Title: Holiday Rentals Wintergreen from £178: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [Hotels in Wintergreen](https://expedia.co.uk/Wintergreen-Hotels.d10811.Travel-Guide-Hotels)[Wintergreen Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Wintergreen.d10811.Car-Hire-Guide)[Wintergreen Holidays](https://expedia.co.uk/Wintergreen.d10811.Holidays-City-Breaks) ![](https://images.trvl-media.com/place/553248635996625639/07d79deb-5cfc-4068-8e41-c17e7657b695.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Melissa Smestad ![](https://images.trvl-media.com/place/553248635996625639/07d79deb-5cfc-4068-8e41-c17e7657b695.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=10811&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=10811&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=10811&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=10811&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 Wintergreen holiday rentals ![Apartment (2 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/101000000/100430000/100424100/100424030/df513ea9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/101000000/100430000/100424100/100424030/17a4bdf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/101000000/100430000/100424100/100424030/77d29751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/101000000/100430000/100424100/100424030/673371e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wintergreen Ski Resort Condo w/ Golf Access! [](https://www.expedia.co.uk/Nellysford-Hotels-Wintergreen-Ski-Resort-Condo-W-Heated-Pool-Access.h100424030.Hotel-Information) Nellysford 10/10 Exceptional (2 reviews) "Really nice and convenient condo. Great amenities. Would definitely stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew £256 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Nellysford-Hotels-Wintergreen-Ski-Resort-Condo-W-Heated-Pool-Access.h100424030.Hotel-Information) ![Interior detail](https://images.trvl-media.com/lodging/113000000/112240000/112238500/112238433/d94d7070.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) ![Property amenity](https://images.trvl-media.com/lodging/113000000/112240000/112238500/112238433/c3f303a7.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) ### Afton Mountain Vineyards [](https://www.expedia.co.uk/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 £296 includes taxes & fees 30 Mar - 31 Mar [](https://www.expedia.co.uk/Afton-Hotels-Afton-Mountain-Vineyards.h112238433.Hotel-Information) ![Standard Suite, 1 Queen Bed | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/4000000/3980000/3971600/3971534/2dc4ad1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Suite, 1 Queen Bed | Living area | LCD TV, DVD player](https://images.trvl-media.com/lodging/4000000/3980000/3971600/3971534/b9869eeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Suite, 1 Queen Bed | 1 bedroom, down duvets, individually decorated, individually furnished](https://images.trvl-media.com/lodging/4000000/3980000/3971600/3971534/0bccf308.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/4000000/3980000/3971600/3971534/155164da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Affordable Suites of America Waynesboro [](https://www.expedia.co.uk/Staunton-Hotels-Affordable-Corporate-Suites-Of-Waynesboro.h3971534.Hotel-Information) Waynesboro 9.4/10 Exceptional (54 reviews) "Always a pleasant stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) MARJORIE £70 includes taxes & fees 5 Apr - 6 Apr [](https://www.expedia.co.uk/Staunton-Hotels-Affordable-Corporate-Suites-Of-Waynesboro.h3971534.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 | 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) ![Executive Suite | Private kitchen | Full-sized 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) ![Laundry room](https://images.trvl-media.com/lodging/49000000/48900000/48894400/48894364/97f7e8b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Valley Extended Suites [](https://www.expedia.co.uk/Staunton-Hotels-Valley-Extended-Suites.h48894364.Hotel-Information) Fishersville 9.0/10 Wonderful (217 reviews) "Nice place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Orhan £86 includes taxes & fees 30 Mar - 31 Mar [](https://www.expedia.co.uk/Staunton-Hotels-Valley-Extended-Suites.h48894364.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) ![Private kitchen](https://images.trvl-media.com/lodging/124000000/123590000/123582400/123582328/0735cea6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/124000000/123590000/123582400/123582328/d576d7c2.