Estates in Annan and Cottages - Holiday Lettings - Holiday Rentals Annan

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249 Holiday homes

(19) Excellent 

Certificate of Excellence

    27

    Holiday cottage in Annan

    Dumfries and Galloway / Annan

    2 4 min stay varies

    • 2 bedrooms
    • sleeps 4
    • min stay varies
    • Nearest beach 5 km
    • Child friendly

    Certificate of Excellence

    from £126 / night

    £831 - £1,260 / week

    Book View

    Responds fast!
    avg. 1 hour 18 minutes

    from £126 / night

    (18) Excellent 

    Certificate of Excellence

      32

      Holiday cottage rental

      Dumfries and Galloway / Annan

      2 4 min stay varies

      • 2 bedrooms
      • sleeps 4
      • min stay varies
      • Nearest beach 5 km
      • Child friendly

      Certificate of Excellence

      from £115 / night

      £773 - £1,088 / week

      Book View

      Responds fast!
      avg. 1 hour 18 minutes

      from £115 / night

      (12) Excellent 

        21

        Annan holiday home rental

        Dumfries and Galloway / Annan

        5 17 min stay varies

        • 5 bedrooms
        • sleeps 17
        • min stay varies
        • Nearest beach 5 km
        • Child friendly
        • Pet friendly

        from £231 / night

        £1,184 - £2,635 / week

        Book View

        Responds fast!
        avg. 1 hour 17 minutes

        from £231 / night

        (2) Excellent 

          36

          Holiday cottage in Annan

          Dumfries and Galloway / Annan

          3 6 min stay varies

          • 3 bedrooms
          • sleeps 6
          • min stay varies
          • Nearest beach 35 km
          • Child friendly
          • Pet friendly

          from £18 / night

          £373 / week

          Book View

          from £18 / night

            33

            Home rental in Annan

            Dumfries and Galloway / Annan

            2 4 min stay varies

            • 2 bedrooms
            • sleeps 4
            • min stay varies
            • Nearest beach 35 km
            • Child friendly
            • Pet friendly

            from £22 / night

            £401 / week

            Book View

            from £22 / night

              35

              Annan holiday farmhouse rental

              Dumfries and Galloway / Annan

              3 5 min stay varies

              • 3 bedrooms
              • sleeps 5
              • min stay varies
              • Nearest beach 35 km
              • Child friendly
              • Pet friendly

              from £23 / night

              £573 / week

              Book View

              from £23 / night

                11

                Holiday home in Annan

                Dumfries and Galloway / Annan

                2 4 3 nights min

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

                from £81 / night

                £269 - £778 / week

                Enquire View

                from £81 / night

                (4) Average 

                  11

                  Annan holiday home rental

                  Dumfries and Galloway / Annan

                  2 4 3 nights min

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

                  from £90 / night

                  £323 - £785 / week

                  Enquire View

                  from £90 / night

                  (1) Excellent 

                    24

                    Holiday home with golf nearby in Annan

                    Dumfries and Galloway / Annan

                    3 10 3 nights min

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

                    from £133 / night

                    £397 - £1,480 / week

                    Enquire View

                    from £133 / night

                    Great rentals within 20 miles that match your search

                    Distance approx 12.85 miles from Annan

                    (8) Excellent 

                    Certificate of Excellence

                      24

                      Holiday apartment in Longtown

                      Carlisle / Longtown

                      2 4 2 nights min

                      • 2 bedrooms
                      • sleeps 4
                      • 2 nights min
                      • Nearest beach 28 km
                      • Pet friendly

                      Certificate of Excellence

                      from £155 / night

                      £1,082 / week

                      Book View

                      from £155 / night

                      Distance approx 16.71 miles from Annan

                      (22) Very Good 

                        9

                        Cottage rental in Bassenthwaite

                        Keswick / Bassenthwaite

                        3 6 3 nights min

                        • 3 bedrooms
                        • sleeps 6
                        • 3 nights min
                        • Nearest beach 10 km
                        • Child friendly
                        • Pet friendly

