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207 Houses

    40

    Peaceful & Secluded Olive Star Cottage IN OLIVEBRIDGE NY (MAP ERROR BY Tripadvs)

    New York / Olivebridge

    Olivebridge house

    2 4 min stay varies

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

    Price per night from

    $205

    Price per night from

    $205

      49

      Brand New European Style Home+Sauna,Olivebridge NY

      New York / Olivebridge

      Olivebridge house

      3 6 min stay varies

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

      Price per night from

      $355

      Price per night from

      $355

      Great rentals within 20 miles that match your search

      Distance approx 16.62 km from Olivebridge

        36

        Wild Mountain Getaway - sleeps +20

        New York / Gardiner

        Gardiner house

        5 24 min stay varies

        • 5 bedrooms
        • sleeps 24
        • min stay varies
        • Swimming pool
        • Child Friendly
        • Air conditioning

        Price per night from

        $1,145

        Price per night from

        $1,145

        Distance approx 15.82 km from Olivebridge

        (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. 11 minutes

          Price per night from

          $745

          Distance approx 14.93 km from Olivebridge

          (13) Very Good 

            21

            A 50 Mile View in the Hudson Valley

            Catskill Region / Saugerties

            Saugerties apartment

            1 4 2 nights min

            • 1 bedroom
            • sleeps 4
            • 2 nights min
            • Nearest beach 8 mi
            • Child Friendly
            • Air conditioning
            “Truly spectatcular view amidst a tranquill setting!” My husband and I stayed at this lovely place for a week. Sitting in the screened in porch, overlooking the beautiful Hudson Valley, was so relaxing. Ihe place was clean, quiet and a wonderful retr
            …see more

            Price per night from

            $166

            Price per night from

            $166

            Distance approx 18.54 km from Olivebridge

              19

              1894 Catskills Farmhouse Retreat

              Catskill Region / Hunter

              Hunter house

              4 8 2 nights min

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

              Price per night from

              $361

              Price per night from

              $361

              Distance approx 19.35 km from Olivebridge

              (1) Excellent 

                16

                Charming Star Sapphire Cabin with Luxury Hot Tub near Windham & Hunter Mtn.

                Catskill Region / Hunter

                Hunter house

                3 2 1 night min

                • 3 bedrooms
                • sleeps 2
                • 1 night min
                • Child Friendly

                Price per night from

                $401

                Price per night from

                $401

                Distance approx 10.83 km from Olivebridge

                (2) Excellent 

                  25

                  Carriage House on private English Tudor Estate

                  New York / Kingston

                  Kingston house

                  1 2 2 nights min

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

                  Price per night from

                  $229

                  Price per night from

                  $229

                  Distance approx 14.24 km from Olivebridge

                  (2) Excellent 

                    22

                    New Paltz meets Cape May

                    New York / New Paltz

                    New Paltz house

                    4 8 2 nights min

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

                    Price per night from

                    $745

                    Price per night from

                    $745

                    Distance approx 14.77 km from Olivebridge

                    (22) Excellent 

                      26

                      The Fox Den Family Cabin (Belleayre/Phoenicia)

                      Catskill Region / Shandaken

                      Shandaken log cabin

                      4 10 3 nights min

                      • 4 bedrooms
                      • sleeps 10
                      • 3 nights min
                      • Nearest beach 16 mi
                      • Child Friendly
                      • Ask about pets
                      “Definitely A Place We Would Like To Come Back To.” The Fox Den is located beautifully in the Catkills mountains with easy access to many great activities such as hiking, tubing, zip lining, and dining out. However the best was the utter pleasure of be
                      …see more

                      Price per night from

                      $229

                      Price per night from

                      $229

                      Distance approx 17.86 km from Olivebridge

                      (2) Excellent 

                        8

                        Modern, Eclectic, Tranquil Mountain Retreat

                        New York / Gardiner

                        Gardiner house

                        3 6 3 nights min

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

                        Price per night from

                        $287

                        Price per night from

                        $287

                        Distance approx 8.64 km from Olivebridge

                          24

                          Quiet Mt. Tremper/Catskills Cottage Near Woodstock

                          New York / Mount Tremper

                          Mount Tremper cottage

                          2 4 min stay varies

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

                          Price per night from

                          $172

                          Responds fast!
                          avg. 11 minutes

                          Price per night from

                          $172

                          Distance approx 18.7 km from Olivebridge

                            9

                            Hunter Mountain, NY - Trailside Condo

                            Catskill Region / Hunter

                            Hunter condo

                            2 6 min stay varies

                            • 2 bedrooms
                            • sleeps 6
                            • min stay varies
                            • Ski
                            • Child Friendly
                            • Air conditioning

