Title: Sherando Vacation Rentals from $127: Search Short-Term Rentals | Expedia.com [Hotels in Sherando](https://expedia.com/Sherando-Hotels.d553248634999427295.Travel-Guide-Hotels)[Car Rentals in Sherando](https://expedia.com/Car-Rentals-In-Sherando.d553248634999427295.Car-Rental-Guide)[Sherando Vacation Packages](https://expedia.com/Sherando.d553248634999427295.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?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 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=553248634999427295&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=553248634999427295&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=553248634999427295&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=553248634999427295&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Sherando vacation rentals ![Interior detail](https://images.trvl-media.com/lodging/113000000/112240000/112238500/112238433/d94d7070.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112240000/112238500/112238433/a81e4a1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Cabin, Vineyard View | Laptop workspace, free WiFi](https://images.trvl-media.com/lodging/113000000/112240000/112238500/112238433/28b2e51b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/113000000/112240000/112238500/112238433/59e923f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Afton Mountain Vineyards [](https://www.expedia.com/Afton-Hotels-Afton-Mountain-Vineyards.h112238433.Hotel-Information) Afton 10/10 Exceptional (2 reviews) "Cozy and comfortable with pond and mountain views. Wine tasting on site and easy access to Wintergreen. We loved our stay and will be back again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer $350 nightly $393 total Feb 19 - Feb 20 Total with taxes and fees [](https://www.expedia.com/Afton-Hotels-Afton-Mountain-Vineyards.h112238433.Hotel-Information) ![Miscellaneous](https://images.trvl-media.com/lodging/124000000/123590000/123582400/123582328/54e5a5de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/124000000/123590000/123582400/123582328/bc67e6e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shared kitchen](https://images.trvl-media.com/lodging/124000000/123590000/123582400/123582328/f215ea9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/124000000/123590000/123582400/123582328/0735cea6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fishersville Oasis [](https://www.expedia.com/Fishersville-Hotels-Fishersville-Oasis.h123582328.Hotel-Information) Fishersville $180 nightly $200 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Fishersville-Hotels-Fishersville-Oasis.h123582328.Hotel-Information) ![Apartment | 4 bedrooms](https://images.trvl-media.com/lodging/110000000/109380000/109376100/109376040/8e8088ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | 4 bedrooms](https://images.trvl-media.com/lodging/110000000/109380000/109376100/109376040/w2993h1995x7y0-6bd6c2e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | 4 bedrooms](https://images.trvl-media.com/lodging/110000000/109380000/109376100/109376040/w3000h1944x0y0-33e0054d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109380000/109376100/109376040/1f2013f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stoney Creek Cottage Wintergreen w EV Charger [](https://www.expedia.com/Nellysford-Hotels-Stoney-Creek-Cottage-Off-The-VA-151-Wine-Trail.h109376040.Hotel-Information) Nellysford $466 nightly $524 total Feb 19 - Feb 20 Total with taxes and fees [](https://www.expedia.com/Nellysford-Hotels-Stoney-Creek-Cottage-Off-The-VA-151-Wine-Trail.h109376040.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93210000/93201900/93201848/23e12055.