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

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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Roseland holiday homes

Beach towels

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 £190
includes taxes & fees
19 Jul - 20 Jul
Cozy Country small two bedroom home.
Outdoor dining

Historic Bungalow 30 minutes from Wintergreen

Historic Bungalow 30 minutes from Wintergreen
Roseland
10.0 out of 10, Exceptional, (17 reviews)
"Great stay! Thank you!"
United States
Lauren
The price is £229
includes taxes & fees
16 Jul - 17 Jul
Historic Bungalow 30 minutes from Wintergreen
Exterior

Branch and Barrel

Branch and Barrel
2.0 star property
Roseland
The price is £126
includes taxes & fees
4 Aug - 5 Aug
Branch and Barrel
Terrace/patio

Mountain Retreat: Year-Round Getaway, Pup Friendly

Mountain Retreat: Year-Round Getaway, Pup Friendly
Laurel Ridge
The price is £494
includes taxes & fees
28 Jul - 29 Jul
Mountain Retreat: Year-Round Getaway, Pup Friendly
Terrace/patio

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, (18 reviews)
"Great stay!"
United States
Cheryl P.
The price is £400
includes taxes & fees
16 Jul - 17 Jul
Wintergreen Mountain Cabin · Hot Tub · Sauna · Mural · Fire Pit · Game Porch
Pool

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.
The price is £332
includes taxes & fees
9 Aug - 10 Aug
Relaxing Wintergreen Chalet
Sauna

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 £242
includes taxes & fees
3 Aug - 4 Aug
Barrel Sauna, Hot Tub & Views
Sauna

Branch and Barrel: Hot Tub & Sauna + Mtn Views

Branch and Barrel: Hot Tub & Sauna + Mtn Views
Roseland
The price is £512
includes taxes & fees
11 Aug - 12 Aug
Branch and Barrel: Hot Tub & Sauna + Mtn Views
Exterior

Mountain Mindset

Mountain Mindset
2.0 star property
Laurel Ridge
The price is £442
includes taxes & fees
29 Jul - 30 Jul
Mountain Mindset
House, Private Bathroom (Tucked Inn: Lower Unit) | Exterior

Tucked Inn: Lower Unit

Tucked Inn: Lower Unit
2.0 star property
Nellysford
The price is £210
includes taxes & fees
16 Jul - 17 Jul
Tucked Inn: Lower Unit
Exterior detail

The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!

The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!
Waynesboro
10.0 out of 10, Exceptional, (21 reviews)
"Great host and beautifully decorated property."
United States
Elisa G.
The price is £142
includes taxes & fees
21 Jul - 22 Jul
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!
Property grounds

The Firefly Springhouse

The Firefly Springhouse
Staunton
9.8 out of 10, Exceptional, (68 reviews)
"Such a great little place! Quick drive to town, but far enough for a quiet night. Room had everything we needed (and then some) for a short stay, and all the animals were the sweetest added bonus. Would absolutely stay here again if we’re ever back in the area."
United States
Rebekah
The price is £88
includes taxes & fees
18 Jul - 19 Jul
The Firefly Springhouse
Outdoor dining

Secluded 20+ Acre Retreat Near Brew & Wine Trails

Secluded 20+ Acre Retreat Near Brew & Wine Trails
Afton
9.6 out of 10, Exceptional, (19 reviews)
"Everything was exactly as stated. We loved the house and the close proximity to the 151. We will definitely come back! "
United States
Harold R.
Secluded 20+ Acre Retreat Near Brew & Wine Trails
Property grounds

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, (46 reviews)
"Great stay. Nice property in a very quiet neighborhood. "
United States
Kurtis W.
The price is £154
includes taxes & fees
16 Jul - 17 Jul
Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI
Interior

Whole House

Whole House
Amherst
9.8 out of 10, Exceptional, (38 reviews)
"House was perfect for overnight stay. 30 min from Vines Center and easy to find."
United States
Unspecified U.
The price is £114
includes taxes & fees
22 Jul - 23 Jul
Whole House
Property grounds

Hillside Haven: Modern Retreat, Mountain Views

Hillside Haven: Modern Retreat, Mountain Views
Faber
10.0 out of 10, Exceptional, (38 reviews)
"This was a wonderful, private, modern place to stay! We were here for a visit to Pippin Hill and this was the perfect place!"
United States
Shiloh F.
The price is £304
includes taxes & fees
16 Jul - 17 Jul
Hillside Haven: Modern Retreat, Mountain Views
Outdoor spa tub

NEW! Cheerful 2 bd bungalow with hot tub. Must see!

NEW! Cheerful 2 bd bungalow with hot tub. Must see!
Waynesboro
9.8 out of 10, Exceptional, (58 reviews)
"The hot tub was excellent! Such a cute, cozy, and accommodating weekend!"
United States
Sally A.
The price is £170
includes taxes & fees
29 Jul - 30 Jul
NEW! Cheerful 2 bd bungalow with hot tub. Must see!
Terrace/patio

Blue's Barn: Central to Wineries & Breweries

Blue's Barn: Central to Wineries & Breweries
Nellysford
9.6 out of 10, Exceptional, (22 reviews)
"This place was perfect! My husband and I went down for a weekend and it was so comfy and cozy. 10/10 recommend!!"
United States
Sydney C.
Blue's Barn: Central to Wineries & Breweries
Interior

Rosé All Day: Wine Country Getaway! Walk to Dining

Rosé All Day: Wine Country Getaway! Walk to Dining
Crozet
9.8 out of 10, Exceptional, (28 reviews)
"It was an excellent place to stay while in Crozet. Roomy and nice house."
United States
Carolyn R.
Rosé All Day: Wine Country Getaway! Walk to Dining
Interior

Afton Farmhouse

Afton Farmhouse
2.0 star property
Afton
The price is £205
includes taxes & fees
16 Jul - 17 Jul
Afton Farmhouse
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

Howard Johnson by Wyndham Lexington

Howard Johnson by Wyndham Lexington

10/10 Excellent
"Aging hotel that is being modernized gradually. With that in mind, everything this hotel is doing is fantastic. Situated with great vistas of blue mountains, pet friendly (noticed many guests this way). Fantastic swim area and play park area."
David 1-night trip
Posted 3 hours ago
Howard Johnson by Wyndham Lexington

Find out more about Roseland

Roseland Holiday Homes information

Number of reviews
397
Accommodation
534 Holiday Homes
Lowest Price
£88
Highest Price
£512