Entire home
Upscale and Family-Friendly in Wintergreen
Family-friendly vacation home with a sauna and a hot tub
Photo gallery for Upscale and Family-Friendly in Wintergreen





At Upscale and Family-Friendly in Wintergreen, you can look forward to a firepit, an arcade/game 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
9.6 out of 10
Exceptional
Entire home
5 bedrooms4 bathroomsSleeps 163000 sq ft
Popular amenities
Add dates for prices
About this property
Property amenities
Similar properties

Hilltop Hideaway - Wintergreen 5BR with Hot Tub
Hilltop Hideaway - Wintergreen 5BR with Hot Tub
- Pool
- Hot tub
- Kitchen
- Washer
$910 nightly
The price is $1,021
Jan 4 - Jan 5, 2026
Total with taxes and fees
Policies
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
Roseland, VA
Frequently asked questions
Have a question?
Get instant answers with AI powered search of property information and reviews.
Upscale and Family-Friendly in Wintergreen Reviews
Reviews
Exceptional
All reviews shown are from real guest experiences. Only travelers 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.
More informationOpens in a new window9.2
Cleanliness
9.6
Location
Reviews
Jul 18, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 4 nights in Jul 2025
10/10 Excellent
Verified traveler
Nov 15, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent house!
Verified traveler
Stayed 3 nights in Oct 2024
10/10 Excellent
Frank S.
Jan 20, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Stay in Wintergreen
Frank S.
Stayed 3 nights in Jan 2025
10/10 Excellent
Timothy T.
Dec 14, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing place
Timothy T.
Stayed 2 nights in Dec 2023
10/10 Excellent
Nathaniel T.
Apr 9, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Peaceful weekend
Nathaniel T.
Stayed 3 nights in Mar 2025
10/10 Excellent
Glenda S.
Nov 24, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family weekend
Glenda S.
Stayed 3 nights in Nov 2024
10/10 Excellent
Heather E.
Jan 5, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect family get away!
Heather E.
Stayed 4 nights in Dec 2023
10/10 Excellent
Kimberly P.
Dec 13, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family Thanksgiving
Kimberly P.
Stayed 7 nights in Nov 2023
10/10 Excellent
Kurt R.
Jan 31, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Awesome Place
Kurt R.
Stayed 3 nights in Jan 2024
10/10 Excellent
Alysia E.
Jun 16, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely refreshing!
Alysia E.
Stayed 2 nights in Jun 2024
10/10 Excellent
John S.
Nov 10, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Best place in Wintergreen
John S.
Stayed 2 nights in Nov 2024
10/10 Excellent
Jen W.
Dec 11, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic experience
Jen W.
Stayed 3 nights in Nov 2024
10/10 Excellent
Susan A.
Jan 11, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house for family
Susan A.
Stayed 3 nights in Jan 2025
6/10 Okay
Chelyce B.
Aug 21, 2025
Liked: Check-in, communication
Disliked: Cleanliness, listing accuracy
Chelyce B.
Stayed 3 nights in Aug 2025
10/10 Excellent
Nishes B.
Jan 11, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing home for every age
Nishes B.
Stayed 2 nights in Dec 2024
10/10 Excellent
Patrick S.
Aug 25, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful House with Beautiful Scenery
Patrick S.
Stayed 4 nights in Aug 2023
10/10 Excellent
Beth A.
Dec 30, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great for large family getaways
Beth A.
Stayed 5 nights in Dec 2023
10/10 Excellent
Lucky P.
Oct 23, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Weekend in the Fall
Lucky P.
Stayed 3 nights in Oct 2023
10/10 Excellent
Rebecca & Tim B.
Jul 27, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Rebecca & Tim B.
Stayed 4 nights in Jul 2025
10/10 Excellent
crystal m.
Sep 4, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect
crystal m.
Stayed 4 nights in Aug 2023
6/10 Okay
Marcos C.
Feb 8, 2025
Liked: Location
Disliked: Cleanliness
Beds
Marcos C.
Stayed 2 nights in Feb 2025
8/10 Good
Charlene S.
Jun 18, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
mostly good
Charlene S.
Stayed 3 nights in Jun 2024
10/10 Excellent
Virginia M.
Apr 7, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Close to the Heavens
Virginia M.
Stayed 3 nights in Mar 2024
8/10 Good
Amber B.
Apr 2, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amber B.
Stayed 4 nights in Feb 2025








