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43 Houses

(4) Excellent 

    12

    Our Rockbound Highland Home * 2 Blocks to West Point * 1/2 Block to Main St

    New York / West Point

    West Point house

    3 11 min stay varies

    • 3 bedrooms
    • sleeps 11
    • min stay varies
    • Child Friendly
    • Air conditioning
    • Private garden

    Price per night from

    $338

    Responds fast!
    avg. 40 minutes

    Price per night from

    $338

    Great rentals within 20 miles that match your search

    Distance approx 3.06 km from West Point Show on Map

      10

      Country Chic Cabin~spacious~ private setting~hot tub~pool~ views~75 minutes/NYC

      New York / Garrison

      Garrison house

      3 12 2 nights min

      • 3 bedrooms
      • sleeps 12
      • 2 nights min
      • Child Friendly

      Price per night from

      $1,252

      Price per night from

      $1,252

      Distance approx 11.34 km from West Point

        18

        LAKEFRONT COTTAGE ON PRISTINE LAKE

        New York / Carmel

        Carmel cottage

        2 4 7 nights min

        • 2 bedrooms
        • sleeps 4
        • 7 nights min
        • Beach / lakeside relaxation
        • Ask about children
        • Air conditioning

        Price per night from

        $225

        Price per night from

        $225

        Distance approx 1.65 km from West Point Show on Map

          71

          West Point Retreat ✭ 2 BRAND NEW Homes ✭ 6 Bd 4 Ba

          New York / Highland Falls

          Highland Falls house

          6 16 min stay varies

          • 6 bedrooms
          • sleeps 16
          • min stay varies
          • Child Friendly
          • Air conditioning

          Price per night from

          $291

          Price per night from

          $291

          Distance approx 5.34 km from West Point Show on Map

            10

            Spectacular Lake House

            New York / Putnam Valley

            Putnam Valley house

            3 6 30 nights min

            • 3 bedrooms
            • sleeps 6
            • 30 nights min
            • Child Friendly
            • Air conditioning
            • Private garden

            Price per night from

            $418

            Price per night from

            $418

            Distance approx 3.86 km from West Point Show on Map

              11

              Luxurious Bear Mountain Retreat

              New York / Garrison

              Garrison house

              3 5 7 nights min

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

              Price per night from

              $515

              Price per night from

              $515

              Distance approx 17.3 km from West Point

                7

                M1 Couch Bed

                New York / New City

                New City house

                1 1 1 night min

                • 1 bedroom
                • sleeps 1
                • 1 night min
                • Air conditioning
                • Private garden

                Price per night from

                $58

                Responds fast!
                avg. 3 hours 22 minutes

                Price per night from

                $58

                Distance approx 5.41 km from West Point Show on Map

                  18

                  Relaxing Modern Retreat

                  New York / Putnam Valley

                  Putnam Valley house

                  4 10 3 nights min

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

                  Price per night from

                  $343

                  Price per night from

                  $343

                  Distance approx 6.74 km from West Point Show on Map

                    14

                    PineTop

                    New York / Cold Spring

                    Cold Spring house

                    5 9 2 nights min

                    • 5 bedrooms
                    • sleeps 9
                    • 2 nights min
                    • Swimming pool
                    • Child Friendly
                    • Air conditioning

                    Price per night from

                    $859

                    Responds fast!
                    avg. 2 hours 16 minutes

                    Price per night from

                    $859

                    Distance approx 12.45 km from West Point

                      27

                      NEW! Monroe Family Home w/ Deck & Spacious Yard!

                      New York / Monroe

                      Monroe house

                      4 14 min stay varies

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

                      Price per night from

                      $327

                      Responds fast!
                      avg. 7 minutes

                      Price per night from

                      $327

                      Distance approx 4.45 km from West Point Show on Map

                        14

                        1 Bedroom Getaway West Point & Bear Mountain area

                        New York / Fort Montgomery

                        Fort Montgomery apartment

                        1 4 1 night min

                        • 1 bedroom
                        • sleeps 4
                        • 1 night min
                        • Child Friendly
                        • Private garden

                        Price per night from

                        $212

                        Price per night from

                        $212

                        Distance approx 19.37 km from West Point

                        (1) Excellent 

                          27

                          Colonial Style ‘Warwick Retreat’ - 1 Hour to NYC!

