Holiday Homes in Roseland

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Check prices for these dates

In two weeks
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sept - 27 Sept

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, (16 reviews)
"Great stay! Thank you!"
United States
Lauren
The price is €258
includes taxes & fees
11 Jun - 12 Jun
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)
"The host was very informative about check-in and what to expect. The house was clean, cute, and very peaceful. Loved the view from the backyard. Definitely recommend!"
United States
Tori W.
Cozy Country small two bedroom home.
Sauna

Barrel Sauna, Hot Tub & Views

Barrel Sauna, Hot Tub & Views
Roseland
10.0 out of 10, Exceptional, (1 review)
"House was beautiful and well maintained."
United States
Collin W.
The price is €276
includes taxes & fees
9 Jun - 10 Jun
Barrel Sauna, Hot Tub & Views
Terrace/patio

Wintergreen Mountain Cabin · Hot Tub · Sauna · Mural · Fire Pit · Game Porch

Wintergreen Mountain Cabin · Hot Tub · Sauna · Mural · Fire Pit · Game Porch
Chestnut Springs
9.8 out of 10, Exceptional, (18 reviews)
"Great stay!"
United States
Cheryl P.
The price is €421
includes taxes & fees
4 Jun - 5 Jun
Wintergreen Mountain Cabin · Hot Tub · Sauna · Mural · Fire Pit · Game Porch
Terrace/patio

Mountain Retreat: Year-Round Getaway, Pup Friendly

Mountain Retreat: Year-Round Getaway, Pup Friendly
Laurel Ridge
The price is €475
includes taxes & fees
4 Jun - 5 Jun
Mountain Retreat: Year-Round Getaway, Pup Friendly
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
9.8 out of 10, Exceptional, (24 reviews)
"Overall, just love this house."
United States
Matt B.
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
Branch and Barrel: Hot Tub & Sauna + Mtn Views
House, Private Bathroom (Branch and Barrel) | Exterior

Branch and Barrel

Branch and Barrel
2.0 star property
Roseland
The price is €575
includes taxes & fees
4 Jun - 5 Jun
Branch and Barrel
Room

Mountain Mindset

Mountain Mindset
2.0 star property
Laurel Ridge
The price is €435
includes taxes & fees
4 Jun - 5 Jun
Mountain Mindset
Interior

Whole House

Whole House
Amherst
9.8 out of 10, Exceptional, (37 reviews)
"House was perfect for overnight stay. 30 min from Vines Center and easy to find."
United States
Unspecified U.
The price is €132
includes taxes & fees
4 Jun - 5 Jun
Whole House
Shower, hair dryer, towels, soap

The Firefly Springhouse

The Firefly Springhouse
Staunton
9.8 out of 10, Exceptional, (65 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 €102
includes taxes & fees
8 Jun - 9 Jun
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, (20 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 €164
includes taxes & fees
7 Jun - 8 Jun
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!
Outdoor spa tub

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

NEW! Cheerful 2 bd bungalow with hot tub. Must see!
Waynesboro
9.8 out of 10, Exceptional, (56 reviews)
"Perfect for what we needed. "
United States
Matt & Jean
The price is €179
includes taxes & fees
8 Jun - 9 Jun
NEW! Cheerful 2 bd bungalow with hot tub. Must see!
Exterior

Cozy chalet w/ king beds, fireplace, and hot tub. Close to hiking! Dog-friendly!

Cozy chalet w/ king beds, fireplace, and hot tub. Close to hiking! Dog-friendly!
Wintergreen Resort
10.0 out of 10, Exceptional, (32 reviews)
"House was clean and comfortable. The hot tub was nice and also clean."
United States
William K.
The price is €283
includes taxes & fees
7 Jun - 8 Jun
Cozy chalet w/ king beds, fireplace, and hot tub. Close to hiking! Dog-friendly!
Outdoor dining

