Log cabins in Cupar and Houses - Holiday Lettings - Holiday Rentals Cupar

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773 Holiday homes

    11

    Holiday home rental

    Fife / Cupar

    1 2 7 nights min

    • 1 bedroom
    • sleeps 2
    • 7 nights min
    • Child friendly
    • Pet friendly
    • Private garden

    from £41 / night

    £283 - £464 / week

    Enquire View

    from £41 / night

    (2) Excellent 

      14

      Cottage rental in Cupar

      Fife / Cupar

      1 2 min stay varies

      • 1 bedroom
      • sleeps 2
      • min stay varies
      • Nearest beach 23 km
      • Child friendly
      • Pet friendly

      from £194 / night

      £771 - £1,274 / week

      Book View

      from £194 / night

      (1) Excellent 

        38

        Cupar holiday apartment rental

        Fife / Cupar

        2 7 min stay varies

        • 2 bedrooms
        • sleeps 7
        • min stay varies
        • Nearest beach 17 km
        • Child friendly

        from £109 / night

        £653 - £1,185 / week

        Book View

        Responds fast!
        avg. 1 hour 11 minutes

        from £109 / night

        (8) Excellent 

          42

          Holiday cottage in Cupar

          Fife / Cupar

          2 5 2 nights min

          • 2 bedrooms
          • sleeps 5
          • 2 nights min
          • Nearest beach 14 km
          • Child friendly
          • Private garden

          from £149 / night

          £687 - £825 / week

          Book View

          Responds fast!
          avg. 1 hour 19 minutes

          from £149 / night

            13

            Lodge rental in Cupar

            Fife / Cupar

            2 4 min stay varies

            • 2 bedrooms
            • sleeps 4
            • min stay varies
            • Nearest beach 23 km
            • Child friendly
            • Pet friendly

            from £172 / night

            £684 - £1,125 / week

            Book View

            from £172 / night

            (1) Very Good 

              14

              Cupar holiday yurt accommodation

              Fife / Cupar

              1 4 2 nights min

              • 1 bedroom
              • sleeps 4
              • 2 nights min
              • Child friendly

              from £86 / night

              £458 / week

              Book View

              Responds fast!
              avg. 33 minutes

              from £86 / night

                22

                Holiday cottage in Peat Inn

                Cupar / Peat Inn

                3 6 7 nights min

                • 3 bedrooms
                • sleeps 6
                • 7 nights min
                • Beach / lakeside relaxation
                • Child friendly
                • Pet friendly

                from £91 / night

                £637 - £1,062 / week

                Enquire View

                from £91 / night

                (3) Excellent 

                  16

                  Bungalow rental in Cupar with golf nearby

                  Fife / Cupar

                  1 2 3 nights min

                  • 1 bedroom
                  • sleeps 2
                  • 3 nights min
                  • Nearest beach 15 km
                  • Child friendly
                  • Pet friendly

                  from £102 / night

                  £686 / week

                  Book View

                  Responds fast!
                  avg. 30 minutes

                  from £102 / night

                  (1) Excellent 

                    7

                    Holiday home in Ladybank

                    Cupar / Ladybank

                    4 8 2 nights min

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

                    from £229 / night

                    £1,374 / week

                    Book View

                    Responds fast!
                    avg. 33 minutes

                    from £229 / night

                    (20) Excellent 

                      25

                      Holiday cottage in Cupar

                      Fife / Cupar

                      8 16 min stay varies

                      • 8 bedrooms
                      • sleeps 16
                      • min stay varies
                      • Nearest beach 18 km
                      • Child friendly
                      • Pet friendly

