Title: Holiday Rentals Upperville from £165: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [Hotels in Upperville](https://expedia.co.uk/Upperville-Hotels.d184116.Travel-Guide-Hotels)[Upperville Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Upperville.d184116.Car-Hire-Guide)[Upperville Holidays](https://expedia.co.uk/Upperville.d184116.Holidays-City-Breaks) ![Welcome sign to Upperville Virginia in Fauquier County.](https://images.trvl-media.com/place/184116/deb8a32e-602b-43b9-802d-e775f9221444.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/184116/deb8a32e-602b-43b9-802d-e775f9221444.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 [10 Apr - 12 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=184116&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 two months [22 May - 24 May](https://www.expedia.co.uk/Hotel-Search?regionId=184116&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [19 Jun - 21 Jun](https://www.expedia.co.uk/Hotel-Search?regionId=184116&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [17 Jul - 19 Jul](https://www.expedia.co.uk/Hotel-Search?regionId=184116&startDate=2026-07-17&endDate=2026-07-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Upperville holiday rentals ![Property grounds](https://images.trvl-media.com/lodging/75000000/74080000/74077300/74077247/92815ab7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74080000/74077300/74077247/435bb49d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74080000/74077300/74077247/f9fe7afa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/75000000/74080000/74077300/74077247/16f6f354.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Mountain Cabin, secluded, perfect for couples, near main road [](https://www.expedia.co.uk/Front-Royal-Hotels-Blue-Mountain-Cabin.h74077247.Hotel-Information) Front Royal 10/10 Exceptional (31 reviews) "Very cozy cabin for two, great for a secluded getaway within range of great places to visit. Had everything we needed." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tom C. £178 includes taxes & fees 29 Mar - 30 Mar [](https://www.expedia.co.uk/Front-Royal-Hotels-Blue-Mountain-Cabin.h74077247.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/93000000/92170000/92168300/92168268/4ec90979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, stereo, offices](https://images.trvl-media.com/lodging/93000000/92170000/92168300/92168268/740997b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92170000/92168300/92168268/40c4e7f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92170000/92168300/92168268/fdaca9a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI [](https://www.expedia.co.uk/Harpers-Ferry-Hotels-Harpers-Ferry-Cabin-W-Hot-Tub.h92168268.Hotel-Information) Harpers Ferry 9.2/10 Wonderful (32 reviews) "Enjoyed the levels, hot tub, porch to get outside with my coffee, pet strolling area marvelous and washer/dryer." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) tracey b. £256 includes taxes & fees 15 Apr - 16 Apr [](https://www.expedia.co.uk/Harpers-Ferry-Hotels-Harpers-Ferry-Cabin-W-Hot-Tub.h92168268.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/97000000/96490000/96488000/96487982/94ade5e6.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/97000000/96490000/96488000/96487982/7a807893.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, paper towels](https://images.trvl-media.com/lodging/97000000/96490000/96488000/96487982/37df05c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96490000/96488000/96487982/233346bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A-Frame near Shenandoah National Park - Pet friendly, EV Charger, Hot Tub [](https://www.expedia.co.uk/Linden-Hotels-Cute-Cabin-Retreat-Near-Shenandoah-National-Park-And-Pet-Friendly.h96487982.Hotel-Information) Linden 9.4/10 Exceptional (13 reviews) "Great place to stay to catch the northern entrance to Shenandoah. Comfortable beds, great furniture, and easy drive to Front Royal for dining. