Entire home

Upscale and Family-Friendly in Wintergreen

Photo gallery for Upscale and Family-Friendly in Wintergreen

Indoor spa tub
Exterior
Smart TV, fireplace, video games
Fridge, microwave, oven, stovetop
Smart TV, fireplace, video games

Reviews

10 out of 10

Exceptional

Entire home

5 bedrooms4 bathroomsSleeps 16278.7 sq m

Popular amenities

  • Hot Tub
  • Parking available
  • Washer
  • Pet friendly
  • Kitchen
  • Air conditioning

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.

Property manager

Chris Ritter

Languages

English

Property amenities

Beach

  • Beach towels

Ski

  • Close to skiing

Pool/Spa

  • Shared/communal pool
  • Spa tub
  • Sauna

Internet

  • Free WiFi

Parking and transportation

  • Onsite parking

Kitchen

  • Refrigerator
  • Stovetop
  • Microwave
  • Oven
  • Dishwasher
  • Ice maker
  • Coffee grinder
  • Cookware/dishes/utensils
  • Coffee/tea maker

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bed sheets provided

Bathrooms

  • 4 bathrooms
  • Bathtub or shower
  • Shampoo
  • Soap
  • Hair dryer
  • Towels provided
  • Toilet paper

Living spaces

  • Fireplace
  • Living room

Entertainment

  • Smart TV
  • Arcade/game room
  • Video games
  • Games

Outdoor areas

  • Patio
  • Barbecue grill
  • Outdoor furniture
  • Firepit

Laundry

  • Washing machine and dryer

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • 4 total pets
  • Welcoming cats and dogs only

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the mountains

Things to do

  • Winery tours nearby
  • Fishing nearby
  • Hiking/biking trails nearby
  • Golf nearby
  • Hiking nearby
  • Kayaking nearby
  • Swimming nearby
  • Mountain biking nearby
  • Birdwatching nearby

Safety features

  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • First aid kit
  • Deadbolt lock

General

  • Unit size: 3000 sq ft (278.7 sq m)

Similar properties

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

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

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 neighborhood

Map
Roseland, VA

What's nearby

  • Wintergreen Resort - 14 min walk
  • Reids Gap Trailhead - 9 min drive
  • Bold Rock Hard Cider Nellysford Cidery - 16 min drive
  • Stoney Creek Golf Course - 21 min drive
  • Blue Ridge Parkway North Entrance - 29 min drive

Getting around

  • Staunton Station - 42 min drive
  • Weyers Cave, VA (SHD-Shenandoah Valley Regional) - 57 min drive

Restaurants

  • ‪Bold Rock Nellysford Cidery - ‬17 min drive
  • ‪Devils Backbone Brewing Company - ‬14 min drive
  • ‪The Market - ‬4 min drive
  • ‪The Edge - ‬4 min drive
  • ‪Blue Ridge Pig - ‬17 min drive

Frequently asked questions

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.

Upscale and Family-Friendly in Wintergreen Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 14 out of 15 reviews" "
Rating 8 - Good. 1 out of 15 reviews" "
Rating 6 - Okay. 0 out of 15 reviews" "
Rating 4 - Poor. 0 out of 15 reviews" "
Rating 2 - Terrible. 0 out of 15 reviews" "

9.8/10

Cleanliness

Reviews

10/10 Excellent

Jen W.

Liked: Cleanliness
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!
Stayed 3 nights in Nov 2024

10/10 Excellent

Glenda S.

Liked: Cleanliness
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!
Stayed 3 nights in Nov 2024

10/10 Excellent

Verified traveler

Liked: Cleanliness
Excellent house!
We absolutely loved our stay. Great hiking access point and very family/pet friendly. Would love to come stay again!
Stayed 3 nights in Oct 2024

10/10 Excellent

John S., Richmond, VA

Liked: Cleanliness
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.
Stayed 2 nights in Nov 2024

8/10 Good

Charlene S.

Liked: Cleanliness
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.
Stayed 3 nights in Jun 2024

10/10 Excellent

Alysia E.

Liked: Cleanliness
Absolutely refreshing!
It was very nice. Beautiful home, friendly people
Stayed 2 nights in Jun 2024

10/10 Excellent

Virginia M., Virginia Beach, Virginia

Liked: Cleanliness
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.
Stayed 3 nights in Mar 2024

10/10 Excellent

Kurt R.

Liked: Cleanliness
Awesome Place
Great House! We very much enjoyed our time there. We will be going back to this one again next year.
Stayed 3 nights in Jan 2024

10/10 Excellent

Heather E.

Liked: Cleanliness
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!
Stayed 4 nights in Dec 2023

10/10 Excellent

Beth A.

Liked: Cleanliness
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.
Stayed 5 nights in Dec 2023

10/10 Excellent

Timothy T.

Liked: Cleanliness
Amazing place
Perfect place to get away. Much nicer than any rentals I've stayed in previously.
Stayed 2 nights in Dec 2023

10/10 Excellent

Kimberly P.

Liked: Cleanliness
Family Thanksgiving
Perfect home for a family gathering!
Stayed 7 nights in Nov 2023

10/10 Excellent

Lucky P.

Liked: Cleanliness
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.
Stayed 3 nights in Oct 2023

10/10 Excellent

crystal m.

Liked: Cleanliness
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.
Stayed 4 nights in Aug 2023

10/10 Excellent

Patrick S.

Liked: Cleanliness
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.
Stayed 4 nights in Aug 2023