                      from £113 / night

                      £682 - £5,619 / week

                      Book View

                      Responds fast!
                      avg. 2 hours 34 minutes

                      from £113 / night

                        24

                        Holiday apartment in Peat Inn

                        Cupar / Peat Inn

                        1 4 1 night min

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

                        from £77 / night

                        £537 / week

                        Book View

                        Responds fast!
                        avg. 3 hours 58 minutes

                        from £77 / night

                        (5) Excellent 

                          13

                          Holiday apartment in Cupar

                          Fife / Cupar

                          2 5 2 nights min

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

                          from £172 / night

                          £802 / week

                          Book View

                          Responds fast!
                          avg. 2 hours 13 minutes

                          from £172 / night

                          (6) Very Good 

                            8

                            Cottage rental in Cupar with golf nearby

                            Fife / Cupar

                            2 4 min stay varies

                            • 2 bedrooms
                            • sleeps 4
                            • min stay varies
                            • Nearest beach 10 km
                            • Child friendly
                            • Car not necessary

                            from £103 / night

                            £573 - £687 / week

                            Book View

                            Responds fast!
                            avg. 2 hours 13 minutes

                            from £103 / night

                            (4) Excellent 

                              21

                              Holiday cottage in Cupar

                              Fife / Cupar

                              3 6 1 night min

                              • 3 bedrooms
                              • sleeps 6
                              • 1 night min
                              • Nearest beach 17 km
                              • Child friendly
                              • Pet friendly

                              from £195 / night

                              £790 / week

                              Book View

                              from £195 / night

                              (2) Excellent 

                                10

                                Cupar holiday apartment rental

                                Fife / Cupar

                                3 6 2 nights min

                                • 3 bedrooms
                                • sleeps 6
                                • 2 nights min
                                • Nearest beach 10 km
                                • Ask owner if suitable for children
                                • Car not necessary

                                from £172 / night

                                £802 - £922 / week

                                Book View

                                Responds fast!
                                avg. 2 hours 13 minutes

                                from £172 / night

                                (4) Very Good 

                                  15

                                  Holiday lodge in Cupar

                                  Fife / Cupar

                                  3 5 2 nights min

                                  • 3 bedrooms
                                  • sleeps 5
                                  • 2 nights min
                                  • Nearest beach 17 km
                                  • Child friendly

                                  from £184 / night

                                  £790 / week

                                  Book View

                                  Responds fast!
                                  avg. 33 minutes

                                  from £184 / night

                                    41

                                    Cupar holiday b&b rental

                                    Fife / Cupar

                                    1 2 1 night min

                                    • 1 bedroom
                                    • sleeps 2
                                    • 1 night min
                                    • Nearest beach 12 km

                                    from £184 / night

                                    £1,031 - £1,134 / week

                                    Book View

                                    from £184 / night

                                    Great rentals within 20 miles that match your search

                                    Distance approx 15.28 miles from Cupar

                                    (22) Excellent 

                                      16

                                      Holiday cottage in Crail

                                      Fife / Crail

                                      2 4 3 nights min

                                      • 2 bedrooms
                                      • sleeps 4
                                      • 3 nights min
                                      • Beach / lakeside relaxation
                                      • Nearest beach 0.1 km
                                      • Child friendly

                                      from £85 / night

                                      £595 / week

                                      Book View

                                      from £85 / night

                                      Distance approx 8.6 miles from Cupar Show on Map

                                      (5) Excellent 

                                      Certificate of Excellence

                                        20

                                        St. Andrews holiday apartment rental

                                        Fife / St Andrews

                                        4 10 min stay varies

                                        • 4 bedrooms
                                        • sleeps 10
                                        • min stay varies
                                        • Nearest beach 0.5 km
                                        • Child friendly
                                        • Car not necessary

                                        Certificate of Excellence

                                        from £144 / night

                                        £859 - £1,031 / week

                                        Book View

                                        from £144 / night

                                        Distance approx 7.09 miles from Cupar Show on Map

                                        (1) Excellent 

                                          18

                                          Bungalow rental in Largo Ward

                                          Fife / Largo Ward

                                          2 5 5 nights min

                                          • 2 bedrooms
                                          • sleeps 5
                                          • 5 nights min
                                          • Nearest beach 8 km
                                          • Child friendly
                                          • Pet friendly