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) ### Fishersville Oasis [](https://www.expedia.co.uk/Fishersville-Hotels-Fishersville-Oasis.h123582328.Hotel-Information) Fishersville £160 includes taxes & fees 30 Mar - 31 Mar [](https://www.expedia.co.uk/Fishersville-Hotels-Fishersville-Oasis.h123582328.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/94000000/93210000/93201900/93201848/64c1a8b8.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) ![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) ### Modern Nellysford Getaway on 40 Private Acres! [](https://www.expedia.co.uk/Nellysford-Hotels-Modern-Nellysford-Getaway-On-40-Private-Acres.h93201848.Hotel-Information) Nellysford £459 includes taxes & fees 6 Apr - 7 Apr [](https://www.expedia.co.uk/Nellysford-Hotels-Modern-Nellysford-Getaway-On-40-Private-Acres.h93201848.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/110000000/109380000/109376100/109376040/8c834870.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) ### Stoney Creek Cottage Wintergreen w EV Charger [](https://www.expedia.co.uk/Nellysford-Hotels-Stoney-Creek-Cottage-Off-The-VA-151-Wine-Trail.h109376040.Hotel-Information) Nellysford £396 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Nellysford-Hotels-Stoney-Creek-Cottage-Off-The-VA-151-Wine-Trail.h109376040.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) ![Hanging Rock Cabin, 2 Bedrooms, Jetted Tub, Mountain View | Terrace/patio](https://images.trvl-media.com/lodging/77000000/76370000/76366800/76366707/7dba8e3c.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) ![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.co.uk/Montebello-Hotels-Love-Ridge-Mountain-Lodging.h76366707.Hotel-Information) Lyndhurst 10/10 Exceptional (16 reviews) "Very quiet and peaceful stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Timika £164 includes taxes & fees 1 Apr - 2 Apr [](https://www.expedia.co.uk/Montebello-Hotels-Love-Ridge-Mountain-Lodging.h76366707.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) ![Lounge](https://images.trvl-media.com/lodging/40000000/39680000/39678400/39678342/f083b2f6.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) ### The Serendipity Suite [](https://www.expedia.co.uk/Staunton-Hotels-The-Serendipity-Suite.h39678342.Hotel-Information) Staunton 10/10 Exceptional (7 reviews) "We loved staying at the Serendipity Suite in beautiful Staunton! It's a lovely apartment and our hosts made us feel so comfortable with all of the little thoughtful extras." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia £134 includes taxes & fees 30 Mar - 31 Mar [](https://www.expedia.co.uk/Staunton-Hotels-The-Serendipity-Suite.h39678342.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) | Lobby](https://images.trvl-media.com/lodging/101000000/100990000/100988200/100988180/6544ec1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Private Bathroom (The Urban Cowboy) | 1 bedroom](https://images.trvl-media.com/lodging/101000000/100990000/100988200/100988180/bbeb9988.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) ### The Urban Cowboy [](https://www.expedia.co.uk/Staunton-Hotels-The-Urban-Cowboy.h100988180.Hotel-Information) Staunton 8.6/10 Excellent (7 reviews) "Great place to stay very organized and has everything you need super clean !" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Philip £134 includes taxes & fees 30 Mar - 31 Mar [](https://www.expedia.co.uk/Staunton-Hotels-The-Urban-Cowboy.h100988180.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) | 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) | 3 bedrooms](https://images.trvl-media.com/lodging/97000000/96090000/96086900/96086859/88c3e30c.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) ### North Central Loft [](https://www.expedia.co.uk/Staunton-Hotels-North-Central-Loft.h96086859.Hotel-Information) Staunton 10/10 Exceptional (5 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 £313 includes taxes & fees 1 Apr - 2 Apr [](https://www.expedia.co.uk/Staunton-Hotels-North-Central-Loft.h96086859.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) | 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) | 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) | Lounge](https://images.trvl-media.com/lodging/20000000/19130000/19124200/19124170/d9f286f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Storefront [](https://www.expedia.co.uk/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 £171 includes taxes & fees 7 Apr - 8 Apr [](https://www.expedia.co.uk/Staunton-Hotels-The-Storefront.h19124170.