Title: Winchester Holiday Homes from £164: Search Holiday Homes in Winchester | Expedia.co.uk [Hotels in Winchester](https://expedia.co.uk/Winchester-Hotels.d6056879.Travel-Guide-Hotels)[Holiday Rentals in Winchester](https://expedia.co.uk/Winchester-Holiday-Rentals.d6056879.Travel-Guide-HolidayRentals)[Flights to Winchester](https://expedia.co.uk/Cheap-Flights-To-Winchester.d6056879.Travel-Guide-Flights)[Winchester Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Winchester.d6056879.Car-Hire-Guide)[Winchester Holidays](https://expedia.co.uk/Winchester.d6056879.Holidays-City-Breaks) ![](https://images.trvl-media.com/place/6056879/5a1e10ca-c30d-4d41-816e-f5af84673df6.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6056879/5a1e10ca-c30d-4d41-816e-f5af84673df6.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 [27 Feb - 1 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=6056879&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [10 Apr - 12 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=6056879&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [8 May - 10 May](https://www.expedia.co.uk/Hotel-Search?regionId=6056879&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [5 Jun - 7 Jun](https://www.expedia.co.uk/Hotel-Search?regionId=6056879&startDate=2026-06-05&endDate=2026-06-07&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 ![Terrace/patio](https://images.trvl-media.com/lodging/119000000/118930000/118929700/118929649/13365e97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/119000000/118930000/118929700/118929649/cad5963c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118930000/118929700/118929649/1520d4f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118930000/118929700/118929649/c5c32d53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain View Bungalow in Front Royal [](https://www.expedia.co.uk/Front-Royal-Hotels-Mountain-View-Bungalow-In-Front-Royal.h118929649.Hotel-Information) Front Royal 10/10 Exceptional (13 reviews) "Super cute, super clean and super comfortable!! Close and convenient to Shenandoah NP. Would definitely stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian B. £164 includes taxes & fees 16 Feb - 17 Feb [](https://www.expedia.co.uk/Front-Royal-Hotels-Mountain-View-Bungalow-In-Front-Royal.h118929649.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106330000/106326000/106325979/ffaf5a8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106330000/106326000/106325979/ef16eec4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106330000/106326000/106325979/3cefc017.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/107000000/106330000/106326000/106325979/cb77e338.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dog-Friendly Cottage w/Playground, Grill & Games [](https://www.expedia.co.uk/Middletown-Hotels-Dog-Friendly-Cottage-WPlayground.h106325979.Hotel-Information) Middletown 9.6/10 Exceptional (16 reviews) "Clean cute house, exactly as described. Close to Shenandoah national park and skyline drive. Hosts very communicative " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Corrin D. £210 includes taxes & fees 16 Feb - 17 Feb [](https://www.expedia.co.uk/Middletown-Hotels-Dog-Friendly-Cottage-WPlayground.h106325979.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89800000/89794800/89794757/5441842b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/90000000/89800000/89794800/89794757/e073d995.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/90000000/89800000/89794800/89794757/1df4120a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89800000/89794800/89794757/ed3e6638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly renovated Farm cottage with Mountain views [](https://www.expedia.co.uk/Strasburg-Hotels-Newly-Renovated-Farm-Cottage-With-Mountain-Views.h89794757.Hotel-Information) Strasburg 10/10 Exceptional (38 reviews) "Beautiful place; very friendly hosts. We enjoyed our stay very much! We will visit again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shannon H. £236 includes taxes & fees 22 Feb - 23 Feb [](https://www.expedia.co.uk/Strasburg-Hotels-Newly-Renovated-Farm-Cottage-With-Mountain-Views.h89794757.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/76000000/75860000/75857000/75856945/a6d1f136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/76000000/75860000/75857000/75856945/4181fefa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/76000000/75860000/75857000/75856945/396388c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/76000000/75860000/75857000/75856945/97da5da1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cameron Charmer pristine downtown apt with double master suites [](https://www.expedia.co.uk/Winchester-Hotels-Cameron-Charmer-Pristine-Downtown-Apt-With-Double-Master-Suites.h75856945.Hotel-Information) Winchester 9.4/10 Exceptional (6 reviews) "Nice house in a good central location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mitchell V. £254 includes taxes & fees 23 Feb - 24 Feb [](https://www.expedia.co.uk/Winchester-Hotels-Cameron-Charmer-Pristine-Downtown-Apt-With-Double-Master-Suites.h75856945.Hotel-Information) ![TV, offices](https://images.trvl-media.com/lodging/61000000/60280000/60275500/60275491/85e7a007.