                                          from £40 / night

                                          £252 / week

                                          Book View

                                          Responds fast!
                                          avg. 56 minutes

                                          from £40 / night

                                          Distance approx 16.33 miles from Cupar

                                          (1) Excellent 

                                            19

                                            Apartment rental in Carnoustie

                                            Angus / Carnoustie

                                            3 6 4 nights min

                                            • 3 bedrooms
                                            • sleeps 6
                                            • 4 nights min
                                            • Child friendly

                                            from £115 / night

                                            £687 / week

                                            Book View

                                            Responds fast!
                                            avg. 3 hours 22 minutes

                                            from £115 / night

                                            Distance approx 13.55 miles from Cupar

                                            (3) Excellent 

                                              29

                                              Holiday apartment with golf nearby in Anstruther

                                              Fife / Anstruther

                                              2 4 2 nights min

                                              • 2 bedrooms
                                              • sleeps 4
                                              • 2 nights min
                                              • Beach / lakeside relaxation
                                              • Nearest beach 0.5 km
                                              • Child friendly

                                              from £75 / night

                                              £516 - £665 / week

                                              Book View

                                              Responds fast!
                                              avg. 1 hour 42 minutes

                                              from £75 / night

                                              Distance approx 14.73 miles from Cupar

                                              (5) Excellent 

                                                17

                                                Holiday cottage rental

                                                Kinross / Glenlomond

                                                2 4 min stay varies

                                                • 2 bedrooms
                                                • sleeps 4
                                                • min stay varies
                                                • Beach / lakeside relaxation
                                                • Nearest beach 3 km
                                                • Child friendly

                                                from £101 / night

                                                £527 - £596 / week

                                                Book View

                                                Responds fast!
                                                avg. 1 hour 9 minutes

                                                from £101 / night

                                                Distance approx 16.95 miles from Cupar

                                                (11) Excellent 

                                                Certificate of Excellence

                                                  20

                                                  Perth holiday cottage rental

                                                  Perth and Kinross / Perth

                                                  4 10 min stay varies

                                                  • 4 bedrooms
                                                  • sleeps 10
                                                  • min stay varies
                                                  • Child friendly
                                                  • Private garden

                                                  Certificate of Excellence

                                                  from £184 / night

                                                  £916 - £1,489 / week

                                                  Book View

                                                  Responds fast!
                                                  avg. 3 hours 27 minutes

                                                  from £184 / night

                                                  Distance approx 7.88 miles from Cupar Show on Map

                                                  (3) Very Good 

                                                    20

                                                    Holiday townhouse with golf nearby in St. Andrews

                                                    Fife / St Andrews

                                                    3 5 min stay varies

                                                    • 3 bedrooms
                                                    • sleeps 5
                                                    • min stay varies
                                                    • Nearest beach 2 km
                                                    • Child friendly
                                                    • Car not necessary

                                                    from £103 / night

                                                    £493 - £859 / week

                                                    Book View

                                                    from £103 / night

                                                    Distance approx 3.84 miles from Cupar Show on Map

                                                    (3) Excellent 

                                                    Certificate of Excellence

                                                      10

                                                      Holiday cottage in St. Andrews

                                                      Fife / St Andrews

                                                      1 2 3 nights min

                                                      • 1 bedroom
                                                      • sleeps 2
                                                      • 3 nights min

                                                      Certificate of Excellence

                                                      from £75 / night

                                                      £504 / week

                                                      Book View

                                                      Responds fast!
                                                      avg. 7 minutes

                                                      from £75 / night

                                                      Distance approx 19.21 miles from Cupar

                                                      (9) Excellent 

                                                        24

                                                        Holiday cottage in Scone

                                                        Perth and Kinross / Scone

                                                        2 5 min stay varies

                                                        • 2 bedrooms
                                                        • sleeps 5
                                                        • min stay varies
                                                        • Child friendly
                                                        • Private garden

                                                        from £92 / night

                                                        £458 - £745 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 3 hours 46 minutes