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott M. £272 includes taxes & fees 14 Apr - 15 Apr [](https://www.expedia.co.uk/Linden-Hotels-Cute-Cabin-Retreat-Near-Shenandoah-National-Park-And-Pet-Friendly.h96487982.Hotel-Information) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/114000000/113030000/113027300/113027243/7b5c04b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113030000/113027300/113027243/bba48e4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113030000/113027300/113027243/e5066de0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/114000000/113030000/113027300/113027243/480b1e8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Honeymoon Cabin | Private Couple's Retreat w/ hot tub [](https://www.expedia.co.uk/Front-Royal-Hotels-The-Honeymoon-Cabin-Private-Couples-Retreat-W-Hot-Tub.h113027243.Hotel-Information) Front Royal 9.2/10 Wonderful (5 reviews) "Absolutely perfect spot for a leaf-peeping getaway. Clean, charming, romantic! Close to antiques, vineyards and Shenandoah!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul B. £330 includes taxes & fees 14 Apr - 15 Apr [](https://www.expedia.co.uk/Front-Royal-Hotels-The-Honeymoon-Cabin-Private-Couples-Retreat-W-Hot-Tub.h113027243.Hotel-Information) ![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) ![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118930000/118929700/118929649/88d4dc47.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) ### 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 (17 reviews) "We enjoyed our stayed so much! This location is perfect. This property is so clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicole Z. £165 includes taxes & fees 29 Mar - 30 Mar [](https://www.expedia.co.uk/Front-Royal-Hotels-Mountain-View-Bungalow-In-Front-Royal.h118929649.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/111000000/110850000/110841300/110841279/068d8c39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110850000/110841300/110841279/682637e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110850000/110841300/110841279/8d8c27be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/111000000/110850000/110841300/110841279/34c3bf25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country! [](https://www.expedia.co.uk/Hamilton-Hotels-The-Cottage-At-Firefly-Cellars.h110841279.Hotel-Information) Hamilton 9.8/10 Exceptional (13 reviews) "Absolutely amazing place and stay! I could not possibly be more impressed and I look forward to coming back." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jasmine M. £292 includes taxes & fees 29 Mar - 30 Mar [](https://www.expedia.co.uk/Hamilton-Hotels-The-Cottage-At-Firefly-Cellars.h110841279.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/72000000/71520000/71515000/71514925/0ea2fa7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/72000000/71520000/71515000/71514925/85c7402b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71520000/71515000/71514925/aa5ed80c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71520000/71515000/71514925/c88c2512.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Ridge Getaway - Sunset Views, A.T. Access [](https://www.expedia.co.uk/Harpers-Ferry-Hotels-Blue-Ridge-Getaway-Mountaintop-Cabin-With-Sunset-Views.h71514925.Hotel-Information) Harpers Ferry 9.8/10 Exceptional (66 reviews) "Beautiful, secluded location. Well-organized check in/out process and guide for stay. Clean and well-stocked cabin made relaxing easy. Hosts were very friendly and helpful. We’ve already recommended this property to our friends! Perfect for a much-needed, cozy and relaxing vacation." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kheryssa P. £269 includes taxes & fees 13 Apr - 14 Apr [](https://www.expedia.co.uk/Harpers-Ferry-Hotels-Blue-Ridge-Getaway-Mountaintop-Cabin-With-Sunset-Views.h71514925.Hotel-Information) ![Smart TV, books, computer monitors](https://images.trvl-media.com/lodging/92000000/91270000/91260900/91260888/12e8e5bd.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/92000000/91270000/91260900/91260888/f0ae07cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/92000000/91270000/91260900/91260888/36e645fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/92000000/91270000/91260900/91260888/a2e22655.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Leesburg Hideaway- King Bed + Private Backyard [](https://www.expedia.co.uk/Leesburg-Hotels-Historic-Hideaway.h91260888.Hotel-Information) Leesburg 10/10 Exceptional (33 reviews) "Great location, clean and comfortable. Would absolutely stay here again or recommend it to others. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lauren S. £232 includes taxes & fees 29 Mar - 30 Mar [](https://www.expedia.co.uk/Leesburg-Hotels-Historic-Hideaway.h91260888.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/88000000/87810000/87800600/87800580/w1120h749x6y3-7738ec31.