Title: Winchester Holiday Homes from £54: Search Holiday Homes in Winchester | Expedia.co.uk [Winchester Travel Guide](https://expedia.co.uk/Winchester.dx5477)[Hotels in Winchester](https://expedia.co.uk/Winchester-Hotels.d5477.Travel-Guide-Hotels)[Holiday Rentals in Winchester](https://expedia.co.uk/Winchester-Holiday-Rentals.d5477.Travel-Guide-HolidayRentals)[Flights to Winchester](https://expedia.co.uk/Cheap-Flights-To-Winchester.d5477.Travel-Guide-Flights)[Things to do in Winchester](https://expedia.co.uk/Things-To-Do-In-Winchester.d5477.Travel-Guide-Activities)[Winchester Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Winchester.d5477.Car-Hire-Guide)[Winchester Holidays](https://expedia.co.uk/Winchester.d5477.Holidays-City-Breaks) ![Winchester showing heritage architecture as well as a small group of people](https://images.trvl-media.com/place/5477/36ffd968-a708-44fd-a530-107c0f9501f1.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/5477/36ffd968-a708-44fd-a530-107c0f9501f1.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [20 Feb - 22 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=5477&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [3 Apr - 5 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=5477&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [1 May - 3 May](https://www.expedia.co.uk/Hotel-Search?regionId=5477&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [29 May - 31 May](https://www.expedia.co.uk/Hotel-Search?regionId=5477&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winchester holiday homes ![Interior](https://images.trvl-media.com/lodging/77000000/76890000/76882200/76882133/8af8844f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76890000/76882200/76882133/b9f804d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/77000000/76890000/76882200/76882133/b48ff27b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76890000/76882200/76882133/8260a4e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Birdsong House [](https://www.expedia.co.uk/Winchester-Hotels-Birdsong-House.h76882133.Hotel-Information) Winchester 10/10 Exceptional (1 review) "We had a wonderful stay at Birdsong house. The owner was always available and the house was so cozy and comfortable! Thank you" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Judith D. £799 includes taxes & fees 6 Feb - 7 Feb [](https://www.expedia.co.uk/Winchester-Hotels-Birdsong-House.h76882133.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/77000000/76890000/76882200/76882120/81ff3273.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![8 bedrooms, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/77000000/76890000/76882200/76882120/ee9207f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/77000000/76890000/76882200/76882120/7f31934a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76890000/76882200/76882120/2ca8078e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Birdsong Mansion sleeps 12 Twyford Winchester [](https://www.expedia.co.uk/Winchester-Hotels-Birdsong-Mansion-Sleeps-12-Twyford-Winchester.h76882120.Hotel-Information) Winchester £1,011 includes taxes & fees 6 Feb - 7 Feb [](https://www.expedia.co.uk/Winchester-Hotels-Birdsong-Mansion-Sleeps-12-Twyford-Winchester.h76882120.Hotel-Information) ![4 bedrooms, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/77000000/76890000/76882200/76882122/b263005b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/77000000/76890000/76882200/76882122/600c976e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/77000000/76890000/76882200/76882122/6d5e54fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76890000/76882200/76882122/d3c67c86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Piping House 4bedroom [](https://www.expedia.co.uk/Winchester-Hotels-Piping-House-4bedroom.h76882122.Hotel-Information) Colden Common £286 includes taxes & fees 6 Feb - 7 Feb [](https://www.expedia.co.uk/Winchester-Hotels-Piping-House-4bedroom.h76882122.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/90000000/89190000/89183300/89183237/d22e552e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89190000/89183300/89183237/b1fc34ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/90000000/89190000/89183300/89183237/178af1ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89190000/89183300/89183237/e55f5143.