                        from £69 / night

                        £384 - £504 / week

                        Book View

                        Responds fast!
                        avg. 1 hour 43 minutes

                        from £69 / night

                        Distance approx 15.28 miles from Annan

                        (25) Excellent 

                        Certificate of Excellence

                          19

                          Cottage rental in Bassenthwaite

                          Bassenthwaite / Baggrow

                          2 3 3 nights min

                          • 2 bedrooms
                          • sleeps 3
                          • 3 nights min
                          • Nearest beach 14 km
                          • Child friendly

                          Certificate of Excellence

                          from £92 / night

                          £504 / week

                          Book View

                          Responds fast!
                          avg. 2 hours 2 minutes

                          from £92 / night

                          Distance approx 18.72 miles from Annan

                          (7) Excellent 

                          Certificate of Excellence

                            12

                            Holiday home in Dumfries

                            Dumfries and Galloway / Dumfries

                            2 4 3 nights min

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

                            Certificate of Excellence

                            from £69 / night

                            £458 / week

                            Book View

                            Responds fast!
                            avg. 3 hours 20 minutes

                            from £69 / night

                            Distance approx 16.29 miles from Annan

                            (74) Excellent 

                            Certificate of Excellence

                              35

                              Cottage rental in Allonby

                              Cumbria / Allonby

                              3 6 min stay varies

                              • 3 bedrooms
                              • sleeps 6
                              • min stay varies
                              • Beach / lakeside relaxation
                              • Child friendly
                              • Pet friendly

                              Certificate of Excellence

                              from £91 / night

                              £453 - £858 / week

                              Book View

                              Responds fast!
                              avg. 2 hours 46 minutes

                              from £91 / night

                              Distance approx 13.42 miles from Annan

                              (4) Excellent 

                                11

                                Holiday barn in Wigton

                                Wigton / Bolton Low Houses

                                3 6 min stay varies

                                • 3 bedrooms
                                • sleeps 6
                                • min stay varies
                                • Nearest beach 16 km
                                • Child friendly

                                from £66 / night

                                £455 - £1,073 / week

                                Book View

                                Responds fast!
                                avg. 2 hours 24 minutes

                                from £66 / night

                                Distance approx 18 miles from Annan

                                (30) Excellent 

                                Certificate of Excellence

                                  22

                                  Holiday lodge in Dumfries

                                  Dumfries and Galloway / Dumfries

                                  2 4 min stay varies

                                  • 2 bedrooms
                                  • sleeps 4
                                  • min stay varies
                                  • Child friendly
                                  • Pet friendly
                                  • Private garden

                                  Certificate of Excellence

                                  from £86 / night

                                  £401 - £573 / week

                                  Book View

                                  Responds fast!
                                  avg. 1 hour 2 minutes

                                  from £86 / night

                                  Distance approx 13.51 miles from Annan

                                  (2) Excellent 

                                    15

                                    Kirkbean holiday b&b rental

                                    Dumfries and Galloway / Kirkbean

                                    1 2 1 night min

                                    • 1 bedroom
                                    • sleeps 2
                                    • 1 night min
                                    • Beach / lakeside relaxation
                                    • Child friendly
                                    • Ask about pets

                                    from £86 / night

                                    £521 / week

                                    Book View

                                    from £86 / night

                                    Distance approx 13.92 miles from Annan

                                    (11) Excellent 

                                      21

                                      Barn rental in Wigton

                                      Wigton / Bolton Low Houses

                                      2 6 min stay varies

                                      • 2 bedrooms
                                      • sleeps 6
                                      • min stay varies
                                      • Child friendly