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/61000000/60280000/60275500/60275491/8df6db80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/61000000/60280000/60275500/60275491/52f36c27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/61000000/60280000/60275500/60275491/21ede701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain cottage w/hot tub & lake access [](https://www.expedia.co.uk/Front-Royal-Hotels-Hot-Tub.h60275491.Hotel-Information) Front Royal 9.0/10 Wonderful (31 reviews) "The house itself was clean, the beds are comfortable, and it is in a nice, quiet, and private location. The property manager was very pleasant and responsed to any questions or concerns quickly. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elissa S. £231 includes taxes & fees 16 Feb - 17 Feb [](https://www.expedia.co.uk/Front-Royal-Hotels-Hot-Tub.h60275491.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113280000/113270800/113270721/32fe1fbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table football](https://images.trvl-media.com/lodging/114000000/113280000/113270800/113270721/8a0bbbc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113280000/113270800/113270721/706c1a11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113280000/113270800/113270721/58eee7b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3BDR, 3 Full-Bath house in City, 2 living rooms \[3,000 sq. ft.\] - Pet Friendly! [](https://www.expedia.co.uk/Stephens-City-Hotels-3BDR.h113270721.Hotel-Information) Stephens City 9.4/10 Exceptional (8 reviews) "Had a great stay at this property for a girls weekend. Nearby to cute shops, a nice winery, grocery stores and restaurants. Nice amenities with games, entertainment systems, outdoor space, and in a great neighborhood too. Lots of space for families or friend reunions. Will rent again here when staying in the area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maureen W. £214 includes taxes & fees 15 Feb - 16 Feb [](https://www.expedia.co.uk/Stephens-City-Hotels-3BDR.h113270721.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113940000/113933300/113933293/4d7efd1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113940000/113933300/113933293/b99b52d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113940000/113933300/113933293/3db057ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113940000/113933300/113933293/d4b34049.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Apple Mountain House [](https://www.expedia.co.uk/Front-Royal-Hotels-The-Apple-Mountain-House.h113933293.Hotel-Information) Front Royal 9.6/10 Exceptional (10 reviews) "The stay was amazing! Breathtaking views, clean home, and wonderful amenities!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katia R. £358 includes taxes & fees 17 Feb - 18 Feb [](https://www.expedia.co.uk/Front-Royal-Hotels-The-Apple-Mountain-House.h113933293.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/125000000/124470000/124466300/124466265/79fba50f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/125000000/124470000/124466300/124466265/c51bfc68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/125000000/124470000/124466300/124466265/ed461439.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/125000000/124470000/124466300/124466265/dd98082f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Litorum - a place to land, breathe, and reset. [](https://www.expedia.co.uk/Front-Royal-Hotels-Shenandoah-River-Retreat-Pool-Table-And-Fireplace.h124466265.Hotel-Information) Front Royal £296 includes taxes & fees 16 Feb - 17 Feb [](https://www.expedia.co.uk/Front-Royal-Hotels-Shenandoah-River-Retreat-Pool-Table-And-Fireplace.h124466265.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/125000000/124800000/124797900/124797846/144bb2a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/125000000/124800000/124797900/124797846/a5ef12ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/125000000/124800000/124797900/124797846/dd665d4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/125000000/124800000/124797900/124797846/0ec37f03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bluemont home just minutes to wineries, breweries, hiking and more! [](https://www.expedia.co.uk/Bluemont-Hotels-Bluemont-Home-Just-Minutes-To-Wineries.h124797846.Hotel-Information) Bluemont £280 includes taxes & fees 27 Feb - 28 Feb [](https://www.expedia.co.uk/Bluemont-Hotels-Bluemont-Home-Just-Minutes-To-Wineries.h124797846.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/118000000/117740000/117735000/117734997/w2999h2002x1y1-cd135358.