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Piping Green 4Bedroom House [](https://www.expedia.co.uk/Winchester-Hotels-Piping-Green-4Bedroom-House.h89183237.Hotel-Information) Colden Common £304 includes taxes & fees 6 Feb - 7 Feb [](https://www.expedia.co.uk/Winchester-Hotels-Piping-Green-4Bedroom-House.h89183237.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/40000000/39440000/39439300/39439208/e37e129f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/40000000/39440000/39439300/39439208/102ab6c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/40000000/39440000/39439300/39439208/9477e879.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bedrooms, iron/ironing board, travel cot, free WiFi](https://images.trvl-media.com/lodging/40000000/39440000/39439300/39439208/e006066e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bury Villa - sleeping 18 guests [](https://www.expedia.co.uk/Gosport-Hotels-Bury-Villa-Sleeping-18-Guests.h39439208.Hotel-Information) Gosport 9.6/10 Exceptional (19 reviews) "Property was exactly how it was listed. Great location, short walk to the ferry to get over to Portsmouth & short drive to the closest beach. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Zoe C. £1,100 includes taxes & fees 9 Feb - 10 Feb [](https://www.expedia.co.uk/Gosport-Hotels-Bury-Villa-Sleeping-18-Guests.h39439208.Hotel-Information) ![2 bedrooms, iron/ironing board, travel cot, free WiFi](https://images.trvl-media.com/lodging/106000000/105350000/105346900/105346886/193052f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/106000000/105350000/105346900/105346886/6a1c04a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105350000/105346900/105346886/934db791.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105350000/105346900/105346886/25a84a40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### modern Bungalow with hot tub, garden, bbq & Netflix 10 min drive to city centre [](https://www.expedia.co.uk/Southampton-Hotels-Modern-Bungalow-With-Hot-Tub.h105346886.Hotel-Information) Southampton 10/10 Exceptional (3 reviews) "The accommodation was very comfortable and perfectly situated for a pre cruise stay! The beds were comfortable and the kitchen was very well equipped! Comfy sofas in the lounge and great internet! Highly recommended! Would definitely book again! Great host too! " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Michael H. £214 includes taxes & fees 6 Feb - 7 Feb [](https://www.expedia.co.uk/Southampton-Hotels-Modern-Bungalow-With-Hot-Tub.h105346886.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/35000000/34050000/34044400/34044373/efd4c83c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34050000/34044400/34044373/72bc9396.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bedrooms, iron/ironing board, travel cot, free WiFi](https://images.trvl-media.com/lodging/35000000/34050000/34044400/34044373/1d9916c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/35000000/34050000/34044400/34044373/39914bbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dairy House - a house that sleeps 16 guests in 7 bedrooms [](https://www.expedia.co.uk/Gosport-Hotels-Dairy-House-A-House-That-Sleeps-16-Guests-In-7-Bedrooms.h34044373.Hotel-Information) Gosport 9.8/10 Exceptional (30 reviews) "Lovely well eqipped accommodation which was ideal for our family of 14\. Rooms were spacious and there was lots to do including a games room. Good location right near the sea." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Diane S. £1,301 includes taxes & fees 23 Feb - 24 Feb [](https://www.expedia.co.uk/Gosport-Hotels-Dairy-House-A-House-That-Sleeps-16-Guests-In-7-Bedrooms.h34044373.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/100000000/99510000/99502700/99502695/1ee7be54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99510000/99502700/99502695/ad8e280e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/100000000/99510000/99502700/99502695/605b1281.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/100000000/99510000/99502700/99502695/b5e1f1e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Iris home in Southsea, Portsmouth. 15 minute walk to the seafront! [](https://www.expedia.co.uk/Portsmouth-Hotels-Iris-Home-In-Southsea.h99502695.Hotel-Information) Southsea 9.6/10 Exceptional (5 reviews) "Excellent stay in a nice area. Property was clean, well appointed and ideal for our stay." