Title: Chester Gap Vacation Rentals from $219: Search Short-Term Rentals | Expedia.com [Hotels in Chester Gap](https://expedia.com/Chester-Gap-Hotels.d553248635975865285.Travel-Guide-Hotels)[Car Rentals in Chester Gap](https://expedia.com/Car-Rentals-In-Chester-Gap.d553248635975865285.Car-Rental-Guide)[Chester Gap Vacation Packages](https://expedia.com/Chester-Gap.d553248635975865285.Destination-Travel-Guides) ![Lodging Image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=553248635975865285&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=553248635975865285&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=553248635975865285&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=553248635975865285&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chester Gap vacation rentals ![Property grounds](https://images.trvl-media.com/lodging/22000000/21480000/21478100/21478041/3b7c41d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/22000000/21480000/21478100/21478041/aa284bd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/22000000/21480000/21478100/21478041/310143cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/22000000/21480000/21478100/21478041/47a00baa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Rileyville [](https://www.expedia.com/Rileyville-Hotels-The-Chalet-Shenandoah-Valley-Getaway-W-Hot-Tub-Near-Luray.h21478041.Hotel-Information) 9.8/10 Exceptional (315 reviews) "beautiful cabin, we wish we could have stayed longer! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Trisha L. $220 nightly $254 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Rileyville-Hotels-The-Chalet-Shenandoah-Valley-Getaway-W-Hot-Tub-Near-Luray.h21478041.Hotel-Information) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74080000/74077300/74077247/d94ec148.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Front Royal [](https://www.expedia.com/Front-Royal-Hotels-Blue-Mountain-Cabin.h74077247.Hotel-Information) 10/10 Exceptional (30 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. $214 nightly $236 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Front-Royal-Hotels-Blue-Mountain-Cabin.h74077247.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/23000000/22250000/22243700/22243657/edab5469.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/23000000/22250000/22243700/22243657/0c19b755.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/23000000/22250000/22243700/22243657/b116227a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/23000000/22250000/22243700/22243657/f7fc0dd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Rileyville [](https://www.expedia.com/Rileyville-Hotels-Walden-Spectacular-Riverfront-Cabin-On-54-Acres-Whot-Tub-Near-Luray.h22243657.Hotel-Information) 10/10 Exceptional (356 reviews) "Great place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donald C. $220 nightly $254 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Rileyville-Hotels-Walden-Spectacular-Riverfront-Cabin-On-54-Acres-Whot-Tub-Near-Luray.h22243657.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/24000000/23040000/23035900/23035881/27294a86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23040000/23035900/23035881/55f1e659.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/24000000/23040000/23035900/23035881/01d3178b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23040000/23035900/23035881/c1492ef4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Rileyville [](https://www.expedia.com/Rileyville-Hotels-Sundance-Spectacular-Views-On-54-Acres-Along-Shenandoah-River-W-Hot-Tub.h23035881.Hotel-Information) 10/10 Exceptional (321 reviews) "Wonderful stay, as always. Cabin is cozy and comfortable. Views are spectacular. The hot tub is in perfect spot and perfect temp. Couldn't ask for anthing more. 1st thing I look for when we get there are the home baked cookies!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christal P. $232 nightly $268 total Mar 10 - Mar 11 Total with taxes and fees [](https://www.expedia.com/Rileyville-Hotels-Sundance-Spectacular-Views-On-54-Acres-Along-Shenandoah-River-W-Hot-Tub.h23035881.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/84000000/83550000/83542600/83542571/902dd466.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/84000000/83550000/83542600/83542571/c6dcd95e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83550000/83542600/83542571/159749b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83550000/83542600/83542571/5329d3c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Luray [](https://www.expedia.com/Luray-Hotels-Dog-Friendly-Shenandoah-Views-Wifi.h83542571.Hotel-Information) 9.6/10 Exceptional (72 reviews) "Very nice place and very well set up and welcoming." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adam Y. $270 nightly $309 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Luray-Hotels-Dog-Friendly-Shenandoah-Views-Wifi.h83542571.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/75000000/74220000/74215200/74215185/5e500b4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74220000/74215200/74215185/w1195h800x3y0-e6a13437.