Title: Holiday Rentals Winsor from £72: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [Winsor Travel Guide](https://expedia.co.uk/Winsor.dx3000381484)[Hotels in Winsor](https://expedia.co.uk/Winsor-Hotels.d3000381484.Travel-Guide-Hotels)[Flights to Winsor](https://expedia.co.uk/Cheap-Flights-To-Winsor.d3000381484.Travel-Guide-Flights)[Winsor Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Winsor.d3000381484.Car-Hire-Guide)[Winsor Holidays](https://expedia.co.uk/Winsor.d3000381484.Holidays-City-Breaks) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Holiday Rentals in Winsor ![price find illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [3 Oct - 5 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=3000381484&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [14 Nov - 16 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=3000381484&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [12 Dec - 14 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=3000381484&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [9 Jan - 11 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=3000381484&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Holiday Rentals in Winsor ![Front of property](https://images.trvl-media.com/lodging/23000000/22610000/22608700/22608660/884f1de7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Master Loft | Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/23000000/22610000/22608700/22608660/c5b15fb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/23000000/22610000/22608700/22608660/1ed0110d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/23000000/22610000/22608700/22608660/4b40b014.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### room2 Southampton Hometel Southampton City Centre 9.4/10 Exceptional (1107) "Nice place to stay " £72 includes taxes & fees 12 Oct - 13 Oct [](https://www.expedia.co.uk/Southampton-Hotels-Room2-Southampton.h22608660.Hotel-Information) ![Superior Studio | 1 bedroom, premium bedding, individually decorated](https://images.trvl-media.com/lodging/90000000/89870000/89862900/89862816/76fc5d65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/90000000/89870000/89862900/89862816/40d6b240.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Studio | 1 bedroom, premium bedding, individually decorated](https://images.trvl-media.com/lodging/90000000/89870000/89862900/89862816/c24d479c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Studio | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89870000/89862900/89862816/3a8a2a6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Madison Banister's Park 9.6/10 Exceptional (27) "Clean, modern, quiet and great communication from company before and during my stay - very helpful. " [](https://www.expedia.co.uk/Southampton-Hotels-The-Madison.h89862816.Hotel-Information) ![Balcony view](https://images.trvl-media.com/lodging/6000000/5320000/5313200/5313151/fe6d8eb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Apartment, 2 Bedrooms, Kitchen | 1 bedroom, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/6000000/5320000/5313200/5313151/9f00a393.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/6000000/5320000/5313200/5313151/d9e6832c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Apartment, 2 Bedrooms, Kitchen | Private kitchen | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/6000000/5320000/5313200/5313151/f88f181f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Southampton Serviced Apartment Bassett 8.4/10 Very good (173) "Ideal, close to Univeristy. " [](https://www.expedia.co.uk/Southampton-Hotels-Southampton-Serviced-Apartment.h5313151.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/7000000/6180000/6175200/6175183/ce714431.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, Ensuite, Garden View (Dover) | Miscellaneous](https://images.trvl-media.com/lodging/7000000/6180000/6175200/6175183/d8418138.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/7000000/6180000/6175200/6175183/ec85f2da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/7000000/6180000/6175200/6175183/9391f155.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cliff House Hotel New Milton 9.4/10 Exceptional (394) "Really comfortable room, excellent food in restaurant, good parking and pleasant and friendly staff" £170 includes taxes & fees 16 Oct - 17 Oct [](https://www.expedia.co.uk/New-Milton-Hotels-The-Cliff-House-Hotel.h6175183.