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Check prices for these dates

Our top choices for Roseland vacation homes

1. Branch and Barrel

Branch and Barrel
2.0 star property
Roseland
The price is ¥28,361
¥52,485 total
includes taxes & fees
Dec 14 - Dec 15
Branch and Barrel

2. Historic Bungalow 30 minutes from Wintergreen

Historic Bungalow 30 minutes from Wintergreen
Roseland
9.8 out of 10, Exceptional, (19 reviews)
"Great location quiet area"
United States
Scott P.
The price is ¥20,296
¥47,193 total
includes taxes & fees
Nov 17 - Nov 18
Historic Bungalow 30 minutes from Wintergreen

3. Cozy Country small two bedroom home.

Cozy Country small two bedroom home.
Roseland
9.8 out of 10, Exceptional, (20 reviews)
"Lovely cozy place in the mountains, we had a total blast!"
United States
Prabir
The price is ¥26,362
¥47,726 total
includes taxes & fees
Nov 14 - Nov 15
Cozy Country small two bedroom home.

4. Location! Route 151 Wineries & Breweries!

Location! Route 151 Wineries & Breweries!
Roseland
Location! Route 151 Wineries & Breweries!

5. Spacious, private, four-season mountainside home close to Wintergreen and hiking

Spacious, private, four-season mountainside home close to Wintergreen and hiking
Roseland
9.8 out of 10, Exceptional, (30 reviews)
"It was a great place to stay. I have 4 boys and they had a blast in the game room"
United States
afsheen a.
The price is ¥65,446
¥75,044 total
includes taxes & fees
Dec 8 - Dec 9
Spacious, private, four-season mountainside home close to Wintergreen and hiking

6. Adventure Awaits

Adventure Awaits
Laurel Ridge
9.0 out of 10, Wonderful, (10 reviews)
"our stay was so fun! "
United States
Kaden C.
The price is ¥41,571
¥87,947 total
includes taxes & fees
Nov 22 - Nov 23
Adventure Awaits

7. Wintergreen Mountain Cabin · Hot Tub · Sauna · Mural · Fire Pit · Game Porch

Wintergreen Mountain Cabin · Hot Tub · Sauna · Mural · Fire Pit · Game Porch
Chestnut Springs
9.8 out of 10, Exceptional, (20 reviews)
"Great stay!"
United States
Cheryl P.
The price is ¥35,337
¥82,855 total
includes taxes & fees
Nov 16 - Nov 17
Wintergreen Mountain Cabin · Hot Tub · Sauna · Mural · Fire Pit · Game Porch

8. Wintergreen cabin, 5 min to ski, hot tub, sauna

Wintergreen cabin, 5 min to ski, hot tub, sauna
Chestnut Springs
10.0 out of 10, Exceptional, (16 reviews)
"Family friendly in every way possible! My friends and I had the best experience with the nearby hikes, overlooks, and overall destination of the home! Awesome place to stay!"
United States
mikenzi b.
The price is ¥47,176
¥86,715 total
includes taxes & fees
Nov 30 - Dec 1
Wintergreen cabin, 5 min to ski, hot tub, sauna

9. Barrel Sauna, Hot Tub & Views

Barrel Sauna, Hot Tub & Views
Roseland
10.0 out of 10, Exceptional, (2 reviews)
"House was beautiful and well maintained."
United States
Collin W.
The price is ¥28,382
¥57,014 total
includes taxes & fees
Dec 1 - Dec 2
Barrel Sauna, Hot Tub & Views

10. Designer Home w/ Incredible Views, Sleeps 16

Designer Home w/ Incredible Views, Sleeps 16
Wintergreen Resort
9.4 out of 10, Exceptional, (23 reviews)
"We enjoyed our stay at this beautiful place. love to come back "
United States
Neda A.
The price is ¥78,187
¥160,111 total
includes taxes & fees
Nov 23 - Nov 24
Designer Home w/ Incredible Views, Sleeps 16

