Title: Best Wintergreen Condo Rental in 2026 | Expedia.co.uk [Hotels in Wintergreen](https://expedia.co.uk/Wintergreen-Hotels.d10811.Travel-Guide-Hotels)[Holiday Rentals in Wintergreen](https://expedia.co.uk/Wintergreen-Holiday-Rentals.d10811.Travel-Guide-HolidayRentals)[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) ![Everything is frozen over at Wintergreen Resort. ](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 [27 Feb - 1 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=10811&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [10 Apr - 12 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=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 three months [8 May - 10 May](https://www.expedia.co.uk/Hotel-Search?regionId=10811&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [5 Jun - 7 Jun](https://www.expedia.co.uk/Hotel-Search?regionId=10811&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Wintergreen condo rentals ![Property grounds](https://images.trvl-media.com/lodging/123000000/122840000/122831700/122831616/ae35c88b.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/123000000/122840000/122831700/122831616/3e9a531d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122840000/122831700/122831616/b56e2b25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122840000/122831700/122831616/403fa3ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge [](https://www.expedia.co.uk/Nellysford-Hotels-First-Floor-Slopeside-Ski-In-Ski-Out-At-Wintergreen.h122831616.Hotel-Information) Wintergreen Resort 10/10 Exceptional (6 reviews) "We loved the 'ski-in/ski-out' convenience. Cute condo with everything you need for your stay. The water and snacks were a nice gesture. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Esperanza £168 includes taxes & fees 3 Mar - 4 Mar [](https://www.expedia.co.uk/Nellysford-Hotels-First-Floor-Slopeside-Ski-In-Ski-Out-At-Wintergreen.h122831616.Hotel-Information) ![Fireplace](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096798/w1273h849x4y3-b64d948a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096798/0d2cf0fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096798/29fa29ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel cot, free WiFi](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096798/w1277h854x0y0-93eb93d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Modern Mountain Condo [](https://www.expedia.co.uk/Nellysford-Hotels-NEW-Modern-Mountain-Condo-WPool.h77096798.Hotel-Information) Wintergreen Resort 10/10 Exceptional (41 reviews) "Quiet, one-night stay while in the area for an event. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie M. £182 includes taxes & fees 5 Mar - 6 Mar [](https://www.expedia.co.uk/Nellysford-Hotels-NEW-Modern-Mountain-Condo-WPool.h77096798.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/69000000/68080000/68076800/68076715/25cf6aa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/69000000/68080000/68076800/68076715/b384df8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/69000000/68080000/68076800/68076715/48c0e694.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/69000000/68080000/68076800/68076715/778c5b19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wintergreen. Sunset Vista Villa - Close to the ski slopes [](https://www.expedia.co.uk/Charlottesville-Hotels-Stunning-Condo-Sunset-Vista-Villa.h68076715.Hotel-Information) Wintergreen Resort 10/10 Exceptional (99 reviews) "Fantastic stay again! Condo is perfect for a get away! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jenna M. £235 includes taxes & fees 10 Feb - 11 Feb [](https://www.expedia.co.uk/Charlottesville-Hotels-Stunning-Condo-Sunset-Vista-Villa.h68076715.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109350000/109347300/109347289/w1199h809x1y1-e64db49e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109350000/109347300/109347289/w1200h798x0y1-48c7360f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/110000000/109350000/109347300/109347289/w1200h797x0y1-837dbc90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109350000/109347300/109347289/w1200h797x0y1-8e27a433.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wintergreen Ski Retreat, Cozy Condo Near Slopes & Devils Knob Golf [](https://www.expedia.co.uk/Nellysford-Hotels-Cozy-Wintergreen-Condo.h109347289.Hotel-Information) Wintergreen Resort 9.8/10 Exceptional (8 reviews) "We enjoyed our stay here. Brought the whole family." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Caroline D. £222 includes taxes & fees 23 Feb - 24 Feb [](https://www.expedia.co.uk/Nellysford-Hotels-Cozy-Wintergreen-Condo.h109347289.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102330000/102325400/102325315/eb46d699.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102330000/102325400/102325315/55159b64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/103000000/102330000/102325400/102325315/c3acb08c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/103000000/102330000/102325400/102325315/1b7442ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wintergreen Condo -Steps to Ski and restaurants [](https://www.expedia.co.uk/Nellysford-Hotels-Wintergreen-Condo-Steps-To-Ski-And-Restaurants.h102325315.Hotel-Information) Wintergreen Resort 9.8/10 Exceptional (30 reviews) "Check in was a breeze, amazing location and great nights stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Garrett P. £201 includes taxes & fees 9 Mar - 10 Mar [](https://www.expedia.co.uk/Nellysford-Hotels-Wintergreen-Condo-Steps-To-Ski-And-Restaurants.h102325315.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/96000000/95270000/95269300/95269237/604129c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95270000/95269300/95269237/e1d8c140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/96000000/95270000/95269300/95269237/f157e73a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/96000000/95270000/95269300/95269237/200109ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course [](https://www.expedia.co.uk/Nellysford-Hotels-Cozy-1-Bedroom-Condo-Off-12th-Hole-At-Devils-Knob-Golf-Course.h95269237.Hotel-Information) Roseland 9.8/10 Exceptional (27 reviews) "Great communication from the startReturn texts the same day on any questionsGreat location for our tripVery cleanViews around property are greatNice restaurant A plus for what we neededDog friendly Thanks againHope to be back" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Phil P. £186 includes taxes & fees 11 Feb - 12 Feb [](https://www.expedia.co.uk/Nellysford-Hotels-Cozy-1-Bedroom-Condo-Off-12th-Hole-At-Devils-Knob-Golf-Course.h95269237.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/57000000/56550000/56543700/56543658/dda1ec86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/57000000/56550000/56543700/56543658/132f64a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/57000000/56550000/56543700/56543658/6d550925.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/57000000/56550000/56543700/56543658/a870a931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly [](https://www.expedia.co.uk/Charlottesville-Hotels-Pet-Friendly-Wintergreen-Piso-1BD-2BA-Reserva-Ahora-Para-La-Temporada-De-Esqui.h56543658.Hotel-Information) Roseland 9.6/10 Exceptional (145 reviews) "Very clean and pet-friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heston £195 includes taxes & fees 10 Feb - 11 Feb [](https://www.expedia.co.uk/Charlottesville-Hotels-Pet-Friendly-Wintergreen-Piso-1BD-2BA-Reserva-Ahora-Para-La-Temporada-De-Esqui.h56543658.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/44000000/43420000/43414900/43414813/bd661df8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/44000000/43420000/43414900/43414813/d10f5f40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/44000000/43420000/43414900/43414813/091549e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/44000000/43420000/43414900/43414813/d4f21770.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Escape to the Blue Ridge Mountains at Wine-tergreen! [](https://www.expedia.co.uk/Charlottesville-Hotels-Mountain-Escape-At-Wine-Tergreen-Condo.h43414813.Hotel-Information) Wintergreen Resort 9.8/10 Exceptional (124 reviews) "Everything was as is listed, we were off season so hiking and scenic views is what there was to do, relaxing. Host was accessible on phone, place was clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David L. £200 includes taxes & fees 1 Mar - 2 Mar [](https://www.expedia.co.uk/Charlottesville-Hotels-Mountain-Escape-At-Wine-Tergreen-Condo.h43414813.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/31000000/30370000/30360600/30360563/71fe9056.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/31000000/30370000/30360600/30360563/8df4a3c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/31000000/30370000/30360600/30360563/e6c7861f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/31000000/30370000/30360600/30360563/552ed686.