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

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

296 Holiday homes

(18) Excellent 

    36

    Holiday apartment in Woodstock

    Vermont / Woodstock

    1 4 min stay varies

    • 1 bedroom
    • sleeps 4
    • min stay varies
    • Child friendly
    • Air conditioning
    “Wonderful space, wonderful renters, wonderful town!” I have stayed here several times in the past few years, I love it so much! Woodstock is such a quaint and delightful village with enough to do and see in town and in the directly surrounding area that I can always come back for more! I have stayed for a whole week or for a shorter weekend. I have come during all different seasons of the year too. The couple renting the property are so generous and helpful, they have great ideas on how to spend time and the place is very well kept and offers great amenities if you want to stay in at night. The property is close to town, I love walking into town and getting the views from the hill. Also easy to find and locate once you are in town and easy to get to the major roads in and out of Woodstock.

    from £85 / night

    £589 / week

    Book View

    from £85 / night

    (6) Excellent 

      27

      Ski home to rent in Woodstock

      Vermont / Woodstock

      2 4 min stay varies

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

      from £194 / night

      £1,358 / week

      Book View

      from £194 / night

        6

        Holiday apartment in Woodstock

        Vermont / Woodstock

        2 6 3 nights min

        • 2 bedrooms
        • sleeps 6
        • 3 nights min
        • Beach / lakeside relaxation

        from £221 / night

        £1,147 / week

        Book View

        from £221 / night

        (1) Excellent 

          0

          Holiday home in Woodstock

          Vermont / Woodstock

          3 8 min stay varies

          • 3 bedrooms
          • sleeps 8
          • min stay varies
          • Child friendly
          • Car not necessary
          • Pet friendly

          from £87 / night

          £608 / week

          Book View

          from £87 / night

            6

            Ski apartment to rent in Woodstock

            Vermont / Woodstock

            1 4 3 nights min

            • 1 bedroom
            • sleeps 4
            • 3 nights min
            • Beach / lakeside relaxation
            • Ski
            • Ask owner if suitable for children

            from £199 / night

            £1,147 / week

            Book View

            from £199 / night

            Great rentals within 20 miles that match your search

            Distance approx 13.64 miles from Woodstock

              15

              Killington ski condo to rent.

              Vermont / Killington

              1 4 2 nights min

              • 1 bedroom
              • sleeps 4
              • 2 nights min
              • Swimming pool
              • Ski
              • Child friendly

              from £221 / night

              £1,542 / week

              Book View

              Responds fast!
              avg. 2 hours 58 minutes

              from £221 / night

              Distance approx 18.5 miles from Woodstock

                16

                Ski condo to rent in Ludlow

                Vermont / Ludlow

                1 2 2 nights min

                • 1 bedroom
                • sleeps 2
                • 2 nights min
                • Ski
                • Child friendly

                from £331 / night

                £2,313 / week

                Book View

                from £331 / night

                Distance approx 13.86 miles from Woodstock

                  24

                  Holiday apartment rental

                  Vermont / Killington

                  1 4 min stay varies

                  • 1 bedroom
                  • sleeps 4
                  • min stay varies
                  • Child friendly
                  • Car not necessary

                  from £124 / night

                  £864 - £2,923 / week

                  Book View

                  from £124 / night

                  Distance approx 19.7 miles from Woodstock

                    11

                    Holiday private room in Mount Holly

                    Vermont / Mount Holly

                    1 2 2 nights min

                    • 1 bedroom
                    • sleeps 2
                    • 2 nights min
                    • Child friendly
                    • Ask about pets
                    • Private garden

                    from £91 / night

                    £494 / week

                    Book View

                    from £91 / night

                    Distance approx 13.91 miles from Woodstock

                      24

                      Holiday apartment with shared pool, golf nearby in Killington

                      Vermont / Killington

                      4 10 min stay varies

                      • 4 bedrooms
                      • sleeps 10
                      • min stay varies
                      • Swimming pool
                      • Child friendly
                      • Car not necessary

                      from £289 / night

                      £2,024 - £6,540 / week

                      Book View

                      from £289 / night

                      Distance approx 7.22 miles from Woodstock Show on Map

                        24

                        Ski apartment to rent in Bridgewater Corners

                        Vermont / Bridgewater Corners

                        1 4 min stay varies

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

                        from £168 / night

                        £1,173 / week

                        Book View

                        Responds fast!
                        avg. 19 minutes

                        from £168 / night

                        Distance approx 13.71 miles from Woodstock

                          30

                          Holiday chalet in Killington

                          Vermont / Killington

                          8 22 min stay varies

                          • 8 bedrooms
                          • sleeps 22
                          • min stay varies
                          • Swimming pool
                          • Child friendly
                          • Private garden

