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 €245
includes taxes & fees
3 Mar - 4 Mar
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, (18 reviews)
"Lovely cozy place in the mountains, we had a total blast!"
United States
Prabir
The price is €211
includes taxes & fees
3 Mar - 4 Mar
Cozy Country small two bedroom home.

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 €269
includes taxes & fees
3 Mar - 4 Mar
Barrel Sauna, Hot Tub & Views

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)
"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

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 €1,186
includes taxes & fees
23 Mar - 24 Mar
Possum Trot Lodge - Wedding & Event Venue, Lodging for 18, Stone Fireplace

Ridge Retreat @ Wintergreen!

Ridge Retreat @ Wintergreen!
Wintergreen Resort
9.6 out of 10, Exceptional, (5 reviews)
"Beautiful home and it has everything you need for a get-a-way. Five couples and plenty of room to have your own space. Close to lots of recreation and entertainment. "
United States
Robert J.
Ridge Retreat @ Wintergreen!

Designer Home w/ Incredible Views, Sleeps 16

Designer Home w/ Incredible Views, Sleeps 16
Wintergreen Resort
9.2 out of 10, Wonderful, (17 reviews)
"Beautiful mountain getaway in the heart of Wintergreen with amazing views!"
United States
Alex d.
Designer Home w/ Incredible Views, Sleeps 16

Wintergreen Luxury, Breathtaking Views

Wintergreen Luxury, Breathtaking Views
Wintergreen Resort
10.0 out of 10, Exceptional, (6 reviews)
"We rented this home for 3 nights for a 45th birthday party with some friends. The views are outstanding. The back deck has a giant jacuzzi and a sauna plus lots of room to relax. There are 6 comfortable bedrooms plus living room. The house had everything we need and I would highly recommend! "
United States
Daniil K.
Wintergreen Luxury, Breathtaking Views

Branch and Barrel: Hot Tub & Sauna + Mtn Views

Branch and Barrel: Hot Tub & Sauna + Mtn Views
Roseland
The price is €571
includes taxes & fees
3 Mar - 4 Mar
Branch and Barrel: Hot Tub & Sauna + Mtn Views

Whole House

Whole House
Amherst
9.8 out of 10, Exceptional, (37 reviews)
"Angela was very responsive to any questions that I had.The house was well stocked and cozy. Very convenient location as well. "
United States
Sheri C.
The price is €139
includes taxes & fees
1 Apr - 2 Apr
Whole House

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 €194
includes taxes & fees
5 Mar - 6 Mar
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!

The Firefly Springhouse

The Firefly Springhouse
Staunton
9.8 out of 10, Exceptional, (49 reviews)
"The space was great for a getaway, highly recommended."
United States
Matt E.
The price is €101
includes taxes & fees
4 Mar - 5 Mar
The Firefly Springhouse

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, (48 reviews)
"loved the quiet location, sunny private back yard, and well-stocked kitchen"
United States
George D.
The price is €175
includes taxes & fees
5 Mar - 6 Mar
NEW! Cheerful 2 bd bungalow with hot tub. Must see!

Hillside Haven: Modern Retreat, Mountain Views

Hillside Haven: Modern Retreat, Mountain Views
Faber
10.0 out of 10, Exceptional, (33 reviews)
"Fantastic property with all the amenities near UVA, and lots of wineries."
United States
roberto c.
The price is €348
includes taxes & fees
3 Mar - 4 Mar
Hillside Haven: Modern Retreat, Mountain Views

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, (35 reviews)
"Place was extremely clean and nice amenities for a good stay."
United States
Robert W.
The price is €184
includes taxes & fees
3 Mar - 4 Mar
Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI

Fox Hill: Hot Tub, Views, Pet Friendly!

Fox Hill: Hot Tub, Views, Pet Friendly!
Afton
10.0 out of 10, Exceptional, (14 reviews)
"This property is wonderful for a nice long weekend away in the mountains and wine country. Its proximity to many places on the Nelson 151, and the Blue Ridge Parkway is hard to beat. The hot tub is great as well."
United States
Richard S.
The price is €428
includes taxes & fees
3 Mar - 4 Mar
Fox Hill: Hot Tub, Views, Pet Friendly!

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 €261
includes taxes & fees
3 Mar - 4 Mar
Yurt at Stillhouse Farm *Wifi *Creek *Private *Less than 5 miles from VMI + W&L

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

Hot Tub | Fire Pit | River | State Park | King Bed
Wingina
9.4 out of 10, Exceptional, (9 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 €248
includes taxes & fees
3 Mar - 4 Mar
Hot Tub | Fire Pit | River | State Park | King Bed

Farmhouse at the foot of the Blue Ridge Mountains

Farmhouse at the foot of the Blue Ridge Mountains
Waynesboro
10.0 out of 10, Exceptional, (32 reviews)
"Great stay, my dog loved running around in the fenced backyard. "
United States
Caitlin P.
The price is €217
includes taxes & fees
11 Mar - 12 Mar
Farmhouse at the foot of the Blue Ridge Mountains

Spacious + Serene Mtn Top Escape, 4 En Suites

Spacious + Serene Mtn Top Escape, 4 En Suites
Wintergreen Resort
10.0 out of 10, Exceptional, (50 reviews)
"Fabulous getaway at this beautiful property--clean, well maintained and easy communication with host. Stocked kitchen, comfortable beds, views, and great location. Book here-you will not be disappointed. Thank you Mary and Tyler...we are sure to return!"
United States
Jackie S.
The price is €304
includes taxes & fees
3 Mar - 4 Mar
Spacious + Serene Mtn Top Escape, 4 En Suites
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
369
Accommodation
478 Holiday Homes
Lowest Price
€101
Highest Price
€1,186