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Wintergreen Retreat- Clean, Updated & Convenient, King Bed, Non-Smoking [](https://www.expedia.co.uk/Nellysford-Hotels-Cozy-Wintergreen-Retreat-Clean.h30360563.Hotel-Information) Wintergreen Resort 10/10 Exceptional (44 reviews) "Cute little place. Well stocked, easy access, and very convenient to wintergreen facilities. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) david £216 includes taxes & fees 10 Feb - 11 Feb [](https://www.expedia.co.uk/Nellysford-Hotels-Cozy-Wintergreen-Retreat-Clean.h30360563.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109100000/109092800/109092787/1b87e3fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109100000/109092800/109092787/6767c599.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109100000/109092800/109092787/5cd5ab8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109100000/109092800/109092787/485372ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining [](https://www.expedia.co.uk/Nellysford-Hotels-Modern-Wintergreen-Retreat-3-Min-From-Slopes.h109092787.Hotel-Information) Wintergreen Resort 10/10 Exceptional (31 reviews) "The property is extremely clean, well decorated and stocked. We had a fantastic time and absolutely would stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cassie H. £264 includes taxes & fees 4 Mar - 5 Mar [](https://www.expedia.co.uk/Nellysford-Hotels-Modern-Wintergreen-Retreat-3-Min-From-Slopes.h109092787.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114160000/114150300/114150295/2c2127ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/115000000/114160000/114150300/114150295/5d239212.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/115000000/114160000/114150300/114150295/cf3b06c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114160000/114150300/114150295/1b019eee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Overlook 180 degree views w/Peloton! [](https://www.expedia.co.uk/Nellysford-Hotels-Overlook-180-Degree-Views-WPeloton.h114150295.Hotel-Information) Wintergreen Resort 9.4/10 Exceptional (3 reviews) "Excellent stay. Thank you!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kimberly B. £278 includes taxes & fees 9 Mar - 10 Mar [](https://www.expedia.co.uk/Nellysford-Hotels-Overlook-180-Degree-Views-WPeloton.h114150295.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27770000/27767700/27767679/254bda6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/28000000/27770000/27767700/27767679/64d05be3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27770000/27767700/27767679/b70b419a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/28000000/27770000/27767700/27767679/26d64274.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2br/2ba: Million Dollar View from Luxury Condo on the Ridge. [](https://www.expedia.co.uk/Nellysford-Hotels-2br2ba-Million-Dollar-View-From-Luxury-Condo-On-The-Ridge.h27767679.Hotel-Information) Roseland 9.0/10 Wonderful (311 reviews) "Outstanding views from the deck!! Loved it!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kerry M. £187 includes taxes & fees 11 Feb - 12 Feb [](https://www.expedia.co.uk/Nellysford-Hotels-2br2ba-Million-Dollar-View-From-Luxury-Condo-On-The-Ridge.h27767679.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112300000/112292500/112292463/622c003f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112300000/112292500/112292463/87ee7a50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books](https://images.trvl-media.com/lodging/113000000/112300000/112292500/112292463/18b684d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112300000/112292500/112292463/de08fed3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cute Condo in Wintergreen Resort [](https://www.expedia.co.uk/Nellysford-Hotels-Cozy-Cute-Condo-In-Wintergreen-Resort.h112292463.Hotel-Information) Roseland 10/10 Exceptional (3 reviews) "We enjoyed it so much! So cozy and close to the resort! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katie B. £241 includes taxes & fees 10 Feb - 11 Feb [](https://www.expedia.co.uk/Nellysford-Hotels-Cozy-Cute-Condo-In-Wintergreen-Resort.h112292463.Hotel-Information) ![1 bedroom, desk, Internet, bed sheets](https://images.trvl-media.com/lodging/91000000/90240000/90233100/90233005/d991cebb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/91000000/90240000/90233100/90233005/4a80edab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90240000/90233100/90233005/189a53c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/91000000/90240000/90233100/90233005/bc698b19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Panoramic Peak: Wintergreen Condo with Views [](https://www.expedia.co.uk/Nellysford-Hotels-Panoramic-Peak-Wintergreen-Condo-With-Views.h90233005.Hotel-Information) Wintergreen Resort 9.6/10 Exceptional (36 reviews) "Very clean, well organized, excellent views" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Guy M. £215 includes taxes & fees 2 Mar - 3 Mar [](https://www.expedia.co.uk/Nellysford-Hotels-Panoramic-Peak-Wintergreen-Condo-With-Views.h90233005.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90090000/90087300/90087205/b0ffcdf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/91000000/90090000/90087300/90087205/64fdaa18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/91000000/90090000/90087300/90087205/07c4a1b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/91000000/90090000/90087300/90087205/02bbf7d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Endless Mountain Top Views from All The Way Up! [](https://www.expedia.co.uk/Nellysford-Hotels-Endless-Mountain-Top-Views-From-All-The-Way-Up.h90087205.Hotel-Information) Wintergreen Resort 10/10 Exceptional (96 reviews) "Highly recommend staying at this beautiful condo! The kitchen has everything you need, the views are breath-taking, the condo is very clean, and the hosts are very communicative and helpful. Will definitely stay here again the next time we travel to the area!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Allison N. £250 includes taxes & fees 10 Feb - 11 Feb [](https://www.expedia.co.uk/Nellysford-Hotels-Endless-Mountain-Top-Views-From-All-The-Way-Up.h90087205.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120090000/120087400/120087344/ae25bee5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120090000/120087400/120087344/170802a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/121000000/120090000/120087400/120087344/0ab107dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120090000/120087400/120087344/ac376d0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 3BR 3BA Pet Friendly Resort Condo [](https://www.expedia.co.uk/Nellysford-Hotels-Spacious-3BR-3BA-Pet-Friendly-Resort-Condo.h120087344.Hotel-Information) Wintergreen Resort 10/10 Exceptional (3 reviews) "Awesome just Awesome place. Definitely recommend this place. Very well taken care of and everything you needed all rolled into one place. Thank you so much again and we will definitely be coming back. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lance B. £295 includes taxes & fees 1 Mar - 2 Mar [](https://www.expedia.co.uk/Nellysford-Hotels-Spacious-3BR-3BA-Pet-Friendly-Resort-Condo.h120087344.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/112000000/111310000/111307900/111307828/9bc2c3df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/112000000/111310000/111307900/111307828/d370f505.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/112000000/111310000/111307900/111307828/5599d561.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/112000000/111310000/111307900/111307828/956722d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain View Vista: Resort Condo w/ Views [](https://www.expedia.co.uk/Nellysford-Hotels-NEW-Mountain-View-Vista-Resort-Condo-W-Views.h111307828.Hotel-Information) Wintergreen Resort 9.2/10 Wonderful (10 reviews) "It was so clean and comfortable. Waking up early in the working to watch the sunrise over the mountains was majestic. Highly recommend this get away!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cindy £215 includes taxes & fees 2 Mar - 3 Mar [](https://www.expedia.co.uk/Nellysford-Hotels-NEW-Mountain-View-Vista-Resort-Condo-W-Views.h111307828.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/20000000/19630000/19624500/19624409/w1999h1499x0y0-c0bbd045.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel cot, free WiFi](https://images.trvl-media.com/lodging/20000000/19630000/19624500/19624409/8d292a1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/20000000/19630000/19624500/19624409/1ab79e09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19630000/19624500/19624409/4f6b0467.