                                                        from £92 / night

                                                        Distance approx 8.2 miles from Cupar Show on Map

                                                        (11) Very Good 

                                                          14

                                                          Holiday lodge in Falkland

                                                          Falkland / Dunshalt

                                                          3 6 3 nights min

                                                          • 3 bedrooms
                                                          • sleeps 6
                                                          • 3 nights min
                                                          • Child friendly
                                                          • Private garden

                                                          from £138 / night

                                                          £676 / week

                                                          Book View

                                                          from £138 / night

                                                          Distance approx 9.67 miles from Cupar Show on Map

                                                          (1) Excellent 

                                                            7

                                                            Holiday apartment in Dundee

                                                            Scotland / Dundee

                                                            2 4 2 nights min

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

                                                            from £138 / night

                                                            £659 / week

                                                            Book View

                                                            from £138 / night

                                                            Distance approx 10.59 miles from Cupar Show on Map

                                                              29

                                                              Holiday home with shared pool in Kilconquhar

                                                              Fife / Kilconquhar

                                                              3 8 min stay varies

                                                              • 3 bedrooms
                                                              • sleeps 8
                                                              • min stay varies
                                                              • Nearest beach 4 km
                                                              • Swimming pool
                                                              • Child friendly

                                                              from £98 / night

                                                              £682 / week

                                                              Book View

                                                              Responds fast!
                                                              avg. 3 hours 5 minutes

                                                              from £98 / night

                                                              Distance approx 7.76 miles from Cupar Show on Map

                                                                15

                                                                Holiday apartment in St. Andrews

                                                                Fife / St Andrews

                                                                2 5 7 nights min

                                                                • 2 bedrooms
                                                                • sleeps 5
                                                                • 7 nights min
                                                                • Beach / lakeside relaxation
                                                                • Nearest beach 3 km
                                                                • Suitable for children age 5+

                                                                from £103 / night

                                                                £722 / week

                                                                Book View

                                                                from £103 / night

                                                                Distance approx 7.37 miles from Cupar Show on Map

                                                                (1) Excellent 

                                                                  13

                                                                  Apartment accommodation in Falkland

                                                                  Fife / Falkland

                                                                  1 2 2 nights min

                                                                  • 1 bedroom
                                                                  • sleeps 2
                                                                  • 2 nights min
                                                                  • Private garden

                                                                  from £109 / night

                                                                  £602 / week

                                                                  Book View

                                                                  from £109 / night

                                                                  Distance approx 12.96 miles from Cupar

                                                                    33

                                                                    Holiday home with golf nearby in Pittenweem

                                                                    Fife / Pittenweem

                                                                    3 5 min stay varies

                                                                    • 3 bedrooms
                                                                    • sleeps 5
                                                                    • min stay varies
                                                                    • Child friendly
                                                                    • Pet friendly

                                                                    from £155 / night

                                                                    £659 - £745 / week

                                                                    Book View

                                                                    Responds fast!
                                                                    avg. 1 hour 18 minutes

                                                                    from £155 / night

                                                                    Distance approx 8.48 miles from Cupar Show on Map

                                                                    (17) Excellent 

                                                                      17

                                                                      St. Andrews holiday apartment rental

                                                                      Fife / St Andrews

                                                                      2 4 min stay varies

                                                                      • 2 bedrooms
                                                                      • sleeps 4
                                                                      • min stay varies
                                                                      • Beach / lakeside relaxation
                                                                      • Nearest beach 0.5 km
                                                                      • Child friendly

                                                                      from £125 / night

                                                                      £625 - £795 / week

                                                                      Enquire View

                                                                      from £125 / night

                                                                      Distance approx 13.88 miles from Cupar

                                                                        13

                                                                        Apartment rental in Anstruther with golf nearby

                                                                        Fife / Anstruther

                                                                        2 4 2 nights min

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

                                                                        from £109 / night

                                                                        £687 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 2 hours 51 minutes

                                                                        from £109 / night

                                                                        Distance approx 8.22 miles from Cupar Show on Map

                                                                        (8) Excellent 

                                                                          15

                                                                          Holiday home in St. Andrews

                                                                          Fife / St Andrews

                                                                          3 6 min stay varies

                                                                          • 3 bedrooms
                                                                          • sleeps 6
                                                                          • min stay varies
                                                                          • Beach / lakeside relaxation
                                                                          • Child friendly
                                                                          • Car not necessary

