Title: Overlook 29 with Wintergreen Advantage Reviews, Deals & Photos 2026 - Expedia.co.uk [See all properties](http://www.expedia.co.uk/Hotel-Search?regionId=180913&destination=Nellysford%2C+Virginia%2C+United+States+of+America&selected=120096438&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire condo # Overlook 29 with Wintergreen Advantage ## Photo gallery for Overlook 29 with Wintergreen Advantage ![Exterior - Overlook 29 with Wintergreen Advantage (Wintergreen)](https://images.trvl-media.com/lodging/121000000/120100000/120096500/120096438/e8440a0d.jpg?impolicy=resizecrop&rw=598&ra=fit) ![TV - Overlook 29 with Wintergreen Advantage (Wintergreen)](https://images.trvl-media.com/lodging/121000000/120100000/120096500/120096438/5d953765.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds - Overlook 29 with Wintergreen Advantage (Wintergreen)](https://images.trvl-media.com/lodging/121000000/120100000/120096500/120096438/d605cb94.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Golf - Overlook 29 with Wintergreen Advantage (Wintergreen)](https://images.trvl-media.com/lodging/121000000/120100000/120096500/120096438/997f87a3.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Indoor pool - Overlook 29 with Wintergreen Advantage (Wintergreen)](https://images.trvl-media.com/lodging/121000000/120100000/120096500/120096438/743b4cf1.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Located close to Wintergreen Resort, Overlook 29 with Wintergreen Advantage provides golfing on-site, a sauna and a hot tub. Treat yourself to a massage or other spa services. ### Entire condo 2 bedrooms2 bathrooms1237 sq ft ## Popular amenities - Pool - Hot tub - Kitchen - Washing machine - Dryer - Air-conditioning £312 includes taxes & fees 18 Mar - 19 Mar ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire condo to yourself and will only share it with other guests in your party. ### Overlook 29 with Wintergreen Advantage Located in the Overlook condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitness Center, Devils Grill, Devils Knob Golf Course, Devils Knob Racquet Sports, and Wintergreen Nature Foundation. Bedroom 1 - One King bed, Bedroom 2 - One Queen bed. 2 baths. Full kitchen and washer/dryer in unit. Wood Fireplace. All accommodations involve stairs getting into the units. \*No Elevator\*. This unit has 15 stairs for access. Each unit is individually decorated reflecting the preferences of the private owner. \*All efforts will be made to honor the selected accommodation; however, circumstances may require an alternative unit assignment at check-in\* ## Property amenities ### Ski - Close to skiing - Snowboarding nearby ### Pool/Spa - Communal pool - Hot tub - Indoor pool - Massage - Sauna ### Internet - Available in the condo: Internet access ### Parking and transport - Electric car charging station on site - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Hob - Microwave - Oven - Refrigerator ### Bedrooms - 2 bedrooms - Bedsheets provided ### Bathroom - 2 bathrooms - Hair dryer - Shower - Towels provided ### Entertainment - TV with cable/satellite channels ### Outdoor areas - Balcony ### Laundry - Washing machine ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoke-free property ### Services and conveniences - Housekeeping on request - Phone ### Location highlights - In the mountains - Near a health/beauty spa - Near an outlet shopping centre ### Things to do - Golf - Tennis - Fishing nearby - Hiking/biking trails nearby - Kayaking nearby - Water tubing 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 - Housekeeping (on request) - Property located in a resort - Unit size: 1,237 square feet ## Similar properties ![Courtyard](https://images.trvl-media.com/lodging/13000000/12380000/12372000/12371944/09803645.