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52 Houses

(8) Excellent 

    17

    Outdoor getaway hunting,fishing,skiing..relaxation

    New York / Copake

    Copake house

    3 9 2 nights min

    • 3 bedrooms
    • sleeps 9
    • 2 nights min
    • Beach / lakeside relaxation
    • Nearest beach 8 mi
    • Child Friendly
    Match: Garden Children under 5 All filters match
    “Home Away from Home ~ A great place to gather11” Had family coming from New York, Massachusetts and Connecticut to celebrate my birthday ~ hotels, motels are expensive, and they're not home. This house offered a great place to convene ~ outdoor gas gr

    Price per night from

    $218

    Price per night from

    $218

    (2) Excellent 

      14

      Newly Renovated Lakefront Getaway on Robinson Pond

      New York / Copake

      Copake house

      3 5 3 nights min

      • 3 bedrooms
      • sleeps 5
      • 3 nights min
      • Beach / lakeside relaxation
      • Nearest beach 0 mi
      • Child Friendly
      Match: Garden Children under 5 All filters match

      Price per night from

      $229

      Responds fast!
      avg. 1 hour 39 minutes

      Price per night from

      $229

      These homes match some but not all of your filters. Clear all filters

      (1) Very Good 

        4

        Cozy Copake Lake Cottage

        New York / Copake

        Copake house

        3 6 7 nights min

        • 3 bedrooms
        • sleeps 6
        • 7 nights min
        • Beach / lakeside relaxation
        • Child Friendly
        • Ask about pets
        1 of 2 match: Garden, Children under 5 1 of 2 filters match

        Price per night from

        $123

        Price per night from

        $123

        Great rentals within 20 miles that match your search

        Distance approx 11.66 km from Copake

        (4) Excellent 

          30

          Gem of the Berkshires, walk to downtown & lake.

          Berkshires / Great Barrington

          Great Barrington house

          5 12 2 nights min

          • 5 bedrooms
          • sleeps 12
          • 2 nights min
          • Nearest beach 0.32 mi
          • Child Friendly
          • Air conditioning
          Match: Garden Children under 5 All filters match
          “Wonderful Home!” We had a wonderful weekend! The home and area are lovely - easy walk to town for drinks and dinner - and enjoyed sitting on the many porches, looking out at the view. The home has been upgraded and the kitchen and living areas are b

          Price per night from

          $345

          Price per night from

          $345

          Distance approx 17.54 km from Copake

            4

            Horse Room

            Berkshires / Stockbridge

            Stockbridge farmhouse

            1 3 1 night min

            • 1 bedroom
            • sleeps 3
            • 1 night min
            • Child Friendly
            • Pet Friendly
            • Private garden
            Match: Garden Children under 5 All filters match

            Price per night from

            $173

            Price per night from

            $173

            Distance approx 12.07 km from Copake

            (1) Very Good 

              14

              Cozy and clean in Gt Barrington- available for October

              Berkshires / Great Barrington

              Great Barrington house

              2 4 3 nights min

              • 2 bedrooms
              • sleeps 4
              • 3 nights min
              • Nearest beach 2 mi
              • Child Friendly
              • Pet Friendly
              Match: Garden Children under 5 All filters match

              Price per night from

              $172

              Price per night from

              $172

              Distance approx 17.75 km from Copake

                4

                Exclusive Rental in Beautiful Amenia!

                New York / Amenia

                Amenia house

                3 6 30 nights min

                • 3 bedrooms
                • sleeps 6
                • 30 nights min
                • Swimming pool
                • Child Friendly
                • Air conditioning
                Match: Garden Children under 5 All filters match

                Price per night from

                $153

                Price per night from

                $153

                Distance approx 18.34 km from Copake

                (4) Excellent 

                  10

                  Comfortable Farmhouse in the Berkshires

                  Berkshires / West Stockbridge

                  West Stockbridge farmhouse

                  5 12 2 nights min

                  • 5 bedrooms
                  • sleeps 12
                  • 2 nights min
                  • Beach / lakeside relaxation
                  • Child Friendly
                  • Air conditioning
                  Match: Garden Children under 5 All filters match

