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349 Holiday homes

    25

    Holiday home in Winchester

    Hampshire / Winchester

    3 5 1 night min

    • 3 bedrooms
    • sleeps 5
    • 1 night min
    • Child friendly

    from £132 / night

    £922 / week

    Book View

    from £132 / night

    (11) Excellent 

      22

      Holiday guest house in Winchester

      Hampshire / Winchester

      1 2 1 night min

      • 1 bedroom
      • sleeps 2
      • 1 night min
      • Nearest beach 25 km
      • Pet friendly

      from £98 / night

      £619 - £699 / week

      Book View

      Responds fast!
      avg. 2 hours 9 minutes

      from £98 / night

        12

        Holiday home in Winchester

        Hampshire / Winchester

        2 3 7 nights min

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

        from £73 / night

        £505 - £846 / week

        Enquire View

        from £73 / night

        (6) Very Good 

          41

          Winchester holiday barn rental

          Hampshire / Winchester

          1 2 2 nights min

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

          from £161 / night

          £974 / week

          Book View

          from £161 / night

          (3) Very Good 

            20

            Holiday lodge with golf nearby in Winchester

            Hampshire / Winchester

            3 6 min stay varies

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

            from £164 / night

            £939 - £2,044 / week

            Book View

            from £164 / night

            (9) Excellent 

              15

              Holiday apartment in Winchester

              Hampshire / Winchester

              1 2 2 nights min

              • 1 bedroom
              • sleeps 2
              • 2 nights min
              • Car not necessary

              from £103 / night

              £642 - £727 / week

              Book View

              Responds fast!
              avg. 1 hour 35 minutes

              from £103 / night

              (29) Excellent 

                8

                Holiday apartment in Winchester

                Hampshire / Winchester

                2 5 2 nights min

                • 2 bedrooms
                • sleeps 5
                • 2 nights min
                • Child friendly
                • Car not necessary
                • Air conditioning
                “Super little apartment” The whole experience was great with prompt and friendly response from the owner. The apartment is fully detached above the car parking area with a small balcony to the living room. The kitchen is very well equipped with dish washer and washing machine. There was a good size flat screen TV in the lounge with comfortable seating. There is a double bed room and the second bedroom sleeps 3 in a bunk. Everything was exactly as in the photographs on the booking site. It is located in a quiet cul-de-sac about 1 mile from the centre of Winchester. Although close to the railway line, the double glazing makes the trains hardly noticeable. I would definitely book this again if I was visiting Winchester.

                from £110 / night

                £725 - £810 / week

                Enquire View

                from £110 / night

                (11) Very Good 

                Certificate of Excellence

                  14

                  Holiday home in Winchester

                  Hampshire / Winchester

                  2 4 2 nights min

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

                  Certificate of Excellence

                  from £117 / night

                  £818 / week

                  Book View

                  from £117 / night

                  (8) Very Good 

                    11

                    Winchester holiday apartment let

                    Hampshire / Winchester

                    3 5 2 nights min

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

                    from £178 / night

                    £1,123 / week

                    Book View

                    from £178 / night

                      7

                      Winchester holiday home rental

                      Hampshire / Winchester

                      5 10 2 nights min

                      • 5 bedrooms
                      • sleeps 10
                      • 2 nights min
                      • Swimming pool
                      • Child friendly
                      • Pet friendly

                      from £916 / night

                      £2,748 / week

                      Book View

                      Responds fast!
                      avg. 3 hours 27 minutes

                      from £916 / night

                      (2) Excellent 

                        21

                        Holiday lodge with golf nearby in Winchester

                        Hampshire / Winchester

                        2 4 min stay varies

                        • 2 bedrooms
                        • sleeps 4
                        • min stay varies
                        • Nearest beach 20 km
                        • Child friendly
                        • Pet friendly

                        from £141 / night

                        £842 - £1,780 / week

                        Book View

                        from £141 / night

                        (18) Very Good 

                          22

                          Holiday apartment with golf nearby in Winchester

                          Hampshire / Winchester

                          1 4 min stay varies

                          • 1 bedroom
                          • sleeps 4
                          • min stay varies
                          • Child friendly
                          • Car not necessary
                          “Great place to stay in Wichester” The apartment was exactly as described and worked well for our party of 3 adults. Everything was in good order & the main bedroom very spacious with doors onto the small courtyard. An added bonus was the private parking which is very hard to find in this city! Location was fantastic - only a 5 minute walk to town center and even less to the park at bottom of road. Caroline was a perfect host and met us upon arrival and was always available to contact with any enquiries. All in all very enjoyable.