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/88000000/87810000/87800600/87800580/ef95a95c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/88000000/87810000/87800600/87800580/ae64454b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/88000000/87810000/87800600/87800580/w1123h752x4y0-1474706a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family & Pet Friendly Mountain Retreat\~ Steam Shower\~ 5 minutes from lake! [](https://www.expedia.co.uk/Harpers-Ferry-Hotels-Cozy-Getaway-With-Steam-Shower-Perfect-For-Couples-And-Families.h87800580.Hotel-Information) Harpers Ferry 10/10 Exceptional (85 reviews) "The host had great communication and the place was exactly as pictured! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Colleen J. £263 includes taxes & fees 29 Mar - 30 Mar [](https://www.expedia.co.uk/Harpers-Ferry-Hotels-Cozy-Getaway-With-Steam-Shower-Perfect-For-Couples-And-Families.h87800580.Hotel-Information) ![Indoor spa tub](https://images.trvl-media.com/lodging/114000000/113310000/113303900/113303853/c34010ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113310000/113303900/113303853/38d4adcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113310000/113303900/113303853/065be894.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113310000/113303900/113303853/5c4b681d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Foxwood Cabin | Hot Tub, Screened Porch, Grill [](https://www.expedia.co.uk/Front-Royal-Hotels-The-Foxwood-Cabin-Hot-Tub.h113303853.Hotel-Information) Front Royal 10/10 Exceptional (5 reviews) "Beautiful, quiet place to stay. Beds are very comfortable. Every room was very clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alex H. £364 includes taxes & fees 14 Apr - 15 Apr [](https://www.expedia.co.uk/Front-Royal-Hotels-The-Foxwood-Cabin-Hot-Tub.h113303853.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/76000000/75200000/75194000/75193967/8bcbc451.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75200000/75194000/75193967/44a70f96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/76000000/75200000/75194000/75193967/81983e69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75200000/75194000/75193967/f3f54889.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake View Retreat - Cottage Near a Peaceful Lake! [](https://www.expedia.co.uk/Harpers-Ferry-Hotels-Lake-View-Retreat-Cottage-Near-A-Peaceful-Lake.h75193967.Hotel-Information) Harpers Ferry 9.6/10 Exceptional (22 reviews) "The house was clean, had plenty of rooms and a fantastic location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bryan N. £264 includes taxes & fees 14 Apr - 15 Apr [](https://www.expedia.co.uk/Harpers-Ferry-Hotels-Lake-View-Retreat-Cottage-Near-A-Peaceful-Lake.h75193967.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/93000000/92030000/92029800/92029786/95696cc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92030000/92029800/92029786/c4c9a053.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92030000/92029800/92029786/85a3d76e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92030000/92029800/92029786/c44da385.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hidden Gem on Hidden Valley Lane [](https://www.expedia.co.uk/Linden-Hotels-Hidden-Gem-On-Hidden-Valley-Lane.h92029786.Hotel-Information) Linden 9.6/10 Exceptional (27 reviews) "Great place. Very clean, lots of comfortable rooms. Nice outside area for dogs. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa W. £333 includes taxes & fees 27 Mar - 28 Mar [](https://www.expedia.co.uk/Linden-Hotels-Hidden-Gem-On-Hidden-Valley-Lane.h92029786.Hotel-Information) ![Smart TV, fireplace, table football, books](https://images.trvl-media.com/lodging/123000000/122700000/122691500/122691445/477ff1a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/123000000/122700000/122691500/122691445/ebff43a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122700000/122691500/122691445/94c233dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, table football, books](https://images.trvl-media.com/lodging/123000000/122700000/122691500/122691445/dfa2f038.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private A-Frame Near Harpers Ferry - Sauna, Fire Pit, 3BR/3BA, Pet-Friendly [](https://www.expedia.co.uk/Harpers-Ferry-Hotels-Relaxing-A-Frame-Cabin-In-Harpers-Ferry-WSauna.h122691445.Hotel-Information) Harpers Ferry 10/10 Exceptional (6 reviews) "Very clean, great amenities, comfortable!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James £364 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Harpers-Ferry-Hotels-Relaxing-A-Frame-Cabin-In-Harpers-Ferry-WSauna.h122691445.