Oak Hill Rentals

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127 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 15.92 km from Oak Hill

      19

      The Owls Nest Cabin

      New York / West Coxsackie

      West Coxsackie log cabin

      1 2 2 nights min

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

      Price per night from

      $224

      Price per night from

      $224

      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 14.28 km from Oak Hill

          7

          Hunter Mountain Ski House Condo Ski Season Rental

          Catskill Region / Hunter

          Hunter apartment

          1 6 3 nights min

          • 1 bedroom
          • sleeps 6
          • 3 nights min
          • Nearest beach 1 mi
          • Swimming pool
          • Child Friendly

          Price per night from

          $115

          Price per night from

          $115

          Distance approx 14.75 km from Oak Hill

            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 2.02 km from Oak Hill Show on Map

            (1) Excellent 

              16

              Lovely country home in the Catskills

              Durham / East Durham

              East Durham house

              4 8 2 nights min

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

              Price per night from

              $344

              Responds fast!
              avg. 2 hours 54 minutes

              Price per night from

              $344

              Distance approx 14.2 km from Oak Hill

              (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 19.31 km from Oak Hill

                (3) Very Good 

                  54

                  OUR LOVELY VACATION HOME IS LOCATED IN THE CATSKIL

                  Catskill Region / Catskill

                  Catskill finca

                  4 10 1 night min

                  • 4 bedrooms
                  • sleeps 10
                  • 1 night min
                  • Beach / lakeside relaxation
                  • Swimming pool
                  • Child Friendly

                  Price per night from

                  $401

                  Responds fast!
                  avg. 3 hours 40 minutes

                  Price per night from

                  $401

                  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 6.87 km from Oak Hill Show on Map

                    (5) Excellent 

                      18

                      Mountain House Retreat:Let It Snow! Book Now! Over 1 Foot Of Fresh Powdered Snow

                      Catskill Region / Windham

                      Windham house

                      5 10 2 nights min

                      • 5 bedrooms
                      • sleeps 10
                      • 2 nights min
                      • Child Friendly
                      • Pet Friendly
                      • Private garden
                      “Beautiful! Relaxing! Perfect!” I spent 4th of July weekend with a group of friends at this wonderful mountain retreat, and it was all that we wished and more!! The views are spectacular, the private pond and the mountains added so much to our stay.
                      …see more

                      Price per night from

                      $344

                      Price per night from

                      $344

                      Distance approx 8.08 km from Oak Hill Show on Map

                      (1) Excellent 

                        26

                        ***2BR/2BA Beautiful Mountain Views, Close to Mtn & Downtown***

                        Catskill Region / Windham

                        Windham house

                        2 5 2 nights min

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

                        Price per night from

                        $201

                        Responds fast!
                        avg. 2 hours 2 minutes

                        Price per night from

                        $201

                        Distance approx 14.46 km from Oak Hill

                          25

                          Cozy Home w/Hot Tub - 1.6 Miles to Hunter Mountain

                          Catskill Region / Hunter

                          Hunter house

                          6 10 min stay varies

                          • 6 bedrooms
                          • sleeps 10
                          • min stay varies
                          • Ski
                          • Child Friendly

                          Price per night from

                          $544

                          Responds fast!
                          avg. 13 minutes

                          Price per night from

                          $544

                          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 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. 19 minutes

                              Price per night from

                              $516

                              Distance approx 13.6 km from Oak Hill

                              (8) Excellent 

                                11

                                Expanded Cabin facing Hunter Mountain in NY

                                Catskill Region / Hunter

                                Hunter log cabin

                                4 7 2 nights min

                                • 4 bedrooms
                                • sleeps 7
                                • 2 nights min
                                • Beach / lakeside relaxation
                                • Child Friendly
                                • Car not necessary
                                “Love it--would return again!” Jeffrey was very friendly, accommodating, helpful and professional as we were booking the cabin. Cabin was beautifully furnished and large enough to fit 8 of us. 5 min drive to Hunter Mountain. Very cozy and comfortabl
                                …see more

                                Price per night from

                                $687

                                Responds fast!
                                avg. 2 hours 38 minutes

                                Price per night from

                                $687

                                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. 2 hours 40 minutes

                                  Price per night from

                                  $2,863

                                  Distance approx 14.16 km from Oak Hill

                                  (7) Excellent 

                                    45

                                    THE LAKE HOUSE AT HUNTER FOUR SEASON FUN!

