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

Search Vacation Homes in Roseland

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Roseland vacation 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 ￥23,727
￥44,409 total
includes taxes & fees
Oct 28 - Oct 29
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 ￥18,297
￥43,641 total
includes taxes & fees
Oct 15 - Oct 16
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 ￥21,354
￥43,344 total
includes taxes & fees
Oct 28 - Oct 29
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
The price is ￥37,330
￥103,668 total
includes taxes & fees
Oct 13 - Oct 14
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 cabin with a deck, outdoor seating, and a fire pit.

6. 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.
The price is ￥45,820
￥95,961 total
includes taxes & fees
Oct 8 - Oct 9
Wintergreen Mountain Cabin · Hot Tub · Sauna · Mural · Fire Pit · Game Porch
A covered porch with two chairs and a table, surrounded by a wooden railing, overlooking a forested area.

7. 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 ￥42,867
￥98,482 total
includes taxes & fees
Oct 27 - Oct 28
Adventure Awaits
A spacious living room with large windows, a wooden ceiling, and a chandelier.

8. Designer Home w/ Incredible Views, Sleeps 16

Designer Home w/ Incredible Views, Sleeps 16
Wintergreen Resort
9.4 out of 10, Exceptional, (23 reviews)
"We enjoyed our stay at this beautiful place. love to come back "
United States
Neda A.
The price is ￥74,028
￥169,997 total
includes taxes & fees
Oct 11 - Oct 12
Designer Home w/ Incredible Views, Sleeps 16
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)
"Everything was perfect! The host was extremely responsive and the property was in excellent condition "
United States
liz b.
The price is ￥103,640
￥208,225 total
includes taxes & fees
Oct 12 - Oct 13
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 ￥23,727
￥50,448 total
includes taxes & fees
Oct 28 - Oct 29
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 ￥47,296
￥110,846 total
includes taxes & fees
Oct 28 - Oct 29
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
The price is ￥44,132
￥116,529 total
includes taxes & fees
Oct 27 - Oct 28
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
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
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 ￥51,250
￥93,081 total
includes taxes & fees
Nov 3 - Nov 4
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 ￥15,818
￥44,409 total
includes taxes & fees
Oct 12 - Oct 13
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 ￥13,524
￥22,770 total
includes taxes & fees
Oct 13 - Oct 14
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, (4 reviews)
"Great place to stay. Rooms were nice and the kitchen/living room area was a great space."
United States
Kristin M.
The price is ￥28,899
￥52,705 total
includes taxes & fees
Oct 13 - Oct 14
Peaceful stay at the Colleen cottage!
A modern kitchen with wooden cabinets, stainless steel appliances, and a built-in oven.

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 ￥82,095
￥101,496 total
includes taxes & fees
Oct 13 - Oct 14
Farmhouse getaway for family vacations and friend retreats - heated pool
A living room with a sectional sofa, two gaming consoles, a woven ottoman, and a colorful abstract painting.

20. Ideal for family summer vacations or a few couples wine weekend/mountain getaway

Ideal for family summer vacations or a few couples wine weekend/mountain getaway
Lovingston
10.0 out of 10, Exceptional, (50 reviews)
"Wonderful accommodation for a girls weekend or a family reunion!Everything that you would need in a beautiful location!"
United States
Real T.
The price is ￥56,945
￥71,344 total
includes taxes & fees
Oct 14 - Oct 15
Ideal for family summer vacations or a few couples wine weekend/mountain getaway
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Roseland Hotel Reviews

Hotel 24 South

Hotel 24 South

10/10 Excellent
"Hotel 24 is an amazing gem in part of the country we are unfamiliar with. It was a wonderful surprise after a long day of driving. Nice room, comfortable bed and within walking distance of restaurants and quaint shops. If ever we’re back this way again we would stay again."
Susan 1-night trip
Posted 22 hours ago
Hotel 24 South

Find out more about Roseland

Roseland Vacation Homes information

Number of reviews
274
Accommodation
561 Vacation Homes
Lowest Price
￥22,770
Highest Price
￥208,225