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

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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Roseland vacation homes

Exterior

Branch and Barrel

Branch and Barrel
2.0 star property
Roseland
The price is ￥29,833
￥33,503 total
includes taxes & fees
Jul 15 - Jul 16
Branch and Barrel
Outdoor dining

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 ￥21,770
￥46,723 total
includes taxes & fees
Jul 19 - Jul 20
Historic Bungalow 30 minutes from Wintergreen
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 ￥21,770
￥39,842 total
includes taxes & fees
Jul 7 - Jul 8
Cozy Country small two bedroom home.
Smart TV, fireplace, DVD player, foosball

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, (25 reviews)
"Overall, just love this house."
United States
Matt B.
The price is ￥65,955
￥82,329 total
includes taxes & fees
Jul 6 - Jul 7
Spacious, private, four-season home built on mountainside with great proximity to Wintergreen, breweries, cideries, and hiking
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 ￥27,253
￥55,054 total
includes taxes & fees
Jul 13 - Jul 14
Barrel Sauna, Hot Tub & Views
Terrace/patio

Mountain Retreat: Year-Round Getaway, Pup Friendly

Mountain Retreat: Year-Round Getaway, Pup Friendly
Laurel Ridge
The price is ￥53,538
￥107,389 total
includes taxes & fees
Jul 13 - Jul 14
Mountain Retreat: Year-Round Getaway, Pup Friendly
Sauna

Branch and Barrel: Hot Tub & Sauna + Mtn Views

Branch and Barrel: Hot Tub & Sauna + Mtn Views
Roseland
The price is ￥65,472
￥140,193 total
includes taxes & fees
Jul 13 - Jul 14
Branch and Barrel: Hot Tub & Sauna + Mtn Views
Exterior

Mountain Mindset

Mountain Mindset
2.0 star property
Laurel Ridge
The price is ￥53,861
￥96,705 total
includes taxes & fees
Jul 7 - Jul 8
Mountain Mindset
Property grounds

The Firefly Springhouse

The Firefly Springhouse
Staunton
9.8 out of 10, Exceptional, (67 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 ￥13,352
￥18,451 total
includes taxes & fees
Jul 5 - Jul 6
The Firefly Springhouse
House, Private Bathroom (Tucked Inn: Lower Unit) | Exterior

Tucked Inn: Lower Unit

Tucked Inn: Lower Unit
2.0 star property
Nellysford
The price is ￥16,126
￥45,274 total
includes taxes & fees
Jul 12 - Jul 13
Tucked Inn: Lower Unit
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, (40 reviews)
"Great stay. Nice property in a very quiet neighborhood. "
United States
Kurtis W.
The price is ￥12,917
￥32,742 total
includes taxes & fees
Jul 9 - Jul 10
Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI
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, (18 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 ￥9,405
￥52,757 total
includes taxes & fees
Jul 5 - Jul 6
Secluded 20+ Acre Retreat Near Brew & Wine Trails
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 ￥18,142
￥30,243 total
includes taxes & fees
Jul 6 - Jul 7
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!
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, (57 reviews)
"This house was a great end to our trip! My kids “loved the vibe” and wished we could have stayed longer. "
United States
Jen T.
The price is ￥20,964
￥35,000 total
includes taxes & fees
Jul 29 - Jul 30
NEW! Cheerful 2 bd bungalow with hot tub. Must see!
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 ￥13,788
￥23,214 total
includes taxes & fees
Jul 7 - Jul 8
Whole House
Dining

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 ￥30,639
￥50,945 total
includes taxes & fees
Jul 6 - Jul 7
Yurt at Stillhouse Farm *Wifi *Creek *Private *Less than 5 miles from VMI + W&L
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.
The price is ￥20,848
￥52,952 total
includes taxes & fees
Jul 6 - Jul 7
Rosé All Day: Wine Country Getaway! Walk to Dining
Smart TV, fireplace, books

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 ￥15,518
￥60,527 total
includes taxes & fees
Jul 5 - Jul 6
Spacious + Serene Mtn Top Escape, 4 En Suites
Dining

The Hawksbill Haus (w/ hot tub)

The Hawksbill Haus (w/ hot tub)
Waynesboro
9.6 out of 10, Exceptional, (11 reviews)
"Attentive host, sweet old place, close to downtown Waynesboro."
United States
Rose P.
The price is ￥20,377
￥56,062 total
includes taxes & fees
Jul 6 - Jul 7
The Hawksbill Haus (w/ hot tub)
House, Private Bathroom (Oma's Garden Oasis) | Exterior

Oma's Garden Oasis

Oma's Garden Oasis
2.0 star property
Staunton
The price is ￥16,457
￥32,888 total
includes taxes & fees
Aug 4 - Aug 5
Oma's Garden Oasis
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Roseland Hotel Reviews

Best Western Lexington Inn

Best Western Lexington Inn

10/10 Excellent
"Everything is good except shower knobs"
Vetrivel 1-night trip
Posted 2 hours ago
Best Western Lexington Inn

Find out more about Roseland

Roseland Vacation Homes information

Number of reviews
Accommodation
540 Vacation Homes
Lowest Price
￥27,285
Highest Price
￥107,932