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 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Roseland vacation rentals

A wooden deck with wicker furniture, a brick wall, and a view of greenery.

1. Bluebird Cottage

Bluebird Cottage
2.0 star property
Roseland
$261 nightly
The price is $293
Nov 16 - Nov 17
Total with taxes and fees
Bluebird Cottage
A backyard with a swimming pool, lounge chairs, and a small shed.

2. Wintergreen Resort VA Timber Camp House

Wintergreen Resort VA Timber Camp House
2.0 star property
Chestnut Springs
$752 nightly
The price is $854
Nov 29 - Nov 30
Total with taxes and fees
Wintergreen Resort VA Timber Camp House
A sauna with wooden benches and a view of a forested hillside.

3. Branch and Barrel

Branch and Barrel
2.0 star property
Roseland
$293 nightly
The price is $329
Nov 30 - Dec 1
Total with taxes and fees
Branch and Barrel
A two-story cabin with a deck and outdoor seating area.

4. On Mountain Time

On Mountain Time
2.5 star property
Roseland
$729 nightly
The price is $819
Nov 16 - Nov 17
Total with taxes and fees
On Mountain Time
A wooden deck with outdoor seating and a fire pit.

5. Mountain Mindset

Mountain Mindset
2.0 star property
Laurel Ridge
$496 nightly
The price is $557
Nov 30 - Dec 1
Total with taxes and fees
Mountain Mindset
A two-story house with a deck, large windows, and a garage.

6. Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Lyndhurst
9.6 out of 10, Exceptional, (31 reviews)
"This place was excellent. Very clean and quiet. Sherando lake was only 4 miles away with great hiking trails. The beds were very comfortable. Would definitely stay at this place again."
United States
Josh
$173 nightly
The price is $187
Dec 15 - Dec 16
Total with taxes and fees
Love Ridge Mountain Lodging
A bedroom with a large bed, a wooden dresser, and a view of the landscape through large windows.

7. Panoramic Peak

Panoramic Peak
2.0 star property
Nellysford
10.0 out of 10, Exceptional, (1 review)
"The place was absolutely beautiful and spotless. The view was amazing. The only issue we had was when we asked where it was. We were told Nellysford and didn’t really understand that it was part of the Wintergreen resort so it was much further away from our actual destination. But the place was really amazing. We would stay there again."
United States
Carrie
$254 nightly
The price is $286
Nov 16 - Nov 17
Total with taxes and fees
Panoramic Peak
A kitchen with wooden cabinets, a stainless steel refrigerator, a large island with bar stools, and pendant lighting.

8. Mountaintop Wintergreen Resort Home w/ Deck, Views

Mountaintop Wintergreen Resort Home w/ Deck, Views
3.0 star property
Nellysford
10.0 out of 10, Exceptional, (1 review)
$451 nightly
The price is $506
Nov 23 - Nov 24
Total with taxes and fees
Mountaintop Wintergreen Resort Home w/ Deck, Views
Street view

9. Valley Extended Suites

Valley Extended Suites
3.0 star property
Fishersville
9.0 out of 10, Wonderful, (283 reviews)
"Clean room convenient parking, good kitchen, friendly staff."
United States
Jamie
$114 nightly
The price is $127
Nov 16 - Nov 17
Total with taxes and fees
Valley Extended Suites
An outdoor seating area with a fire pit, wicker chairs, and a view of the landscape.

10. Afton Mountain Vineyards

Afton Mountain Vineyards
3.5 star property
Afton
7.4 out of 10, Good, (3 reviews)
"Cozy and comfortable with pond and mountain views. Wine tasting on site and easy access to Wintergreen. We loved our stay and will be back again!"
United States
Jennifer
$405 nightly
The price is $454
Nov 16 - Nov 17
Total with taxes and fees
Afton Mountain Vineyards
A modern kitchen with wooden accents, stainless steel appliances, and a granite countertop.

11. Autumn Ridge Cottages

Autumn Ridge Cottages
2.5 star property
Lexington
9.6 out of 10, Exceptional, (183 reviews)
"Great little cabin with beautiful countryside and only a short distance from Lexington and VMI! Easy check-in. Great space indoors and out. Kitchen was nice and had all the amenities we needed."
United States
Naomi
$375 nightly
The price is $432
Nov 16 - Nov 17
Total with taxes and fees
Autumn Ridge Cottages
A spacious living area with a wooden staircase, a dining table, and a sofa.

12. Blackwood Chalet

Blackwood Chalet
2.0 star property
Nellysford
10.0 out of 10, Exceptional, (6 reviews)
"Cleanliness and ease of check in"
United States
Patrick
$376 nightly
The price is $423
Nov 17 - Nov 18
Total with taxes and fees
Blackwood Chalet
Interior

13. Modern Nellysford Getaway on 40 Private Acres!

Modern Nellysford Getaway on 40 Private Acres!
3.0 star property
Nellysford
$579 nightly
The price is $650
Nov 16 - Nov 17
Total with taxes and fees
Modern Nellysford Getaway on 40 Private Acres!
A hallway with a wooden staircase, a bench, and a door leading to a balcony.

14. Fore Seasons

Fore Seasons
2.0 star property
Nellysford
10.0 out of 10, Exceptional, (1 review)
"Me and my family had such a great time. The house was clean and beautiful. Everything about the house was amazing. The hosts were very responsive and sincere.❤️"
United States
Menen
$286 nightly
The price is $321
Nov 16 - Nov 17
Total with taxes and fees
Fore Seasons
A kitchen with green cabinets, a built-in microwave, a coffee maker, and a stove.

15. Enjoy Staunton in the Heart of Shenandoah Valley

Enjoy Staunton in the Heart of Shenandoah Valley
3.0 star property
Staunton
$415 nightly
The price is $465
Nov 16 - Nov 17
Total with taxes and fees
Enjoy Staunton in the Heart of Shenandoah Valley
A cabin with a steeply pitched roof, wooden exterior, and a deck with stairs leading to a porch.

16. Three Little Bears

Three Little Bears
2.0 star property
Nellysford
$280 nightly
The price is $315
Nov 16 - Nov 17
Total with taxes and fees
Three Little Bears
A two-story cabin with a balcony, surrounded by trees.

17. Blackrock Canopy

Blackrock Canopy
2.0 star property
Nellysford
$674 nightly
The price is $757
Nov 16 - Nov 17
Total with taxes and fees
Blackrock Canopy
Lounge

18. Firefly on The Ridge

Firefly on The Ridge
2.0 star property
Nellysford
$338 nightly
The price is $380
Nov 16 - Nov 17
Total with taxes and fees
Firefly on The Ridge
A modern living room with a gray sectional sofa, a small coffee table, and a flat-screen TV mounted on the wall. Large windows provide a view of the cityscape.

19. Mountain View Vista

Mountain View Vista
2.0 star property
Nellysford
$266 nightly
The price is $299
Nov 16 - Nov 17
Total with taxes and fees
Mountain View Vista
A hot tub with a wooden deck and a view of a forest.

20. Bear Tracks Cottage

Bear Tracks Cottage
2.0 star property
Nellysford
$397 nightly
The price is $445
Nov 16 - Nov 17
Total with taxes and fees
Bear Tracks Cottage
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

Avid Hotel Staunton

10/10 Excellent
"Great customer service and super clean!"
Sheila 1-night trip
Posted less than an hour ago
Avid Hotel 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.