                          New York / Greenwood Lake

                          Greenwood Lake house

                          4 12 3 nights min

                          • 4 bedrooms
                          • sleeps 12
                          • 3 nights min
                          • Ski
                          • Child Friendly
                          • Air conditioning

                          Price per night from

                          $361

                          Responds fast!
                          avg. 7 minutes

                          Price per night from

                          $361

                          Distance approx 7 km from West Point Show on Map

                            28

                            independent room with office and kitchen

                            Cortlandt / Cortlandt Manor

                            Cortlandt Manor b and b

                            1 2 1 night min

                            • 1 bedroom
                            • sleeps 2
                            • 1 night min
                            • Nearest beach 8 mi
                            • Child Friendly
                            • Air conditioning

                            Price per night from

                            $58

                            Responds fast!
                            avg. 1 hour 48 minutes

                            Price per night from

                            $58

                            Distance approx 8.31 km from West Point Show on Map

                            (2) Very Good 

                              12

                              Keith's Classic Film Retreat

                              New York / Newburgh

                              Newburgh b and b

                              2 4 1 night min

                              • 2 bedrooms
                              • sleeps 4
                              • 1 night min
                              • Child Friendly
                              • Car not necessary
                              • Air conditioning

                              Price per night from

                              $114

                              Price per night from

                              $114

                              Distance approx 3.21 km from West Point Show on Map

                                27

                                NEW! Enchanting Hudson Valley Cottage Near Hiking!

                                New York / Garrison

                                Garrison cottage

                                3 5 min stay varies

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

                                Price per night from

                                $413

                                Responds fast!
                                avg. 7 minutes

                                Price per night from

                                $413

                                Distance approx 18.79 km from West Point

                                (9) Very Good 

                                  20

                                  Lake Bliss the Perfect Getaway

                                  New York / Holmes

                                  Holmes house

                                  3 10 1 night min

                                  • 3 bedrooms
                                  • sleeps 10
                                  • 1 night min
                                  • Beach / lakeside relaxation
                                  • Child Friendly
                                  • Air conditioning

                                  Price per night from

                                  $250

                                  Price per night from

                                  $250

                                  Distance approx 4.68 km from West Point Show on Map

                                  (4) Excellent 

                                    19

                                    50 Mins from Manhattan River view

                                    Cornwall / Cornwall on Hudson

                                    Cornwall on Hudson house

                                    5 17 min stay varies

                                    • 5 bedrooms
                                    • sleeps 17
                                    • min stay varies
                                    • Beach / lakeside relaxation
                                    • Swimming pool
                                    • Child Friendly
                                    “Spectacular view” We loved this house. It has probably the best view of the Hudson River. The house was very comfortable and had everything we needed. Susan was very helpful with information about the sights and restaurants. We will definitely be

                                    Price per night from

                                    $1,512

                                    Responds fast!
                                    avg. 2 hours 46 minutes

                                    Price per night from

                                    $1,512

                                    Distance approx 13.84 km from West Point

                                      13

                                      Faces The Hudson + Only An Hour Outside NYC

                                      New York / New York City

                                      New York City villa

                                      3 8 2 nights min

                                      • 3 bedrooms
                                      • sleeps 8
                                      • 2 nights min
                                      • Air conditioning

                                      Price per night from

                                      $487

                                      Responds fast!
                                      avg. 54 minutes

                                      Price per night from

                                      $487

                                      Distance approx 18.53 km from West Point

                                        12

                                        Stone Croft Cottage

                                        Westchester County / Chappaqua

                                        Chappaqua cottage

                                        1 4 4 nights min

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

                                        Price per night from

                                        $149

                                        Price per night from

                                        $149

                                        Distance approx 14.81 km from West Point

                                        (5) Very Good 

                                          11

                                          Earth Berm House at Terra Casa Retreat Center

                                          New York / Plattekill

                                          Plattekill house

                                          2 4 2 nights min

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

                                          Price per night from

                                          $327

                                          Price per night from

                                          $327

                                          Distance approx 9.92 km from West Point

                                            7

                                            Perfectly Located Suite

                                            New York / Central Valley

                                            Central Valley room

                                            1 2 1 night min

                                            • 1 bedroom
                                            • sleeps 2
                                            • 1 night min

