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130 Houses

    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

    Price per night from

    $2,344

    Price per night from

    $2,344

    Great rentals within 20 miles that match your search

    Distance approx 16.06 km from Ancram

      16

      Bright and Airy 2BR near the center

      New York / Hudson

      Hudson apartment

      2 6 1 night min

      • 2 bedrooms
      • sleeps 6
      • 1 night min
      • Child Friendly
      • Pet Friendly

      Price per night from

      $153

      Price per night from

      $153

      Distance approx 19.24 km from Ancram

        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

        Price per night from

        $367

        Price per night from

        $367

        Distance approx 18.09 km from Ancram

          29

          Beauty in the Berkshires

          New York / Austerlitz

          Austerlitz house

          6 14 2 nights min

          • 6 bedrooms
          • sleeps 14
          • 2 nights min
          • Child Friendly

          Price per night from

          $1,407

          Price per night from

          $1,407

          Distance approx 16.76 km from Ancram

          (1) Excellent 

            18

            Hillhouse Log Cabin

            New York / Hillsdale

            Hillsdale log cabin

            3 13 2 nights min

            • 3 bedrooms
            • sleeps 13
            • 2 nights min
            • Beach / lakeside relaxation
            • Child Friendly
            • Air conditioning
            “rest,relax,recharge” It's a Beautiful home that has all the modern conveniences. It's quiet, quaint and had just what I needed to get away from it all. I enjoyed morning coffee on the back deck among the trees and afternoon walks in the woods. A perfe
            …see more

            Price per night from

            $499

            Price per night from

            $499

            Distance approx 11.75 km from Ancram

            (3) Excellent 

              42

              4 Bedroom Furnished House in Lakeville Connecticut

              Connecticut / Lakeville

              Lakeville house

              4 8 2 nights min

              • 4 bedrooms
              • sleeps 8
              • 2 nights min
              • Child Friendly
              • Air conditioning
              • Ask about pets

              Price per night from

              $381

              Price per night from

              $381

              Distance approx 16.53 km from Ancram

              (24) Excellent 

                18

                Berkshires: Romantic Cottage with spectacular view

                Berkshires / Great Barrington

                Great Barrington cottage

                1 3 min stay varies

                • 1 bedroom
                • sleeps 3
                • min stay varies
                • Nearest beach 2 mi
                • Swimming pool
                • Ask about children
                “Perhaps the most relaxing vacation I've ever had” The Sigels' cottage was absolutely perfect for us. My husband and I were looking for a nice quiet 4-night stay while our 7-yr-old twins visited with their grandparents. When we arrived everything loo
                …see more

                Price per night from

                $234

                Price per night from

                $234

                Distance approx 16.46 km from Ancram

                (5) Excellent 

                  10

                  Apple Cottage

                  Berkshires / Sheffield

                  Sheffield farmhouse

                  3 8 1 night min

                  • 3 bedrooms
                  • sleeps 8
                  • 1 night min
                  • Ask about children
                  • Air conditioning
                  • Private garden

                  Price per night from

                  $440

                  Responds fast!
                  avg. 3 hours 22 minutes

                  Price per night from

                  $440

                  Distance approx 15.84 km from Ancram

                  (1) Excellent 

                    11

                    Riverwood - Cozy Carriage House in the Woods

                    Connecticut / Falls Village

                    Falls Village apartment

                    1 2 2 nights min

                    • 1 bedroom
                    • sleeps 2
                    • 2 nights min
                    • Ask about children
                    • Air conditioning
                    • Private garden

                    Price per night from

                    $264

                    Price per night from

                    $264

                    Distance approx 15.06 km from Ancram

                    (20) Excellent 

                      18

                      The Cottage at Great Falls

                      Connecticut / Falls Village

                      Falls Village cottage

                      2 4 2 nights min

                      • 2 bedrooms
                      • sleeps 4
                      • 2 nights min
                      “Relaxation Overload” Went with the girlfriend for a weekend getaway and chose the perfect place. Extremely relaxing and soothing trip. Everything you need is there, french press? Yep. Towels? Yep. Amazing art? Yep! This place is incredibly decorated a
                      …see more

                      Price per night from

                      $235

                      Responds fast!
                      avg. 1 hour 33 minutes

                      Price per night from

                      $235

                      Distance approx 6.59 km from Ancram Show on Map

                      (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
                        “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
                        …see more

                        Price per night from

                        $223

                        Price per night from

                        $223

                        Distance approx 17.51 km from Ancram

                        (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
                          “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
                          …see more

                          Price per night from

                          $352

                          Price per night from

                          $352

                          Distance approx 6.5 km from Ancram Show on Map

                            13

                            Modern cabin in the woods + year round heated pool

                            New York / Red Hook

                            Red Hook house

                            3 7 3 nights min

                            • 3 bedrooms
                            • sleeps 7
                            • 3 nights min
                            • Swimming pool
                            • Child Friendly
                            • Pet Friendly

                            Price per night from

                            $282

                            Price per night from

                            $282

                            Distance approx 14.95 km from Ancram

                              32

                              RIVERSONG "PENTHOUSE"

                              Berkshires / North Egremont

                              North Egremont room

                              1 2 1 night min

                              • 1 bedroom
                              • sleeps 2
                              • 1 night min
                              • Air conditioning
                              • Private garden

                              Price per night from

                              $176

                              Responds fast!
                              avg. 33 minutes

                              Price per night from

                              $176

                              Distance approx 13.63 km from Ancram

                                36

                                Spacious Berkshires Home w/ Pool & Patio!

