Title: Holiday Rentals Winchester from £127: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [Winchester Travel Guide](https://expedia.co.uk/Winchester.dx175481)[Hotels in Winchester](https://expedia.co.uk/Winchester-Hotels.d175481.Travel-Guide-Hotels)[Winchester Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Winchester.d175481.Car-Hire-Guide)[Winchester Holidays](https://expedia.co.uk/Winchester.d175481.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 Winchester ![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 Tonight [17 Sept - 18 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=175481&startDate=2025-09-17&endDate=2025-09-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [18 Sept - 19 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=175481&startDate=2025-09-18&endDate=2025-09-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [19 Sept - 21 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=175481&startDate=2025-09-19&endDate=2025-09-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [26 Sept - 28 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=175481&startDate=2025-09-26&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Holiday Rentals in Winchester ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33570000/33568000/33567914/w1960h1794x0y0-c99d1b44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/34000000/33570000/33568000/33567914/w1885h1944x0y0-1d4385e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33570000/33568000/33567914/w2084h1766x0y0-d2d6e250.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33570000/33568000/33567914/w1859h1951x0y0-72f0135e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep up to 4 Guest New Apt. 10 mins to Boston Easy to I-93 Winchester 7.4/10 Good (30) "The property was in a nice, quiet area and it was especially easy to get to and from the highway leading to Downtown Boston. 5 min drive to the Orange Line - Oak Grove station" [](https://www.expedia.co.uk/Boston-Hotels-Sleep-Up-To-4-Guest-New-Apt-10-Mins-To-Boston-Easy-To-I-93.h33567914.Hotel-Information) ![Deluxe Studio | 1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/46000000/45800000/45791600/45791512/5a1c0f00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/46000000/45800000/45791600/45791512/f74aa0fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment, 1 Double Bed with Sofa bed | Private kitchen | Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/46000000/45800000/45791600/45791512/342a0357.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment | Private kitchen | Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/46000000/45800000/45791600/45791512/5c22409f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Temple Place Suites Downtown Boston 7.0/10 Good (266) "Very convenient place to stay, near transportation and waking distance to historic points and shopping. " £127 includes taxes & fees 21 Sept - 22 Sept [](https://www.expedia.co.uk/Boston-Hotels-Temple-Place-Suites.h45791512.Hotel-Information) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76170000/76165700/76165648/w837h480x0y0-3c5d7594.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, Shared Bathroom | Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76170000/76165700/76165648/b3807f6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room | Living area](https://images.trvl-media.com/lodging/77000000/76170000/76165700/76165648/1df69efb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76170000/76165700/76165648/w843h480x0y0-ebedf864.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Premier Suites - Bay Village Bay Village 6.2/10 (216) "Great stay and close to my monthly event site so I hope to come back again." £200 includes taxes & fees 19 Sept - 20 Sept [](https://www.expedia.co.uk/Boston-Hotels-Premier-Suites-Bay-Village.h76165648.Hotel-Information) ![Desk, laptop workspace, free WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92430000/92423000/92422919/55a7f850.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, free WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92430000/92423000/92422919/41f2434e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92430000/92423000/92422919/aa08e294.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels](https://images.trvl-media.com/lodging/93000000/92430000/92423000/92422919/a6a4dfac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bay Village Suites Bay Village 6.4/10 (212) "Affordable and within walking distance of major locations!" £164 includes taxes & fees 29 Sept - 30 Sept [](https://www.expedia.co.uk/Boston-Hotels-Rooms-At-Premier-Suites-Bay-Village.h92422919.