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Robert B. £201 includes taxes & fees 8 Feb - 9 Feb [](https://www.expedia.co.uk/Portsmouth-Hotels-Iris-Home-In-Southsea.h99502695.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/123000000/122860000/122859200/122859167/e510f1dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/123000000/122860000/122859200/122859167/35614543.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122860000/122859200/122859167/5223b151.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122860000/122859200/122859167/0bde08f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Contractor &Leisure stay.4BR all en-suite +Parking [](https://www.expedia.co.uk/Portsmouth-Hotels-Contractor-Leisure-Stay4BR-All-En-Suite-Parking.h122859167.Hotel-Information) Cosham 10/10 Exceptional (1 review) "Everything was lovely. Bedrooms were so cozy. The host answered every question really well (I asked a lot). Honestly such a lovely place to stay. I loved that every room had a bathroom and that there was anything you could need in the kitchen. Honestly amazing. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Kim G. £180 includes taxes & fees 20 Feb - 21 Feb [](https://www.expedia.co.uk/Portsmouth-Hotels-Contractor-Leisure-Stay4BR-All-En-Suite-Parking.h122859167.Hotel-Information) ![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/110000000/109370000/109364500/109364432/278bd788.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, iron/ironing board, travel cot, free WiFi](https://images.trvl-media.com/lodging/110000000/109370000/109364500/109364432/81be2206.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/110000000/109370000/109364500/109364432/1a3df95a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109370000/109364500/109364432/bd344e28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Self contained large annexe near Stonehenge [](https://www.expedia.co.uk/Salisbury-Hotels-Self-Contained-Large-Annexe-Near-Stonehenge.h109364432.Hotel-Information) Figheldean 10/10 Exceptional (1 review) £459 includes taxes & fees 13 Feb - 14 Feb [](https://www.expedia.co.uk/Salisbury-Hotels-Self-Contained-Large-Annexe-Near-Stonehenge.h109364432.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/75000000/74840000/74837700/74837623/e565703b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/75000000/74840000/74837700/74837623/32b4d3de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/75000000/74840000/74837700/74837623/689d1ec4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74840000/74837700/74837623/bc40b114.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3 Bedrooms house ideal for long Stays! [](https://www.expedia.co.uk/Southampton-Hotels-Perfect-For-Contractors.h74837623.Hotel-Information) Southampton 10/10 Exceptional (3 reviews) "Great location, lovely clean property can recommend." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Michael R. £180 includes taxes & fees 13 Feb - 14 Feb [](https://www.expedia.co.uk/Southampton-Hotels-Perfect-For-Contractors.h74837623.Hotel-Information) ![1 bedroom, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/104000000/103070000/103061700/103061695/c570889e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/104000000/103070000/103061700/103061695/4b5eace9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children’s area](https://images.trvl-media.com/lodging/104000000/103070000/103061700/103061695/6fccf5e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/104000000/103070000/103061700/103061695/667e9f36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Pig Sty \* WOW Factor Countryside Retreat [](https://www.expedia.co.uk/Emsworth-Hotels-The-Pig-Sty-WOW-Factor-Countryside-Retreat.h103061695.Hotel-Information) West Sussex 7.0/10 Good (2 reviews) "Cottage was lovely and quirky comfortable and warm, but there was a few issues, cobwebs in the bedroom table lamp in the lounge gave me an electric shock! Stairs outside need looking at as very worn out and not enough utensils pizza tray didn’t fit the small oven. The local Woodmancote pub was great for Sunday lunch and you get a 20% discount too." