Title: Designer Home w/ Incredible Views, Sleeps 16 - Latest Reviews, Deals & Photos 2025 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Designer Home w/ Incredible Views, Sleeps 16 Family-friendly vacation home with a sauna and a hot tub ![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103190000/103186100/103186077/2b164804.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Dining](https://images.trvl-media.com/lodging/104000000/103190000/103186100/103186077/55ca1ef1.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV, video games, foosball](https://images.trvl-media.com/lodging/104000000/103190000/103186100/103186077/367dc3db.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior](https://images.trvl-media.com/lodging/104000000/103190000/103186100/103186077/f1185582.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV, video games, foosball](https://images.trvl-media.com/lodging/104000000/103190000/103186100/103186077/ee728b57.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Close to Wintergreen Resort, Designer Home w/ Incredible Views, Sleeps 16 provides a firepit, an arcade/game room, and laundry facilities. For some rest and relaxation, visit the sauna or the hot tub. Guests can connect to in-room WiFi. 9.2 Wonderful ### Entire home 6 bedrooms4 bathroomsSleeps 16 ## Popular amenities - Parking available - Hot tub - Pool - Dryer - Pet-friendly - Washer ## 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. ### Designer Home w/ Incredible Views, Sleeps 16 Welcome to Highlands Overlook, a designer-decorated home in the heart of Wintergreen. The deck is second-to-none, complete with hot tub, cedar barrel sauna, fire table, dining for 10, grill, smoker, pizza oven, and views everywhere. The light-drenched interior is equally impressive. With 6 bedrooms plus a private game room with pullout sofa, the home sleeps 16 comfortably. Plus, pet friendly! Managed by Chris at New School Hosting. There's a ton to do in the area! Highlands Overlook is about a mile to the slopes and a few minutes’ drive to all the dining and entertainment at Wintergreen. Some of the best hiking trails in the state are off the Blue Ridge Parkway (15 minutes from the home). Also nearby are two sandy-beach-entrance lakes plus a community pool for swimming, and over dozen wineries, breweries, and distilleries- all within a 30 minute drive. The home layout is as follows: Main level: (Note: just 1 small step required to enter main level from flat driveway) \- Grand living room with big screen TV \- Dining area for 10, plus room for 4 more at the kitchen bar \- Fully stocked kitchen with granite counters, stainless appliances, and gas range. Dining nook in kitchen features built-in booth seating. \- BR 1: Primary bedroom with king bed. Ensuite bathroom features double vanity and bath/shower combo. \- Game room with pullout sofa, oversized TV, electric fireplace, foosball, shuffleboard, 2 pinball machines, infinity board game table, and additional refrigerator \- Half bath \- Laundry room with full size washer and dryer \- Upper deck features dining table for 10, oversized propane grill, pellet smoker, and pizza oven Lower level: \- BR 2: King bed with lower deck access \- BR 3: King bed with lower deck access \- Hall bath with shower/tub combo \- Workspace area at end of hallway \- Lower deck features hot tub, barrel sauna, seating area with propane firepit, and multiple places to sit and enjoy the view Upper level: \- BR 4: King bed with views \- BR 5: King bed \- BR 6: Bunk room with 2 sets of twin-over-twin beds \- Hall bath with shower/tub combo \- Loft area with couch, rocking chair, and incredible views \- Highlands Overlook is pet friendly! We allow up to 4 pets with a $100 pet fee (total, not per pet or per night). We provide some helpful supplies for pet-owners. \- We provide our guests $1500 of coverage for accidental damage to the property or its contents. The cost of this is already embedded in the cleaning fee. \- Wintergreen offers hiking, skiing, snowboarding, tubing, swimming, dining, spa, ropes course, golfing, and much more. \- The end of our flat gravel driveway can fit 3 