Houses in Windham and Apartments – Holiday Lettings - Holiday Rentals Windham

Close

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

186 Holiday homes

    24

    Holiday home in Windham

    Catskill Region / Windham

    3 4 2 nights min

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

    from £175 / night

    £871 / week

    Book View

    from £175 / night

    (39) Excellent 

    Certificate of Excellence

      38

      Log cabin rental in Windham

      Catskill Region / Windham

      1 2 min stay varies

      • 1 bedroom
      • sleeps 2
      • min stay varies
      • Car not necessary
      • Air conditioning

      Certificate of Excellence

      from £60 / night

      £420 - £472 / week

      Book View

      Responds fast!
      avg. 2 hours 16 minutes

      from £60 / night

        16

        Holiday home in Windham

        Catskill Region / Windham

        4 8 2 nights min

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

        from £654 / night

        £3,441 / week

        Book View

        from £654 / night

        (22) Excellent 

        Certificate of Excellence

          45

          Windham holiday home accommodation

          Catskill Region / Windham

          2 6 min stay varies

          • 2 bedrooms
          • sleeps 6
          • min stay varies
          • Car not necessary
          • Air conditioning
          • Private garden

          Certificate of Excellence

          from £66 / night

          £435 - £1,255 / week

          Book View

          Responds fast!
          avg. 2 hours 16 minutes

          from £66 / night

          (4) Excellent 

            53

            Ski home to rent in Windham

            Catskill Region / Windham

            4 15 2 nights min

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

            from £261 / night

            £2,091 - £2,178 / week

            Book View

            from £261 / night

              10

              Home rental in Windham

              Catskill Region / Windham

              3 8 1 night min

              • 3 bedrooms
              • sleeps 8
              • 1 night min
              • Child friendly
              • Air conditioning
              • Pet friendly

              from £283 / night

              £1,982 / week

              Book View

              from £283 / night

              (1) Excellent 

                26

                Windham holiday home rental

                Catskill Region / Windham

                2 5 2 nights min

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

                from £153 / night

                £1,067 / week

                Book View

                Responds fast!
                avg. 2 hours 2 minutes

                from £153 / night

                  45

                  Windham ski home to rent.

                  Catskill Region / Windham

                  4 10 2 nights min

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

                  from £479 / night

                  £2,613 / week

                  Book View

                  from £479 / night

                    20

                    Windham holiday home rental

                    Catskill Region / Windham

                    3 8 2 nights min

                    • 3 bedrooms
                    • sleeps 8
                    • 2 nights min
                    • Child friendly

                    from £305 / night

                    £2,134 / week

                    Book View

                    from £305 / night

                      34

                      Windham ski chalet to rent.

                      Catskill Region / Windham

                      8 22 3 nights min

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

                      from £2,178 / night

                      £15,241 / week

                      Book View

                      from £2,178 / night

                        31

                        Holiday home accommodation

                        Catskill Region / Windham

                        4 10 min stay varies

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

                        from £392 / night

                        £2,744 - £3,506 / week

                        Book View

                        Responds fast!
                        avg. 21 minutes

                        from £392 / night

                          9

                          Holiday home in Windham

                          Catskill Region / Windham

                          5 10 90 nights min

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

                          from £433 / night

                          £5,196 / week

                          Book View

                          from £433 / night

                          (37) Excellent 

                          Certificate of Excellence

                            24

                            Windham holiday home rental

                            Catskill Region / Windham

                            4 8 min stay varies

                            • 4 bedrooms
                            • sleeps 8
                            • min stay varies
                            • Nearest beach 29 km
                            • Child friendly
                            • Air conditioning

                            Certificate of Excellence

                            from £153 / night

                            £1,067 / week

                            Book View

                            Responds fast!
                            avg. 36 minutes

                            from £153 / night

                            (2) Excellent 

                              23

                              Windham ski home to rent.

                              Catskill Region / Windham

                              3 10 2 nights min

                              • 3 bedrooms
                              • sleeps 10
                              • 2 nights min
                              • Beach / lakeside relaxation
                              • Ski
                              • Child friendly

                              from £262 / night

                              £1,585 - £2,805 / week

                              Book View

                              from £262 / night

                              (5) Excellent 

                                18

                                Home accommodation in Windham

                                Catskill Region / Windham

                                5 10 2 nights min

                                • 5 bedrooms
                                • sleeps 10
                                • 2 nights min
                                • Child friendly
                                • Pet friendly
                                • Private garden

                                from £266 / night

                                £1,862 / week

                                Book View

                                from £266 / night

                                  12

                                  Ski apartment to rent in Windham

                                  Catskill Region / Windham

                                  2 4 2 nights min

                                  • 2 bedrooms
                                  • sleeps 4
                                  • 2 nights min
                                  • Ski

