Title: The Osprey with Wintergreen Advantage - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=102442123&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # The Osprey with Wintergreen Advantage Lakefront vacation home with kitchen and balcony ## Photo gallery for The Osprey with Wintergreen Advantage ![Exterior - The Osprey with Wintergreen Advantage (Wintergreen)](https://images.trvl-media.com/lodging/103000000/102450000/102442200/102442123/6f56261f.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Dining - The Osprey with Wintergreen Advantage (Wintergreen)](https://images.trvl-media.com/lodging/103000000/102450000/102442200/102442123/721124c2.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Pool - The Osprey with Wintergreen Advantage (Wintergreen)](https://images.trvl-media.com/lodging/103000000/102450000/102442200/102442123/3b4a5fc1.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV - The Osprey with Wintergreen Advantage (Wintergreen)](https://images.trvl-media.com/lodging/103000000/102450000/102442200/102442123/8eab308a.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - The Osprey with Wintergreen Advantage (Wintergreen)](https://images.trvl-media.com/lodging/103000000/102450000/102442200/102442123/29972afa.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Perched among the trees and rock outcroppings of Wintergreen Mountain, The Osprey offers a tranquil retreat with two spacious living areas, a wood burning fireplace on the main level and gas fireplace in the lower level. With access to all resort amenities as a Wintergreen Resort guest, enjoy billiards on site or unwind with central heat/air conditioning. ### Entire home 3 bedrooms3 bathroomsSleeps 62576 sq ft ## Popular amenities - Pool - Kitchen - Washer - Dryer - Air conditioning - Outdoor Space ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### The Osprey with Wintergreen Advantage 3-Bedroom Home / Sleeps 6 Home Features • 2,576 Square feet • Three bedrooms: One King / One Queen / One Queen • Three bathrooms • Two living areas, with open floor plan • Wood burning fireplace on the main level living room • Billiard room open to the terrace level living room • Gas fireplace in the terrace level living room • Washer/Dryer • Central heat/air conditioning Come enjoy the freedom and tranquility of The Osprey perched among the trees and rock out cropping of Wintergreen Mountain, Laurel Springs area. As a Wintergreen Resort guest, you have access to all resort amenities. Need to spread out? The Osprey offers only 4 steps to entry, two generous, open concept living areas. The bright and airy main floor family room features a 2-story vaulted ceiling with wood burning fireplace, flat panel TV, custom furniture, and ample seating. The lower level living area is perfect for entertaining another large TV and gas burning fireplace with open concept to the Billiard room and enlarged deck. The Osprey has something for everyone. It is ideal for family gatherings, romantic weekends or adventurous getaways. Although it is easy to make reservations on-line, our vacation planners would be delighted to talk with you and offer personalized assistance with securing the ideal lodging location and activity reservations resort-wide. They are experts on how to make your Wintergreen Resort escape amazing! ## Property amenities ### Ski - Close to skiing - Snowboarding nearby ### Pool/Spa - Communal pool ### Internet - Available in the house: Internet access ### Parking and transportation - Electric car charging station on site - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Microwave - Oven - Refrigerator - Stovetop ### Bedrooms - 3 bedrooms - Bedsheets provided ### Bathroom - 3 bathrooms - Hair dryer - Towels provided ### Living spaces - Separate dining area ### Entertainment - Games - TV with cable/satellite channels ### Outdoor areas - Balcony ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Phone ### Location highlights - In the mountains - Near a health/beauty spa - On a lake ### Things to do - Golf - Fishing nearby - Hiking/biking trails nearby - Kayaking nearby ### Safety features - Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector) - Smoke detector (host has indicated there is a smoke detector on the property) - Fire extinguisher ### General - Electric car charging station - Property located in a resort - Unit size: 2,576 square feet ## Similar properties ![Outdoor spa tub](https://images.trvl-media.com/lodging/117000000/116430000/116427300/116427236/3d285c2b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Mountain Views, Hot Tub, Impeccable Design Wintergreen Resort - Pool - Hot tub - Kitchen - Washer 9.2 Wonderful 5 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-05&endDate=2026-01-06&selected=116427236&PinnedHotelID=116427236&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/120000000/119670000/119670000/119669999/1a9e7af5.