                                            Price per night from

                                            $75

                                            Price per night from

                                            $75

                                            Distance approx 19.58 km from West Point

                                              20

                                              Storms Retreat Guest House - 50mins from NYC, Lower Hudson Valley, NY

                                              New York / Nyack

                                              Nyack house

                                              2 6 2 nights min

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

                                              Price per night from

                                              $229

                                              Price per night from

                                              $229

                                              Distance approx 12.38 km from West Point

                                              (4) Excellent 

                                                61

                                                Orchard Hill Estate: Retreat, Reunions, Near West Point,Close to NYC, Hot tub,

                                                New York / Harriman

                                                Harriman house

                                                8 25 2 nights min

                                                • 8 bedrooms
                                                • sleeps 25
                                                • 2 nights min
                                                • Swimming pool
                                                • Child Friendly
                                                • Air conditioning

                                                Price per night from

                                                $1,088

                                                Responds fast!
                                                avg. 34 minutes

                                                Price per night from

                                                $1,088

                                                Distance approx 13.01 km from West Point

                                                  15

                                                  An Oasis in the Hudson Valley

                                                  Westchester County / Croton on Hudson

                                                  Croton on Hudson apartment

                                                  1 2 2 nights min

                                                  • 1 bedroom
                                                  • sleeps 2
                                                  • 2 nights min
                                                  • Nearest beach 32 mi
                                                  • Swimming pool
                                                  • Suitable for children age 5+

                                                  Price per night from

                                                  $201

                                                  Price per night from

                                                  $201

                                                  Distance approx 1.65 km from West Point Show on Map

                                                    39

                                                    Beautiful BRAND NEW 3 Bd Home near West Point!

                                                    New York / Highland Falls

                                                    Highland Falls house

                                                    3 12 min stay varies

                                                    • 3 bedrooms
                                                    • sleeps 12
                                                    • min stay varies
                                                    • Child Friendly
                                                    • Air conditioning

                                                    Price per night from

                                                    $146

                                                    Price per night from

                                                    $146

                                                    Distance approx 13.49 km from West Point

                                                    (1) Excellent 

                                                      5

                                                      Caren House Bed and Breafast

                                                      New York / Monroe

                                                      Monroe b and b

                                                      3 6 1 night min

                                                      • 3 bedrooms
                                                      • sleeps 6
                                                      • 1 night min
                                                      • Child Friendly
                                                      • Air conditioning

                                                      Price per night from

                                                      $401

                                                      Price per night from

                                                      $401

                                                      Distance approx 15.49 km from West Point

                                                        14

                                                        House on Top of the Hill

                                                        New York / Marlboro

                                                        Marlboro house

                                                        3 5 7 nights min

                                                        • 3 bedrooms
                                                        • sleeps 5
                                                        • 7 nights min
                                                        • Child Friendly
                                                        • Air conditioning

                                                        Price per night from

                                                        $115

                                                        Responds fast!
                                                        avg. 2 hours 18 minutes

                                                        Price per night from

                                                        $115

                                                        Distance approx 14.92 km from West Point

                                                          32

                                                          Lake House with Indoor Spa, 1 hour from Manhattan

                                                          New York / Carmel

                                                          Carmel house

                                                          3 6 2 nights min

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

                                                          Price per night from

                                                          $229

                                                          Price per night from

                                                          $229

                                                          Distance approx 8.23 km from West Point Show on Map

                                                          (6) Excellent 

                                                            33

                                                            Beacon Nook, escape from the big city

                                                            New York / Beacon

                                                            Beacon house

                                                            3 7 30 nights min

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

                                                            Price per night from

                                                            $287

                                                            Price per night from

                                                            $287

                                                            Distance approx 12.23 km from West Point

                                                              25

                                                              Secluded Contemporary Home on 6-Acre Property!

