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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Our top choices for Roseland vacation rentals

1. Branch and Barrel

Branch and Barrel
2.0 star property
Roseland
The price is CA $253
CA $468 total
includes taxes & fees
Dec 2 - Dec 3
Branch and Barrel

2. 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, (124 reviews)
"Beautiful location."
United States
Sharon
The price is CA $193
CA $284 total
includes taxes & fees
Nov 15 - Nov 16
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery

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 CA $181
CA $418 total
includes taxes & fees
Nov 17 - Nov 18
Historic Bungalow 30 minutes from Wintergreen

4. 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 CA $235
CA $426 total
includes taxes & fees
Nov 21 - Nov 22
Cozy Country small two bedroom home.

5. 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)
"Nice"
United States
Mark H.
The price is CA $357
CA $548 total
includes taxes & fees
Nov 15 - Nov 16
Mountain Hideaway Cabin Near Wintergreen and Rt 151 Nelson County, VA

6. 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 CA $177
CA $476 total
includes taxes & fees
Nov 16 - Nov 17
Bide-a-Wee- Hike the Trails! Close to the slopes!

7. 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 CA $554
CA $664 total
includes taxes & fees
Nov 18 - Nov 19
Spacious, private, four-season mountainside home close to Wintergreen and hiking

8. 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 CA $371
CA $823 total
includes taxes & fees
Nov 22 - Nov 23
Adventure Awaits

9. 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 CA $305
CA $726 total
includes taxes & fees
Nov 16 - Nov 17
Wintergreen Mountain Cabin · Hot Tub · Sauna · Mural · Fire Pit · Game Porch

10. Three Ridges 05 With Wintergreen Advantage

Three Ridges 05 With Wintergreen Advantage
Chestnut Springs
The price is CA $298
CA $515 total
includes taxes & fees
Nov 18 - Nov 19
Three Ridges 05 With Wintergreen Advantage

11. Bluebird Cottage

Bluebird Cottage
2.0 star property
Roseland
The price is CA $194
CA $418 total
includes taxes & fees
Nov 17 - Nov 18
Bluebird Cottage

12. 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 CA $398
CA $648 total
includes taxes & fees
Nov 17 - Nov 18
White Oak 51 with Wintergreen Advantage

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 CA $398
CA $666 total
includes taxes & fees
Nov 17 - Nov 18
White Oak 46 with Wintergreen Advantage

14. 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)
"We loved our stay at this property. The place was perfect for a family of 4 and we loved that we could bring our dogs. Beautifully decorated and a great deck out back for relaxing with in what felt like a treehouse. Would definitely go back"
United States
Dan S.
The price is CA $421
CA $774 total
includes taxes & fees
Nov 30 - Dec 1
Wintergreen cabin, 5 min to ski, hot tub, sauna

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)
"We enjoyed our stay at this beautiful place. love to come back "
United States
Neda A.
The price is CA $698
CA $1,482 total
includes taxes & fees
Nov 23 - Nov 24
Designer Home w/ Incredible Views, Sleeps 16

16. 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 CA $253
CA $509 total
includes taxes & fees
Dec 1 - Dec 2
Barrel Sauna, Hot Tub & Views

17. 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.
The price is CA $1,706
CA $2,765 total
includes taxes & fees
Nov 28 - Nov 29
Wintergreen Luxury, Breathtaking Views

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

Branch and Barrel: Hot Tub & Sauna + Mtn Views
Roseland
The price is CA $471
CA $1,093 total
includes taxes & fees
Nov 30 - Dec 1
Branch and Barrel: Hot Tub & Sauna + Mtn Views

19. Bluebird Cottage: Near 151 + Appalachian Trail

Bluebird Cottage: Near 151 + Appalachian Trail
Roseland
9.0 out of 10, Wonderful, (14 reviews)
"This is a charming little cottage with a blend of original architecture and modern furnishings. Coffee (provided) on the porch, listening to the river, was a perfect way to ease into the day. Close to breweries, cideries, wineries and Wintergreen (both on the mountain and in the valley). The hosts were very responsive both before and during our stay. We would highly recommend this property."
United States
Susan A.
The price is CA $194
CA $455 total
includes taxes & fees
Nov 15 - Nov 16
Bluebird Cottage: Near 151 + Appalachian Trail

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 CA $504
CA $1,262 total
includes taxes & fees
Nov 18 - Nov 19
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

Find out more about Roseland

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Roseland. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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 84 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.