11. On Mountain Time

On Mountain Time
2.5 star property
Roseland
The price is ¥56,533
¥121,801 total
includes taxes & fees
Nov 17 - Nov 18
On Mountain Time

12. Wintergreen Luxury, Breathtaking Views

Wintergreen Luxury, Breathtaking Views
Wintergreen Resort
10.0 out of 10, Exceptional, (14 reviews)
"This place was amazing! Beautiful house, very clean, had everything we needed and the views are breathtaking! Would definitely stay here again."
United States
Tony C.
Wintergreen Luxury, Breathtaking Views

13. Branch and Barrel: Hot Tub & Sauna + Mtn Views

Branch and Barrel: Hot Tub & Sauna + Mtn Views
Roseland
The price is ¥52,791
¥122,847 total
includes taxes & fees
Dec 8 - Dec 9
Branch and Barrel: Hot Tub & Sauna + Mtn Views

14. On Mountain Time: 5BR, 3 mins to Devil's Backbone

On Mountain Time: 5BR, 3 mins to Devil's Backbone
Roseland
The price is ¥56,575
¥142,180 total
includes taxes & fees
Dec 8 - Dec 9
On Mountain Time: 5BR, 3 mins to Devil's Backbone

15. Mountain Retreat: Year-Round Getaway, Pup Friendly

Mountain Retreat: Year-Round Getaway, Pup Friendly
Laurel Ridge
The price is ¥58,088
¥109,761 total
includes taxes & fees
Dec 8 - Dec 9
Mountain Retreat: Year-Round Getaway, Pup Friendly

16. Mountain Mindset

Mountain Mindset
2.0 star property
Laurel Ridge
The price is ¥47,268
¥88,966 total
includes taxes & fees
Nov 29 - Nov 30
Mountain Mindset

17. Fore Seasons

Fore Seasons
2.0 star property
Nellysford
10.0 out of 10, Exceptional, (1 review)
"Me and my family had such a great time. The house was clean and beautiful. Everything about the house was amazing. The hosts were very responsive and sincere.❤️"
United States
Menen
The price is ¥26,471
¥51,258 total
includes taxes & fees
Nov 18 - Nov 19
Fore Seasons

18. Whole House

Whole House
Amherst
9.6 out of 10, Exceptional, (45 reviews)
"A very nice clean comfortable well furnished house. Great value for the space on gets. Nothing fancy but everything one needs for a pleasant stay. Not much to do or see in the immediate vicinity but if travels take you to this part of the world it is a good choice. Host was very responsive when I needed to contact."
United States
Richard
The price is ¥15,977
¥24,144 total
includes taxes & fees
Dec 1 - Dec 2
Whole House

19. Peaceful stay at the Colleen cottage!

Peaceful stay at the Colleen cottage!
Arrington
9.8 out of 10, Exceptional, (7 reviews)
"Peaceful, beautiful, and a convenient location. I highly recommend this spacious clean home on beautiful land."
United States
Pam H.
The price is ¥32,411
¥55,253 total
includes taxes & fees
Nov 19 - Nov 20
Peaceful stay at the Colleen cottage!

20. Farmhouse getaway for family vacations and friend retreats - heated pool

Farmhouse getaway for family vacations and friend retreats - heated pool
Roseland
10.0 out of 10, Exceptional, (43 reviews)
"We had a great time staying here! Everything was clean, we felt safe, and the property views were amazing! Beautiful home. Kyle was very quick to respond and helpful. They also made check-out a breeze. I would definitely recommend and stay here again!"
United States
Georgia E.
The price is ¥69,936
¥79,982 total
includes taxes & fees
Dec 8 - Dec 9
Farmhouse getaway for family vacations and friend retreats - heated pool
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.

Learn more about Roseland

Nestled in Virginia's Blue Ridge Mountains, Roseland offers hiking trails and access to Crabtree Falls in nearby George Washington National Forest. Wine enthusiasts can sample local vintages at several family-owned vineyards while enjoying spectacular mountain views.

A gravel road curving through a green field with a wooden fence on one side and mountains in the background.

Top reviews in Roseland