Roseland Holiday Rentals

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Check prices for these dates

Tonight
13 Jan - 14 Jan
Tomorrow
14 Jan - 15 Jan
This weekend
16 Jan - 18 Jan
Next weekend
23 Jan - 25 Jan

Our top choices for Roseland holiday rentals

Terrace/patio
Bluebird Cottage: Near 151 + Appalachian Trail

Bluebird Cottage: Near 151 + Appalachian Trail

Bluebird Cottage: Near 151 + Appalachian Trail
2.0 star property
Roseland
8.4 out of 10, Very good, (9 reviews)
"I contacted the owners to see if my family and I could check in earlier and they were about to accommodate for us. The home was clean, spacious, and had everything we needed for our stay."
United States
Sa'Mone M.
The price is HK$897
HK$2,277 total
includes taxes & fees
21 Jan - 22 Jan
Bluebird Cottage: Near 151 + Appalachian Trail
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

Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
Roseland
10.0 out of 10, Exceptional, (90 reviews)
"Great spot for a stay, hostess was amazing, highly recommend!!"
United States
Charles R.
The price is HK$1,014
HK$1,532 total
includes taxes & fees
19 Jan - 20 Jan
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

Historic Bungalow 30 minutes from Wintergreen
Roseland
10.0 out of 10, Exceptional, (14 reviews)
"Great stay! Thank you!"
United States
Lauren
The price is HK$959
HK$2,128 total
includes taxes & fees
15 Jan - 16 Jan
Historic Bungalow 30 minutes from Wintergreen
Beach towels
Cozy Country small two bedroom home.

Cozy Country small two bedroom home.

Cozy Country small two bedroom home.
Roseland
9.8 out of 10, Exceptional, (17 reviews)
"Lovely cozy place in the mountains, we had a total blast!"
United States
Prabir
The price is HK$1,053
HK$1,900 total
includes taxes & fees
15 Jan - 16 Jan
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

Mountain Hideaway Cabin Near Wintergreen and Rt 151 Nelson County, VA
Roseland
10.0 out of 10, Exceptional, (29 reviews)
"Super clean, beautiful decor and very accommodating. Highly recommend."
United States
Kathy R.
The price is HK$1,793
HK$2,767 total
includes taxes & fees
15 Jan - 16 Jan
Mountain Hideaway Cabin Near Wintergreen and Rt 151 Nelson County, VA
TV, fireplace, books, offices
Wintergreen Ridge Retreat

Wintergreen Ridge Retreat

Wintergreen Ridge Retreat
2.0 star property
Chestnut Springs
8.8 out of 10, Excellent, (5 reviews)
"Enjoyed our stay, the property was very nice, communicated with property manager regarding a few issues and they were responsive. Accommodated the number of guests we had. Could use a bigger parking area for amount of guests that could be accommodated. "
United States
Amy N.
The price is HK$1,996
HK$4,370 total
includes taxes & fees
9 Feb - 10 Feb
Wintergreen Ridge Retreat
Fridge, microwave, oven, stovetop
Cabin Ski Retreat • 5 Min to Slopes • Hot Tub • Firepit • Game Room • Hiking

Cabin Ski Retreat • 5 Min to Slopes • Hot Tub • Firepit • Game Room • Hiking

Cabin Ski Retreat • 5 Min to Slopes • Hot Tub • Firepit • Game Room • Hiking
Chestnut Springs
10.0 out of 10, Exceptional, (16 reviews)
"Great stay!"
United States
Cheryl P.
The price is HK$1,552
HK$3,940 total
includes taxes & fees
9 Feb - 10 Feb
Cabin Ski Retreat • 5 Min to Slopes • Hot Tub • Firepit • Game Room • Hiking
Sauna
Barrel Sauna, Hot Tub & Views

Barrel Sauna, Hot Tub & Views

Barrel Sauna, Hot Tub & Views
2.0 star property
Roseland
The price is HK$1,294
HK$2,539 total
includes taxes & fees
9 Feb - 10 Feb
Barrel Sauna, Hot Tub & Views
Outdoor dining
5 Min to Ski, Mtn Views, Shuffleboard, Arcade Fun

5 Min to Ski, Mtn Views, Shuffleboard, Arcade Fun

5 Min to Ski, Mtn Views, Shuffleboard, Arcade Fun
2.0 star property
Chestnut Springs
10.0 out of 10, Exceptional, (1 review)
"The hosts thought of everything! We loved the house and would love to visit again. Thank you!"
United States
Anonymous traveller
The price is HK$1,460
HK$3,397 total
includes taxes & fees
20 Jan - 21 Jan
5 Min to Ski, Mtn Views, Shuffleboard, Arcade Fun
Smart TV, fireplace
Bide-a-Wee- Hike the Trails! Close to the slopes!

Bide-a-Wee- Hike the Trails! Close to the slopes!

