Title: Wintergreen Condo Rentals from CA $323 | Expedia.ca [Hotels in Wintergreen](https://expedia.ca/Wintergreen-Hotels.d10811.Travel-Guide-Hotels)[Vacation Rentals in Wintergreen](https://expedia.ca/Wintergreen-Vacation-Rentals.d10811.Travel-Guide-VacationRentals)[Things to do in Wintergreen](https://expedia.ca/Things-To-Do-In-Wintergreen.d10811.Travel-Guide-Activities)[Wintergreen Car Rentals](https://expedia.ca/Car-Rentals-In-Wintergreen.d10811.Car-Rental-Guide)[Wintergreen Vacation Packages](https://expedia.ca/Wintergreen.d10811.Destination-Travel-Guides) ![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 # Search Condos Rentals in Wintergreen from CA $323 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](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 [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Feb 27 - Mar 1](https://www.expedia.ca/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 four months [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Wintergreen Condo Rentals ![Interior](https://images.trvl-media.com/lodging/110000000/109100000/109092800/109092787/93f9d9bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109100000/109092800/109092787/232bfb44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/110000000/109100000/109092800/109092787/68a8e7c9.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/b003bae6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining Wintergreen Resort 10/10 Exceptional (24) "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. CA $126 CA $399 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Nellysford-Hotels-Modern-Wintergreen-Retreat-3-Min-From-Slopes.h109092787.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/69000000/68080000/68076800/68076715/3c2ad4b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68080000/68076800/68076715/79d4e134.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68080000/68076800/68076715/319b2ae2.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) ### Wintergreen. Sunset Vista Villa - Sea of Mountains Wintergreen Resort 10/10 Exceptional (91) "Beautiful property! Had everything we needed and was very clean! Highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amanda W. CA $164 CA $370 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Charlottesville-Hotels-Stunning-Condo-Sunset-Vista-Villa.h68076715.Hotel-Information) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/100000000/99240000/99231000/99230991/b73ebb05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99240000/99231000/99230991/2887374b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/100000000/99240000/99231000/99230991/43bd17c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99240000/99231000/99230991/ac8a6741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish-Updated-Central -Walk to Slopes-Dogs OK! Wintergreen Resort 9.8/10 Exceptional (27) "Great little place for family to rest after long days of hiking!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) joseph G. CA $102 CA $323 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Nellysford-Hotels-Stylish-Updated-Central-Walk-To-Slopes-Dogs-OK.h99230991.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096798/53d40131.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096798/e57932c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096798/w1273h849x4y3-b64d948a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Modern Mountain Condo Wintergreen Resort 10/10 Exceptional (33) "Fantastic stay at the Modern Mountain Condo! The check-in process was a breeze, the location is exactly as pictured and was very clean. Spacious location for a couples getaway. Host was extremely responsive to any questions and provided us great instructions and details about the space. Will stay again in the future! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelsey N. CA $140 CA $336 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Nellysford-Hotels-NEW-Modern-Mountain-Condo-WPool.h77096798.Hotel-Information) ![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) ![Interior](https://images.trvl-media.com/lodging/44000000/43420000/43414900/43414813/6fa06431.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/44000000/43420000/43414900/43414813/bd661df8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Escape to the Blue Ridge Mountains at Wine-tergreen! Wintergreen Resort 9.8/10 Exceptional (123) "The condo was very nice. Located on top of the mountain resort having spectacular views for the outlook just a short walk away. We will be boocking again for our next trip. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $150 CA $344 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Bouvet-Island-Hotels-Vrbo-Property.h43414813.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) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102330000/102325400/102325315/a92ed0cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wintergreen Condo -Steps to Ski and restaurants Wintergreen Resort 9.8/10 Exceptional (29) "Had everything we needed, snacks and coffee were great for a cold weekend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael L. CA $159 CA $375 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Nellysford-Hotels-Wintergreen-Condo-Steps-To-Ski-And-Restaurants.h102325315.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/57000000/56550000/56543700/56543658/a870a931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/57000000/56550000/56543700/56543658/bc03c18d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/57000000/56550000/56543700/56543658/093de133.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/57000000/56550000/56543700/56543658/90-e785bc8a.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 Roseland 9.6/10 Exceptional (142) "Great stay in Wintergreen!