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Lindsay £242 includes taxes & fees 8 Feb - 9 Feb [](https://www.expedia.co.uk/Emsworth-Hotels-The-Pig-Sty-WOW-Factor-Countryside-Retreat.h103061695.Hotel-Information) ![4 bedrooms, iron/ironing board, Internet, bed sheets](https://images.trvl-media.com/lodging/44000000/43990000/43987500/43987477/3ab4c32d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/44000000/43990000/43987500/43987477/ca448d67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/44000000/43990000/43987500/43987477/02634573.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/44000000/43990000/43987500/43987477/a3d1a3f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coach House - a house that sleeps 8 guests in 4 bedrooms [](https://www.expedia.co.uk/Gosport-Hotels-Coach-House-A-House-That-Sleeps-8-Guests-In-4-Bedrooms.h43987477.Hotel-Information) Gosport 9.4/10 Exceptional (3 reviews) "Peaceful and spacious house with all rooms en suite affording individual privacy when required. Ideally located on bus routes to all attractions. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) CHRISTOPHER W. £792 includes taxes & fees 9 Feb - 10 Feb [](https://www.expedia.co.uk/Gosport-Hotels-Coach-House-A-House-That-Sleeps-8-Guests-In-4-Bedrooms.h43987477.Hotel-Information) ![House, 5 Bedrooms, Accessible, Smoking | Interior](https://images.trvl-media.com/lodging/123000000/122540000/122539100/122539066/3e8e1fba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 5 Bedrooms, Accessible, Smoking | Terrace/patio](https://images.trvl-media.com/lodging/123000000/122540000/122539100/122539066/1536d9f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 5 Bedrooms, Accessible, Smoking | Dining room](https://images.trvl-media.com/lodging/123000000/122540000/122539100/122539066/fae78886.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 5 Bedrooms, Accessible, Smoking | Property grounds](https://images.trvl-media.com/lodging/123000000/122540000/122539100/122539066/w2048h2719x0y15-26c04a08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relax in This Charming East Cowes House With Garden and BBQ [](https://www.expedia.co.uk/East-Cowes-Hotels-Relax-In-This-Charming-East-Cowes-House-With-Garden-And-BBQ.h122539066.Hotel-Information) East Cowes £268 includes taxes & fees 3 Mar - 4 Mar [](https://www.expedia.co.uk/East-Cowes-Hotels-Relax-In-This-Charming-East-Cowes-House-With-Garden-And-BBQ.h122539066.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/90000000/89190000/89183300/89183232/18ef8165.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/90000000/89190000/89183300/89183232/049f71be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89190000/89183300/89183232/b4636dcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/90000000/89190000/89183300/89183232/16cea712.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Saxon Corner Emsworth 3bed BRAND NEW HOUSE [](https://www.expedia.co.uk/Emsworth-Hotels-Saxon-Corner-Emsworth-3bed-BRAND-NEW-HOUSE.h89183232.Hotel-Information) Emsworth 10/10 Exceptional (2 reviews) "Lovely clean house, with all the amenities supplied that are needed. Comfortable and easy to feel at home." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Elaine W. £234 includes taxes & fees 6 Feb - 7 Feb [](https://www.expedia.co.uk/Emsworth-Hotels-Saxon-Corner-Emsworth-3bed-BRAND-NEW-HOUSE.h89183232.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/97000000/96040000/96037000/96036958/dac8b646.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96040000/96037000/96036958/094209c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96040000/96037000/96036958/22028ea2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96040000/96037000/96036958/0f7344c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious semi-detached Southsea House [](https://www.expedia.co.uk/Portsmouth-Hotels-Spacious-Semi-Detached-Southsea-House.h96036958.Hotel-Information) Southsea 10/10 Exceptional (5 reviews) "Excellent accommodation. Very clean, stylish and spacious. Lovely area and less than half an hour’s walk to the seafront. Great communication with the owner." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Rod C. £360 includes taxes & fees 8 Feb - 9 Feb [](https://www.expedia.co.uk/Portsmouth-Hotels-Spacious-Semi-Detached-Southsea-House.h96036958.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/75000000/74980000/74970700/74970691/16fdf234.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/75000000/74980000/74970700/74970691/16bb8dc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/75000000/74980000/74970700/74970691/f4459897.