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### English Inn of Charlottesville The Meadows - Pool - Breakfast included - Pet-friendly - Parking included 9.2 Wonderful 2,761 reviews £85 includes taxes & fees 1 Apr - 2 Apr [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-04-01&endDate=2026-04-02&selected=12371944&PinnedHotelID=12371944&HadPinnedHotel=true®ionId=-1&adults=2) ![Apartment (0 Bedroom) | Interior](https://images.trvl-media.com/lodging/94000000/93610000/93602900/93602884/8632b60a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Snug Wintergreen Resort Studio: Ski In & Out! Nellysford - Kitchen - Parking included - Free Wi-Fi - Air-conditioning 9.0 Wonderful 7 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-31&endDate=2026-04-01&selected=93602884&PinnedHotelID=93602884&HadPinnedHotel=true®ionId=-1&adults=2) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/30000/21600/21589/c15399b5.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Omni Charlottesville Hotel North Downtown - Pool - Hot tub - Pet-friendly - Parking included 9.2 Wonderful 1,004 reviews £157 includes taxes & fees 25 Mar - 26 Mar [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-25&endDate=2026-03-26&selected=21589&PinnedHotelID=21589&HadPinnedHotel=true®ionId=-1&adults=2) ![Breakfast and dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/20000/11200/11153/4db3dde8.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### DoubleTree by Hilton Hotel Charlottesville Rio - Pool - Free airport shuttle - Pet-friendly - Free Wi-Fi 8.2 Very good 1,003 reviews £84 includes taxes & fees 25 Mar - 26 Mar [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-25&endDate=2026-03-26&selected=11153&PinnedHotelID=11153&HadPinnedHotel=true®ionId=-1&adults=2) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/25400/25337/86a139f7.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Hampton Inn Charlottesville The Meadows - Pool - Breakfast included - Pet-friendly - Parking included 9.0 Wonderful 1,000 reviews £101 includes taxes & fees 29 Mar - 30 Mar [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-29&endDate=2026-03-30&selected=25337&PinnedHotelID=25337&HadPinnedHotel=true®ionId=-1&adults=2) ![BBQ/picnic Area](https://images.trvl-media.com/lodging/1000000/50000/43100/43077/dd27f1dd.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Sonesta ES Suites Charlottesville University Barracks Road - Pool - Breakfast included - Pet-friendly - Free Wi-Fi 8.8 Excellent 736 reviews £101 includes taxes & fees 18 Mar - 19 Mar [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-18&endDate=2026-03-19&selected=43077&PinnedHotelID=43077&HadPinnedHotel=true®ionId=-1&adults=2) ![Lounge](https://images.trvl-media.com/lodging/24000000/23840000/23830300/23830238/76b026b2.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Charlottesville Downtown/University Area Fifeville - Pool - Breakfast included - Pet-friendly - Parking included 9.0 Wonderful 953 reviews £100 includes taxes & fees 13 Apr - 14 Apr [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-04-13&endDate=2026-04-14&selected=23830238&PinnedHotelID=23830238&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor pool, pool loungers](https://images.trvl-media.com/lodging/9000000/8060000/8057300/8057244/c8114faf.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Oakhurst Inn at the University Jefferson Park Avenue - Pool - Pet-friendly - Free Wi-Fi - Restaurant 9.2 Wonderful 544 reviews £112 includes taxes & fees 25 Mar - 26 Mar [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-25&endDate=2026-03-26&selected=8057244&PinnedHotelID=8057244&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/1000000/460000/456500/456480/w2680h2041x0y840-7c2fbaa6.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Bluegreen Vacations Shenandoah Crossing, an Ascend Collection Resort Gordonsville - Pool - Hot tub - Kids’ pool - Parking included 8.2 Very good 828 reviews £99 includes taxes & fees 15 Apr - 16 Apr [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-04-15&endDate=2026-04-16&selected=456480&PinnedHotelID=456480&HadPinnedHotel=true®ionId=-1&adults=2) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93210000/93201900/93201848/23e12055.