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93210000/93201900/93201848/5aa319b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93210000/93201900/93201848/87684f96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93210000/93201900/93201848/af156f78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Nellysford Getaway on 40 Private Acres! [](https://www.expedia.com/Nellysford-Hotels-Modern-Nellysford-Getaway-On-40-Private-Acres.h93201848.Hotel-Information) Nellysford $542 nightly $608 total Mar 14 - Mar 15 Total with taxes and fees [](https://www.expedia.com/Nellysford-Hotels-Modern-Nellysford-Getaway-On-40-Private-Acres.h93201848.Hotel-Information) ![Street view](https://images.trvl-media.com/lodging/49000000/48900000/48894400/48894364/5f37fc68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Suite | Private kitchen | Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/49000000/48900000/48894400/48894364/90751f33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/49000000/48900000/48894400/48894364/fa87026f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Suite | Living area | 43-inch flat-screen TV with satellite channels, TV, Netflix](https://images.trvl-media.com/lodging/49000000/48900000/48894400/48894364/dfd2f559.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Valley Extended Suites [](https://www.expedia.com/Staunton-Hotels-Valley-Extended-Suites.h48894364.Hotel-Information) Fishersville 9.0/10 Wonderful (217 reviews) "Clean room great location quiet area" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Krista $114 nightly $127 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Staunton-Hotels-Valley-Extended-Suites.h48894364.Hotel-Information) ![Ravens Roost, 3 Bedrooms, Hot Tub, Mountain View | Terrace/patio](https://images.trvl-media.com/lodging/77000000/76370000/76366800/76366707/f06ddae8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meadow Mountain Cabin, 1 King Bed with Sofa bed, Jetted Tub | Living area | 30-inch LED TV with digital channels, TV, DVD player](https://images.trvl-media.com/lodging/77000000/76370000/76366800/76366707/e6f2efcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Kennedy Ridge Cabin, 1 King Bed with Sofa bed, Jetted Tub, Mountain View | Premium bedding, soundproofing, free WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76370000/76366800/76366707/9b71847a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meadow Mountain Cabin, 1 King Bed with Sofa bed, Jetted Tub | Living area | 30-inch LED TV with digital channels, TV, DVD player](https://images.trvl-media.com/lodging/77000000/76370000/76366800/76366707/c12597cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Love Ridge Mountain Lodging [](https://www.expedia.com/Montebello-Hotels-Love-Ridge-Mountain-Lodging.h76366707.Hotel-Information) Lyndhurst 10/10 Exceptional (16 reviews) "Amazing stay I had, very peaceful and very quiet. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Abby $184 nightly $199 total Feb 19 - Feb 20 Total with taxes and fees [](https://www.expedia.com/Montebello-Hotels-Love-Ridge-Mountain-Lodging.h76366707.Hotel-Information) ![Luxury Room, Ensuite (The Storefront) | Lounge](https://images.trvl-media.com/lodging/20000000/19130000/19124200/19124170/3df00afc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Room, Ensuite (The Storefront) | Lounge](https://images.trvl-media.com/lodging/20000000/19130000/19124200/19124170/3bb22dd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Room, Ensuite (The Storefront) | Exterior](https://images.trvl-media.com/lodging/20000000/19130000/19124200/19124170/8d6e06b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Room, Ensuite (The Storefront) | 1 bedroom](https://images.trvl-media.com/lodging/20000000/19130000/19124200/19124170/b4a3023b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Storefront [](https://www.expedia.com/Staunton-Hotels-The-Storefront.h19124170.Hotel-Information) Staunton 8.8/10 Excellent (58 reviews) "Great location, fun place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carol $209 nightly $227 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Staunton-Hotels-The-Storefront.h19124170.Hotel-Information) ![House | 4 bedrooms](https://images.trvl-media.com/lodging/104000000/103160000/103154700/103154689/aca14e9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | 4 bedrooms](https://images.trvl-media.com/lodging/104000000/103160000/103154700/103154689/61172fcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | 4 bedrooms](https://images.trvl-media.com/lodging/104000000/103160000/103154700/103154689/29a69027.