Holiday Homes in Roseland

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Our top choices for Roseland holiday homes

Historic Bungalow 30 minutes from Wintergreen

Historic Bungalow 30 minutes from Wintergreen
Roseland
10.0 out of 10, Exceptional, (15 reviews)
"Great stay! Thank you!"
United States
Lauren
The price is AU$407
includes taxes & fees
21 Apr - 22 Apr
Historic Bungalow 30 minutes from Wintergreen

Cozy Country small two bedroom home.

Cozy Country small two bedroom home.
Roseland
9.8 out of 10, Exceptional, (19 reviews)
"Wonderful property within a short drive to the resort for snowboarding. Had everything you would need f9"
United States
Melissa R.
The price is AU$348
includes taxes & fees
21 Apr - 22 Apr
Cozy Country small two bedroom home.

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)
"Perfect spot for a family retreat - highly recommend "
United States
Greg B.
The price is AU$636
includes taxes & fees
26 Apr - 27 Apr
Hike. Soak. Play. - Hot Tub, Sauna, Fire Pit & Game-Filled Fam Friendly Cabin

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)
"Everything was great. Views were awesome and game room was a great hangout."
United States
Rob T.
Spacious, private, four-season home built on mountainside with great proximity to Wintergreen, breweries, cideries, and hiking

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 AU$436
includes taxes & fees
27 Apr - 28 Apr
Barrel Sauna, Hot Tub & Views

Mountain Retreat: Year-Round Getaway, Pup Friendly

Mountain Retreat: Year-Round Getaway, Pup Friendly
Laurel Ridge
The price is AU$786
includes taxes & fees
21 Apr - 22 Apr
Mountain Retreat: Year-Round Getaway, Pup Friendly

Branch and Barrel: Hot Tub & Sauna + Mtn Views

Branch and Barrel: Hot Tub & Sauna + Mtn Views
Roseland
The price is AU$946
includes taxes & fees
5 May - 6 May
Branch and Barrel: Hot Tub & Sauna + Mtn Views

Whole House

Whole House
Amherst
9.8 out of 10, Exceptional, (37 reviews)
"Everything was great. "
United States
Nathan T.
The price is AU$210
includes taxes & fees
27 Apr - 28 Apr
Whole House

The Firefly Springhouse

The Firefly Springhouse
Staunton
9.8 out of 10, Exceptional, (57 reviews)
"The room was very clean and conveniently located for us."
United States
Jeanell S.
The price is AU$162
includes taxes & fees
21 Apr - 22 Apr
The Firefly Springhouse

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 AU$263
includes taxes & fees
22 Apr - 23 Apr
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!

Hillside Haven: Modern Retreat, Mountain Views

Hillside Haven: Modern Retreat, Mountain Views
Faber
10.0 out of 10, Exceptional, (33 reviews)
"This was a wonderful, private, modern place to stay! We were here for a visit to Pippin Hill and this was the perfect place!"
United States
Shiloh F.
The price is AU$582
includes taxes & fees
21 Apr - 22 Apr
Hillside Haven: Modern Retreat, Mountain Views

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, (31 reviews)
"Well stocked house with great layout for families or two couples. Great kitchen setup with everything you’ll need. Close to the resort and skiing. Close to hiking trails. "
United States
Jeremiah H.
The price is AU$462
includes taxes & fees
21 Apr - 22 Apr
Cozy chalet w/ king beds, fireplace, and hot tub. Close to hiking! Dog-friendly!

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, (37 reviews)
"Place was extremely clean and nice amenities for a good stay."
United States
Robert W.
The price is AU$270
includes taxes & fees
23 Apr - 24 Apr
Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI

Secluded 20+ Acre Retreat Near Brew & Wine Trails

Secluded 20+ Acre Retreat Near Brew & Wine Trails
Afton
10.0 out of 10, Exceptional, (13 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 AU$475
includes taxes & fees
21 Apr - 22 Apr
Secluded 20+ Acre Retreat Near Brew & Wine Trails

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

Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews
Nellysford
10.0 out of 10, Exceptional, (7 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$419
includes taxes & fees
21 Apr - 22 Apr
Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews

4 BR cabin mins to trails & breweries pets welcome

4 BR cabin mins to trails & breweries pets welcome
Chestnut Springs
9.4 out of 10, Exceptional, (33 reviews)
"Beautiful place. Exactly as depicted in the listing. Very responsive host with questions prior to my stay."
United States
Philip S.
The price is AU$830
includes taxes & fees
22 Apr - 23 Apr
4 BR cabin mins to trails & breweries pets welcome

Spy Run Hideaway is a 1/2 mile from the Blue Ridge Parkway & pet friendly!

Spy Run Hideaway is a 1/2 mile from the Blue Ridge Parkway & pet friendly!
Vesuvius
9.8 out of 10, Exceptional, (46 reviews)
"Nice getaway, clean and well stocked. "
United States
Samuel
The price is AU$452
includes taxes & fees
21 Apr - 22 Apr
Spy Run Hideaway is a 1/2 mile from the Blue Ridge Parkway & pet friendly!

Fox Hill: Hot Tub, Views, Pet Friendly!

Fox Hill: Hot Tub, Views, Pet Friendly!
Afton
10.0 out of 10, Exceptional, (15 reviews)
"Everything was perfect. We needed a night away and this was the perfect place to end up."
United States
Dave D.
The price is AU$724
includes taxes & fees
21 Apr - 22 Apr
Fox Hill: Hot Tub, Views, Pet Friendly!

Charming Vacation Rental in a Barn on a Horse Farm near Afton Mountain in Virginia

Charming Vacation Rental in a Barn on a Horse Farm near Afton Mountain in Virginia
Afton
The price is AU$371
includes taxes & fees
21 Apr - 22 Apr
Charming Vacation Rental in a Barn on a Horse Farm near Afton Mountain in Virginia

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, (54 reviews)
"We really enjoyed our stay. Hope to return soon! "
United States
Denise W.
The price is AU$438
includes taxes & fees
22 Apr - 23 Apr
Yurt at Stillhouse Farm *Wifi *Creek *Private *Less than 5 miles from VMI + W&L
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

Find out more about Roseland

Roseland Holiday Homes information

Number of reviews
410
Accommodation
446 Holiday Homes
Lowest Price
AU$162
Highest Price
AU$946