A mountainous landscape with pine trees and rocky terrain.

Chalets in Rockbridge County

Compare and save
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Rockbridge County chalets

House on the slopes Ski-in/out

House on the slopes Ski-in/out
Treeloft
9.4 out of 10, Exceptional, (51 reviews)
"It was a great stay and you cannot beat the location on the slopes!"
United States
Brett E.
House on the slopes Ski-in/out

Wintergreen Luxury, Best Views in VA!

Wintergreen Luxury, Best Views in VA!
Wintergreen Resort
10.0 out of 10, Exceptional, (38 reviews)
"Amazing house, very responsive host. Would love to stay again!"
United States
Charles R.
Wintergreen Luxury, Best Views in VA!

NEW! The Nest Treehouse

NEW! The Nest Treehouse
Rockbridge Baths
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful rental...we came for a weekend to hike and explore the area and to visit the natural bridge state park. Everything was nice and clean and the property had great amenities...we enjoyed the fire pit and the outside seating area...the place was lovely would recommend!"
United States
Lyndsay R.
The price is AED 459
AED 898 total
includes taxes & fees
30 Jun - 1 Jul
NEW! The Nest Treehouse

Luxury Ski-in/Ski-out Chalet with Mountain Views at Wintergreen Resort

Luxury Ski-in/Ski-out Chalet with Mountain Views at Wintergreen Resort
Treeloft
10.0 out of 10, Exceptional, (8 reviews)
"We loved our time here. Great location for ski in/out and the amenities are excellent. Host was easily accessible and would love to stay here again. "
United States
tim f.
Luxury Ski-in/Ski-out Chalet with Mountain Views at Wintergreen Resort

Dragon's Back, 9BR 10BA in Wintergreen

Dragon's Back, 9BR 10BA in Wintergreen
Wintergreen Resort
10.0 out of 10, Exceptional, (7 reviews)
"A fabulous host: super responsive when we had questions and sent a comprehensive guide book ahead of time which helped us plan the trip."
United States
Brooke S.
The price is AED 4,584
AED 8,221 total
includes taxes & fees
13 Jul - 14 Jul
Dragon's Back, 9BR 10BA in Wintergreen

Fully Loaded 8BR in Wintergreen! Sleeps 23

Fully Loaded 8BR in Wintergreen! Sleeps 23
Chestnut Springs
10.0 out of 10, Exceptional, (10 reviews)
"Excellent amenities and host was attentive. Great place to stay with a large group. "
United States
Karen N.
Fully Loaded 8BR in Wintergreen! Sleeps 23

Family Chalet at Wintergreen - Hot Tub, Sauna, Fire Pit, Game Room - Sleeps 16

Family Chalet at Wintergreen - Hot Tub, Sauna, Fire Pit, Game Room - Sleeps 16
Deer Springs
10.0 out of 10, Exceptional, (11 reviews)
"House was great and well stocked. Easily walkable to some great hikes on resort - we really enjoyed Lower Shamokin Falls. Host was super responsive and provided lots of great local info - would love to return! "
United States
cecelia t.
The price is AED 1,196
AED 3,093 total
includes taxes & fees
29 Jun - 30 Jun
Family Chalet at Wintergreen - Hot Tub, Sauna, Fire Pit, Game Room - Sleeps 16

Majestic Mtn Cabin w quick hiking & overlook access

Majestic Mtn Cabin w quick hiking & overlook access
Nellysford
10.0 out of 10, Exceptional, (5 reviews)
"We had a pleasant stay at the property. It was quiet and peaceful, exactly what we needed since we had a busy event scheduled."
United States
Suzanie
Majestic Mtn Cabin w quick hiking & overlook access

Opulent Retreat Amidst Blue Ridge`s Serenity * Dog Friendly * Hot Tub

Opulent Retreat Amidst Blue Ridge`s Serenity * Dog Friendly * Hot Tub
Nellysford
10.0 out of 10, Exceptional, (10 reviews)
"Just like the pictures, don't hesitate! Just book!!"
United States
Alyssa A.
Opulent Retreat Amidst Blue Ridge`s Serenity * Dog Friendly * Hot Tub

Luxury Mountain Lodge: Hot Tub and Incredible Mountain Views

Luxury Mountain Lodge: Hot Tub and Incredible Mountain Views
Vesuvius
10.0 out of 10, Exceptional, (20 reviews)
"House is beautiful and in great condition. "
United States
Jessica S.
The price is AED 1,098
AED 2,285 total
includes taxes & fees
8 Jul - 9 Jul
Luxury Mountain Lodge: Hot Tub and Incredible Mountain Views

Alpenglow- Amazing views, 5 Masters, 5600sf

Alpenglow- Amazing views, 5 Masters, 5600sf
Wintergreen Resort
10.0 out of 10, Exceptional, (4 reviews)
"This property was absolutely amazing!! The Host was very responsive to my questions. We had a great stay!!"
United States
Cindy N.
Alpenglow- Amazing views, 5 Masters, 5600sf

Hansel 'n Gretel: Wood Stove Grill Firepit Dogs OK

Hansel 'n Gretel: Wood Stove Grill Firepit Dogs OK
Wintergreen Resort
9.8 out of 10, Exceptional, (10 reviews)
"Ny family enjoyed oyr stay "
United States
Fred T.
Hansel 'n Gretel: Wood Stove Grill Firepit Dogs OK

Spectacular Ski Chalet, 3 BR, 2.5 Bath, Great Location.

Spectacular Ski Chalet, 3 BR, 2.5 Bath, Great Location.
Wintergreen Resort
10.0 out of 10, Exceptional, (121 reviews)
"We’ve stayed here multiple times and every time is so great! We love the property, the location is so peaceful. This time in particular the fall colors were so beautiful. Loved our time here. "
United States
Chelsea S.
Spectacular Ski Chalet, 3 BR, 2.5 Bath, Great Location.

Elk Mountain Overlook: Breathtaking Views

Elk Mountain Overlook: Breathtaking Views
Afton
9.0 out of 10, Wonderful, (8 reviews)
"Well equipped Cabin with amazing views"
United States
Margaret
Elk Mountain Overlook: Breathtaking Views

Wintergreen Ridge Retreat

Wintergreen Ridge Retreat
Chestnut Springs
7.8 out of 10, Good, (8 reviews)
"Yes!! The hot tub was the perfect addition with the cold weather. "
United States
Emily L.
Wintergreen Ridge Retreat

Sleepy Bear Chalet

Sleepy Bear Chalet
Roseland
8.0 out of 10, Very Good, (3 reviews)
"The location was great for a ski vacation - an easy walk to the main lodge even with kids.The property itself is dated and could use a number of upgrades. Very basic amenities and light blankets on the beds - would definitely recommend bringing extra blankets (and towels) if you plan to stay for a cold weekend. The listing noted that there is access to an indoor pool which we found out was not the case and the property does not have resort access. "
United States
Marisa I.
Sleepy Bear Chalet
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Rockbridge County Hotel Reviews