Holiday Homes in Roseland

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Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Roseland holiday homes

Outdoor dining

Holiday 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 AU$426
includes taxes & fees
19 Jan - 20 Jan
Historic Bungalow 30 minutes from Wintergreen
Outdoor dining

Holiday Home in Chestnut Springs

5 Min to Ski, Mtn Views, Shuffleboard, Arcade Fun
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"The hosts thought of everything! We loved the house and would love to visit again. Thank you!"
United States
Anonymous traveller
The price is AU$611
includes taxes & fees
20 Jan - 21 Jan
5 Min to Ski, Mtn Views, Shuffleboard, Arcade Fun
Beach towels

Holiday 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 AU$370
includes taxes & fees
30 Jan - 31 Jan
Cozy Country small two bedroom home.
Sauna

Holiday Home in Roseland

Barrel Sauna, Hot Tub & Views
2.0 star property
The price is AU$459
includes taxes & fees
2 Feb - 3 Feb
Barrel Sauna, Hot Tub & Views
Fridge, microwave, oven, stovetop

Holiday Home in Chestnut Springs

Cabin Ski Retreat • 5 Min to Slopes • Hot Tub • Firepit • Game Room • Hiking
10.0 out of 10, Exceptional, (16 reviews)
"Great stay!"
United States
Cheryl P.
The price is AU$719
includes taxes & fees
9 Feb - 10 Feb
Cabin Ski Retreat • 5 Min to Slopes • Hot Tub • Firepit • Game Room • Hiking
Smart TV, fireplace

Holiday Home in Roseland

Possum Trot Lodge - Wedding & Event Venue, Lodging for 18, Stone Fireplace
The price is AU$2,252
includes taxes & fees
20 Jan - 21 Jan
Possum Trot Lodge - Wedding & Event Venue, Lodging for 18, Stone Fireplace
Smart TV, fireplace, table football, books

Holiday 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, table football

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

Holiday Home in Roseland

Branch and Barrel: Hot Tub & Sauna + Mtn Views
The price is AU$1,006
includes taxes & fees
17 Feb - 18 Feb
Branch and Barrel: Hot Tub & Sauna + Mtn Views
Outdoor spa tub

Holiday 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 AU$308
includes taxes & fees
19 Jan - 20 Jan
NEW! Cheerful 2 bd bungalow with hot tub. Must see!
Outdoor dining

Holiday 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 AU$450
includes taxes & fees
21 Jan - 22 Jan
Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews
Interior

Holiday 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 AU$226
includes taxes & fees
27 Jan - 28 Jan
Whole House
Property grounds

Holiday Home in Staunton

The Firefly Springhouse
9.8 out of 10, Exceptional, (47 reviews)
"Great cottage for 2 and peaceful setting. Host was helpful with great dinner recommendations "
United States
Joseph
The price is AU$174
includes taxes & fees
19 Jan - 20 Jan
The Firefly Springhouse
Outdoor spa tub

Holiday Home in Fairfield

Fall Foliage Views + Hot Tub Escape near WLU & VMI at Sunrise Ridge
2.0 star property
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 AU$747
includes taxes & fees
28 Jan - 29 Jan
Fall Foliage Views + Hot Tub Escape near WLU & VMI at Sunrise Ridge
Property grounds

Holiday 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 AU$321
includes taxes & fees
19 Jan - 20 Jan
Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI
Property grounds

Holiday 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 AU$621
includes taxes & fees
19 Jan - 20 Jan
Hillside Haven: Modern Retreat, Mountain Views
Interior

Holiday 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 AU$215
includes taxes & fees
23 Jan - 24 Jan
Simple & spacious 1-bedroom basement living in Lexington. Close to W&L and VMI
Outdoor dining

Holiday Home in Nellysford

Tucked Inn: Lower Unit - NEW Nelson Co Getaway
2.0 star property
The price is AU$440
includes taxes & fees
19 Jan - 20 Jan
Tucked Inn: Lower Unit - NEW Nelson Co Getaway
Exterior detail

Holiday 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 AU$325
includes taxes & fees
25 Jan - 26 Jan
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!
Interior

Holiday 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 AU$441
includes taxes & fees
11 Feb - 12 Feb
Hot Tub | Fire Pit | River | State Park | King Bed
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

Holiday Inn Express & Suites Waynesboro East by IHG

Holiday Inn Express & Suites Waynesboro East by IHG

10/10 Excellent
"The room was spotless and had everything you would need and the hot breakfast was a very nice bonus! I will definitely stay there again."
Gloria 1-night trip
Posted 2 days ago
Holiday Inn Express & Suites Waynesboro East by IHG

Find out more about Roseland

Roseland Holiday Homes information

Number of reviews
321
Accommodation
478 Holiday Homes
Lowest Price
AU$174
Highest Price
AU$2,252