Holiday Homes in Roseland

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Our top choices for Roseland holiday homes

Cozy Country small two bedroom home.

Cozy Country small two bedroom home.
Roseland
9.8 out of 10, Exceptional, (19 reviews)
"Wonderful property within a short drive to the resort for snowboarding. Had everything you would need f9"
United States
Melissa R.
The price is €213
includes taxes & fees
20 Apr - 21 Apr
Cozy Country small two bedroom home.

Historic Bungalow 30 minutes from Wintergreen

Historic Bungalow 30 minutes from Wintergreen
Roseland
10.0 out of 10, Exceptional, (15 reviews)
"Great stay! Thank you!"
United States
Lauren
The price is €250
includes taxes & fees
23 Apr - 24 Apr
Historic Bungalow 30 minutes from Wintergreen

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, (16 reviews)
"Perfect spot for a family retreat - highly recommend "
United States
Greg B.
The price is €393
includes taxes & fees
19 Apr - 20 Apr
Hike. Soak. Play. - Hot Tub, Sauna, Fire Pit & Game-Filled Fam Friendly Cabin

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 €273
includes taxes & fees
27 Apr - 28 Apr
Barrel Sauna, Hot Tub & Views

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

Mountain Retreat: Year-Round Getaway, Pup Friendly

Mountain Retreat: Year-Round Getaway, Pup Friendly
Laurel Ridge
The price is €484
includes taxes & fees
29 Apr - 30 Apr
Mountain Retreat: Year-Round Getaway, Pup Friendly

Branch and Barrel: Hot Tub & Sauna + Mtn Views

Branch and Barrel: Hot Tub & Sauna + Mtn Views
Roseland
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 €130
includes taxes & fees
19 Apr - 20 Apr
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 €162
includes taxes & fees
22 Apr - 23 Apr
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, (57 reviews)
"The room was very clean and conveniently located for us."
United States
Jeanell S.
The price is €101
includes taxes & fees
21 Apr - 22 Apr
The Firefly Springhouse

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)
"Place was extremely clean and nice amenities for a good stay."
United States
Robert W.
The price is €166
includes taxes & fees
28 Apr - 29 Apr
Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI

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 €430
includes taxes & fees
20 Apr - 21 Apr
Fox Hill: Hot Tub, Views, Pet Friendly!

Spacious + Serene Mtn Top Escape, 4 En Suites

Spacious + Serene Mtn Top Escape, 4 En Suites
Wintergreen Resort
10.0 out of 10, Exceptional, (55 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 €286
includes taxes & fees
19 Apr - 20 Apr
Spacious + Serene Mtn Top Escape, 4 En Suites

Tucked Inn: Lower Unit - NEW Nelson Co Getaway

Tucked Inn: Lower Unit - NEW Nelson Co Getaway
Nellysford
The price is €252
includes taxes & fees
30 Apr - 1 May
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
10.0 out of 10, Exceptional, (7 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 €255
includes taxes & fees
20 Apr - 21 Apr
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 €282
includes taxes & fees
19 Apr - 20 Apr
Secluded 20+ Acre Retreat Near Brew & Wine Trails

The Farmhouse at Wellington: Waynesboro, Sleeps 12

The Farmhouse at Wellington: Waynesboro, Sleeps 12
Waynesboro
10.0 out of 10, Exceptional, (7 reviews)
"The house was convenient and the downstairs was big. Kitchen was wwkl stocked. Besrooms were just what we needed."
United States
Becky R.
The price is €545
includes taxes & fees
20 Apr - 21 Apr
The Farmhouse at Wellington: Waynesboro, Sleeps 12

Blue's Barn: Central to Wineries & Breweries

Blue's Barn: Central to Wineries & Breweries
Nellysford
9.6 out of 10, Exceptional, (19 reviews)
"Clean, nice place"
United States
Tom
Blue's Barn: Central to Wineries & Breweries

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 €352
includes taxes & fees
28 Apr - 29 Apr
Hillside Haven: Modern Retreat, Mountain Views

Afton Farmhouse - Mountain Views off Route 151

Afton Farmhouse - Mountain Views off Route 151
Afton
9.8 out of 10, Exceptional, (27 reviews)
"We very much enjoyed our stay here. If we ever come back this will definitely be our top choice. Much older home but very well maintained."
United States
Michael S.
The price is €379
includes taxes & fees
20 Apr - 21 Apr
Afton Farmhouse - Mountain Views off Route 151
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

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Roseland Holiday Homes information

Number of reviews
354
Accommodation
462 Holiday Homes
Lowest Price
€101
Highest Price
€545