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | 4 bedrooms](https://images.trvl-media.com/lodging/104000000/103160000/103154700/103154689/054d637f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waynesboro Home Near Wintergreen Charlottesville [](https://www.expedia.com/Waynesboro-Hotels-Waynesboro-Home-Near-Wintergreen-Charlottesville.h103154689.Hotel-Information) Waynesboro $689 nightly $766 total Feb 19 - Feb 20 Total with taxes and fees [](https://www.expedia.com/Waynesboro-Hotels-Waynesboro-Home-Near-Wintergreen-Charlottesville.h103154689.Hotel-Information) ![Apartment, Private Bathroom (North Central Loft) | Bathroom](https://images.trvl-media.com/lodging/97000000/96090000/96086900/96086859/dfb1bf81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Private Bathroom (North Central Loft) | Dining](https://images.trvl-media.com/lodging/97000000/96090000/96086900/96086859/f69764f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Private Bathroom (North Central Loft) | Lounge](https://images.trvl-media.com/lodging/97000000/96090000/96086900/96086859/74e90ff2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Private Bathroom (North Central Loft) | Shared kitchen](https://images.trvl-media.com/lodging/97000000/96090000/96086900/96086859/7675d7cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### North Central Loft [](https://www.expedia.com/Staunton-Hotels-North-Central-Loft.h96086859.Hotel-Information) Staunton 10/10 Exceptional (4 reviews) "Clean, comfortable, fun, well appointed and thoughtful details. A great place. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stacey $355 nightly $398 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Staunton-Hotels-North-Central-Loft.h96086859.Hotel-Information) ![Apartment, Private Bathroom (The Urban Cowboy) | Exterior](https://images.trvl-media.com/lodging/101000000/100990000/100988200/100988180/fd426703.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Private Bathroom (The Urban Cowboy) | Miscellaneous](https://images.trvl-media.com/lodging/101000000/100990000/100988200/100988180/8a92e122.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Private Bathroom (The Urban Cowboy) | Lounge](https://images.trvl-media.com/lodging/101000000/100990000/100988200/100988180/3795a7ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Private Bathroom (The Urban Cowboy) | Lobby](https://images.trvl-media.com/lodging/101000000/100990000/100988200/100988180/6544ec1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Urban Cowboy [](https://www.expedia.com/Staunton-Hotels-The-Urban-Cowboy.h100988180.Hotel-Information) Staunton 8.6/10 Excellent (7 reviews) "The space,the location,the parking,the details! It truly felt like my apartment away from home! This place is a must stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dorothy $149 nightly $167 total Feb 23 - Feb 24 Total with taxes and fees [](https://www.expedia.com/Staunton-Hotels-The-Urban-Cowboy.h100988180.Hotel-Information) ![Apartment, Private Bathroom (The Serendipity Suite) | Exterior](https://images.trvl-media.com/lodging/40000000/39680000/39678400/39678342/9cd13249.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Private Bathroom (The Serendipity Suite) | Lounge](https://images.trvl-media.com/lodging/40000000/39680000/39678400/39678342/a853c337.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Private Bathroom (The Serendipity Suite) | Lounge](https://images.trvl-media.com/lodging/40000000/39680000/39678400/39678342/fa41b89c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/40000000/39680000/39678400/39678342/f083b2f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Serendipity Suite [](https://www.expedia.com/Staunton-Hotels-The-Serendipity-Suite.h39678342.Hotel-Information) Staunton 10/10 Exceptional (6 reviews) "Everything from start to finish was great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heidi $149 nightly $167 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Staunton-Hotels-The-Serendipity-Suite.h39678342.Hotel-Information) ![Apartment, Private Bathroom (Secret Garden Studio) | Interior](https://images.trvl-media.com/lodging/114000000/113640000/113638300/113638245/7c341b42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/114000000/113640000/113638300/113638245/ae3a2661.