Oak Hill Rentals

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130 Houses

(1) Excellent 

    18

    DeWitt Oak Hill, Historic 1865 Inn

    Durham / Oak Hill

    Oak Hill guest house

    4 8 2 nights min

    • 4 bedrooms
    • sleeps 8
    • 2 nights min
    • Beach / lakeside relaxation
    • Child Friendly
    • Ask about pets

    Price per night from

    $802

    Price per night from

    $802

    Great rentals within 20 miles that match your search

    Distance approx 13.34 km from Oak Hill

      16

      Perfect weekend away

      Catskill Region / Hunter

      Hunter chalet

      3 6 min stay varies

      • 3 bedrooms
      • sleeps 6
      • min stay varies
      • Child Friendly
      • Car not necessary

      Price per night from

      $201

      Responds fast!
      avg. 2 hours 52 minutes

      Price per night from

      $201

      Distance approx 19.71 km from Oak Hill

        14

        Country Artists residence Near Hudson, NY

        New York / Stuyvesant

        Stuyvesant house

        1 4 2 nights min

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

        Price per night from

        $171

        Responds fast!
        avg. 29 minutes

        Price per night from

        $171

        Distance approx 9.9 km from Oak Hill

          16

          A Stunning Upstate NY Property

          Catskill Region / Windham

          Windham house

          4 8 2 nights min

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

          Price per night from

          $859

          Price per night from

          $859

          Distance approx 9.26 km from Oak Hill

            24

            Two-Story, 3-Bedroom Family Home

            Catskill Region / Windham

            Windham house

            3 4 2 nights min

            • 3 bedrooms
            • sleeps 4
            • 2 nights min
            • Child Friendly
            • Private garden

            Price per night from

            $229

            Price per night from

            $229

            Distance approx 16.46 km from Oak Hill

            (1) Excellent 

              10

              Cabin on the Poetic Creek

              New York / Leeds

              Leeds log cabin

              1 4 1 night min

              • 1 bedroom
              • sleeps 4
              • 1 night min
              • Child Friendly
              • Pet Friendly

              Price per night from

              $155

              Responds fast!
              avg. 3 hours 6 minutes

              Price per night from

              $155

              Distance approx 18.13 km from Oak Hill

              (1) Excellent 

                34

                Magnificent Catskill Mountaintop Home!

                Catskill Region / West Kill

                West Kill chateau

                7 14 2 nights min

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

                Price per night from

                $1,718

                Price per night from

                $1,718

                Distance approx 18.86 km from Oak Hill

                (14) Excellent 

                  19

                  Catskill NY/ 2 Bedroom Cottage on Cauterskill Crk

                  Catskill Region / Catskill

                  Catskill cottage

                  2 3 1 night min

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

                  Price per night from

                  $344

                  Responds fast!
                  avg. 1 hour 26 minutes

                  Price per night from

                  $344

                  Distance approx 14.61 km from Oak Hill

                  (3) Average 

                    5

                    Windham Cabin

                    New York / Lexington

                    Lexington log cabin

                    3 6 2 nights min

                    • 3 bedrooms
                    • sleeps 6
                    • 2 nights min
                    • Nearest beach 24 mi
                    • Child Friendly
                    • Air conditioning

                    Price per night from

                    $172

                    Price per night from

                    $172

                    Distance approx 13.37 km from Oak Hill

                    (1) Excellent 

                      16

                      Charming Chalet, Fire Pit, The Perfect Getaway

                      Catskill Region / Hunter

                      Hunter chalet

                      3 6 min stay varies

                      • 3 bedrooms
                      • sleeps 6
                      • min stay varies
                      • Ask about children

                      Price per night from

                      $229

                      Responds fast!
                      avg. 2 hours 52 minutes

                      Price per night from

                      $229

                      Distance approx 7.42 km from Oak Hill Show on Map

                        45

                        Brand new 4-bedroom ski chalet with bucolic mountain, lake and meadow views.

                        Catskill Region / Windham

                        Windham house

                        4 10 2 nights min

                        • 4 bedrooms
                        • sleeps 10
                        • 2 nights min
                        • Ski
                        • Child Friendly
                        • Air conditioning

                        Price per night from

                        $630

                        Price per night from

                        $630

                        Distance approx 19.83 km from Oak Hill

                          24

                          Newly Built Hunter Home w/ Stream & Mountain View!