                                      from £67 / night

                                      £352 - £719 / week

                                      Book View

                                      Responds fast!
                                      avg. 1 hour 58 minutes

                                      from £67 / night

                                      Distance approx 14.4 miles from Annan

                                      (95) Excellent 

                                      Certificate of Excellence

                                        25

                                        Holiday cottage rental

                                        Dumfries and Galloway / New Abbey

                                        2 3 min stay varies

                                        • 2 bedrooms
                                        • sleeps 3
                                        • min stay varies
                                        • Beach / lakeside relaxation
                                        • Nearest beach 12 km
                                        • Child friendly

                                        Certificate of Excellence

                                        from £68 / night

                                        £401 - £481 / week

                                        Book View

                                        Responds fast!
                                        avg. 48 minutes

                                        from £68 / night

                                        Distance approx 16.7 miles from Annan

                                        (35) Very Good 

                                          8

                                          Bassenthwaite holiday home let

                                          Keswick / Bassenthwaite

                                          2 4 2 nights min

                                          • 2 bedrooms
                                          • sleeps 4
                                          • 2 nights min
                                          • Nearest beach 11 km
                                          • Child friendly
                                          • Pet friendly

                                          from £58 / night

                                          £378 / week

                                          Book View

                                          Responds fast!
                                          avg. 1 hour 43 minutes

                                          from £58 / night

                                          Distance approx 18.75 miles from Annan

                                            11

                                            Holiday cottage in Caldbeck

                                            Lake District / Caldbeck

                                            1 2 7 nights min

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

                                            from £58 / night

                                            £401 / week

                                            Book View

                                            from £58 / night

                                            Distance approx 9.04 miles from Annan

                                            (70) Excellent 

                                              12

                                              Holiday camper van in Carlisle

                                              Cumbria / Carlisle

                                              3 4 7 nights min

                                              • 3 bedrooms
                                              • sleeps 4
                                              • 7 nights min
                                              • Child friendly
                                              • Air conditioning
                                              • Pet friendly

                                              from £115 / night

                                              £802 - £1,031 / week

                                              Book View

                                              from £115 / night

                                              Distance approx 19.85 miles from Annan

                                              (25) Very Good 

                                              Certificate of Excellence

                                                22

                                                Armathwaite holiday cottage rental

                                                Carlisle / Armathwaite

                                                2 5 3 nights min

                                                • 2 bedrooms
                                                • sleeps 5
                                                • 3 nights min
                                                • Nearest beach 38 km
                                                • Child friendly
                                                • Pet friendly

                                                Certificate of Excellence

                                                from £81 / night

                                                £544 - £905 / week

                                                Book View

                                                Responds fast!
                                                avg. 2 hours 24 minutes

                                                from £81 / night

                                                Distance approx 18.71 miles from Annan

                                                (4) Excellent 

                                                  11

                                                  Holiday log cabin rental

                                                  Sandyhills / Southwick

                                                  3 6 min stay varies

                                                  • 3 bedrooms
                                                  • sleeps 6
                                                  • min stay varies
                                                  • Beach / lakeside relaxation
                                                  • Nearest beach 2 km
                                                  • Child friendly

                                                  from £86 / night

                                                  £481 - £802 / week

                                                  Book View

                                                  from £86 / night

                                                  Distance approx 15.42 miles from Annan

                                                  (16) Excellent 

                                                    23

                                                    Holiday cottage in Southerness

                                                    Dumfries and Galloway / Southerness

                                                    3 6 3 nights min

                                                    • 3 bedrooms
                                                    • sleeps 6
                                                    • 3 nights min
                                                    • Nearest beach 12 km
                                                    • Child friendly
                                                    • Pet friendly

