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
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

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 632 total
includes taxes & fees
19 Aug - 20 Aug
Branch and Barrel
Outdoor dining

2. Historic Bungalow 30 minutes from Wintergreen

Historic Bungalow 30 minutes from Wintergreen
Roseland
10.0 out of 10, Exceptional, (17 reviews)
"Great location quiet area"
United States
Scott P.
The price is SAR 507
SAR 1,105 total
includes taxes & fees
26 Aug - 27 Aug
Historic Bungalow 30 minutes from Wintergreen
Smart TV, DVD player, books, music library

3. 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, (113 reviews)
"Very clean and cozy with a hospitable host! Fully stocked kitchen with goodies for the guests. Would stay again next time we are in town."
United States
Sheri K.
The price is SAR 488
SAR 738 total
includes taxes & fees
20 Aug - 21 Aug
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
Beach towels

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 SAR 507
SAR 940 total
includes taxes & fees
16 Aug - 17 Aug
Cozy Country small two bedroom home.
Smart TV, fireplace

5. 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 470
SAR 1,281 total
includes taxes & fees
16 Aug - 17 Aug
Bide-a-Wee- Hike the Trails! Close to the slopes!
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, (36 reviews)
"The cabin was perfect for our family of four! The owner thought of all the small details that made our trip easy and accessible. We will be back! "
United States
Brittany P.
The price is SAR 864
SAR 1,332 total
includes taxes & fees
17 Aug - 18 Aug
Mountain Hideaway Cabin Near Wintergreen and Rt 151 Nelson County, VA
Smart TV, fireplace, DVD player, foosball

7. Spacious, private, four-season home built on mountainside with great proximity to Wintergreen, breweries, cideries, and hiking

Spacious, private, four-season home built on mountainside with great proximity to Wintergreen, breweries, cideries, and hiking
Roseland
9.8 out of 10, Exceptional, (27 reviews)
"Overall, just love this house."
United States
Matt B.
The price is SAR 1,513
SAR 1,850 total
includes taxes & fees
16 Aug - 17 Aug
Spacious, private, four-season home built on mountainside with great proximity to Wintergreen, breweries, cideries, and hiking
Pool

8. Relaxing Wintergreen Chalet

Relaxing Wintergreen Chalet
Chestnut Springs
8.0 out of 10, Very Good, (21 reviews)
"Enjoyed our stay and the owner was very helpful and informative."
United States
richard r.
The price is SAR 774
SAR 1,712 total
includes taxes & fees
14 Aug - 15 Aug
Relaxing Wintergreen Chalet
Smart TV, fireplace, video games, DVD player

9. Pet Friendly with Mountain views ON 151 BrewRidge Trl near Wineries~Hikes~Skiing

Pet Friendly with Mountain views ON 151 BrewRidge Trl near Wineries~Hikes~Skiing
Roseland
10.0 out of 10, Exceptional, (6 reviews)
"Very well stocked cabin. Location was amazing. We enjoyed our stay so much!!"
United States
Peggy M.
The price is SAR 939
SAR 2,066 total
includes taxes & fees
16 Aug - 17 Aug
Pet Friendly with Mountain views ON 151 BrewRidge Trl near Wineries~Hikes~Skiing
Outdoor dining

10. Wintergreen cabin, hot tub, sauna, walk to trails

Wintergreen cabin, hot tub, sauna, walk to trails
Chestnut Springs
10.0 out of 10, Exceptional, (9 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 SAR 882
SAR 1,891 total
includes taxes & fees
16 Aug - 17 Aug
Wintergreen cabin, hot tub, sauna, walk to trails
Cottage, Private Bathroom (Bluebird Cottage) | Exterior

11. Bluebird Cottage

Bluebird Cottage
2.0 star property
Roseland
The price is SAR 432
SAR 1,012 total
includes taxes & fees
19 Aug - 20 Aug
Bluebird Cottage
Terrace/patio

12. Adventure Awaits

Adventure Awaits
Laurel Ridge
9.4 out of 10, Exceptional, (9 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 SAR 1,299
SAR 2,730 total
includes taxes & fees
22 Aug - 23 Aug
Adventure Awaits
Exterior

13. Three Ridges 05 With Wintergreen Advantage

Three Ridges 05 With Wintergreen Advantage
Chestnut Springs
The price is SAR 1,010
SAR 1,745 total
includes taxes & fees
31 Aug - 1 Sep
Three Ridges 05 With Wintergreen Advantage
TV, fireplace, books, offices

14. Wintergreen Ridge Retreat

Wintergreen Ridge Retreat
Chestnut Springs
7.8 out of 10, Good, (8 reviews)
"Yes!! The hot tub was the perfect addition with the cold weather. "
United States
Emily L.
The price is SAR 1,494
SAR 3,036 total
includes taxes & fees
6 Sep - 7 Sep
Wintergreen Ridge Retreat
Exterior

15. 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 SAR 1,348
SAR 2,268 total
includes taxes & fees
14 Aug - 15 Aug
White Oak 46 with Wintergreen Advantage
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.
The price is SAR 1,348
SAR 2,221 total
includes taxes & fees
16 Aug - 17 Aug
White Oak 51 with Wintergreen Advantage
5 bedrooms, desk, iron/ironing board, WiFi (free)

17. On Mountain Time: NEW house near Devil's Backbone

On Mountain Time: NEW house near Devil's Backbone
Roseland
The price is SAR 1,123
SAR 2,812 total
includes taxes & fees
26 Aug - 27 Aug
On Mountain Time: NEW house near Devil's Backbone
Exterior

18. 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 SAR 563
SAR 1,206 total
includes taxes & fees
26 Aug - 27 Aug
Barrel Sauna, Hot Tub & Views
2 bedrooms, WiFi (free), bed sheets

19. Bluebird Cottage: Near 151 + Appalachian Trail

Bluebird Cottage: Near 151 + Appalachian Trail
Roseland
8.8 out of 10, Excellent, (12 reviews)
"This house is perfect for a girls weekend. We did a couple places further out but enjoyed Bold Rock and Devils Backbone. It had everything we needed to enjoy some much needed time to relax at the house also. "
United States
Katherine N.
The price is SAR 432
SAR 1,151 total
includes taxes & fees
26 Aug - 27 Aug
Bluebird Cottage: Near 151 + Appalachian Trail
Exterior

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

Branch and Barrel: Hot Tub & Sauna + Mtn Views
Roseland
The price is SAR 1,048
SAR 2,653 total
includes taxes & fees
18 Aug - 19 Aug
Branch and Barrel: Hot Tub & Sauna + Mtn Views
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

Howard Johnson by Wyndham Lexington

Howard Johnson by Wyndham Lexington

10/10 Excellent
"The place was very clean, considering how cheap it is. The breakfast was good also."
Heather 1-night trip
Posted less than an hour ago
Howard Johnson by Wyndham Lexington

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?

Theater Room, Fooseball, Firepit, Mountains!: Visitors like this Roseland vacation home rental. It is located near skiing and has a fireplace, a patio, and air-conditioning to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like foosball. Another good choice for your trip to Roseland is Updated! Sleeps 14 - Hot Tub, Games, Fireplace, Pet Friendly, Firepits & Grill.

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.