                            Price per night from

                            $201

                            Responds fast!
                            avg. 12 minutes

                            Price per night from

                            $201

                            Distance approx 19.24 km from Olivebridge

                            (1) Excellent 

                              18

                              Cozy Apple House

                              New York / Gardiner

                              Gardiner house

                              3 6 2 nights min

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

                              Price per night from

                              $115

                              Responds fast!
                              avg. 2 hours 12 minutes

                              Price per night from

                              $115

                              Distance approx 19.41 km from Olivebridge

                              (1) Excellent 

                                28

                                Top of the Pass. Cozy Craftsman Style

                                Catskill Region / Hunter

                                Hunter house

                                4 6 2 nights min

                                • 4 bedrooms
                                • sleeps 6
                                • 2 nights min
                                • Beach / lakeside relaxation
                                • Nearest beach 2 mi
                                • Suitable for children age 5+

                                Price per night from

                                $201

                                Responds fast!
                                avg. 3 hours 20 minutes

                                Price per night from

                                $201

                                Distance approx 19.44 km from Olivebridge

                                  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

                                  $207

                                  Price per night from

                                  $207

                                  Distance approx 19.47 km from Olivebridge

                                    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

                                    $686

                                    Price per night from

                                    $686

                                    Distance approx 9.13 km from Olivebridge

                                    (3) Excellent 

                                      22

                                      Woodstock Cottage: walk to Town

                                      Catskill Region / Woodstock

                                      Woodstock cottage

                                      2 4 2 nights min

                                      • 2 bedrooms
                                      • sleeps 4
                                      • 2 nights min
                                      • Beach / lakeside relaxation
                                      • Child Friendly
                                      • Car not necessary
                                      “Very well kept and extremely caring owners” The cottage seems as though it was renovated yesterday because it is so clean and well kept. The kitchen has everything you need to cook, and the living room is comfortable. There are many games and movies a
                                      …see more

                                      Price per night from

                                      $361

                                      Responds fast!
                                      avg. 3 hours 18 minutes

                                      Price per night from

                                      $361

                                      Distance approx 10.97 km from Olivebridge

                                        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

                                        $252

                                        Price per night from

                                        $252

                                        Distance approx 16.86 km from Olivebridge

                                        (16) Excellent 

                                          60

                                          Panther Mt Crater Lodge-Private studio apt.-Catskill Mts

                                          Catskill Region / Big Indian

                                          Big Indian apartment

                                          1 4 1 night min

                                          • 1 bedroom
                                          • sleeps 4
                                          • 1 night min
                                          • Nearest beach 3 mi
                                          • Child Friendly
                                          • Air conditioning
                                          “Peace, quiet, and the magic of nature” My stay at Stephen's place in Big Indian was magical. I was stressed from city life and this was exactly what I needed. My boyfriend and I stopped at a farm stand along the way on Rte. 28 and loaded up on good st
                                          …see more

                                          Price per night from

                                          $98

                                          Responds fast!
                                          avg. 57 minutes

                                          Price per night from

                                          $98

                                          Distance approx 18.5 km from Olivebridge

                                          (4) Excellent 

                                            30

                                            Stunning Vacation Country & Ski House

                                            Catskill Region / Woodstock

                                            Woodstock house

                                            4 12 min stay varies

                                            • 4 bedrooms
                                            • sleeps 12
                                            • min stay varies
                                            • Child Friendly
                                            • Ask about pets
                                            • Private garden
                                            “One of a kind, secluded, comfortable, & friendly.” We had the best weekend here in this beautiful spacious house. The huge windows all around the living area give such a peaceful feeling looking at the forst or the stream in the backyard. We enjoyed f
                                            …see more

                                            Price per night from

                                            $516

                                            Responds fast!
                                            avg. 1 hour 36 minutes

                                            Price per night from

                                            $516

                                            Distance approx 18.7 km from Olivebridge

                                            (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

                                              $287

                                              Responds fast!
                                              avg. 3 hours 38 minutes

                                              Price per night from

                                              $287

                                              Distance approx 5.74 km from Olivebridge Show on Map

                                                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 8.62 km from Olivebridge

                                                  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

                                                  $286

                                                  Responds fast!
                                                  avg. 2 hours 8 minutes