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player](https://images.trvl-media.com/lodging/75000000/74220000/74215200/74215185/w1199h799x1y1-1bbed098.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/75000000/74220000/74215200/74215185/w1199h799x1y1-4ed4a66f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Page County [](https://www.expedia.com/Luray-Hotels-The-Zen-Garden-By-Zen-Living.h74215185.Hotel-Information) 9.6/10 Exceptional (15 reviews) "King size bed, fenced yard for our dog, and good mid-week price are what made us choose this place for a short get away. It really suited our needs and we'll be back! Bed was comfortable. House was clean, nicely decorated, and felt welcoming. Could not get WiFi to work, but our cell phone reception was fine." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joyce F. $236 nightly $272 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Luray-Hotels-The-Zen-Garden-By-Zen-Living.h74215185.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/100000000/99910000/99904100/99904061/w1169h881x0y0-f6fc45d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99910000/99904100/99904061/w1169h1576x0y9-b04346af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/100000000/99910000/99904100/99904061/w1169h1546x0y11-1ce47775.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99910000/99904100/99904061/a1eeeaca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Page County [](https://www.expedia.com/Rileyville-Hotels-Mountain-Music-Cabin.h99904061.Hotel-Information) 9.8/10 Exceptional (37 reviews) "Very nice cabin in the mountains. Awesome view and hot tub was nice after hiking during the day!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel P. $360 nightly $397 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Rileyville-Hotels-Mountain-Music-Cabin.h99904061.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/109000000/108580000/108572300/108572247/932f6904.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108580000/108572300/108572247/b9732471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/109000000/108580000/108572300/108572247/319d3514.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108580000/108572300/108572247/9181e949.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Rileyville [](https://www.expedia.com/Rileyville-Hotels-Charming-3-Bedroom-Cabin-With-Moutain-Views.h108572247.Hotel-Information) 9.8/10 Exceptional (35 reviews) "Had a great time." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Reus Jr S. $305 nightly $352 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Rileyville-Hotels-Charming-3-Bedroom-Cabin-With-Moutain-Views.h108572247.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/28000000/27480000/27477100/27477055/e1c41382.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/28000000/27480000/27477100/27477055/d4045727.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27480000/27477100/27477055/57426fb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/28000000/27480000/27477100/27477055/b23ff435.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Page County [](https://www.expedia.com/Luray-Hotels-Stepping-Stone-Cabin.h27477055.Hotel-Information) 9.8/10 Exceptional (48 reviews) "awesome stay we will love to go again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark C. $362 nightly $399 total Mar 9 - Mar 10 Total with taxes and fees [](https://www.expedia.com/Luray-Hotels-Stepping-Stone-Cabin.h27477055.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/119000000/118930000/118929700/118929649/c5c32d53.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) ### Vacation Home in Front Royal [](https://www.expedia.com/Front-Royal-Hotels-Mountain-View-Bungalow-In-Front-Royal.h118929649.Hotel-Information) 10/10 Exceptional (15 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. $197 nightly $219 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Front-Royal-Hotels-Mountain-View-Bungalow-In-Front-Royal.h118929649.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) ![Interior](https://images.trvl-media.com/lodging/97000000/96490000/96488000/96487982/233346bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/97000000/96490000/96488000/96487982/4d2e26fe.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) ### Cabin in Linden [](https://www.expedia.com/Linden-Hotels-Cute-Cabin-Retreat-Near-Shenandoah-National-Park-And-Pet-Friendly.h96487982.Hotel-Information) 9.4/10 Exceptional (13 reviews) "Fun location near tons of wineries, bowling, trails, and mountain living. Place is really nice with a grill, solo stove, kfantastic kitchen" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bret L. $328 nightly $362 total Mar 25 - Mar 26 Total with taxes and fees [](https://www.expedia.com/Linden-Hotels-Cute-Cabin-Retreat-Near-Shenandoah-National-Park-And-Pet-Friendly.h96487982.