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/118000000/117740000/117735000/117734997/w2998h2002x1y1-e4dac9a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117740000/117735000/117734997/w2999h2002x0y1-04dc0da6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/118000000/117740000/117735000/117734997/w3000h2002x0y1-874ebd45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Welcome to the Ladybug Retreat! [](https://www.expedia.co.uk/Paris-Hotels-Welcome-To-The-Ladybug-Retreat.h117734997.Hotel-Information) Boyce 10/10 Exceptional (1 review) "This home is lovely and the host has thought of everything. We will definitely stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Catherine A. £294 includes taxes & fees 16 Feb - 17 Feb [](https://www.expedia.co.uk/Paris-Hotels-Welcome-To-The-Ladybug-Retreat.h117734997.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/119000000/118360000/118355600/118355581/1845043f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118360000/118355600/118355581/3afe401a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/119000000/118360000/118355600/118355581/c54a2943.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118360000/118355600/118355581/d1874855.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Luxury, Meet Not Your Typical Cuties Cabin, a Secluded Retreat in Linden VA [](https://www.expedia.co.uk/Linden-Hotels-Cozy-Luxury.h118355581.Hotel-Information) Linden 10/10 Exceptional (3 reviews) "Megan was exceptional at communications, the property was perfect for our Family Thanksgiving. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lynne S. £401 includes taxes & fees 17 Feb - 18 Feb [](https://www.expedia.co.uk/Linden-Hotels-Cozy-Luxury.h118355581.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/70000000/69660000/69653900/69653828/f4f1e4c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/70000000/69660000/69653900/69653828/ebfb0908.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/70000000/69660000/69653900/69653828/a2b0b493.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/70000000/69660000/69653900/69653828/2824c15a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lamontagne Farmhouse a Rural Pristine Setting [](https://www.expedia.co.uk/Bluemont-Hotels-Lamontagne-Farmhouse-A-Rural-Pristine-Setting.h69653828.Hotel-Information) Bluemont 10/10 Exceptional (12 reviews) "We loved our stay at this beautiful tranquil farmhouse. Our two Golden’s enjoyed the outdoor space. Hiking close by, a beautiful drive to visit Middleburg is a must. We highly recommend this charming getaway." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) AnneMarie M. £172 includes taxes & fees 18 Feb - 19 Feb [](https://www.expedia.co.uk/Bluemont-Hotels-Lamontagne-Farmhouse-A-Rural-Pristine-Setting.h69653828.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/122000000/121420000/121418500/121418475/7c748bf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, stovetop](https://images.trvl-media.com/lodging/122000000/121420000/121418500/121418475/a6f1e321.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121420000/121418500/121418475/2736c2e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/122000000/121420000/121418500/121418475/dda7ab71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Riverfront Home Getaway with Hot Tub [](https://www.expedia.co.uk/Front-Royal-Hotels-Luxury-Riverfront-Home-Getaway-With-Hot-Tub.h121418475.Hotel-Information) Warren County [](https://www.expedia.co.uk/Front-Royal-Hotels-Luxury-Riverfront-Home-Getaway-With-Hot-Tub.h121418475.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/79000000/78830000/78823900/78823844/a4900a54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78830000/78823900/78823844/cd9ad7cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78830000/78823900/78823844/db0bfe55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78830000/78823900/78823844/6c9fd86b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious home steps from Main St and Shenandoah NP with firepit & large backyard [](https://www.expedia.co.uk/Front-Royal-Hotels-Spacious-Home-Steps-From-Main-St-And-Shenandoah-NP-With-Firepit-Large-Backyard.h78823844.Hotel-Information) Front Royal 9.8/10 Exceptional (18 reviews) "Wonderful location. We were able to walk to restaurants and had a short drive to great hiking at Shenandoah National Park. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary F. £272 includes taxes & fees 2 Mar - 3 Mar [](https://www.expedia.co.uk/Front-Royal-Hotels-Spacious-Home-Steps-From-Main-St-And-Shenandoah-NP-With-Firepit-Large-Backyard.h78823844.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/85000000/84090000/84086300/84086243/5bcbbbaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/85000000/84090000/84086300/84086243/221f553f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/85000000/84090000/84086300/84086243/783499e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/85000000/84090000/84086300/84086243/b0176d9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Big Sunny Family House [](https://www.expedia.co.uk/Front-Royal-Hotels-Big-House.h84086243.Hotel-Information) Front Royal 10/10 Exceptional (42 reviews) "Wonderful house and town! Loved every minute of our trip! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) MaryAnn G. £311 includes taxes & fees 3 Mar - 4 Mar [](https://www.expedia.co.uk/Front-Royal-Hotels-Big-House.h84086243.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/88000000/87980000/87973200/87973124/b261ce18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/88000000/87980000/87973200/87973124/w1184h883x3y0-95d19d54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/88000000/87980000/87973200/87973124/ddedca30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87980000/87973200/87973124/cb8a9693.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries [](https://www.expedia.co.uk/Linden-Hotels-Hottub.h87973124.Hotel-Information) Linden 10/10 Exceptional (23 reviews) "Very nice stay! A peaceful, quiet little place. Cozy beds! We enjoyed our time. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katelyn E. £234 includes taxes & fees 23 Feb - 24 Feb [](https://www.expedia.co.uk/Linden-Hotels-Hottub.h87973124.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/90000000/89800000/89792300/89792293/b8ee4a7c.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/90000000/89800000/89792300/89792293/3bbd1dbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89800000/89792300/89792293/0344fe88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/90000000/89800000/89792300/89792293/b47a597b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spring Retreat! Hot tub, Bar, Game room, Grill & 10 mins to Skyline Drive [](https://www.expedia.co.uk/Front-Royal-Hotels-Spacious-Home-Near-Natl-Park.h89792293.Hotel-Information) Front Royal 9.8/10 Exceptional (34 reviews) "Great place to stay. Will go back! Thanks " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gareth E. £547 includes taxes & fees 6 Mar - 7 Mar [](https://www.expedia.co.uk/Front-Royal-Hotels-Spacious-Home-Near-Natl-Park.h89792293.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/121000000/120450000/120444500/120444425/df4a0d11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/121000000/120450000/120444500/120444425/512057d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120450000/120444500/120444425/f075dd75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/121000000/120450000/120444500/120444425/de9610ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Front royal majestic paradise [](https://www.expedia.co.uk/Front-Royal-Hotels-Front-Royal-Majestic-Paradise.h120444425.Hotel-Information) Front Royal £1,121 includes taxes & fees 15 Feb - 16 Feb [](https://www.expedia.co.uk/Front-Royal-Hotels-Front-Royal-Majestic-Paradise.h120444425.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/105000000/104190000/104182000/104181963/w1024h682x0y1-d622f808.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104190000/104182000/104181963/w1021h682x1y1-75a7ad40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/105000000/104190000/104182000/104181963/ce41d4a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104190000/104182000/104181963/w1023h682x1y1-e8cd3e22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 3BR Townhome Near Luray Caverns & Shenandoah, Family & Pet-Friendly [](https://www.expedia.co.uk/Luray-Hotels-Cozy-Place-Near-Shenandoah-National-Park.h104181963.Hotel-Information) Luray 9.8/10 Exceptional (38 reviews) "Amazing stay in Luray, VA. House was very clean and up kept " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shedrick J. £270 includes taxes & fees 22 Feb - 23 Feb [](https://www.expedia.co.uk/Luray-Hotels-Cozy-Place-Near-Shenandoah-National-Park.h104181963.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/79000000/78420000/78417800/78417710/w1338h900x0y0-7097629c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78420000/78417800/78417710/d5e4c142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books, computer monitors](https://images.trvl-media.com/lodging/79000000/78420000/78417800/78417710/7dc83289.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78420000/78417800/78417710/2678f7b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious Home Downtown - Walk to Parks & Shops [](https://www.expedia.co.uk/Luray-Hotels-Spacious-Home-Downtown-Walk-To-Parks-Shops.h78417710.Hotel-Information) Luray 10/10 Exceptional (19 reviews) "The home was charming. It was very clean. The beds were comfortable. The front porch was cute and comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeanne L. £257 includes taxes & fees 17 Feb - 18 Feb [](https://www.expedia.co.uk/Luray-Hotels-Spacious-Home-Downtown-Walk-To-Parks-Shops.h78417710.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=2026-02-28&endDate=2026-03-01®ionId=6056879&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-uk-fr-de.