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/55000000/54940000/54935500/54935426/1486ca17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/55000000/54940000/54935500/54935426/37d7d16e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/55000000/54940000/54935500/54935426/22f0985e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/55000000/54940000/54935500/54935426/c2e4a5ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury villa, amazing location, pool, jacuzzi, snooker, cinema & tennis court! Ringwood 10/10 Exceptional (50) "Fantastic stay in the new forest. Great location, really nice property. Absolutely exceeded our expectations. Highly recommend and would stay again!" [](https://www.expedia.co.uk/Ringwood-Hotels-Luxury-Villa.h54935426.Hotel-Information) ![Deluxe Room, 1 Double Bed, Harbour View | 1 bedroom, premium bedding, Select Comfort beds, desk](https://images.trvl-media.com/lodging/98000000/97020000/97013300/97013242/00186b9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, Harbour View | 1 bedroom, premium bedding, Select Comfort beds, desk](https://images.trvl-media.com/lodging/98000000/97020000/97013300/97013242/0e8a31ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed | Front of property](https://images.trvl-media.com/lodging/98000000/97020000/97013300/97013242/0c1f5886.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed | 1 bedroom, premium bedding, Select Comfort beds, desk](https://images.trvl-media.com/lodging/98000000/97020000/97013300/97013242/w5807h3807x96y97-378758c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pinnacle Suites Cowes 9.8/10 Exceptional (22) "If I could rate it higher I would. Super friendly, great location, very comfortable rooms (even with AC, a big plus!)" £124 includes taxes & fees 2 Oct - 3 Oct [](https://www.expedia.co.uk/Cowes-Hotels-Pinnacle.h97013242.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114100000/114094400/114094329/bcb2bab7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, electric kettle, toaster, cookware/dishes/utensils](https://images.trvl-media.com/lodging/115000000/114100000/114094400/114094329/02bc0727.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/115000000/114100000/114094400/114094329/f987eda6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114100000/114094400/114094329/3d09422f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cabin at Little Timbers Ringwood £361 includes taxes & fees 25 Sept - 26 Sept [](https://www.expedia.co.uk/Ringwood-Hotels-The-Cabin-At-Little-Timbers.h114094329.Hotel-Information) ![Apartment | Private kitchen | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105540000/105532100/105532002/e3154997.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Dining](https://images.trvl-media.com/lodging/106000000/105540000/105532100/105532002/dfd802ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | 2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/106000000/105540000/105532100/105532002/1fc9bd97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Property grounds](https://images.trvl-media.com/lodging/106000000/105540000/105532100/105532002/8d8b315e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2-bed Apartment in Central Southampton The Polygon 10/10 Exceptional (1) "Great apartment, super friendly host!" £270 includes taxes & fees 12 Oct - 13 Oct [](https://www.expedia.co.uk/Southampton-Hotels-Charming-2-Bed-Apartment-In-Central-Southampton.h105532002.Hotel-Information) ![Studio, 1 Queen Bed | Private kitchen | Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/14000000/13060000/13055800/13055764/7eeb8287.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business Apartment | 1 bedroom, premium bedding, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/14000000/13060000/13055800/13055764/8fb9cc50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/14000000/13060000/13055800/13055764/127852ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/14000000/13060000/13055800/13055764/45330449.