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/23000000/22790000/22788600/22788576/eaf6c86d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Studio | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22790000/22788600/22788576/62688d94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment, 1 Bedroom | Living area | Smart TV](https://images.trvl-media.com/lodging/23000000/22790000/22788600/22788576/1efec715.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment, 1 Queen Bed with Sofa bed | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22790000/22788600/22788576/d9d7b4dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Global Luxury Suites Downtown Boston Chinatown 8.0/10 Very good (597) "Good location" [](https://www.expedia.co.uk/Boston-Hotels-Global-Luxury-Suites-Downtown-Boston.h22788576.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/3000000/2680000/2673500/2673422/846eaaee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/3000000/2680000/2673500/2673422/c6f34a8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/3000000/2680000/2673500/2673422/w637h436x0y0-f81097e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hiking](https://images.trvl-media.com/lodging/3000000/2680000/2673500/2673422/552e92d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Crescent Suites Hotel South Side 9.6/10 Exceptional (1081) "The room was very clean and much bigger than we thought for the price! Would definitely stay here again. " [](https://www.expedia.co.uk/Boston-Hotels-Crescent-Suites-Hotel.h2673422.Hotel-Information) ![Deluxe Studio Suite (2nd Floor - Unit 202) | 1 bedroom, individually furnished, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/96000000/95350000/95348100/95348090/aa77b438.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/96000000/95350000/95348100/95348090/b68b988b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/96000000/95350000/95348100/95348090/2ec5ebb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/96000000/95350000/95348100/95348090/w6052h4023x0y0-a9f7e4a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maverick Suites at 28 Fenway Fenway–Kenmore 8.8/10 Excellent (271) "Great location" £181 includes taxes & fees 23 Sept - 24 Sept [](https://www.expedia.co.uk/Boston-Hotels-28-Fenway.h95348090.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/41000000/40220000/40217700/40217649/65d878ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/41000000/40220000/40217700/40217649/e57df49b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually furnished, laptop workspace, free cots/infant beds, WiFi](https://images.trvl-media.com/lodging/41000000/40220000/40217700/40217649/9d234e98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/41000000/40220000/40217700/40217649/b4228449.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 907 Main Hotel Central Square, Sonder by Marriott Bonvoy Central Square 8.2/10 Very good (521) "Great hotel!" £249 includes taxes & fees 2 Oct - 3 Oct [](https://www.expedia.co.uk/Boston-Hotels-Sonder-907-Main.h40217649.Hotel-Information) ![Interior entrance](https://images.trvl-media.com/lodging/90000000/89430000/89420300/89420220/41817f87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/90000000/89430000/89420300/89420220/dbc356e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room | 1 bedroom, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/90000000/89430000/89420300/89420220/fa1bc1da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room | 1 bedroom, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/90000000/89430000/89420300/89420220/398cbf5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maverick Suites at 89 Marion Coolidge Corner South Side 8.4/10 Very good (253) "I liked the location very much! " £194 includes taxes & fees 15 Oct - 16 Oct [](https://www.expedia.co.uk/Boston-Hotels-89-Marion.h89420220.Hotel-Information) ![City Studio | 1 bedroom, Egyptian cotton sheets, premium bedding, memory-foam beds](https://images.trvl-media.com/lodging/106000000/105960000/105956000/105955992/4cdc32d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Apartment | Living area | 24-inch Smart TV with digital channels](https://images.trvl-media.com/lodging/106000000/105960000/105956000/105955992/e3ac04a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/106000000/105960000/105956000/105955992/w1437h1080x242y0-1fcb4236.