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. - Wintergreen offers hiking, skiing, snowboarding, tubing, swimming, dining, spa, ropes course, golfing, and much more. - Motorcycles are not permitted at Wintergreen Resort - 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.
Dieses Ferienhaus in Wintergreen liegt in den Bergen. Wer sich für Kultur interessiert, ist hier richtig: Zeus Digital Theater und Waynesboro Heritage Museum (Kulturhistorisches Museum). Zu den weiteren Attraktionen der Region gehören Wildlife Center of Virginia (Naturzentrum) und Shenandoah Valley Art Center. Beim Kajakfahren und beim Angeln kannst du die umliegende Wasserwelt erkunden oder aber du stürzt dich beim Wandern und beim Mountainbiken ganz in der Nähe in ein Abenteuer mit festem Boden unter den Füßen. Zum Reiseführer für Wintergreen
Flughafen Shenandoah Valley Regional (SHD) – 57 Fahrminuten
Restaurants
Belties
19 Autominuten
Devils Backbone Brewing Company
14 Autominuten
Iron & Ale At Wintergreen Resort
23 Autominuten
Terrace Cafe
4 Autominuten
The Edge
5 Autominuten
Häufig gestellte Fragen
Hat Upscale and Family-Friendly in Wintergreen einen Pool?
Ja, diese Unterkunft verfügt über einen Pool.
Ist Upscale and Family-Friendly in Wintergreen haustierfreundlich?
Ja, diese Unterkunft erlaubt Hunde und Katzen (max. 4 insgesamt).
Wie viel kostet das Parken bei Upscale and Family-Friendly in Wintergreen?
Auf dem Gelände der Unterkunft stehen Parkplätze zur Verfügung.
Wann ist der Check-in bei Upscale and Family-Friendly in Wintergreen?
Check-in ab: 16:00 Uhr.
Wann ist der Check-out bei Upscale and Family-Friendly in Wintergreen?
Check-out ist um 10:00 Uhr.
Wo befindet sich Upscale and Family-Friendly in Wintergreen?
Dieses Ferienhaus für Familien in Wintergreen liegt in den Bergen, zu Fuß nur 15 Minuten entfernt von: George Washington National Forest und Wintergreen Resort. Raven's Roost Overlook ist 4,8 km entfernt.
Bewertungen
Bewertungen von Upscale and Family-Friendly in Wintergreen
9,6
Außergewöhnlich
Alle angezeigten Bewertungen beruhen auf Erfahrungen echter Gäste. Nur Reisende, die ihre Unterkunft bei uns gebucht haben, können eine Bewertung abgeben. Wir überprüfen Bewertungen gemäß unseren Richtlinien und veröffentlichen alle Bewertungen, ob positiv oder negativ.Weitere InformationenWird in einem neuen Fenster geöffnet
9,2
Sauberkeit
9,6
Lage
34 von insgesamt 40 Gästebewertungen haben eine Bewertung von 10 - Hervorragend
10 – Hervorragend
34
4 von insgesamt 40 Gästebewertungen haben eine Bewertung von 8 - Gut
8 – Gut
4
2 von insgesamt 40 Gästebewertungen haben eine Bewertung von 6 - Okay
6 – Okay
2
0 von insgesamt 40 Gästebewertungen haben eine Bewertung von 4 - Schlecht
4 – Schlecht
0
0 von insgesamt 40 Gästebewertungen haben eine Bewertung von 2 - Ungenügend
2 – Ungenügend
0
Bewertungen
Verifizierte Bewertung
10/10 – Hervorragend
Brian Z.
26. Mai 2026
Gut: Sauberkeit, Check-in, Kommunikation, Lage und Genauigkeit des Onlineauftritts
Really nice place with a ton of amenities definitely recommend this place to anybody looking for a sweet getaway
Aufenthalt von 3 Nächten im Mai 2026
Verifizierte Bewertung
10/10 – Hervorragend
Hunter C.
22. Feb. 2026
Gut: Sauberkeit, Check-in, Kommunikation, Lage und Genauigkeit des Onlineauftritts
House was very clean and had all amenities needed for a great trip!
Aufenthalt von 4 Nächten im Februar 2026
Verifizierte Bewertung
8/10 – Gut
Kathlyn J.
8. Feb. 2026
Gut: Sauberkeit, Check-in, Kommunikation, Lage und Genauigkeit des Onlineauftritts
Great location to Wintergreen. The house was cozy and the hosts responsive. Great for family and friends to visit.