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### You deserve it all! Awesome Views, Comfy Condo & Elevator! [](https://www.expedia.co.uk/Charlottesville-Hotels-You-Deserve-It-All-Awesome-Views.h19624409.Hotel-Information) Chestnut Springs 9.8/10 Exceptional (203 reviews) "Nice view along with a spacious layout. Was very nice location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel £246 includes taxes & fees 1 Mar - 2 Mar [](https://www.expedia.co.uk/Charlottesville-Hotels-You-Deserve-It-All-Awesome-Views.h19624409.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/125000000/124610000/124607700/124607687/bb104833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/125000000/124610000/124607700/124607687/b4d38fea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/125000000/124610000/124607700/124607687/c4883d13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/125000000/124610000/124607700/124607687/c4d48c0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wintergreen Resort - Ski Slopes, Hike, Swim, & Golf [](https://www.expedia.co.uk/Nellysford-Hotels-Wintergreen-Resort-Ski-Slopes.h124607687.Hotel-Information) Wintergreen Resort £228 includes taxes & fees 18 Feb - 19 Feb [](https://www.expedia.co.uk/Nellysford-Hotels-Wintergreen-Resort-Ski-Slopes.h124607687.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76990000/76980800/76980781/9ebdff32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76990000/76980800/76980781/b937af11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76990000/76980800/76980781/142bac58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76990000/76980800/76980781/f62c61a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Diamond Adventure at Wintergreen Resort \*FULLY UPDATED\* [](https://www.expedia.co.uk/Nellysford-Hotels-Diamond-Adventure-At-Wintergreen-Resort.h76980781.Hotel-Information) Wintergreen Resort 10/10 Exceptional (30 reviews) "Great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel W. £409 includes taxes & fees 25 Feb - 26 Feb [](https://www.expedia.co.uk/Nellysford-Hotels-Diamond-Adventure-At-Wintergreen-Resort.h76980781.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.co.uk/Hotel-Search?startDate=2026-02-23&endDate=2026-02-24®ionId=10811&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find holiday rentals that suit your style Cabins [](https://www.expedia.co.uk/Hotel-Search?destination=Wintergreen%2C+Virginia%2C+United+States+of+America®ionId=10811&latLong=37.884861%2C-78.899467&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=CABIN) 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=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=APART_HOTEL) 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=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=APARTMENT) 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=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&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=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=VACATION_HOME) 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=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=COTTAGE) 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=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&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-Condos.d10811-aaCondos.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWintergreen-Condos.d10811-aaCondos.Travel-Guide-Accommodation) ## Top Wintergreen Hotel Reviews ![Top of Mountain 2 BR Condo, Short Walk to scenic overlooks of the Mtns. in Fall](https://images.trvl-media.com/lodging/68000000/67620000/67610200/67610139/337b5b81_y.jpg) ### Top of Mountain 2 BR Condo, Short Walk to scenic overlooks of the Mtns. in Fall 10/10 Excellent "All was perfect. Beautiful and comfy. " [](https://expedia.co.uk/Charlottesville-Hotels-Vrbo-Property.h67610139.Hotel-Information) ![Dobie condo, renovated top to bottom! LOTS OF DETAILED INFO LISTED ☺️](https://images.trvl-media.com/lodging/41000000/40900000/40894200/40894108/228cd4e3_y.jpg) ### Dobie condo, renovated top to bottom! LOTS OF DETAILED INFO LISTED ☺️ 10/10 Excellent "We come to Wintergreen every year and this has been our favorite condo. Close to everything, clean, and comfortable. We have 2 young boys who are still learning to ski so this location was perfect for us. We can’t wait to come back!" [](https://expedia.co.uk/Charlottesville-Hotels-Prime-Locationdobie-Newly-Renovated-20192020-Plan-A-Little-Getaway.h40894108.