vehicles side-by-side, plus another 3-4 vehicles parked single file down the driveway. So if you have 4 or more vehicles, be prepared to have to move cars around some if somebody is blocked in. \- Wifi is fast with a strong signal throughout the house and decks. Four of the six bedrooms, the living room and game room, feature smart TVs where you can access all the main streaming services. \- We provide a fully stocked coffee bar with multiple coffee drip and Keurig options \- Linens and towels provided \- Guests can enjoy free community pool access in the summer season (though the HOA rules stipulate no more than 6 guests at a time, and the permitted hours are 2-6pm). \- Pack n play, high chair, baby monitor, and kid dishes provided \- We do require a separate rental agreement, which we will send a link to e-sign after you book. There are no additional fees beyond those listed here. ## Property amenities ### Pool/Spa - Communal pool - Hot tub - Sauna ### Internet - Available in the house: WiFi ### Parking and transportation - Electric car charging station on site - Car recommended - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Ice maker - Microwave - Oven - Refrigerator - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 6 bedrooms - Bedsheets provided ### Bathroom - 3.5 bathrooms - Bathtub or shower - Hair dryer - Towels provided ### Living spaces - Dining table ### Entertainment - Games - Smart TV - Video games ### Outdoor areas - Balcony - Barbecue grill - Firepit ### Laundry - Laundry facilities - Washing machine ### Work spaces - Desk - Desk chair ### Comfort - Air conditioning - Heating ### Pets - Pet friendly - 4 pets total ### Suitability/Accessibility - If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking. - Gravel flooring in public areas - Stair-free path to entrance - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Things to do - Arcade/game room - Foosball table - Swimming nearby ### Safety features - Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property) - Smoke detector (host has indicated there is a smoke detector on the property) - First aid kit - Fire extinguisher ### General - Electric car charging station ## Similar properties ![Outdoor dining](https://images.trvl-media.com/lodging/108000000/107560000/107557000/107556920/6bcf944f.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Family-Friendly Meets Luxury Pedlars Edge - Pool - Hot tub - Kitchen - Washer 9.6 Exceptional 5 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-08&endDate=2025-11-09&selected=107556920&PinnedHotelID=107556920&HadPinnedHotel=true®ionId=-1&adults=2) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/94000000/93350000/93341800/93341768/2e9f0ebe.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Insane Mountain Views - New Listing Wintergreen Resort - Hot tub - Kitchen - Washer - Dryer 10 Exceptional 33 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-08&endDate=2025-11-09&selected=93341768&PinnedHotelID=93341768&HadPinnedHotel=true®ionId=-1&adults=2) ![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119320000/119318700/119318633/d3789b54.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### New Build! 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If you are disrespectful / loud and asked to vacate, there will be no refund. Also, quiet hours are from 10PM to 8AM. No candles, fireworks, or open fires (except at the provided propane fire table and table-top tiki torches). No refunds due to weather. ### Pets Pets allowed Service animals are welcome, and are exempt from fees 4 total pets ### 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 indicated there is a carbon monoxide detector on the property Host has indicated there is a smoke detector on the property Safety features at this property include a fire extinguisher and a first aid kit 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 ### We should mention A car is recommended for transportation to and from this property ## About the area Roseland is home to this vacation home. Wintergreen Resort and Bold Rock Hard Cider Nellysford Cidery are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Shenandoah