Aufenthalt von 3 Nächten im Januar 2026
Verifizierte Bewertung
10/10 – Hervorragend
Michael C.
20. Juni 2026
Gut: Sauberkeit, Check-in, Kommunikation, Lage und Genauigkeit des Onlineauftritts
Hose was as described and great accommodation for families with the upstairs bunk room and downstairs games room being well kitted out. Plenty of chairs and seats for the number of guests. Well equipped kitchen and all appliances worked well! We found plenty of things to do with the grandkids 3, 5 and 12, although some resort facilities are members only and some places were not open 3rd week of June. All in all, we enjoyed the stay!
Aufenthalt von 7 Nächten im Juni 2026
Verifizierte Bewertung
8/10 – Gut
Jill M.
9. März 2026
Gut: Sauberkeit, Check-in, Kommunikation, Lage und Genauigkeit des Onlineauftritts
The house was big,comfortable and clean. We appreciated being able to bring our pets too.The hot tub was hot but was a bit dirty. Our family enjoyed the sauna and deck area and had a wonderful stay!
Aufenthalt von 3 Nächten im März 2026
Verifizierte Bewertung
10/10 – Hervorragend
Bradley P.
11. Jän. 2026
Gut: Sauberkeit, Check-in, Kommunikation, Lage und Genauigkeit des Onlineauftritts
Clean and spacious
Aufenthalt von 4 Nächten im Dezember 2025
Verifizierte Bewertung
10/10 – Hervorragend
Verifizierter Reisender
15. Nov. 2024
Gut: Sauberkeit, Check-in, Kommunikation, Lage und Genauigkeit des Onlineauftritts
Excellent house!
We absolutely loved our stay. Great hiking access point and very family/pet friendly. Would love to come stay again!
Aufenthalt von 3 Nächten im Oktober 2024
Verifizierte Bewertung
10/10 – Hervorragend
Ann B.
2. Juli 2026
Gut: Sauberkeit, Check-in, Kommunikation und Lage
We had a wonderful time at Sutton's Roost! The house fit our family's needs perfectly and we greatly appreciated the ease of communication with Jennifer, our host. The only reason I gave only 3 stars on accuracy of property listing is that the pictures are somewhat dated. The house is considerably older than it looks in the pictures. Nevertheless, it was perfect for us and everybody in our family loved the house. We had a great WG vacation in your home. Thank you!
Aufenthalt von 4 Nächten im Juni 2026
Verifizierte Bewertung
10/10 – Hervorragend
Carroll C.
14. Feb. 2026
Gut: Check-in, Kommunikation und Genauigkeit des Onlineauftritts
Definitely a 5 star! We had a great stay. The house was perfect for our family, well appointed and comfortable. 15 of us skied 3 full days and the hot tub and Steam room were an added delight! We would certainly stay here again! Thank you
Aufenthalt von 4 Nächten im Dezember 2025
Verifizierte Bewertung
10/10 – Hervorragend
Stratton D.
10. Dez. 2025
Gut: Sauberkeit, Check-in, Kommunikation, Lage und Genauigkeit des Onlineauftritts
A beautiful, well-appointed house. The hot tub and sauna were fantastic. We will definitely come back!
Aufenthalt von 2 Nächten im Dezember 2025
Verifizierte Bewertung
10/10 – Hervorragend
Erica S.
7. Feb. 2026
Gut: Sauberkeit, Check-in, Kommunikation, Lage und Genauigkeit des Onlineauftritts
Fantastic Stay! The home was exactly as expected and was perfect for our families. The kids had so much fun in their room and we appreciated how well stocked the kitchen & linens were. We will definitely be back!!
Aufenthalt von 2 Nächten im Februar 2026
Verifizierte Bewertung
10/10 – Hervorragend
John K.
10. Feb. 2026
Gut: Sauberkeit, Check-in, Kommunikation, Lage und Genauigkeit des Onlineauftritts
Jennifer was an amazing host. She stayed in touch and was always helpful. The property is beautiful with all the comforts of home. Would definitely recommend.
Aufenthalt von 4 Nächten im Januar 2026
Verifizierte Bewertung
10/10 – Hervorragend
Timothy T.
14. Dez. 2023
Gut: Sauberkeit, Check-in, Kommunikation, Lage und Genauigkeit des Onlineauftritts
Amazing place
Perfect place to get away. Much nicer than any rentals I've stayed in previously.
Aufenthalt von 2 Nächten im Dezember 2023
Verifizierte Bewertung
10/10 – Hervorragend
Kimberly P.