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) | 1 bedroom](https://images.trvl-media.com/lodging/102000000/101070000/101061500/101061403/e5d4fe25.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) | Lounge](https://images.trvl-media.com/lodging/102000000/101070000/101061500/101061403/2f89a857.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bohemian Suite [](https://www.expedia.co.uk/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 £134 includes taxes & fees 30 Mar - 31 Mar [](https://www.expedia.co.uk/Staunton-Hotels-The-Bohemian-Suite.h101061403.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) | Shared kitchen](https://images.trvl-media.com/lodging/102000000/101070000/101061600/101061548/2a71cb05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Private Bathroom (The Shenandoah Suite) | Exterior](https://images.trvl-media.com/lodging/102000000/101070000/101061600/101061548/cfa815d5.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) ### The Shenandoah Suite [](https://www.expedia.co.uk/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 £134 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Staunton-Hotels-The-Shenandoah-Suite.h101061548.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) | 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) | 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) | Lounge](https://images.trvl-media.com/lodging/102000000/101070000/101061500/101061494/0439cd17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bons Amis Suite [](https://www.expedia.co.uk/Staunton-Hotels-The-Bons-Amis-Suite.h101061494.Hotel-Information) Staunton 9.6/10 Exceptional (4 reviews) "We enjoyed our stay. The room is vey nice and the location is convenient to the conference center nearby." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John £134 includes taxes & fees 30 Mar - 31 Mar [](https://www.expedia.co.uk/Staunton-Hotels-The-Bons-Amis-Suite.h101061494.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=2026-04-12&endDate=2026-04-13®ionId=10811&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find holiday rentals that suit your style Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Wintergreen%2C+Virginia%2C+United+States+of+America®ionId=10811&latLong=37.884861%2C-78.899467&adults=2&startDate=2026-06-27&d1=2026-06-27&endDate=2026-06-30&d2=2026-06-30&lodging=COTTAGE) Condos [](https://www.expedia.co.uk/Hotel-Search?destination=Wintergreen%2C+Virginia%2C+United+States+of+America®ionId=10811&latLong=37.884861%2C-78.899467&adults=2&startDate=2026-06-27&d1=2026-06-27&endDate=2026-06-30&d2=2026-06-30&lodging=CONDO) Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Wintergreen%2C+Virginia%2C+United+States+of+America®ionId=10811&latLong=37.884861%2C-78.899467&adults=2&startDate=2026-06-27&d1=2026-06-27&endDate=2026-06-30&d2=2026-06-30&lodging=VACATION_HOME) Cabins [](https://www.expedia.co.uk/Hotel-Search?destination=Wintergreen%2C+Virginia%2C+United+States+of+America®ionId=10811&latLong=37.884861%2C-78.899467&adults=2&startDate=2026-06-27&d1=2026-06-27&endDate=2026-06-30&d2=2026-06-30&lodging=CABIN) Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Wintergreen%2C+Virginia%2C+United+States+of+America®ionId=10811&latLong=37.884861%2C-78.899467&adults=2&startDate=2026-06-27&d1=2026-06-27&endDate=2026-06-30&d2=2026-06-30&lodging=APARTMENT) Aparthotels [](https://www.expedia.co.uk/Hotel-Search?destination=Wintergreen%2C+Virginia%2C+United+States+of+America®ionId=10811&latLong=37.884861%2C-78.899467&adults=2&startDate=2026-06-27&d1=2026-06-27&endDate=2026-06-30&d2=2026-06-30&lodging=APART_HOTEL) Chalets [](https://www.expedia.co.uk/Hotel-Search?destination=Wintergreen%2C+Virginia%2C+United+States+of+America®ionId=10811&latLong=37.884861%2C-78.899467&adults=2&startDate=2026-06-27&d1=2026-06-27&endDate=2026-06-30&d2=2026-06-30&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%2FWintergreen-Holiday-Rentals.d10811.Travel-Guide-HolidayRentals)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWintergreen-Holiday-Rentals.d10811.Travel-Guide-HolidayRentals) ## Top Wintergreen Hotel Reviews ![Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes](https://images.trvl-media.com/lodging/30000000/29860000/29852700/29852618/6e5f684e_y.jpg) ### Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes 10/10 Excellent "Perfect vacation getaway in the heart of Wintergreen Resort." [](https://expedia.co.uk/Charlottesville-Hotels-Wintergreen-Pet-Friendly-Condo-Wwifi.h29852618.Hotel-Information) ![Newly Rebuilt Home - Hot Tub - Sauna - Sleeps 14](https://images.trvl-media.com/lodging/52000000/51800000/51793700/51793663/4496093e_y.jpg) ### Newly Rebuilt Home - Hot Tub - Sauna - Sleeps 14 10/10 Excellent "Great home with amazing view of the sunrise." [](https://expedia.co.uk/Nellysford-Hotels-Stunning-Newly-Rebuilt-Home-Perfect-Peaceful-Getaway-That-Sleeps-14.h51793663.Hotel-Information) ![Wintergreen. Sunset Vista Villa - Close to the ski slopes](https://images.trvl-media.com/lodging/69000000/68080000/68076800/68076715/25cf6aa0_y.jpg) ### Wintergreen. Sunset Vista Villa - Close to the ski slopes 10/10 Excellent "My two sisters and I got away to the mountains for a weekend and I'm so glad I found Sunset Vista! The condo was absolutely perfect! It was so well appointed, had a beautiful "large" balcony where we were able to see amazing sunsets. It was clean, the beds were very comfortable and it was so close to local wineries and breweries.Our host, Rebecca was so responsive and accommodating!We can't wait to visit again and no need to look at another property - Sunset Vista is it!" [](https://expedia.co.uk/Charlottesville-Hotels-Stunning-Condo-Sunset-Vista-Villa.h68076715.Hotel-Information) ![Best views on Mountain! Breathtaking 5 Star condo! EASTER STILL AVAILABLE!](https://images.trvl-media.com/lodging/31000000/30510000/30501600/30501528/f17119a4_y.jpg) ### Best views on Mountain! Breathtaking 5 Star condo! EASTER STILL AVAILABLE! 10/10 Excellent "We had a lovely and comfortable stay with beautiful views!" [](https://expedia.co.uk/Nellysford-Hotels-Best-Views-On-Mountain-Breathtaking-5-Star-Available-August-26-31-BOOK-NOW.h30501528.Hotel-Information) ![The Modern Mountain Condo ](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096798/w1273h849x4y3-b64d948a_y.jpg) ### The Modern Mountain Condo 10/10 Excellent "The property was just as described and the communication was a breeze. The view from the unit’s deck was beautiful. " [](https://expedia.co.uk/Nellysford-Hotels-NEW-Modern-Mountain-Condo-WPool.h77096798.Hotel-Information) ![Breathtaking mountain views in a 2-bedroom condo at Wintergreen Resort](https://images.trvl-media.com/lodging/117000000/116730000/116728200/116728114/552218fd_y.jpg) ### Breathtaking mountain views in a 2-bedroom condo at Wintergreen Resort 10/10 Excellent "The most breathtaking view! Easy communication, clean, and very comfortable. We will definitely be back!" [](https://expedia.co.uk/Nellysford-Hotels-Breathtaking-Mountain-Views-In-A-2-Bedroom-Condo-At-Wintergreen-Resort.h116728114.Hotel-Information) ![Incredible Mountain Views - Modern Four Bedroom Home - Five Minute Walk to Slope](https://images.trvl-media.com/lodging/73000000/72040000/72035400/72035303/w1280h851x0y3-1cfe3ccf_y.jpg) ### Incredible Mountain Views - Modern Four Bedroom Home - Five Minute Walk to Slope 10/10 Excellent "Very nice house right near everything you want at wintergreen. Host was very responsive to messages and the house was extremely clean and well cared for." [](https://expedia.co.uk/Nellysford-Hotels-Fantastic-Mountain-Views-Walk-To-Ski-Slopes-Modern-Luxury-Wintergreen-Home.h72035303.Hotel-Information) ![Upscale and Family-Friendly in Wintergreen](https://images.trvl-media.com/lodging/97000000/96500000/96498900/96498850/31eb2d68_y.jpg) ### Upscale and Family-Friendly in Wintergreen 8/10 Good "The house was big,comfortable and clean. We appreciated being able to bring our pets too.The hot tub was hot but was a bit dirty. Our family enjoyed the sauna and deck area and had a wonderful stay!" [](https://expedia.co.uk/Nellysford-Hotels-Upscale-And-Family-Friendly-In-Wintergreen.h96498850.Hotel-Information) ![Endless Mountain Top Views from All The Way Up!](https://images.trvl-media.com/lodging/91000000/90090000/90087300/90087205/b0ffcdf7_y.jpg) ### Endless Mountain Top Views from All The Way Up! 10/10 Excellent "This condo was exceptional. It was clean and exactly as pictured in the photos. The beds were comfortable and we appreciated a pantry with basic staples. The best part was the views. You could see for miles across the Blue Ridge mountains. The hosts were also great about checking in and making sure everything was okay. I really appreciated the personal touches they put in the place, including a guide that went over the local area. I would highly recommend this place and would definitely stay again. " [](https://expedia.co.uk/Nellysford-Hotels-Endless-Mountain-Top-Views-From-All-The-Way-Up.h90087205.Hotel-Information) ## Find out more about Wintergreen **Everything you need to know about** **Wintergreen** **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 Wintergreen 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 Wintergreen holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Wintergreen holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Wintergreen. 