                  Price per night from

                  $372

                  Responds fast!
                  avg. 3 hours 56 minutes

                  Price per night from

                  $372

                  Distance approx 10.37 km from Copake

                  (1) Excellent 

                    14

                    The perfect Southern Berkshire winter vacation esc

                    Berkshires / Sheffield

                    Sheffield house

                    4 10 7 nights min

                    • 4 bedrooms
                    • sleeps 10
                    • 7 nights min
                    • Swimming pool
                    • Child Friendly
                    • Air conditioning
                    Match: Garden Children under 5 All filters match

                    Price per night from

                    $573

                    Price per night from

                    $573

                    Distance approx 10.59 km from Copake

                      13

                      Designer Loft Style Residence

                      Berkshires / Sheffield

                      Sheffield house

                      3 6 7 nights min

                      • 3 bedrooms
                      • sleeps 6
                      • 7 nights min
                      • Child Friendly
                      • Air conditioning
                      • Pet Friendly
                      Match: Garden Children under 5 All filters match

                      Price per night from

                      $515

                      Price per night from

                      $515

                      Distance approx 5.96 km from Copake

                        30

                        Evergreen Pines Country Estate Villa

                        New York / Ancram

                        Ancram house

                        4 8 1 night min

                        • 4 bedrooms
                        • sleeps 8
                        • 1 night min
                        • Beach / lakeside relaxation
                        • Swimming pool
                        • Child Friendly
                        Match: Garden Children under 5 All filters match

                        Price per night from

                        $2,290

                        Price per night from

                        $2,290

                        Distance approx 13.08 km from Copake

                        (4) Very Good 

                          18

                          Lakefront Berkshires Ski/Summer House, Great Views

                          Berkshires / Great Barrington

                          Great Barrington house

                          4 10 min stay varies

                          • 4 bedrooms
                          • sleeps 10
                          • min stay varies
                          • Beach / lakeside relaxation
                          • Child Friendly
                          • Pet Friendly
                          Match: Garden Children under 5 All filters match

                          Price per night from

                          $216

                          Price per night from

                          $216

                          Distance approx 15.7 km from Copake

                            17

                            Federal house on Armory Square

                            New York / Hudson

                            Hudson house

                            3 8 3 nights min

                            • 3 bedrooms
                            • sleeps 8
                            • 3 nights min
                            • Child Friendly
                            • Air conditioning
                            • Pet Friendly
                            Match: Garden Children under 5 All filters match

                            Price per night from

                            $630

                            Price per night from

                            $630

                            Distance approx 18.23 km from Copake

                            (1) Excellent 

                              22

                              Hudson Valley Hideaway

                              New York / Red Hook

                              Red Hook house

                              4 10 2 nights min

                              • 4 bedrooms
                              • sleeps 10
                              • 2 nights min
                              • Child Friendly
                              • Air conditioning
                              • Private garden
                              Match: Garden Children under 5 All filters match

                              Price per night from

                              $573

                              Price per night from

                              $573

                              Distance approx 14.11 km from Copake

                                17

                                Picturesque 19th century home on 3 private acres

                                Berkshires / New Marlborough

                                New Marlborough house

                                4 7 min stay varies

                                • 4 bedrooms
                                • sleeps 7
                                • min stay varies
                                • Child Friendly
                                • Private garden
                                Match: Garden Children under 5 All filters match

                                Price per night from

                                $172

                                Price per night from

                                $172

                                Distance approx 15.43 km from Copake

                                (2) Average 

                                  27

                                  Shaker Hill

                                  Berkshires / Great Barrington

                                  Great Barrington house

                                  5 10 3 nights min

                                  • 5 bedrooms
                                  • sleeps 10
                                  • 3 nights min
                                  • Child Friendly
                                  • Air conditioning
                                  Match: Garden Children under 5 All filters match

                                  Price per night from

                                  $430

                                  Price per night from

                                  $430

                                  Distance approx 15.41 km from Copake

                                  (1) Excellent 

                                    13

                                    Hudson Valley Cottage

                                    New York / Ghent

                                    Ghent cottage

                                    1 4 1 night min

                                    • 1 bedroom
                                    • sleeps 4
                                    • 1 night min
                                    • Child Friendly
                                    • Air conditioning
                                    • Pet Friendly
                                    Match: Garden Children under 5 All filters match