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pete K. CA $154 CA $348 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Charlottesville-Hotels-Pet-Friendly-Wintergreen-Piso-1BD-2BA-Reserva-Ahora-Para-La-Temporada-De-Esqui.h56543658.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) ![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) ![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95270000/95269300/95269237/d40343ff.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) ### Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course Roseland 9.8/10 Exceptional (21) "Excellent throughout" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) katherine CA $168 CA $352 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Nellysford-Hotels-Cozy-1-Bedroom-Condo-Off-12th-Hole-At-Devils-Knob-Golf-Course.h95269237.Hotel-Information) ![](https://images.trvl-media.com/lodging/28000000/27770000/27767700/27767679/3ac798a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/28000000/27770000/27767700/27767679/12a54ff8.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/28000000/27770000/27767700/27767679/4641225d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2br/2ba: Million Dollar View from Luxury Condo on the Ridge. Roseland 9.0/10 Wonderful (301) "Great view!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Suzanne W. CA $138 CA $331 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Nellysford-Hotels-2br2ba-Million-Dollar-View-From-Luxury-Condo-On-The-Ridge.h27767679.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718013/6a8171b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718013/b2ffc97d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718013/d81b69fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718013/70001ab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Condo in the Sky! Finest in Wintergreen! Wintergreen Resort 10/10 Exceptional (26) "Great views" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Arpit N. CA $442 CA $760 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Nellysford-Hotels-Luxury-Condo-In-The-Sky-Finest-In-Wintergreen.h96718013.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/115000000/114160000/114150300/114150295/42c89d61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/115000000/114160000/114150300/114150295/974f0f4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114160000/114150300/114150295/6f8277a0.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/bd8e69ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Overlook 180 degree views w/Peloton! Wintergreen Resort 9.0/10 Wonderful (2) "Property exactly as promised, owner did a great job communicating before the stay.View was perfection, kitchen had two of everything I needed." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) harvey p. CA $168 CA $447 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Nellysford-Hotels-Overlook-180-Degree-Views-WPeloton.h114150295.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120090000/120087400/120087344/0ca17bc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/121000000/120090000/120087400/120087344/5d9cc318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120090000/120087400/120087344/a99e93cd.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) ### Cozy Modern getaway at Wintergreen Resort with skiing, hiking & Blue Ridge Views Wintergreen Resort 10/10 Exceptional (1) "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. CA $165 CA $434 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Nellysford-Hotels-Pet-Friendly-3BR3BA-Condo-At-Wintergreen-Resort-Golf-Views-Year-Round-Fun.h120087344.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) ![Interior](https://images.trvl-media.com/lodging/113000000/112300000/112292500/112292463/44500444.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/f1b30293.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books](https://images.trvl-media.com/lodging/113000000/112300000/112292500/112292463/50d9abce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cute Condo in Wintergreen Resort Roseland 10/10 Exceptional (2) "Great Location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas W. [](https://www.expedia.ca/Nellysford-Hotels-Cozy-Cute-Condo-In-Wintergreen-Resort.h112292463.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/91000000/90240000/90233100/90233005/c2978783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90240000/90233100/90233005/dfeae95a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90240000/90233100/90233005/976e56e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Panoramic Peak: Wintergreen Condo with Views Wintergreen Resort 9.6/10 Exceptional (32) "With its breathtaking views, this property is a hidden gem. It is also very well maintained. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Abhishek S. CA $194 CA $411 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Nellysford-Hotels-Panoramic-Peak-Wintergreen-Condo-With-Views.h90233005.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102450000/102442100/102442025/8ed802b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102450000/102442100/102442025/593eaa05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102450000/102442100/102442025/5a21de65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/103000000/102450000/102442100/102442025/6e121a5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Inn Studio 96 with Wintergreen Advantage Wintergreen 10/10 Exceptional (1) "A wonderful condo at Wintergreen! It was great to snowboard the whole day and the next day. This was a lovely and clean place to rest. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lana CA $222 CA $378 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Nellysford-Hotels-Mountain-Inn-Studio-96-With-Wintergreen-Advantage.h102442025.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/112000000/111310000/111307900/111307828/78744a11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/112000000/111310000/111307900/111307828/a54a7818.