                          from £126 / night

                          £682 - £1,082 / week

                          Book View

                          from £126 / night

                            20

                            Holiday cottage in Winchester

                            Hampshire / Winchester

                            3 6 min stay varies

                            • 3 bedrooms
                            • sleeps 6
                            • min stay varies
                            • Child friendly
                            • Private garden

                            from £359 / night

                            £1,029 - £1,455 / week

                            Book View

                            from £359 / night

                            (21) Excellent 

                            Certificate of Excellence

                              31

                              Holiday cottage rental

                              Winchester / Pitt

                              3 5 min stay varies

                              • 3 bedrooms
                              • sleeps 5
                              • min stay varies
                              • Nearest beach 30 km
                              • Child friendly
                              • Pet friendly

                              Certificate of Excellence

                              from £100 / night

                              £573 - £911 / week

                              Book View

                              Responds fast!
                              avg. 2 hours 9 minutes

                              from £100 / night

                              (9) Excellent 

                                15

                                Winchester holiday cottage accommodation

                                Hampshire / Winchester

                                1 2 3 nights min

                                • 1 bedroom
                                • sleeps 2
                                • 3 nights min
                                • Ask owner if suitable for children
                                • Car not necessary
                                • Private garden

                                from £103 / night

                                £722 / week

                                Book View

                                from £103 / night

                                (10) Very Good 

                                  18

                                  Holiday cottage in Winchester

                                  Hampshire / Winchester

                                  2 4 min stay varies

                                  • 2 bedrooms
                                  • sleeps 4
                                  • min stay varies
                                  • Child friendly
                                  • Car not necessary
                                  • Private garden

                                  from £172 / night

                                  £911 - £1,025 / week

                                  Book View

                                  from £172 / night

                                  (9) Excellent 

                                    17

                                    Home rental in Winchester

                                    Hampshire / Winchester

                                    2 6 min stay varies

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

                                    from £201 / night

                                    £1,117 - £1,718 / week

                                    Book View

                                    from £201 / night

                                    (12) Excellent 

                                      26

                                      Winchester holiday b&b rental

                                      Hampshire / Winchester

                                      1 2 1 night min

                                      • 1 bedroom
                                      • sleeps 2
                                      • 1 night min
                                      • Child friendly
                                      • Pet friendly
                                      • Private garden

                                      from £86 / night

                                      £602 / week

                                      Book View

                                      Responds fast!
                                      avg. 3 hours 20 minutes

                                      from £86 / night

                                      (21) Excellent 

                                        15

                                        Holiday penthouse rental

                                        Hampshire / Winchester

                                        2 6 2 nights min

                                        • 2 bedrooms
                                        • sleeps 6
                                        • 2 nights min
                                        • Car not necessary

                                        from £287 / night

                                        £1,203 / week

                                        Book View

                                        Responds fast!
                                        avg. 2 hours 16 minutes

                                        from £287 / night

                                        (9) Excellent 

                                          20

                                          Holiday log cabin rental

                                          Hampshire / Winchester

                                          3 6 min stay varies

                                          • 3 bedrooms
                                          • sleeps 6
                                          • min stay varies
                                          • Nearest beach 20 km
                                          • Child friendly
                                          • Pet friendly

                                          from £141 / night

                                          £842 - £1,764 / week

                                          Book View

                                          from £141 / night

                                            29

                                            Holiday townhouse in Winchester

                                            Hampshire / Winchester

                                            3 6 7 nights min

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

                                            from £194 / night

                                            £1,354 - £1,410 / week

                                            Book View

                                            from £194 / night

                                            (8) Excellent 

                                              17

                                              Holiday home rental

                                              Hampshire / Winchester

                                              3 6 2 nights min

                                              • 3 bedrooms
                                              • sleeps 6
                                              • 2 nights min
                                              • Child friendly
                                              • Car not necessary

                                              from £218 / night

                                              £1,523 / week

                                              Book View

                                              Responds fast!
                                              avg. 1 hour 16 minutes

                                              from £218 / night

                                                17

                                                Holiday apartment in Winchester

                                                Hampshire / Winchester

                                                1 4 7 nights min

                                                • 1 bedroom
                                                • sleeps 4
                                                • 7 nights min

                                                from £182 / night

                                                £1,274 - £1,386 / week

                                                Book View

                                                from £182 / night

                                                (8) Excellent 

                                                  13

                                                  Holiday log cabin rental

                                                  Hampshire / Winchester

                                                  2 4 min stay varies

                                                  • 2 bedrooms
                                                  • sleeps 4
                                                  • min stay varies
                                                  • Nearest beach 20 km
                                                  • Child friendly
                                                  • Pet friendly

                                                  from £166 / night

                                                  £756 - £1,563 / week

                                                  Book View

                                                  from £166 / night

                                                    47

                                                    Holiday apartment in Winchester

                                                    Hampshire / Winchester

                                                    2 4 7 nights min

                                                    • 2 bedrooms
                                                    • sleeps 4
                                                    • 7 nights min
                                                    • Ask owner if suitable for children