                                                              New York / Blooming Grove

                                                              Blooming Grove house

                                                              4 16 1 night min

                                                              • 4 bedrooms
                                                              • sleeps 16
                                                              • 1 night min
                                                              • Child Friendly
                                                              • Air conditioning
                                                              • Private garden

                                                              Price per night from

                                                              $315

                                                              Price per night from

                                                              $315

                                                              Distance approx 13.3 km from West Point

                                                              (2) Excellent 

                                                                50

                                                                Croton Lodge: Luxury 2bd⭐Comfort+Style⭐45min to NYC,Great Food.7 nights max stay

                                                                Westchester County / Croton on Hudson

                                                                Croton on Hudson apartment

                                                                2 6 min stay varies

                                                                • 2 bedrooms
                                                                • sleeps 6
                                                                • min stay varies
                                                                • Nearest beach 2 mi
                                                                • Child Friendly
                                                                • Air conditioning

                                                                Price per night from

                                                                $137

                                                                Price per night from

                                                                $137

                                                                Distance approx 18.37 km from West Point

                                                                  38

                                                                  Newly Renovated Antique Estate with Pool & Tennis on 14+ Acres

                                                                  Westchester County / Katonah

                                                                  Katonah villa

                                                                  6 14 min stay varies

                                                                  • 6 bedrooms
                                                                  • sleeps 14
                                                                  • min stay varies
                                                                  • Nearest beach 20 mi
                                                                  • Swimming pool
                                                                  • Child Friendly

                                                                  Price per night from

                                                                  $744

                                                                  Price per night from

                                                                  $744

                                                                  Distance approx 1.35 km from West Point Show on Map

                                                                    30

                                                                    COZY RETREAT: HOT TUB, POOL, SAUNA, AND MORE...

                                                                    New York / Garrison

                                                                    Garrison house

                                                                    5 15 min stay varies

                                                                    • 5 bedrooms
                                                                    • sleeps 15
                                                                    • min stay varies
                                                                    • Swimming pool
                                                                    • Child Friendly
                                                                    • Air conditioning

                                                                    Price per night from

                                                                    $1,432

                                                                    Price per night from

                                                                    $1,432

                                                                    Distance approx 4.57 km from West Point Show on Map

                                                                    (5) Excellent 

                                                                    Certificate of Excellence

                                                                      15

                                                                      Castle By The Lake

                                                                      New York / Putnam Valley

                                                                      Putnam Valley house

                                                                      4 12 min stay varies

                                                                      • 4 bedrooms
                                                                      • sleeps 12
                                                                      • min stay varies
                                                                      • Air conditioning
                                                                      • Private garden

                                                                      Certificate of Excellence

                                                                      Price per night from

                                                                      $287

                                                                      Responds fast!
                                                                      avg. 1 hour 14 minutes

                                                                      Price per night from

                                                                      $287

                                                                      Distance approx 1.56 km from West Point Show on Map

                                                                      (4) Excellent 

                                                                        24

                                                                        Beautiful 4 br in historic Cold Spring!

                                                                        New York / Cold Spring

                                                                        Cold Spring house

                                                                        4 8 2 nights min

                                                                        • 4 bedrooms
                                                                        • sleeps 8
                                                                        • 2 nights min
                                                                        • Child Friendly
                                                                        • Car not necessary
                                                                        • Air conditioning

                                                                        Price per night from

                                                                        $458

                                                                        Price per night from

                                                                        $458

                                                                        Distance approx 7.1 km from West Point Show on Map

                                                                          1

                                                                          Base Camp - Dutch Colonial Estate

                                                                          New York / Beacon

                                                                          Beacon apartment

                                                                          1 2 2 nights min

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

                                                                          Price per night from

                                                                          $258

                                                                          Price per night from

                                                                          $258

                                                                          Distance approx 14.76 km from West Point

                                                                            20

                                                                            "THE HILLTOP"-40Mins From NYC- Private Estate

                                                                            New York / Pomona

                                                                            Pomona house

                                                                            4 12 2 nights min

                                                                            • 4 bedrooms
                                                                            • sleeps 12
                                                                            • 2 nights min
                                                                            • Child Friendly

                                                                            Price per night from

                                                                            $859

                                                                            Price per night from

                                                                            $859

                                                                            Distance approx 13.58 km from West Point

                                                                            (2) Excellent 

                                                                              11

                                                                              Westchester Hudson Valley Estate - Private, less than 1 hour from NYC

                                                                              Westchester County / Croton on Hudson

                                                                              Croton on Hudson villa

                                                                              8 24 2 nights min

                                                                              • 8 bedrooms
                                                                              • sleeps 24
                                                                              • 2 nights min
                                                                              • Child Friendly
                                                                              • Car not necessary
                                                                              • Air conditioning

                                                                              Price per night from

                                                                              $2,519

                                                                              Price per night from

                                                                              $2,519