                                    Price per night from

                                    $172

                                    Price per night from

                                    $172

                                    Distance approx 19.32 km from Copake

                                    (2) Excellent 

                                      22

                                      BSO Tanglewood + Jacob's Pillow. Lenox-Stockbridge. 5bdr/6bth. sleeps 24+

                                      Berkshires / Lee

                                      Lee house

                                      5 30 min stay varies

                                      • 5 bedrooms
                                      • sleeps 30
                                      • min stay varies
                                      • Nearest beach 3 mi
                                      • Child Friendly
                                      • Air conditioning
                                      Match: Garden Children under 5 All filters match

                                      Price per night from

                                      $915

                                      Responds fast!
                                      avg. 1 hour 45 minutes

                                      Price per night from

                                      $915

                                      Distance approx 17.54 km from Copake

                                        4

                                        Nasturtium Room

                                        Berkshires / Stockbridge

                                        Stockbridge farmhouse

                                        1 3 1 night min

                                        • 1 bedroom
                                        • sleeps 3
                                        • 1 night min
                                        • Child Friendly
                                        • Pet Friendly
                                        • Private garden
                                        Match: Garden Children under 5 All filters match

                                        Price per night from

                                        $172

                                        Price per night from

                                        $172

                                        Distance approx 18.57 km from Copake

                                          31

                                          Lakefront house , great lake and mountain views

                                          Catskill Region / Athens

                                          Athens house

                                          4 10 3 nights min

                                          • 4 bedrooms
                                          • sleeps 10
                                          • 3 nights min
                                          • Beach / lakeside relaxation
                                          • Swimming pool
                                          • Child Friendly
                                          Match: Garden Children under 5 All filters match

                                          Price per night from

                                          $359

                                          Price per night from

                                          $359

                                          Distance approx 15.72 km from Copake

                                            18

                                            Gracious 3-BR Garden Apt. in the Heart of Hudson

                                            New York / Hudson

                                            Hudson apartment

                                            3 6 2 nights min

                                            • 3 bedrooms
                                            • sleeps 6
                                            • 2 nights min
                                            • Child Friendly
                                            • Car not necessary
                                            • Air conditioning
                                            Match: Garden Children under 5 All filters match

                                            Price per night from

                                            $287

                                            Price per night from

                                            $287

                                            Distance approx 19.2 km from Copake

                                            (7) Excellent 

                                              18

                                              To Ski or Not to Ski? Great conditions Great fireplace.Your Choice.

                                              Berkshires / West Stockbridge

                                              West Stockbridge house

                                              3 8 min stay varies

                                              • 3 bedrooms
                                              • sleeps 8
                                              • min stay varies
                                              • Beach / lakeside relaxation
                                              • Child Friendly
                                              • Pet Friendly
                                              Match: Garden Children under 5 All filters match
                                              “A memorable weekend getaway includes the most perfect house..” My husband and I had the pleasure to rent out this house last summer with another married couple and their son. Although our daughter and their son truly enjoyed Tanglewood and our visits

                                              Price per night from

                                              $377

                                              Price per night from

                                              $377

                                              Distance approx 16.97 km from Copake

                                              (39) Excellent 

                                                20

                                                Berkshire Farmhouse Vacation

                                                Berkshires / West Stockbridge

                                                West Stockbridge house

                                                5 15 min stay varies

                                                • 5 bedrooms
                                                • sleeps 15
                                                • min stay varies
                                                • Nearest beach 2 mi
                                                • Child Friendly
                                                • Pet Friendly
                                                Match: Garden Children under 5 All filters match
                                                “Quaint Getaway” We were 2 families with 5 kids staying for the weekend. We had plenty of space to spread out, cook & dine together and lots of bedroom options to meet everyone's needs. The house had a lot of antique charm like exposed beams in the l

                                                Price per night from

                                                $298

                                                Price per night from

                                                $298

                                                Distance approx 18.66 km from Copake

                                                  23

                                                  Spacious Lakeside Berkshire Home

                                                  Berkshires / Monterey

                                                  Monterey house

                                                  4 10 3 nights min

                                                  • 4 bedrooms
                                                  • sleeps 10
                                                  • 3 nights min
                                                  • Child Friendly
                                                  • Air conditioning
                                                  • Private garden
                                                  Match: Garden Children under 5 All filters match

                                                  Price per night from

                                                  $458

                                                  Responds fast!
                                                  avg. 3 hours 40 minutes

                                                  Price per night from

                                                  $458

                                                  Distance approx 19.53 km from Copake

                                                    14

                                                    JW LODGING- Comfortable Country Home, Ideal for Groups Touring Bethel Complexes!