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peartree Serviced Apartments Salisbury 9.6/10 Exceptional (287) "Very nice stay and staff. Highly recommended " £105 includes taxes & fees 5 Oct - 6 Oct [](https://www.expedia.co.uk/Salisbury-Hotels-Peartree-Serviced-Apartments.h13055764.Hotel-Information) ![Shared kitchen](https://images.trvl-media.com/lodging/89000000/88090000/88086100/88086045/5706bcfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/89000000/88090000/88086100/88086045/w1015h676x3y0-5d58bb06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shared kitchen](https://images.trvl-media.com/lodging/89000000/88090000/88086100/88086045/4fe64c95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Apartment, Ensuite (Bayview Apartments) | Lounge](https://images.trvl-media.com/lodging/89000000/88090000/88086100/88086045/w1012h677x3y1-ff0b5fc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bayview Apartments Southampton City Centre 7.0/10 Good (2) "To be honest although the apartment was really nice we didn’t have hardly any knives and forks and spoons for 5 people, the fridge was filthy and the cooking equipment was old worn out and filthy. For nearly £300 for one night we expected better " £154 includes taxes & fees 28 Sept - 29 Sept [](https://www.expedia.co.uk/Southampton-Hotels-Bayview-Apartments.h88086045.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119250000/119246600/119246577/ccbeccc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119250000/119246600/119246577/ed14c792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/120000000/119250000/119246600/119246577/4621c64c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/bathtub, deep-soaking bathtub, hair dryer, towels](https://images.trvl-media.com/lodging/120000000/119250000/119246600/119246577/cd2f54fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Daisy Haven in Southampton Bassett Green £173 includes taxes & fees 5 Oct - 6 Oct [](https://www.expedia.co.uk/Southampton-Hotels-Daisy-Haven-In-Southampton.h119246577.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/114000000/113990000/113988300/113988268/ca56e265.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/114000000/113990000/113988300/113988268/01aad373.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, Non Smoking | Blackout curtains, free WiFi](https://images.trvl-media.com/lodging/114000000/113990000/113988300/113988268/c45bc8ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/114000000/113990000/113988300/113988268/65bc899b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Walls Southampton City Centre 5.8/10 (9) "It was ok for a quick stay. nothing fancy. " [](https://www.expedia.co.uk/Southampton-Hotels-The-Walls.h113988268.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82900000/82895000/82894910/c3c3dd85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/83000000/82900000/82895000/82894910/2ae5cd66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/83000000/82900000/82895000/82894910/95cd8f75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/83000000/82900000/82895000/82894910/aca28e27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bournemouth Getaway for 14 Bournemouth 9.0/10 Wonderful (4) "The house was very spacious, clean and well equipped for our group of 12 and 2 dogs. We had no issues with our stay. I would highly recommend, we had a brilliant time. Thanks Kim" [](https://www.expedia.co.uk/Bournemouth-Hotels-Bournemouth-Getaway-For-14.h82894910.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/100000000/99940000/99932200/99932143/2965e6d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/100000000/99940000/99932200/99932143/bfb98778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99940000/99932200/99932143/96adc3bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99940000/99932200/99932143/ffd57649.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Superyacht on 5\* Town Quay Marina, Southampton Southampton City Centre 9.6/10 Exceptional (7) "The yacht Ohana is a great place to stay with excellent facilities and in a fab location close to bars and restaurants.A very helpful owner made our weekend perfect! " £300 includes taxes & fees 22 Sept - 23 Sept [](https://www.expedia.co.uk/Southampton-Hotels-Superyacht-On-5-Ocean-Village-Marina.h99932143.