Oak Hill Rentals

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125 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 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

      $343

      Price per night from

      $343

      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

        $286

        Price per night from

        $286

        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 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

            $543

            Responds fast!
            avg. 19 minutes

            Price per night from

            $543

            Distance approx 7.53 km from Oak Hill Show on Map

            (4) Excellent 

              53

              Secluded Charming Water Front Log Home

              Catskill Region / Windham

              Windham house

              4 15 2 nights min

              • 4 bedrooms
              • sleeps 15
              • 2 nights min
              • Ski
              • Child Friendly
              • Private garden

              Price per night from

              $342

              Price per night from

              $342

              Distance approx 8.85 km from Oak Hill

              (6) Excellent 

                39

                Catskill Getaway - Ideal for Skiers Windham and Hunter Mountain Vacation Rental

                Catskill Region / Windham

                Windham apartment

                1 3 min stay varies

                • 1 bedroom
                • sleeps 3
                • min stay varies
                • Car not necessary
                • Air conditioning

                Price per night from

                $79

                Responds fast!
                avg. 2 hours 16 minutes

                Price per night from

                $79

                Distance approx 8.93 km from Oak Hill

                (3) Excellent 

                  21

                  Amazing Mountain Views, Total Privacy

                  Catskill Region / Windham

                  Windham house

                  4 13 2 nights min

                  • 4 bedrooms
                  • sleeps 13
                  • 2 nights min
                  • Child Friendly
                  • Air conditioning
                  • Private garden

                  Price per night from

                  $332

                  Responds fast!
                  avg. 3 hours 3 minutes

                  Price per night from

                  $332

                  Distance approx 11.52 km from Oak Hill

                  (2) Very Good 

                    44

                    3400 Sq Ft 5 Bedroom House for Rent Near Hunter/Windham mountains ,cable/WIFI

                    New York / Jewett

                    Jewett house

                    5 17 min stay varies

                    • 5 bedrooms
                    • sleeps 17
                    • min stay varies
                    • Child Friendly
                    • Air conditioning
                    • Private garden

                    Price per night from

                    $601

                    Price per night from

                    $601

                    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 14.7 km from Oak Hill

                        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

                        $229

                        Responds fast!
                        avg. 12 minutes

                        Price per night from

                        $229

                        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

                          $1,772

                          Price per night from

                          $1,772

                          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 4.21 km from Oak Hill Show on Map

                              24

                              Armstrongs Elk Farm

                              Durham / Cornwallville

                              Cornwallville house

                              3 6 2 nights min

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

                              Price per night from

                              $229

                              Price per night from

                              $229

                              Distance approx 6.23 km from Oak Hill Show on Map

                              (37) Excellent 

                              Certificate of Excellence

                                20

                                *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

                                Certificate of Excellence

                                Price per night from

                                $200

                                Responds fast!
                                avg. 31 minutes

                                Price per night from

                                $200

                                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

                                  $343

                                  Responds fast!
                                  avg. 1 hour 26 minutes

                                  Price per night from

                                  $343

                                  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

                                    $2,859

                                    Price per night from

                                    $2,859

                                    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

                                      $206

                                      Price per night from

                                      $206

                                      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

                                        $143

                                        Responds fast!
                                        avg. 38 minutes

                                        Price per night from

                                        $143

                                        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 22 minutes

                                          Price per night from

                                          $229

                                          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

                                            Distance approx 14.91 km from Oak Hill

                                            (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

                                              $200

                                              Responds fast!
                                              avg. 3 hours 20 minutes

                                              Price per night from

                                              $200

                                              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

                                                $571

                                                Price per night from

                                                $571

                                                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

                                                  $1,715

                                                  Price per night from

                                                  $1,715

                                                  Distance approx 15.77 km from Oak Hill

                                                  (22) Excellent 

                                                  Certificate of Excellence

                                                    45

                                                    Catskill Cottage Vacation Rental - Cozy Getaway by Windham and Hunter Mountain

                                                    Catskill Region / Windham

                                                    Windham house

                                                    2 6 min stay varies

                                                    • 2 bedrooms
                                                    • sleeps 6
                                                    • min stay varies
                                                    • Car not necessary
                                                    • Air conditioning
                                                    • Private garden
                                                    “Home away from home” My sisters and I rented this cottage on Labor day weekend for our annual sisters get away. Ella was very helpful giving exact directions to the cabin which is important when you are not familiar with a location. She was able to

                                                    Certificate of Excellence

                                                    Price per night from

                                                    $86

                                                    Responds fast!
                                                    avg. 2 hours 16 minutes