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/71000000/70990000/70981800/70981761/75370a4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/71000000/70990000/70981800/70981761/w719h480x0y0-179dd3a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/71000000/70990000/70981800/70981761/2dff7a82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player](https://images.trvl-media.com/lodging/71000000/70990000/70981800/70981761/ef54a4af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Rileyville [](https://www.expedia.com/Rileyville-Hotels-Sunset-Mountain-Cabin.h70981761.Hotel-Information) 9.8/10 Exceptional (37 reviews) "Amazing views, nice place, great hot tub, clean and comfortable." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Tommy R. $360 nightly $397 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Rileyville-Hotels-Sunset-Mountain-Cabin.h70981761.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91130000/91124900/91124821/90ecb4d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, music library](https://images.trvl-media.com/lodging/92000000/91130000/91124900/91124821/33d99834.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91130000/91124900/91124821/a889a3f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91130000/91124900/91124821/2809b268.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Bentonville [](https://www.expedia.com/Bentonville-Hotels-Private-Cabin-In-The-Woods-W-Firepit-Right-Next-To-Shenandoah-River.h91124821.Hotel-Information) 10/10 Exceptional (33 reviews) "We had such a wonderful experience at this booking. Our hosts were thoughtful in their hospitality, providing everything guests would need for a few nights accommodations. Unexpected but delightful perks- tons of different coffee maker options, plush throws and blankets everywhere, modern but still rustic decor. It was truly spectacular and we absolutely recommend that you choose this cabin " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deborah L. $308 nightly $340 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Bentonville-Hotels-Private-Cabin-In-The-Woods-W-Firepit-Right-Next-To-Shenandoah-River.h91124821.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/23000000/22260000/22255700/22255620/f116a78a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/23000000/22260000/22255700/22255620/64d9b733.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor spa tub](https://images.trvl-media.com/lodging/23000000/22260000/22255700/22255620/2bf49b05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/23000000/22260000/22255700/22255620/2dc032bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Rileyville [](https://www.expedia.com/Rileyville-Hotels-Solitude-Spectacular-1-BR-Cabin-W-Hot-Tub-Near-Luray.h22255620.Hotel-Information) 10/10 Exceptional (347 reviews) "Everything was perfect for our stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debbie O. $241 nightly $278 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Rileyville-Hotels-Solitude-Spectacular-1-BR-Cabin-W-Hot-Tub-Near-Luray.h22255620.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89720000/89710300/89710214/f697b822.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89720000/89710300/89710214/9e5d601a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89720000/89710300/89710214/w1467h976x4y0-5f6d8fb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89720000/89710300/89710214/d7b34a9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Rileyville [](https://www.expedia.com/Rileyville-Hotels-Cabin-On-River.h89710214.Hotel-Information) 9.2/10 Wonderful (19 reviews) "Nice small place, hot tub was clean. Easy check in." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel U. $306 nightly $339 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Rileyville-Hotels-Cabin-On-River.h89710214.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119500000/119496400/119496330/7f22680b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/120000000/119500000/119496400/119496330/212d2c5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/120000000/119500000/119496400/119496330/0c0a82ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119500000/119496400/119496330/dbdd487f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Front Royal [](https://www.expedia.com/Front-Royal-Hotels-Prima-A-Superb-4-Bedroom-Cottage-On-The-Mountain-Near-Front-Royal.h119496330.Hotel-Information) 10/10 Exceptional (5 reviews) "My family and I had a wonderful stay! The property and surrounding views are beautiful. The house was very clean and the host was very responsive when I had a question or two to ask. I highly recommend staying here!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jay L. $357 nightly $394 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Front-Royal-Hotels-Prima-A-Superb-4-Bedroom-Cottage-On-The-Mountain-Near-Front-Royal.h119496330.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/19000000/18950000/18940200/18940115/85f00100.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18950000/18940200/18940115/e8a0fd90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace, DVD player](https://images.trvl-media.com/lodging/19000000/18950000/18940200/18940115/a0354368.