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/73000000/72540000/72536300/72536217/dd999d68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/73000000/72540000/72536300/72536217/21ddc248.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/73000000/72540000/72536300/72536217/113b4071.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/73000000/72540000/72536300/72536217/c897e3b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage w/ Hot Tub and 100-Mile Valley Views! [](https://www.expedia.co.uk/Harpers-Ferry-Hotels-Mountaintop-Cottage-With-100-Mile-Views-Of-The-Shenandoah-Valley.h72536217.Hotel-Information) Harpers Ferry 9.8/10 Exceptional (20 reviews) "Great view, very secluded" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matt s. £278 includes taxes & fees 6 Apr - 7 Apr [](https://www.expedia.co.uk/Harpers-Ferry-Hotels-Mountaintop-Cottage-With-100-Mile-Views-Of-The-Shenandoah-Valley.h72536217.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114350000/114349200/114349198/w905h683x60y0-09279e8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114350000/114349200/114349198/w905h683x60y0-c1839f94.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/115000000/114350000/114349200/114349198/w905h683x59y0-9f8e842b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114350000/114349200/114349198/4fdbe363.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The River House [](https://www.expedia.co.uk/Charles-Town-Hotels-The-River-House.h114349198.Hotel-Information) Charles Town 10/10 Exceptional (15 reviews) "Host communicated well. Great location right on the river. Family had a great time. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Geoff C. £262 includes taxes & fees 28 Mar - 29 Mar [](https://www.expedia.co.uk/Charles-Town-Hotels-The-River-House.h114349198.Hotel-Information) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/93000000/92170000/92168300/92168272/c2dd7d12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/93000000/92170000/92168300/92168272/f0e44f8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/93000000/92170000/92168300/92168272/89fd72e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92170000/92168300/92168272/e2039ee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Harpers Ferry Cabin w Hot Tub, Deck, WiFi! [](https://www.expedia.co.uk/Harpers-Ferry-Hotels-Modern-Harpers-Ferry-Cabin-W-Hot-Tub.h92168272.Hotel-Information) Harpers Ferry 9.0/10 Wonderful (11 reviews) "Host was great - very communicative and made sure everything was perfect for our visit. Nice place and very clean. Enjoyed it very much!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William C. £294 includes taxes & fees 21 Apr - 22 Apr [](https://www.expedia.co.uk/Harpers-Ferry-Hotels-Modern-Harpers-Ferry-Cabin-W-Hot-Tub.h92168272.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/127000000/126990000/126982400/126982303/a471902a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/127000000/126990000/126982400/126982303/72d85a69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/127000000/126990000/126982400/126982303/999ccf6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/127000000/126990000/126982400/126982303/02bb79ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4-bedroom cabin in enchanting Front Royal with AC [](https://www.expedia.co.uk/Front-Royal-Hotels-4-Bedroom-Cabin-In-Enchanting-Front-Royal-With-AC.h126982303.Hotel-Information) Front Royal £351 includes taxes & fees 29 Mar - 30 Mar [](https://www.expedia.co.uk/Front-Royal-Hotels-4-Bedroom-Cabin-In-Enchanting-Front-Royal-With-AC.h126982303.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/90000000/89800000/89794800/89794757/3bc90753.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) ### 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. £241 includes taxes & fees 29 Mar - 30 Mar [](https://www.expedia.co.uk/Strasburg-Hotels-Newly-Renovated-Farm-Cottage-With-Mountain-Views.h89794757.Hotel-Information) ![Smart TV, offices](https://images.trvl-media.com/lodging/107000000/106330000/106326000/106325979/419169e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106330000/106326000/106325979/43079684.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106330000/106326000/106325979/1fc77428.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106330000/106326000/106325979/w2044h1364x0y0-d79c67e6.