                                                    New York / Red Hook

                                                    Red Hook apartment

                                                    2 8 4 nights min

                                                    • 2 bedrooms
                                                    • sleeps 8
                                                    • 4 nights min
                                                    • Nearest beach 10 mi
                                                    • Child Friendly
                                                    • Air conditioning
                                                    Match: Garden Children under 5 All filters match

                                                    Price per night from

                                                    $172

                                                    Price per night from

                                                    $172

                                                    Distance approx 16.57 km from Copake

                                                    (13) Excellent 

                                                      25

                                                      Near Rhinebeck and BARD - a Modern Country Classic

                                                      New York / Germantown

                                                      Germantown house

                                                      3 5 min stay varies

                                                      • 3 bedrooms
                                                      • sleeps 5
                                                      • min stay varies
                                                      • Nearest beach 18 mi
                                                      • Child Friendly
                                                      • Air conditioning
                                                      Match: Garden Children under 5 All filters match
                                                      “Peaceful and beautiful” We've stayed at the "Country Home" twice and greatly enjoyed both stays. The home is handsome, well-maintained and comfortable. There's a large and lovely backyard area next to a horse farm - we took our young daughter to loo

                                                      Price per night from

                                                      $258

                                                      Price per night from

                                                      $258

                                                      Distance approx 12.59 km from Copake

                                                        6

                                                        Stunning Home! 120 Acres! Amazing!

                                                        Berkshires / Great Barrington

                                                        Great Barrington house

                                                        9 16 3 nights min

                                                        • 9 bedrooms
                                                        • sleeps 16
                                                        • 3 nights min
                                                        • Swimming pool
                                                        • Child Friendly
                                                        • Air conditioning
                                                        Match: Garden Children under 5 All filters match

                                                        Price per night from

                                                        $4,121

                                                        Price per night from

                                                        $4,121

                                                        Distance approx 15.97 km from Copake

                                                          31

                                                          |The Escape |STOCKBRIDGE| NEW Home |BERKSHIRES|

                                                          Berkshires / Stockbridge

                                                          Stockbridge house

                                                          4 9 min stay varies

                                                          • 4 bedrooms
                                                          • sleeps 9
                                                          • min stay varies
                                                          • Child Friendly
                                                          • Air conditioning
                                                          • Pet Friendly
                                                          Match: Garden Children under 5 All filters match

                                                          Price per night from

                                                          $515

                                                          Responds fast!
                                                          avg. 1 hour 21 minutes

                                                          Price per night from

                                                          $515

                                                          Distance approx 10.05 km from Copake

                                                            21

                                                            Private Berkshire Estate w/Pool & Tennis Court

                                                            Berkshires / Great Barrington

                                                            Great Barrington house

                                                            4 12 min stay varies

                                                            • 4 bedrooms
                                                            • sleeps 12
                                                            • min stay varies
                                                            • Swimming pool
                                                            • Child Friendly
                                                            • Air conditioning
                                                            Match: Garden Children under 5 All filters match

                                                            Price per night from

                                                            $659

                                                            Price per night from

                                                            $659

                                                            Distance approx 13.34 km from Copake

                                                            (1) Excellent 

                                                              22

                                                              Berkshire Getaway at 'Tofu'S Retreat'

                                                              Berkshires / Alford

                                                              Alford chateau

                                                              3 6 7 nights min

                                                              • 3 bedrooms
                                                              • sleeps 6
                                                              • 7 nights min
                                                              • Swimming pool
                                                              • Child Friendly
                                                              • Air conditioning
                                                              Match: Garden Children under 5 All filters match

                                                              Price per night from

                                                              $247

                                                              Responds fast!
                                                              avg. 1 hour 31 minutes

                                                              Price per night from

                                                              $247

                                                              Distance approx 16 km from Copake

                                                                12

                                                                Fabulous NEW Spacious House in the Berkshires Tanglewood

                                                                Berkshires / Stockbridge

                                                                Stockbridge house

                                                                4 8 min stay varies

                                                                • 4 bedrooms
                                                                • sleeps 8
                                                                • min stay varies
                                                                • Child Friendly
                                                                • Air conditioning
                                                                • Pet Friendly
                                                                Match: Garden Children under 5 All filters match

                                                                Price per night from

                                                                $287

                                                                Responds fast!
                                                                avg. 2 hours 1 minutes