                          New York / Edgewood

                          Edgewood house

                          2 8 min stay varies

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

                          Price per night from

                          $224

                          Responds fast!
                          avg. 47 minutes

                          Price per night from

                          $224

                          Distance approx 13.77 km from Oak Hill

                            10

                            Hunter Mt-REDUCED-5 minutes to Ski Slopes- Amazing Mt. Views~

                            Catskill Region / Hunter

                            Hunter house

                            5 16 min stay varies

                            • 5 bedrooms
                            • sleeps 16
                            • min stay varies
                            • Child Friendly
                            • Private garden

                            Price per night from

                            $544

                            Price per night from

                            $544

                            Distance approx 17.35 km from Oak Hill

                            (2) Excellent 

                              21

                              Stately Civil War House near Hunter Mountain Skiing

                              Catskill Region / Palenville

                              Palenville house

                              4 8 2 nights min

                              • 4 bedrooms
                              • sleeps 8
                              • 2 nights min
                              • Beach / lakeside relaxation
                              • Ski
                              • Child Friendly

                              Price per night from

                              $430

                              Responds fast!
                              avg. 1 hour 20 minutes

                              Price per night from

                              $430

                              Distance approx 7.23 km from Oak Hill Show on Map

                                34

                                The Mountain House: The Perfect 4 Season Retreat

                                Catskill Region / Windham

                                Windham chalet

                                8 22 3 nights min

                                • 8 bedrooms
                                • sleeps 22
                                • 3 nights min
                                • Ski
                                • Child Friendly
                                • Air conditioning

                                Price per night from

                                $2,863

                                Responds fast!
                                avg. 3 hours 28 minutes

                                Price per night from

                                $2,863

                                Distance approx 8.88 km from Oak Hill

                                  31

                                  NEW! Sleek 4BR Windham House w/Hot Tub & Mtn Views

                                  Catskill Region / Windham

                                  Windham house

                                  4 10 min stay varies

                                  • 4 bedrooms
                                  • sleeps 10
                                  • min stay varies
                                  • Child Friendly
                                  • Ask about pets

                                  Price per night from

                                  $516

                                  Responds fast!
                                  avg. 9 minutes

                                  Price per night from

                                  $516

                                  Distance approx 14.19 km from Oak Hill

                                    14

                                    Charming Hunter Mtn. Chalet-- Therapeutic Hot Tub --Walk to Town & Ski Slope

                                    Catskill Region / Hunter

                                    Hunter house

                                    4 12 1 night min

                                    • 4 bedrooms
                                    • sleeps 12
                                    • 1 night min
                                    • Ski
                                    • Child Friendly

                                    Price per night from

                                    $516

                                    Price per night from

                                    $516

                                    Distance approx 14.14 km from Oak Hill

                                    (1) Very Good 

                                      11

                                      Across from Hunter Mountain

                                      Catskill Region / Hunter

                                      Hunter apartment

                                      3 5 min stay varies

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

                                      Price per night from

                                      $189

                                      Responds fast!
                                      avg. 34 minutes

                                      Price per night from

                                      $189

                                      Distance approx 17.67 km from Oak Hill

                                      (7) Excellent 

                                        14

                                        Sunbeam Guest House Retreat

                                        Catskill Region / West Kill

                                        West Kill house

                                        3 6 2 nights min

                                        • 3 bedrooms
                                        • sleeps 6
                                        • 2 nights min
                                        • Beach / lakeside relaxation
                                        • Child Friendly
                                        • Pet Friendly
                                        “Awesome getaway!” I came here with a group of friends for a getaway weekend, and it was awesome! The house is big and comfortable. Huge backyard where you can relax and nearby is a little river where you can walk to. The owners of the house are supe
                                        …see more

                                        Price per night from

                                        $401

                                        Responds fast!
                                        avg. 49 minutes

                                        Price per night from

                                        $401

                                        Distance approx 9.4 km from Oak Hill

                                          9

                                          Windham Mountain Ski House

                                          Catskill Region / Windham

                                          Windham house

                                          5 10 90 nights min

                                          • 5 bedrooms
                                          • sleeps 10
                                          • 90 nights min
                                          • Child Friendly
                                          • Private garden

                                          Price per night from

                                          $573

                                          Price per night from

                                          $573

                                          Distance approx 18.88 km from Oak Hill

                                            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 6.23 km from Oak Hill Show on Map