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Apartment | 1 bedroom, Egyptian cotton sheets, premium bedding, memory-foam beds](https://images.trvl-media.com/lodging/106000000/105960000/105956000/105955992/677325f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Chester Hotel South End 9.0/10 Wonderful (19) "Great place to stay in Boston and near colleges." £268 includes taxes & fees 23 Sept - 24 Sept [](https://www.expedia.co.uk/Boston-Hotels-The-Chester.h105955992.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/90000000/89670000/89660600/89660519/0dd63623.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Studio (Unit 7) | Terrace/patio](https://images.trvl-media.com/lodging/90000000/89670000/89660600/89660519/44b2972c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Studio (Unit 9) | Private kitchen | Mini-fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/90000000/89670000/89660600/89660519/41ff46e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Economy Studio (Unit 12) | Private kitchen | Mini-fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/90000000/89670000/89660600/89660519/1068f50a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maverick Suites at 40 Temple St Beacon Hill 7.4/10 Good (91) "great location and easy to access. cute /quant building and street. good amenities. would have liked a safe and more towels." £269 includes taxes & fees 12 Oct - 13 Oct [](https://www.expedia.co.uk/Boston-Hotels-40-Temple-St.h89660519.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/90000000/89760000/89756300/89756238/2e7614de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker, paper towels](https://images.trvl-media.com/lodging/90000000/89760000/89756300/89756238/b86b51c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89760000/89756300/89756238/7f1f7cfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89760000/89756300/89756238/3f6f337b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maverick Suites at 245 Newbury St Back Bay 8.2/10 Very good (141) "Clean. Great location. " £269 includes taxes & fees 13 Oct - 14 Oct [](https://www.expedia.co.uk/Boston-Hotels-245-Newbury-St.h89756238.Hotel-Information) ![Luxury Suite 2 | Living area | Smart TV, Netflix, Hulu, streaming services](https://images.trvl-media.com/lodging/104000000/103780000/103772900/103772852/e7938c37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite 2 | Living area | Smart TV, Netflix, Hulu, streaming services](https://images.trvl-media.com/lodging/104000000/103780000/103772900/103772852/5706fa36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite 5 | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103780000/103772900/103772852/f7cf066c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/104000000/103780000/103772900/103772852/305fc3b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Monty Boston Downtown Boston 9.6/10 Exceptional (20) "Everything was great to live in this place! Very spacious and convenient." £641 includes taxes & fees 30 Sept - 1 Oct [](https://www.expedia.co.uk/Boston-Hotels-The-Monty-Boston.h103772852.Hotel-Information) ![Rooftop terrace](https://images.trvl-media.com/lodging/60000000/59300000/59296500/59296491/a5dc30b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/60000000/59300000/59296500/59296491/c68f569b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/60000000/59300000/59296500/59296491/606054a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/60000000/59300000/59296500/59296491/742d229a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Global Luxury Suites East Boston East Boston 7.0/10 Good (163) "All was great, the appartement itself, the location and not the least the use of the gym, dundeck and pool. Really a great place to enjoy Boston!" £318 includes taxes & fees 12 Oct - 13 Oct [](https://www.expedia.co.uk/Boston-Hotels-Global-Luxury-Suites-East-Boston.h59296491.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/84000000/83400000/83395100/83395011/7e426cd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![40-inch flat-screen TV with digital channels, TV, streaming services](https://images.trvl-media.com/lodging/84000000/83400000/83395100/83395011/1814a3d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite, 1 Queen Bed with Sofa bed | Living room | 40-inch flat-screen TV with digital channels, TV, streaming services](https://images.trvl-media.com/lodging/84000000/83400000/83395100/83395011/152a4311.