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/12000000/11980000/11974900/11974893/c8adde03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/12000000/11980000/11974900/11974893/33ffffbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Quadruple Room, Ensuite | 1 bedroom, blackout curtains, travel cot, free WiFi](https://images.trvl-media.com/lodging/12000000/11980000/11974900/11974893/25d33a27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/12000000/11980000/11974900/11974893/5c5eb517.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chelsea Hotel Bournemouth 9.2/10 Wonderful (81) "Overall a good place to stay." £75 includes taxes & fees 23 Sept - 24 Sept [](https://www.expedia.co.uk/Bournemouth-Hotels-Chelsea-Hotel.h11974893.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/25000000/24130000/24126100/24126039/31a1283d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/25000000/24130000/24126100/24126039/1be8d6ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/25000000/24130000/24126100/24126039/ec199280.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/25000000/24130000/24126100/24126039/11e58123.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury villa for 22 people with pool, jacuzzi, large garden and private pub! Three Legged Cross 9.8/10 Exceptional (190) "We had the most wonderful last minute stay. timo was very helpful, available and accomodating. The venue was perfect - spotless and welcoming. Very spacious and beautiful inside and outside, with lovely thoughtful touches. None of us wanted to leave! Thank you Timo" [](https://www.expedia.co.uk/Wimborne-Hotels-Luxury-Villa-For-22-People-With-Pool.h24126039.Hotel-Information) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/110000000/109110000/109109100/109109004/43ccc555.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109110000/109109100/109109004/c6f57347.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/110000000/109110000/109109100/109109004/2acfa574.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/110000000/109110000/109109100/109109004/b282913c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful 2 bedroom full-furnished semi-detached house with parking Dibden Purlieu 9.4/10 Exceptional (6) "Everything was perfect!" £159 includes taxes & fees 22 Sept - 23 Sept [](https://www.expedia.co.uk/Southampton-Hotels-Beautiful-2-Bedroom-Full-Furnished-Semi-Detached-House-With-Parking.h109109004.Hotel-Information) ![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/113000000/112530000/112521800/112521735/62384ca2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112530000/112521800/112521735/18c9066c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112530000/112521800/112521735/e52d96ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/113000000/112530000/112521800/112521735/4d5355c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### City Centre Ensuite Rooms--Landmark-Close to Docks/Stadium Southampton City Centre £896 includes taxes & fees 22 Sept - 23 Sept [](https://www.expedia.co.uk/Southampton-Hotels-City-Centre-Ensuite-Rooms-Landmark-Close-To-DocksStadium.h112521735.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/114000000/113030000/113027000/113026948/950b0665.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/114000000/113030000/113027000/113026948/9457197d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113030000/113027000/113026948/b6fc1456.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, towels, toilet paper](https://images.trvl-media.com/lodging/114000000/113030000/113027000/113026948/ae33a103.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### City Centre 2 Bedroom Flat- Sleeps 6 Southampton City Centre 7.0/10 Good (2) "Great location." £337 includes taxes & fees 28 Sept - 29 Sept [](https://www.expedia.co.uk/Southampton-Hotels-City-Centre-2-Bedroom-Flat-Sleeps-6.h113026948.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/107000000/106560000/106559300/106559220/c1bb9243.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Towels, soap, toilet paper](https://images.trvl-media.com/lodging/107000000/106560000/106559300/106559220/0f42731e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106560000/106559300/106559220/e3883fc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Towels, soap, toilet paper](https://images.trvl-media.com/lodging/107000000/106560000/106559300/106559220/1f63ec5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Premium Double Room with Ensuite Southbourne 2.0/10 (1) "Be very very careful when choosing this flat! The pictures do not match the accommodation at all. The cleanliness leaves much to be desired, the conditions are non-existent and the owner does not inspire trust or safety, as the apartment does not offer either. I do not recommend this place for women. I do not think I have ever met such an unsafe place. Avoid staying here, expedia should remove it from the site." £180 includes taxes & fees 22 Sept - 23 Sept [](https://www.expedia.co.uk/Bournemouth-Hotels-Premium-Double-Room-With-Ensuite.h106559220.