13. Dez. 2023
Gut: Sauberkeit, Check-in, Kommunikation, Lage und Genauigkeit des Onlineauftritts
Family Thanksgiving
Perfect home for a family gathering!
Aufenthalt von 7 Nächten im November 2023
Verifizierte Bewertung
10/10 – Hervorragend
pamela M.
31. März 2026
Gut: Sauberkeit, Check-in, Kommunikation, Lage und Genauigkeit des Onlineauftritts
This home was just as promised! Comfortable, clean, and fashionable furniture and decor. Kitchen was well stocked, and the bonus fridge in the basement was a plus! Gorgeous sunset views, either on the patio or from the living room couch. Plenty of room for our multigenerational family stay. Super close to breweries, cideries, and wineries, in addition to antique stores in the cutest little towns! Highly recommend!
Aufenthalt von 4 Nächten im März 2026
Verifizierte Bewertung
10/10 – Hervorragend
Becky P.
10. Nov. 2025
Gut: Sauberkeit, Check-in, Kommunikation und Genauigkeit des Onlineauftritts
Clean and plenty of space. Beautiful location although very high in the mtns
Aufenthalt von 3 Nächten im November 2025
Verifizierte Bewertung
10/10 – Hervorragend
Alysia E.
16. Juni 2024
Gut: Sauberkeit, Check-in, Kommunikation, Lage und Genauigkeit des Onlineauftritts
Absolutely refreshing!
It was very nice. Beautiful home, friendly people
Aufenthalt von 2 Nächten im Juni 2024
Verifizierte Bewertung
10/10 – Hervorragend
Dawn K.
3. März 2026
Gut: Sauberkeit, Check-in, Kommunikation, Lage und Genauigkeit des Onlineauftritts
House was amazing as shown in the photos. Plenty of room for everyone and great layout. Our kids were a little older but loved the upstairs kids lair with the rock wall. Great walking culdesac and quiet neighborhood but just a couple of minutes from the spa and gym, Frost and Fire and the slopes. I don’t want to rent this house again, I want to buy it! Great hosts and great house. Have rented nearly every year and this is the best house yet!
Aufenthalt von 3 Nächten im Februar 2026
Verifizierte Bewertung
10/10 – Hervorragend
Kurt R.
31. Jän. 2024
Gut: Sauberkeit, Check-in, Kommunikation, Lage und Genauigkeit des Onlineauftritts
Awesome Place
Great House! We very much enjoyed our time there. We will be going back to this one again next year.
Aufenthalt von 3 Nächten im Januar 2024
Verifizierte Bewertung
10/10 – Hervorragend
Frank S.
20. Jän. 2025
Gut: Sauberkeit, Check-in, Kommunikation, Lage und Genauigkeit des Onlineauftritts
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!
Aufenthalt von 3 Nächten im Januar 2025
Verifizierte Bewertung
10/10 – Hervorragend
Jill B.
11. Nov. 2025
Gut: Sauberkeit, Check-in, Kommunikation, Lage und Genauigkeit des Onlineauftritts
Extended family hiking trip with six adults and two young kids. The house works really well if you want a large common space but also want to give a family privacy with their own space on the lower level. The kids playroom, large dinner table for dinner and cards and hot tub/sauna were a huge hit and used everyday during our stay.
Aufenthalt von 4 Nächten im November 2025
Verifizierte Bewertung
10/10 – Hervorragend
Heather E.
5. Jän. 2024
Gut: Sauberkeit, Check-in, Kommunikation, Lage und Genauigkeit des Onlineauftritts
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!
Aufenthalt von 4 Nächten im Dezember 2023
Verifizierte Bewertung
10/10 – Hervorragend
Tammy G.
18. Juli 2025
Gut: Sauberkeit, Check-in, Kommunikation, Lage und Genauigkeit des Onlineauftritts
Well appointed house and property, lots of space, all amenities included. Comms with host were timely and responsive.
Aufenthalt von 4 Nächten im Juli 2025
Verifizierte Bewertung
10/10 – Hervorragend
Glenda S.
24. Nov. 2024
Gut: Sauberkeit, Check-in, Kommunikation, Lage und Genauigkeit des Onlineauftritts
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!
Aufenthalt von 3 Nächten im November 2024
Verifizierte Bewertung
10/10 – Hervorragend
Patrick S.
25. Aug. 2023
Gut: Sauberkeit, Check-in, Kommunikation, Lage und Genauigkeit des Onlineauftritts
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.