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Check prices for these dates

In two weeks
Feb 6 - Feb 8
In two months
Mar 20 - Mar 22
In three months
Apr 17 - Apr 19
In four months
May 15 - May 17

Our top choices for Roseland vacation homes

Outdoor dining

Vacation Home in Roseland

Historic Bungalow 30 minutes from Wintergreen
10.0 out of 10, Exceptional, (14 reviews)
"Great stay! Thank you!"
United States
Lauren
The price is ￥18,992
￥43,885 total
includes taxes & fees
Jan 31 - Feb 1
Historic Bungalow 30 minutes from Wintergreen
Beach towels

Vacation Home in Roseland

Cozy Country small two bedroom home.
9.8 out of 10, Exceptional, (18 reviews)
"Lovely cozy place in the mountains, we had a total blast!"
United States
Prabir
The price is ￥21,020
￥37,945 total
includes taxes & fees
Jan 28 - Jan 29
Cozy Country small two bedroom home.
Sauna

Vacation Home in Roseland

Barrel Sauna, Hot Tub & Views
The price is ￥23,355
￥48,259 total
includes taxes & fees
Feb 2 - Feb 3
Barrel Sauna, Hot Tub & Views
Fridge, microwave, oven, stovetop

Vacation Home in Chestnut Springs

Hike. Soak. Play. - Hot Tub, Sauna, Fire Pit & Game-Filled Fam Friendly Cabin
10.0 out of 10, Exceptional, (16 reviews)
"Great stay!"
United States
Cheryl P.
The price is ￥33,754
￥82,946 total
includes taxes & fees
Feb 9 - Feb 10
Hike. Soak. Play. - Hot Tub, Sauna, Fire Pit & Game-Filled Fam Friendly Cabin
Smart TV, fireplace

Vacation Home in Roseland

Possum Trot Lodge - Wedding & Event Venue, Lodging for 18, Stone Fireplace
The price is ￥93,420
￥224,509 total
includes taxes & fees
Feb 5 - Feb 6
Possum Trot Lodge - Wedding & Event Venue, Lodging for 18, Stone Fireplace
Smart TV, fireplace, foosball, books

Vacation Home in Chestnut Springs

Family Fun Escape: Hot Tub, Gameroom, Fireplace, Dog Friendly, Firepits & Grill
10.0 out of 10, Exceptional, (15 reviews)
"The house was very clean and a great location for eats and drinks. "
United States
Erin D.
Family Fun Escape: Hot Tub, Gameroom, Fireplace, Dog Friendly, Firepits & Grill
Smart TV, fireplace, DVD player, foosball

Vacation Home in Roseland

Spacious, private, four-season home built on mountainside with great proximity to Wintergreen, breweries, cideries, and hiking
10.0 out of 10, Exceptional, (22 reviews)
"This property was spacious and clean--perfect for our group!"
United States
Matt F.
The price is ￥62,747
￥79,162 total
includes taxes & fees
Jan 27 - Jan 28
Spacious, private, four-season home built on mountainside with great proximity to Wintergreen, breweries, cideries, and hiking
Sauna

Vacation Home in Roseland

Branch and Barrel: Hot Tub & Sauna + Mtn Views
The price is ￥47,397
￥105,946 total
includes taxes & fees
Feb 24 - Feb 25
Branch and Barrel: Hot Tub & Sauna + Mtn Views
Outdoor spa tub

Vacation Home in Waynesboro

NEW! Cheerful 2 bd bungalow with hot tub. Must see!
9.6 out of 10, Exceptional, (45 reviews)
"loved the quiet location, sunny private back yard, and well-stocked kitchen"
United States
George D.
The price is ￥18,217
￥31,713 total
includes taxes & fees
Feb 2 - Feb 3
NEW! Cheerful 2 bd bungalow with hot tub. Must see!
Interior

Vacation Home in Amherst

Whole House
9.6 out of 10, Exceptional, (35 reviews)
"The property was just what we wanted -- quiet, private, spacious, comfortable, well equipped. Easy to find and everything worked! We will definitely aim to book this property again when we're back in the area."
United States
Andrew
The price is ￥14,013
￥23,185 total
includes taxes & fees
Jan 26 - Jan 27
Whole House
Property grounds