                                Berkshires / North Egremont

                                North Egremont house

                                5 10 2 nights min

                                • 5 bedrooms
                                • sleeps 10
                                • 2 nights min
                                • Swimming pool
                                • Ski
                                • Child Friendly

                                Price per night from

                                $879

                                Responds fast!
                                avg. 13 minutes

                                Price per night from

                                $879

                                Distance approx 15.73 km from Ancram

                                  48

                                  Total Privacy! Tanglewood Retreat With Berkshire Views!

                                  New York / Hillsdale

                                  Hillsdale house

                                  5 14 2 nights min

                                  • 5 bedrooms
                                  • sleeps 14
                                  • 2 nights min
                                  • Ask about children

                                  Price per night from

                                  $704

                                  Price per night from

                                  $704

                                  Distance approx 7.98 km from Ancram Show on Map

                                    16

                                    Escape to Avalon Cottage in the Hudson Valley

                                    New York / Craryville

                                    Craryville house

                                    3 5 3 nights min

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

                                    Price per night from

                                    $170

                                    Price per night from

                                    $170

                                    Distance approx 11.69 km from Ancram

                                      16

                                      Quaint, Picturesque Country Farmhouse

                                      New York / Tivoli

                                      Tivoli farmhouse

                                      3 7 3 nights min

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

                                      Price per night from

                                      $352

                                      Responds fast!
                                      avg. 1 hour 55 minutes

                                      Price per night from

                                      $352

                                      Distance approx 19.85 km from Ancram

                                        10

                                        Country Victorian Serenity in the Berkshires

                                        Berkshires / New Marlborough

                                        New Marlborough house

                                        4 6 7 nights min

                                        • 4 bedrooms
                                        • sleeps 6
                                        • 7 nights min
                                        • Suitable for children age 5+
                                        • Private garden

                                        Price per night from

                                        $269

                                        Price per night from

                                        $269

                                        Distance approx 18.44 km from Ancram

                                          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

                                          Price per night from

                                          $4,220

                                          Price per night from

                                          $4,220

                                          Distance approx 11.29 km from Ancram

                                            11

                                            Catskill Mountain View House/Hudson Valley Central

                                            New York / Red Hook

                                            Red Hook apartment

                                            2 4 2 nights min

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

                                            Price per night from

                                            $176

                                            Price per night from

                                            $176

                                            Distance approx 13.33 km from Ancram

                                              19

                                              Relaxing Victorian Farmhouse

                                              New York / Philmont

                                              Philmont house

                                              3 4 2 nights min

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

                                              Price per night from

                                              $229

                                              Price per night from

                                              $229

                                              Distance approx 14.87 km from Ancram

                                              (4) Excellent 

                                                43

                                                Fiddlers Farmhouse

                                                New York / Rhinebeck

                                                Rhinebeck farmhouse

                                                3 6 2 nights min

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

                                                Price per night from

                                                $411

                                                Price per night from

                                                $411

                                                Distance approx 15.82 km from Ancram

                                                  30

                                                  Palazzo Hudson: a light filled home BR1

                                                  New York / Hudson

                                                  Hudson house

                                                  1 3 2 nights min

                                                  • 1 bedroom
                                                  • sleeps 3
                                                  • 2 nights min

                                                  Price per night from

                                                  $282

                                                  Price per night from

                                                  $282

                                                  Distance approx 6.72 km from Ancram Show on Map

                                                  (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

                                                    Price per night from

                                                    $126

                                                    Price per night from

                                                    $126

                                                    Distance approx 13.22 km from Ancram

                                                    (2) Very Good 

                                                      22

                                                      HITS just around the corner! Best location for fu

                                                      Catskill Region / Saugerties

                                                      Saugerties apartment

                                                      4 10 2 nights min

                                                      • 4 bedrooms
                                                      • sleeps 10
                                                      • 2 nights min
                                                      • Ask about children
                                                      • Air conditioning

                                                      Price per night from

                                                      $293

                                                      Responds fast!
                                                      avg. 3 hours 38 minutes