                          from £199 / night

                          £1,587 - £5,729 / week

                          Book View

                          from £199 / night

                          Distance approx 14.41 miles from Woodstock

                            8

                            Holiday home rental

                            Vermont / Ludlow

                            4 10 3 nights min

                            • 4 bedrooms
                            • sleeps 10
                            • 3 nights min
                            • Child friendly
                            • Private garden

                            from £221 / night

                            £1,543 / week

                            Book View

                            from £221 / night

                            Distance approx 18.31 miles from Woodstock

                              14

                              Holiday home in Ludlow

                              Vermont / Ludlow

                              3 10 3 nights min

                              • 3 bedrooms
                              • sleeps 10
                              • 3 nights min
                              • Child friendly

                              from £111 / night

                              £772 / week

                              Book View

                              Responds fast!
                              avg. 2 hours 55 minutes

                              from £111 / night

                              Distance approx 7.74 miles from Woodstock Show on Map

                                24

                                Holiday home with golf nearby in Bridgewater

                                Vermont / Bridgewater

                                3 6 min stay varies

                                • 3 bedrooms
                                • sleeps 6
                                • min stay varies
                                • Car not necessary
                                • Pet friendly

                                from £153 / night

                                £1,068 - £3,011 / week

                                Book View

                                from £153 / night

                                Distance approx 13.83 miles from Woodstock

                                  24

                                  Holiday apartment with shared pool, golf nearby in Killington

                                  Vermont / Killington

                                  1 4 min stay varies

                                  • 1 bedroom
                                  • sleeps 4
                                  • min stay varies
                                  • Swimming pool
                                  • Child friendly
                                  • Car not necessary

                                  from £130 / night

                                  £907 - £2,925 / week

                                  Book View

                                  from £130 / night

                                  Distance approx 17.06 miles from Woodstock

                                    16

                                    Holiday townhouse with golf nearby in Ludlow

                                    Vermont / Ludlow

                                    4 12 2 nights min

                                    • 4 bedrooms
                                    • sleeps 12
                                    • 2 nights min
                                    • Child friendly

                                    from £353 / night

                                    £2,336 / week

                                    Book View

                                    from £353 / night

                                    Distance approx 13.05 miles from Woodstock

                                      28

                                      Apartment rental in Killington with shared pool

                                      Vermont / Killington

                                      3 10 2 nights min

                                      • 3 bedrooms
                                      • sleeps 10
                                      • 2 nights min
                                      • Swimming pool
                                      • Child friendly

                                      from £573 / night

                                      £4,010 / week

                                      Book View

                                      from £573 / night

                                      Distance approx 11.56 miles from Woodstock

                                        16

                                        Holiday home in Plymouth

                                        Vermont / Plymouth

                                        2 6 3 nights min

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

                                        from £194 / night

                                        £1,102 / week

                                        Book View

                                        from £194 / night

                                        Distance approx 13.8 miles from Woodstock

                                        (1) Excellent 

                                          20

                                          Holiday home in Killington

                                          Vermont / Killington

                                          8 24 2 nights min

                                          • 8 bedrooms
                                          • sleeps 24
                                          • 2 nights min
                                          • Child friendly
                                          • Private garden

                                          from £776 / night

                                          £5,429 / week

                                          Book View

                                          from £776 / night

                                          Distance approx 14.11 miles from Woodstock

                                            24

                                            Townhouse rental in Killington with shared pool, golf nearby

                                            Vermont / Killington

                                            3 6 min stay varies

                                            • 3 bedrooms
                                            • sleeps 6
                                            • min stay varies
                                            • Swimming pool
                                            • Child friendly
                                            • Car not necessary

                                            from £267 / night

                                            £1,864 - £6,151 / week

                                            Book View

                                            from £267 / night

                                            Distance approx 16.33 miles from Woodstock

                                              25

                                              Killington ski condo to rent.

