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
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Roseland vacation rentals

Outdoor dining

1. Historic Bungalow 30 minutes from Wintergreen

Historic Bungalow 30 minutes from Wintergreen
Roseland
10.0 out of 10, Exceptional, (17 reviews)
"Great location quiet area"
United States
Scott P.
$268 nightly
The price is $301
Aug 30 - Aug 31
Total with taxes and fees
Historic Bungalow 30 minutes from Wintergreen
Exterior

2. Branch and Barrel

Branch and Barrel
2.0 star property
Roseland
$250 nightly
The price is $281
Aug 31 - Sep 1
Total with taxes and fees
Branch and Barrel
Beach towels

3. 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
$223 nightly
The price is $250
Sep 1 - Sep 2
Total with taxes and fees
Cozy Country small two bedroom home.
Smart TV, DVD player, books, music library

4. 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, (113 reviews)
"Beautiful, peaceful and all accommodations were available. Very neat, meticulously cared for and we felt like we were at home."
United States
Jason L.
$176 nightly
The price is $198
Aug 30 - Aug 31
Total with taxes and fees
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
Smart TV, fireplace, DVD player, foosball

5. 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, (29 reviews)
"Overall, just love this house."
United States
Matt B.
$453 nightly
The price is $499
Aug 31 - Sep 1
Total with taxes and fees
Spacious, private, four-season home built on mountainside with great proximity to Wintergreen, breweries, cideries, and hiking
Property grounds

6. 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, (37 reviews)
"The cabin was perfect for our family of four! The owner thought of all the small details that made our trip easy and accessible. We will be back! "
United States
Brittany P.
$320 nightly
The price is $359
Aug 30 - Aug 31
Total with taxes and fees
Mountain Hideaway Cabin Near Wintergreen and Rt 151 Nelson County, VA
Terrace/patio

7. 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.
$477 nightly
The price is $521
Aug 31 - Sep 1
Total with taxes and fees
Wintergreen Mountain Cabin · Hot Tub · Sauna · Mural · Fire Pit · Game Porch
5 bedrooms, desk, WiFi (free), bed sheets

8. 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.
$707 nightly
The price is $794
Aug 30 - Aug 31
Total with taxes and fees
Mountain Mindset: Pup Friendly + Trail
Smart TV, fireplace, video games, DVD player

9. 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.
$635 nightly
The price is $713
Sep 29 - Sep 30
Total with taxes and fees
Pet Friendly with Mountain views ON 151 BrewRidge Trl near Wineries~Hikes~Skiing
Exterior

10. 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.
$527 nightly
The price is $592
Aug 31 - Sep 1
Total with taxes and fees
White Oak 51 with Wintergreen Advantage
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.
$538 nightly
The price is $604
Aug 31 - Sep 1
Total with taxes and fees
White Oak 46 with Wintergreen Advantage
House, Private Bathroom (On Mountain Time) | Exterior

12. On Mountain Time

On Mountain Time
2.5 star property
Roseland
$624 nightly
The price is $701
Aug 30 - Aug 31
Total with taxes and fees
On Mountain Time
Exterior

13. Three Ridges 05 With Wintergreen Advantage

Three Ridges 05 With Wintergreen Advantage
Chestnut Springs
$414 nightly
The price is $465
Sep 7 - Sep 8
Total with taxes and fees
Three Ridges 05 With Wintergreen Advantage
Exterior

14. 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.
$286 nightly
The price is $321
Aug 31 - Sep 1
Total with taxes and fees
Barrel Sauna, Hot Tub & Views
Smart TV, fireplace

15. 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.
$304 nightly
The price is $348
Sep 2 - Sep 3
Total with taxes and fees
Bide-a-Wee- Hike the Trails! Close to the slopes!
Exterior

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

Branch and Barrel: Hot Tub & Sauna + Mtn Views
Roseland
$662 nightly
The price is $743
Aug 31 - Sep 1
Total with taxes and fees
Branch and Barrel: Hot Tub & Sauna + Mtn Views
5 bedrooms, desk, iron/ironing board, WiFi (free)

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

On Mountain Time: 5BR, 3 mins to Devil's Backbone
Roseland
$713 nightly
The price is $801
Aug 30 - Aug 31
Total with taxes and fees
On Mountain Time: 5BR, 3 mins to Devil's Backbone
Coffee/tea maker, fridge, microwave, oven

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

Mountain Retreat: Year-Round Getaway, Pup Friendly
Laurel Ridge
$530 nightly
The price is $595
Aug 31 - Sep 1
Total with taxes and fees
Mountain Retreat: Year-Round Getaway, Pup Friendly
Terrace/patio

19. Bluebird Cottage: Near 151 + Appalachian Trail

Bluebird Cottage: Near 151 + Appalachian Trail
Roseland
8.8 out of 10, Excellent, (13 reviews)
"Cute cottage close to the slopes, Recommend 4WD if visiting in the winter snow."
United States
Art B.
$275 nightly
The price is $309
Sep 13 - Sep 14
Total with taxes and fees
Bluebird Cottage: Near 151 + Appalachian Trail
Exterior

20. Mountain Mindset

Mountain Mindset
2.0 star property
Laurel Ridge
$464 nightly
The price is $521
Aug 31 - Sep 1
Total with taxes and fees
Mountain Mindset
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
"100"
Peter 1-night trip
Posted 13 hours ago
avid hotel Staunton by IHG

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?

Theater Room, Fooseball, Firepit, Mountains!: Visitors give good reviews to this Roseland vacation home rental, which is located near skiing and has a fireplace, a patio, and air-conditioning 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like foosball.

How many vacation rentals are there in Roseland?

Choose from 81 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.