Roseland Holiday Rentals

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Check prices for these dates

Tonight
28 Nov - 29 Nov
Tomorrow
29 Nov - 30 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

Holiday Rentals in Roseland

Fridge, microwave, oven, dishwasher
Bluebird Cottage: Near 151 + Appalachian Trail

Cottage in Roseland

2.0 star property
8.4 out of 10, Very good, (9)
"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$894
HK$2,271 total
includes taxes & fees
30 Nov - 1 Dec
Bluebird Cottage: Near 151 + Appalachian Trail
Exterior
Historic Bungalow 30 minutes from Wintergreen

Holiday Home in Roseland

10.0 out of 10, Exceptional, (14)
"Great stay! Thank you!"
United States
Lauren
The price is HK$990
HK$2,239 total
includes taxes & fees
2 Dec - 3 Dec
Historic Bungalow 30 minutes from Wintergreen
1 bedroom, free WiFi, bed sheets
Unique Stay! Yurt with Mountain View, 1 min to Breweries & Hiking, 5 min to Lake

Cabin in Roseland

10.0 out of 10, Exceptional, (5)
"Would recommend this property and experience."
United States
Crystal J.
The price is HK$1,003
HK$2,088 total
includes taxes & fees
3 Dec - 4 Dec
Unique Stay! Yurt with Mountain View, 1 min to Breweries & Hiking, 5 min to Lake
Exterior
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery

Cabin in Roseland

10.0 out of 10, Exceptional, (88)
"Great spot for a stay, hostess was amazing, highly recommend!!"
United States
Charles R.
The price is HK$1,011
HK$1,546 total
includes taxes & fees
2 Dec - 3 Dec
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
Property grounds
Design-Lover’s Getaway • Game Room • Hot Tub

Cabin in Wintergreen Resort

9.8 out of 10, Exceptional, (6)
"Peaceful family trip. The cabin was beautiful, lots of space, and very clean. The cabin had everything we needed. The game room, board games and puzzles were a hit with our kids. Hot tub was huge, clean had its own separate gated area. "
United States
Victoria R.
The price is HK$1,167
HK$4,315 total
includes taxes & fees
30 Nov - 1 Dec
Design-Lover’s Getaway • Game Room • Hot Tub
Property grounds
Mountain Hideaway Cabin Near Wintergreen and Rt 151 Nelson County, VA

Cabin in Roseland

10.0 out of 10, Exceptional, (27)
"Beautiful mountain get away. Well stocked and everything plus more you could ask for."
United States
Michael C.
The price is HK$1,789
HK$2,795 total
includes taxes & fees
4 Dec - 5 Dec
Mountain Hideaway Cabin Near Wintergreen and Rt 151 Nelson County, VA
Smart TV, DVD player
Cozy Country small two bedroom home.

Holiday Home in Roseland

9.8 out of 10, Exceptional, (17)
"Lovely cozy place in the mountains, we had a total blast!"
United States
Prabir
The price is HK$1,050
HK$1,922 total
includes taxes & fees
30 Nov - 1 Dec
Cozy Country small two bedroom home.
Exterior
Bide-a-Wee- Hike the Trails! Close to the slopes!

Cabin in Wintergreen Resort

9.4 out of 10, Exceptional, (11)
"very nice "
United States
claire b.
The price is HK$1,633
HK$3,598 total
includes taxes & fees
30 Nov - 1 Dec
Bide-a-Wee- Hike the Trails! Close to the slopes!
Terrace/patio
Cabin Ski Retreat • 5 Min to Slopes • Hot Tub • Firepit • Game Room • Hiking

Holiday Home in Chestnut Springs

10.0 out of 10, Exceptional, (15)
"We enjoyed the space, amenities and location!"
United States
eric r.
The price is HK$1,248
HK$3,551 total
includes taxes & fees
30 Nov - 1 Dec
Cabin Ski Retreat • 5 Min to Slopes • Hot Tub • Firepit • Game Room • Hiking
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
White Oak 46 with Wintergreen Advantage

Condo in Wintergreen

10.0 out of 10, Exceptional, (1)
"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 HK$2,792
HK$4,637 total
includes taxes & fees
30 Nov - 1 Dec
White Oak 46 with Wintergreen Advantage
Smart TV, fireplace, video games, DVD player
Pet Friendly with Mountain views ON 151 BrewRidge Trl near Wineries~Hikes~Skiing