                                                                Price per night from

                                                                $287

                                                                Distance approx 16.93 km from Copake

                                                                  14

                                                                  Pet Friendly (!!) Hudson Valley Cottage Farmstay

                                                                  New York / Germantown

                                                                  Germantown house

                                                                  2 4 2 nights min

                                                                  • 2 bedrooms
                                                                  • sleeps 4
                                                                  • 2 nights min
                                                                  • Child Friendly
                                                                  • Air conditioning
                                                                  • Pet Friendly
                                                                  Match: Garden Children under 5 All filters match

                                                                  Price per night from

                                                                  $258

                                                                  Price per night from

                                                                  $258

                                                                  Distance approx 17.79 km from Copake

                                                                  (3) Very Good 

                                                                    46

                                                                    OUR LOVELY VACATION HOME IS LOCATED IN THE CATSKIL

                                                                    Catskill Region / Catskill

                                                                    Catskill finca

                                                                    4 10 2 nights min

                                                                    • 4 bedrooms
                                                                    • sleeps 10
                                                                    • 2 nights min
                                                                    • Beach / lakeside relaxation
                                                                    • Swimming pool
                                                                    • Child Friendly
                                                                    Match: Garden Children under 5 All filters match

                                                                    Price per night from

                                                                    $401

                                                                    Price per night from

                                                                    $401

                                                                    Distance approx 18.36 km from Copake

                                                                      26

                                                                      3BD Newly Rennovated Contempoary Near Stockbridge

                                                                      Berkshires / Stockbridge

                                                                      Stockbridge house

                                                                      3 6 3 nights min

                                                                      • 3 bedrooms
                                                                      • sleeps 6
                                                                      • 3 nights min
                                                                      • Child Friendly
                                                                      • Air conditioning
                                                                      • Private garden
                                                                      Match: Garden Children under 5 All filters match

                                                                      Price per night from

                                                                      $344

                                                                      Price per night from

                                                                      $344

                                                                      Distance approx 13.26 km from Copake

                                                                        28

                                                                        Country Retreat w/ Pool Near Hip Hudson, NY

                                                                        New York / Hudson

                                                                        Hudson house

                                                                        3 8 3 nights min

                                                                        • 3 bedrooms
                                                                        • sleeps 8
                                                                        • 3 nights min
                                                                        • Swimming pool
                                                                        • Child Friendly
                                                                        • Ask about pets
                                                                        Match: Garden Children under 5 All filters match

                                                                        Price per night from

                                                                        $458

                                                                        Price per night from

                                                                        $458

                                                                        Distance approx 16.67 km from Copake

                                                                          46

                                                                          Tivoli contemporary house with panoramic views (minutes to Red Hook/Rhinebeck)

                                                                          New York / Clermont

                                                                          Clermont house

                                                                          4 10 1 night min

                                                                          • 4 bedrooms
                                                                          • sleeps 10
                                                                          • 1 night min
                                                                          • Swimming pool
                                                                          • Child Friendly
                                                                          • Air conditioning
                                                                          Match: Garden Children under 5 All filters match

                                                                          Price per night from

                                                                          $765

                                                                          Price per night from

                                                                          $765

                                                                          Distance approx 13.04 km from Copake

                                                                          (2) Excellent 

                                                                            24

                                                                            Country Elegance in the Berkshires

                                                                            Berkshires / Great Barrington

                                                                            Great Barrington house

                                                                            4 12 2 nights min

                                                                            • 4 bedrooms
                                                                            • sleeps 12
                                                                            • 2 nights min
                                                                            • Nearest beach 0 mi
                                                                            • Child Friendly
                                                                            • Air conditioning
                                                                            Match: Garden Children under 5 All filters match

                                                                            Price per night from

                                                                            $745

                                                                            Responds fast!
                                                                            avg. 1 hour 30 minutes

                                                                            Price per night from

                                                                            $745

                                                                            Distance approx 15.49 km from Copake

                                                                              18

                                                                              Beautiful House in Downtown Hudson, NY

                                                                              New York / Hudson

                                                                              Hudson house

                                                                              6 10 3 nights min

                                                                              • 6 bedrooms
                                                                              • sleeps 10
                                                                              • 3 nights min
                                                                              • Nearest beach 201 mi
                                                                              • Child Friendly
                                                                              • Car not necessary
                                                                              Match: Garden Children under 5 All filters match

                                                                              Price per night from

                                                                              $802

                                                                              Price per night from

                                                                              $802