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/19000000/18950000/18940200/18940115/6064c1f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Page County [](https://www.expedia.com/Rileyville-Hotels-Overlook-Mountain-Cabin.h18940115.Hotel-Information) 9.8/10 Exceptional (164 reviews) "We loved this little cabin. It’s extremely comfortable and the view is spectacular (and you can enjoy it from the hot tub !) Unless you have a4-wheel drive with good clearance, we recommend taking one of the Jeeps the owner offers up to the house. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) sara r. $386 nightly $427 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Rileyville-Hotels-Overlook-Mountain-Cabin.h18940115.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/90000000/89100000/89096200/89096108/05515787.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89100000/89096200/89096108/1e7f59b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89100000/89096200/89096108/4dc5543d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89100000/89096200/89096108/714dfe7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Shenandoah County [](https://www.expedia.com/Woodstock-Hotels-Riverside-Heaven-FamilyRomance.h89096108.Hotel-Information) 9.4/10 Exceptional (18 reviews) "Great stay for a few days over kids' Spring Break. The house is huge with tons of room. Great hiking nearby and the hot tub helped for recovery!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dwayne G. $409 nightly $420 total Mar 9 - Mar 10 Total with taxes and fees [](https://www.expedia.com/Woodstock-Hotels-Riverside-Heaven-FamilyRomance.h89096108.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/58000000/57400000/57399100/57399073/87b38a20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/58000000/57400000/57399100/57399073/a9fd5b2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/58000000/57400000/57399100/57399073/5ee98366.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/58000000/57400000/57399100/57399073/49f31f96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Page County [](https://www.expedia.com/Luray-Hotels-Cast-Away-Cabin.h57399073.Hotel-Information) 10/10 Exceptional (26 reviews) "Wonderful and relaxing stay. Nice peaceful location. Would definitely stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeremy H. $355 nightly $391 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Luray-Hotels-Cast-Away-Cabin.h57399073.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19980000/19978300/19978224/3cd13b81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books, stereo, offices](https://images.trvl-media.com/lodging/20000000/19980000/19978300/19978224/540472e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19980000/19978300/19978224/7847da47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19980000/19978300/19978224/9c1f7ef4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Amissville [](https://www.expedia.com/Viewtown-Hotels-Surrounded-By-Majestic-Trees-Hilltop-Is-Located-In-The-Piedmont-Of-Virginia.h19978224.Hotel-Information) 9.8/10 Exceptional (89 reviews) "Hilltop Hideaway is a very charming house out in the middle of beautiful country by itself. We only stayed one night but we were very impressed with how clean the house is." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa S. $386 nightly $406 total Mar 6 - Mar 7 Total with taxes and fees [](https://www.expedia.com/Viewtown-Hotels-Surrounded-By-Majestic-Trees-Hilltop-Is-Located-In-The-Piedmont-Of-Virginia.h19978224.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.com/Hotel-Search?startDate=2026-03-19&endDate=2026-03-20®ionId=553248635975865285&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-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=VR_SPRING_PROMO_553248635975865285) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.com/Hotel-Search?destination=Chester+Gap%2C+Virginia%2C+United+States+of+America®ionId=553248635975865285&latLong=38.853485%2C-78.134962&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=CABIN) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Chester+Gap%2C+Virginia%2C+United+States+of+America®ionId=553248635975865285&latLong=38.853485%2C-78.134962&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=VACATION_HOME) Cottages [](https://www.expedia.com/Hotel-Search?destination=Chester+Gap%2C+Virginia%2C+United+States+of+America®ionId=553248635975865285&latLong=38.853485%2C-78.134962&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=COTTAGE) Apartments [](https://www.expedia.com/Hotel-Search?destination=Chester+Gap%2C+Virginia%2C+United+States+of+America®ionId=553248635975865285&latLong=38.853485%2C-78.134962&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=APARTMENT) Villas [](https://www.expedia.com/Hotel-Search?destination=Chester+Gap%2C+Virginia%2C+United+States+of+America®ionId=553248635975865285&latLong=38.853485%2C-78.134962&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=VILLA) Chalets [](https://www.expedia.com/Hotel-Search?destination=Chester+Gap%2C+Virginia%2C+United+States+of+America®ionId=553248635975865285&latLong=38.853485%2C-78.134962&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChester-Gap-Vacation-Rentals.d553248635975865285.