                                                  Price per night from

                                                  $286

                                                  Distance approx 16.91 km from Olivebridge

                                                  (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

                                                    $172

                                                    Price per night from

                                                    $172

                                                    Distance approx 15.7 km from Olivebridge

                                                    (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

                                                      $201

                                                      Price per night from

                                                      $201

                                                      Distance approx 18.14 km from Olivebridge

                                                        15

                                                        Nature Lovers Getaway

                                                        New York / Highland

                                                        Highland house

                                                        3 6 7 nights min

                                                        • 3 bedrooms
                                                        • sleeps 6
                                                        • 7 nights min
                                                        • Child Friendly
                                                        • Ask about pets

                                                        Price per night from

                                                        $172

                                                        Responds fast!
                                                        avg. 5 minutes

                                                        Price per night from

                                                        $172

                                                        Distance approx 15.88 km from Olivebridge

                                                          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

                                                          $287

                                                          Price per night from

                                                          $287

                                                          Distance approx 8.64 km from Olivebridge

                                                            26

                                                            NEW! Rustic Mt Tremper Home w/Patio-Near Woodstock

                                                            New York / Mount Tremper

                                                            Mount Tremper house

                                                            4 8 min stay varies

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

                                                            Price per night from

                                                            $224

                                                            Responds fast!
                                                            avg. 29 minutes

                                                            Price per night from

                                                            $224

                                                            Distance approx 8.45 km from Olivebridge Show on Map

                                                            (1) Excellent 

                                                              13

                                                              A Stream Side Cottage- Near Woodstock NY

                                                              Catskill Region / Saugerties

                                                              Saugerties house

                                                              2 5 1 night min

                                                              • 2 bedrooms
                                                              • sleeps 5
                                                              • 1 night min
                                                              • Beach / lakeside relaxation
                                                              • Ski
                                                              • Child Friendly

                                                              Price per night from

                                                              $413

                                                              Price per night from

                                                              $413

                                                              Distance approx 18.73 km from Olivebridge

                                                                22

                                                                four season vacation rental

                                                                Catskill Region / Tannersville

                                                                Tannersville house

                                                                2 8 2 nights min

                                                                • 2 bedrooms
                                                                • sleeps 8
                                                                • 2 nights min
                                                                • Ski
                                                                • Child Friendly

                                                                Price per night from

                                                                $115

                                                                Price per night from

                                                                $115

                                                                Distance approx 13.31 km from Olivebridge

                                                                (2) Excellent 

                                                                  20

                                                                  Secluded Getaway by the River

                                                                  New York / Sundown

                                                                  Sundown house

                                                                  3 7 2 nights min

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

                                                                  Price per night from

                                                                  $287

                                                                  Price per night from

                                                                  $287

                                                                  Distance approx 9.5 km from Olivebridge

                                                                    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

                                                                    $401

                                                                    Price per night from

                                                                    $401

                                                                    Distance approx 17.37 km from Olivebridge

                                                                      45

                                                                      Black Creek Bed and Breakfast

                                                                      New York / Highland

                                                                      Highland house

                                                                      4 8 1 night min

                                                                      • 4 bedrooms
                                                                      • sleeps 8
                                                                      • 1 night min
                                                                      • Air conditioning

                                                                      Price per night from

                                                                      $1,145

                                                                      Price per night from

                                                                      $1,145

                                                                      Distance approx 6.95 km from Olivebridge Show on Map

                                                                        26

                                                                        Spectacular Mountaintop Estate

                                                                        Catskill Region / Woodstock

                                                                        Woodstock apartment

                                                                        4 10 min stay varies

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

                                                                        Price per night from

                                                                        $540

                                                                        Price per night from

                                                                        $540

                                                                        Distance approx 16.65 km from Olivebridge

                                                                          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

                                                                          $330

                                                                          Price per night from

                                                                          $330

                                                                          Distance approx 7.17 km from Olivebridge Show on Map

                                                                          (19) Excellent 

                                                                            26

                                                                            Romantic Country Barn By the Stream

                                                                            Catskill Region / Woodstock

                                                                            Woodstock log cabin

                                                                            2 4 2 nights min

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

                                                                            Price per night from

                                                                            $247

                                                                            Responds fast!
                                                                            avg. 17 minutes

                                                                            Price per night from

                                                                            $247

                                                                            Distance approx 13.28 km from Olivebridge

                                                                              9

                                                                              Mirror Lake Cabins Ulster Park New York

                                                                              New York / Ulster Park

                                                                              Ulster Park bungalow

                                                                              1 2 2 nights min

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

                                                                              Price per night from

                                                                              $144

                                                                              Price per night from

                                                                              $144