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
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Our top choices for Roseland vacation rentals

Cottage, Private Bathroom (Bluebird Cottage) | Exterior

Bluebird Cottage

Bluebird Cottage
2.0 star property
Roseland
The price is ￥18,600
￥43,594 total
includes taxes & fees
Jul 27 - Jul 28
Bluebird Cottage
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 ￥37,209
￥57,229 total
includes taxes & fees
Jun 28 - Jun 29
Mountain Hideaway Cabin Near Wintergreen and Rt 151 Nelson County, VA
Exterior

Three Ridges 05 With Wintergreen Advantage

Three Ridges 05 With Wintergreen Advantage
Chestnut Springs
The price is ￥33,812
￥61,198 total
includes taxes & fees
Jun 27 - Jun 28
Three Ridges 05 With Wintergreen Advantage
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 ￥45,137
￥77,187 total
includes taxes & fees
Jun 27 - Jun 28
White Oak 51 with Wintergreen Advantage
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 ￥21,031
￥31,794 total
includes taxes & fees
Jun 29 - Jun 30
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 ￥21,840
￥48,145 total
includes taxes & fees
Jul 8 - Jul 9
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)
"Lovely cozy place in the mountains, we had a total blast!"
United States
Prabir
The price is ￥22,326
￥40,332 total
includes taxes & fees
Jun 29 - Jun 30
Cozy Country small two bedroom home.
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.
Wintergreen Mountain Cabin · Hot Tub · Sauna · Mural · Fire Pit · Game Porch
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 ￥32,194
￥78,303 total
includes taxes & fees
Jun 28 - Jun 29
Pet Friendly with Mountain views ON 151 BrewRidge Trl near Wineries~Hikes~Skiing
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 ￥17,666
￥50,684 total
includes taxes & fees
Jun 28 - Jun 29
Bide-a-Wee- Hike the Trails! Close to the slopes!
Exterior

Branch and Barrel

Branch and Barrel
2.0 star property
Roseland
The price is ￥24,267
￥27,252 total
includes taxes & fees
Jun 29 - Jun 30
Branch and Barrel
Exterior

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 ￥45,137
￥78,640 total
includes taxes & fees
Jun 30 - Jul 1
White Oak 46 with Wintergreen Advantage
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 ￥18,605
￥49,236 total
includes taxes & fees
Jun 29 - Jun 30
Bluebird Cottage: Near 151 + Appalachian Trail
Sauna

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.
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
Sauna

Branch and Barrel: Hot Tub & Sauna + Mtn Views

Branch and Barrel: Hot Tub & Sauna + Mtn Views
Roseland
The price is ￥46,107
￥115,574 total
includes taxes & fees
Jun 30 - Jul 1
Branch and Barrel: Hot Tub & Sauna + Mtn Views
Exterior

Mountain Mindset

Mountain Mindset
2.0 star property
Laurel Ridge
The price is ￥51,770
￥94,473 total
includes taxes & fees
Jun 29 - Jun 30
Mountain Mindset
Standard Suite, 1 Queen Bed | Private kitchen | Full-size fridge, microwave, oven, stovetop

Affordable Suites of America Waynesboro

Affordable Suites of America Waynesboro
2.5 star property
Waynesboro
9.4 out of 10, Exceptional, (63 reviews)
"Very good value, would definitely stay again"
United States
Frank
The price is ￥12,777
￥14,221 total
includes taxes & fees
Jul 5 - Jul 6
Affordable Suites of America Waynesboro
Street view

Valley Extended Suites

Valley Extended Suites
3.0 star property
Fishersville
9.0 out of 10, Wonderful, (245 reviews)
"Stay here 2 times a year, and doesn’t disappoint."
United States
Kate
The price is ￥15,769
￥17,551 total
includes taxes & fees
Jun 28 - Jun 29
Valley Extended Suites
Ravens Roost, 3 Bedrooms, Hot Tub, Mountain View | Terrace/patio

Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Lyndhurst
10.0 out of 10, Exceptional, (19 reviews)
"Very quiet and peaceful stay. "
United States
Timika
The price is ￥20,692
￥32,944 total
includes taxes & fees
Jul 1 - Jul 2
Love Ridge Mountain Lodging
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

Sleep Inn Staunton

Sleep Inn Staunton

10/10 Excellent
"Clean rooms and good breakfast options"
Nancy 1-night trip
Posted 1 hour ago
Sleep Inn Staunton

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:

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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 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?

Updated! Sleeps 14 - Hot Tub, Games, Fireplace, Pet Friendly, Firepits & Grill: Visitors like this Roseland vacation home rental. It is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 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 Insane Mountain Views - New Listing.

How many vacation rentals are there in Roseland?

Choose from 82 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.