Cabin in Roseland

10.0 out of 10, Exceptional, (3)
"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$3,037
HK$5,612 total
includes taxes & fees
30 Nov - 1 Dec
Pet Friendly with Mountain views ON 151 BrewRidge Trl near Wineries~Hikes~Skiing
Outdoor dining
Spacious, private, four-season home built on mountainside with great proximity to Wintergreen, breweries, cideries, and hiking

Holiday Home in Roseland

10.0 out of 10, Exceptional, (21)
"Amazing! Private, clean, spacious, with all the amenities one could ask for. The location was perfect as we enjoyed hiking, tubing, and several breweries. Enjoyed breakfast on the large deck and ended the days around the fire pit. Game room was a hit and kept the kids busy giving the adults time to catch up. Bathrooms were large and spacious. Beds were super comfortable. Would definitely recommend this property and stay again. "
United States
Rachel W.
The price is HK$3,306
HK$4,108 total
includes taxes & fees
30 Nov - 1 Dec
Spacious, private, four-season home built on mountainside with great proximity to Wintergreen, breweries, cideries, and hiking
Sauna
Branch and Barrel: Hot Tub & Sauna + Mtn Views

Holiday Home in Roseland

The price is HK$2,326
HK$5,277 total
includes taxes & fees
1 Dec - 2 Dec
Branch and Barrel: Hot Tub & Sauna + Mtn Views
Smart TV, fireplace
Possum Trot Lodge - Wedding & Event Venue, Lodging for 18, Stone Fireplace

Holiday Home in Roseland

The price is HK$4,667
HK$11,845 total
includes taxes & fees
3 Dec - 4 Dec
Possum Trot Lodge - Wedding & Event Venue, Lodging for 18, Stone Fireplace
Indoor pool
Three Ridges 05 With Wintergreen Advantage

Condo in Chestnut Springs

The price is HK$2,326
HK$3,894 total
includes taxes & fees
30 Nov - 1 Dec
Three Ridges 05 With Wintergreen Advantage
Terrace/patio
White Oak 51 with Wintergreen Advantage

Condo in Wintergreen

The price is HK$2,792
HK$4,541 total
includes taxes & fees
30 Nov - 1 Dec
White Oak 51 with Wintergreen Advantage
Bar (on property)
The Storefront

Townhouse in Staunton

3.5 star property
8.8 out of 10, Excellent, (58)
"Great place to stay in charming Staunton!"
United States
Kate
The price is HK$1,159
HK$1,765 total
includes taxes & fees
7 Dec - 8 Dec
The Storefront
Property grounds
Whimsical Creekside Cabin

Cabin in Vesuvius

9.8 out of 10, Exceptional, (39)
"Had a very quiet relaxing stay "
United States
Joyce I.
The price is HK$616
HK$1,517 total
includes taxes & fees
30 Nov - 1 Dec
Whimsical Creekside Cabin
Private kitchen
Valley Extended Suites

Apartment in Fishersville

3.0 star property
9.0 out of 10, Wonderful, (214)
"I liked the cleanliness of the suite, the fully staffed kitchen, the large bathroom, the comfortable bed, the ease and safety of the parking area."
United States
Tammy
The price is HK$789
HK$879 total
includes taxes & fees
30 Nov - 1 Dec
Valley Extended Suites
Interior
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!

Holiday Home in Waynesboro

10.0 out of 10, Exceptional, (19)
"Beautiful home, very comfortable, and uniquely fun decor. Highly recommend!"
United States
Melissa
The price is HK$763
HK$1,325 total
includes taxes & fees
7 Dec - 8 Dec
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!
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

Comfort Inn

Comfort Inn

10/10 Excellent
"Great location and friendly staff."
Bruce 3-night trip
Posted 17 hours ago
Comfort Inn

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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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?

Luxury Wintergreen 5BR • Hot Tub • Sleeps 16+ • Dog Friendly: This highly rated holiday home rental in Roseland offers a fireplace, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 6 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 a selection of games and 1 hot tub.

How many holiday rentals are there in Roseland?

Choose from 79 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.