Vacation Home in Buena Vista

Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI
9.0 out of 10, Wonderful, (33 reviews)
"Nice place to stay"
United States
Ann E.
The price is ￥13,873
￥33,230 total
includes taxes & fees
Jan 25 - Jan 26
Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI
Outdoor dining

Vacation Home in Nellysford

Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews
10.0 out of 10, Exceptional, (6 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 ￥16,645
￥47,176 total
includes taxes & fees
Jan 26 - Jan 27
Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews
Property grounds

Vacation Home in Staunton

The Firefly Springhouse
9.8 out of 10, Exceptional, (48 reviews)
"Great cottage for 2 and peaceful setting. Host was helpful with great dinner recommendations "
United States
Joseph
The price is ￥12,892
￥17,815 total
includes taxes & fees
Jan 31 - Feb 1
The Firefly Springhouse
Exterior detail

Vacation Home in Waynesboro

The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!
10.0 out of 10, Exceptional, (19 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 ￥21,543
￥33,857 total
includes taxes & fees
Jan 25 - Jan 26
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!
Interior

Vacation Home in Lexington

Simple & spacious 1-bedroom basement living in Lexington. Close to W&L and VMI
10.0 out of 10, Exceptional, (4 reviews)
"Great location, cozy, quiet. Great accommodations "
United States
Kristen H.
The price is ￥14,013
￥22,052 total
includes taxes & fees
Feb 3 - Feb 4
Simple & spacious 1-bedroom basement living in Lexington. Close to W&L and VMI
Outdoor dining

Vacation Home in Afton

Secluded 20+ Acre Retreat Near Brew & Wine Trails
10.0 out of 10, Exceptional, (11 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 ￥14,377
￥57,758 total
includes taxes & fees
Jan 26 - Jan 27
Secluded 20+ Acre Retreat Near Brew & Wine Trails
Interior

Vacation Home in Wingina

Hot Tub | Fire Pit | River | State Park | King Bed
10.0 out of 10, Exceptional, (8 reviews)
"Hygge House was very clean and a refreshing stay! Hot tub was relaxing. Overall, a beautiful and restful retreat. "
United States
Candy H.
The price is ￥16,493
￥45,916 total
includes taxes & fees
Jan 29 - Jan 30
Hot Tub | Fire Pit | River | State Park | King Bed
Dining

Vacation Home in Waynesboro

The Hawksbill Haus (w/ hot tub)
9.6 out of 10, Exceptional, (10 reviews)
"Home was as described. Location was close enough to stores and attractions. Hot tub was nice."
United States
Catherine D.
The price is ￥16,949
￥51,153 total
includes taxes & fees
Jan 28 - Jan 29
The Hawksbill Haus (w/ hot tub)
Property grounds

Vacation Home in Faber

Hillside Haven: Modern Retreat, Mountain Views
10.0 out of 10, Exceptional, (32 reviews)
"Fantastic property with all the amenities near UVA, and lots of wineries."
United States
roberto c.
The price is ￥27,870
￥64,871 total
includes taxes & fees
Feb 2 - Feb 3
Hillside Haven: Modern Retreat, Mountain Views
Outdoor spa tub

Vacation Home in Fairfield

Fall Foliage Views + Hot Tub Escape near WLU & VMI at Sunrise Ridge
9.8 out of 10, Exceptional, (11 reviews)
"Always have a great stay here. Views are spectacular! Lots of space for families. "
United States
Ellen H.
The price is ￥17,279
￥79,143 total
includes taxes & fees
Jan 27 - Jan 28
Fall Foliage Views + Hot Tub Escape near WLU & VMI at Sunrise Ridge
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

Wingate by Wyndham Lexington

Wingate by Wyndham Lexington

10/10 Excellent
"Perfect check in. Easy breakfast / nice place if you are visiting VMI"
Eddie 1-night trip
Posted 4 days ago
Wingate by Wyndham Lexington

Find out more about Roseland

Roseland Vacation Homes information

Number of reviews
343
Accommodation
478 Vacation Homes
Lowest Price
￥17,815
Highest Price
￥224,509