Entire home
Upscale and Family-Friendly in Wintergreen
Photo gallery for Upscale and Family-Friendly in Wintergreen





Reviews
9.6 out of 10, Loved by Guests
Top 10% of guest reviews in this area
5 bedrooms4 bathroomsSleeps 16278.7 sq m
Popular amenities
Explore the area
Roseland, VA
- Place, Wintergreen Resort6 min walk
- Place, Bold Rock Hard Cider Nellysford Cidery13 min drive
- Place, University of Virginia36 min drive
- Airport, Weyers Cave, VA (SHD-Shenandoah Valley Regional)48 min drive
Rooms & beds
5 bedrooms (sleeps 16)
BR1: Main level master
1 King Bed
BR2: Main level king
1 King Bed
BR3: Lower level king
1 King Bed
BR4: Lower level 2 queens
2 Queen Beds
BR5: Upper level bunk room
2 Single Bunk Beds
Living Room 1
1 Double Sofa Bed
4 bathrooms
Lower level hall bath
Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer
Main level hall bath
Soap · Towels provided · Bathtub or shower · Toilet · Hair dryer
Master bathroom
Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer
Upper level bunk room ensuite bathroom
Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer
Spaces
Deck or patio
Kitchen
Kitchenette
Number of living rooms
Dining area
About this property
Upscale and Family-Friendly in Wintergreen
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House Rules
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
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
About the area
Wintergreen
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 mountain biking and hiking nearby.
Roseland, VA
What's nearby
- Wintergreen Resort - 6 min walk - 0.6 km
- Bold Rock Hard Cider Nellysford Cidery - 13 min drive - 19.1 km
- University of Virginia - 36 min drive - 60.2 km
- Downtown Mall - 40 min drive - 65.6 km
- Monticello - 42 min drive - 68.5 km
Getting around
Restaurants
- Belties - 19 min drive
- Iron & Ale At Wintergreen Resort - 23 min drive
- The Edge - 5 min drive
- The Market - 4 min drive
- Devils Backbone Brewing Company - 16 min drive
Frequently asked questions
Reviews
9.6
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window9.2/10
Cleanliness
9.8/10
Check-in
9.8/10
Communication
9.8/10
Location
9.6/10
Listing accuracy
Reviews
Verified
22 February 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 4 nights in Feb 2026
Verified
8/10 Good
Jill M.
9 March 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Jill M.
Stayed 3 nights in Mar 2026
Verified
10/10 Excellent
Erica S.
7 February 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Erica S.
Stayed 2 nights in Feb 2026
Verified
10/10 Excellent
pamela M.
31 March 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
pamela M.
Stayed 4 nights in Mar 2026
Verified
10/10 Excellent
Carroll C.
14 February 2026
Liked: Check-in, communication, listing accuracy
Carroll C.
Stayed 4 nights in Dec 2025
Verified
10/10 Excellent
John K.
10 February 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy

John K.
Stayed 4 nights in Jan 2026
Verified
10/10 Excellent
Bradley P.
11 January 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Bradley P.
Stayed 4 nights in Dec 2025
Verified
10/10 Excellent
Dawn K.
3 March 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Dawn K.
Stayed 3 nights in Feb 2026
Verified
10/10 Excellent
Stratton D.
10 December 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stratton D.
Stayed 2 nights in Dec 2025
Verified
10/10 Excellent
Becky P.
10 November 2025
Liked: Cleanliness, check-in, communication, listing accuracy
Becky P.
Stayed 3 nights in Nov 2025
Verified
10/10 Excellent
Jill B.
11 November 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Jill B.
Stayed 4 nights in Nov 2025
Verified
10/10 Excellent
Verified traveller
15 November 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent house!
Verified traveller
Stayed 3 nights in Oct 2024
Verified
10/10 Excellent
Timothy T.
14 December 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing place
Timothy T.
Stayed 2 nights in Dec 2023
Verified
10/10 Excellent
Frank S.
20 January 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Stay in Wintergreen
Frank S.
Stayed 3 nights in Jan 2025
Verified
10/10 Excellent
Tammy G.
18 July 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Tammy G.
Stayed 4 nights in Jul 2025
Verified
10/10 Excellent
Heather E.
5 January 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect family get away!
Heather E.
Stayed 4 nights in Dec 2023
Verified
10/10 Excellent
Kimberly P.
13 December 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family Thanksgiving
Kimberly P.
Stayed 7 nights in Nov 2023
Verified
10/10 Excellent
Kurt R.
31 January 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Awesome Place
Kurt R.
Stayed 3 nights in Jan 2024
Verified
10/10 Excellent
Glenda S.
24 November 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family weekend
Glenda S.
Stayed 3 nights in Nov 2024
Verified
10/10 Excellent
Alysia E.
16 June 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely refreshing!
Alysia E.
Stayed 2 nights in Jun 2024
Verified
10/10 Excellent
Nathaniel T.
9 April 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Peaceful weekend
Nathaniel T.
Stayed 3 nights in Mar 2025
Verified
10/10 Excellent
John S.
10 November 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Best place in Wintergreen
John S.
Stayed 2 nights in Nov 2024
Verified
10/10 Excellent
Jen W.
11 December 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic experience
Jen W.
Stayed 3 nights in Nov 2024
Verified
10/10 Excellent
Susan A.
11 January 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house for family
Susan A.
Stayed 3 nights in Jan 2025
Verified
10/10 Excellent
Patrick S.
25 August 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful House with Beautiful Scenery
Patrick S.
Stayed 4 nights in Aug 2023
About the host
Hosted by New School Hosting
Hello, friends! We are thrilled to welcome you to Sutton’s Roost! Wintergreen is a special place and we thoroughly enjoy the scenery, food, hiking and family-friendly activities. Our kids especially love the gem mining and ninja course at Discovery Ridge. When not at Wintergreen, we are fully immersed in kid activities back in the Richmond area, traveling to our favorite spots and playing with our pack of pets- dogs, a cat, chicken and fish!
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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