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Modern Nellysford Getaway on 40 Private Acres! Nellysford - Kitchen - Washing machine - Dryer - Parking included £457 includes taxes & fees 24 Mar - 25 Mar [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-24&endDate=2026-03-25&selected=93201848&PinnedHotelID=93201848&HadPinnedHotel=true®ionId=-1&adults=2) [Compare similar properties](/Hotel-Search?startDate=2026-03-31&endDate=2026-04-01&selected=120096438&PinnedHotelID=120096438&HadPinnedHotel=true®ionId=-1&adults=2&comparePropertyIds=120096438,12371944,93602884,21589,11153) ## 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 This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. 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 On-site 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 that there is a smoke detector on the property Safety features at this property include a fire extinguisher This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room 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 If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal. ### Property is also known as 1235670725 ## About the area Located in Wintergreen, this condo is in the mountains. Swannanoa Palace and Plumb House Museum are local landmarks, and some of the area's attractions include Wildlife Center of Virginia and War Fields. Kayaking, water tubing and fishing offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails nearby. [Visit our Wintergreen travel guide](https://www.expedia.co.uk/Wintergreen.dx10811) [View more Condo rentals in Wintergreen](https://www.expedia.co.uk/Wintergreen-Condos.d10811-aaCondos.Travel-Guide-Accommodation) ![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%7C37.92600%2C-78.94338&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=vDP78lhey6vgaVq2Rg0IRMTYx6o=) Wintergreen, VA ### What's nearby - ![Upper Shamokin Falls in the Blue Ridge Mountains, Virginia - Wintergreen Resort, Nellysford ](https://images.trvl-media.com/place/180913/57d28a55-e84c-4113-8ede-2f5eafa1ee01.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Wintergreen Resort 1 min walk \- 0.0 miles - ![Shenandoah National Park featuring a river or creek and forests as well as a couple](https://images.trvl-media.com/place/553248635823382488/3f05c44b-cf29-4c7c-80e3-ed0e8d0d7a81.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Shenandoah National Park 17 min drive \- 13.3 miles - ![Nighttime view of the Rotunda at the University of Virginia](https://images.trvl-media.com/place/6057012/63dc4a50-d9ce-48e4-bf40-7a8d7b844216.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) University of Virginia 36 min drive \- 37.4 miles - ![Monticello showing a memorial and heritage architecture](https://images.trvl-media.com/place/6082929/abf8d200-964f-48b4-a110-32e63f1774c7.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Monticello 42 min drive \- 42.6 miles - Bold Rock Hard Cider Nellysford Cidery 13 min drive \- 10.2 miles ### Getting around - Staunton Station 42 min drive - Weyers Cave, VA (SHD-Shenandoah Valley Regional) 74 min drive ### Restaurants - Belties 18 min drive - Hill Top Berry Farm & Winery 22 min drive - Iron & Ale At Wintergreen Resort 22 min drive - Devils Backbone Brewing Company 15 min drive - The Market 4 min drive ## Frequently asked questions ### Does Overlook 29 with Wintergreen Advantage have a pool? ### How much does it cost to stay at Overlook 29 with Wintergreen Advantage? ### Is Overlook 29 with Wintergreen Advantage pet-friendly? ### How much is parking at Overlook 29 with Wintergreen Advantage? ### What time is check-in at Overlook 29 with Wintergreen Advantage? ### What time is check-out at Overlook 29 with Wintergreen Advantage? ### Where is Overlook 29 with Wintergreen Advantage located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Overlook 29 with Wintergreen