7 nights min
                                                          • Child Friendly

                                                          Price per night from

                                                          $740

                                                          Price per night from

                                                          $740

                                                          Distance approx 14.22 km from Ossipee

                                                            49

                                                            Lake Winni - WF - 545

                                                            New Hampshire / Moultonborough

                                                            Moultonborough house

                                                            6 15 min stay varies

                                                            • 6 bedrooms
                                                            • sleeps 15
                                                            • min stay varies
                                                            • Child Friendly
                                                            • Private garden

                                                            Price per night from

                                                            $1,593

                                                            Responds fast!
                                                            avg. 1 hour 57 minutes

                                                            Price per night from

                                                            $1,593

                                                            Distance approx 8.77 km from Ossipee Show on Map

                                                            (1) Excellent 

                                                              13

                                                              Seven Oaks

                                                              New Hampshire / Center Ossipee

                                                              Center Ossipee house

                                                              4 8 7 nights min

                                                              • 4 bedrooms
                                                              • sleeps 8
                                                              • 7 nights min
                                                              • Beach / lakeside relaxation
                                                              • Child Friendly

                                                              Price per night from

                                                              $493

                                                              Responds fast!
                                                              avg. 3 hours 52 minutes

                                                              Price per night from

                                                              $493

                                                              Distance approx 11.38 km from Ossipee

                                                                27

                                                                Lake Winni - WF - 458

                                                                New Hampshire / Melvin Village

                                                                Melvin Village house

                                                                3 11 min stay varies

                                                                • 3 bedrooms
                                                                • sleeps 11
                                                                • min stay varies
                                                                • Child Friendly

                                                                Price per night from

                                                                $743

                                                                Responds fast!
                                                                avg. 1 hour 57 minutes

                                                                Price per night from

                                                                $743

                                                                Distance approx 18.1 km from Ossipee

                                                                  15

                                                                  Charming Cottage with a Channel View

                                                                  Laconia / Weirs Beach

                                                                  Weirs Beach house

                                                                  2 4 2 nights min

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

                                                                  Price per night from

                                                                  $183

                                                                  Price per night from

                                                                  $183

                                                                  Distance approx 13.65 km from Ossipee

                                                                    23

                                                                    Lake Winni - WF - 417

                                                                    New Hampshire / Moultonborough

                                                                    Moultonborough house

                                                                    5 11 min stay varies

                                                                    • 5 bedrooms
                                                                    • sleeps 11
                                                                    • min stay varies
                                                                    • Child Friendly

                                                                    Price per night from

                                                                    $499

                                                                    Responds fast!
                                                                    avg. 1 hour 57 minutes

                                                                    Price per night from

                                                                    $499

                                                                    Distance approx 16.69 km from Ossipee

                                                                      31

                                                                      NEW Lake Winnipesaukee Cottage w/ Kayaks & Dock!

                                                                      Laconia / Weirs Beach

                                                                      Weirs Beach cottage

                                                                      4 8 min stay varies

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

                                                                      Price per night from

                                                                      $328

                                                                      Responds fast!
                                                                      avg. 58 minutes

                                                                      Price per night from

                                                                      $328

                                                                      Distance approx 8.6 km from Ossipee

                                                                        24

                                                                        Lake Winni - WF - 368

                                                                        New Hampshire / Tuftonboro

                                                                        Tuftonboro house

                                                                        3 6 min stay varies

                                                                        • 3 bedrooms
                                                                        • sleeps 6
                                                                        • min stay varies
                                                                        • Child Friendly

                                                                        Price per night from

                                                                        $125

                                                                        Responds fast!
                                                                        avg. 1 hour 16 minutes

                                                                        Price per night from

                                                                        $125

                                                                        Distance approx 14.97 km from Ossipee

                                                                          21

                                                                          Lake Winni - WF - 518

                                                                          New Hampshire / Moultonborough

                                                                          Moultonborough house

                                                                          4 10 7 nights min

                                                                          • 4 bedrooms
                                                                          • sleeps 10
                                                                          • 7 nights min
                                                                          • Child Friendly

                                                                          Price per night from

                                                                          $708

                                                                          Responds fast!
                                                                          avg. 1 hour 57 minutes

                                                                          Price per night from

                                                                          $708

                                                                          Distance approx 12.89 km from Ossipee

                                                                            35

                                                                            Lake Winni - BA - 115

                                                                            New Hampshire / Moultonborough

                                                                            Moultonborough house

                                                                            3 9 min stay varies

                                                                            • 3 bedrooms
                                                                            • sleeps 9
                                                                            • min stay varies
                                                                            • Child Friendly

                                                                            Price per night from

                                                                            $57,449

                                                                            Responds fast!
                                                                            avg. 1 hour 57 minutes

                                                                            Price per night from

                                                                            $57,449

                                                                            Distance approx 8.59 km from Ossipee

                                                                              25

                                                                              Lake Winni - WF - 369

                                                                              New Hampshire / Tuftonboro

                                                                              Tuftonboro house

                                                                              3 6 min stay varies

                                                                              • 3 bedrooms
                                                                              • sleeps 6
                                                                              • min stay varies
                                                                              • Child Friendly

                                                                              Price per night from

                                                                              $142

                                                                              Responds fast!
                                                                              avg. 1 hour 39 minutes

                                                                              Price per night from

                                                                              $142