                                              Vermont / Killington

                                              2 6 min stay varies

                                              • 2 bedrooms
                                              • sleeps 6
                                              • min stay varies
                                              • Swimming pool
                                              • Ski
                                              • Child friendly

                                              from £177 / night

                                              £1,234 / week

                                              Book View

                                              Responds fast!
                                              avg. 19 minutes

                                              from £177 / night

                                              Distance approx 5.98 miles from Woodstock Show on Map

                                                20

                                                Ski log cabin to rent in Bridgewater

                                                Vermont / Bridgewater

                                                4 24 2 nights min

                                                • 4 bedrooms
                                                • sleeps 24
                                                • 2 nights min
                                                • Ski
                                                • Child friendly
                                                • Air conditioning

                                                from £705 / night

                                                £4,936 / week

                                                Book View

                                                from £705 / night

                                                Distance approx 13.71 miles from Woodstock

                                                  31

                                                  Home rental in Killington

                                                  Vermont / Killington

                                                  7 16 2 nights min

                                                  • 7 bedrooms
                                                  • sleeps 16
                                                  • 2 nights min
                                                  • Swimming pool
                                                  • Child friendly
                                                  • Private garden

                                                  from £287 / night

                                                  £2,006 / week

                                                  Book View

                                                  from £287 / night

                                                  Distance approx 17.41 miles from Woodstock

                                                    24

                                                    Holiday chalet with golf nearby in Pittsfield

                                                    Vermont / Pittsfield

                                                    3 20 min stay varies

                                                    • 3 bedrooms
                                                    • sleeps 20
                                                    • min stay varies
                                                    • Child friendly
                                                    • Car not necessary
                                                    • Pet friendly

                                                    from £305 / night

                                                    £2,135 - £5,750 / week

                                                    Book View

                                                    from £305 / night

                                                    Distance approx 16.49 miles from Woodstock

                                                      15

                                                      Home rental in Killington

                                                      Vermont / Killington

                                                      6 14 min stay varies

                                                      • 6 bedrooms
                                                      • sleeps 14
                                                      • min stay varies
                                                      • Child friendly
                                                      • Car not necessary
                                                      • Pet friendly

                                                      from £367 / night

                                                      £2,568 - £8,973 / week

                                                      Book View

                                                      from £367 / night

                                                      Distance approx 13.91 miles from Woodstock

                                                        24

                                                        Holiday apartment with shared pool, golf nearby in Killington

                                                        Vermont / Killington

                                                        2 8 min stay varies

                                                        • 2 bedrooms
                                                        • sleeps 8
                                                        • min stay varies
                                                        • Swimming pool
                                                        • Child friendly
                                                        • Car not necessary

                                                        from £168 / night

                                                        £1,173 - £3,746 / week

                                                        Book View

                                                        from £168 / night

                                                        Distance approx 17.47 miles from Woodstock

                                                          9

                                                          Holiday home in Cavendish

                                                          Vermont / Cavendish

                                                          4 8 2 nights min

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

                                                          from £397 / night

                                                          £2,777 / week

                                                          Book View

                                                          from £397 / night

                                                          Distance approx 13.71 miles from Woodstock

                                                            16

                                                            Home rental in Killington

                                                            Vermont / Killington

                                                            2 8 2 nights min

                                                            • 2 bedrooms
                                                            • sleeps 8
                                                            • 2 nights min
                                                            • Child friendly
                                                            • Private garden

                                                            from £177 / night

                                                            £1,235 / week

                                                            Book View

                                                            from £177 / night

                                                            Distance approx 13.86 miles from Woodstock

                                                              24

                                                              Holiday apartment with shared pool, golf nearby in Killington

                                                              Vermont / Killington

                                                              1 4 min stay varies

                                                              • 1 bedroom
                                                              • sleeps 4
                                                              • min stay varies
                                                              • Swimming pool
                                                              • Child friendly
                                                              • Car not necessary

                                                              from £123 / night

                                                              £858 - £2,926 / week

                                                              Book View

                                                              from £123 / night

                                                              Distance approx 16.19 miles from Woodstock

                                                                33

                                                                Ski home to rent in Stockbridge

                                                                Vermont / Stockbridge

                                                                6 16 min stay varies

                                                                • 6 bedrooms
                                                                • sleeps 16
                                                                • min stay varies
                                                                • Ski
                                                                • Child friendly

                                                                from £283 / night

                                                                £1,975 / week

                                                                Book View

                                                                Responds fast!
                                                                avg. 19 minutes

                                                                from £283 / night

                                                                Distance approx 13.23 miles from Woodstock

                                                                  24

                                                                  Holiday home rental

                                                                  Vermont / Killington

                                                                  5 10 min stay varies

                                                                  • 5 bedrooms
                                                                  • sleeps 10
                                                                  • min stay varies
                                                                  • Swimming pool
                                                                  • Child friendly
                                                                  • Car not necessary