                                                                          from £344 / night

                                                                          £1,374 - £2,290 / week

                                                                          Book View

                                                                          from £344 / night

                                                                          Distance approx 10.39 miles from Cupar Show on Map

                                                                            32

                                                                            Kilconquhar holiday apartment accommodation

                                                                            Fife / Kilconquhar

                                                                            2 7 min stay varies

                                                                            • 2 bedrooms
                                                                            • sleeps 7
                                                                            • min stay varies
                                                                            • Nearest beach 4 km
                                                                            • Swimming pool
                                                                            • Child friendly

                                                                            from £103 / night

                                                                            £722 / week

                                                                            Book View

                                                                            Responds fast!
                                                                            avg. 3 hours 5 minutes

                                                                            from £103 / night

                                                                            Distance approx 12.3 miles from Cupar

                                                                              25

                                                                              Home letting in St Monans

                                                                              Fife / St Monans

                                                                              2 6 min stay varies

                                                                              • 2 bedrooms
                                                                              • sleeps 6
                                                                              • min stay varies
                                                                              • Beach / lakeside relaxation

                                                                              from £115 / night

                                                                              £573 - £842 / week

                                                                              Book View

                                                                              Responds fast!
                                                                              avg. 3 hours 38 minutes

                                                                              from £115 / night

                                                                              Distance approx 14.84 miles from Cupar

                                                                                10

                                                                                Holiday lodge in Monikie

                                                                                Angus / Monikie

                                                                                3 6 3 nights min

                                                                                • 3 bedrooms
                                                                                • sleeps 6
                                                                                • 3 nights min
                                                                                • Child friendly
                                                                                • Pet friendly

                                                                                from £180 / night

                                                                                £819 - £1,476 / week

                                                                                Book View

                                                                                from £180 / night

                                                                                Distance approx 12.32 miles from Cupar

                                                                                  12

                                                                                  Holiday cottage in Pittenweem

                                                                                  Fife / Pittenweem

                                                                                  1 4 min stay varies

                                                                                  • 1 bedroom
                                                                                  • sleeps 4
                                                                                  • min stay varies
                                                                                  • Nearest beach 0.8 km
                                                                                  • Child friendly
                                                                                  • Pet friendly

                                                                                  from £92 / night

                                                                                  £344 - £790 / week

                                                                                  Book View

                                                                                  from £92 / night

                                                                                  Top Destination reviews

                                                                                  Castlefield Cosy 2 bedroom cottage
                                                                                  Lovely family stay

                                                                                  We spent a week at the cottage and really enjoyed it. It's in a great location for parks, restaurants & shops, close to routes to the east neuk, Dundee & Perth. The cottage itself has everything you need and Liana the owner is very friendly & helpful. Definitely recommend it. … see more
                                                                                  The Rings- Fully Accessible & flexible cottage
                                                                                  Absolutely fabulous in every way

                                                                                  This accommodation is absolutely outstanding, clean, perfectly equipped, stunning but homely. We travelled down to have a family celebration for my mum's 80th birthday and had a weekend to remember. Each couple had beautifully laid out ensuite bedrooms for totally privacy, but had a wonderful spacious living area where we could all spend some time together. My dad struggles with walking so having the house totally on the flat was wonderful. Stunning views, peaceful countryside. Moira was a fabulous host, attentive but not intrusive. Would totally recommend it to everyone, able bodied and disabled. Can't wait to go backsee more
                                                                                  Garden Cottage, Nr St Andrews. Traditional charm in a glorious setting! Sleeps 5
                                                                                  Garden Cottage

                                                                                  Had a great week. The house was warm, comfortable and had everything we could possibly want and more. The antics of the squirrel and the quail patrol kept us entertained daily. An ideal place to explore Fife from. We will be back!! … see more

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