Advantage Reviews ### Expedia's Latest Trends ### Hotels > - [Albemarle Estate at Trump Winery](https://www.expedia.co.uk/Charlottesville-Hotels-Albemarle-Estate-At-Trump-Winery.h9758047.Hotel-Information) > - [Hampton Inn Winchester-University/Mall Area](https://www.expedia.co.uk/Winchester-Hotels-Hampton-Inn-Winchester-UniversityMall-Area.h19971.Hotel-Information) > - [Holiday Inn Express Hotel & Suites Winchester by IHG](https://www.expedia.co.uk/Winchester-Hotels-Holiday-Inn-Express-Hotel-Suites-Winchester.h1090593.Hotel-Information) > - [The Storefront](https://www.expedia.co.uk/Staunton-Hotels-The-Storefront.h19124170.Hotel-Information) > - [Days Inn by Wyndham Winchester](https://www.expedia.co.uk/Winchester-Hotels-Days-Inn-By-Wyndham-Winchester.h19613.Hotel-Information) > - [Holiday Inn Express Hotel & Suites Suffolk by IHG](https://www.expedia.co.uk/Suffolk-Hotels-Holiday-Inn-Express-Hotel-Suites-Suffolk.h1777626.Hotel-Information) > - [Travelodge by Wyndham Winchester](https://www.expedia.co.uk/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.Hotel-Information) > - [The Blackburn Inn and Conference Center](https://www.expedia.co.uk/Staunton-Hotels-The-Blackburn-Inn-And-Conference-Center.h22454998.Hotel-Information) > - [Travel Inn - Duffield](https://www.expedia.co.uk/Travel-Inn-Duffield.h109006061.Hotel-Information) > - [Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy](https://www.expedia.co.uk/Stanardsville-Hotels-Postcard-Cabins-Shenandoah.h110401521.Hotel-Information) > - [Tesla MedBed Center, East Dubuque](https://www.expedia.co.uk/East-Dubuque-Hotels-Tesla-MedBed-Center.h1076011.Hotel-Information) > - [Holiday Inn Express & Suites Price by IHG](https://www.expedia.co.uk/Price-Hotels-Holiday-Inn-Express-Suites-Price.h9253345.Hotel-Information) > - [Scandinavian Lodge](https://www.expedia.co.uk/Sister-Bay-Hotels-Scandinavian-Lodge.h16603450.Hotel-Information) > - [Hyatt Place Titusville / Kennedy Space Center](https://www.expedia.co.uk/Titusville-Hotels-Hyatt-Place-Titusville-Space-Center.h44354265.Hotel-Information) > - [Sonesta Simply Suites Hampton](https://www.expedia.co.uk/Newport-News-Hotels-Sonesta-Simply-Suites-Hampton.h67734.Hotel-Information) > - [Old Rag View Horse Farm with Log Lodge and Treehouse](https://www.expedia.co.uk/Madison-Hotels-Old-Rag-View-Horse-Farm-With-Log-Lodge-And-Treehouse.h30250722.Hotel-Information) > - [Baymont by Wyndham Mishawaka South Bend Area](https://www.expedia.co.uk/South-Bend-Hotels-Baymont-By-Wyndham-Mishawaka-South-Bend-Area.h1976.Hotel-Information) > - [Holiday Inn Express Dumfries by IHG](https://www.expedia.co.uk/Dumfries-Hotels-Holiday-Inn-Express-Dumfries.h1647511.Hotel-Information) > - [Hard Rock Hotel & Casino Bristol](https://www.expedia.co.uk/Bristol-Hotels-Hard-Rock-Hotel-Casino-Bristol.h105788615.Hotel-Information) > - [The View Hotel](https://www.expedia.co.uk/Kayenta-Hotels-The-View-Hotel.h59418009.Hotel-Information) > - [The Tides Inn](https://www.expedia.co.uk/Irvington-Hotels-The-Tides-Inn.h880319.Hotel-Information) > - [Studios and Suites 4 Less Emporia](https://www.expedia.co.uk/Emporia-Hotels-Studios-And-Suites-4-Less-Emporia.h10002.Hotel-Information) > - [Hilton Grand Vacations Club Ocean Tower Waikoloa Village](https://www.expedia.co.uk/Waikoloa-Hotels-Ocean-Tower-By-Hilton-Grand-Vacations.h28763131.Hotel-Information) > - [Holiday Inn Express Gloucester by IHG](https://www.expedia.co.uk/Gloucester-Hotels-Holiday-Inn-Express-Gloucester.h462015.Hotel-Information) > - [Hilton Garden Inn Suffolk Riverfront](https://www.expedia.co.uk/Suffolk-Hotels-Hilton-Garden-Inn-Suffolk-Riverfront.h1172221.Hotel-Information) > - [J House Greenwich](https://www.expedia.co.uk/Stamford-Hotels-J-House-Greenwich.h8392.Hotel-Information) > - [Hotel Dakota](https://www.expedia.co.uk/Killdeer-Hotels-Hotel-Dakota.h9760278.Hotel-Information) > - [Aspen Select](https://www.expedia.co.uk/Rochester-Hotels-Aspen-Select.h12245240.Hotel-Information) ---