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
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

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 ¥19,965
¥45,115 total
includes taxes & fees
May 3 - May 4
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 ¥21,149
¥38,353 total
includes taxes & fees
May 5 - May 6
Cozy Country small two bedroom home.

Hike. Soak. Play. - Hot Tub, Sauna, Fire Pit & Game-Filled Fam Friendly Cabin

Hike. Soak. Play. - Hot Tub, Sauna, Fire Pit & Game-Filled Fam Friendly Cabin
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 ¥29,335
¥76,925 total
includes taxes & fees
May 4 - May 5
Hike. Soak. Play. - Hot Tub, Sauna, Fire Pit & Game-Filled Fam Friendly Cabin

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 ¥63,134
¥78,596 total
includes taxes & fees
May 4 - May 5
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 ¥25,222
¥52,251 total
includes taxes & fees
May 21 - May 22
Barrel Sauna, Hot Tub & Views

Mountain Retreat: Year-Round Getaway, Pup Friendly

Mountain Retreat: Year-Round Getaway, Pup Friendly
Laurel Ridge
The price is ¥40,732
¥90,252 total
includes taxes & fees
Jun 1 - Jun 2
Mountain Retreat: Year-Round Getaway, Pup Friendly

Wintergreen Luxury, Breathtaking Views

Wintergreen Luxury, Breathtaking Views
Wintergreen Resort
10.0 out of 10, Exceptional, (8 reviews)
"Everything was perfect! The host was extremely responsive and the property was in excellent condition "
United States
liz b.
Wintergreen Luxury, Breathtaking Views

Designer Home w/ Incredible Views, Sleeps 16

Designer Home w/ Incredible Views, Sleeps 16
Wintergreen Resort
9.4 out of 10, Exceptional, (18 reviews)
"The sunrises were amazing."
United States
Patrick S.
Designer Home w/ Incredible Views, Sleeps 16

Branch and Barrel: Hot Tub & Sauna + Mtn Views

Branch and Barrel: Hot Tub & Sauna + Mtn Views
Roseland
The price is ¥46,841
¥106,286 total
includes taxes & fees
May 26 - May 27
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 ¥14,099
¥23,328 total
includes taxes & fees
May 7 - May 8
Whole House

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 ¥17,624
¥29,380 total
includes taxes & fees
May 10 - May 11
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!

The Firefly Springhouse

The Firefly Springhouse
Staunton
9.8 out of 10, Exceptional, (58 reviews)
"The room was very clean and conveniently located for us."
United States
Jeanell S.
The price is ¥12,971
¥17,925 total
includes taxes & fees
May 3 - May 4
The Firefly Springhouse

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)
"loved the quiet location, sunny private back yard, and well-stocked kitchen"
United States
George D.
The price is ¥18,329
¥32,258 total
includes taxes & fees
May 10 - May 11
NEW! Cheerful 2 bd bungalow with hot tub. Must see!

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 ¥12,548
¥31,628 total
includes taxes & fees
May 10 - May 11
Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI

Tucked Inn: Lower Unit - NEW Nelson Co Getaway

Tucked Inn: Lower Unit - NEW Nelson Co Getaway
Nellysford
The price is ¥15,666
¥44,686 total
includes taxes & fees
May 3 - May 4
Tucked Inn: Lower Unit - NEW Nelson Co Getaway

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 ¥31,245
¥74,586 total
includes taxes & fees
May 4 - May 5
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 ¥29,765
¥48,950 total
includes taxes & fees
May 5 - May 6
Yurt at Stillhouse Farm *Wifi *Creek *Private *Less than 5 miles from VMI + W&L

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)
"The place was very clean and spacious. The communication from the hosts was helpful. We had a very pleasant stay."
United States
James S.
The price is ¥15,075
¥58,625 total
includes taxes & fees
May 3 - May 4
Spacious + Serene Mtn Top Escape, 4 En Suites

Farmhouse at the foot of the Blue Ridge Mountains

Farmhouse at the foot of the Blue Ridge Mountains
Waynesboro
9.8 out of 10, Exceptional, (38 reviews)
"Great stay, my dog loved running around in the fenced backyard. "
United States
Caitlin P.
The price is ¥30,314
¥42,109 total
includes taxes & fees
May 6 - May 7
Farmhouse at the foot of the Blue Ridge Mountains

4 BR cabin mins to trails & breweries pets welcome

4 BR cabin mins to trails & breweries pets welcome
Chestnut Springs
9.4 out of 10, Exceptional, (33 reviews)
"Beautiful place. Exactly as depicted in the listing. Very responsive host with questions prior to my stay."
United States
Philip S.
The price is ¥33,682
¥96,586 total
includes taxes & fees
May 18 - May 19
4 BR cabin mins to trails & breweries pets welcome
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Roseland Hotel Reviews

Find out more about Roseland

Roseland Vacation Homes information

Number of reviews
507
Accommodation
487 Vacation Homes
Lowest Price
¥17,925
Highest Price
¥212,910