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Private Bathroom (Secret Garden Studio) | Shared kitchen](https://images.trvl-media.com/lodging/114000000/113640000/113638300/113638245/60edcaff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Private Bathroom (Secret Garden Studio) | Exterior](https://images.trvl-media.com/lodging/114000000/113640000/113638300/113638245/374f827e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Secret Garden Studio [](https://www.expedia.com/Staunton-Hotels-Secret-Garden-Studio.h113638245.Hotel-Information) Staunton 9.4/10 Exceptional (3 reviews) "Great studio, more spacious than I expected. Great thought put into design and decor! Hosts were very responsive and I would definitely rent again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathleen $155 nightly $165 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Staunton-Hotels-Secret-Garden-Studio.h113638245.Hotel-Information) ![Apartment, Private Bathroom (The Bohemian Suite) | Lobby](https://images.trvl-media.com/lodging/102000000/101070000/101061500/101061403/64eff535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Private Bathroom (The Bohemian Suite) | Lounge](https://images.trvl-media.com/lodging/102000000/101070000/101061500/101061403/97d0a4e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Private Bathroom (The Bohemian Suite) | Exterior](https://images.trvl-media.com/lodging/102000000/101070000/101061500/101061403/6a33b876.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Private Bathroom (The Bohemian Suite) | 1 bedroom](https://images.trvl-media.com/lodging/102000000/101070000/101061500/101061403/e5d4fe25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bohemian Suite [](https://www.expedia.com/Staunton-Hotels-The-Bohemian-Suite.h101061403.Hotel-Information) Staunton 10/10 Exceptional (6 reviews) "It was really nice. A bit pricey. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bonny $149 nightly $167 total Feb 23 - Feb 24 Total with taxes and fees [](https://www.expedia.com/Staunton-Hotels-The-Bohemian-Suite.h101061403.Hotel-Information) ![Apartment, Private Bathroom (The Bons Amis Suite) | Exterior](https://images.trvl-media.com/lodging/102000000/101070000/101061500/101061494/52736472.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Private Bathroom (The Bons Amis Suite) | Point of interest](https://images.trvl-media.com/lodging/102000000/101070000/101061500/101061494/b1073a99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Private Bathroom (The Bons Amis Suite) | Lobby](https://images.trvl-media.com/lodging/102000000/101070000/101061500/101061494/6ce916e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Private Bathroom (The Bons Amis Suite) | Lounge](https://images.trvl-media.com/lodging/102000000/101070000/101061500/101061494/5cb0815e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bons Amis Suite [](https://www.expedia.com/Staunton-Hotels-The-Bons-Amis-Suite.h101061494.Hotel-Information) Staunton 9.4/10 Exceptional (3 reviews) "Quiet homey environment in a great location. Clean and cozy. Really appreciated the coffee and other amenities. Would definitely stay here again !" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Areej $149 nightly $167 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Staunton-Hotels-The-Bons-Amis-Suite.h101061494.Hotel-Information) ![Apartment, Private Bathroom (The Shenandoah Suite) | Exterior](https://images.trvl-media.com/lodging/102000000/101070000/101061600/101061548/1c757337.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Private Bathroom (The Shenandoah Suite) | Lounge](https://images.trvl-media.com/lodging/102000000/101070000/101061600/101061548/838290bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Private Bathroom (The Shenandoah Suite) | 1 bedroom](https://images.trvl-media.com/lodging/102000000/101070000/101061600/101061548/293e2399.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Private Bathroom (The Shenandoah Suite) | Shared kitchen](https://images.trvl-media.com/lodging/102000000/101070000/101061600/101061548/2a71cb05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Shenandoah Suite [](https://www.expedia.com/Staunton-Hotels-The-Shenandoah-Suite.h101061548.Hotel-Information) Staunton 10/10 Exceptional (6 reviews) "Well-appointed, large space conveniently located within walking distance to downtown. Comfy bed and all the expected amenities. Excellent communication. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jani $149 nightly $167 total Feb 23 - Feb 24 Total with taxes and fees [](https://www.expedia.com/Staunton-Hotels-The-Shenandoah-Suite.h101061548.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=2026-03-04&endDate=2026-03-05®ionId=553248634999427295&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_553248634999427295) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.com/Hotel-Search?destination=Sherando%2C+Virginia%2C+United+States+of+America®ionId=553248634999427295&latLong=37.991701%2C-78.933461&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=CABIN) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Sherando%2C+Virginia%2C+United+States+of+America®ionId=553248634999427295&latLong=37.991701%2C-78.933461&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=APART_HOTEL) Apartments [](https://www.expedia.com/Hotel-Search?destination=Sherando%2C+Virginia%2C+United+States+of+America®ionId=553248634999427295&latLong=37.991701%2C-78.933461&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=APARTMENT) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Sherando%2C+Virginia%2C+United+States+of+America®ionId=553248634999427295&latLong=37.991701%2C-78.933461&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=VACATION_HOME) Condos [](https://www.expedia.com/Hotel-Search?destination=Sherando%2C+Virginia%2C+United+States+of+America®ionId=553248634999427295&latLong=37.991701%2C-78.933461&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=CONDO) Cottages [](https://www.expedia.com/Hotel-Search?destination=Sherando%2C+Virginia%2C+United+States+of+America®ionId=553248634999427295&latLong=37.991701%2C-78.933461&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=COTTAGE) Chalets [](https://www.expedia.com/Hotel-Search?destination=Sherando%2C+Virginia%2C+United+States+of+America®ionId=553248634999427295&latLong=37.991701%2C-78.933461&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&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%2FSherando-Vacation-Rentals.d553248634999427295.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSherando-Vacation-Rentals.d553248634999427295.Travel-Guide-VacationRentals) ## Top Sherando Hotel Reviews ![avid hotel Staunton by IHG](https://images.trvl-media.com/lodging/1000000/20000/17600/17558/3f6256d5_y.jpg) ### avid hotel Staunton by IHG 10/10 Excellent "Clean very friendly staff a decent fitness center overall a very good hotel. only downside room is a little small." [](https://expedia.com/Staunton-Hotels-Avid-Hotels-Staunton.h17558.Hotel-Information) ![Days Inn by Wyndham Waynesboro](https://images.trvl-media.com/lodging/1000000/20000/13100/13044/b02f560b_y.jpg) ### Days Inn by Wyndham Waynesboro 10/10 Excellent "Great service" [](https://expedia.com/Staunton-Hotels-Days-Inn-By-Wyndham-Waynesboro.h13044.Hotel-Information) ![Holiday Inn Express & Suites Staunton by IHG](https://images.trvl-media.com/lodging/47000000/46550000/46550000/46549911/8e95e8a0_y.jpg) ### Holiday Inn Express & Suites Staunton by IHG 10/10 Excellent "Very clean and friendly staff. Breakfast was great! " [](https://expedia.com/Staunton-Hotels-Holiday-Inn-Express-And-Suites-Staunton.h46549911.Hotel-Information) ![The Blackburn Inn and Conference Center](https://images.trvl-media.com/lodging/23000000/22460000/22455000/22454998/5e926ba4_y.jpg) ### The Blackburn Inn and Conference Center 10/10 Excellent "Squeaky hotel but guest services made it worth the trip!" [](https://expedia.com/Staunton-Hotels-The-Blackburn-Inn-And-Conference-Center.h22454998.Hotel-Information) ![Motel 6 Staunton, VA](https://images.trvl-media.com/lodging/1000000/10000/9000/8977/e2fd1c0e_y.jpg) ### Motel 6 Staunton, VA 10/10 Excellent "Clean Room and Wonderful Staff." [](https://expedia.com/Staunton-Hotels-Motel-6-Staunton.h8977.Hotel-Information) ![Wow! What A View!](https://images.trvl-media.com/lodging/113000000/112620000/112613800/112613786/893db66c_y.jpg) ### Wow! What A View! 10/10 Excellent "Loved the view and everything about the property!" [](https://expedia.com/Nellysford-Hotels-Youll-Say-Wow-Over-This-View.h112613786.Hotel-Information) ![Sleep