                                  from £305 / night

                                  £1,916 / week

                                  Book View

                                  from £305 / night

                                  (4) Very Good 

                                    20

                                    Windham holiday townhouse rental

                                    Catskill Region / Windham

                                    2 4 2 nights min

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

                                    from £74 / night

                                    £433 - £738 / week

                                    Book View

                                    Responds fast!
                                    avg. 2 hours 45 minutes

                                    from £74 / night

                                    (4) Excellent 

                                      76

                                      Holiday tented camp in Windham

                                      Catskill Region / Windham

                                      1 4 min stay varies

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

                                      from £75 / night

                                      £536 - £919 / week

                                      Book View

                                      Responds fast!
                                      avg. 2 hours 16 minutes

                                      from £75 / night

                                      (1) Excellent 

                                        9

                                        Holiday apartment in Windham

                                        Catskill Region / Windham

                                        3 6 2 nights min

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

                                        from £371 / night

                                        £2,591 / week

                                        Book View

                                        from £371 / night

                                        (1) Excellent 

                                          14

                                          Holiday apartment in Windham

                                          Catskill Region / Windham

                                          2 4 2 nights min

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

                                          from £175 / night

                                          £1,220 / week

                                          Book View

                                          Responds fast!
                                          avg. 3 hours 46 minutes

                                          from £175 / night

                                            24

                                            Windham holiday home rental

                                            Catskill Region / Windham

                                            4 16 2 nights min

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

                                            from £436 / night

                                            £3,049 / week

                                            Book View

                                            from £436 / night

                                            (4) Very Good 

                                              18

                                              Holiday cottage in Windham

                                              Catskill Region / Windham

                                              2 8 2 nights min

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

                                              from £217 / night

                                              £1,133 / week

                                              Book View

                                              Responds fast!
                                              avg. 2 hours 47 minutes

                                              from £217 / night

                                              (3) Excellent 

                                                21

                                                Holiday home in Windham

                                                Catskill Region / Windham

                                                4 13 2 nights min

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

                                                from £253 / night

                                                £1,768 / week

                                                Book View

                                                from £253 / night

                                                (3) Excellent 

                                                  54

                                                  Ski home to rent in Windham

                                                  Catskill Region / Windham

                                                  5 18 2 nights min

                                                  • 5 bedrooms
                                                  • sleeps 18
                                                  • 2 nights min
                                                  • Ski
                                                  • Child friendly

                                                  from £783 / night

                                                  £5,481 / week

                                                  Book View

                                                  from £783 / night

                                                    8

                                                    Windham holiday condo rental

                                                    Catskill Region / Windham

                                                    4 10 4 nights min

                                                    • 4 bedrooms
                                                    • sleeps 10
                                                    • 4 nights min

                                                    from £175 / night

                                                    £871 / week

                                                    Book View

                                                    from £175 / night

                                                    (6) Excellent 

                                                      39

                                                      Holiday apartment in Windham

                                                      Catskill Region / Windham

                                                      1 3 min stay varies

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

                                                      from £60 / night

                                                      £426 - £641 / week

                                                      Book View

                                                      Responds fast!
                                                      avg. 2 hours 16 minutes

                                                      from £60 / night

                                                        24

                                                        Ski apartment to rent in Windham

                                                        Catskill Region / Windham

                                                        1 4 min stay varies

                                                        • 1 bedroom
                                                        • sleeps 4
                                                        • min stay varies
                                                        • Swimming pool
                                                        • Ski
                                                        • Child friendly

                                                        from £114 / night

                                                        £793 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 21 minutes

                                                        from £114 / night

                                                          45

                                                          Ski home to rent in Windham

                                                          Catskill Region / Windham

                                                          12 33 min stay varies

                                                          • 12 bedrooms
                                                          • sleeps 33
                                                          • min stay varies
                                                          • Ski
                                                          • Child friendly
                                                          • Air conditioning

                                                          from £1,481 / night

                                                          £10,364 / week

                                                          Book View

                                                          Responds fast!
                                                          avg. 21 minutes

                                                          from £1,481 / night

                                                            26

                                                            Ski home to rent in Windham

                                                            Catskill Region / Windham

                                                            5 13 min stay varies

                                                            • 5 bedrooms
                                                            • sleeps 13
                                                            • min stay varies
                                                            • Ski
                                                            • Child friendly

                                                            from £131 / night

                                                            £915 / week

                                                            Book View

                                                            Responds fast!
                                                            avg. 21 minutes

                                                            from £131 / night

                                                              24

                                                              Windham ski studio to rent.