                                                    from £141 / night

                                                    £986 / week

                                                    Book View

                                                    from £141 / night

                                                      11

                                                      Holiday home in Winchester

                                                      Hampshire / Winchester

                                                      2 7 7 nights min

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

                                                      from £213 / night

                                                      £1,488 - £1,656 / week

                                                      Book View

                                                      from £213 / night

                                                        15

                                                        Holiday home letting

                                                        Hampshire / Winchester

                                                        2 5 min stay varies

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

                                                        from £239 / night

                                                        £881 - £1,319 / week

                                                        Book View

                                                        from £239 / night

                                                          20

                                                          Holiday home rental

                                                          Hampshire / Winchester

                                                          2 4 min stay varies

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

                                                          from £227 / night

                                                          £1,078 - £1,519 / week

                                                          Book View

                                                          from £227 / night

                                                            13

                                                            Apartment rental in Winchester

                                                            Hampshire / Winchester

                                                            1 2 3 nights min

                                                            • 1 bedroom
                                                            • sleeps 2
                                                            • 3 nights min
                                                            • Nearest beach 40 km
                                                            • Car not necessary

                                                            from £144 / night

                                                            £802 / week

                                                            Book View

                                                            from £144 / night

                                                              11

                                                              Holiday home rental

                                                              Hampshire / Winchester

                                                              2 4 2 nights min

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

                                                              from £126 / night

                                                              £802 / week

                                                              Book View

                                                              from £126 / night

                                                                28

                                                                Holiday home in Winchester

                                                                Hampshire / Winchester

                                                                3 5 2 nights min

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

                                                                from £302 / night

                                                                £1,031 / week

                                                                Book View

                                                                from £302 / night

                                                                  25

                                                                  Winchester holiday home rental

                                                                  Hampshire / Winchester

                                                                  2 4 3 nights min

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

                                                                  from £421 / night

                                                                  £2,451 / week

                                                                  Book View

                                                                  from £421 / night

                                                                    30

                                                                    Holiday home rental

                                                                    Hampshire / Winchester

                                                                    2 4 3 nights min

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

                                                                    from £154 / night

                                                                    £762 - £1,110 / week

                                                                    Book View

                                                                    from £154 / night

                                                                    (1) Excellent 

                                                                      12

                                                                      Holiday log cabin with golf nearby in Winchester

                                                                      Hampshire / Winchester

                                                                      3 6 28 nights min

                                                                      • 3 bedrooms
                                                                      • sleeps 6
                                                                      • 28 nights min
                                                                      • Child friendly
                                                                      • Car not necessary
                                                                      • Pet friendly

                                                                      from £110 / night

                                                                      £768 / week

                                                                      Book View

                                                                      from £110 / night

                                                                        14

                                                                        Holiday log cabin with golf nearby in Winchester

                                                                        Hampshire / Winchester

                                                                        2 4 28 nights min

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

                                                                        from £99 / night

                                                                        £687 / week

                                                                        Book View

                                                                        from £99 / night

                                                                        (4) Excellent 

                                                                          21

                                                                          Holiday home in Winchester

                                                                          Hampshire / Winchester

                                                                          3 6 2 nights min

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

                                                                          from £218 / night

                                                                          £1,523 / week

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 25 minutes

                                                                          from £218 / night

                                                                          (35) Excellent 

                                                                          Certificate of Excellence

                                                                            16

                                                                            Holiday cottage rental

                                                                            Hampshire / Winchester

                                                                            1 3 2 nights min

                                                                            • 1 bedroom
                                                                            • sleeps 3
                                                                            • 2 nights min
                                                                            • Car not necessary
                                                                            • Private garden

                                                                            Certificate of Excellence

                                                                            from £166 / night

                                                                            £1,088 - £1,569 / week

                                                                            Book View

                                                                            Responds fast!
                                                                            avg. 1 hour 6 minutes

                                                                            from £166 / night

                                                                            (12) Very Good 

                                                                              11

                                                                              Holiday b&b in Winchester

                                                                              Hampshire / Winchester

                                                                              1 2 1 night min

                                                                              • 1 bedroom
                                                                              • sleeps 2
                                                                              • 1 night min
                                                                              • Nearest beach 45 km
                                                                              • Car not necessary
                                                                              • Air conditioning

                                                                              from £92 / night

                                                                              £573 / week

                                                                              Book View

                                                                              Responds fast!
                                                                              avg. 3 hours 54 minutes

                                                                              from £92 / night

                                                                                4

                                                                                Holiday apartment in Winchester

                                                                                Hampshire / Winchester

                                                                                1 4 1 night min

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

                                                                                from £172 / night

                                                                                £1,203 / week

                                                                                Book View

                                                                                from £172 / night

                                                                                  17

                                                                                  Holiday home in Winchester

                                                                                  Hampshire / Winchester

                                                                                  3 5 min stay varies

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

                                                                                  from £89 / night

                                                                                  £798 / week

                                                                                  Book View

                                                                                  from £89 / night

                                                                                  Why Winchester?