                                    Catskill Region / Hunter

                                    Hunter chalet

                                    3 8 2 nights min

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

                                    Price per night from

                                    $401

                                    Responds fast!
                                    avg. 2 hours 21 minutes

                                    Price per night from

                                    $401

                                    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 18 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

                                      $373

                                      Responds fast!
                                      avg. 36 minutes

                                      Price per night from

                                      $373

                                      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 14.09 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. 35 minutes

                                          Price per night from

                                          $287

                                          Distance approx 18.2 km from Oak Hill

                                            25

                                            Leisure home with beach front property

                                            New York / Coxsackie

                                            Coxsackie house

                                            6 25 2 nights min

                                            • 6 bedrooms
                                            • sleeps 25
                                            • 2 nights min
                                            • Child Friendly
                                            • Air conditioning

                                            Price per night from

                                            $1,775

                                            Price per night from

                                            $1,775

                                            Distance approx 11.96 km from Oak Hill

                                            (2) Excellent 

                                              31

                                              Charming house in great location

                                              New York / Jewett

                                              Jewett house

                                              3 8 2 nights min

                                              • 3 bedrooms
                                              • sleeps 8
                                              • 2 nights min
                                              • Beach / lakeside relaxation
                                              • Air conditioning
                                              • Private garden

                                              Price per night from

                                              $344

                                              Price per night from

                                              $344

                                              Distance approx 14.14 km from Oak Hill

                                                10

                                                Cozy Cabin Feel Across from Hunter Mountain

                                                Catskill Region / Hunter

                                                Hunter apartment

                                                2 5 min stay varies

                                                • 2 bedrooms
                                                • sleeps 5
                                                • min stay varies
                                                • Ski
                                                • Child Friendly

                                                Price per night from

                                                $229

                                                Responds fast!
                                                avg. 34 minutes

                                                Price per night from

                                                $229

                                                Distance approx 13.99 km from Oak Hill

                                                (2) Very Good 

                                                  17

                                                  Hunter Mountain House of Hunter

                                                  Catskill Region / Hunter

                                                  Hunter house

                                                  6 12 2 nights min

                                                  • 6 bedrooms
                                                  • sleeps 12
                                                  • 2 nights min
                                                  • Beach / lakeside relaxation
                                                  • Nearest beach 16 mi
                                                  • Child Friendly
                                                  “Great Place for our Large Group!” We recently stayed at this house with our large group of 14! There was plenty of room for everyone in this spacious home. We had such a fun time playing pool and enjoying the bar. We especially enjoyed the back deck
                                                  …see more

                                                  Price per night from

                                                  $573

                                                  Responds fast!
                                                  avg. 1 hour 24 minutes

                                                  Price per night from

                                                  $573

                                                  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 51 minutes

                                                    Price per night from

                                                    $286

                                                    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 2 nights min

                                                      • 3 bedrooms
                                                      • sleeps 10
                                                      • 2 nights min
                                                      • 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 11.54 km from Oak Hill

                                                        17

                                                        Hunter / Windham Catskills Getaway

                                                        New York / Jewett

                                                        Jewett house

                                                        3 7 2 nights min

                                                        • 3 bedrooms
                                                        • sleeps 7
                                                        • 2 nights min
                                                        • Child Friendly
                                                        • Private garden

                                                        Price per night from

                                                        $195

                                                        Price per night from

                                                        $195

                                                        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 8.93 km from Oak Hill

                                                          (3) Excellent 

                                                            21

                                                            Amazing Mountain Views, Total Privacy

                                                            Catskill Region / Windham

                                                            Windham house

                                                            4 13 min stay varies

                                                            • 4 bedrooms
                                                            • sleeps 13
                                                            • min stay varies
                                                            • Child Friendly
                                                            • Air conditioning
                                                            • Private garden

                                                            Price per night from

                                                            $332

                                                            Responds fast!
                                                            avg. 3 hours 46 minutes

