Farm road fence in Roseland, Virginia near Blue Ridge parkway mountains in summer with idyllic rural landscape countryside in Nelson County

Roseland Holiday Rentals

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Check prices for these dates

In two weeks
26 Jun - 28 Jun
In two months
7 Aug - 9 Aug
In three months
4 Sept - 6 Sept
In four months
2 Oct - 4 Oct

Our top choices for Roseland holiday rentals

Exterior

Bluebird Cottage

Bluebird Cottage
2.0 star property
Roseland
The price is HK$901
HK$2,112 total
includes taxes & fees
14 Jun - 15 Jun
Bluebird Cottage
Smart TV, DVD player, books, music library

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, (106 reviews)
"This place is such a gem. Stunning property, clean, and comfortable. You can tell the hosts take a lot of pride in this place. Loved it. "
United States
Warren
The price is HK$1,019
HK$1,540 total
includes taxes & fees
15 Jun - 16 Jun
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
Outdoor dining

Historic Bungalow 30 minutes from Wintergreen

Historic Bungalow 30 minutes from Wintergreen
Roseland
10.0 out of 10, Exceptional, (16 reviews)
"Great stay! Thank you!"
United States
Lauren
The price is HK$1,058
HK$2,350 total
includes taxes & fees
16 Jun - 17 Jun
Historic Bungalow 30 minutes from Wintergreen
Beach towels

Cozy Country small two bedroom home.

Cozy Country small two bedroom home.
Roseland
9.8 out of 10, Exceptional, (19 reviews)
"The host was very informative about check-in and what to expect. The house was clean, cute, and very peaceful. Loved the view from the backyard. Definitely recommend!"
United States
Tori W.
The price is HK$1,058
HK$1,945 total
includes taxes & fees
16 Jun - 17 Jun
Cozy Country small two bedroom home.
Property grounds

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, (34 reviews)
"This was another great stay at one of Lorraine's properties. It had everything we needed for our multi-family ski trip! Thanks again, we hope to be back soon!"
United States
Aaron Y.
The price is HK$1,802
HK$2,754 total
includes taxes & fees
15 Jun - 16 Jun
Mountain Hideaway Cabin Near Wintergreen and Rt 151 Nelson County, VA
Smart TV, fireplace

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$862
HK$2,488 total
includes taxes & fees
15 Jun - 16 Jun
Bide-a-Wee- Hike the Trails! Close to the slopes!
Terrace/patio

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 HK$1,356
HK$3,886 total
includes taxes & fees
21 Jun - 22 Jun
Adventure Awaits
Terrace/patio

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 HK$1,468
HK$3,848 total
includes taxes & fees
14 Jun - 15 Jun
Wintergreen Mountain Cabin · Hot Tub · Sauna · Mural · Fire Pit · Game Porch
Terrace/patio

Mountain Mindset: Pup Friendly + Trail

Mountain Mindset: Pup Friendly + Trail
Laurel Ridge
9.6 out of 10, Exceptional, (10 reviews)
"Gorgeous setting and incredibly cozy. Perfect for our holiday family gathering!"
United States
Calli S.
The price is HK$2,108
HK$6,222 total
includes taxes & fees
14 Jun - 15 Jun
Mountain Mindset: Pup Friendly + Trail
Exterior

Three Ridges 05 With Wintergreen Advantage

Three Ridges 05 With Wintergreen Advantage
Chestnut Springs
Three Ridges 05 With Wintergreen Advantage
Exterior

Branch and Barrel

Branch and Barrel
2.0 star property
Roseland
The price is HK$1,176
HK$1,320 total
includes taxes & fees
30 Jun - 1 Jul
Branch and Barrel
Smart TV, fireplace, DVD player, table football

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, (24 reviews)
"Overall, just love this house."
United States
Matt B.
The price is HK$3,158
HK$3,932 total
includes taxes & fees
14 Jun - 15 Jun
Spacious, private, four-season home built on mountainside with great proximity to Wintergreen, breweries, cideries, and hiking
Smart TV, fireplace, video games, DVD player

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 HK$1,559
HK$3,784 total
includes taxes & fees
22 Jun - 23 Jun
Pet Friendly with Mountain views ON 151 BrewRidge Trl near Wineries~Hikes~Skiing
TV, fireplace, books, offices

Wintergreen Ridge Retreat

Wintergreen Ridge Retreat
Chestnut Springs
7.8 out of 10, Good, (8 reviews)
"Nice house and great location. We checked out several breweries and cideries. Took nice drive along the Blue Ridge Parkway. "
United States
Teresa H.
The price is HK$2,704
HK$5,738 total
includes taxes & fees
13 Jun - 14 Jun
Wintergreen Ridge Retreat
Exterior

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$2,187
HK$3,704 total
includes taxes & fees
12 Jun - 13 Jun
White Oak 51 with Wintergreen Advantage
Exterior

Dragon's Back, 9BR 10BA in Wintergreen

Dragon's Back, 9BR 10BA in Wintergreen
Wintergreen Resort
10.0 out of 10, Exceptional, (7 reviews)
"A fabulous host: super responsive when we had questions and sent a comprehensive guide book ahead of time which helped us plan the trip."
United States
Brooke S.
The price is HK$8,803
HK$16,319 total
includes taxes & fees
15 Jun - 16 Jun
Dragon's Back, 9BR 10BA in Wintergreen
Terrace/patio

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 HK$901
HK$2,385 total
includes taxes & fees
18 Jun - 19 Jun
Bluebird Cottage: Near 151 + Appalachian Trail
Terrace/patio

Wintergreen Luxury, Breathtaking Views

Wintergreen Luxury, Breathtaking Views
Wintergreen Resort
10.0 out of 10, Exceptional, (8 reviews)
"Everything was perfect! The host was extremely responsive and the property was in excellent condition "
United States
liz b.
The price is HK$5,135
HK$10,158 total
includes taxes & fees
21 Jun - 22 Jun
Wintergreen Luxury, Breathtaking Views
Sauna

Barrel Sauna, Hot Tub & Views

Barrel Sauna, Hot Tub & Views
Roseland
10.0 out of 10, Exceptional, (1 review)
"House was beautiful and well maintained."
United States
Collin W.
The price is HK$1,638
HK$3,072 total
includes taxes & fees
24 Jun - 25 Jun
Barrel Sauna, Hot Tub & Views
Terrace/patio

Mountain Retreat: Year-Round Getaway, Pup Friendly

Mountain Retreat: Year-Round Getaway, Pup Friendly
Laurel Ridge
Mountain Retreat: Year-Round Getaway, Pup Friendly
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

6/10 Okay
"Bed was uncomfortable. Slow drain in bathroom sink. Terrible breakfast"
Cynthia 4-night trip
Posted 13 hours ago
Howard Johnson by Wyndham Lexington

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
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  • 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?

Insane Mountain Views - New Listing: This highly rated holiday home rental in Roseland is located near skiing, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 7 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 1 hot tub and a selection of books.

How many holiday rentals are there in Roseland?

Choose from 82 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.