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Holiday Sale Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save. [Book now](https://expedia.co.uk/cheap-deals?rfrr=AA_SPRING_PROMO_6056879) ## Find holiday rentals that suit your style Cabins [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America®ionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=CABIN) Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America®ionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=APARTMENT) Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America®ionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=VACATION_HOME) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America®ionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=COTTAGE) Villas [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America®ionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=VILLA) Chalets [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+Virginia%2C+United+States+of+America®ionId=6056879&latLong=39.184082%2C-78.165703&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=CHALET) ![](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.d6056879-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.d6056879-aaPrivateHolidayHomes.Travel-Guide-Accommodation) ## Top Winchester Hotel Reviews ![Hampton Inn Martinsburg](https://images.trvl-media.com/lodging/1000000/70000/63100/63064/835cd022_y.jpg) ### Hampton Inn Martinsburg 10/10 Excellent "A relief to walk into room 303 where every detail had clearly been given the utmost consideration, same could be said for the breakfast room. Breakfast fresh and warm area kept clean and orderly. Met a housekeeper on the elevator who was courteous acknowledged me and very clean in appearance Front desk were polite and helpful. It was a pleasure to feel so comfortable secure in quiet room with a TV I could operate. meand very clean in appearance " [](https://expedia.co.uk/Martinsburg-Hotels-Hampton-Inn-Martinsburg.h63064.Hotel-Information) ![Quality Inn Winchester](https://images.trvl-media.com/lodging/1000000/180000/172900/172810/0fd2f943_y.jpg) ### Quality Inn Winchester 10/10 Excellent "Very clean" [](https://expedia.co.uk/Winchester-Hotels-Quality-Inn.h172810.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Winchester](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/3336c7bb_y.jpg) ### La Quinta Inn & Suites by Wyndham Winchester 10/10 Excellent "The room was very large and spotless. Clean and filled with plenty towels! " [](https://expedia.co.uk/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information) ![Holiday Inn Express & Suites Leesburg - Historic District by IHG](https://images.trvl-media.com/lodging/1000000/600000/596500/596430/6cf9400d_y.jpg) ### Holiday Inn Express & Suites Leesburg - Historic District by IHG 10/10 Excellent "All good" [](https://expedia.co.uk/Leesburg-Hotels-Comfort-Suites-Leesburg.h596430.Hotel-Information) ![Hilton Garden Inn Dulles North](https://images.trvl-media.com/lodging/3000000/2340000/2335200/2335184/b8108f6b_y.jpg) ### Hilton Garden Inn Dulles North 10/10 Excellent "Room with Jacuzzi tub in it was so nice. Everything spotless great stay! Recommended! " [](https://expedia.co.uk/Ashburn-Hotels-Hilton-Garden-Inn-Dulles-North.h2335184.Hotel-Information) ![Microtel Inn & Suites by Wyndham Winchester](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/fab1f657_y.jpg) ### Microtel Inn & Suites by Wyndham Winchester 10/10 Excellent "Perfectly clean room, spotless new linens, very comfortable bed, new comfy pillows, friendly staff Great breakfast consisting of cheese omelets, bacon, pancakes, pastries, bagels, cereal, fresh fruit, great coffee including decaf great price great stay thank you" [](https://expedia.co.uk/Winchester-Hotels-Microtel-Inn-Suites-By-Wyndham-Winchester.h70921061.Hotel-Information) ![Holiday Inn Express Charles Town by IHG](https://images.trvl-media.com/lodging/2000000/1560000/1554900/1554858/89e72fbd_y.jpg) ### Holiday Inn Express Charles Town by IHG 10/10 Excellent "Staff were very friendly and helpful. The room was clean, but the bathroom in 1054 needs" [](https://expedia.co.uk/Martinsburg-Hotels-Holiday-Inn-Express-Charles-Town.h1554858.Hotel-Information) ![Travelodge by Wyndham Winchester](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/9d44a9b1_y.jpg) ### Travelodge by Wyndham Winchester 10/10 Excellent "Room was good for the price, staff was friendly and helpful " [](https://expedia.co.uk/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.Hotel-Information) ![Mimslyn Inn Historic Hotels Of America](https://images.trvl-media.com/lodging/10000000/9770000/9760500/9760491/5175eb5d_y.jpg) ### Mimslyn Inn Historic Hotels Of America 10/10 Excellent "Room was clean, food was great, staff was friendly. And the views were magnificent!" [](https://expedia.co.uk/Luray-Hotels-Mimslyn-Inn-Historic-Hotels-Of-America.h9760491.Hotel-Information) ## Find out more about Winchester ## Winchester Holiday Homes information | Number of reviews | 298 | | ----------------- | ----------------- | | Accommodation | 632 Holiday Homes | | Lowest Price | £164 | | Highest Price | £1,121 | ## Explore a world of travel with Expedia - More ways to book - [Book Holiday Homes in Winchester on Expedia.com ](https://www.expedia.com/Winchester-Private-Vacation-Homes.d6056879-aaPrivateVacationHomes.Travel-Guide-Accommodation)