[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Upscale and Family-Friendly in Wintergreen Family-friendly vacation home with a sauna and a hot tub ![Indoor spa tub](https://images.trvl-media.com/lodging/97000000/96500000/96498900/96498850/31eb2d68.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96500000/96498900/96498850/a5614347.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior](https://images.trvl-media.com/lodging/97000000/96500000/96498900/96498850/dd2eefd2.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV, fireplace, video games](https://images.trvl-media.com/lodging/97000000/96500000/96498900/96498850/94a1b12b.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV, fireplace, video games](https://images.trvl-media.com/lodging/97000000/96500000/96498900/96498850/269379b8.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location At Upscale and Family-Friendly in Wintergreen, you can look forward to 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 free in-room WiFi. 9.6 Exceptional ### Entire home 5 bedrooms4 bathroomsSleeps 163000 sq ft ## Popular amenities - - Parking available - 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. ### Upscale and Family-Friendly in Wintergreen Welcome to Sutton's Roost, a designer-decorated home in the heart of Wintergreen. A perfect spot for groups or families, this home boasts a hot tub, outdoor cedar sauna, and multiple outdoor seating areas. Inside, there are upscale living rooms upstairs and downstairs, plus a bunk room with a custom log cabin closet, climbing wall, and 65" TV. With 5 bedrooms total, plus a downstairs living room with a pull-out sofa, there's plenty of room for up to 16 guests. Plus, pet friendly! The house is about a 5 minute drive to the slopes, dining, and everything else Wintergreen has to offer. There's also a fantastic hiking trail with a gorgeous overlook just a few doors down from the house. If you’re willing to venture a bit further, some of the best hiking trails in the state are off the Blue Ridge Parkway (15 minutes from the cabin), two sandy-beach-entrance lakes plus a community pool for swimming, and over dozen wineries, breweries, and distilleries within a 30 minute drive. The home layout is as follows: Main level: \- Great room with ample seating and working gas log fireplace (super simple to operate) \- Kitchen with gas range and everything you need to prepare large meals, and bar seating for 4 \- Dining area with table for 10 \- BR1: Master bedroom, king bed, ensuite full bathroom \- BR2: King bed \- Full bathroom in hallway \- Upper deck with table seating for 10, propane grill, and lounge area around propane fire table Lower level: \- Additional living room / game room with shuffleboard table, arcade game, 65" TV, and sofa that converts to full bed \- BR3: King bed \- BR4: Two queens, plus kitchenette with mini-fridge, microwave and Keurig \- Full bathroom in hallway \- Lower screened-in deck with hot tub, 3-person cedar sauna, and sitting area \- Pet-door access from lower deck to fenced-in side yard \- Utility room with washer / dryer and an additional full-size refrigerator Upper level: \- BR5: Master bedroom with 2 bunk bed sets (twin over full), 4 closets (3 are themed for kids, including a custom log-cabin closet), and ensuite full bathroom Other things to note: \- Sutton's Roost 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, plus there's a small fenced-in side yard. \- We provide our guests $1500 of coverage for accidental damage to the property or its contents. The cost of this coverage is already embedded in the cleaning fee. \- Wintergreen offers hiking, skiing, snowboarding, tubing, swimming, dining, spa, ropes course, golfing, and much more. \- The large driveway can easily fit 6-7 vehicles. \- Wifi is fast with a strong signal throughout the house and decks. Four of the five bedrooms, plus the great room and the downstairs living room, feature a smart TV where you can access all the main streaming services. \- We provide a fully stocked coffee bar with multiple coffee drip and Keurig options \- 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, and board games 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. Tips for a Happy Hot Tub \- Be sure to unclip the hot tub cover before removing it. \- Please do not put anything besides people in the hot tub (like mulch or toys). \- If the water level doesn’t cover the jets, you can use the hose to add water. Please disconnect the hose when done, especially in cold weather when it could freeze. \- Always put the cover on the hot tub when not in use - this keeps the hot tub warm & filled with water. Using the plastic clips helps keep it from blowing off. \- For safety reasons, please don’t add chemicals to the hot tub yourself. If the water looks murky or has a smell, let us know, and we'll have our hot tub expert come by to treat it. \- Do not drain the hot tub. \- There's no need to turn off the hot tub. It may run the jets on low periodically to circulate water through the filter—that’s totally normal. \- Use plastic drinkware around the hot tub. ## Property amenities ### Beach - Beach towels ### Ski - Close