Upscale and Family-Friendly in Wintergreen

Top rated by guests
Screened in lower deck with hot tub, 3 person sauna, and seating area
Another view of great room.  Stairs lead to kid bunk room.
Kitchen is fully stocked with everything you need to prepare meals for groups.
Bar seating for 4
Hallway leads to master bedroom, another king bedroom, and hall bath.
review stars
9.6Outstanding
(35 Ratings)
"A beautiful, well-appointed house. The hot tub and sauna were fantastic. We will definitely come back! "
Stratton D.
Don't miss out! Price and availability may change
9.6 / 10.0
Outstanding(35 Ratings)

House in Nelson County, VA

16 guests · 5 bedrooms · 4 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Top-tier experienceA high end property in this area

About this house rental

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.

Amenities at Upscale and Family-Friendly in Wintergreen

Non-smoking
Pets allowed
Family friendly

Map of Nelson County, VA


Ratings and reviews

9.6 / 10.0
Outstanding(35 Ratings)
10.0 / 10.0Outstanding·Dec 2025
A beautiful, well-appointed house. The hot tub and sauna were fantastic. We will definitely come back!
10.0 / 10.0Outstanding·Nov 2025
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.
10.0 / 10.0Outstanding·Nov 2025
Clean and plenty of space. Beautiful location although very high in the mtns
6.0 / 10.0Average·Aug 2025
Communication was amazing between the host and I but the outside of the house was not as expected like I saw in the pictures. Cobwebs, green moss and leaves all over the outside both upstairs and downstairs, my family and I didn’t have much cleaning supplies available in the house to clean the outside for our kids and for our leisure but we tried to remove the debris as best we can. Apart from that the inside was nice and well kept but the outside needs more attention for guests or at least have an updated picture of the place as it is now so that expectations are met when visiting.

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Upscale and Family-Friendly in Wintergreen. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Upscale and Family-Friendly in Wintergreen pet friendly?

Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Upscale and Family-Friendly in Wintergreen?

We found 3 amenities for this rental. This includes non-smoking, pets allowed, and family friendly.


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