Holiday Homes in Roseland

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Check prices for these dates

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

Our top choices for Roseland holiday homes

Outdoor dining

Historic Bungalow 30 minutes from Wintergreen

Historic Bungalow 30 minutes from Wintergreen
Roseland
10.0 out of 10, Exceptional, (14 reviews)
"Great stay! Thank you!"
United States
Lauren
The price is NZ$471
includes taxes & fees
29 Jan - 30 Jan
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, (18 reviews)
"Lovely cozy place in the mountains, we had a total blast!"
United States
Prabir
The price is NZ$408
includes taxes & fees
5 Feb - 6 Feb
Cozy Country small two bedroom home.
Sauna

Barrel Sauna, Hot Tub & Views

Barrel Sauna, Hot Tub & Views
Roseland
The price is NZ$522
includes taxes & fees
23 Feb - 24 Feb
Barrel Sauna, Hot Tub & Views
Fridge, microwave, oven, stovetop

Hike. Soak. Play. - Hot Tub, Sauna, Fire Pit & Game-Filled Fam Friendly Cabin

Hike. Soak. Play. - Hot Tub, Sauna, Fire Pit & Game-Filled Fam Friendly Cabin
Chestnut Springs
10.0 out of 10, Exceptional, (16 reviews)
"Great stay!"
United States
Cheryl P.
The price is NZ$898
includes taxes & fees
9 Feb - 10 Feb
Hike. Soak. Play. - Hot Tub, Sauna, Fire Pit & Game-Filled Fam Friendly Cabin
Smart TV, fireplace

Possum Trot Lodge - Wedding & Event Venue, Lodging for 18, Stone Fireplace

Possum Trot Lodge - Wedding & Event Venue, Lodging for 18, Stone Fireplace
Roseland
The price is NZ$2,516
includes taxes & fees
23 Feb - 24 Feb
Possum Trot Lodge - Wedding & Event Venue, Lodging for 18, Stone Fireplace
Smart TV, fireplace, table football, books

Family Fun Escape: Hot Tub, Gameroom, Fireplace, Dog Friendly, Firepits & Grill

Family Fun Escape: Hot Tub, Gameroom, Fireplace, Dog Friendly, Firepits & Grill
Chestnut Springs
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.
The price is NZ$1,491
includes taxes & fees
27 Jan - 28 Jan
Family Fun Escape: Hot Tub, Gameroom, Fireplace, Dog Friendly, Firepits & Grill
Smart TV, fireplace, DVD player, table football

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
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 NZ$892
includes taxes & fees
27 Jan - 28 Jan
Spacious, private, four-season home built on mountainside with great proximity to Wintergreen, breweries, cideries, and hiking
Sauna

Branch and Barrel: Hot Tub & Sauna + Mtn Views

Branch and Barrel: Hot Tub & Sauna + Mtn Views
Roseland
The price is NZ$1,143
includes taxes & fees
2 Feb - 3 Feb
Branch and Barrel: Hot Tub & Sauna + Mtn Views
Outdoor spa tub

NEW! Cheerful 2 bd bungalow with hot tub. Must see!

NEW! Cheerful 2 bd bungalow with hot tub. Must see!
Waynesboro
9.6 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 NZ$342
includes taxes & fees
2 Feb - 3 Feb
NEW! Cheerful 2 bd bungalow with hot tub. Must see!
Interior

Whole House

Whole House
Amherst
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 NZ$252
includes taxes & fees
26 Jan - 27 Jan
Whole House
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, (33 reviews)
"Nice place to stay"
United States
Ann E.
The price is NZ$366
includes taxes & fees
25 Jan - 26 Jan
Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI
Outdoor dining

Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews

Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews
Nellysford
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 NZ$510
includes taxes & fees
26 Jan - 27 Jan
Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews
Property grounds

The Firefly Springhouse

The Firefly Springhouse
Staunton
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 NZ$196
includes taxes & fees
25 Jan - 26 Jan
The Firefly Springhouse
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, (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 NZ$363
includes taxes & fees
25 Jan - 26 Jan
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!
Interior

Simple & spacious 1-bedroom basement living in Lexington. Close to W&L and VMI

Simple & spacious 1-bedroom basement living in Lexington. Close to W&L and VMI
Lexington
10.0 out of 10, Exceptional, (4 reviews)
"Great location, cozy, quiet. Great accommodations "
United States
Kristen H.
The price is NZ$243
includes taxes & fees
31 Jan - 1 Feb
Simple & spacious 1-bedroom basement living in Lexington. Close to W&L and VMI
Outdoor dining

Secluded 20+ Acre Retreat Near Brew & Wine Trails

Secluded 20+ Acre Retreat Near Brew & Wine Trails
Afton
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 NZ$628
includes taxes & fees
26 Jan - 27 Jan
Secluded 20+ Acre Retreat Near Brew & Wine Trails
Interior

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

Hot Tub | Fire Pit | River | State Park | King Bed
Wingina
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 NZ$496
includes taxes & fees
26 Jan - 27 Jan
Hot Tub | Fire Pit | River | State Park | King Bed
Dining

The Hawksbill Haus (w/ hot tub)

The Hawksbill Haus (w/ hot tub)
Waynesboro
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 NZ$534
includes taxes & fees
28 Jan - 29 Jan
The Hawksbill Haus (w/ hot tub)
Property grounds

Hillside Haven: Modern Retreat, Mountain Views

Hillside Haven: Modern Retreat, Mountain Views
Faber
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 NZ$702
includes taxes & fees
2 Feb - 3 Feb
Hillside Haven: Modern Retreat, Mountain Views
Outdoor spa tub

Fall Foliage Views + Hot Tub Escape near WLU & VMI at Sunrise Ridge

Fall Foliage Views + Hot Tub Escape near WLU & VMI at Sunrise Ridge
Fairfield
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 NZ$832
includes taxes & fees
27 Jan - 28 Jan
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

Holiday Inn Express & Suites Waynesboro East by IHG

Holiday Inn Express & Suites Waynesboro East by IHG

10/10 Excellent
"I won the Olympic gold medal skiing at Wintergreen. It wasn't the training. I stayed at a Holiday Inn Express!"
Guzel 2-night trip
Posted 3 days ago
Holiday Inn Express & Suites Waynesboro East by IHG

Find out more about Roseland

Roseland Holiday Homes information

Number of reviews
342
Accommodation
478 Holiday Homes
Lowest Price
NZ$196
Highest Price
NZ$2,516