                                                            Price per night from

                                                            $332

                                                            Distance approx 11.05 km from Oak Hill

                                                            (14) Excellent 

                                                              28

                                                              Tumblin' Falls House

                                                              Catskill Region / Catskill

                                                              Catskill house

                                                              5 12 2 nights min

                                                              • 5 bedrooms
                                                              • sleeps 12
                                                              • 2 nights min
                                                              • Beach / lakeside relaxation
                                                              • Ask about children
                                                              • Air conditioning
                                                              “Our second home!” Tumblin' Falls has been our home away from home since we first discovered it in the mid-1990s. There's no better place to kick back and enjoy the mountain air, the beautiful waterfall, the company of wonderful people, and the warm fe
                                                              …see more

                                                              Price per night from

                                                              $687

                                                              Responds fast!
                                                              avg. 2 hours 7 minutes

                                                              Price per night from

                                                              $687

                                                              Distance approx 11.61 km from Oak Hill

                                                                24

                                                                Jewett Cabin w/Viewing Deck - 10 Mins to Skiing!

                                                                New York / Jewett

                                                                Jewett log cabin

                                                                3 8 min stay varies

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

                                                                Price per night from

                                                                $195

                                                                Responds fast!
                                                                avg. 11 minutes

                                                                Price per night from

                                                                $195

                                                                Distance approx 6.86 km from Oak Hill Show on Map

                                                                  24

                                                                  NEW! Lovely 2BR Greenville Cottage w/Deck & Grill!

                                                                  New York / Westerlo

                                                                  Westerlo cottage

                                                                  2 6 min stay varies

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

                                                                  Price per night from

                                                                  $144

                                                                  Responds fast!
                                                                  avg. 36 minutes

                                                                  Price per night from

                                                                  $144

                                                                  Distance approx 13.8 km from Oak Hill

                                                                    28

                                                                    Private Home w/Large Deck - 1 Mi From Hunter Mtn!

                                                                    Catskill Region / Hunter

                                                                    Hunter cottage

                                                                    3 10 min stay varies

                                                                    • 3 bedrooms
                                                                    • sleeps 10
                                                                    • min stay varies
                                                                    • Ski
                                                                    • Child Friendly

                                                                    Price per night from

                                                                    $315

                                                                    Responds fast!
                                                                    avg. 13 minutes

                                                                    Price per night from

                                                                    $315

                                                                    Distance approx 1.1 km from Oak Hill Show on Map

                                                                      10

                                                                      Meadows, Birdsong, Peace and Quiet

                                                                      New York / Medusa

                                                                      Medusa house

                                                                      2 3 7 nights min

                                                                      • 2 bedrooms
                                                                      • sleeps 3
                                                                      • 7 nights min
                                                                      • Child Friendly
                                                                      • Pet Friendly
                                                                      • Private garden

                                                                      Price per night from

                                                                      $172

                                                                      Price per night from

                                                                      $172

                                                                      Distance approx 14.26 km from Oak Hill

                                                                        10

                                                                        Condo with fireplace 5 min drive to Hunter Mountain ski slopes

                                                                        Catskill Region / Hunter

                                                                        Hunter condo

                                                                        1 4 1 night min

                                                                        • 1 bedroom
                                                                        • sleeps 4
                                                                        • 1 night min
                                                                        • Swimming pool
                                                                        • Child Friendly
                                                                        • Air conditioning

                                                                        Price per night from

                                                                        $115

                                                                        Price per night from

                                                                        $115

                                                                        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 15.18 km from Oak Hill

                                                                            13

                                                                            Limekiln Farm, historic farmhouse, sleeps up to 6

                                                                            New York / West Coxsackie

                                                                            West Coxsackie farmhouse

                                                                            3 6 1 night min

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

                                                                            Price per night from

                                                                            $401

                                                                            Price per night from

                                                                            $401

                                                                            Distance approx 15.17 km from Oak Hill

                                                                              13

                                                                              Double Room in Historic Farmhouse

                                                                              New York / West Coxsackie

                                                                              West Coxsackie b and b

                                                                              1 2 1 night min

                                                                              • 1 bedroom
                                                                              • sleeps 2
                                                                              • 1 night min
                                                                              • Child Friendly
                                                                              • Ask about pets

                                                                              Price per night from

                                                                              $115

                                                                              Price per night from

                                                                              $115