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163 Houses

(2) Excellent 

    30

    Spacious Rhinebeck Village House w/ Lavish Decor!

    New York / Rhinebeck

    Rhinebeck house

    7 10 min stay varies

    • 7 bedrooms
    • sleeps 10
    • min stay varies
    • Swimming pool
    • Ski
    • Air conditioning

    Price per night from

    $745

    Responds fast!
    avg. 16 minutes

    Price per night from

    $745

      22

      Woodland House - sleeps 10 in luxury

      New York / Rhinebeck

      Rhinebeck house

      5 10 2 nights min

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

      Price per night from

      $683

      Price per night from

      $683

      (1) Excellent 

        14

        Casa Campagna

        New York / Rhinebeck

        Rhinebeck house

        3 6 3 nights min

        • 3 bedrooms
        • sleeps 6
        • 3 nights min
        • Nearest beach 8 mi
        • Child Friendly
        • Air conditioning

        Price per night from

        $287

        Price per night from

        $287

        (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

          $399

          Price per night from

          $399

          (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

            $200

            Price per night from

            $200

              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

              $266

              Price per night from

              $266

              Great rentals within 20 miles that match your search

              Distance approx 4.83 km from Rhinebeck Show on Map

                12

                Antique Stone House

                New York / Kingston

                Kingston b and b

                1 2 1 night min

                • 1 bedroom
                • sleeps 2
                • 1 night min
                • Swimming pool
                • Child Friendly
                • Air conditioning

                Price per night from

                $257

                Price per night from

                $257

                Distance approx 6.19 km from Rhinebeck Show on Map

                  29

                  The Yellow Dutch Cottage

                  New York / Ulster Park

                  Ulster Park house

                  3 6 2 nights min

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

                  Price per night from

                  $485

                  Price per night from

                  $485

                  Distance approx 4.83 km from Rhinebeck Show on Map

                    14

                    Antique Stone House

                    New York / Kingston

                    Kingston b and b

                    1 2 1 night min

                    • 1 bedroom
                    • sleeps 2
                    • 1 night min
                    • Child Friendly

                    Price per night from

                    $171

                    Price per night from

                    $171

                    Distance approx 13.94 km from Rhinebeck

                      24

                      Woodstock Oasis. 3 acres of secluded nature. Walkable to town

                      Catskill Region / Woodstock

                      Woodstock house

                      4 8 3 nights min

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

                      Price per night from

                      $251

                      Price per night from

                      $251

                      Distance approx 9.28 km from Rhinebeck Show on Map

                      (1) Excellent 

                        28

                        Hudson Valley Cabin - Romantic & Secluded Log Cabin with Private Lake - 85 acres

                        New York / Stanfordville

                        Stanfordville log cabin

                        1 2 2 nights min

                        • 1 bedroom
                        • sleeps 2
                        • 2 nights min

                        Price per night from

                        $257

                        Price per night from

                        $257

                        Distance approx 10.09 km from Rhinebeck Show on Map

                        (16) Excellent 

                          4

                          Eclectic One Bedroom Cottage in the Hudson Valley

                          New York / New Paltz

                          New Paltz cottage

                          1 3 1 night min

                          • 1 bedroom
                          • sleeps 3
                          • 1 night min
                          • Ask about children
                          • Air conditioning
                          • Pet Friendly

                          Price per night from

                          $171

                          Responds fast!
                          avg. 2 hours 42 minutes

                          Price per night from

                          $171

                          Distance approx 11.51 km from Rhinebeck Show on Map

                            24

                            NEW! Rustic & Renovated Catskill Home w/Fireplace!

                            Catskill Region / Saugerties

                            Saugerties house

                            3 6 min stay varies

                            • 3 bedrooms
                            • sleeps 6
                            • min stay varies
                            • Child Friendly
                            • Air conditioning
                            • Pet Friendly

                            Price per night from

                            $274

                            Responds fast!
                            avg. 19 minutes

                            Price per night from

                            $274

                            Distance approx 19.76 km from Rhinebeck

                              24

                              NEW! 1BR+Loft Private Woodstock Cottage w/Hot Tub!

                              New York / Willow

                              Willow cottage

                              1 4 min stay varies

                              • 1 bedroom
                              • sleeps 4
                              • min stay varies
                              • Child Friendly
                              • Air conditioning
                              • Pet Friendly

                              Price per night from

                              $188

                              Responds fast!
                              avg. 19 minutes

                              Price per night from

                              $188

                              Distance approx 10 km from Rhinebeck Show on Map

                                18

                                1880s HUDSON VALLEY NEW PALTZ CATSKILLS FARMHOUSE BEAUTIFULLY FURNiSHED POOL

                                New York / Rifton

                                Rifton house

                                3 6 3 nights min

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

                                Price per night from

                                $513

                                Price per night from

                                $513

                                Distance approx 11.52 km from Rhinebeck Show on Map

                                (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
                                  “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

                                  $257

                                  Price per night from

                                  $257

                                  Distance approx 10.84 km from Rhinebeck Show on Map

                                  (1) Excellent 

                                    12

                                    HITS Best location.