                                                    from £92 / night

                                                    £630 / week

                                                    Book View

                                                    from £92 / night

                                                    Distance approx 12.85 miles from Annan

                                                    (1) Excellent 

                                                      17

                                                      Holiday apartment in Longtown

                                                      Carlisle / Longtown

                                                      1 4 2 nights min

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

                                                      from £138 / night

                                                      £962 / week

                                                      Book View

                                                      from £138 / night

                                                      Distance approx 15.55 miles from Annan

                                                        8

                                                        Holiday chalet with golf nearby in Southerness

                                                        Dumfries and Galloway / Southerness

                                                        3 8 3 nights min

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

                                                        from £81 / night

                                                        £516 / week

                                                        Book View

                                                        from £81 / night

                                                        Distance approx 17.81 miles from Annan

                                                          24

                                                          Warwick-on-Eden holiday home rental

                                                          Carlisle / Warwick-on-Eden

                                                          2 4 2 nights min

                                                          • 2 bedrooms
                                                          • sleeps 4
                                                          • 2 nights min
                                                          • Nearest beach 24 km
                                                          • Child friendly

                                                          from £144 / night

                                                          £602 / week

                                                          Book View

                                                          Responds fast!
                                                          avg. 1 hour 4 minutes

                                                          from £144 / night

                                                          Distance approx 9.7 miles from Annan

                                                          (4) Excellent 

                                                            15

                                                            Holiday apartment in Silloth

                                                            Cumbria / Silloth

                                                            2 4 3 nights min

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

                                                            from £115 / night

                                                            £630 / week

                                                            Book View

                                                            Responds fast!
                                                            avg. 2 hours 20 minutes

                                                            from £115 / night

                                                            Distance approx 3.9 miles from Annan

                                                              13

                                                              B&b letting in Carlisle

                                                              Cumbria / Carlisle

                                                              1 2 1 night min

                                                              • 1 bedroom
                                                              • sleeps 2
                                                              • 1 night min
                                                              • Child friendly

                                                              from £86 / night

                                                              £602 / week

                                                              Book View

                                                              from £86 / night

                                                              Distance approx 3.9 miles from Annan

                                                                16

                                                                B&b rental in Carlisle

                                                                Cumbria / Carlisle

                                                                1 2 1 night min

                                                                • 1 bedroom
                                                                • sleeps 2
                                                                • 1 night min
                                                                • Child friendly

                                                                from £86 / night

                                                                £602 / week

                                                                Book View

                                                                from £86 / night

                                                                Distance approx 3.89 miles from Annan

                                                                  16

                                                                  Holiday b&b in Carlisle

                                                                  Cumbria / Carlisle

                                                                  1 4 1 night min

                                                                  • 1 bedroom
                                                                  • sleeps 4
                                                                  • 1 night min
                                                                  • Child friendly
                                                                  • Private garden

                                                                  from £86 / night

                                                                  £602 / week

                                                                  Book View

                                                                  from £86 / night

                                                                  Distance approx 17.09 miles from Annan

                                                                  (24) Excellent 

                                                                    19

                                                                    Holiday cottage letting

                                                                    Keswick / Bassenthwaite

                                                                    2 3 min stay varies

                                                                    • 2 bedrooms
                                                                    • sleeps 3
                                                                    • min stay varies
                                                                    • Nearest beach 30 km
                                                                    • Child friendly
                                                                    • Pet friendly

                                                                    from £83 / night

                                                                    £401 - £493 / week

                                                                    Book View

                                                                    Responds fast!
                                                                    avg. 2 hours 7 minutes

                                                                    from £83 / night

                                                                    Distance approx 7.74 miles from Annan

                                                                    (20) Excellent 

                                                                    Certificate of Excellence

                                                                      25

                                                                      Home rental in Gretna Green

                                                                      Dumfries and Galloway / Gretna Green

                                                                      4 8 2 nights min

                                                                      • 4 bedrooms
                                                                      • sleeps 8
                                                                      • 2 nights min
                                                                      • Child friendly
                                                                      • Car not necessary
                                                                      • Private garden

                                                                      Certificate of Excellence

                                                                      from £263 / night

                                                                      £1,603 / week

                                                                      Book View

                                                                      Responds fast!
                                                                      avg. 11 minutes