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=2025-10-05&endDate=2025-10-06®ionId=3000381484&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](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%2FWinsor-Holiday-Rentals.d3000381484.Travel-Guide-HolidayRentals)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinsor-Holiday-Rentals.d3000381484.Travel-Guide-HolidayRentals) ## Top Winsor Hotel Reviews ![Leonardo Royal Southampton Grand Harbour](//images.trvl-media.com/lodging/1000000/20000/20000/19955/662fccb6_y.jpg) ### Leonardo Royal Southampton Grand Harbour 10/10 Excellent "......." [](https://expedia.co.uk/Southampton-Hotels-Leonardo-Royal-Southampton-Grand-Harbour.h19955.Hotel-Information) ![Macdonald Botley Park Hotel & Spa](//images.trvl-media.com/lodging/1000000/10000/9400/9369/4a8e2deb_y.jpg) ### Macdonald Botley Park Hotel & Spa 10/10 Excellent "Amazing venue and grounds. Staff very helpful and friendly especially Robert and cleaning staff helped with replacement pillows and extn lead for our friends cpap machine Thank you for a comfortable stay before our Cruise" [](https://expedia.co.uk/Southampton-Hotels-Macdonald-Botley-Park-Hotel-Spa.h9369.Hotel-Information) ![Botleigh Grange Hotel & Spa](//images.trvl-media.com/lodging/103000000/102290000/102285000/102284982/7bc904ed_y.jpg) ### Botleigh Grange Hotel & Spa 10/10 Excellent "Room and spa facilities were excellent. Food in the restaurant was very good although the service left a lot to be desired. Bar staff didn’t know what brandy was when asked. All other staff competent and very helpful." [](https://expedia.co.uk/Southampton-Hotels-The-Botleigh-Grange-Hotel.h102284982.Hotel-Information) ![Moxy Southampton](//images.trvl-media.com/lodging/43000000/42110000/42101700/42101688/92beb57c_y.jpg) ### Moxy Southampton 10/10 Excellent "Welcoming, fun and funky lobby area. Great location. Highly recommend it. They are undergoing some exterior restoration but we really did not get impacted by it. The staff are great! Welcoming and friendly. " [](https://expedia.co.uk/Southampton-Hotels-Moxy-By-Marriott-Southampton.h42101688.Hotel-Information) ![Forest Park Country Hotel & Inn, Brockenhurst, New Forest](//images.trvl-media.com/lodging/1000000/10000/7100/7075/8e50c7f8_y.jpg) ### Forest Park Country Hotel & Inn, Brockenhurst, New Forest 10/10 Excellent "I had a great experience staying at the hotel " [](https://expedia.co.uk/Brockenhurst-Hotels-Forest-Park-Hotel.h7075.Hotel-Information) ![Harbour Hotel Southampton](//images.trvl-media.com/lodging/20000000/19510000/19504400/19504324/68c45722_y.jpg) ### Harbour Hotel Southampton 10/10 Excellent "Arrived early in the morning after a international flight..naturally our room was not ready because checkin is at 3...we sat for two hours and noticed other people were checking in w/o a problem so I asked if our room was unavailable because we only had a cozy double..a lady finally said let me check..she was kind and even upgraded our room to more of a kitchenette...very comfortable..everyone was so nice" [](https://expedia.co.uk/Southampton-Hotels-Southampton-Harbour-Hotel.h19504324.Hotel-Information) ![voco Southampton by IHG](//images.trvl-media.com/lodging/1000000/20000/17500/17411/821a0cfd_y.jpg) ### voco Southampton by IHG 10/10 Excellent "Excellent Front Staff, Joao was great, friendly & efficient. He is an asset to your hotel " [](https://expedia.co.uk/Southampton-Hotels-Voco-Southampton-By-IHG.h17411.Hotel-Information) ![Holiday Inn Express Southampton M27 Jct7 by IHG](//images.trvl-media.com/lodging/1000000/980000/977300/977282/fc514007_y.jpg) ### Holiday Inn Express Southampton M27 Jct7 by IHG 10/10 Excellent "Great" [](https://expedia.co.uk/Southampton-Hotels-Holiday-Inn-Express-Southampton-M27-Jct7.h977282.Hotel-Information) ![The Winchester Hotel & Spa](//images.trvl-media.com/lodging/1000000/30000/26100/26080/4127003a_y.jpg) ### The Winchester Hotel & Spa 10/10 Excellent "Super friendly staff great comfy and clean room " [](https://expedia.co.uk/Winchester-Hotels-The-Winchester-Hotel-Spa.h26080.Hotel-Information) ## Find out more about Winsor **Everything you need to know about** **Winsor** **holiday rentals** Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winsor holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/Villas)... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winsor holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Winsor holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Winsor. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in .  Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winsor holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winsor holiday rentals we have selected for you start as low as £72 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Winsor rentals** At Expedia, we put the best Winsor holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.  To find some top Winsor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winsor holiday. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winsor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.  ## Explore a world of travel with Expedia - Trending destinations on Expedia.co.uk - All accommodation types in Winsor ### Trending destinations on Expedia.co.uk - [Holiday Rentals in the Cotswold](https://www.expedia.co.uk/lp/b/vr/cotswold) - [Holiday Rentals in Lake District](https://www.expedia.co.uk/lp/b/vr/lake-district) - [Devon Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Devon.d6046196.Holiday-Rental-Destinations) - [Norfolk Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Norfolk.d6046223.Holiday-Rental-Destinations) - [Bedfordshire Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Bedfordshire.d6046189.Holiday-Rental-Destinations) - [Dorset Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Dorset.d6046198.Holiday-Rental-Destinations) - [Northumberland Holiday Rentals](https://www.expedia.com/Destinations-In-Northumberland.d6046225.Vacation-Rental-Destinations) - 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[Northern Ireland Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Northern-Ireland.d11221.Holiday-Rental-Destinations) - [Cottages in Winsor](https://expedia.co.uk/Winsor-Cottages.d3000381484-aaCottages.Travel-Guide-Accommodation) - [Apartments in Winsor](https://expedia.co.uk/Winsor-Apartments.d3000381484-aaApartments.Travel-Guide-Accommodation) - [Holiday Homes in Winsor](https://expedia.co.uk/Winsor-Private-Holiday-Homes.d3000381484-aaPrivateHolidayHomes.Travel-Guide-Accommodation) - [Guest Houses in Winsor](https://expedia.co.uk/Winsor-Guest-Houses.d3000381484-aaGuestHouses.Travel-Guide-Accommodation) - [B&B in Winsor](https://expedia.co.uk/Winsor-Bed-And-Breakfasts.d3000381484-aaBedAndBreakfasts.Travel-Guide-Accommodation) - [Chalets in Winsor](https://expedia.co.uk/Winsor-Chalets.d3000381484-aaChalets.Travel-Guide-Accommodation) - [Inns in Winsor](https://expedia.co.uk/Winsor-Inns.d3000381484-aaInns.Travel-Guide-Accommodation) - [Lodges in Winsor](https://expedia.co.uk/Winsor-Lodges.d3000381484-aaLodges.Travel-Guide-Accommodation) - [Cabin Rentals in Winsor](https://expedia.co.uk/Winsor-Cabins.d3000381484-aaCabins.Travel-Guide-Accommodation) - [Residences in Winsor](https://expedia.co.uk/Winsor-Residences.d3000381484-aaResidences.Travel-Guide-Accommodation) - [Houseboats in Winsor](https://expedia.co.uk/Winsor-Houseboats.d3000381484-aaHouseboats.Travel-Guide-Accommodation) - [Serviced Apartments in Winsor](https://expedia.co.uk/Winsor-Apart-Hotels.d3000381484-aaApartHotels.Travel-Guide-Accommodation) - [Farmstay in Winsor](https://expedia.co.uk/Winsor-Agritourism.d3000381484-aaAgritourism.Travel-Guide-Accommodation) - [Villas in Winsor](https://expedia.co.uk/Winsor-Villas.d3000381484-aaVillas.Travel-Guide-Accommodation) - [Caravan Parks in Winsor](https://expedia.co.uk/Winsor-Caravan-Parks.d3000381484-aaCaravanParks.Travel-Guide-Accommodation) - [Condo Rentals in Winsor](https://expedia.co.uk/Winsor-Condos.d3000381484-aaCondos.Travel-Guide-Accommodation) - [Holiday Parks in Winsor](https://expedia.co.uk/Winsor-Holiday-Parks.d3000381484-aaHolidayParks.Travel-Guide-Accommodation) ## Frequently