                                                    Price per night from

                                                    $86

                                                    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 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 6.85 km from Oak Hill Show on Map

                                                          7

                                                          Windham Skiers Book Now! Cottage North Catskills

                                                          Catskill Region / Greenville

                                                          Greenville cottage

                                                          2 7 2 nights min

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

                                                          Price per night from

                                                          $378

                                                          Price per night from

                                                          $378

                                                          Distance approx 19.34 km from Oak Hill

                                                            31

                                                            Lakefront house , great lake and mountain views

                                                            Catskill Region / Athens

                                                            Athens house

                                                            4 10 3 nights min

                                                            • 4 bedrooms
                                                            • sleeps 10
                                                            • 3 nights min
                                                            • Beach / lakeside relaxation
                                                            • Swimming pool
                                                            • Child Friendly

                                                            Price per night from

                                                            $358

                                                            Price per night from

                                                            $358

                                                            Distance approx 8.63 km from Oak Hill

                                                              24

                                                              NEW! Catskills Area Loft-Style Condo in Downtown!

                                                              Catskill Region / Windham

                                                              Windham studio

                                                              Studio 6 min stay varies

                                                              • Studio
                                                              • sleeps 6
                                                              • min stay varies
                                                              • Ski
                                                              • Child Friendly
                                                              • Air conditioning

                                                              Price per night from

                                                              $183

                                                              Responds fast!
                                                              avg. 41 minutes

                                                              Price per night from

                                                              $183

                                                              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

                                                                $572

                                                                Price per night from

                                                                $572

                                                                Distance approx 3.48 km from Oak Hill Show on Map

                                                                (5) Excellent 

                                                                  33

                                                                  FAB FUN GREEN BUILT FARMHOUSE ON 17 ACRES

                                                                  New York / Medusa

                                                                  Medusa log cabin

                                                                  4 8 2 nights min

                                                                  • 4 bedrooms
                                                                  • sleeps 8
                                                                  • 2 nights min
                                                                  • Child Friendly
                                                                  • Pet Friendly
                                                                  • Private garden
                                                                  “Lovely, romantic getaway” After a hectic month my husband and I were looking for an easy getaway. The Farmhouse was perfect. It was open and airy, and beautifully designed. A really great find among the stuffier B&B; options normally found upstate

                                                                  Price per night from

                                                                  $486

                                                                  Price per night from

                                                                  $486

                                                                  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 14.55 km from Oak Hill

                                                                      21

                                                                      3 BR Ski in Ski out Condo at The Hunter Highlands

                                                                      Catskill Region / Hunter

                                                                      Hunter apartment

                                                                      3 9 2 nights min

                                                                      • 3 bedrooms
                                                                      • sleeps 9
                                                                      • 2 nights min
                                                                      • Child Friendly
                                                                      • Car not necessary

                                                                      Price per night from

                                                                      $401

                                                                      Price per night from

                                                                      $401

                                                                      Distance approx 6.9 km from Oak Hill Show on Map

                                                                        24

                                                                        The Xenia

                                                                        Catskill Region / Windham

                                                                        Windham house

                                                                        4 16 2 nights min

                                                                        • 4 bedrooms
                                                                        • sleeps 16
                                                                        • 2 nights min
                                                                        • Child Friendly

                                                                        Price per night from

                                                                        $572

                                                                        Price per night from

                                                                        $572

                                                                        Distance approx 3.92 km from Oak Hill Show on Map

                                                                          16

                                                                          Historic Catskill Mountain House close to Windham

                                                                          Catskill Region / Durham

                                                                          Durham house

                                                                          7 14 2 nights min

                                                                          • 7 bedrooms
                                                                          • sleeps 14
                                                                          • 2 nights min
                                                                          • Child Friendly
                                                                          • Car not necessary
                                                                          • Pet Friendly

                                                                          Price per night from

                                                                          $744

                                                                          Responds fast!
                                                                          avg. 2 hours 36 minutes

                                                                          Price per night from

                                                                          $744

                                                                          Distance approx 13.88 km from Oak Hill

                                                                            13

                                                                            SIX BEDROOMS SIX BATHS

                                                                            Catskill Region / Hunter

                                                                            Hunter house

                                                                            6 24 2 nights min

                                                                            • 6 bedrooms
                                                                            • sleeps 24
                                                                            • 2 nights min
                                                                            • Child Friendly
                                                                            • Pet Friendly
                                                                            • Private garden

                                                                            Price per night from

                                                                            $572

                                                                            Price per night from

                                                                            $572

                                                                            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