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel cot, free WiFi](https://images.trvl-media.com/lodging/75000000/74980000/74970700/74970691/acba1656.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rampart View - a house that sleeps 6 guests in 3 bedrooms [](https://www.expedia.co.uk/Gosport-Hotels-Rampart-View-A-House-That-Sleeps-6-Guests-In-3-Bedrooms.h74970691.Hotel-Information) Gosport 9.6/10 Exceptional (8 reviews) "Clean, modern and comfortable. Great location for a stay in Portsmouth/Gosport, especially if using public transport." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Marina H. £694 includes taxes & fees 11 Feb - 12 Feb [](https://www.expedia.co.uk/Gosport-Hotels-Rampart-View-A-House-That-Sleeps-6-Guests-In-3-Bedrooms.h74970691.Hotel-Information) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106550000/106544900/106544866/61e09019.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/107000000/106550000/106544900/106544866/c1f4e0d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathroom](https://images.trvl-media.com/lodging/107000000/106550000/106544900/106544866/03746b2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106550000/106544900/106544866/5ca6fe26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cosy En-suite Room in the City Centre Room 14 [](https://www.expedia.co.uk/Southampton-Hotels-Cosy-En-Suite-Room-In-The-City-Centre-Room-14.h106544866.Hotel-Information) Freemantle £54 includes taxes & fees 1 Mar - 2 Mar [](https://www.expedia.co.uk/Southampton-Hotels-Cosy-En-Suite-Room-In-The-City-Centre-Room-14.h106544866.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117520000/117512900/117512826/531953ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117520000/117512900/117512826/a55dd11a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/118000000/117520000/117512900/117512826/d16962e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117520000/117512900/117512826/32b9e4f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful New Forest Hideaway [](https://www.expedia.co.uk/Romsey-Hotels-Beautiful-New-Forest-Hideaway.h117512826.Hotel-Information) West Wellow £140 includes taxes & fees 2 Mar - 3 Mar [](https://www.expedia.co.uk/Romsey-Hotels-Beautiful-New-Forest-Hideaway.h117512826.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89190000/89183300/89183245/5a42b9a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/90000000/89190000/89183300/89183245/135c3411.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89190000/89183300/89183245/dc9c2d2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/90000000/89190000/89183300/89183245/f924e1fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Frankland - Emsworth 3 Bedroom [](https://www.expedia.co.uk/Emsworth-Hotels-Frankland-Emsworth-3-Bedroom.h89183245.Hotel-Information) Emsworth 8.0/10 Very good (1 review) "The property had everything that you needed. The area is lovely. The host answered all our questions and was very helpful. Was clean and tidy. We will definitely stay again when we are next visiting family." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Paul C. £159 includes taxes & fees 6 Feb - 7 Feb [](https://www.expedia.co.uk/Emsworth-Hotels-Frankland-Emsworth-3-Bedroom.h89183245.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.co.uk/Hotel-Search?startDate=2026-02-19&endDate=2026-02-20®ionId=5477&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find holiday rentals that suit your style Aparthotels [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom®ionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=APART_HOTEL) Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom®ionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=APARTMENT) Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom®ionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=VACATION_HOME) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom®ionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=COTTAGE) Cabins [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom®ionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=CABIN) Residences [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom®ionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=RESIDENCE) Chalets [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom®ionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=CHALET) Condos [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom®ionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=CONDO) Villas [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom®ionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=VILLA) Houseboats [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom®ionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=HOUSE_BOAT) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Private-Holiday-Homes.d5477-aaPrivateHolidayHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Private-Holiday-Homes.d5477-aaPrivateHolidayHomes.Travel-Guide-Accommodation) ## Top Winchester Hotel Reviews ![Harbour Hotel Southampton](https://images.trvl-media.com/lodging/20000000/19510000/19504400/19504324/68c45722_y.jpg) ### Harbour Hotel Southampton 10/10 Excellent "We were upgraded to a huge room! Lovely stay - lovely staff." [](https://expedia.co.uk/Southampton-Hotels-Southampton-Harbour-Hotel.h19504324.Hotel-Information) ![Moxy Southampton](https://images.trvl-media.com/lodging/43000000/42110000/42101700/42101688/92beb57c_y.jpg) ### Moxy Southampton 10/10 Excellent "The room was great with two double beds and two tv’s for each bed, very clean and modern and a good location for our visit to the mayflower theatre " [](https://expedia.co.uk/Southampton-Hotels-Moxy-By-Marriott-Southampton.h42101688.Hotel-Information) ![Leonardo Hotel Southampton ](https://images.trvl-media.com/lodging/2000000/1180000/1178300/1178290/0c96afed_y.jpg) ### Leonardo Hotel Southampton 10/10 Excellent "Very nice rooms and attentive staff." [](https://expedia.co.uk/Southampton-Hotels-Jurys-Inn-Southampton.h1178290.Hotel-Information) ![Leonardo Royal Southampton Grand Harbour](https://images.trvl-media.com/lodging/1000000/20000/20000/19955/662fccb6_y.jpg) ### Leonardo Royal Southampton Grand Harbour 10/10 Excellent "Courteous staff" [](https://expedia.co.uk/Southampton-Hotels-Leonardo-Royal-Southampton-Grand-Harbour.h19955.Hotel-Information) ![Royal Maritime Hotel](https://images.trvl-media.com/lodging/16000000/15090000/15086700/15086665/8c64c9ac_y.jpg) ### Royal Maritime Hotel 10/10 Excellent "Nice room and easy to get to town " [](https://expedia.co.uk/Portsmouth-Hotels-The-Royal-Maritime-Club.h15086665.Hotel-Information) ![The Winchester Hotel & Spa](https://images.trvl-media.com/lodging/1000000/30000/26100/26080/4127003a_y.jpg) ### The Winchester Hotel & Spa 10/10 Excellent "Room spotless Spa great edition Food good " [](https://expedia.co.uk/Winchester-Hotels-The-Winchester-Hotel-Spa.h26080.Hotel-Information) ![DoubleTree by Hilton Southampton](https://images.trvl-media.com/lodging/1000000/20000/10400/10397/545dc144_y.jpg) ### DoubleTree by Hilton Southampton 10/10 Excellent "A" [](https://expedia.co.uk/Southampton-Hotels-DoubleTree-By-Hilton-Hotel-Southampton.h10397.Hotel-Information) ![voco Southampton by IHG](https://images.trvl-media.com/lodging/1000000/20000/17500/17411/821a0cfd_y.jpg) ### voco Southampton by IHG 10/10 Excellent "Had an early arrival spotless room overlooking Fred Olsen's Balmoral. Walked right on through the gate right to the ship. Staff was great and we had excellent Fish Pie and Monkfish Scampi as well as two night's complimentary breakfasts. Would come again often and days early before a cruise! " [](https://expedia.co.uk/Southampton-Hotels-Voco-Southampton-By-IHG.h17411.Hotel-Information) ![Hilton Southampton - Utilita Bowl](https://images.trvl-media.com/lodging/10000000/9380000/9377900/9377882/69356af6_y.jpg) ### Hilton Southampton - Utilita Bowl 10/10 Excellent "Rooms were fantastic and so was the restaurant and bar" [](https://expedia.co.uk/Southampton-Hotels-Hilton-At-The-Ageas-Bowl-Southampton.h9377882.Hotel-Information) ## Find out more about Winchester ## Winchester Holiday Homes information | Number of reviews | 75 | | ----------------- | ----------------- | | Accommodation | 579 Holiday Homes | | Lowest Price | £54 | | Highest Price | £1,301 | ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - [Apartments in Burley ](https://www.expedia.co.uk/Burley-Apartments.d182476-aaApartments.Travel-Guide-Accommodation) - [B&B in Burley ](https://www.expedia.co.uk/Burley-Bed-And-Breakfasts.d182476-aaBedAndBreakfasts.Travel-Guide-Accommodation) - 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