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

Holiday Homes in Roseland

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Roseland holiday homes

Exterior

Branch and Barrel

Branch and Barrel
2.0 star property
Roseland
The price is AU$263
includes taxes & fees
23 July - 24 July
Branch and Barrel
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 AU$426
includes taxes & fees
25 July - 26 July
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 AU$359
includes taxes & fees
22 July - 23 July
Cozy Country small two bedroom home.
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 AU$623
includes taxes & fees
13 Aug - 14 Aug
Relaxing Wintergreen Chalet
Exterior

On Mountain Time: NEW house near Devil's Backbone

On Mountain Time: NEW house near Devil's Backbone
Roseland
The price is AU$1,061
includes taxes & fees
22 July - 23 July
On Mountain Time: NEW house near Devil's Backbone
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 AU$498
includes taxes & fees
4 Aug - 5 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 AU$1,166
includes taxes & fees
4 Aug - 5 Aug
Branch and Barrel: Hot Tub & Sauna + Mtn Views
Terrace/patio

Mountain Retreat: Year-Round Getaway, Pup Friendly

Mountain Retreat: Year-Round Getaway, Pup Friendly
Laurel Ridge
Mountain Retreat: Year-Round Getaway, Pup Friendly
Exterior

Mountain Mindset

Mountain Mindset
2.0 star property
Laurel Ridge
The price is AU$817
includes taxes & fees
28 July - 29 July
Mountain Mindset
House, Private Bathroom (On Mountain Time) | Interior

On Mountain Time

On Mountain Time
2.5 star property
Roseland
The price is AU$1,002
includes taxes & fees
22 July - 23 July
On Mountain Time
House, Private Bathroom (Forever Farm) | Exterior

Forever Farm

Forever Farm
2.5 star property
Schuyler
The price is AU$535
includes taxes & fees
22 July - 23 July
Forever Farm
Exterior

Ideal for large family summery vacations or a few couples / girlfriends to spend a long wine weekend / mountain getaway

Ideal for large family summery vacations or a few couples / girlfriends to spend a long wine weekend / mountain getaway
Lovingston
10.0 out of 10, Exceptional, (44 reviews)
"This was a very nice stay. We weren't there long enough to enjoy the pool or hot tub. The host was very communicative and let us do a late checkout. Excellent spot for a family gathering. "
United States
Diane H.
The price is AU$1,215
includes taxes & fees
19 Aug - 20 Aug
Ideal for large family summery vacations or a few couples / girlfriends to spend a long wine weekend / mountain getaway
Interior

Whole House

Whole House
Amherst
9.8 out of 10, Exceptional, (39 reviews)
"House was perfect for overnight stay. 30 min from Vines Center and easy to find."
United States
Unspecified U.
The price is AU$216
includes taxes & fees
23 July - 24 July
Whole House
Coffee/tea maker, fridge, microwave, oven

Peaceful stay at the Colleen cottage!

Peaceful stay at the Colleen cottage!
Arrington
10.0 out of 10, Exceptional, (2 reviews)
"Peaceful, beautiful, and a convenient location. I highly recommend this spacious clean home on beautiful land."
United States
Pam H.
The price is AU$477
includes taxes & fees
4 Aug - 5 Aug
Peaceful stay at the Colleen cottage!
Beach towels

House / hot tub/pet friendly

House / hot tub/pet friendly
Tyro
9.8 out of 10, Exceptional, (74 reviews)
"Very easy check in. We really enjoyed our stay!!"
United States
Mike B.
The price is AU$472
includes taxes & fees
28 July - 29 July
House / hot tub/pet friendly
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 AU$166
includes taxes & fees
22 July - 23 July
The Firefly Springhouse
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 AU$752
includes taxes & fees
15 Aug - 16 Aug
Spacious + Serene Mtn Top Escape, 4 En Suites
Interior

Hot Tub | Fire Pit | River | State Park | King Bed

Hot Tub | Fire Pit | River | State Park | King Bed
Wingina
9.6 out of 10, Exceptional, (14 reviews)
"The house was cozy, comfortable and clean. It's secluded nature setting was a perfect getaway. The hot-tub was a great treat as much as the sound of the stream and view. "
United States
Melissa C.
The price is AU$608
includes taxes & fees
1 Aug - 2 Aug
Hot Tub | Fire Pit | River | State Park | King Bed
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 AU$294
includes taxes & fees
22 July - 23 July
Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI
Exterior

Family Time in Love, Virginia: Mountain Cabin Getaway

Family Time in Love, Virginia: Mountain Cabin Getaway
Love
The price is AU$564
includes taxes & fees
22 July - 23 July
Family Time in Love, Virginia: Mountain Cabin Getaway
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

The Blackburn Inn and Conference Center

The Blackburn Inn and Conference Center

8/10 Good
"The Blackburn Inn is a beautifully restored building with an interesting past. The hotel and Conference Center occupy two of several buildings on a large campus close to "downtown" Staunton. The other buildings are either in the process of being restored or are abandoned. Wandering around the grounds, the property felt creepy. That is for good reason. I learned after I checked in that the property was the Western State Hospital (asylum) for several decades and then was converted to a state prison. Remnants of the past still exist in some of the features of the building. Although my room was very clean, spacious and beautiful, I could not help but be a little afraid! The room was generally clean with the exception of my shower floor, which needed a good scrubbing or new tile all together. The staff was very nice. I did not have a chance to enjoy breakfast at the restaurant. I do recommend climbing the spiral staircase to the observation deck."
Nicole 1-night trip
Posted 17 hours ago
The Blackburn Inn and Conference Center

Find out more about Roseland

Roseland Holiday Homes information

Number of reviews
402
Accommodation
534 Holiday Homes
Lowest Price
AU$166
Highest Price
AU$1,215