                                                      Price per night from

                                                      $293

                                                      Distance approx 16.79 km from Ancram

                                                        19

                                                        Beautiful Home on The Esopus Creek

                                                        Catskill Region / Saugerties

                                                        Saugerties house

                                                        1 4 2 nights min

                                                        • 1 bedroom
                                                        • sleeps 4
                                                        • 2 nights min
                                                        • Nearest beach 5 mi
                                                        • Air conditioning
                                                        • Pet Friendly

                                                        Price per night from

                                                        $293

                                                        Price per night from

                                                        $293

                                                        Distance approx 17.33 km from Ancram

                                                        (1) Very Good 

                                                          20

                                                          SAUGERTIES, New York... on SKI ROUTE

                                                          Catskill Region / Saugerties

                                                          Saugerties house

                                                          2 4 2 nights min

                                                          • 2 bedrooms
                                                          • sleeps 4
                                                          • 2 nights min
                                                          • Ask about children
                                                          • Ask about pets

                                                          Price per night from

                                                          $176

                                                          Price per night from

                                                          $176

                                                          Distance approx 15.82 km from Ancram

                                                            30

                                                            Palazzo Hudson: a light filled home BR3

                                                            New York / Hudson

                                                            Hudson house

                                                            1 3 2 nights min

                                                            • 1 bedroom
                                                            • sleeps 3
                                                            • 2 nights min

                                                            Price per night from

                                                            $282

                                                            Price per night from

                                                            $282

                                                            Distance approx 16.51 km from Ancram

                                                            (2) Average 

                                                              26

                                                              Charming Rhinebeck carriage barn, Hudson valley

                                                              Rhinebeck / Hudson Valley

                                                              Rhinebeck cottage

                                                              1 4 2 nights min

                                                              • 1 bedroom
                                                              • sleeps 4
                                                              • 2 nights min
                                                              • Beach / lakeside relaxation
                                                              • Private garden

                                                              Price per night from

                                                              $206

                                                              Price per night from

                                                              $206

                                                              Distance approx 15.25 km from Ancram

                                                              (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

                                                                Price per night from

                                                                $586

                                                                Price per night from

                                                                $586

                                                                Distance approx 17.94 km from Ancram

                                                                (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

                                                                  Price per night from

                                                                  $176

                                                                  Responds fast!
                                                                  avg. 3 hours 37 minutes

                                                                  Price per night from

                                                                  $176

                                                                  Distance approx 15.89 km from Ancram

                                                                    17

                                                                    Federal house on Armory Square

                                                                    New York / Hudson

                                                                    Hudson house

                                                                    3 8 min stay varies

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

                                                                    Price per night from

                                                                    $469

                                                                    Price per night from

                                                                    $469

                                                                    Distance approx 15.68 km from Ancram

                                                                      18

                                                                      Beautiful House in Downtown Hudson, NY

                                                                      New York / Hudson

                                                                      Hudson house

                                                                      6 10 min stay varies

                                                                      • 6 bedrooms
                                                                      • sleeps 10
                                                                      • min stay varies
                                                                      • Nearest beach 201 mi
                                                                      • Child Friendly
                                                                      • Car not necessary

                                                                      Price per night from

                                                                      $586

                                                                      Price per night from

                                                                      $586

                                                                      Distance approx 12.01 km from Ancram

                                                                        12

                                                                        Cottage on East Twin Lakes, Internet Access, A/C.

                                                                        Connecticut / Salisbury

                                                                        Salisbury cottage

                                                                        3 6 7 nights min

                                                                        • 3 bedrooms
                                                                        • sleeps 6
                                                                        • 7 nights min
                                                                        • Child Friendly
                                                                        • Air conditioning

                                                                        Price per night from

                                                                        $184

                                                                        Price per night from

                                                                        $184

                                                                        Distance approx 12.28 km from Ancram

                                                                          32

                                                                          Summer or Summer Monthly Swimming Lake Rhinebeck Oasis

                                                                          New York / Rhinebeck

                                                                          Rhinebeck house

                                                                          3 8 30 nights min

                                                                          • 3 bedrooms
                                                                          • sleeps 8
                                                                          • 30 nights min
                                                                          • Child Friendly
                                                                          • Pet Friendly

                                                                          Price per night from

                                                                          $273

                                                                          Price per night from

                                                                          $273

                                                                          Distance approx 14.66 km from Ancram

                                                                            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

                                                                            Price per night from

                                                                            $156

                                                                            Price per night from

                                                                            $156

                                                                            Distance approx 14.1 km from Ancram

                                                                              8

                                                                              JW LODGING- Visiting Bethel? Ideal for groups traveling together!

                                                                              New York / Red Hook

                                                                              Red Hook house

                                                                              4 10 4 nights min

                                                                              • 4 bedrooms
                                                                              • sleeps 10
                                                                              • 4 nights min
                                                                              • Child Friendly
                                                                              • Air conditioning
                                                                              • Private garden

                                                                              Price per night from

                                                                              $338

                                                                              Price per night from

                                                                              $338