National Park and Rockfish Gap Entrance Shenandoah. Traveling with kids? Consider Wildlife Center of Virginia and War Fields. Take an opportunity to explore the area for water adventures such as swimming. [Visit our Roseland travel guide](https://www.expedia.ca/Roseland.dx6361484) [View more Vacation homes in Roseland](https://www.expedia.ca/Roseland-Private-Vacation-Homes.d6361484-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=37.92186,-78.946846&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:unnfFxhz%60N%3FS%3FS%3FS%3FS%40S%40S%40S%40S%40SBS%40S%40QBSBSBQBSBQBSDQDQBSDQDQDQFSDOFQDQFQFOFQFQFOFOHOHOFQHMHOHOHMHOHMJMHMJMHMJMJMJKJKLMJKJIJKLKJILILKJILILGLKLELILGNGLGLELGNELENELENELENCNCLCNCNANCLANANANALAN%3FN%3FN%3FN%3FN%3FN%3FL%40N%40N%40N%40N%40LBN%40NBNBLBNBLDNDNDLDNDLDLFLDNFLFLFLHLFLHLFLHLHJJLHJHLJJJLJJHJLJJJJJLJLHLJLJLHLHLHNJLHNFNHNHNFNHNFNFNFPHPDNFPFPDPDNFRDPDPDPBRDPDPBRBPBRBPBRBR%40PBR%40R%40R%40R%40R%40R%40R%3FR%3FR%3FR%3FR%3FP%3FR%3FR%3FRARARARARARARCRAPCRCRCPCRCPCREPEPCREPEPEPGRENEPGPGPENIPGPGNGNINGNINIPGLINKLINILINKJKLILKLKLKJKJKLKHMJKJMJKHMHKJMHMHMFMHMFMHMFMFOFMDMFMDODMDODODMDOBMBOBOBOBM%40O%40O%40O%40O%40M%40O%3FO%3FO%3FO%3FO%3FO%3FMAOAOAOAMAOAOCOCMCOCOCMEOEMEOEMEOEMGMEMGOGMGMIMEMKMGMIKIMKMIKIMKKKKIKKMMKKKKKMKMIMKMIKKOIMIOIMIOIMIOGQIOIOGOGOGQGQGOGQEQGQEOGSEQEQEQCSEQEQCSCQCSCQCSCSAQASCSASASASASAS%3FS%3FS%3FS%3FQ&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=Sw29pqktQpvH2ypyibVPJlJ4klE=) Wintergreen Resort, VA ### What's nearby - Wintergreen Resort - 1 min walk - 0.0 km - Raven's Roost Overlook - 4 min drive - 2.4 km - Bold Rock Hard Cider Nellysford Cidery - 14 min drive - 15.3 km - Stoney Creek Golf Course - 20 min drive - 20.1 km - Sherando Lake Recreation Area - 22 min drive - 13.6 km ### Getting around - Staunton Station - 48 min drive - Weyers Cave, VA (SHD-Shenandoah Valley Regional) - 62 min drive ### Restaurants - ‪Trager Bros Coffee Shop - ‬22 min drive - ‪Hill Top Berry Farm & Winery - ‬21 min drive - ‪Devils Backbone Brewing Company - ‬14 min drive - ‪Belties - ‬17 min drive - ‪The Market - ‬3 min drive ## Frequently asked questions ### Does Designer Home w/ Incredible Views, Sleeps 16 have a pool? > Yes, this property has a pool. ### Is Designer Home w/ Incredible Views, Sleeps 16 pet-friendly? > Yes, this property allows pets (limit 4 total). ### What time is check-in at Designer Home w/ Incredible Views, Sleeps 16? > Check-in begins at 4:00 PM. ### What time is check-out at Designer Home w/ Incredible Views, Sleeps 16? > Check-out is at 10:00 AM. ### Where is Designer Home w/ Incredible Views, Sleeps 16 located? > This family-friendly Roseland vacation home is steps from Wintergreen Resort and George Washington National Forest. Reids Gap Trailhead and Raven's Roost Overlook are also within 9 mi (15 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Designer Home w/ Incredible Views, Sleeps 16 Reviews 9.2 ### Wonderful All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.[More information](https://www.expedia.ca/lp/b/content-guidelines) ### 8.0 Cleanliness ### 9.0 Location 10 - Excellent 8 8 - Good 2 6 - Okay 0 4 - Poor 1 2 - Terrible 0 ### 10/10 Excellent #### Monika N. Jul 2, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great stay spot Beautiful home, beds were comfy n plenty of room for big family!! We loved it ##### Monika N. Stayed 3 nights in Jun 2025 ### 10/10 Excellent #### david f. Apr 8, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### great family retreat perfect for family gathering layout of house, views, host very helpful ##### david f. Stayed 4 nights in Mar 2025 ### 8/10 Good #### Wendy Ertmer D. Sep 27, 2024 Liked: Check-in, communication, location, listing accuracy #### We had a lovely time! We really enjoyed our stay at the house! ##### Wendy Ertmer D. Stayed 3 nights in Sep 2024 ### 10/10 Excellent #### Kim R. Jan 9, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### The Views are Absolutely Amazing!! The views are something pictures cannot do justice. The kids loved the game room. Great house for families. ##### Kim R. Stayed 4 nights in Dec 2024 ### 10/10 Excellent #### Kathryn