                                                                  from £399 / night

                                                                  £2,790 - £9,597 / week

                                                                  Book View

                                                                  from £399 / night

                                                                  Distance approx 14.36 miles from Woodstock

                                                                    21

                                                                    Holiday apartment with shared pool, golf nearby in Killington

                                                                    Vermont / Killington

                                                                    2 6 min stay varies

                                                                    • 2 bedrooms
                                                                    • sleeps 6
                                                                    • min stay varies
                                                                    • Swimming pool
                                                                    • Child friendly
                                                                    • Car not necessary

                                                                    from £175 / night

                                                                    £1,222 - £3,888 / week

                                                                    Book View

                                                                    from £175 / night

                                                                    Distance approx 16.14 miles from Woodstock

                                                                      16

                                                                      Holiday home with golf nearby in Stockbridge

                                                                      Vermont / Stockbridge

                                                                      4 10 min stay varies

                                                                      • 4 bedrooms
                                                                      • sleeps 10
                                                                      • min stay varies
                                                                      • Child friendly
                                                                      • Car not necessary

                                                                      from £336 / night

                                                                      £2,352 - £6,375 / week

                                                                      Book View

                                                                      from £336 / night

                                                                      Distance approx 16.52 miles from Woodstock

                                                                        23

                                                                        Ski home to rent in Killington

                                                                        Vermont / Killington

                                                                        4 12 2 nights min

                                                                        • 4 bedrooms
                                                                        • sleeps 12
                                                                        • 2 nights min
                                                                        • Ski
                                                                        • Child friendly
                                                                        • Private garden

                                                                        from £397 / night

                                                                        £2,777 / week

                                                                        Book View

                                                                        from £397 / night

                                                                        Distance approx 13.86 miles from Woodstock

                                                                          24

                                                                          Killington holiday apartment rental

                                                                          Vermont / Killington

                                                                          2 6 min stay varies

                                                                          • 2 bedrooms
                                                                          • sleeps 6
                                                                          • min stay varies
                                                                          • Swimming pool
                                                                          • Child friendly
                                                                          • Car not necessary

                                                                          from £175 / night

                                                                          £1,222 - £3,746 / week

                                                                          Book View

                                                                          from £175 / night

                                                                          Distance approx 13 miles from Woodstock

                                                                          (1) Excellent 

                                                                            54

                                                                            Holiday condo in Killington

                                                                            Vermont / Killington

                                                                            3 8 3 nights min

                                                                            • 3 bedrooms
                                                                            • sleeps 8
                                                                            • 3 nights min
                                                                            • Swimming pool
                                                                            • Child friendly
                                                                            • Pet friendly

                                                                            from £260 / night

                                                                            £1,543 / week

                                                                            Book View

                                                                            from £260 / night

                                                                            Distance approx 16.3 miles from Woodstock

                                                                              18

                                                                              Holiday condo with shared pool in Killington

                                                                              Vermont / Killington

                                                                              2 8 min stay varies

                                                                              • 2 bedrooms
                                                                              • sleeps 8
                                                                              • min stay varies
                                                                              • Swimming pool
                                                                              • Child friendly
                                                                              • Car not necessary

                                                                              from £190 / night

                                                                              £1,327 - £4,277 / week

                                                                              Book View

                                                                              from £190 / night

                                                                              Distance approx 13.89 miles from Woodstock

                                                                                23

                                                                                Holiday condo with shared pool in Killington

                                                                                Vermont / Killington

                                                                                2 6 2 nights min

                                                                                • 2 bedrooms
                                                                                • sleeps 6
                                                                                • 2 nights min
                                                                                • Swimming pool
                                                                                • Child friendly
                                                                                • Air conditioning

                                                                                from £265 / night

                                                                                £1,587 / week

                                                                                Book View

                                                                                from £265 / night

                                                                                Distance approx 13.92 miles from Woodstock

                                                                                  24

                                                                                  Holiday apartment with shared pool, golf nearby in Killington

                                                                                  Vermont / Killington

                                                                                  1 5 min stay varies

                                                                                  • 1 bedroom
                                                                                  • sleeps 5
                                                                                  • min stay varies
                                                                                  • Swimming pool
                                                                                  • Child friendly
                                                                                  • Car not necessary

                                                                                  from £130 / night

                                                                                  £908 - £2,926 / week

                                                                                  Book View

                                                                                  from £130 / night

                                                                                  Also consider