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 Wintergreen 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 Wintergreen holiday rentals we have selected for you start as low as £178 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Wintergreen rentals** At Expedia, we put the best Wintergreen 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 Wintergreen 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 Wintergreen 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 Wintergreen. 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 holiday rentals in Wintergreen? ### What are some of the best holiday rentals that Wintergreen has to offer? ### How many holiday rentals are there in Wintergreen? ### What can I see and do in Wintergreen? ### What’s a holiday rental in Wintergreen like? ### Expedia's Latest Trends Hotels - [Sunrise Attitude](https://expedia.co.uk/Belle-Mare-Hotels-Sunrise-Attitude.h1170184.Hotel-Information) - [Spa Hotels in Nottinghamshire](https://expedia.co.uk/Destinations-In-Nottinghamshire-Spa-Hotels.0-0-d6046227-tSpaHotels.Hotel-Filter-Destinations) - [Hotels near Temple Cowley Pools](https://expedia.co.uk/Temple-Cowley-Pools-Hotels.0-l553248621555971328-0.Travel-Guide-Filter-Hotels) - [Hilton Hotels Hotels in Isle of Wight](https://expedia.co.uk/Isle-Of-Wight-Hotels-Hilton-Hotels.0-0-d3000460059--bHiltonHotels.Travel-Guide-Filter-Hotels) - [Hotels in Escrick](https://expedia.co.uk/Escrick-Hotels.d6084928.Travel-Guide-Hotels) - [Marriott Hotels & Resorts Hotels in Isle of Wight](https://expedia.co.uk/Isle-Of-Wight-Hotels-Marriott-Hotels-Resorts.0-0-d3000460059--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels) - [Hotels near The Hermitage](https://expedia.co.uk/The-Hermitage-Hotels.0-l6088519-0.Travel-Guide-Filter-Hotels) - [Hotels near Forbidden City](https://expedia.co.uk/Forbidden-City-Hotels.0-l6052119-0.Travel-Guide-Filter-Hotels) - [Hotels in Eastbury](https://expedia.co.uk/Eastbury-Hotels.d3000716186.Travel-Guide-Hotels) - [Socialtel Atitlan](https://expedia.co.uk/Panajachel-Hotels-Selina-Atitlan.h32785591.Hotel-Information) - [Hotels in Isle of Wight](https://expedia.co.uk/Isle-Of-Wight-Hotels.d3000460059.Travel-Guide-Hotels) - [Hotel Marco Polo](https://expedia.co.uk/Rome-Hotels-Hotel-Marco-Polo.h2174432.Hotel-Information) - [Lodge Road by Interhome](https://expedia.co.uk/Inverness-Hotels-Vacation-Home-Lodge-Road-In-Inverness-6-Persons.h100369190.Hotel-Information) - [Hotels in Duffield Station](https://expedia.co.uk/Duffield-Station-Hotels.d553248634607124941.Travel-Guide-Hotels) Flights - [British Airways Gatwick (LGW) to Kingston (KIN) flights](https://expedia.co.uk/lp/flight-routes/british-airways-from-gatwick-to-norman-manley-intl/ba/lgw/kin) - [Flights to Mountain Lake](https://expedia.co.uk/Cheap-Flights-To-Mountain-Lake.d55852.Travel-Guide-Flights) - [Flights to Sydney](https://expedia.co.uk/Cheap-Flights-To-Sydney.d178312.Travel-Guide-Flights) - [Flights from London to Shannon](https://expedia.co.uk/lp/flights/lhr/snn/london-to-shannon) - [Flights from London to Melbourne](https://expedia.co.uk/lp/flights/lgw/mlb/london-to-melbourne) - [Flights to Greenwich](https://expedia.co.uk/Cheap-Flights-To-Greenwich.d6296655.Travel-Guide-Flights) - [Flights to Isle of Wight](https://expedia.co.uk/Cheap-Flights-To-Isle-Of-Wight.d3000460059.Travel-Guide-Flights) - [Turkish Airlines Accra (ACC) to Gatwick (LGW) flights](https://expedia.co.uk/lp/flight-routes/turkish-airlines-from-accra-intl-airport-to-gatwick/tk/acc/lgw) - [Flights to Ibiza Island](https://expedia.co.uk/Cheap-Flights-To-Ibiza-Island.d602653.Travel-Guide-Flights) Activities - [Things to do in Supetar](https://expedia.co.uk/Things-To-Do-In-Supetar.d6048247.Travel-Guide-Activities) Packages - [Mountain Lake Holidays](https://expedia.co.uk/Mountain-Lake.d55852.Holidays-City-Breaks) - [Piazza San Carlo](https://expedia.co.uk/Piazza-San-Carlo-Historic-Centre.d6164684.Attraction) - [Duinrell](https://expedia.co.uk/Duinrell-The-Hague.d553248621563229605.Attraction) - [Ma Kellys Foxhall](https://expedia.co.uk/Ma-Kellys-Foxhall-Blackpool-Town-Center.d553248621532493254.Attraction) - [Blakes Holidays](https://expedia.co.uk/Blakes.d3000355023.Holidays-City-Breaks) General - [Visit Glocester](https://expedia.co.uk/Glocester.dx3000455767)