At Upscale and Family-Friendly in Wintergreen, you can look forward to a firepit, an arcade/games room and laundry facilities. For some rest and relaxation, visit the sauna or the hot tub. Guests can connect to free in-room WiFi.
Reviews
9.69.6 out of 10
Exceptional
Entire home
5 bedrooms4 bathroomsSleeps 16279 sq m
Popular amenities
Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Add dates for prices
About this property
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. - 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 transport
Parking on site
Kitchen
Blender
Coffee grinder
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Electric kettle
Hob
Ice maker
Kitchenette
Microwave
Oven
Paper towels
Refrigerator
Spices
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
Smoke-free property
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)
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
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 are 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
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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 indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
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 Wintergreen, this holiday home is in the mountains. Zeus Digital Theater and Waynesboro Heritage Museum 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 Wintergreen travel guide
Does Upscale and Family-Friendly in Wintergreen have a pool?
Yes, this property has a pool.
Is Upscale and Family-Friendly in Wintergreen pet-friendly?
Yes, this property allows cats and dogs (limit 4 total).
How much is parking at Upscale and Family-Friendly in Wintergreen?
On-site parking is available at the property.
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?
Checkout is at 10:00 AM.
Where is Upscale and Family-Friendly in Wintergreen located?
This family-friendly Wintergreen holiday home is located in the mountains, within 1 mi (2 km) of George Washington National Forest and Wintergreen Resort. Raven's Roost Overlook is 3 mi (4.8 km) away.
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Upscale and Family-Friendly in Wintergreen Reviews
Reviews
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.
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
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.
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!
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!
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.
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.
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!
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.
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!
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.
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.
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
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.
We had an amazing vacation here at Sutton’s Roost. Home was terrific for us and our kids. Tons of room, well stocked kitchen, hot tub and sauna to calm our aching muscles after hiking all over the place. Upper back porch to relax and eat and watch the stars. Game room for movie nights with giant TV. Huge comfy beds for all. Wintergreen resort and surrounding area is absolutely amazing. We hiked all the hikes they recommended, walked all over Wintergreen, played in multiple waterfalls, did a few cold plunges, ate at the Edge, went to Sherando Lake, thrift shopped in Waynesboro, bought groceries at th IGA and had an absolute blast. Highly recommend. Owners were wonderful. House was super clean, well stocked and exceeded every bit of our expectations. I’m currently doing research to see if i can get that same couch for my own house because it was so comfy!!! If I could give it 10 stars I would. Wish we could have stayed longer. We will be back!!
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.
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.
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!!
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.