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Wintergreen Ski Resort: Waterfall Hikes, Bike, Fish, Spa, Pool, Wineries and Bre Wintergreen Resort - Pool - Hot tub - Kitchen - Washer 10 Exceptional 1 review CA $444 CA $779 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-04&endDate=2026-01-05&selected=119669999&PinnedHotelID=119669999&HadPinnedHotel=true®ionId=-1&adults=2) ![Suite](https://images.trvl-media.com/lodging/121000000/120110000/120102000/120101942/d24315ec.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Waterfall Hikes Hike Bike Fish Ski Resort Nellysford - Parking included - Free WiFi - Outdoor Space - Barbecue grill [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-05&endDate=2026-01-06&selected=120101942&PinnedHotelID=120101942&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/103000000/102450000/102442200/102442186/2cee6423.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Serendipity with Wintergreen Advantage Wintergreen - Pool - Kitchen - Washer - Dryer 10 Exceptional 1 review [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-05&endDate=2026-01-06&selected=102442186&PinnedHotelID=102442186&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/84000000/83590000/83586300/83586287/f3e1653c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### WILDBRIAR LODGE • 6BR/6BA • MASTER SUITES • HOT TUB • GAME ROOM • MOUNTAIN VIEWS Nellysford - Pool - Hot tub - Kitchen - Washer 9.6 Exceptional 15 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-05&endDate=2026-01-06&selected=83586287&PinnedHotelID=83586287&HadPinnedHotel=true®ionId=-1&adults=2) ![Terrace/patio](https://images.trvl-media.com/lodging/123000000/122670000/122662900/122662889/7964977a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Grand Wintergreen Resort Home w/ Hot Tub! 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Chestnut Springs - Kitchen - Washer - Air conditioning - Outdoor Space 9.6 Exceptional 8 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-05&endDate=2026-01-06&selected=102940305&PinnedHotelID=102940305&HadPinnedHotel=true®ionId=-1&adults=2) ![Smart TV, fireplace, foosball, books](https://images.trvl-media.com/lodging/111000000/110360000/110351000/110350997/084023b2.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Family Fun Escape: Hot Tub, Gameroom, Fireplace, Dog Friendly, Firepits & Grill Chestnut Springs - Pool - Hot tub - Kitchen - Washer 10 Exceptional 14 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-05&endDate=2026-01-06&selected=110350997&PinnedHotelID=110350997&HadPinnedHotel=true®ionId=-1&adults=2) ![Smart TV, fireplace, table tennis, books](https://images.trvl-media.com/lodging/111000000/110880000/110871200/110871122/fa10c331.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Wintergreen Resort - Mountain home w/4-bedroom 3 bath, Hot Tub & Wifi Chestnut Springs - Pool - Hot tub - Kitchen - Washer 10 Exceptional 5 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-05&endDate=2026-01-06&selected=110871122&PinnedHotelID=110871122&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 4:00 PM Minimum check-in age: 25 ### Check-out Check-out before 11:00 AM ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions Information provided by the property may be translated using automated translation tools ### Pets Pets not allowed ### Children and extra beds Children are welcome ### Events No events allowed ### Smoking Smoking is not permitted ## Important information ### You need to know Extra-person charges may apply and vary depending on property policy Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed Onsite parties or group events are strictly prohibited Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip Host has indicated there is a smoke detector on the property Safety features at this property include a fire extinguisher This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ### Property is also known as 1235531575 ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C37.93423%2C-78.94745&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=MNeQBQ4kEyowgYvuPOzWbo4R4J0=) Wintergreen, VA #### What's nearby - Wintergreen Resort \- 14 min walk \- 1.2 km - Bold Rock Hard Cider Nellysford Cidery \- 12 min drive \- 18.8 km - Shenandoah National Park \- 15 min drive \- 19.7 km - University of Virginia \- 34 min drive \- 58.5 km - Monticello \- 40 min drive \- 66.8 km #### Getting around - Staunton Station - 43 min drive - Weyers Cave, VA (SHD-Shenandoah Valley Regional) - 62 min drive #### Restaurants - ‪Belties - ‬22 min drive - ‪Devils Backbone Brewing Company - ‬18 min drive - ‪Hill Top Berry Farm & Winery - ‬23 min drive - ‪Trager Bros Coffee Shop - ‬24 min drive - ‪Iron & Ale At Wintergreen Resort - ‬25 min drive ## Frequently asked questions ### Does The Osprey with Wintergreen Advantage have a pool? ### Is The Osprey with Wintergreen Advantage pet-friendly? ### How much is parking? ### What time is check-in at The Osprey with Wintergreen Advantage? ### What time is check-out at The Osprey with Wintergreen Advantage? ### Where is The Osprey with Wintergreen Advantage located? ## Have a question? 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