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Our top choices for Roseland vacation homes

Historic Bungalow 30 minutes from Wintergreen

Historic Bungalow 30 minutes from Wintergreen
Roseland
10.0 out of 10, Exceptional, (16 reviews)
"Great stay! Thank you!"
United States
Lauren
The price is ¥20,137
¥45,314 total
includes taxes & fees
May 17 - May 18
Historic Bungalow 30 minutes from Wintergreen

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 ¥21,152
¥38,534 total
includes taxes & fees
May 19 - May 20
Cozy Country small two bedroom home.

Wintergreen Mountain Cabin · Hot Tub · Sauna · Mural · Fire Pit · Game Porch

Wintergreen Mountain Cabin · Hot Tub · Sauna · Mural · Fire Pit · Game Porch
Chestnut Springs
10.0 out of 10, Exceptional, (17 reviews)
"Perfect spot for a family retreat - highly recommend "
United States
Greg B.
The price is ¥29,338
¥76,934 total
includes taxes & fees
May 12 - May 13
Wintergreen Mountain Cabin · Hot Tub · Sauna · Mural · Fire Pit · Game Porch

Spacious, private, four-season home built on mountainside with great proximity to Wintergreen, breweries, cideries, and hiking

Spacious, private, four-season home built on mountainside with great proximity to Wintergreen, breweries, cideries, and hiking
Roseland
9.8 out of 10, Exceptional, (24 reviews)
"Everything was great. Views were awesome and game room was a great hangout."
United States
Rob T.
The price is ¥63,142
¥78,606 total
includes taxes & fees
May 12 - May 13
Spacious, private, four-season home built on mountainside with great proximity to Wintergreen, breweries, cideries, and hiking

Barrel Sauna, Hot Tub & Views

Barrel Sauna, Hot Tub & Views
Roseland
10.0 out of 10, Exceptional, (1 review)
"House was beautiful and well maintained."
United States
Collin W.
The price is ¥23,815
¥49,971 total
includes taxes & fees
Jun 1 - Jun 2
Barrel Sauna, Hot Tub & Views

Mountain Retreat: Year-Round Getaway, Pup Friendly

Mountain Retreat: Year-Round Getaway, Pup Friendly
Laurel Ridge
The price is ¥39,170
¥87,272 total
includes taxes & fees
May 12 - May 13
Mountain Retreat: Year-Round Getaway, Pup Friendly

Above The Clouds with Wintergreen Advantage

Above The Clouds with Wintergreen Advantage
Wintergreen
Above The Clouds with Wintergreen Advantage

Branch and Barrel: Hot Tub & Sauna + Mtn Views

Branch and Barrel: Hot Tub & Sauna + Mtn Views
Roseland
The price is ¥74,266
¥141,137 total
includes taxes & fees
May 25 - May 26
Branch and Barrel: Hot Tub & Sauna + Mtn Views

Whole House

Whole House
Amherst
9.8 out of 10, Exceptional, (37 reviews)
"Everything was great. "
United States
Nathan T.
The price is ¥14,101
¥23,331 total
includes taxes & fees
May 12 - May 13
Whole House

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, (55 reviews)
"Our host did a great job!! She thought of everything to make your stay enjoyable. We will definitely be returning."
United States
Cora S.
The price is ¥20,368
¥34,878 total
includes taxes & fees
Jun 1 - Jun 2
NEW! Cheerful 2 bd bungalow with hot tub. Must see!

The Firefly Springhouse

The Firefly Springhouse
Staunton
9.8 out of 10, Exceptional, (60 reviews)
"The room was very clean and conveniently located for us."
United States
Jeanell S.
The price is ¥12,973
¥17,927 total
includes taxes & fees
May 12 - May 13
The Firefly Springhouse

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, (20 reviews)
"The perfect stay for a wedding weekend in Waynesboro. It was very warm and accommodating and I can’t say enough good things about it. Thank you for a great weekend"
United States
Michael W.
The price is ¥17,768
¥29,365 total
includes taxes & fees
May 12 - May 13
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!

Hillside Haven: Modern Retreat, Mountain Views

Hillside Haven: Modern Retreat, Mountain Views
Faber
10.0 out of 10, Exceptional, (33 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 ¥28,046
¥65,279 total
includes taxes & fees
May 12 - May 13
Hillside Haven: Modern Retreat, Mountain Views

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, (37 reviews)
"Great stay. Nice property in a very quiet neighborhood. "
United States
Kurtis W.
The price is ¥12,550
¥31,632 total
includes taxes & fees
May 13 - May 14
Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI

Charming Vacation Rental in a Barn on a Horse Farm near Afton Mountain in Virginia

Charming Vacation Rental in a Barn on a Horse Farm near Afton Mountain in Virginia
Afton
The price is ¥34,783
¥42,169 total
includes taxes & fees
May 12 - May 13
Charming Vacation Rental in a Barn on a Horse Farm near Afton Mountain in Virginia

Fox Hill: Hot Tub, Views, Pet Friendly!

Fox Hill: Hot Tub, Views, Pet Friendly!
Afton
10.0 out of 10, Exceptional, (15 reviews)
"Everything was perfect. We needed a night away and this was the perfect place to end up."
United States
Dave D.
The price is ¥35,880
¥80,236 total
includes taxes & fees
May 12 - May 13
Fox Hill: Hot Tub, Views, Pet Friendly!

Yurt at Stillhouse Farm *Wifi *Creek *Private *Less than 5 miles from VMI + W&L

Yurt at Stillhouse Farm *Wifi *Creek *Private *Less than 5 miles from VMI + W&L
Lexington
10.0 out of 10, Exceptional, (55 reviews)
"What a beautiful place! The hosts were wonderful and the yurt was welcoming, warm, and cozy. My family had a great time playing games and just spending quality time together. Definitely a place we’d visit again."
United States
Christina B.
The price is ¥29,769
¥48,956 total
includes taxes & fees
May 12 - May 13
Yurt at Stillhouse Farm *Wifi *Creek *Private *Less than 5 miles from VMI + W&L

Tucked Inn: Lower Unit - NEW Nelson Co Getaway

Tucked Inn: Lower Unit - NEW Nelson Co Getaway
Nellysford
The price is ¥15,668
¥45,747 total
includes taxes & fees
May 19 - May 20
Tucked Inn: Lower Unit - NEW Nelson Co Getaway

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

Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews
Nellysford
9.8 out of 10, Exceptional, (8 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.
The price is ¥16,451
¥46,628 total
includes taxes & fees
May 12 - May 13
Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews

Secluded 20+ Acre Retreat Near Brew & Wine Trails

Secluded 20+ Acre Retreat Near Brew & Wine Trails
Afton
10.0 out of 10, Exceptional, (13 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.
The price is ¥9,442
¥51,600 total
includes taxes & fees
May 12 - May 13
Secluded 20+ Acre Retreat Near Brew & Wine Trails
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

Find out more about Roseland

Roseland Vacation Homes information

Number of reviews
377
Accommodation
487 Vacation Homes
Lowest Price
¥17,927
Highest Price
¥141,137