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

Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews
Nellysford
9.8 out of 10, Exceptional, (8 reviews)
"Very quiet and clean!Better than we imagined. Only slept in the king bed and it was very comfortable. We hope to return when it is warmer to use the patio. Thanks!"
United States
Lea R.
The price is €278
includes taxes & fees
7 Jun - 8 Jun
Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews
Luxury Room, Ensuite (The Storefront) | Lounge

The Storefront

The Storefront
3.5 star property
Staunton
8.8 out of 10, Excellent, (59 reviews)
"Great location, fun place to stay!"
United States
Carol
The price is €195
includes taxes & fees
4 Jun - 5 Jun
The Storefront
Shower, towels, soap, toilet paper

Barnswallow Suite, King Bed, Blue Ridge Barn

Barnswallow Suite, King Bed, Blue Ridge Barn
Lexington
10.0 out of 10, Exceptional, (1 review)
"One of the best places we have stayed at! Lovely drive to the place. Lots of nature and wild life and beautiful landscape, I think we saw about 4 deer, 2 geese,1 turkey, and several squirrels on our drive. Loved the big roomy shower with rainfall shower head. Best night sleep in the king sized comfy bed. Would love to stay here again! "
United States
Roseanna G.
The price is €190
includes taxes & fees
4 Jun - 5 Jun
Barnswallow Suite, King Bed, Blue Ridge Barn
Terrace/patio

Blue's Barn: Central to Wineries & Breweries

Blue's Barn: Central to Wineries & Breweries
Nellysford
9.8 out of 10, Exceptional, (21 reviews)
"Clean, nice place"
United States
Tom
The price is €270
includes taxes & fees
4 Jun - 5 Jun
Blue's Barn: Central to Wineries & Breweries
Dining

Yurt at Stillhouse Farm *Wifi *Creek *Private *Less than 5 miles from VMI + W&L

Yurt at Stillhouse Farm *Wifi *Creek *Private *Less than 5 miles from VMI + W&L
Lexington
10.0 out of 10, Exceptional, (55 reviews)
"What a beautiful place! The hosts were wonderful and the yurt was welcoming, warm, and cozy. My family had a great time playing games and just spending quality time together. Definitely a place we’d visit again."
United States
Christina B.
The price is €266
includes taxes & fees
30 Jun - 1 Jul
Yurt at Stillhouse Farm *Wifi *Creek *Private *Less than 5 miles from VMI + W&L
Exterior detail

Cozy Ground Floor Suite in a Beautiful Farmhouse for a Unique Getaway in Afton, Virginia

Cozy Ground Floor Suite in a Beautiful Farmhouse for a Unique Getaway in Afton, Virginia
Afton
10.0 out of 10, Exceptional, (1 review)
"Quiet, Peaceful, absolutely beautiful setting. We stayed in Earth room. If you can envision days gone by where a family lived in one room and stories were told by the fire- this is a modern day version. We loved that all of us were together versus siloed in separate rooms. We also thoroughly enjoyed the gardens and trails around the property. There are many places to sit and connect with nature. "
United States
Jessica P.
The price is €221
includes taxes & fees
25 Jun - 26 Jun
Cozy Ground Floor Suite in a Beautiful Farmhouse for a Unique Getaway in Afton, Virginia
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

Charming cozy RIVERFRONT cottage on the Piney River. A little slice of heaven!

Charming cozy RIVERFRONT cottage on the Piney River. A little slice of heaven!

10/10 Excellent
"What a wonderfully appointed respite. If you’re looking to unwind, be with people you love, and get centered…this is the place. I hesitate to tell you how lovely & welcoming Maria & Randy are because this will become a popular place to be. All the nice little touches, you forgot your toothbrush, no problem, you forgot to bring a book to read, no problem, you forgot a game to play, like I said no problem. It’s all there, just bring yourselves and let the sound of The Piney River soothe your soul. Enjoy!"
Becky P. 5-night trip
Posted 9 hours ago
Charming cozy RIVERFRONT cottage on the Piney River. A little slice of heaven!

Find out more about Roseland

Roseland Holiday Homes information

Number of reviews
59
Accommodation
490 Holiday Homes
Lowest Price
€195
Highest Price
€195