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Upscale and Family-Friendly in Wintergreen

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Photo gallery for Upscale and Family-Friendly in Wintergreen

Indoor spa tub
Property grounds
Smart TV, fireplace, video games
Dining
Exterior

Reviews

9.6 out of 10
Exceptional

Entire home

5 bedrooms4 bathroomsSleeps 163000 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly

Explore the area

View in a map
Roseland, VA
  • Place, Wintergreen Resort
    ‪9 min walk‬
  • Place, Bold Rock Hard Cider Nellysford Cidery
    ‪19 min drive‬
  • Place, University of Virginia
    ‪55 min drive‬
  • Airport, Weyers Cave, VA (SHD-Shenandoah Valley Regional)
    ‪64 min drive‬

Room options

About the neighborhood

Wintergreen

This vacation home places you next to George Washington National Forest and within a 15-minute walk of Wintergreen Resort. The vacation home includes a kitchen, a fireplace, and a patio.

What's nearby

  • Wintergreen Resort - 9 min walk - 0.5 miles
  • Bold Rock Hard Cider Nellysford Cidery - 19 min drive - 12.9 miles
  • Stoney Creek Golf Course - 25 min drive - 17.0 miles
  • University of Virginia - 55 min drive - 48.0 miles
  • John Paul Jones Arena - 58 min drive - 48.2 miles

Getting around

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

Restaurants

  • ‪Belties - ‬19 min drive
  • ‪The Edge - ‬5 min drive
  • ‪The Market - ‬4 min drive
  • ‪Devils Backbone Brewing Company - ‬14 min drive
  • ‪Iron & Ale At Wintergreen Resort - ‬23 min drive

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.
- 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.
The vacation home is air-conditioned and features a kitchen, 4 bathrooms, and a patio, and there's space to spread out with 5 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a washing machine, a fireplace, and a coffee maker.

Similar properties

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

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
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

  • This property welcomes pets
  • Dogs and cats only
  • 4 total pets
  • Service animals exempt from fees

Children and extra beds

Children allowed: ages 0-17

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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock.

Frequently asked questions

What's there to see near this vacation home?

This vacation home is located in Wintergreen, just steps from George Washington National Forest. Wintergreen Resort is within a walking distance of 0.7 mi.

Is there parking available at Upscale and Family-Friendly in Wintergreen?

No, this vacation home doesn't offer parking.

Is this vacation home associated with a casino?

No, this vacation home is not connected to a casino.

Is there an indoor pool at this vacation home?

No, this vacation home doesn't have an indoor pool; however, there is a hot tub.

What amenities will couples enjoy at Upscale and Family-Friendly in Wintergreen?

Amenities that appeal to couples at this vacation home include a fireplace, a kitchenette, and a smart TV.

Does Upscale and Family-Friendly in Wintergreen have a hot tub?

No, but guests can enjoy a sauna at this vacation home.

Does this vacation home provide breakfast?

No, this vacation home doesn't offer breakfast.

Does this vacation home allow pets to stay for free?

Although cats and dogs can't stay for free, they are welcome at this vacation home.

Does Upscale and Family-Friendly in Wintergreen have connecting rooms available?

No, this vacation home doesn't feature connecting guestrooms.

Where is the closest airport to this vacation home?

The closest major airport to this vacation home is Weyers Cave, VA (SHD-Shenandoah Valley Regional), which is about 23.7 mi away.

Are there rooms with balconies at Upscale and Family-Friendly in Wintergreen?

Yes, every house at Upscale and Family-Friendly in Wintergreen comes with a patio.

Upscale and Family-Friendly in Wintergreen Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 31 out of 37 reviews
Rating 8 - Good. 4 out of 37 reviews
Rating 6 - Okay. 2 out of 37 reviews
Rating 4 - Poor. 0 out of 37 reviews
Rating 2 - Terrible. 0 out of 37 reviews

9.2/10

Cleanliness

Reviews

Verified

10/10 Excellent

Hunter C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was very clean and had all amenities needed for a great trip!
Stayed 4 nights in Feb 2026
Verified

8/10 Good

Kathlyn J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location to Wintergreen. The house was cozy and the hosts responsive. Great for family and friends to visit.
Stayed 3 nights in Jan 2026
Verified

10/10 Excellent

Erica S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!!
Stayed 2 nights in Feb 2026
Verified

8/10 Good

Jill M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 3 nights in Mar 2026
Verified

10/10 Excellent

Carroll C.

Liked: Check-in, communication, listing accuracy
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
Stayed 4 nights in Dec 2025
Verified

10/10 Excellent

John K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 4 nights in Jan 2026
Verified

10/10 Excellent

Bradley P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean and spacious
Stayed 4 nights in Dec 2025
Verified

10/10 Excellent

Stratton D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
A beautiful, well-appointed house. The hot tub and sauna were fantastic. We will definitely come back!
Stayed 2 nights in Dec 2025
Verified

10/10 Excellent

Dawn K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 3 nights in Feb 2026
Verified

10/10 Excellent

Becky P.

Liked: Cleanliness, check-in, communication, listing accuracy
Clean and plenty of space. Beautiful location although very high in the mtns
Stayed 3 nights in Nov 2025
Verified

10/10 Excellent

Jill B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 4 nights in Nov 2025
Verified

10/10 Excellent

Verified traveler

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!
Stayed 3 nights in Oct 2024
Verified

10/10 Excellent

Timothy T.

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.
Stayed 2 nights in Dec 2023
Verified

10/10 Excellent

Frank S.

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!
Stayed 3 nights in Jan 2025
Verified

10/10 Excellent

Tammy G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Well appointed house and property, lots of space, all amenities included. Comms with host were timely and responsive.
Stayed 4 nights in Jul 2025
Verified

10/10 Excellent

Heather E.

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!
Stayed 4 nights in Dec 2023
Verified

10/10 Excellent

Kimberly P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Thanksgiving

Perfect home for a family gathering!
Stayed 7 nights in Nov 2023
Verified

10/10 Excellent

Kurt R.

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.
Stayed 3 nights in Jan 2024
Verified

10/10 Excellent

Glenda S.

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!
Stayed 3 nights in Nov 2024
Verified

10/10 Excellent

Alysia E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Absolutely refreshing!

It was very nice. Beautiful home, friendly people
Stayed 2 nights in Jun 2024
Verified

10/10 Excellent

Nathaniel T.

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.
Stayed 3 nights in Mar 2025
Verified

10/10 Excellent

John S.

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.
Stayed 2 nights in Nov 2024
Verified

10/10 Excellent

Jen W.

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!
Stayed 3 nights in Nov 2024
Verified

10/10 Excellent

Patrick S.

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.
Stayed 4 nights in Aug 2023
Verified

10/10 Excellent

Beth A.

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.
Stayed 5 nights in Dec 2023