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChester-Gap-Vacation-Rentals.d553248635975865285.Travel-Guide-VacationRentals) ## Top Chester Gap Hotel Reviews ![TownePlace Suites by Marriott Front Royal](https://images.trvl-media.com/lodging/37000000/36350000/36342700/36342604/50595509_y.jpg) ### TownePlace Suites by Marriott Front Royal 10/10 Excellent "Room was amazing like always. Will stay there again. " [](https://expedia.com/Winchester-Hotels-TownePlace-Suites-By-Marriott-Front-Royal.h36342604.Hotel-Information) ![Ramada by Wyndham Strasburg/Shenandoah Valley](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/220661a2_y.jpg) ### Ramada by Wyndham Strasburg/Shenandoah Valley 6/10 Okay "Bed was clean and comfortable. Enjoyed the online check-in/ check-out procedure. Restaurant onsite was very good. I recommend it! The building had a stale smell to it, including our room. The furniture was old and in poor condition. Many restrooms were out of order and only one slow elevator worked. It kind of needs a complete overhaul. " [](https://expedia.com/Winchester-Hotels-Ramada-By-Wyndham-Strasburg.h1246311.Hotel-Information) ![Star view cabin-Riverfront ](https://images.trvl-media.com/lodging/31000000/30790000/30788500/30788475/4b1ea453_y.jpg) ### Star view cabin-Riverfront 10/10 Excellent "The cabin is great, perfect for my wife and me. The bed was comfy and the gas fireplace was a plus. We also enjoyed the ease of access to the hot tub and the beautiful views. We loved being able to have our small dog with us, and she gave the experience two paws up! One thing would've been helpful, and that's a larger skillet. There was just one, and it was a bit small, even for the two of us. " [](https://expedia.com/Rileyville-Hotels-Star-View-Cabin-Riverfront.h30788475.Hotel-Information) ![Hillside](https://images.trvl-media.com/lodging/35000000/34060000/34056700/34056608/4a9ef484_y.jpg) ### Hillside 10/10 Excellent " Very nice as advertised. I would stay again. " [](https://expedia.com/Luray-Hotels-Hillside-Motel.h34056608.Hotel-Information) ![DoubleTree by Hilton Front Royal Blue Ridge Shadows](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/204cbf3a_y.jpg) ### DoubleTree by Hilton Front Royal Blue Ridge Shadows 10/10 Excellent "The check-in staff was excellent. We feel like she went out of her way to take care of us. Also, the restaurant served an excellent dinner. We highly recommend this hotel." [](https://expedia.com/Front-Royal-Hotels-Holiday-Inn-Suites-Front-Royal-Blue-Ridge-Shadows.h1889081.Hotel-Information) ![Fairfield Inn & Suites Strasburg Shenandoah Valley](https://images.trvl-media.com/lodging/3000000/2240000/2230900/2230885/ce971938_y.jpg) ### Fairfield Inn & Suites Strasburg Shenandoah Valley 6/10 Okay "We were told there wasn’t many people staying on property but we received a room with dirty sheets, stuff on the wall, and the mirror cracked. " [](https://expedia.com/Winchester-Hotels-Fairfield-Inn-Suites-Strasburg-Shenandoah-Valley.h2230885.Hotel-Information) ![Secluded River Cabin Getaway (Masten Cabin)](https://images.trvl-media.com/lodging/58000000/57920000/57914400/57914375/915d9007_y.jpg) ### Secluded River Cabin Getaway (Masten Cabin) 10/10 Excellent "Had everything we needed to feel at home great location we will be booking again " [](https://expedia.com/Strasburg-Hotels-Secluded-River-Cabin-Getaway.h57914375.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 "Room was great. Front desk man was very friendly and gracious. Breakfast was fine, staff friendly, and a great job of keeping everything spotless. Bob Stanley" [](https://expedia.com/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information) ![Country Inn & Suites by Radisson, Winchester, VA](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/a391dd61_y.jpg) ### Country Inn & Suites by Radisson, Winchester, VA 10/10 Excellent "Convenient location, clean room, and nice breakfast " [](https://expedia.com/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.Hotel-Information) ## Find out more about Chester Gap **Everything you need to know about Chester Gap vacation rentals** Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chester Gap vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Chester Gap vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Chester Gap vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Chester Gap. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chester Gap in high season. Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $219 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals! **How to find incredible deals on Chester Gap rentals** At Expedia, we put the best Chester Gap vacation 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 Chester Gap 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 Chester Gap vacation. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chester Gap. 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.com - All accommodation types in Chester Gap ### Trending destinations on Expedia.com - [Destin Vacation Rentals ](https://www.expedia.com/Destin-Vacation-Rentals.d6906.Travel-Guide-VacationRentals) - [Panama City Vacation Rentals ](https://www.expedia.com/Panama-City-Beach-Vacation-Rentals.d8021.Travel-Guide-VacationRentals) - [Hilton Head Vacation Rentals ](https://www.expedia.com/Hilton-Head-Island-Vacation-Rentals.d601684.Travel-Guide-VacationRentals) - [Gulf Shores Vacation Rentals ](https://www.expedia.com/Gulf-Shores-Vacation-Rentals.d603078.Travel-Guide-VacationRentals) - [Key West Vacation Rentals ](https://www.expedia.com/Key-West-Vacation-Rentals.d1187.Travel-Guide-VacationRentals) - [Gatlinburg Vacation Rentals ](https://www.expedia.com/Gatlinburg-Vacation-Rentals.d7474.Travel-Guide-VacationRentals) - [Maui Vacation Rentals ](https://www.expedia.com/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Orlando Vacation Rentals ](https://www.expedia.com/Orlando-Vacation-Rentals.d178294.Travel-Guide-VacationRentals) - [Myrtle Beach Vacation Rentals ](https://www.expedia.com/Myrtle-Beach-Vacation-Rentals.d601685.Travel-Guide-VacationRentals) - [Orange Beach Vacation Rentals ](https://www.expedia.com/Orange-Beach-Vacation-Rentals.d9136.Travel-Guide-VacationRentals) - [Pigeon Forge Vacation Rentals ](https://www.expedia.com/Pigeon-Forge-Vacation-Rentals.d8264.Travel-Guide-VacationRentals) - [Ocean City Vacation Rentals ](https://www.expedia.com/Ocean-City-Vacation-Rentals.d9151.Travel-Guide-VacationRentals) - [Outer Banks Vacation Rentals ](https://www.expedia.com/Outer-Banks-Vacation-Rentals.d602135.Travel-Guide-VacationRentals) - [San Diego Vacation Rentals ](https://www.expedia.com/San-Diego-Vacation-Rentals.d3073.Travel-Guide-VacationRentals) - [Siesta Key Vacation Rentals ](https://www.expedia.com/Siesta-Key-Vacation-Rentals.d6881.Travel-Guide-VacationRentals) - [Galveston Vacation Rentals ](https://www.expedia.com/Galveston-Vacation-Rentals.d1341.Travel-Guide-VacationRentals) - [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals) - [Palm Springs Vacation Rentals ](https://www.expedia.com/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals) - [Florida Keys Vacation Rentals ](https://www.expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals) - [Lake Tahoe Vacation Rentals ](https://www.expedia.com/South-Lake-Tahoe-Vacation-Rentals.d10150.Travel-Guide-VacationRentals) - [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals) - [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations) - [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations) - [Cabin Rentals in Chester Gap ](https://expedia.com/Chester-Gap-Cabins.d553248635975865285-aaCabins.Travel-Guide-Accommodation) - [Vacation Homes in Chester Gap ](https://expedia.com/Chester-Gap-Private-Vacation-Homes.d553248635975865285-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Cottages in Chester Gap ](https://expedia.com/Chester-Gap-Cottages.d553248635975865285-aaCottages.Travel-Guide-Accommodation) - [Apartments in Chester Gap ](https://expedia.com/Chester-Gap-Apartments.d553248635975865285-aaApartments.Travel-Guide-Accommodation) - [Farmstay in Chester Gap ](https://expedia.com/Chester-Gap-Agritourism.d553248635975865285-aaAgritourism.Travel-Guide-Accommodation) - [Motels in Chester Gap ](https://expedia.com/Chester-Gap-Motels.d553248635975865285-aaMotels.Travel-Guide-Accommodation) - [Chalets in Chester Gap ](https://expedia.com/Chester-Gap-Chalets.d553248635975865285-aaChalets.Travel-Guide-Accommodation) - [Guest Houses in Chester Gap ](https://expedia.com/Chester-Gap-Guest-Houses.d553248635975865285-aaGuestHouses.Travel-Guide-Accommodation) - [Lodges in Chester Gap ](https://expedia.com/Chester-Gap-Lodges.d553248635975865285-aaLodges.Travel-Guide-Accommodation) - [Villas in Chester Gap ](https://expedia.com/Chester-Gap-Villas.d553248635975865285-aaVillas.Travel-Guide-Accommodation) - [B&B in Chester Gap ](https://expedia.com/Chester-Gap-Bed-And-Breakfast.d553248635975865285-aaBedAndBreakfast.Travel-Guide-Accommodation) - [RV Parks in Chester Gap ](https://expedia.com/Chester-Gap-RV-Parks.d553248635975865285-aaRVParks.Travel-Guide-Accommodation) - [Inns in Chester Gap ](https://expedia.com/Chester-Gap-Inns.d553248635975865285-aaInns.Travel-Guide-Accommodation) - [Condo Rentals in Chester Gap ](https://expedia.com/Chester-Gap-Condos.d553248635975865285-aaCondos.Travel-Guide-Accommodation) ## Frequently asked questions ### Are there vacation rentals in Chester Gap? ### What are some of the best vacation rentals in Chester Gap? ### How many vacation rentals will I find in Chester Gap? ### What can I see and do in Chester Gap? ### What are vacation rentals like in Chester Gap? ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on 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