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/112000000/111310000/111307900/111307828/85dceb55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111310000/111307900/111307828/fdef2745.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain View Vista: Resort Condo w/ Views Wintergreen Resort 9.4/10 Exceptional (8) "Beautiful view!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Serge L. CA $194 CA $411 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Nellysford-Hotels-NEW-Mountain-View-Vista-Resort-Condo-W-Views.h111307828.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102450000/102442100/102442095/5c8096d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/103000000/102450000/102442100/102442095/41c181e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/103000000/102450000/102442100/102442095/7b8c9b3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, internet, bed sheets](https://images.trvl-media.com/lodging/103000000/102450000/102442100/102442095/322fe5dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Timbers Studio 46 with Wintergreen Advantage Wintergreen 10/10 Exceptional (2) "We only stayed here for a night but it was both relaxing and quiet. The room was very clean and it was spacious for the two of us. It reminded me of a larger hotel room or a studio apartment. You could tell they had put some work into it to make it nice which I appreciated. You have to go to the front desk to check in but it’s not even a 2-minute drive from there. It took us a few minutes to locate it in the dark but that’s just because it’s so dark up there. Great place to stay on a couple... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Madison D. CA $222 CA $378 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Nellysford-Hotels-Timbers-Studio-46-With-Wintergreen-Advantage.h102442095.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102450000/102442000/102441971/ae5aa12c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, internet, bed sheets](https://images.trvl-media.com/lodging/103000000/102450000/102442000/102441971/9d3b42af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/103000000/102450000/102442000/102441971/9ae27fad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/103000000/102450000/102442000/102441971/2147662a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Inn Lodge 79 with Wintergreen Advantage Wintergreen 10/10 Exceptional (1) "The Wintergreen resort is beautiful, and this rented condo more than met our expectations. It was very clean and well-stocked with dishes/cookware/utensils/Keurig coffee machine, towels, hair dryers (2), and toiletries. The unit has two TVs complete with 123 cable channels. The bed in the loft is very comfortable. We plan to stay there again in the future. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marlena E B. CA $236 CA $416 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Nellysford-Hotels-Mountain-Inn-Lodge-79-With-Wintergreen-Advantage.h102441971.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102450000/102441900/102441819/119bea0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/103000000/102450000/102441900/102441819/d841e912.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/103000000/102450000/102441900/102441819/fd972b66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/103000000/102450000/102441900/102441819/449dd186.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Northridge 03 with Wintergreen Advantage Wintergreen 10/10 Exceptional (1) "We spent the day brewery hopping and came back to relax. Had so much fun and will be returning to this property. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Courtney A. CA $376 CA $640 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Nellysford-Hotels-Northridge-03-With-Wintergreen-Advantage.h102441819.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100940000/100930600/100930516/a76826cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100940000/100930600/100930516/65604bd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100940000/100930600/100930516/8ae7cdcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100940000/100930600/100930516/43c452f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New Listing!100 FT FROM THE SLOPES! 4bd/3bth Ski In/Out Dobie Condo + Loft ❄⛄⛷🏂 Wintergreen Resort 9.6/10 Exceptional (10) "Great location, communicative host! I would definitely stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jaime B. CA $398 CA $868 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Nellysford-Hotels-New-Listing100-FT-FROM-THE-SLOPES-4bd3bth-Ski-InOut-Dobie-Condo-Loft.h100930516.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.ca/Hotel-Search?startDate=2025-12-15&endDate=2025-12-16®ionId=10811&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AA_BF_PROMO_10811) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.ca/Hotel-Search?destination=Wintergreen%2C+Virginia%2C+United+States+of+America®ionId=10811&latLong=37.884861%2C-78.899467&adults=2&startDate=2026-03-01&d1=2026-03-01&endDate=2026-03-04&d2=2026-03-04&lodging=CABIN) Condos [](https://www.expedia.ca/Hotel-Search?destination=Wintergreen%2C+Virginia%2C+United+States+of+America®ionId=10811&latLong=37.884861%2C-78.899467&adults=2&startDate=2026-03-01&d1=2026-03-01&endDate=2026-03-04&d2=2026-03-04&lodging=CONDO) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Wintergreen%2C+Virginia%2C+United+States+of+America®ionId=10811&latLong=37.884861%2C-78.899467&adults=2&startDate=2026-03-01&d1=2026-03-01&endDate=2026-03-04&d2=2026-03-04&lodging=VACATION_HOME) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Wintergreen%2C+Virginia%2C+United+States+of+America®ionId=10811&latLong=37.884861%2C-78.899467&adults=2&startDate=2026-03-01&d1=2026-03-01&endDate=2026-03-04&d2=2026-03-04&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Wintergreen%2C+Virginia%2C+United+States+of+America®ionId=10811&latLong=37.884861%2C-78.899467&adults=2&startDate=2026-03-01&d1=2026-03-01&endDate=2026-03-04&d2=2026-03-04&lodging=APARTMENT) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Wintergreen%2C+Virginia%2C+United+States+of+America®ionId=10811&latLong=37.884861%2C-78.899467&adults=2&startDate=2026-03-01&d1=2026-03-01&endDate=2026-03-04&d2=2026-03-04&lodging=COTTAGE) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Wintergreen%2C+Virginia%2C+United+States+of+America®ionId=10811&latLong=37.884861%2C-78.899467&adults=2&startDate=2026-03-01&d1=2026-03-01&endDate=2026-03-04&d2=2026-03-04&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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWintergreen-Condos.d10811-aaCondos.