Photo by Karen Hamrick

Chalets in Waynesboro City County

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Our top choices for Waynesboro City County chalets

1. Fully Loaded 8BR in Wintergreen! Sleeps 23

Fully Loaded 8BR in Wintergreen! Sleeps 23
Chestnut Springs
9.8 out of 10, Exceptional, (17 reviews)
"Excellent amenities and host was attentive. Great place to stay with a large group. "
United States
Karen N.
The price is HK$5,375
HK$11,763 total
includes taxes & fees
16 Nov - 17 Nov
Fully Loaded 8BR in Wintergreen! Sleeps 23

2. Dragon's Back, 9BR 10BA in Wintergreen

Dragon's Back, 9BR 10BA in Wintergreen
Wintergreen Resort
10.0 out of 10, Exceptional, (9 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.
Dragon's Back, 9BR 10BA in Wintergreen

3. Wintergreen Luxury, Best Views in VA!

Wintergreen Luxury, Best Views in VA!
Wintergreen Resort
10.0 out of 10, Exceptional, (47 reviews)
"House was great for our family vacation. An actual million dollar view. Family had a wonderful week enjoying the surrounding area with hiking, fishing and local distilleries.House is very well appointed and our host Aubrey was excellent with communication before and during our trip. One tip- Definitely suggest bringing as much food supply as possible to save some driving time to store."
United States
Marty A.
Wintergreen Luxury, Best Views in VA!

4. 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)
"It's a nice house, and check in/out was super easy."
United States
Chris R.
The price is HK$2,858
HK$6,895 total
includes taxes & fees
16 Nov - 17 Nov
Family Chalet at Wintergreen - Hot Tub, Sauna, Fire Pit, Game Room - Sleeps 16

5. Secluded Mountain Cabin Firepit 12ppl

Secluded Mountain Cabin Firepit 12ppl
Lovingston
9.4 out of 10, Exceptional, (6 reviews)
"the property was very nice and clean everything worked well. The only complaint is that is a little far from most everything. Great if you want a getaway from the hustle and bustle of the city."
United States
kim B.
Secluded Mountain Cabin Firepit 12ppl

6. Majestic Mtn Cabin w sunset view & 4 min to slope

Majestic Mtn Cabin w sunset view & 4 min to slope
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 sunset view & 4 min to slope

7. 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, (22 reviews)
"Excellent location and views. Beautiful grounds. The house is nicely decorated. It sleeps 6 adults and 4 children. If there was more attention given to the maintenance of mechanical things in the house we would definitely have given this a five star review."
United States
David K.
The price is HK$2,818
HK$5,244 total
includes taxes & fees
15 Nov - 16 Nov
Luxury Mountain Lodge: Hot Tub and Incredible Mountain Views

8. 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

9. 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, (123 reviews)
"This property was beautiful, well stocked and very cozy!"
United States
Mary
Spectacular Ski Chalet, 3 BR, 2.5 Bath, Great Location.

10. Sleepy Bear Chalet

Sleepy Bear Chalet
Roseland
8.6 out of 10, Excellent, (4 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.