                                            (37) Excellent 

                                            Certificate of Excellence

                                              24

                                              *4SeasonNirvana*Hot Tub, WiFi, Fire Pit, Fireplace, 2 WEBERs, Wndhm Mtn Vw

                                              Catskill Region / Windham

                                              Windham house

                                              4 8 min stay varies

                                              • 4 bedrooms
                                              • sleeps 8
                                              • min stay varies
                                              • Nearest beach 29 mi
                                              • Child Friendly
                                              • Air conditioning
                                              “Terrific Rental in Windham” This is a great rental property. The house is very well maintained and comes complete with everything you need for your visit. This includes the kitchen where many other rental properties offer sparse and/or low quality ut
                                              …see more

                                              Certificate of Excellence

                                              Price per night from

                                              $201

                                              Responds fast!
                                              avg. 36 minutes

                                              Price per night from

                                              $201

                                              Distance approx 14.09 km from Oak Hill

                                                24

                                                Hunter Home w/Fire Pit- Steps to Schoharie River!

                                                Catskill Region / Hunter

                                                Hunter house

                                                5 12 min stay varies

                                                • 5 bedrooms
                                                • sleeps 12
                                                • min stay varies
                                                • Ski
                                                • Child Friendly
                                                • Pet Friendly

                                                Price per night from

                                                $287

                                                Responds fast!
                                                avg. 9 minutes

                                                Price per night from

                                                $287

                                                Distance approx 15.94 km from Oak Hill

                                                (4) Very Good 

                                                  20

                                                  Country Convenient 2, 2bd townhouse Windham Hunter

                                                  Catskill Region / Windham

                                                  Windham townhouse

                                                  2 4 2 nights min

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

                                                  Price per night from

                                                  $98

                                                  Responds fast!
                                                  avg. 2 hours 45 minutes

                                                  Price per night from

                                                  $98

                                                  Distance approx 17.72 km from Oak Hill

                                                  (4) Very Good 

                                                    23

                                                    On A Road Less Traveled -Catskill Mountain Retreat

                                                    New York / Lexington

                                                    Lexington house

                                                    3 10 min stay varies

                                                    • 3 bedrooms
                                                    • sleeps 10
                                                    • min stay varies
                                                    • Child Friendly
                                                    • Car not necessary
                                                    • Air conditioning
                                                    “Great place to get away” The house very clean inside and had everything we wanted. The outside had a huge deck, as well as a hot tub for extreme relaxation and tranquility. Would definitely go back.
                                                    …see more

                                                    Price per night from

                                                    $247

                                                    Price per night from

                                                    $247

                                                    Distance approx 8.68 km from Oak Hill

                                                    (1) Excellent 

                                                      9

                                                      The Presidential Suite at Brie & Bordeaux

                                                      Catskill Region / Windham

                                                      Windham apartment

                                                      3 6 2 nights min

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

                                                      Price per night from

                                                      $487

                                                      Price per night from

                                                      $487

                                                      Distance approx 9.13 km from Oak Hill

                                                      (4) Excellent 

                                                        76

                                                        Catskill Domeo - Romantic and Magical Geodesic Glamping Dome in the Catskills!

                                                        Catskill Region / Windham

                                                        Windham tented camp

                                                        1 4 min stay varies

                                                        • 1 bedroom
                                                        • sleeps 4
                                                        • min stay varies
                                                        • Car not necessary
                                                        • Air conditioning

                                                        Price per night from

                                                        $99

                                                        Responds fast!
                                                        avg. 2 hours 16 minutes

                                                        Price per night from

                                                        $99

                                                        Distance approx 7.91 km from Oak Hill Show on Map

                                                        (1) Excellent 

                                                          14

                                                          Beautiful apartment with great views!