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, individually decorated, individually furnished](https://images.trvl-media.com/lodging/84000000/83400000/83395100/83395011/3c1a48e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sonder by Marriott Bonvoy The Magnolia Apartments Back Bay Back Bay 8.8/10 Excellent (70) "Great place , size of the apartment , very clean" £336 includes taxes & fees 21 Sept - 22 Sept [](https://www.expedia.co.uk/Boston-Hotels-Sonder-The-Magnolia.h83395011.Hotel-Information) ![Apartment | 1 bedroom, premium bedding, desk, iron/ironing board](https://images.trvl-media.com/lodging/23000000/22220000/22214100/22214064/156ba4d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Living area | 42-inch flat-screen TV with satellite channels, TV, fireplace](https://images.trvl-media.com/lodging/23000000/22220000/22214100/22214064/0a6e2b49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Studio Suite | 1 bedroom, premium bedding, desk, iron/ironing board](https://images.trvl-media.com/lodging/23000000/22220000/22214100/22214064/10554b31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Design Studio Suite | 1 bedroom, premium bedding, desk, iron/ironing board](https://images.trvl-media.com/lodging/23000000/22220000/22214100/22214064/97800eca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charlesgate Suites Fenway–Kenmore 9.4/10 Exceptional (187) "Awesome property, conveniently located near everything, especially Fenway. Definitely will stay here again. " £357 includes taxes & fees 29 Sept - 30 Sept [](https://www.expedia.co.uk/Boston-Hotels-The-Gryphon-House.h22214064.Hotel-Information) ![Individually furnished, laptop workspace, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/21000000/20300000/20296000/20295998/5ce8baff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mini-fridge, microwave, electric kettle, cookware/dishes/utensils](https://images.trvl-media.com/lodging/21000000/20300000/20296000/20295998/07d4dfbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually furnished, laptop workspace, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/21000000/20300000/20296000/20295998/4e69043e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually furnished, laptop workspace, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/21000000/20300000/20296000/20295998/1bfee967.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### No. 284 Back Bay Hotel, Sonder by Marriott Bonvoy Back Bay 9.4/10 Exceptional (935) "Beautiful property " £264 includes taxes & fees 21 Sept - 22 Sept [](https://www.expedia.co.uk/Boston-Hotels-No-284.h20295998.Hotel-Information) ![Apartment, 2 Bedrooms | Private kitchen | Mini-fridge, microwave, cookware/dishes/utensils, paper towels](https://images.trvl-media.com/lodging/79000000/78430000/78423000/78422939/07b376b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room | Individually decorated, individually furnished, laptop workspace](https://images.trvl-media.com/lodging/79000000/78430000/78423000/78422939/b61106da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 2 Bedrooms | Living area | 30-inch flat-screen TV with satellite channels, TV](https://images.trvl-media.com/lodging/79000000/78430000/78423000/78422939/c849e9a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Studio | Individually decorated, individually furnished, laptop workspace](https://images.trvl-media.com/lodging/79000000/78430000/78423000/78422939/8315a4e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maverick Suites at 402 Columbus Ave South End 7.8/10 Good (60) "Easy to walk to and from T stations near by. Decently priced and was overall a great place to stay!" £188 includes taxes & fees 12 Oct - 13 Oct [](https://www.expedia.co.uk/Boston-Hotels-402-Columbus-Ave.h78422939.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/24000000/23400000/23391100/23391094/385a9f3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/24000000/23400000/23391100/23391094/bf66e8cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![42-inch flat-screen TV with digital channels, TV, streaming services](https://images.trvl-media.com/lodging/24000000/23400000/23391100/23391094/bd370fc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually furnished, desk, iron/ironing board, free cots/infant beds](https://images.trvl-media.com/lodging/24000000/23400000/23391100/23391094/144e4d8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sonder by Marriott Bonvoy Pierce Boston Apartments Fenway Fenway–Kenmore 8.8/10 Excellent (264) "Great location for a family close to Fenway. Beds were a little hard. " £248 includes taxes & fees 23 Sept - 24 Sept [](https://www.expedia.co.uk/Boston-Hotels-Sonder-Pierce-Boston.h23391094.Hotel-Information) ![42-inch TV with satellite channels](https://images.trvl-media.com/lodging/89000000/88180000/88179900/88179829/bf03eabd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, stovetop, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/89000000/88180000/88179900/88179829/bb9bfcd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/89000000/88180000/88179900/88179829/6bdc1239.