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

Roseland Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Roseland vacation rentals

Exterior

1. Branch and Barrel

Branch and Barrel
2.0 star property
Roseland
The price is SAR 563
SAR 1,054 total
includes taxes & fees
29 Sep - 30 Sep
Branch and Barrel
Outdoor dining

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.
Historic Bungalow 30 minutes from Wintergreen
Beach towels

3. Cozy Country small two bedroom home.

Cozy Country small two bedroom home.
Roseland
9.8 out of 10, Exceptional, (19 reviews)
"Lovely cozy place in the mountains, we had a total blast!"
United States
Prabir
Cozy Country small two bedroom home.
Interior

4. 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, (29 reviews)
"This property was spacious and clean--perfect for our group!"
United States
Matt F.
Spacious, private, four-season mountainside home close to Wintergreen and hiking
Smart TV, DVD player, books, music library

5. Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery

Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
Roseland
10.0 out of 10, Exceptional, (116 reviews)
"Beautiful, peaceful and all accommodations were available. Very neat, meticulously cared for and we felt like we were at home."
United States
Jason L.
The price is SAR 488
SAR 738 total
includes taxes & fees
4 Oct - 5 Oct
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
Property grounds

6. Mountain Hideaway Cabin Near Wintergreen and Rt 151 Nelson County, VA

Mountain Hideaway Cabin Near Wintergreen and Rt 151 Nelson County, VA
Roseland
10.0 out of 10, Exceptional, (38 reviews)
"Gorgeous home and super clean! Lorraine is awesome to work with!"
United States
Anonymous traveler
The price is SAR 864
SAR 1,265 total
includes taxes & fees
29 Sep - 30 Sep
Mountain Hideaway Cabin Near Wintergreen and Rt 151 Nelson County, VA
Exterior

7. Blue Ridge Getaway

Blue Ridge Getaway
Roseland
The price is SAR 890
SAR 2,385 total
includes taxes & fees
29 Sep - 30 Sep
Blue Ridge Getaway
Terrace/patio

8. 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, (19 reviews)
"Great stay!"
United States
Cheryl P.
The price is SAR 797
SAR 1,800 total
includes taxes & fees
29 Sep - 30 Sep
Wintergreen Mountain Cabin · Hot Tub · Sauna · Mural · Fire Pit · Game Porch
Exterior

9. White Oak 46 with Wintergreen Advantage

White Oak 46 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (2 reviews)
"My three girlfriends and I stayed here for a golf weekend. Beds were so comfortable, space was perfect for four (could have easily had six), property was beautiful and staff were very friendly and helpful. We will come again!"
United States
Leah S.
White Oak 46 with Wintergreen Advantage
Smart TV, video games, foosball

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.
Designer Home w/ Incredible Views, Sleeps 16
House, Private Bathroom (On Mountain Time) | 5 bedrooms

11. On Mountain Time

On Mountain Time
2.5 star property
Roseland
The price is SAR 1,123
SAR 2,631 total
includes taxes & fees
29 Sep - 30 Sep
On Mountain Time
Outdoor spa tub

12. Mountain Mindset: Pup Friendly + Trail

Mountain Mindset: Pup Friendly + Trail
Laurel Ridge
9.6 out of 10, Exceptional, (10 reviews)
"Nice cabin in a good location! "
United States
Caine C.
The price is SAR 1,044
SAR 2,859 total
includes taxes & fees
29 Sep - 30 Sep
Mountain Mindset: Pup Friendly + Trail
Exterior

13. Three Ridges 05 With Wintergreen Advantage

Three Ridges 05 With Wintergreen Advantage
Chestnut Springs
Three Ridges 05 With Wintergreen Advantage
Terrace/patio

14. Adventure Awaits

Adventure Awaits
Laurel Ridge
9.0 out of 10, Wonderful, (10 reviews)
"Holly was amazing! We loved the location, the coziness, and the house had all the bells and whistles! Adventure Awaits made our Wintergreen vacation the best! "
United States
Kimberly K.
Adventure Awaits
Smart TV, fireplace

15. Bide-a-Wee- Hike the Trails! Close to the slopes!

Bide-a-Wee- Hike the Trails! Close to the slopes!
Wintergreen Resort
9.2 out of 10, Wonderful, (12 reviews)
"Great house close to the village, would stay here again."
United States
David B.
The price is SAR 456
SAR 1,230 total
includes taxes & fees
29 Sep - 30 Sep
Bide-a-Wee- Hike the Trails! Close to the slopes!
Exterior

16. White Oak 51 with Wintergreen Advantage

White Oak 51 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (1 review)
"Had a great thanksgiving with family. Wood burning fireplace with wood stacked just outside condo. Kitchen had all needed utensils. Having wintergreen advantage was a major plus—allowing access to gym and spa"
United States
Nathan S.
White Oak 51 with Wintergreen Advantage
Exterior

17. 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.
Barrel Sauna, Hot Tub & Views
Terrace/patio

18. Wintergreen Luxury, Breathtaking Views

Wintergreen Luxury, Breathtaking Views
Wintergreen Resort
10.0 out of 10, Exceptional, (13 reviews)
"Everything was perfect! The host was extremely responsive and the property was in excellent condition "
United States
liz b.
Wintergreen Luxury, Breathtaking Views
Exterior

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

Branch and Barrel: Hot Tub & Sauna + Mtn Views
Roseland
The price is SAR 1,048
SAR 2,644 total
includes taxes & fees
13 Oct - 14 Oct
Branch and Barrel: Hot Tub & Sauna + Mtn Views
Exterior

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

On Mountain Time: 5BR, 3 mins to Devil's Backbone
Roseland
On Mountain Time: 5BR, 3 mins to Devil's Backbone
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.
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Top Roseland Hotel Reviews

Holiday Inn Express & Suites Waynesboro East by IHG

Holiday Inn Express & Suites Waynesboro East by IHG

10/10 Excellent
"Brand new appearance Loved this t"
Timothy 1-night trip
Posted 13 hours ago
Holiday Inn Express & Suites Waynesboro East by IHG

Frequently asked questions

Can I find vacation rentals in Roseland?

Yes, we offer vacation rentals near the most popular attractions in Roseland, or you can go with a secluded option if you're looking for relaxation. Discover why Roseland is known for its ski slopes and mountain landscape. While you're here, grab a bite or have a drink at the breweries.

What are some of the best vacation home rentals in Roseland?

Wintergreen cabin, hot tub, sauna, walk to trails: Visitors like this Roseland vacation home rental. It is located in the mountains and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub. Another good choice for your trip to Roseland is Theater Room, Fooseball, Firepit, Mountains!.

How many vacation rentals are there in Roseland?

Choose from 82 Expedia vacation rentals in Roseland for a memorable vacation.

What’s there to see and do in Roseland?

George Washington National Forest and Reids Gap Trailhead are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Wintergreen Resort and Woodson's Mill.

What’s a vacation rental in Roseland like?

Vacation rentals are private properties you can stay in for short or long periods in Roseland. Vacation rentals provide amenities like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for family trips or small group gatherings.