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

Roseland Holiday Rentals

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Roseland holiday rentals

A log cabin with a covered porch, surrounded by a gravel path and dense greenery.

1. 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, (121 reviews)
"Beautiful cabin!"
United States
Anna W.
The price is HK$1,059
HK$1,577 total
includes taxes & fees
5 Nov - 6 Nov
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
A wooden deck with wicker furniture, a brick wall, and a view of greenery.

2. Bluebird Cottage

Bluebird Cottage
2.0 star property
Roseland
The price is HK$1,068
HK$2,300 total
includes taxes & fees
2 Nov - 3 Nov
Bluebird Cottage
A wooden deck with a blue planter table holding a yellow flower pot.

3. 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 HK$953
HK$2,251 total
includes taxes & fees
23 Nov - 24 Nov
Historic Bungalow 30 minutes from Wintergreen
A sandy beach with a lake and forested hills in the background.

4. 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
The price is HK$1,122
HK$2,238 total
includes taxes & fees
3 Nov - 4 Nov
Cozy Country small two bedroom home.
A sauna with wooden benches and a view of a forested hillside.

5. 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 HK$1,393
HK$2,780 total
includes taxes & fees
30 Nov - 1 Dec
Barrel Sauna, Hot Tub & Views
A covered porch with wicker furniture, a 'WELCOME' sign, and a view of a forest.

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 traveller
The price is HK$1,961
HK$2,995 total
includes taxes & fees
1 Dec - 2 Dec
Mountain Hideaway Cabin Near Wintergreen and Rt 151 Nelson County, VA
A covered porch with two chairs and a table, surrounded by a wooden railing, overlooking a forested area.

7. 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 HK$4,746
HK$7,821 total
includes taxes & fees
28 Nov - 29 Nov
Adventure Awaits
A cabin with a deck, outdoor seating, and a fire pit.

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, (20 reviews)
"Great stay!"
United States
Cheryl P.
The price is HK$2,093
HK$4,461 total
includes taxes & fees
4 Nov - 5 Nov
Wintergreen Mountain Cabin · Hot Tub · Sauna · Mural · Fire Pit · Game Porch
A wooden deck with outdoor seating and a fire pit.

9. 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.
Mountain Mindset: Pup Friendly + Trail
A cozy living room with a stone fireplace, comfortable seating, and large windows offering a view of the outdoors.

10. 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 HK$971
HK$2,600 total
includes taxes & fees
9 Nov - 10 Nov
Bide-a-Wee- Hike the Trails! Close to the slopes!
A deck with a fire pit, outdoor furniture, and a view of trees and a sunset.

11. 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 HK$2,132
HK$4,019 total
includes taxes & fees
9 Nov - 10 Nov
Wintergreen cabin, 5 min to ski, hot tub, sauna
A two-story cabin with a deck and outdoor seating area.

12. On Mountain Time

On Mountain Time
2.5 star property
Roseland
The price is HK$2,776
HK$5,980 total
includes taxes & fees
30 Nov - 1 Dec
On Mountain Time
Exterior

13. 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.
The price is HK$2,189
HK$3,637 total
includes taxes & fees
9 Nov - 10 Nov
White Oak 46 with Wintergreen Advantage
Exterior

14. 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.
The price is HK$2,189
HK$3,541 total
includes taxes & fees
9 Nov - 10 Nov
White Oak 51 with Wintergreen Advantage
A spacious living room with large windows, a wooden ceiling, and a chandelier.

15. Designer Home w/ Incredible Views, Sleeps 16

Designer Home w/ Incredible Views, Sleeps 16
Wintergreen Resort
9.4 out of 10, Exceptional, (23 reviews)
"Beautiful property, Beautiful views! Great set up for multiple adults or multiple families/multi-generational gatherings. We had six adults and there were six bedrooms with comfortable beds. The tables have enough seats for everyone in a large group, indoor and outdoor. It’s a private location. It was worth getting up at 6:00 to watch the sunrise. Sauna and Hot tub are a great bonus."
United States
Helen B.
The price is HK$4,266
HK$8,737 total
includes taxes & fees
23 Nov - 24 Nov
Designer Home w/ Incredible Views, Sleeps 16
A two-story house with a deck, hot tub, and outdoor seating area.

16. Wintergreen Luxury, Breathtaking Views

Wintergreen Luxury, Breathtaking Views
Wintergreen Resort
10.0 out of 10, Exceptional, (13 reviews)
"The views and accommodations were awesome. We had such a good time with out family of 14. Plenty to do and plenty of space."
United States
Donna C.
Wintergreen Luxury, Breathtaking Views
An aerial view of a large estate surrounded by dense forest, featuring multiple buildings and a well-maintained driveway.

17. Three Ridges 05 With Wintergreen Advantage

Three Ridges 05 With Wintergreen Advantage
Chestnut Springs
The price is HK$1,640
HK$2,835 total
includes taxes & fees
1 Nov - 2 Nov
Three Ridges 05 With Wintergreen Advantage
A sauna with wooden benches and a view of a forested hillside.

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

Branch and Barrel: Hot Tub & Sauna + Mtn Views
Roseland
Branch and Barrel: Hot Tub & Sauna + Mtn Views
A wooden deck with wicker furniture, a brick wall, and a view of greenery.

19. Bluebird Cottage: Near 151 + Appalachian Trail

Bluebird Cottage: Near 151 + Appalachian Trail
Roseland
9.0 out of 10, Wonderful, (14 reviews)
"Cute cottage close to the slopes, Recommend 4WD if visiting in the winter snow."
United States
Art B.
Bluebird Cottage: Near 151 + Appalachian Trail
A two-story cabin with a deck and outdoor seating area.

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

Spark by Hilton Waynesboro

Spark by Hilton Waynesboro

8/10 Good
"$3 parking fee. Why"
Carl 1-night trip
Posted 5 hours ago
Spark by Hilton Waynesboro

Find out more about Roseland

Search for holiday rentals in Roseland on Expedia! You can easily find your home rentals, villas, holiday apartments in Roseland using one of the methods below:

  • View our selection of featured holiday rentals in Roseland
  • Use the map to find apartments and other holiday homes in the Roseland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Roseland while they last

Look no further and take a look at our great range of rental properties in Roseland!

Frequently asked questions

Can I find holiday rentals in Roseland?

Yes, there are holiday rentals close to the most popular sights in Roseland, or you can select a more secluded option if you're looking for a relaxing stay. 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 holiday rentals that Roseland has to offer?

Wintergreen cabin, hot tub, sauna, walk to trails: This highly rated holiday home rental in Roseland is located in the mountains, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub. Another good choice for your trip to Roseland is Theater Room, Fooseball, Firepit, Mountains!.

How many holiday rentals are there in Roseland?

Choose from 84 Expedia holiday rentals in Roseland for a memorable holiday.

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 holiday rental in Roseland like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Roseland. Holiday rentals feature extras such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a clean environment, holiday rentals can provide a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for family trips or small group gatherings.