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
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Roseland vacation rentals

Exterior

1. Branch and Barrel

Branch and Barrel
2.0 star property
Roseland
$150 nightly
The price is $168
Aug 17 - Aug 18
Total with taxes and fees
Branch and Barrel
Outdoor dining

2. 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.
$269 nightly
The price is $302
Aug 15 - Aug 16
Total with taxes and fees
Historic Bungalow 30 minutes from Wintergreen
Smart TV, DVD player, books, music library

3. 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)
"Very clean and cozy with a hospitable host! Fully stocked kitchen with goodies for the guests. Would stay again next time we are in town."
United States
Sheri K.
$175 nightly
The price is $197
Aug 18 - Aug 19
Total with taxes and fees
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
Beach towels

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
$223 nightly
The price is $250
Aug 16 - Aug 17
Total with taxes and fees
Cozy Country small two bedroom home.
Smart TV, fireplace

5. 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.
$310 nightly
The price is $355
Aug 16 - Aug 17
Total with taxes and fees
Bide-a-Wee- Hike the Trails! Close to the slopes!
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, (36 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.
$316 nightly
The price is $355
Aug 17 - Aug 18
Total with taxes and fees
Mountain Hideaway Cabin Near Wintergreen and Rt 151 Nelson County, VA
Smart TV, fireplace, DVD player, foosball

7. 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, (27 reviews)
"Overall, just love this house."
United States
Matt B.
$447 nightly
The price is $493
Aug 16 - Aug 17
Total with taxes and fees
Spacious, private, four-season home built on mountainside with great proximity to Wintergreen, breweries, cideries, and hiking
Pool

8. Relaxing Wintergreen Chalet

Relaxing Wintergreen Chalet
Chestnut Springs
8.0 out of 10, Very Good, (21 reviews)
"Enjoyed our stay and the owner was very helpful and informative."
United States
richard r.
$406 nightly
The price is $456
Aug 15 - Aug 16
Total with taxes and fees
Relaxing Wintergreen Chalet
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.
$490 nightly
The price is $550
Aug 16 - Aug 17
Total with taxes and fees
Pet Friendly with Mountain views ON 151 BrewRidge Trl near Wineries~Hikes~Skiing
Outdoor dining

10. Wintergreen cabin, hot tub, sauna, walk to trails

Wintergreen cabin, hot tub, sauna, walk to trails
Chestnut Springs
10.0 out of 10, Exceptional, (9 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.
$496 nightly
The price is $504
Aug 16 - Aug 17
Total with taxes and fees
Wintergreen cabin, hot tub, sauna, walk to trails
Cottage, Private Bathroom (Bluebird Cottage) | Exterior

11. Bluebird Cottage

Bluebird Cottage
2.0 star property
Roseland
$240 nightly
The price is $270
Aug 18 - Aug 19
Total with taxes and fees
Bluebird Cottage
Terrace/patio

12. Adventure Awaits

Adventure Awaits
Laurel Ridge
9.4 out of 10, Exceptional, (9 reviews)
"Holly was amazing! We loved the location, the coziness, and the house had all the bells and whistles! Adventure Awaits made our Wintergreen vacation the best! "
United States
Kimberly K.
$715 nightly
The price is $803
Aug 22 - Aug 23
Total with taxes and fees
Adventure Awaits
Exterior

13. Three Ridges 05 With Wintergreen Advantage

Three Ridges 05 With Wintergreen Advantage
Chestnut Springs
$414 nightly
The price is $465
Aug 31 - Sep 1
Total with taxes and fees
Three Ridges 05 With Wintergreen Advantage
TV, fireplace, books, offices

14. Wintergreen Ridge Retreat

Wintergreen Ridge Retreat
Chestnut Springs
7.8 out of 10, Good, (8 reviews)
"Yes!! The hot tub was the perfect addition with the cold weather. "
United States
Emily L.
$720 nightly
The price is $809
Sep 6 - Sep 7
Total with taxes and fees
Wintergreen Ridge Retreat
Exterior

15. 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 18 - Aug 19
Total with taxes and fees
White Oak 46 with Wintergreen Advantage
Exterior

16. 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 16 - Aug 17
Total with taxes and fees
White Oak 51 with Wintergreen Advantage
5 bedrooms, desk, iron/ironing board, WiFi (free)

17. On Mountain Time: NEW house near Devil's Backbone

On Mountain Time: NEW house near Devil's Backbone
Roseland
$707 nightly
The price is $749
Aug 17 - Aug 18
Total with taxes and fees
On Mountain Time: NEW house near Devil's Backbone
Exterior

18. 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.
$285 nightly
The price is $320
Aug 17 - Aug 18
Total with taxes and fees
Barrel Sauna, Hot Tub & Views
2 bedrooms, WiFi (free), bed sheets

19. 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.
$273 nightly
The price is $307
Aug 18 - Aug 19
Total with taxes and fees
Bluebird Cottage: Near 151 + Appalachian Trail
Exterior

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

Branch and Barrel: Hot Tub & Sauna + Mtn Views
Roseland
$662 nightly
The price is $707
Aug 18 - Aug 19
Total with taxes and fees
Branch and Barrel: Hot Tub & Sauna + Mtn Views
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

The Blackburn Inn and Conference Center

The Blackburn Inn and Conference Center

10/10 Excellent
"Unusual space in its current incarnation. Nicely appointed, very comfortable, cupola is an experience to climb and look out from, supports excellent local artists, deep history. Currently very nicely Maintained."
Elise 1-night trip
Posted 8 hours ago
The Blackburn Inn and Conference Center

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 $124 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 like this Roseland vacation home rental. It 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. Another good choice for your trip to Roseland is Updated! Sleeps 14 - Hot Tub, Games, Fireplace, Pet Friendly, Firepits & Grill.

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.