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
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Roseland vacation rentals

A log cabin with a covered porch, surrounded by a gravel path and dense greenery.

1. 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, (121 reviews)
"Beautiful cabin!"
United States
Anna W.
$186 nightly
The price is $209
Oct 29 - Oct 30
Total with taxes and fees
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
A wooden deck with wicker furniture, a brick wall, and a view of greenery.

2. Bluebird Cottage

Bluebird Cottage
2.0 star property
Roseland
$261 nightly
The price is $293
Oct 29 - Oct 30
Total with taxes and fees
Bluebird Cottage
A wooden deck with a blue planter table holding a yellow flower pot.

3. Historic Bungalow 30 minutes from Wintergreen

Historic Bungalow 30 minutes from Wintergreen
Roseland
9.8 out of 10, Exceptional, (19 reviews)
"Great location quiet area"
United States
Scott P.
$248 nightly
The price is $278
Nov 6 - Nov 7
Total with taxes and fees
Historic Bungalow 30 minutes from Wintergreen
A campground with a covered picnic area, surrounded by trees.

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
$245 nightly
The price is $275
Nov 2 - Nov 3
Total with taxes and fees
Cozy Country small two bedroom home.
A covered porch with wicker furniture, a 'WELCOME' sign, and a view of a forest.

5. 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, (38 reviews)
"Gorgeous home and super clean! Lorraine is awesome to work with!"
United States
Anonymous traveler
$355 nightly
The price is $399
Oct 29 - Oct 30
Total with taxes and fees
Mountain Hideaway Cabin Near Wintergreen and Rt 151 Nelson County, VA
A spacious living area with a large sofa, a dining table, and a kitchen in the background.

6. Spacious, private, four-season mountainside home close to Wintergreen and hiking

Spacious, private, four-season mountainside home close to Wintergreen and hiking
Roseland
9.8 out of 10, Exceptional, (30 reviews)
"It was a great place to stay. I have 4 boys and they had a blast in the game room"
United States
afsheen a.
$455 nightly
The price is $502
Oct 29 - Oct 30
Total with taxes and fees
Spacious, private, four-season mountainside home close to Wintergreen and hiking
A cozy living room with a stone fireplace, comfortable seating, and large windows offering a view of the outdoors.

7. 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.
$300 nightly
The price is $343
Nov 9 - Nov 10
Total with taxes and fees
Bide-a-Wee- Hike the Trails! Close to the slopes!
An aerial view of a large estate surrounded by dense forest, featuring multiple buildings and a well-maintained driveway.

8. Three Ridges 05 With Wintergreen Advantage

Three Ridges 05 With Wintergreen Advantage
Chestnut Springs
$339 nightly
The price is $381
Nov 1 - Nov 2
Total with taxes and fees
Three Ridges 05 With Wintergreen Advantage
A cabin with a deck, outdoor seating, and a fire pit.

9. 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, (20 reviews)
"Great stay!"
United States
Cheryl P.
$500 nightly
The price is $547
Oct 29 - Oct 30
Total with taxes and fees
Wintergreen Mountain Cabin · Hot Tub · Sauna · Mural · Fire Pit · Game Porch
A wooden deck with outdoor seating and a fire pit.

10. Mountain Mindset: Pup Friendly + Trail

Mountain Mindset: Pup Friendly + Trail
Laurel Ridge
9.6 out of 10, Exceptional, (10 reviews)
"Nice cabin in a good location! "
United States
Caine C.
Mountain Mindset: Pup Friendly + Trail
Exterior

11. 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.
$432 nightly
The price is $485
Nov 1 - Nov 2
Total with taxes and fees
White Oak 46 with Wintergreen Advantage
A wooden structure with a large glass door, a gravel patio, outdoor furniture, and a view of trees and hills.

12. Branch and Barrel

Branch and Barrel
2.0 star property
Roseland
$309 nightly
The price is $347
Oct 29 - Oct 30
Total with taxes and fees
Branch and Barrel
Exterior

13. 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.
$421 nightly
The price is $473
Nov 1 - Nov 2
Total with taxes and fees
White Oak 51 with Wintergreen Advantage
A deck with a fire pit, outdoor furniture, and a view of trees and a sunset.

14. Wintergreen cabin, 5 min to ski, hot tub, sauna

Wintergreen cabin, 5 min to ski, hot tub, sauna
Chestnut Springs
10.0 out of 10, Exceptional, (16 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.
$498 nightly
The price is $505
Nov 4 - Nov 5
Total with taxes and fees
Wintergreen cabin, 5 min to ski, hot tub, sauna
A wooden structure with a large glass door, a gravel patio, outdoor furniture, and a view of trees and hills.

15. 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.
$352 nightly
The price is $395
Oct 29 - Oct 30
Total with taxes and fees
Barrel Sauna, Hot Tub & Views
A wooden deck with wicker furniture, a brick wall, and a view of greenery.

16. Bluebird Cottage: Near 151 + Appalachian Trail

Bluebird Cottage: Near 151 + Appalachian Trail
Roseland
9.0 out of 10, Wonderful, (14 reviews)
"Cute cottage close to the slopes, Recommend 4WD if visiting in the winter snow."
United States
Art B.
$295 nightly
The price is $331
Oct 29 - Oct 30
Total with taxes and fees
Bluebird Cottage: Near 151 + Appalachian Trail
A bedroom with a large bed, a nightstand, a lamp, a rug, and a mirror.

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

Branch and Barrel: Hot Tub & Sauna + Mtn Views
Roseland
$713 nightly
The price is $801
Oct 29 - Oct 30
Total with taxes and fees
Branch and Barrel: Hot Tub & Sauna + Mtn Views
A two-story cabin with a deck and outdoor seating area.

18. On Mountain Time: 5BR, 3 mins to Devil's Backbone

On Mountain Time: 5BR, 3 mins to Devil's Backbone
Roseland
$757 nightly
The price is $850
Oct 29 - Oct 30
Total with taxes and fees
On Mountain Time: 5BR, 3 mins to Devil's Backbone
A wooden deck with outdoor seating and a fire pit.

19. Mountain Retreat: Year-Round Getaway, Pup Friendly

Mountain Retreat: Year-Round Getaway, Pup Friendly
Laurel Ridge
$626 nightly
The price is $703
Nov 4 - Nov 5
Total with taxes and fees
Mountain Retreat: Year-Round Getaway, Pup Friendly
A two-story cabin with a deck and outdoor seating area.

20. On Mountain Time

On Mountain Time
2.5 star property
Roseland
$679 nightly
The price is $762
Oct 29 - Oct 30
Total with taxes and fees
On Mountain Time
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 Staunton

Howard Johnson by Wyndham Staunton

10/10 Excellent
"Good place to stay"
Patricia 1-night trip
Posted 1 hour ago
Howard Johnson by Wyndham Staunton

Find out more about Roseland

Everything you need to know about Roseland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Roseland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Roseland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Roseland vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Roseland. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Roseland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $127 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Roseland rentals

At Expedia, we put the best Roseland vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Roseland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Roseland vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Roseland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Wintergreen cabin, hot tub, sauna, walk to trails: Visitors like this Roseland vacation home rental. It is located in the mountains and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 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 Theater Room, Fooseball, Firepit, Mountains!.

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.