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWintergreen-Condos.d10811-aaCondos.Travel-Guide-Accommodation) ## Top Wintergreen Hotel Reviews ![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 "Host was welcoming, accommodating, and communicative. The condo was so cute, quant and the perfect size. The view was spectacular and loved waking up to it every morning! Check in and check out was simple and easy. Will definitely come back!" [](https://expedia.ca/Nellysford-Hotels-Breathtaking-Mountain-Views-In-A-2-Bedroom-Condo-At-Wintergreen-Resort.h116728114.Hotel-Information) ![Wintergreen. Sunset Vista Villa - Sea of Mountains](https://images.trvl-media.com/lodging/69000000/68080000/68076800/68076715/3c2ad4b6_y.jpg) ### Wintergreen. Sunset Vista Villa - Sea of Mountains 10/10 Excellent "Comfortable condo, nice view, easy instructions and clear responsive communication. Seasonal decorations were a nice bonus. We will be returning. " [](https://expedia.ca/Charlottesville-Hotels-Stunning-Condo-Sunset-Vista-Villa.h68076715.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 "Beautiful location. " [](https://expedia.ca/Nellysford-Hotels-Best-Views-On-Mountain-Breathtaking-5-Star-Available-August-26-31-BOOK-NOW.h30501528.Hotel-Information) ![Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining](https://images.trvl-media.com/lodging/110000000/109100000/109092800/109092787/93f9d9bc_y.jpg) ### Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining 10/10 Excellent "The home was clean and in a great location to explore the Wintergreen area. Host was welcoming and responsive." [](https://expedia.ca/Nellysford-Hotels-Modern-Wintergreen-Retreat-3-Min-From-Slopes.h109092787.Hotel-Information) ![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 "Very cozy home. Clean and comfortable. Wonderful area for a Fall getaway. " [](https://expedia.ca/Nellysford-Hotels-2-Bedroom-Condo-At-The-Top-Of-The-Mountain.h67610139.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 "comfortable place, host thought of everything really" [](https://expedia.ca/Charlottesville-Hotels-Wintergreen-Pet-Friendly-Condo-Wwifi.h29852618.Hotel-Information) ![New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly](https://images.trvl-media.com/lodging/57000000/56550000/56543700/56543658/a870a931_y.jpg) ### New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly 10/10 Excellent "Wonderful place. Cozy, clean, and a lot of thoughtful additions like providing shampoo/conditioner, etc. Would def stay again. " [](https://expedia.ca/Charlottesville-Hotels-Pet-Friendly-Wintergreen-Piso-1BD-2BA-Reserva-Ahora-Para-La-Temporada-De-Esqui.h56543658.Hotel-Information) ![Recently updated - breathtaking view of the Blue Ridge Mountains](https://images.trvl-media.com/lodging/75000000/74880000/74871900/74871843/86d0d842_y.jpg) ### Recently updated - breathtaking view of the Blue Ridge Mountains 10/10 Excellent "We came to enjoy the weather and foliage. We explored some of local favorites and tried new experiences like Crab Tree falls and Belties breakfast on 151. We also discovered some new wine spots. Overall the Ledges provided the best views of our stay and loved our accommodations. We’ll be back in the spring! " [](https://expedia.ca/Nellysford-Hotels-Recently-Updated-Watch-Fireworks-From-The-Deck.h74871843.Hotel-Information) ![Wintergreen Retreat - bespoke luxury post & beam home on Devils Knob loop](https://images.trvl-media.com/lodging/34000000/33490000/33484800/33484712/31658c2d_y.jpg) ### Wintergreen Retreat - bespoke luxury post & beam home on Devils Knob loop 10/10 Excellent "This house was perfect for a cozy fall getaway with friends. The kitchen had everything we needed (we cooked a lot!) and the large windows provided a beautiful backdrop for hours of card games and movie watching on the big comfy couches. Truly a five star stay!" [](https://expedia.ca/Nellysford-Hotels-Wintergreen-Retreat-Bespoke-Luxury-Post-Beam-Home-On-Devils-Knob-Loop.h33484712.Hotel-Information) ## Find out more about Wintergreen ## Wintergreen Condo Rentals information | Number of reviews | 841 | | --- | --- | | Accommodation | 298 Condo Rentals | | Lowest Price | CA $323 | | Highest Price | CA $868 | ## Frequently asked questions ### How much do condos in Wintergreen cost? > You can expect to pay from CA $323 to CA $868 per night for condos in Wintergreen. No matter your budget, a terrific stay is a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply. ### Why book your condo in Wintergreen with Expedia? > Booking a condo in Wintergreen is as simple as clicking on your travel dates and selecting a place suited to your needs. Chasing something low cost or luxurious, or a property that also comes with a pool and free WiFi? Use Expedia's search filters to narrow your results even further and find your dream fit. ### How can I find cheap condos in Wintergreen? > Expedia can help you easily source cheap condos in Wintergreen. To lock in a terrific stay in a matter of clicks, try out our handy filter tool to refine your search results by budget, amenities and star rating. ### What is there to do in Wintergreen near my condo? > The ideal travel accessory is a well-planned to-do list. 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