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-W-Playground.h106325979.Hotel-Information) Middletown 9.6/10 Exceptional (17 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. [](https://www.expedia.co.uk/Middletown-Hotels-Dog-Friendly-Cottage-W-Playground.h106325979.Hotel-Information) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/125000000/124120000/124117800/124117792/b6a19cf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/125000000/124120000/124117800/124117792/d288c28e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/125000000/124120000/124117800/124117792/539d7c93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/125000000/124120000/124117800/124117792/e3a76194.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Retreat w/2 Living Spaces, Hot Tub & Deck [](https://www.expedia.co.uk/Harpers-Ferry-Hotels-Mountain-Retreat-W-2-Living-Spaces-Scenic-Deck.h124117792.Hotel-Information) Harpers Ferry £242 includes taxes & fees 29 Mar - 30 Mar [](https://www.expedia.co.uk/Harpers-Ferry-Hotels-Mountain-Retreat-W-2-Living-Spaces-Scenic-Deck.h124117792.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=2026-04-09&endDate=2026-04-10®ionId=184116&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find holiday rentals that suit your style Cabins [](https://www.expedia.co.uk/Hotel-Search?destination=Upperville%2C+Virginia%2C+United+States+of+America®ionId=184116&latLong=38.992939%2C-77.886375&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=CABIN) Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Upperville%2C+Virginia%2C+United+States+of+America®ionId=184116&latLong=38.992939%2C-77.886375&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=APARTMENT) Villas [](https://www.expedia.co.uk/Hotel-Search?destination=Upperville%2C+Virginia%2C+United+States+of+America®ionId=184116&latLong=38.992939%2C-77.886375&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=VILLA) Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Upperville%2C+Virginia%2C+United+States+of+America®ionId=184116&latLong=38.992939%2C-77.886375&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=VACATION_HOME) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Upperville%2C+Virginia%2C+United+States+of+America®ionId=184116&latLong=38.992939%2C-77.886375&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=COTTAGE) Chalets [](https://www.expedia.co.uk/Hotel-Search?destination=Upperville%2C+Virginia%2C+United+States+of+America®ionId=184116&latLong=38.992939%2C-77.886375&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&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%2FUpperville-Holiday-Rentals.d184116.Travel-Guide-HolidayRentals)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FUpperville-Holiday-Rentals.d184116.Travel-Guide-HolidayRentals) ## Top Upperville Hotel Reviews ![La Quinta Inn & Suites by Wyndham Winchester](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/9e66afda_y.jpg) ### La Quinta Inn & Suites by Wyndham Winchester 10/10 Excellent "All was good, except on this stay the breakfast was lacking in quality, availability, and assortment. " [](https://expedia.co.uk/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information) ![Salamander Resort And Spa](https://images.trvl-media.com/lodging/7000000/6030000/6022300/6022232/6dea7395_y.jpg) ### Salamander Resort And Spa 10/10 Excellent "We visited the Salamander Resort and Spa this spring for a quick trip. The hotel was beautiful and the staff was wonderful. Thank you for a great trip!" [](https://expedia.co.uk/Middleburg-Hotels-Salamander-Resort-And-Spa.h6022232.Hotel-Information) ![Hampton Inn by Hilton Gainesville-Haymarket](https://images.trvl-media.com/lodging/2000000/1830000/1828900/1828858/718360d7_y.jpg) ### Hampton Inn by Hilton Gainesville-Haymarket 6/10 Okay "We came to Gainesville, VA because my aunt passed. The woman at the desk when we arrived was nice. I left as soon as we got there at 10pm, Around 11:30pm a man walked into the room. My mother thought it was me coming back so she said “back so soon?” Then she heard him mumbling and he thankfully left. When I did return it was very late and she was still awake and told me what happened. Neither of us slept much that night! In the morning, I went to the front desk and told the woman what had happened. She said “Did you leave the door cracked open?” Like it was our fault someone broke into the room we were staying in. I said “No, I closed the door when I left. “ besides, it is a heavy door that slams shut as soon