to skiing - Snowboarding nearby ### Pool/Spa - Communal pool - Hot tub - Sauna ### Internet - Available in the house: Free WiFi ### Parking and transportation - Parking on site ### Kitchen - Blender - Coffee grinder - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Electric kettle - Ice maker - Kitchenette - Microwave - Oven - Paper towels - Refrigerator - Spices - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 5 bedrooms - Bedsheets provided ### Bathroom - 4 bathrooms - Bathtub or shower - Hair dryer - Shampoo - Shower - Soap - Toilet paper - Towels provided ### Living spaces - Dining table - Fireplace - Living room ### Entertainment - Games - Smart TV - Video games ### Outdoor areas - Barbecue grill - Firepit - Outdoor furniture - Patio ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - Pet friendly - Welcoming cats and dogs only - 4 pets total ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - In the mountains ### Things to do - Arcade/game room - Birdwatching nearby - Fishing nearby - Golfing nearby - Hiking/biking trails nearby - Kayaking nearby - Mountain biking nearby - Swimming nearby - Winery tours 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 - Deadbolt lock ### General - Unit size: 3,000 square feet ## 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=2025-10-21&endDate=2025-10-22&selected=107556920&PinnedHotelID=107556920&HadPinnedHotel=true®ionId=-1&adults=2) ![Terrace/patio](https://images.trvl-media.com/lodging/90000000/89890000/89889700/89889634/506687cc.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Amazing Views From 3 Decks! 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Pedlars Edge - Pool - Kitchen - Washer - Dryer 9.8 Exceptional 31 reviews CA $423 CA $951 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-09&endDate=2025-10-10&selected=72098776&PinnedHotelID=72098776&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 10:00 AM ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions ### Rules Please respect our neighbors! There are year-round residents in the vicinity. Quiet hours are from 10 PM to 8 AM. No refunds due to weather. No open fires, except at the propane fire table ### Pets Pets allowed Service animals are welcome, and are exempt from fees Welcoming dogs and cats only 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, a first aid kit, and a deadbolt lock 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 ## About the area Located in Nellysford, this vacation home is in the mountains. Zeus Digital Theater and Shenandoah Valley Art Center are cultural highlights, and some of the area's attractions include Wildlife Center of Virginia and War Fields. Kayaking and fishing offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails and mountain biking nearby. [Visit our Nellysford travel guide](https://www.expedia.ca/Nellysford.dx180913) [View more Vacation homes in Nellysford](https://www.expedia.ca/Nellysford-Private-Vacation-Homes.d180913-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=37.919598,-78.9581&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:q%60nfFbo%7C%60N%3FS%3FS%3FS%40S%3FS%40S%40S%40Q%40SBS%40S%40QBSBSBQBSBQDSBSDQDSBQDQDQFQDQFQFQDOFQFQFOFQHOFOHOFOHOHOHMHOHOHKJOJMHMJMJMHKLMHKLKJMJIJKLIJKLILILKJGLILGLILINELILGLENGLELENELENCNELENCLANENANCL%3FNCNANAN%3FN%3FLAN%3FN%3FN%40N%3FN%3FN%40L%40NBN%3FLBN%40NDN%40LBNDNDLBNDLDNDLDLFNFLFLFLDNHJHLFLHLFLJJHLHLJJHLJJJJJJJJJJLJJJLJLHLJLHNHJHNJNHLHNFNHNFNHNFNFPHNFPFPDNFPDPFPDPDPDPDPDRBPDRBRBPBRBPBRBRBP%40R%40R%40RBP%3FR%40R%40R%3FR%40R%3FR%3FR%3FR%3FRAR%3FRAPAR%3FRCRARARARCPCRCRCPCRCPCREPCPEREREPEPEPGNERGPENGNGRINGNGPILGPILGPILINKNILILINKLILKJKLKLKJKJKLKJKJMJKHMHMJKHMJMFMHMFKHOFMFMFMFOFMDMFODMDODMBODOBMDO%40OBOBM%40O%40OBM%40O%3FO%40O%3FO%40O%3FO%3FMAO%3FOAO%3FOAOCMAOAOCOCMAOEMCOEOCMEOEMEMGOEMEMGMIOGMGMIMGMIKGMKMIMKKIMIKKKKKKMMIKMKIMKMKKIMKMKOIMIMIOIOIMIOGOIQGMIQGOGOGSGOEOGQGSEOGQEQEQCSESEQCQESCQCSCQCSCSAQASCSASASASAS%3FQAS%3FS%3FS%3FS&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=KlGPt3mh1tPMv_19PjRDpG7Kyxw=) Roseland, VA ### What's nearby - Wintergreen Resort - 6 min walk - 0.6 km - Raven's Roost Overlook - 3 min drive - 1.4 km - Reids Gap Trailhead - 7 min drive - 6.1 km - Bold Rock Hard Cider Nellysford Cidery - 17 min drive - 19.1 km - Sherando Lake Recreation Area - 22 min drive - 13.9 km ### Getting around - Staunton Station - 42 min drive - Weyers Cave, VA (SHD-Shenandoah Valley Regional) - 57 min drive ### Restaurants - ‪Devils Backbone Brewing Company - ‬16 min drive - ‪Belties - ‬19 min drive - ‪The Market - ‬4 min drive - ‪Blue Ridge Pig - ‬17 min drive - ‪The Edge - ‬5 min drive ## Frequently asked questions ### Does Upscale and Family-Friendly in Wintergreen have a pool? > Yes, this property has a pool. ### How much does it cost to stay at Upscale and Family-Friendly in Wintergreen? > As of Oct 7, 2025, prices found for a 1-night stay for 2 adults at Upscale and Family-Friendly in Wintergreen on Nov 6, 2025 start from CA $1,098.09, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. [Choose your dates](https://www.expedia.ca/Nellysford-Hotels-Upscale-And-Family-Friendly-In-Wintergreen.h96498850.Hotel-Information?rfrr=HOT.HIS.question.link.click) for more accurate prices. ### Is Upscale and Family-Friendly in Wintergreen pet-friendly? > Yes, this property allows cats and dogs (limit 4 total). ### What time is check-in at Upscale and Family-Friendly in Wintergreen? > Check-in begins at 4:00 PM. ### What time is check-out at Upscale and Family-Friendly in Wintergreen? > Check-out is at 10:00 AM. ### Where is Upscale and Family-Friendly in Wintergreen located? > This family-friendly Nellysford vacation home is located in the mountains, within a 15-minute walk of George Washington National Forest and Wintergreen Resort. Raven's Roost Overlook is 3 mi (4.8 km) away. ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Upscale and Family-Friendly in Wintergreen Reviews 9.6 ### Exceptional 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) ### 9.2 Cleanliness ### 9.6 Location 10 - Excellent 20 8 - Good 2 6 - Okay 2 4 - Poor 0 2 - Terrible 0 ### 10/10 Excellent #### Verified traveller Nov 15, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Excellent house! We absolutely loved our stay. Great hiking access point and very family/pet friendly. Would love to come stay again! ##### Verified traveller Stayed 3 nights in Oct 2024 ### 10/10 Excellent #### Frank S. Jan 20, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great Stay in Wintergreen We really enjoyed the house. Great location, close to the slopes and plenty of room for our two families to spread out. Thank you! ##### Frank S. Stayed 3 nights in Jan 2025 ### 10/10 Excellent #### Timothy T. Dec 14, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Amazing place Perfect place to get away. Much nicer than any rentals I've stayed in previously. ##### Timothy T. Stayed 2 nights in Dec 2023 ### 10/10 Excellent #### Nathaniel T. Apr 9, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Peaceful weekend Had a wonderful stay in Wintergreen! It was off-season, so the area was particularly peaceful. The home was very well stocked, which was important to us as a family that enjoys cooking--high-end appliances, clean/new pots and pans, properly sharp knives, etc. It's also a great home for kids--the top floor bunk bed room was a hit, as was the arcade and shuffleboard table. And it was great to be such a short walk to really nice vistas and trails. ##### Nathaniel T. Stayed 3 nights in Mar 2025 ### 10/10 Excellent #### Glenda S. Nov 24, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Family weekend This home was very nice with an open floor plan that worked well for our family. The game room, hot tub, and sauna were bonuses to entertain our teens…and adults as well! ##### Glenda S. Stayed 3 nights in Nov 2024 ### 10/10 Excellent #### Heather E. Jan 5, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfect family get away! We had a wonderful stay. The view out of the living room was spectacular and the house had a good layout. We had everything we needed and then some. Kids had a blast! Would definitely stay again! ##### Heather E. Stayed 4 nights in Dec 2023 ### 10/10 Excellent #### Kimberly P. Dec 13, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Family Thanksgiving Perfect home for a family gathering! ##### Kimberly P. Stayed 7 nights in Nov 2023 ### 10/10 Excellent #### Kurt R. Jan 31, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Awesome Place Great House! We very much enjoyed our time there. We will be going back to this one again next year. ##### Kurt R. Stayed 3 nights in Jan 2024 ### 10/10 Excellent #### Alysia E. Jun 16, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Absolutely refreshing! It was very nice. Beautiful home, friendly people ##### Alysia E. Stayed 2 nights in Jun 2024 ### 10/10 Excellent #### Jen W. Dec 11, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Fantastic experience We spent a long weekend here with our family (kids age range 7-13) and had a fantastic time. Property manager responded very quickly to any questions and one minor issue we had with the Wifi going out. Property was well furnished and equipped and very clean. We all loved the basement game room, hot tub, and sauna. Wonderful location on the mountain and great views. Would absolutely recommend and stay here again! ##### Jen W. Stayed 3 nights in Nov 2024 ### 10/10 Excellent #### Susan A. Jan 11, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great house for family Lots of room for family of 13! Kids room and downstairs common area were awesome for grandkids. Kitchen was spacious but pots/pans and cooking utensils could be updated. We brought a lot of our own things and I’m glad we did! Bedrooms were spacious. Beds were fairly comfortable. Location was perfect for time at the resort. Would certainly recommend this house for a lovely vacation! ##### Susan A. Stayed 3 nights in Jan 2025 ### 10/10 Excellent #### John S. Nov 10, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Best place in Wintergreen This house was an excellent fit for our families, especially as we have quite a few kids under 10. We enjoyed the layout, the games and other fun things for the kids, and the hot tub and sauna were clean and relaxing. Best place we've ever stayed at