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 view was incredible. The porch/deck was updated with composite material and stylish wire railings.The condo was very clean.The kitchen was well stocked with necessary cooking utensils. The decor was a bit outdated, but that wasn't a big deal to us. We liked the retro look. The fireplace was really nice. The available firewood was well seasoned and hearth was great for sitting and getting warmed up quickly. The only real complaint was with the bed in the primary bedroom. It wasn't very comfortable. " [](https://expedia.co.uk/Nellysford-Hotels-Breathtaking-Mountain-Views-In-A-2-Bedroom-Condo-At-Wintergreen-Resort.h116728114.Hotel-Information) ![Diamond Adventure at Wintergreen Resort *FULLY UPDATED*](https://images.trvl-media.com/lodging/77000000/76990000/76980800/76980781/e36b50fc_y.jpg) ### Diamond Adventure at Wintergreen Resort \*FULLY UPDATED\* 10/10 Excellent "It was perfect and as described! Great location, great view of one of the main ski runs. Seemed to be updated recently and super clean! The massage chair is a GREAT Touch after you are done skiing. Couldn't recommend this place any higher, It was Great!" [](https://expedia.co.uk/Nellysford-Hotels-Diamond-Adventure-At-Wintergreen-Resort.h76980781.Hotel-Information) ![Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes](https://images.trvl-media.com/lodging/30000000/29860000/29852700/29852618/f4cdee3d_y.jpg) ### Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes 10/10 Excellent "This is our 4th stay at this condo and as always it’s been clean and cozy. We love it here and will be back soon! " [](https://expedia.co.uk/Charlottesville-Hotels-Wintergreen-Pet-Friendly-Condo-Wwifi.h29852618.Hotel-Information) ![Serenity Cabin-Woodland Retreat](https://images.trvl-media.com/lodging/110000000/109550000/109542600/109542556/5164314f_y.jpg) ### Serenity Cabin-Woodland Retreat 10/10 Excellent "We loved the house! It was perfect for our gang." [](https://expedia.co.uk/Nellysford-Hotels-Serenity-Cabin-3-Bedroom-Woodland-Retreat-In-Wintergreen.h109542556.Hotel-Information) ![New Build! Log Cabin with Hot Tub in Wintergreen](https://images.trvl-media.com/lodging/120000000/119320000/119318700/119318633/d3789b54_y.jpg) ### New Build! Log Cabin with Hot Tub in Wintergreen 10/10 Excellent "It was a beautiful home. Very clean and the kitchen was well stocked with appliances and pans, etc. Was very convenient for skiing at the mountain. Beautiful views. Would stay again!" [](https://expedia.co.uk/Nellysford-Hotels-New-Build-Log-Cabin-With-Hot-Tub-In-Wintergreen.h119318633.Hotel-Information) ![WINTERGREEN RESORT HOME WITH BLUE RIDGE VIEWS](https://images.trvl-media.com/lodging/49000000/48840000/48830800/48830715/2a174ad4_y.jpg) ### WINTERGREEN RESORT HOME WITH BLUE RIDGE VIEWS 10/10 Excellent "Great, timely communication. Beautiful, comfortable condo in close proximity to Wintergreen." [](https://expedia.co.uk/Charlottesville-Hotels-Wintergreen-Resort-Home-With-Blue-Ridge-Views.h48830715.Hotel-Information) ![Best views on Mountain! Breathtaking 5 Star condo!. Booking NOW for 2026! ](https://images.trvl-media.com/lodging/31000000/30510000/30501600/30501528/922abceb_y.jpg) ### Best views on Mountain! Breathtaking 5 Star condo!. Booking NOW for 2026! 10/10 Excellent "What an amazing home! Just incredible views from the floor to ceiling windows. We loved everything about this home. Beds were very comfortable. Plenty of room for us 4 adults. The host, Maureen, was very helpful and quick to respond with any questions we had. I would definitely book here again. We had such a relaxing stay. " [](https://expedia.co.uk/Nellysford-Hotels-Best-Views-On-Mountain-Breathtaking-5-Star-Available-August-26-31-BOOK-NOW.h30501528.Hotel-Information) ## Find out more about Wintergreen ## Wintergreen Condo Rentals information | Number of reviews | 1,207 | | ----------------- | ----------------- | | Accommodation | 298 Condo Rentals | | Lowest Price | £182 | | Highest Price | £409 | ## Frequently asked questions ### How much do condos in Wintergreen cost? ### Why book your condo in Wintergreen with Expedia? ### How can I find cheap condos in Wintergreen? ### What is there to do in Wintergreen near my condo? ## Explore a world of travel with Expedia - More ways to book - [Book Condo Rentals in Wintergreen on Expedia.com ](https://www.expedia.com/Wintergreen-Condos.d10811-aaCondos.Travel-Guide-Accommodation)