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 €244
includes taxes & fees
12 Feb - 13 Feb
Historic Bungalow 30 minutes from Wintergreen
Beach towels

Holiday Home in Roseland

Cozy Country small two bedroom home.
9.8 out of 10, Exceptional, (17 reviews)
"Lovely cozy place in the mountains, we had a total blast!"
United States
Prabir
The price is €217
includes taxes & fees
16 Jan - 17 Jan
Cozy Country small two bedroom home.
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
5 Min to Ski, Mtn Views, Shuffleboard, Arcade Fun
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.
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 €1,335
includes taxes & fees
20 Jan - 21 Jan
Possum Trot Lodge - Wedding & Event Venue, Lodging for 18, Stone Fireplace
Sauna

Holiday Home in Roseland

Barrel Sauna, Hot Tub & Views
2.0 star property
Barrel Sauna, Hot Tub & Views
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 €590
includes taxes & fees
3 Feb - 4 Feb
Branch and Barrel: Hot Tub & Sauna + Mtn 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 €126
includes taxes & fees
17 Jan - 18 Jan
Simple & spacious 1-bedroom basement living in Lexington. Close to W&L and VMI
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 €192
includes taxes & fees
12 Feb - 13 Feb
NEW! Cheerful 2 bd bungalow with hot tub. Must see!
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 €132
includes taxes & fees
18 Jan - 19 Jan
Whole House
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 €266
includes taxes & fees
19 Jan - 20 Jan
Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews
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 €186
includes taxes & fees
18 Jan - 19 Jan
Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI
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 €102
includes taxes & fees
20 Jan - 21 Jan
The Firefly Springhouse
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 €370
includes taxes & fees
19 Jan - 20 Jan
Hillside Haven: Modern Retreat, Mountain Views
Interior

Holiday Home in Wingina

Hot Tub | Fire Pit | River | State Park | King Bed
10.0 out of 10, Exceptional, (8 reviews)
"Absolutely great property. There's enough to do there that you don't have to go off the property. I highly recommend. "
United States
Aaron m.
The price is €246
includes taxes & fees
26 Jan - 27 Jan
Hot Tub | Fire Pit | River | State Park | King Bed
Dining

Holiday 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 Hawksbill Haus (w/ hot tub)
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 Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!
Outdoor dining

Holiday Home in Afton

Secluded 20+ Acre Retreat Near Brew & Wine Trails
9.8 out of 10, Exceptional, (10 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.
Secluded 20+ Acre Retreat Near Brew & Wine Trails
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

Clarion Pointe Staunton East

Clarion Pointe Staunton East

10/10 Excellent
"Quick overnight on our way to Myrtle Beach. Perfect staff & room. Great experience!"
Tammy 1-night trip
Posted 4 days ago
Clarion Pointe Staunton East

Find out more about Roseland

Roseland Holiday Homes information

Number of reviews
Accommodation
478 Holiday Homes
Lowest Price
€600
Highest Price
€600