                                                                      from £263 / night

                                                                      Distance approx 6.43 miles from Annan

                                                                      (3) Excellent 

                                                                        52

                                                                        Holiday home rental

                                                                        Dumfries and Galloway / Dumfries

                                                                        5 10 min stay varies

                                                                        • 5 bedrooms
                                                                        • sleeps 10
                                                                        • min stay varies
                                                                        • Nearest beach 35 km
                                                                        • Child friendly
                                                                        • Pet friendly

                                                                        from £86 / night

                                                                        £2,748 / week

                                                                        Book View

                                                                        from £86 / night

                                                                        Distance approx 6.98 miles from Annan

                                                                          5

                                                                          Cottage rental in Dumfries

                                                                          Dumfries and Galloway / Dumfries

                                                                          17 32 min stay varies

                                                                          • 17 bedrooms
                                                                          • sleeps 32
                                                                          • min stay varies
                                                                          • Child friendly
                                                                          • Pet friendly

                                                                          from £229 / night

                                                                          £4,008 / week

                                                                          Book View

                                                                          from £229 / night

                                                                          Distance approx 14.7 miles from Annan

                                                                          (1) Excellent 

                                                                            7

                                                                            Carlisle holiday b&b rental

                                                                            Cumbria / Carlisle

                                                                            8 17 1 night min

                                                                            • 8 bedrooms
                                                                            • sleeps 17
                                                                            • 1 night min
                                                                            • Private garden

                                                                            from £46 / night

                                                                            £321 - £4,425 / week

                                                                            Book View

                                                                            from £46 / night

                                                                            Distance approx 7.03 miles from Annan

                                                                            (1) Very Good 

                                                                              31

                                                                              Holiday cottage in Dalton

                                                                              Lockerbie / Dalton

                                                                              2 4 min stay varies

                                                                              • 2 bedrooms
                                                                              • sleeps 4
                                                                              • min stay varies
                                                                              • Nearest beach 35 km
                                                                              • Child friendly
                                                                              • Pet friendly

                                                                              from £22 / night

                                                                              £516 / week

                                                                              Book View

                                                                              from £22 / night

                                                                              Distance approx 7.03 miles from Annan

                                                                                35

                                                                                Holiday home in Dalton

                                                                                Lockerbie / Dalton

                                                                                3 6 min stay varies

                                                                                • 3 bedrooms
                                                                                • sleeps 6
                                                                                • min stay varies
                                                                                • Nearest beach 35 km
                                                                                • Child friendly
                                                                                • Pet friendly

                                                                                from £26 / night

                                                                                £602 / week

                                                                                Book View

                                                                                from £26 / night

                                                                                Distance approx 17.64 miles from Annan

                                                                                (22) Excellent 

                                                                                  10

                                                                                  Caldbeck holiday home rental

                                                                                  Lake District / Caldbeck

                                                                                  2 4 3 nights min

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

                                                                                  from £130 / night

                                                                                  £438 - £1,161 / week

                                                                                  Enquire View

                                                                                  from £130 / night

                                                                                  Top Destination reviews

                                                                                  DISTILLERY COTTAGES (THE TACKROOM)WithPrivate Hot Tub
                                                                                  "Beautiful holiday home"

                                                                                  Just returned from a short break in the Tackroom. What a beautiful cottage, decor and furniture of a high standard, underfloor hearing brilliant. Lots of little extras, welcome hamper, basics in cupboards etc, makes such a difference. Hot tub wonderful and very private. Lovely cottage for a nice peaceful, relaxing break. Annan just a 25 minute walk away with several riverside walks. Margaret a pleasure to deal with, would highly recommend. Would recommend the Lonsdale cinema in Annan and the distillery coffee shop.see more
                                                                                  DISTILLERY COTTAGES (THE STABLES)With Private Hot Tub
                                                                                  Stunning accommodation in lovely place

                                                                                  We stayed at The Stables and couldn't fault it, like so many others have said before. Spacious and lovely accommodation, spotless, plenty of towels, fantastic welcome basket, comfortable beds, hot tub, helpful hosts. We would love to visit again and have no hesitation in recommending to others. … see more

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