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
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Roseland vacation rentals

A sauna with wooden benches and a view of a forested hillside.

1. Branch and Barrel

Branch and Barrel
2.0 star property
Roseland
The price is ￥23,592
￥44,156 total
includes taxes & fees
Sep 28 - Sep 29
Branch and Barrel
A wooden deck with a blue planter table holding a yellow flower pot.

2. Historic Bungalow 30 minutes from Wintergreen

Historic Bungalow 30 minutes from Wintergreen
Roseland
9.8 out of 10, Exceptional, (18 reviews)
"Great location quiet area"
United States
Scott P.
The price is ￥19,110
￥42,656 total
includes taxes & fees
Oct 15 - Oct 16
Historic Bungalow 30 minutes from Wintergreen
A sandy beach with a lake and forested hills in the background.

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
The price is ￥21,233
￥37,975 total
includes taxes & fees
Sep 30 - Oct 1
Cozy Country small two bedroom home.
A hallway with a wooden-framed mirror, a console table with a vase and a sculpture, a door with a glass panel, and a small rug on the floor.

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.
The price is ￥63,384
￥74,315 total
includes taxes & fees
Sep 27 - Sep 28
Spacious, private, four-season mountainside home close to Wintergreen and hiking
A cozy room with a wooden ceiling, a ceiling fan, a sofa with floral cushions, a glass coffee table, and a chair.

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 ￥20,446
￥30,910 total
includes taxes & fees
Oct 4 - Oct 5
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
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 traveler
The price is ￥36,174
￥52,987 total
includes taxes & fees
Sep 28 - Sep 29
Mountain Hideaway Cabin Near Wintergreen and Rt 151 Nelson County, VA
A two-story house with a covered porch, a stone pathway, and a well-maintained garden.

7. Blue Ridge Getaway

Blue Ridge Getaway
Roseland
The price is ￥36,489
￥99,016 total
includes taxes & fees
Oct 13 - Oct 14
Blue Ridge Getaway
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, (18 reviews)
"Great stay!"
United States
Cheryl P.
The price is ￥34,256
￥76,363 total
includes taxes & fees
Sep 27 - Sep 28
Wintergreen Mountain Cabin · Hot Tub · Sauna · Mural · Fire Pit · Game Porch

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.
The price is ￥56,464
￥88,464 total
includes taxes & fees
Sep 27 - Sep 28
White Oak 46 with Wintergreen Advantage
A spacious living room with large windows, a wooden ceiling, and a chandelier.

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 ￥73,607
￥159,669 total
includes taxes & fees
Sep 27 - Sep 28
Designer Home w/ Incredible Views, Sleeps 16
A bedroom with a bed, a desk, a chair, a TV, and a mirror.

11. On Mountain Time

On Mountain Time
2.5 star property
Roseland
The price is ￥47,027
￥110,216 total
includes taxes & fees
Sep 27 - Sep 28
On Mountain Time
A hot tub with a wooden deck and string lights.

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 ￥46,555
￥123,638 total
includes taxes & fees
Sep 28 - Sep 29
Mountain Mindset: Pup Friendly + Trail
An aerial view of a large estate surrounded by dense forest, featuring multiple buildings and a well-maintained driveway.

13. Three Ridges 05 With Wintergreen Advantage

Three Ridges 05 With Wintergreen Advantage
Chestnut Springs
The price is ￥42,308
￥68,505 total
includes taxes & fees
Sep 27 - Sep 28
Three Ridges 05 With Wintergreen Advantage
A covered porch with two chairs and a table, surrounded by a wooden railing, overlooking a forested area.

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.
The price is ￥38,219
￥88,031 total
includes taxes & fees
Sep 28 - Sep 29
Adventure Awaits
A cozy living room with a stone fireplace, comfortable seating, and large windows offering a view of the outdoors.

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 ￥19,411
￥51,878 total
includes taxes & fees
Sep 28 - Sep 29
Bide-a-Wee- Hike the Trails! Close to the slopes!

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.
The price is ￥56,464
￥86,698 total
includes taxes & fees
Sep 27 - Sep 28
White Oak 51 with Wintergreen Advantage
A large white house with a green roof, a patio with outdoor furniture, and a stone fireplace.

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.
The price is ￥23,592
￥47,689 total
includes taxes & fees
Sep 27 - Sep 28
Barrel Sauna, Hot Tub & Views
A two-story house with a deck, hot tub, and outdoor seating area.

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.
The price is ￥114,500
￥214,071 total
includes taxes & fees
Oct 12 - Oct 13
Wintergreen Luxury, Breathtaking Views
A large white house with a green roof, a patio with outdoor furniture, and a swimming pool.

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

Branch and Barrel: Hot Tub & Sauna + Mtn Views
Roseland
The price is ￥45,139
￥111,980 total
includes taxes & fees
Oct 20 - Oct 21
Branch and Barrel: Hot Tub & Sauna + Mtn Views
A two-story house with a porch, a flag, and a view of trees and mountains.

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

On Mountain Time: 5BR, 3 mins to Devil's Backbone
Roseland
The price is ￥47,027
￥117,281 total
includes taxes & fees
Sep 27 - Sep 28
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

Sleep Inn Staunton

Sleep Inn Staunton

10/10 Excellent
"Staff was pleasant and helpful. Bathroom very small but efficient."
carol 1-night trip
Posted 2 hours ago
Sleep Inn Staunton

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:

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

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.