                                                          Catskill Region / Windham

                                                          Windham apartment

                                                          2 4 2 nights min

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

                                                          Price per night from

                                                          $229

                                                          Responds fast!
                                                          avg. 3 hours 46 minutes

                                                          Price per night from

                                                          $229

                                                          Distance approx 9.44 km from Oak Hill

                                                          (4) Very Good 

                                                            18

                                                            Mountain Treasure Cottage, WIndham, NY

                                                            Catskill Region / Windham

                                                            Windham cottage

                                                            2 8 2 nights min

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

                                                            Price per night from

                                                            $286

                                                            Responds fast!
                                                            avg. 2 hours 47 minutes

                                                            Price per night from

                                                            $286

                                                            Distance approx 14.89 km from Oak Hill

                                                            (6) Very Good 

                                                              10

                                                              Cozy Cottage

                                                              Catskill Region / Hunter

                                                              Hunter cottage

                                                              2 4 2 nights min

                                                              • 2 bedrooms
                                                              • sleeps 4
                                                              • 2 nights min
                                                              • Nearest beach 2 mi
                                                              • Child Friendly
                                                              • Private garden

                                                              Price per night from

                                                              $172

                                                              Responds fast!
                                                              avg. 3 hours 20 minutes

                                                              Price per night from

                                                              $172

                                                              Distance approx 15.13 km from Oak Hill

                                                              (1) Excellent 

                                                                26

                                                                Pratt-chalet

                                                                New York / Prattsville

                                                                Prattsville house

                                                                4 10 1 night min

                                                                • 4 bedrooms
                                                                • sleeps 10
                                                                • 1 night min
                                                                • Child Friendly
                                                                • Private garden

                                                                Price per night from

                                                                $458

                                                                Price per night from

                                                                $458

                                                                Distance approx 15.1 km from Oak Hill

                                                                  27

                                                                  sleeps 12 short walk to houses of worship

                                                                  Catskill Region / Tannersville

                                                                  Tannersville house

                                                                  4 12 2 nights min

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

                                                                  Price per night from

                                                                  $401

                                                                  Price per night from

                                                                  $401

                                                                  Distance approx 14.55 km from Oak Hill

                                                                    20

                                                                    Winter Rental For Upstate New York

                                                                    Catskill Region / Hunter

                                                                    Hunter apartment

                                                                    4 8 90 nights min

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

                                                                    Price per night from

                                                                    $134

                                                                    Price per night from

                                                                    $134

                                                                    Distance approx 14.72 km from Oak Hill

                                                                      41

                                                                      Newly renovated 6 bedroom 4 bath house

                                                                      Catskill Region / Tannersville

                                                                      Tannersville house

                                                                      6 20 2 nights min

                                                                      • 6 bedrooms
                                                                      • sleeps 20
                                                                      • 2 nights min
                                                                      • Child Friendly
                                                                      • Air conditioning
                                                                      • Pet Friendly

                                                                      Price per night from

                                                                      $572

                                                                      Price per night from

                                                                      $572

                                                                      Distance approx 13.78 km from Oak Hill

                                                                        17

                                                                        Your Catskills basecamp

                                                                        Catskill Region / Hunter

                                                                        Hunter house

                                                                        4 7 2 nights min

                                                                        • 4 bedrooms
                                                                        • sleeps 7
                                                                        • 2 nights min
                                                                        • Ski
                                                                        • Pet Friendly
                                                                        • Private garden

                                                                        Price per night from

                                                                        $258

                                                                        Price per night from

                                                                        $258

                                                                        Distance approx 15.34 km from Oak Hill

                                                                          43

                                                                          Beautiful 52 Acre Farmhouse- weekly discounted rates - please inquire.

                                                                          New York / West Coxsackie

                                                                          West Coxsackie house

                                                                          4 8 2 nights min

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

                                                                          Price per night from

                                                                          $287

                                                                          Price per night from

                                                                          $287

                                                                          Distance approx 14.63 km from Oak Hill

                                                                          (2) Excellent 

                                                                            26

                                                                            Hunter Mountain Hideaway Ski On-Ski Off 4br Condo

                                                                            Catskill Region / Hunter

                                                                            Hunter apartment

                                                                            4 10 2 nights min

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

                                                                            Price per night from

                                                                            $458

                                                                            Price per night from

                                                                            $458

                                                                            Distance approx 13.04 km from Oak Hill

                                                                            (1) Very Good 

                                                                              12

                                                                              Family Fun Catskill Mountain Retreat

                                                                              New York / Jewett

                                                                              Jewett house

                                                                              4 10 2 nights min

                                                                              • 4 bedrooms
                                                                              • sleeps 10
                                                                              • 2 nights min
                                                                              • Child Friendly
                                                                              • Pet Friendly

                                                                              Price per night from

                                                                              $516

                                                                              Price per night from

                                                                              $516