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![42-inch TV with satellite channels](https://images.trvl-media.com/lodging/89000000/88180000/88179900/88179829/f70f107d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maverick Suites at 400 Columbus Ave South End 7.4/10 Good (120) "Great place to stay with close proximity to the city " £192 includes taxes & fees 12 Oct - 13 Oct [](https://www.expedia.co.uk/Boston-Hotels-400-Columbus-Avenue.h88179829.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=2025-10-01&endDate=2025-10-02®ionId=175481&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%2FWinchester-Holiday-Rentals.d175481.Travel-Guide-HolidayRentals)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Holiday-Rentals.d175481.Travel-Guide-HolidayRentals) ## Top Winchester Hotel Reviews ![Encore Boston Harbor](//images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/9dbd3cd5_y.jpg) ### Encore Boston Harbor 10/10 Excellent "Beautiful room" [](https://expedia.co.uk/Boston-Hotels-Encore-Boston-Harbor.h37057112.Hotel-Information) ![Omni Boston Hotel at the Seaport](//images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/bc3320d1_y.jpg) ### Omni Boston Hotel at the Seaport 10/10 Excellent "We both said this was probably the nicest (fanciest) hotel we’ve ever stayed at. (And we’ve been. To a lot of fancy hotels). The views, the bathroom, the tiny nook to sit and do your make-up…GORGEOUS! The beds and bedding were heavenly. I already miss them. The coffee shop down stairs has the best coffee and pastries. Highly, highly recommend this hotel. " [](https://expedia.co.uk/Boston-Hotels-Omni-Boston-Hotel-At-The-Seaport.h68014393.Hotel-Information) ![The Westin Boston Seaport District](//images.trvl-media.com/lodging/2000000/1460000/1450100/1450057/60cb4bac_y.jpg) ### The Westin Boston Seaport District 10/10 Excellent "Safe and cleanliness" [](https://expedia.co.uk/Boston-Hotels-The-Westin-Boston-Seaport-District.h1450057.Hotel-Information) ![citizenM Boston Back Bay](//images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/90056141_y.jpg) ### citizenM Boston Back Bay 10/10 Excellent "We really enjoyed our stay at CitizenM Back Bay minus the staff! They were not only short handed but short on their customer service! The hotel is convenient and walking distance lots including shopping, Fenway Park, Freedom Park and North End! The room was small but perfect for what we needed with a beautiful view! We did not have breakfast at the hotel and opted to find local eatery’s near by! We would recommend staying here and hope by putting a review their customer service improves and they are fully staffed, in this case we would stay again! " [](https://expedia.co.uk/Boston-Hotels-CitizenM-Boston-Back-Bay.h96998829.Hotel-Information) ![citizenM Boston North Station](//images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/0eda38d5_y.jpg) ### citizenM Boston North Station 10/10 Excellent "The property is very modern and extremely clean. I'm room amenities are limited but result available in the common area lounge. The staff is exceptional... friendly, helpful and accommodating." [](https://expedia.co.uk/Boston-Hotels-CitizenM-Boston-North-Station.h33870542.Hotel-Information) ![Seaport Hotel Boston](//images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg) ### Seaport Hotel Boston 10/10 Excellent "Beautiful property, location and friendly staff " [](https://expedia.co.uk/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information) ![Harborside Inn Of Boston](//images.trvl-media.com/lodging/1000000/210000/202900/202814/b3140789_y.jpg) ### Harborside Inn Of Boston 10/10 Excellent "Great location and friendly staff. The restaurant on site was convenient. Historical feel and close to many sights" [](https://expedia.co.uk/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.Hotel-Information) ![YOTEL Boston](//images.trvl-media.com/lodging/19000000/18100000/18090400/18090311/245fc311_y.jpg) ### YOTEL Boston 10/10 Excellent "Staff was very helpful" [](https://expedia.co.uk/Boston-Hotels-YOTEL-Boston.h18090311.Hotel-Information) ![Hilton Boston Back Bay](//images.trvl-media.com/lodging/1000000/10000/6000/5928/f418fbdd_y.jpg) ### Hilton Boston Back Bay 10/10 Excellent "Clean room, nice staff, great bar" [](https://expedia.co.uk/Boston-Hotels-Hilton-Boston-Back-Bay.h5928.Hotel-Information) ## Find out more about Winchester **Everything you need to know about** **Winchester** **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 Winchester 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 Winchester holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Winchester holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Winchester. 