                                                              Catskill Region / Windham

                                                              Studio 6 min stay varies

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

                                                              from £140 / night

                                                              £976 / week

                                                              Book View

                                                              Responds fast!
                                                              avg. 21 minutes

                                                              from £140 / night

                                                              (2) Excellent 

                                                                29

                                                                Ski townhouse to rent in Windham

                                                                Catskill Region / Windham

                                                                4 16 min stay varies

                                                                • 4 bedrooms
                                                                • sleeps 16
                                                                • min stay varies
                                                                • Ski
                                                                • Child friendly
                                                                • Air conditioning

                                                                from £610 / night

                                                                £4,268 / week

                                                                Book View

                                                                Responds fast!
                                                                avg. 21 minutes

                                                                from £610 / night

                                                                (1) Excellent 

                                                                  39

                                                                  Holiday villa in Windham

                                                                  Catskill Region / Windham

                                                                  4 8 2 nights min

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

                                                                  from £240 / night

                                                                  £1,677 / week

                                                                  Book View

                                                                  Responds fast!
                                                                  avg. 3 hours 51 minutes

                                                                  from £240 / night

                                                                  Great rentals within 20 miles that match your search

                                                                  Distance approx 18.08 miles from Windham Show on Map

                                                                    24

                                                                    Ski cottage to rent in Mount Tremper

                                                                    New York / Mount Tremper

                                                                    2 4 min stay varies

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

                                                                    from £130 / night

                                                                    £910 / week

                                                                    Book View

                                                                    Responds fast!
                                                                    avg. 36 minutes

                                                                    from £130 / night

                                                                    Distance approx 14.81 miles from Windham Show on Map

                                                                    (2) Excellent 

                                                                      21

                                                                      Ski home to rent in Palenville

                                                                      Catskill Region / Palenville

                                                                      4 8 2 nights min

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

                                                                      from £325 / night

                                                                      £1,689 / week

                                                                      Book View

                                                                      Responds fast!
                                                                      avg. 1 hour 20 minutes

                                                                      from £325 / night

                                                                      Distance approx 16.31 miles from Windham Show on Map

                                                                      (2) Excellent 

                                                                        14

                                                                        Shandaken holiday home rental

                                                                        Catskill Region / Shandaken

                                                                        2 5 2 nights min

                                                                        • 2 bedrooms
                                                                        • sleeps 5
                                                                        • 2 nights min
                                                                        • Child friendly
                                                                        • Ask about pets
                                                                        • Private garden

                                                                        from £151 / night

                                                                        £1,079 / week

                                                                        Book View

                                                                        from £151 / night

                                                                        Distance approx 6.61 miles from Windham Show on Map

                                                                        (8) Excellent 

                                                                          11

                                                                          Hunter holiday log cabin rental

                                                                          Catskill Region / Hunter

                                                                          4 7 2 nights min

                                                                          • 4 bedrooms
                                                                          • sleeps 7
                                                                          • 2 nights min
                                                                          • Beach / lakeside relaxation
                                                                          • Child friendly
                                                                          • Car not necessary

                                                                          from £520 / night

                                                                          £3,031 - £4,244 / week

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 2 hours 38 minutes

                                                                          from £520 / night

                                                                          Distance approx 19.88 miles from Windham Show on Map

                                                                          (3) Excellent 

                                                                            22

                                                                            Holiday cottage in Woodstock

                                                                            Catskill Region / Woodstock

                                                                            2 4 2 nights min

                                                                            • 2 bedrooms
                                                                            • sleeps 4
                                                                            • 2 nights min
                                                                            • Beach / lakeside relaxation
                                                                            • Child friendly
                                                                            • Car not necessary

                                                                            from £273 / night

                                                                            £1,555 - £1,728 / week

                                                                            Book View

                                                                            Responds fast!
                                                                            avg. 3 hours 18 minutes

                                                                            from £273 / night

                                                                            Distance approx 7.28 miles from Windham Show on Map

                                                                              10

                                                                              Hunter ski apartment to rent.

                                                                              Catskill Region / Hunter

                                                                              2 5 min stay varies

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

                                                                              from £143 / night

                                                                              £953 / week

                                                                              Book View

                                                                              Responds fast!
                                                                              avg. 34 minutes

                                                                              from £143 / night

                                                                              Distance approx 14.22 miles from Windham Show on Map

                                                                                28

                                                                                Chichester ski home to rent.

                                                                                Catskill Region / Chichester

                                                                                3 6 min stay varies

                                                                                • 3 bedrooms
                                                                                • sleeps 6
                                                                                • min stay varies
                                                                                • Ski
                                                                                • Child friendly

                                                                                from £139 / night

                                                                                £970 / week

                                                                                Book View

                                                                                Responds fast!
                                                                                avg. 36 minutes

                                                                                from £139 / night

                                                                                Distance approx 18.28 miles from Windham Show on Map

                                                                                (1) Excellent 

                                                                                  23

                                                                                  Holiday home in Saugerties

                                                                                  Catskill Region / Saugerties

                                                                                  4 11 2 nights min

                                                                                  • 4 bedrooms
                                                                                  • sleeps 11
                                                                                  • 2 nights min
                                                                                  • Child friendly
                                                                                  • Air conditioning
                                                                                  • Pet friendly

                                                                                  from £399 / night

                                                                                  £2,793 / week

                                                                                  Book View

                                                                                  from £399 / night

                                                                                  Also consider