asked questions ### Are there holiday rentals in Winsor? > Yes, there are holiday rentals close to the most popular sights in Winsor, or you can select a more secluded option if you're looking for a relaxing stay. ### What are some of the best holiday rentals that Winsor has to offer? > [The Cliff House Hotel](https://www.expedia.co.uk/New-Milton-Hotels-The-Cliff-House-Hotel.h6175183.Hotel-Information): This holiday home rental outside of Winsor offers a terrace, a garden and daily housekeeping to help you feel perfectly comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind. ### What can I see and do in Winsor? > While exploring the area, visit family-friendly sights like Paultons Family Theme Park - Home of Peppa Pig World, or get outside and enjoy nature at New Forest National Park. Southampton Cruise Terminal and New Forest Wildlife Park are a couple of places you'll find in the wider area. ### What are holiday rentals like in Winsor? > Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winsor. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for family gatherings. ### Expedia's Latest Trends Hotels - [Southampton Cruise Terminal hotels](https://expedia.co.uk/Southampton-Cruise-Terminal-Hotels.0-l6156577-0.Travel-Guide-Filter-Hotels) - [Warsash Accommodation](https://expedia.co.uk/Warsash-Hotels.d3000009451.Travel-Guide-Hotels) - [Hedge End Accommodation](https://expedia.co.uk/Hedge-End-Hotels.d553248634834282912.Travel-Guide-Hotels) - [Totton Accommodation](https://expedia.co.uk/Totton-Hotels.d6257748.Travel-Guide-Hotels) - [Lower Swanwick Accommodation](https://expedia.co.uk/Lower-Swanwick-Hotels.d6257318.Travel-Guide-Hotels) - [Dibden Purlieu Accommodation](https://expedia.co.uk/Dibden-Purlieu-Hotels.d3000427354.Travel-Guide-Hotels) - [North Baddesley Accommodation](https://expedia.co.uk/North-Baddesley-Hotels.d3000447960.Travel-Guide-Hotels) - [Fawley Accommodation](https://expedia.co.uk/Fawley-Hotels.d3000011507.Travel-Guide-Hotels) - [Hythe Accommodation](https://expedia.co.uk/Hythe-Hotels.d6125404.Travel-Guide-Hotels) - [St. Mary's Stadium hotels](https://expedia.co.uk/St-Marys-Stadium-Hotels.0-l6092061-0.Travel-Guide-Filter-Hotels) - [Bishops Waltham Accommodation](https://expedia.co.uk/Bishops-Waltham-Hotels.d6257676.Travel-Guide-Hotels) - [Botley Accommodation](https://expedia.co.uk/Botley-Hotels.d10467.Travel-Guide-Hotels) - [Mayflower Theatre hotels](https://expedia.co.uk/Mayflower-Theatre-Hotels.0-l6167566-0.Travel-Guide-Filter-Hotels) Cars - [Enterprise Car Rentals In Bishops Waltham](https://expedia.co.uk/Enterprise-Car-Rentals-In-Bishops-Waltham.d6257676-c15.Car-Rental-Guide-Suppliers) - [Car rental in Totton](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Totton.d6257748.Car-Hire-Guide) - [Car rental in Southampton Cruise Terminal](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Southampton-Cruise-Terminal.d6156577.Car-Hire-Guide) - [Enterprise Car Rentals In Totton](https://expedia.co.uk/Enterprise-Car-Rentals-In-Totton.d6257748-c15.Car-Rental-Guide-Suppliers) Packages - [SeaCity Museum](https://expedia.co.uk/SeaCity-Museum-Southampton-City-Centre.d6265167.Attraction) - [University of Southampton](https://expedia.co.uk/University-Of-Southampton-Portswood.d6092063.Attraction) - [Civic Centre](https://expedia.co.uk/Civic-Centre-Southampton-City-Centre.d6092055.Attraction) - [Leisure World](https://expedia.co.uk/Leisure-World-Southampton-City-Centre.d6224316.Attraction) - [Mayflower Park](https://expedia.co.uk/Mayflower-Park-Southampton-City-Centre.d6170713.Attraction) - [WestQuay Shopping Centre](https://expedia.co.uk/WestQuay-Shopping-Centre-Southampton-City-Centre.d6156579.Attraction) - [Southampton Maritime Museum](https://expedia.co.uk/Southampton-Maritime-Museum-Southampton-City-Centre.d6092057.Attraction) - [Mayflower Theatre](https://expedia.co.uk/Mayflower-Theatre-The-Polygon.d6167566.Attraction) - [Southampton Cruise Terminal](https://expedia.co.uk/Southampton-Cruise-Terminal-Freemantle.d6156577.Attraction) General - [Visit Locks Heath](https://expedia.co.uk/Locks-Heath.dx6053849) - [Visit Shirrell Heath](https://expedia.co.uk/Shirrell-Heath.dx6143681) - [Visit Shedfield](https://expedia.co.uk/Shedfield.dx6053848) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)