as I let it go. So it was definitely not left open. I said, “is it possible someone got ahold of a master key?” And she replied, “the only person with a master key was the woman on duty at the desk at 11:30pm”. I said, “Well, he got into our room with a door key.” She just stared at me like I was complaining about nothing. I then said, “ok well please tell someone else that is in charge here because there is a man that has the ability to get into the rooms and the Hotel should know about this so someone can investigate before something bad happens. We were lucky nothing happened.” She just said ok and looked at me like she had no idea what I wanted for her to say to ease our nerves or rectify the situation. The next night, we double bolted the door!!" [](https://expedia.co.uk/Gainesville-Hotels-Hampton-Inn-By-Hilton-Gainesville-Haymarket.h1828858.Hotel-Information) ![Comfort Inn & Suites Winchester](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/cf4c2663_y.jpg) ### Comfort Inn & Suites Winchester 10/10 Excellent "The free breakfast had eggs, sausage links and patties, cereal, bagels, toast, muffins, fruit, variety of juices, milk, and of course coffee. Oh and make your own waffles." [](https://expedia.co.uk/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information) ![Best Western Leesburg Hotel & Conference Center](https://images.trvl-media.com/lodging/1000000/20000/12700/12669/bcd21d29_y.jpg) ### Best Western Leesburg Hotel & Conference Center 10/10 Excellent "Nice staff. " [](https://expedia.co.uk/Leesburg-Hotels-Best-Western-Leesburg-Hotel-Conference-Center.h12669.Hotel-Information) ![Hilton Garden Inn Dulles North](https://images.trvl-media.com/lodging/3000000/2340000/2335200/2335184/d7802d8b_y.jpg) ### Hilton Garden Inn Dulles North 4/10 Poor "We have stayed here few days back and forth. It’s a hit and miss. TV doesn’t have signal most times. The cleanliness is good, one time found fake lashes in the bathroom. Gym is good. Our room had a very distinct weird smell. " [](https://expedia.co.uk/Ashburn-Hotels-Hilton-Garden-Inn-Dulles-North.h2335184.Hotel-Information) ![Holiday Inn Winchester Se-Historic Gateway by IHG](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/c68804b2_y.jpg) ### Holiday Inn Winchester Se-Historic Gateway by IHG 6/10 Okay "Convenient location. The pool is clean and fitness facility is quite good. Breakfast is excellent and in good service." [](https://expedia.co.uk/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.Hotel-Information) ![Lansdowne Resort and Spa](https://images.trvl-media.com/lodging/1000000/30000/27700/27700/5ae32850_y.jpg) ### Lansdowne Resort and Spa 10/10 Excellent "Perfect" [](https://expedia.co.uk/Leesburg-Hotels-Lansdowne-Resort-And-Spa.h27700.Hotel-Information) ![Sleep Inn & Suites Winchester near University](https://images.trvl-media.com/lodging/1000000/900000/892900/892882/554af346_y.jpg) ### Sleep Inn & Suites Winchester near University 8/10 Good "The room was very clean. The staff are friendly. Nice place to stay. " [](https://expedia.co.uk/Winchester-Hotels-Sleep-Inn-Suites.h892882.Hotel-Information) ## Find out more about Upperville **Everything you need to know about** **Upperville** **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 Upperville 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 Upperville holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Upperville holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Upperville. 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 Upperville 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 Upperville holiday rentals we have selected for you start as low as £165 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Upperville rentals** At Expedia, we put the best Upperville 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 Upperville 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 Upperville 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 Upperville. 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 ### 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) ## Frequently asked questions ### Can I find a holiday rental in Upperville? ### What are some of the best holiday rentals that Upperville has to offer? ### How many holiday rentals are there in Upperville? ### What can I see and do in Upperville? ### What are holiday rentals like in Upperville? ![](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. 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