                                                                                  Based in the county of Hampshire, England, Winchester is a city steeped in history. With cultural landmarks, family attractions and more, book your holiday rental in Winchester today and enjoy an action-packed trip to this beautiful city.

                                                                                  About Winchester

                                                                                  Winchester has been the setting for many novels, including The Whole Day Through by Patrick Gale and One Day by David Nicholls.

                                                                                  What to Do

                                                                                  Winchester Science Centre and Planetarium has over 100 exhibitions where you can discover more about the universe. You can also find out more about the human body as well as live shows and workshops.

                                                                                  Top Winchester Travel Tips

                                                                                  Take a visit to the stunning city of Winchester and marvel at the exquisite range of attractions on offer. Book your holiday rental in Winchester today to enjoy one of the best historic and cultural cities within the UK.

                                                                                  Top Destination reviews

                                                                                  Cosy character cottage in central Winchester
                                                                                  It was a little nice cottage, we were all very happy

                                                                                  The Furniture is simple but functional and aestethic Located near by the attractions of Winchester as Cathedral etc and near by the Itchen with a attractive footpath along the river Winchester has a lot of nice Restaurants and Pubs all near the cottage We cooked often, the kitchen was good equipped, apart from the knifes...We bought 2 and left them in the kitchen. I hope you understand my english, perhaps I did not use the right words. In this case sorry about eventually misunderstandingssee more
                                                                                  The Down House Cottage
                                                                                  Comfortable and charming

                                                                                  Adequate kitchen equipment, cosy lounge with large wood burning stove and snug bedroom. Super Bathroom shower. Well positioned for access to Winchester and Hampshire including 1/2 hour to dockyard exhibits at Portsmouth. … see more
                                                                                  Idyllic Hampshire Hideaway - The Orchard Studio, Sparsholt
                                                                                  A delightful stay.

                                                                                  What an amazing place, everything you could wish for. Beautiful garden, wonderful breakfast and perfect for our two dogs. Lovely walks on the doorstep. Local pub had great food and dog friendly. Victoria, the owner, was lovely and very welcoming. Would highly recommend Orchard Studio. It is a very special place. One review I read before I booked said it was uber cute and that is exactly what it was. Have to say it was just perfect. Many thanks.see more
                                                                                  The Old Tractor Barn, Crabwood Cottages
                                                                                  Absolutely lovely cottage in a wonderful setting

                                                                                  This cottage was gorgeous. It was super clean and a lovely cream tea was left for us when we arrived. Debbie is a lovely thoughtful lady. My dog lost her collar and I mentioned to Debbie that I was going to have to find somewhere to get her another. Next thing there were 2 sizes put through the letter box. The setting is amazing. The woods run at the bottom of the garden, and the horses are always looking for treats. I would love to returnsee more
                                                                                  The Granary Annex at Worthy Barn
                                                                                  Do not hesitate to book - The Granary is a Gem!

                                                                                  I have only good things to say about the granary! The décor is beautiful, location is perfect, just opposite a farm shop that do some great bits and have a lovely café! The bed was comfy and the bathroom is stunning! We have a little lad who is 1 year old and Catherine offered to supply a travel cot which meant we saved some valuable boot space! All in all a great place to stay and we will definitely look to stay again in the future.see more
                                                                                  Luxury 2 Bedroom Scandinavian Lodge with HOT TUB
                                                                                  Lovely mini-break

                                                                                  From the moment we walked in the lodge, we were pleased. Fresh flowers on the table,the fire place, the wood beams, it was spacious, well-equipped and clean and tidy. The beds were comfy,shower was good and hot tub was lovely. The Breakfast box was lovely. We booked late so missed out on being able to have afternoon tea (as it's ordered from a bakery, so if you are interested in that please book earlier). The Bluetooth speaker, putting equipment were nice additions to adding something extra. My only slight critism and suggestion; 1) the hairdryer provided in the master room was not particularly that great (I do have long hair and struggled) but lucikly there was a second one provided for the other bedroom which was better. 2) I think providing kitchen roll would also have been handy, as it's not something we thought to buy and is useful in cleaning and tidying up. Going back to the good stuff; We appreciated the information pack which provided lots of handy information for our stay and the team came around to visit once we checked in and again before we left to check everything was okay. Overall, very recommended and we are already talking about when we are going back. Thank you :-)see more

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