Wintergreen. The owners were very responsive and were able to sort out a lost item with one of our friends after we checked out. Highly recommend. ##### John S. Stayed 2 nights in Nov 2024 ### 10/10 Excellent #### Beth A. Dec 30, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great for large family getaways We spent five nights, starting on Christmas Eve. We had family ranging from 7 months to 80+. The house is as advertised, worked well for all ages, offered entertainment and space for all of us. It is very attractive and comfortable. ##### Beth A. Stayed 5 nights in Dec 2023 ### 10/10 Excellent #### Lucky P. Oct 23, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Weekend in the Fall Sutton's Roost is a great layout for families with younger children. Plenty of places in the home for kids to play independently. Also, hot tub and sauna great for the adults. The main room of the house is large with high ceilings, space for everyone to come together for meals, games, etc. We enjoyed our stay very much. ##### Lucky P. Stayed 3 nights in Oct 2023 ### 10/10 Excellent #### crystal m. Sep 4, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfect This rental was by far one of the best rental experiences we have had. The home is perfectly laid out for a large family and provides everything we needed and more. The screened lower deck with hot tub and sauna was the perfect place to enjoy the rainy weather we had during our trip. We look forward to bringing our entire family to stay in the future. ##### crystal m. Stayed 4 nights in Aug 2023 ### 6/10 Okay #### Marcos C. Feb 8, 2025 Liked: Location Disliked: Cleanliness #### Beds We arrived from a long car trip with family and friends and were faced with very poor hygiene on the beds. They were dirty, some even had blood and hair marks on them. We had to wash all the bed linens in order to sleep. This was very difficult because we were tired and had children. We simply did not expect this. We spoke to the owner and someone only arrived at 10am with clean bed linens. However, we had already gone to the trouble of receiving us that was not done. ##### Marcos C. Stayed 2 nights in Feb 2025 ### 8/10 Good #### Charlene S. Jun 18, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### mostly good Had a temporary cleaning crew before we got there. Not enough bath towels which they sent to us. The delivery team didn't knock on the door left them on the porch and it was raining. No kitchen towels. Remote missing in one bedroom and there were some dirty dishes left in game room. The house was nice and the location was great to get away. This was our Women's Ministry Retreat. ##### Charlene S. Stayed 3 nights in Jun 2024 ### 8/10 Good #### Amber B. Apr 2, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy ##### Amber B. Stayed 4 nights in Feb 2025 ### 10/10 Excellent #### Nishes B. Jan 11, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Amazing home for every age We had an amazing stay at Jennifer's home in wintergreen. The house so easy to find and so close to amenities. The living room was huge and we could fit all our friends and family together and have amazing memories. Prompt communication, Plenty of dishes, sparkling clean rooms and bathrooms, plenty of parking, and a cute kids room, I must say this was a complete experience. We wil visit again! Thank you ##### Nishes B. Stayed 2 nights in Dec 2024 ### 10/10 Excellent #### Virginia M. Apr 7, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Close to the Heavens This year’s gathering of our ever growing tribe of children, grands and canine landed us as close to the Heavens as possible. This property was perfectly set up for sleeping arrangements, meal sharing, dog convenience and activities for all ages… the climbing wall was especially popular with our young gymnast and the free-standing video arcade was nostalgically fun for all ages. Of course, being March, the hot tub and sauna got used quite a bit too. The ultimate lure of this property however, was the closeness to the Heavens. We hiked just yards from the house, soaked up stunning sunsets through the still bare trees and enjoyed a lovely afternoon beside the Rockfish River at a local cidery. The management was most responsive and patient when we asked a few questions which were CLEARLY laid out on the instruction link…Note to self: assign someone in the group to read instructions throughly and relay to the rest. Plenty of photos were snapped, offerings of thanks given and expressions of gratitude delivered…what more could be asked for. PS: Thanks to the owners for being dog and cancellation…some of the terms and dates for cancellation are far too extreme for my liking. Have already recommended this property. ##### Virginia M. Stayed 3 nights in Mar 2024 ### 10/10 Excellent #### Patrick S. Aug 25, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Beautiful House with Beautiful Scenery We loved the house. We stayed with our family and another family. House was great. Kids (5total) loved the bunk room. Right next to a trail with amazing views. Owner was very responsive. ##### Patrick S. 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