                                    Catskill Region / Saugerties

                                    Saugerties b and b

                                    1 4 2 nights min

                                    • 1 bedroom
                                    • sleeps 4
                                    • 2 nights min
                                    • Ask about children
                                    • Air conditioning

                                    Price per night from

                                    $171

                                    Price per night from

                                    $171

                                    Distance approx 14.46 km from Rhinebeck

                                      20

                                      Historic Southwestern Chalet

                                      Catskill Region / Woodstock

                                      Woodstock house

                                      4 12 min stay varies

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

                                      Price per night from

                                      $399

                                      Price per night from

                                      $399

                                      Distance approx 15.5 km from Rhinebeck

                                        17

                                        Woodstock Peace, Privacy, Views

                                        Catskill Region / Woodstock

                                        Woodstock house

                                        4 9 3 nights min

                                        • 4 bedrooms
                                        • sleeps 9
                                        • 3 nights min
                                        • Swimming pool
                                        • Ask about children
                                        • Air conditioning

                                        Price per night from

                                        $1,140

                                        Price per night from

                                        $1,140

                                        Distance approx 19.13 km from Rhinebeck

                                          18

                                          1 Bedroom Hudson Valley Farm House

                                          New York / Craryville

                                          Craryville guest house

                                          1 2 2 nights min

                                          • 1 bedroom
                                          • sleeps 2
                                          • 2 nights min
                                          • Child Friendly

                                          Price per night from

                                          $365

                                          Price per night from

                                          $365

                                          Distance approx 12.13 km from Rhinebeck

                                            25

                                            Sun Salutations in Woodstock, a mile to the village & a stop on Trailways

                                            Catskill Region / Woodstock

                                            Woodstock house

                                            4 8 2 nights min

                                            • 4 bedrooms
                                            • sleeps 8
                                            • 2 nights min
                                            • Child Friendly
                                            • Air conditioning
                                            • Pet Friendly

                                            Price per night from

                                            $284

                                            Price per night from

                                            $284

                                            Distance approx 19.26 km from Rhinebeck

                                            (2) Very Good 

                                              19

                                              Artful and Serene Woodstock Getaway

                                              New York / Mount Tremper

                                              Mount Tremper apartment

                                              1 4 2 nights min

                                              • 1 bedroom
                                              • sleeps 4
                                              • 2 nights min
                                              • Air conditioning

                                              Price per night from

                                              $143

                                              Responds fast!
                                              avg. 3 hours 4 minutes

                                              Price per night from

                                              $143

                                              Distance approx 11.85 km from Rhinebeck

                                                17

                                                Spacious Family Retreat, Woodstock, 2hrs from NYC

                                                Catskill Region / Woodstock

                                                Woodstock house

                                                4 9 2 nights min

                                                • 4 bedrooms
                                                • sleeps 9
                                                • 2 nights min
                                                • Child Friendly
                                                • Air conditioning
                                                • Private garden

                                                Price per night from

                                                $291

                                                Price per night from

                                                $291

                                                Distance approx 5.14 km from Rhinebeck Show on Map

                                                  35

                                                  THE STABLES IN THE CARRIAGE HOUSE

                                                  New York / Kingston

                                                  Kingston villa

                                                  1 2 2 nights min

                                                  • 1 bedroom
                                                  • sleeps 2
                                                  • 2 nights min
                                                  • Nearest beach 5 mi
                                                  • Car not necessary
                                                  • Air conditioning

                                                  Price per night from

                                                  $257

                                                  Price per night from

                                                  $257

                                                  Distance approx 19.13 km from Rhinebeck

                                                    18

                                                    Hudson Valley Farm House

                                                    New York / Craryville

                                                    Craryville house

                                                    5 12 2 nights min

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

                                                    Price per night from

                                                    $365

                                                    Price per night from

                                                    $365

                                                    Distance approx 16.56 km from Rhinebeck Show on Map

                                                      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

                                                      $2,280

                                                      Price per night from

                                                      $2,280

                                                      Distance approx 13.2 km from Rhinebeck

                                                        16

                                                        The Waterfall House - near Woodstock NY

                                                        Catskill Region / Saugerties

                                                        Saugerties house

                                                        2 6 1 night min

                                                        • 2 bedrooms
                                                        • sleeps 6
                                                        • 1 night min
                                                        • Child Friendly
                                                        • Ask about pets

                                                        Price per night from

                                                        $530

                                                        Price per night from

                                                        $530

                                                        Distance approx 5.04 km from Rhinebeck Show on Map

                                                        (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

                                                          Price per night from

                                                          $570

                                                          Responds fast!
                                                          avg. 3 hours 2 minutes

                                                          Price per night from

                                                          $570

                                                          Distance approx 16.63 km from Rhinebeck

                                                            9

                                                            Beautiful country estate offers two bedroom apartment.

                                                            Catskill Region / Palenville

                                                            Palenville apartment

                                                            2 6 1 night min

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

                                                            Price per night from

                                                            $206

                                                            Price per night from

                                                            $206

                                                            Distance approx 5.69 km from Rhinebeck Show on Map

                                                            (4) Excellent 

                                                              6

                                                              Comfy Room in Private Home, Ideal Location, Sauna!