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 Winchester 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 Winchester holiday rentals we have selected for you start as low as £127 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Winchester rentals** At Expedia, we put the best Winchester 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 Winchester 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 Winchester 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 Winchester. 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 Winchester ### 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) - [Herefordshire Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Herefordshire.d6046203.Holiday-Rental-Destinations) - [Essex Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Essex.d6046201.Holiday-Rental-Destinations) - [Cumbria Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Cumbria.d6046194.Holiday-Rental-Destinations) - [Yorkshire Holiday Rentals](https://www.expedia.co.uk/Yorkshire-Holiday-Rentals.d6342462.Travel-Guide-HolidayRentals) - [South Wales Holiday Rentals](https://www.expedia.co.uk/South-Wales-Holiday-Rentals.d6054274.Travel-Guide-HolidayRentals) - [North Wales Holiday Rentals](https://www.expedia.co.uk/North-Wales-Holiday-Rentals.d6054276.Travel-Guide-HolidayRentals) - [London Holiday Rentals](https://www.expedia.co.uk/London-Holiday-Rentals.d178279.Travel-Guide-HolidayRentals) - [York Holiday Rentals](https://www.expedia.co.uk/York-Holiday-Rentals.d5489.Travel-Guide-HolidayRentals) - [Blackpool Holiday Rentals](https://www.expedia.co.uk/Blackpool-Holiday-Rentals.d619.Travel-Guide-HolidayRentals) - [Isle of Wight Holiday Rentals](https://www.expedia.com/Destinations-In-Isle-Of-Wight.d6046218.Vacation-Rental-Destinations) - [Scarborough Holiday Rentals](https://www.expedia.co.uk/Scarborough-Holiday-Rentals.d5680.Travel-Guide-HolidayRentals) - [Edinburgh Holiday Rentals](https://www.expedia.co.uk/Edinburgh-Holiday-Rentals.d6069845.Travel-Guide-HolidayRentals) - [Bath Holiday Rentals](https://www.expedia.co.uk/Bath-Holiday-Rentals.d6084496.Travel-Guide-HolidayRentals) - [Bournemouth Holiday Rentals](https://www.expedia.co.uk/Bournemouth-Holiday-Rentals.d654.Travel-Guide-HolidayRentals) - [England Holiday Rentals](https://www.expedia.co.uk/Destinations-In-England.d11218.Holiday-Rental-Destinations) - [Scotland Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Scotland.d11219.Holiday-Rental-Destinations) - [Cornwall Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Cornwall.d6046193.Holiday-Rental-Destinations) - [Wales Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Wales.d11220.Holiday-Rental-Destinations) - [Northern Ireland Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Northern-Ireland.d11221.Holiday-Rental-Destinations) - [Houseboats in Winchester](https://expedia.co.uk/Winchester-Houseboats.d175481-aaHouseboats.Travel-Guide-Accommodation) ## Frequently asked questions ### Can I find holiday rentals in Winchester? > Yes, there are holiday rentals in Winchester close to Winter Pond, or you can select a more secluded option if you're looking for a relaxing stay. Winchester is known for its football matches and lake views. ### What are some of the best holiday rentals that Winchester has to offer? > [Casa Castor • Private Room 1](https://www.expedia.co.uk/Boston-Hotels-Casa-Castor-Private-Room-1.h117976393.Hotel-Information): This holiday home rental outside of Winchester has air conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge to make your meal-planning easier. ### What can I see and do in Winchester? > While exploring the area, visit family-friendly sights like Winter Pond, or get outside and enjoy nature at Boston Common. TD Garden and Fenway Park are other popular places to visit in the area. ### What are holiday rentals like in Winchester? > Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winchester. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for family trips. ![](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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)