N. Jan 23, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Absolutely PERFECT!!!! Views, views and more views! So many activities, they really thought of everything. Best 3 days of my life, you can beat this amazing home. Owners wwre so nice and responded to messages quickly. The place was beautiful decorated. I would love to stay here again. ##### Kathryn N. Stayed 2 nights in Jan 2025 ### 10/10 Excellent #### cheryl m. Feb 21, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfect in so many ways We took our family on a ski vacation to Wintergreen. The space/house was amazing the features like the hot tub, sauna and the game room made everything work. The view was spectacular what a way to wake up.Communication with management company excellent.Sincerely,Cheryl ##### cheryl m. Stayed 4 nights in Feb 2025 ### 10/10 Excellent #### Steve R. Jan 2, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Superb home for wonderful experience Exceptional house: spacious living areas, very clean, well stocked basics for the stay, excellent kitchen with all the kit to feed large meals for many people including the cookware, flatware and kid-sized plates, flatware, bowls and cups; great game room and hot tub. The design, orientation and elevation of the home with its vaulted ceiling and glass windows provide a 180 degree spectacular vista. Well maintained house with quality features and everything - appliances, lights, heating, propane fire pit, pizza oven, sliding doors - works. Short drive to the resort center, ski school and equipment rentals. We never figured out how to operate the sauna (yes, the sauna !), and we could have used one huge cooking pot for pasta night, but the house was great all around. Highly recommend this top-of-the-line home that stands above many of the great homes we've stayed in. ##### Steve R. Stayed 5 nights in Dec 2024 ### 4/10 Poor #### Lori J. Jul 20, 2025 Liked: Check-in Disliked: Cleanliness, location, listing accuracy #### Roseland The home itself was quite large and adequate for all 17 of us. Unfortunately, it was very evident the property had not been cleaned.Immediately upon arrival we noted the driveway had poor drainage, and due to recent rains we had to walk through mud with our belongings to enter the home. The intake vents were dirty with dust and grease.Washer and dryer had to be wiped down prior to use.The tubing in the refrigerator water dispenser was moldy, so we had to buy bottled water and bags of ice for our stayBedsheets and comforter in one bedroom had to be laundered due to dog hair and muddy paw prints on the sheets. The refrigerator had old food particles that needed to be wiped up before using. The kitchen floor was dirty with food particles and hair. The outdoor cushions were unusable due to excess ground-in dirt and mildew. The Traeger smoker wasn't working and maintenance was unable to repair it in time for us to use it during the stay. Multiple nail/screw heads were noted coming through the decking. A used cat treat wrapper was found under one of the beds.The upstairs smoke alarm was disconnected and had been placed in a potted plant in the balcony area. The property has beautiful views and the overall space was great. It's unfortunate that such a beautiful home isn’t properly cared for. ![](https://a.travel-assets.com/ugc/hotel-reviews/b94b4bd8-2a99-494f-a006-5d9f435c6550-1753049778510.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![](https://a.travel-assets.com/ugc/hotel-reviews/71c20873-709e-49de-a784-5bb63a8e0f88-1753049816403.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![](https://a.travel-assets.com/ugc/hotel-reviews/4ae3d238-6b60-4034-b78e-548c27ff2fc1-1753049786540.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![](https://a.travel-assets.com/ugc/hotel-reviews/8bb24464-4a75-4fcd-86e0-98700b4d6c41-1753049807192.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ##### Lori J. Stayed 7 nights in Jul 2025 ### 8/10 Good #### Mike G. Jul 25, 2024 Liked: Check-in, communication, location, listing accuracy Disliked: Cleanliness #### NA NA ##### Mike G. 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