                                                              New York / Kingston

                                                              Kingston room

                                                              1 2 1 night min

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

                                                              Price per night from

                                                              $69

                                                              Responds fast!
                                                              avg. 2 hours 3 minutes

                                                              Price per night from

                                                              $69

                                                              Distance approx 10.47 km from Rhinebeck Show on Map

                                                                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

                                                                $342

                                                                Responds fast!
                                                                avg. 1 hour 55 minutes

                                                                Price per night from

                                                                $342

                                                                Distance approx 18.8 km from Rhinebeck

                                                                  4

                                                                  Cozy and comfortable

                                                                  New York / Boiceville

                                                                  Boiceville apartment

                                                                  1 4 2 nights min

                                                                  • 1 bedroom
                                                                  • sleeps 4
                                                                  • 2 nights min
                                                                  • Child Friendly
                                                                  • Air conditioning
                                                                  • Pet Friendly

                                                                  Price per night from

                                                                  $109

                                                                  Price per night from

                                                                  $109

                                                                  Distance approx 4 km from Rhinebeck Show on Map

                                                                    9

                                                                    Des Artistes Master Bedroom at Church Des Artistes

                                                                    New York / Kingston

                                                                    Kingston b and b

                                                                    1 2 1 night min

                                                                    • 1 bedroom
                                                                    • sleeps 2
                                                                    • 1 night min
                                                                    • Car not necessary
                                                                    • Air conditioning
                                                                    • Pet Friendly

                                                                    Price per night from

                                                                    $216

                                                                    Responds fast!
                                                                    avg. 17 minutes

                                                                    Price per night from

                                                                    $216

                                                                    Distance approx 12.77 km from Rhinebeck

                                                                    (1) Excellent 

                                                                      31

                                                                      Wonderful Woodstock Garden House w large firepit!

                                                                      Catskill Region / Woodstock

                                                                      Woodstock house

                                                                      3 6 min stay varies

                                                                      • 3 bedrooms
                                                                      • sleeps 6
                                                                      • min stay varies
                                                                      • Child Friendly
                                                                      • Air conditioning
                                                                      • Private garden

                                                                      Price per night from

                                                                      $257

                                                                      Price per night from

                                                                      $257

                                                                      Distance approx 8.62 km from Rhinebeck Show on Map

                                                                      (2) Excellent 

                                                                        26

                                                                        romantig house at magical lake

                                                                        New York / Ulster Park

                                                                        Ulster Park house

                                                                        2 5 2 nights min

                                                                        • 2 bedrooms
                                                                        • sleeps 5
                                                                        • 2 nights min
                                                                        • Child Friendly
                                                                        • Air conditioning
                                                                        • Pet Friendly

                                                                        Price per night from

                                                                        $284

                                                                        Responds fast!
                                                                        avg. 1 hour 13 minutes

                                                                        Price per night from

                                                                        $284

                                                                        Distance approx 10.36 km from Rhinebeck Show on Map

                                                                          22

                                                                          One Bedroom Apartment in a private 2 family House.

                                                                          Catskill Region / Saugerties

                                                                          Saugerties house

                                                                          1 4 1 night min

                                                                          • 1 bedroom
                                                                          • sleeps 4
                                                                          • 1 night min
                                                                          • Beach / lakeside relaxation
                                                                          • Child Friendly
                                                                          • Car not necessary

                                                                          Price per night from

                                                                          $171

                                                                          Price per night from

                                                                          $171

                                                                          Distance approx 12.29 km from Rhinebeck

                                                                          (12) Excellent 

                                                                            18

                                                                            Hudson Valley 40 Acres With Lake And Hiking

                                                                            New York / Highland

                                                                            Highland house

                                                                            4 12 2 nights min

                                                                            • 4 bedrooms
                                                                            • sleeps 12
                                                                            • 2 nights min
                                                                            • Child Friendly
                                                                            • Air conditioning
                                                                            • Private garden

                                                                            Price per night from

                                                                            $627

                                                                            Responds fast!
                                                                            avg. 1 hour 10 minutes

                                                                            Price per night from

                                                                            $627

                                                                            Distance approx 6.93 km from Rhinebeck Show on Map

                                                                            (20) Excellent 

                                                                            Certificate of Excellence

                                                                              172

                                                                              Chez Rive Gauche - A Waterfront Pet-Friendly Cottage

                                                                              Catskill Region / Saugerties

                                                                              Saugerties cottage

                                                                              2 6 min stay varies

                                                                              • 2 bedrooms
                                                                              • sleeps 6
                                                                              • min stay varies
                                                                              • Beach / lakeside relaxation
                                                                              • Child Friendly
                                                                              • Air conditioning

                                                                              Certificate of Excellence

                                                                              Price per night from

                                                                              $257

                                                                              Responds fast!
                                                                              avg. 12 minutes

                                                                              Price per night from

                                                                              $257