Inn Staunton](https://images.trvl-media.com/lodging/1000000/170000/168400/168389/f334eca9_y.jpg) ### Sleep Inn Staunton 10/10 Excellent "The staff was very courteous." [](https://expedia.com/Staunton-Hotels-Sleep-Inn-Staunton.h168389.Hotel-Information) ![Holiday Inn Express & Suites Waynesboro East by IHG](https://images.trvl-media.com/lodging/97000000/96550000/96546000/96545978/22c5f5c1_y.jpg) ### Holiday Inn Express & Suites Waynesboro East by IHG 10/10 Excellent "Everything was flawless. Had no issues. Diane at the front desk is the best!" [](https://expedia.com/Holiday-Inn-Express-And-Suites-Waynesboro-East.h96545978.Hotel-Information) ![Hotel 24 South](https://images.trvl-media.com/lodging/2000000/1320000/1311400/1311324/76d25ca1_y.jpg) ### Hotel 24 South 10/10 Excellent "Cleanliness of our room. Accommodating staff and always friendly. We enjoyed our time away to reset and relax after being stuck home with this weather. " [](https://expedia.com/Staunton-Hotels-Hotel-24-South.h1311324.Hotel-Information) ## Find out more about Sherando **Everything you need to know about Sherando 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 Sherando 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 Sherando vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Sherando vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Sherando. 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 Sherando 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 $127 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 Sherando rentals** At Expedia, we put the best Sherando 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 Sherando 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 Sherando 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 Sherando. 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 Sherando ### 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) - [Vacation Homes in Sherando ](https://expedia.com/Sherando-Private-Vacation-Homes.d553248634999427295-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Condo Rentals in Sherando ](https://expedia.com/Sherando-Condos.d553248634999427295-aaCondos.Travel-Guide-Accommodation) - [Apartments in Sherando ](https://expedia.com/Sherando-Apartments.d553248634999427295-aaApartments.Travel-Guide-Accommodation) - [Cottages in Sherando ](https://expedia.com/Sherando-Cottages.d553248634999427295-aaCottages.Travel-Guide-Accommodation) - [Cabin Rentals in Sherando ](https://expedia.com/Sherando-Cabins.d553248634999427295-aaCabins.Travel-Guide-Accommodation) - [B&B in Sherando ](https://expedia.com/Sherando-Bed-And-Breakfast.d553248634999427295-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Sherando ](https://expedia.com/Sherando-Chalets.d553248634999427295-aaChalets.Travel-Guide-Accommodation) - [Aparthotels in Sherando ](https://expedia.com/Sherando-Apart-Hotels.d553248634999427295-aaApartHotels.Travel-Guide-Accommodation) - [Motels in Sherando ](https://expedia.com/Sherando-Motels.d553248634999427295-aaMotels.Travel-Guide-Accommodation) - [Farmstay in Sherando ](https://expedia.com/Sherando-Agritourism.d553248634999427295-aaAgritourism.Travel-Guide-Accommodation) - [Guest Houses in Sherando ](https://expedia.com/Sherando-Guest-Houses.d553248634999427295-aaGuestHouses.Travel-Guide-Accommodation) - [Resorts in Sherando ](https://expedia.com/Sherando-Resorts.d553248634999427295-aaResorts.Travel-Guide-Accommodation) - [Lodges in Sherando ](https://expedia.com/Sherando-Lodges.d553248634999427295-aaLodges.Travel-Guide-Accommodation) - [RV Parks in Sherando ](https://expedia.com/Sherando-RV-Parks.d553248634999427295-aaRVParks.Travel-Guide-Accommodation) - [Town Houses in Sherando ](https://expedia.com/Sherando-Town-Houses.d553248634999427295-aaTownHouses.Travel-Guide-Accommodation) - [Inns in Sherando ](https://expedia.com/Sherando-Inns.d553248634999427295-aaInns.Travel-Guide-Accommodation) ## Frequently asked questions ### Can I find vacation rentals in Sherando? ### What are some of the best vacation rentals in Sherando? ### What’s there to see and do in Sherando? ### What’s a vacation rental in Sherando like? ![](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