A gravel road curving through a green field with a wooden fence on one side and mountains in the background.

Holiday Homes in Roseland

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Roseland holiday homes

A sauna with wooden benches and a view of a forested hillside.

1. Branch and Barrel

Branch and Barrel
2.0 star property
Roseland
The price is €293
includes taxes & fees
28 Oct - 29 Oct
Branch and Barrel
A wooden deck with a blue planter table holding a yellow flower pot.

2. 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.
The price is €272
includes taxes & fees
17 Nov - 18 Nov
Historic Bungalow 30 minutes from Wintergreen
A sandy beach with a lake and forested hills in the background.

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
The price is €251
includes taxes & fees
28 Oct - 29 Oct
Cozy Country small two bedroom home.
A two-story house with a covered porch, a stone pathway, and a well-maintained garden.

4. Blue Ridge Getaway

Blue Ridge Getaway
Roseland
Blue Ridge Getaway
A hallway with a wooden-framed mirror, a console table with a vase and a sculpture, a door with a glass panel, and a small rug on the floor.

5. 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, (29 reviews)
"Very nice property. Quiet. Owners were very responsive and eager to assist although we didn't need anything during our stay."
United States
judson a.
Spacious, private, four-season mountainside home close to Wintergreen and hiking
A covered porch with two chairs and a table, surrounded by a wooden railing, overlooking a forested area.

6. Adventure Awaits

Adventure Awaits
Laurel Ridge
9.0 out of 10, Wonderful, (10 reviews)
"our stay was so fun! "
United States
Kaden C.
The price is €492
includes taxes & fees
4 Nov - 5 Nov
Adventure Awaits
A deck with a fire pit, outdoor furniture, and a view of trees and a sunset.

7. 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.
The price is €496
includes taxes & fees
18 Oct - 19 Oct
Wintergreen cabin, 5 min to ski, hot tub, sauna
A cabin with a deck, outdoor seating, and a fire pit.

8. 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.
Wintergreen Mountain Cabin · Hot Tub · Sauna · Mural · Fire Pit · Game Porch
A two-story house with a deck, hot tub, and outdoor seating area.

9. Wintergreen Luxury, Breathtaking Views

Wintergreen Luxury, Breathtaking Views
Wintergreen Resort
10.0 out of 10, Exceptional, (13 reviews)
"The views and accommodations were awesome. We had such a good time with out family of 14. Plenty to do and plenty of space."
United States
Donna C.
Wintergreen Luxury, Breathtaking Views
A large white house with a green roof, a patio with outdoor furniture, and a stone fireplace.

10. 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.
The price is €338
includes taxes & fees
28 Oct - 29 Oct
Barrel Sauna, Hot Tub & Views
A spacious living room with a fireplace, large windows, and a dining area.

11. On Mountain Time

On Mountain Time
2.5 star property
Roseland
The price is €678
includes taxes & fees
17 Nov - 18 Nov
On Mountain Time
A large white house with a green roof, a patio with outdoor furniture, and a swimming pool.

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

Branch and Barrel: Hot Tub & Sauna + Mtn Views
Roseland
Branch and Barrel: Hot Tub & Sauna + Mtn Views
A spacious living room with a large window, a chandelier, and a flat-screen TV mounted on the wall.

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

On Mountain Time: 5BR, 3 mins to Devil's Backbone
Roseland
The price is €753
includes taxes & fees
28 Oct - 29 Oct
On Mountain Time: 5BR, 3 mins to Devil's Backbone
A wooden deck with outdoor furniture, including chairs and tables, surrounded by trees.

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

Mountain Retreat: Year-Round Getaway, Pup Friendly
Laurel Ridge
The price is €612
includes taxes & fees
16 Nov - 17 Nov
Mountain Retreat: Year-Round Getaway, Pup Friendly
A wooden deck with outdoor seating and a fire pit.

15. Mountain Mindset

Mountain Mindset
2.0 star property
Laurel Ridge
The price is €544
includes taxes & fees
16 Nov - 17 Nov
Mountain Mindset
A wooden cabin with a stone exterior, a balcony with wooden railings, and outdoor seating with Adirondack chairs.

16. Tucked Inn: Lower Unit

Tucked Inn: Lower Unit
2.0 star property
Nellysford
The price is €268
includes taxes & fees
19 Oct - 20 Oct
Tucked Inn: Lower Unit
A kitchenette with a coffee machine, mugs, and a sign on the wall.

17. Whole House

Whole House
Amherst
9.6 out of 10, Exceptional, (44 reviews)
"Nice place overall, we enjoyed our stay. It was right down the road from our family. It was super convenient and just what we needed for the weekend."
United States
Pam B.
The price is €133
includes taxes & fees
19 Oct - 20 Oct
Whole House
A modern kitchen with a central island, stainless steel appliances, and wooden cabinetry.

18. Peaceful stay at the Colleen cottage!

Peaceful stay at the Colleen cottage!
Arrington
10.0 out of 10, Exceptional, (5 reviews)
"Peaceful, beautiful, and a convenient location. I highly recommend this spacious clean home on beautiful land."
United States
Pam H.
The price is €331
includes taxes & fees
17 Nov - 18 Nov
Peaceful stay at the Colleen cottage!
A grassy outdoor area with a wooden swing set and a picnic table.

19. Farmhouse getaway for family vacations and friend retreats - heated pool

Farmhouse getaway for family vacations and friend retreats - heated pool
Roseland
10.0 out of 10, Exceptional, (41 reviews)
"The house was the perfect getaway for our family trip! There was plenty of room for all the kids and adults. Very well equipped for all your needs (towels, kitchen items, linens). Kids were occupied the whole time between the pool, playhouse, barn arcade, and outdoor space to run around. We will be back again!"
United States
Libera G.
The price is €481
includes taxes & fees
19 Oct - 20 Oct
Farmhouse getaway for family vacations and friend retreats - heated pool
A wooden deck with a yellow door, a table with chairs, and a rocking chair.

20. Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews

Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews
Nellysford
9.8 out of 10, Exceptional, (9 reviews)
"Adorable, clean and quiet stay! The place was nicer than expected. It's obvious the hosts are thoughtful of their guests - we found everything we needed and more. A short drive into Nellysford and tucked away in the trees. "
United States
Katie K.
Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews
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

Motel 6 Staunton, VA

Motel 6 Staunton, VA

8/10 Good
"Housekeeping could have been a little better. There was hair underneath the pillows on both beds. TV worked, having the fridge and microwave was a plus. All in all a good stay for what we needed it for. Thank you!"
John 1-night trip
Posted 11 hours ago
Motel 6 Staunton, VA

Find out more about Roseland

Roseland Holiday Homes information

Number of reviews
227
Accommodation
585 Holiday Homes
Lowest Price
€133
Highest Price
€753