Entire home
Upscale and Family-Friendly in Wintergreen
Family-friendly stay near Wintergreen Resort
Choose dates to view prices
Photo gallery for Upscale and Family-Friendly in Wintergreen





Reviews
9.6 out of 10
Exceptional
Entire home
5 bedrooms4 bathroomsSleeps 163000 sq ft
Popular amenities
Explore the area
Roseland, VA
- Place, Wintergreen Resort6 min walk
- Place, Bold Rock Hard Cider Nellysford Cidery13 min drive
- Place, Shenandoah National Park17 min drive
- Airport, Weyers Cave, VA (SHD-Shenandoah Valley Regional)48 min drive
Room options
About the neighborhood
About this property
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
Property amenities
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
- This property is managed by a private host, not a professional engaged in trade or business. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.
Frequently asked questions
Upscale and Family-Friendly in Wintergreen Reviews
Reviews
9.6
Exceptional
9.2/10
Cleanliness
Reviews
Dec 10, 2025
Liked: Cleanliness
Stayed 2 nights in Dec 2025
10/10 Excellent
Jill B., Lewes DE USA
Nov 11, 2025
Liked: Cleanliness
Jill B.
Stayed 4 nights in Nov 2025
10/10 Excellent
Becky P.
Nov 10, 2025
Liked: Cleanliness
Becky P.
Stayed 3 nights in Nov 2025
6/10 Okay
Chelyce B.
Aug 21, 2025
Disliked: Cleanliness
Chelyce B.
Stayed 3 nights in Aug 2025
10/10 Excellent
Rebecca & Tim B.
Jul 27, 2025
Liked: Cleanliness
Rebecca & Tim B.
Stayed 4 nights in Jul 2025
10/10 Excellent
Tammy G.
Jul 18, 2025
Liked: Cleanliness
Tammy G.
Stayed 4 nights in Jul 2025
10/10 Excellent
Nathaniel T.
Apr 9, 2025
Liked: Cleanliness
Peaceful weekend
Nathaniel T.
Stayed 3 nights in Mar 2025
8/10 Good
Amber B.
Apr 2, 2025
Liked: Cleanliness
Amber B.
Stayed 4 nights in Feb 2025
6/10 Okay
Marcos C.
Feb 8, 2025
Disliked: Cleanliness
Beds
Marcos C.
Stayed 2 nights in Feb 2025
10/10 Excellent
Frank S.
Jan 20, 2025
Liked: Cleanliness
Great Stay in Wintergreen
Frank S.
Stayed 3 nights in Jan 2025
10/10 Excellent
Nishes B.
Jan 11, 2025
Liked: Cleanliness
Amazing home for every age
Nishes B.
Stayed 2 nights in Dec 2024
10/10 Excellent
Susan A.
Jan 11, 2025
Liked: Cleanliness
Great house for family
Susan A.
Stayed 3 nights in Jan 2025
10/10 Excellent
Jen W.
Dec 11, 2024
Liked: Cleanliness
Fantastic experience
Jen W.
Stayed 3 nights in Nov 2024
10/10 Excellent
Glenda S.
Nov 24, 2024
Liked: Cleanliness
Family weekend
Glenda S.
Stayed 3 nights in Nov 2024
10/10 Excellent
Verified traveler
Nov 15, 2024
Liked: Cleanliness
Excellent house!
Verified traveler
Stayed 3 nights in Oct 2024
10/10 Excellent
John S., Richmond, VA
Nov 10, 2024
Liked: Cleanliness
Best place in Wintergreen
John S.
Stayed 2 nights in Nov 2024
8/10 Good
Charlene S.
Jun 18, 2024
Liked: Cleanliness
mostly good
Charlene S.
Stayed 3 nights in Jun 2024
10/10 Excellent
Alysia E.
Jun 16, 2024
Liked: Cleanliness
Absolutely refreshing!
Alysia E.
Stayed 2 nights in Jun 2024
10/10 Excellent
Virginia M., Virginia Beach, Virginia
Apr 7, 2024
Liked: Cleanliness
Close to the Heavens
Virginia M.
Stayed 3 nights in Mar 2024
10/10 Excellent
Kurt R.
Jan 31, 2024
Liked: Cleanliness
Awesome Place
Kurt R.
Stayed 3 nights in Jan 2024
10/10 Excellent
Heather E.
Jan 5, 2024
Liked: Cleanliness
Perfect family get away!
Heather E.
Stayed 4 nights in Dec 2023
10/10 Excellent
Beth A.
Dec 30, 2023
Liked: Cleanliness
Great for large family getaways
Beth A.
Stayed 5 nights in Dec 2023
10/10 Excellent
Timothy T.
Dec 14, 2023
Liked: Cleanliness
Amazing place
Timothy T.
Stayed 2 nights in Dec 2023
10/10 Excellent
Kimberly P.
Dec 13, 2023
Liked: Cleanliness
Family Thanksgiving
Kimberly P.
Stayed 7 nights in Nov 2023
10/10 Excellent
Lucky P.
Oct 23, 2023
Liked: Cleanliness
Weekend in the Fall
Lucky P.
Stayed 3 nights in Oct 2023