Bide-a-Wee- Hike the Trails! Close to the slopes!
Wintergreen Resort
9.4 out of 10, Exceptional, (11 reviews)
"Great house close to the village, would stay here again."
United States
David B.
The price is HK$1,719
HK$3,770 total
includes taxes & fees
21 Jan - 22 Jan
Bide-a-Wee- Hike the Trails! Close to the slopes!
Terrace/patio
Mountain Mindset: Pup Friendly + Trail

Mountain Mindset: Pup Friendly + Trail

Mountain Mindset: Pup Friendly + Trail
Laurel Ridge
9.8 out of 10, Exceptional, (9 reviews)
"This home had everything we could have asked for!"
United States
Ana` C.
Mountain Mindset: Pup Friendly + Trail
Smart TV, fireplace
Possum Trot Lodge - Wedding & Event Venue, Lodging for 18, Stone Fireplace

Possum Trot Lodge - Wedding & Event Venue, Lodging for 18, Stone Fireplace

Possum Trot Lodge - Wedding & Event Venue, Lodging for 18, Stone Fireplace
Roseland
The price is HK$4,678
HK$11,741 total
includes taxes & fees
15 Jan - 16 Jan
Possum Trot Lodge - Wedding & Event Venue, Lodging for 18, Stone Fireplace
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

Pet Friendly with Mountain views ON 151 BrewRidge Trl near Wineries~Hikes~Skiing
Roseland
10.0 out of 10, Exceptional, (5 reviews)
"Such an awesome house and an amazing host! She left some beers in the fridge and a note congratulating my future brother in law. The house and view was beautiful and clean. Loved how it was right next to the breweries as well! Highly recommend!"
United States
Grace S.
The price is HK$3,388
HK$6,142 total
includes taxes & fees
20 Jan - 21 Jan
Pet Friendly with Mountain views ON 151 BrewRidge Trl near Wineries~Hikes~Skiing
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

Spacious, private, four-season home built on mountainside with great proximity to Wintergreen, breweries, cideries, and hiking
Roseland
10.0 out of 10, Exceptional, (22 reviews)
"This property was spacious and clean--perfect for our group!"
United States
Matt F.
The price is HK$3,189
HK$3,963 total
includes taxes & fees
15 Jan - 16 Jan
Spacious, private, four-season home built on mountainside with great proximity to Wintergreen, breweries, cideries, and hiking
Smart TV, fireplace, table football, books
Family Fun Escape: Hot Tub, Gameroom, Fireplace, Dog Friendly, Firepits & Grill

Family Fun Escape: Hot Tub, Gameroom, Fireplace, Dog Friendly, Firepits & Grill

Family Fun Escape: Hot Tub, Gameroom, Fireplace, Dog Friendly, Firepits & Grill
Chestnut Springs
10.0 out of 10, Exceptional, (15 reviews)
"The house was very clean and a great location for eats and drinks. "
United States
Erin D.
The price is HK$3,388
HK$7,096 total
includes taxes & fees
27 Jan - 28 Jan
Family Fun Escape: Hot Tub, Gameroom, Fireplace, Dog Friendly, Firepits & Grill
Sauna
Branch and Barrel: Hot Tub & Sauna + Mtn Views

Branch and Barrel: Hot Tub & Sauna + Mtn Views

Branch and Barrel: Hot Tub & Sauna + Mtn Views
Roseland
The price is HK$2,331
HK$5,290 total
includes taxes & fees
3 Feb - 4 Feb
Branch and Barrel: Hot Tub & Sauna + Mtn Views
Lounge
The Storefront

The Storefront

The Storefront
3.5 star property
Staunton
8.8 out of 10, Excellent, (58 reviews)
"Great place to stay in charming Staunton!"
United States
Kate
The price is HK$1,162
HK$1,769 total
includes taxes & fees
18 Jan - 19 Jan
The Storefront
Private kitchen
Affordable Suites of America Waynesboro

Affordable Suites of America Waynesboro

Affordable Suites of America Waynesboro
2.5 star property
Waynesboro
9.4 out of 10, Exceptional, (53 reviews)
"Always a pleasant stay."
United States
MARJORIE
The price is HK$647
HK$720 total
includes taxes & fees
15 Jan - 16 Jan
Affordable Suites of America Waynesboro
Terrace/patio
Love Ridge Mountain Lodging

Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Lyndhurst
10.0 out of 10, Exceptional, (15 reviews)
"Amazing stay I had, very peaceful and very quiet. "
United States
Abby
The price is HK$968
HK$1,555 total
includes taxes & fees
19 Jan - 20 Jan
Love Ridge Mountain Lodging
Exterior
Brand new serene luxury cottage just off the Brew Ridge Trail

Brand new serene luxury cottage just off the Brew Ridge Trail

Brand new serene luxury cottage just off the Brew Ridge Trail
Afton
10.0 out of 10, Exceptional, (5 reviews)
"Very good stay. Quiet and as advertised!"
United States
Robert B.
The price is HK$585
HK$1,226 total
includes taxes & fees
21 Jan - 22 Jan
Brand new serene luxury cottage just off the Brew Ridge Trail
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

avid hotel Staunton by IHG

avid hotel Staunton by IHG

10/10 Excellent
"Place was spotless. Staff was so friendly and helpful. Great place to stay!"
Rebecca 1-night trip
Posted 5 days ago
avid hotel Staunton by IHG

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?

Unbeatable Views Atop Wintergreen Resort: This highly rated holiday home rental in Roseland is located in the mountains, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family. Make the most of games in this rental home to help you unwind. Another good choice for your trip to Roseland is 2min to Ski Hot Tub EV Charger Mountain View DogOK.

How many holiday rentals are there in Roseland?

Choose from 80 Expedia holiday rentals in Roseland for a memorable holiday.

What’s there to see and do in Roseland?

Reids Gap Trailhead and George Washington National Forest 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.