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
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

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 AU$390
includes taxes & fees
23 Sept - 24 Sept
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
10.0 out of 10, Exceptional, (17 reviews)
"Great location quiet area"
United States
Scott P.
The price is AU$402
includes taxes & fees
6 Sept - 7 Sept
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 AU$343
includes taxes & fees
15 Sept - 16 Sept
Cozy Country small two bedroom home.

4. 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)
"Overall, just love this house."
United States
Matt B.
The price is AU$711
includes taxes & fees
7 Sept - 8 Sept
Spacious, private, four-season mountainside home close to Wintergreen and hiking
A spacious living room with large windows, a wooden ceiling, and a chandelier.

5. 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.
Designer Home w/ Incredible Views, Sleeps 16
A large white house with a green roof, a patio with outdoor furniture, and a stone fireplace.

6. 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 AU$441
includes taxes & fees
23 Sept - 24 Sept
Barrel Sauna, Hot Tub & Views
A large white house with a green roof, a patio with outdoor furniture, and a swimming pool.

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

Branch and Barrel: Hot Tub & Sauna + Mtn Views
Roseland
The price is AU$998
includes taxes & fees
29 Sept - 30 Sept
Branch and Barrel: Hot Tub & Sauna + Mtn Views
A bedroom with a bed, a television mounted on the wall, a chair, and a view of a balcony with a chair.

8. 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

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

Mountain Retreat: Year-Round Getaway, Pup Friendly
Laurel Ridge
The price is AU$886
includes taxes & fees
9 Sept - 10 Sept
Mountain Retreat: Year-Round Getaway, Pup Friendly
A bedroom with a bed, a television, a mirror, and a staircase leading to another room.

10. On Mountain Time

On Mountain Time
2.5 star property
Roseland
The price is AU$973
includes taxes & fees
8 Sept - 9 Sept
On Mountain Time
A wooden deck with outdoor seating and a fire pit.

11. Mountain Mindset

Mountain Mindset
2.0 star property
Laurel Ridge
The price is AU$775
includes taxes & fees
9 Sept - 10 Sept
Mountain Mindset
A wooden deck with a yellow door, a table with chairs, and a rocking chair.

12. Tucked Inn: Upper Unit

Tucked Inn: Upper Unit
2.0 star property
Nellysford
The price is AU$398
includes taxes & fees
8 Sept - 9 Sept
Tucked Inn: Upper Unit
A kitchenette with a coffee machine, mugs, and a sign on the wall.

13. Whole House

Whole House
Amherst
9.6 out of 10, Exceptional, (43 reviews)
"House was perfect for overnight stay. 30 min from Vines Center and easy to find."
United States
Unspecified U.
The price is AU$210
includes taxes & fees
7 Sept - 8 Sept
Whole House
A room with two armchairs, a small table with a lamp, and a view of a balcony with a railing.

14. Spacious + Serene Mtn Top Escape, 4 En Suites

Spacious + Serene Mtn Top Escape, 4 En Suites
Wintergreen Resort
10.0 out of 10, Exceptional, (56 reviews)
"Great place"
United States
Stephen M.
The price is AU$523
includes taxes & fees
7 Sept - 8 Sept
Spacious + Serene Mtn Top Escape, 4 En Suites

15. 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, (48 reviews)
"We loved our stay. Plenty of space, gorgeous view, pool, hot tub, and game room were a hit with the kids. We would love to stay again!"
United States
Katie W.
The price is AU$880
includes taxes & fees
15 Sept - 16 Sept
Ideal for family summer vacations or a few couples wine weekend/mountain getaway
A cabin with a large window, surrounded by trees.

16. Cozy chalet w/ king beds, fireplace, and hot tub. Close to hiking! Dog-friendly!

Cozy chalet w/ king beds, fireplace, and hot tub. Close to hiking! Dog-friendly!
Wintergreen Resort
10.0 out of 10, Exceptional, (32 reviews)
"Everything was amazing I couldn't recommend this property enough"
United States
Stanley W.
The price is AU$494
includes taxes & fees
7 Sept - 8 Sept
Cozy chalet w/ king beds, fireplace, and hot tub. Close to hiking! Dog-friendly!
A sandy beach with a lake and forested hills in the background.

17. House / hot tub/pet friendly

House / hot tub/pet friendly
Tyro
9.8 out of 10, Exceptional, (75 reviews)
"Very easy check in. We really enjoyed our stay!!"
United States
Mike B.
The price is AU$458
includes taxes & fees
8 Sept - 9 Sept
House / hot tub/pet friendly
A wooden pergola with string lights, a fire pit, and a hanging chair in a grassy outdoor area.

18. Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI

Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI
Buena Vista
9.0 out of 10, Wonderful, (47 reviews)
"Nice place to stay"
United States
Ann E.
The price is AU$305
includes taxes & fees
7 Sept - 8 Sept
Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI
A spacious living room with a stone fireplace, a wooden ceiling, and large windows offering a view of trees.

19. 4 BR cabin mins to trails & breweries pets welcome

4 BR cabin mins to trails & breweries pets welcome
Chestnut Springs
9.6 out of 10, Exceptional, (35 reviews)
"it is really excellent."
United States
RK D.
The price is AU$850
includes taxes & fees
9 Sept - 10 Sept
4 BR cabin mins to trails & breweries pets welcome
A modern kitchen with a wooden island, white cabinetry, and a dining area with wooden chairs.

20. Hot Tub | Fire Pit | River | State Park | King Bed

Hot Tub | Fire Pit | River | State Park | King Bed
Wingina
9.8 out of 10, Exceptional, (17 reviews)
"We thoroughly enjoyed our stay at the beautiful Hygge House! It is beautifully decorated & every comfort was considered. Our girls were "unplugged" through the whole weekend. They rotated between the hot tub, the swings on the pergola, playing in the creek and roasting marshmallows. The host was very responsive when we called with a question. The Hygge House is a perfect retreat for families!"
United States
Al W.
The price is AU$427
includes taxes & fees
21 Sept - 22 Sept
Hot Tub | Fire Pit | River | State Park | King Bed
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

Hotel 24 South

Hotel 24 South

10/10 Excellent
"Exceptional service and clean rooms and public areas. Right downtown near the main street. Highly recommended."
Andrew 1-night trip
Posted 1 hour ago
Hotel 24 South

Find out more about Roseland

Roseland Holiday Homes information

Number of reviews
443
Accommodation
534 Holiday Homes
Lowest Price
AU$210
Highest Price
AU$998