Holiday Homes in Roseland

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Check prices for these dates

In two weeks
27 Mar - 29 Mar
In two months
8 May - 10 May
In three months
5 Jun - 7 Jun
In four months
3 Jul - 5 Jul

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, (15 reviews)
"Great stay! Thank you!"
United States
Lauren
The price is NZ$477
includes taxes & fees
12 Mar - 13 Mar
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$417
includes taxes & fees
12 Mar - 13 Mar
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 NZ$524
includes taxes & fees
12 Mar - 13 Mar
Barrel Sauna, Hot Tub & Views
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)
"This property was spacious and clean--perfect for our group!"
United States
Matt F.
The price is NZ$836
includes taxes & fees
12 Mar - 13 Mar
Spacious, private, four-season home built on mountainside with great proximity to Wintergreen, breweries, cideries, and hiking
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$2,147
includes taxes & fees
24 Mar - 25 Mar
Possum Trot Lodge - Wedding & Event Venue, Lodging for 18, Stone Fireplace
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)
"Perfect spot for a family retreat - highly recommend "
United States
Greg B.
The price is NZ$981
includes taxes & fees
15 Mar - 16 Mar
Hike. Soak. Play. - Hot Tub, Sauna, Fire Pit & Game-Filled Fam Friendly Cabin
Smart TV, video games, table football

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.
The price is NZ$1,880
includes taxes & fees
29 Mar - 30 Mar
Designer Home w/ Incredible Views, Sleeps 16
Terrace/patio

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.
The price is NZ$2,363
includes taxes & fees
1 Apr - 2 Apr
Wintergreen Luxury, Breathtaking Views
Sauna

Branch and Barrel: Hot Tub & Sauna + Mtn Views

Branch and Barrel: Hot Tub & Sauna + Mtn Views
Roseland
The price is NZ$1,133
includes taxes & fees
12 Mar - 13 Mar
Branch and Barrel: Hot Tub & Sauna + Mtn Views
Property grounds

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 NZ$193
includes taxes & fees
12 Mar - 13 Mar
The Firefly Springhouse
Interior

Whole House

Whole House
Amherst
9.8 out of 10, Exceptional, (37 reviews)
"Beautiful and cozy place. We booked this place to visit with our grand-daughters. Host was delightful and very sweet. The keypad to get in was a little wonky but the host has a back up plan that works every time. "
United States
Chris W.
The price is NZ$251
includes taxes & fees
15 Mar - 16 Mar
Whole House
Property grounds

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 NZ$695
includes taxes & fees
12 Mar - 13 Mar
Hillside Haven: Modern Retreat, Mountain Views
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, (12 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$647
includes taxes & fees
15 Mar - 16 Mar
Secluded 20+ Acre Retreat Near Brew & Wine Trails
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$502
includes taxes & fees
12 Mar - 13 Mar
Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews
Outdoor dining

Tucked Inn: Lower Unit - NEW Nelson Co Getaway

Tucked Inn: Lower Unit - NEW Nelson Co Getaway
Nellysford
The price is NZ$490
includes taxes & fees
12 Mar - 13 Mar
Tucked Inn: Lower Unit - NEW Nelson Co Getaway
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 NZ$340
includes taxes & fees
7 Apr - 8 Apr
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!
Smart TV, fireplace, books

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 NZ$670
includes taxes & fees
15 Mar - 16 Mar
Spacious + Serene Mtn Top Escape, 4 En Suites
Exterior

Charming downtown Lex cottage, walk to WLU, VMI

Charming downtown Lex cottage, walk to WLU, VMI
Lexington
10.0 out of 10, Exceptional, (10 reviews)
"Super quaint and charming! Great location. Can walk to everything. "
United States
lori b.
The price is NZ$614
includes taxes & fees
24 Mar - 25 Mar
Charming downtown Lex cottage, walk to WLU, VMI
Interior

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, (44 reviews)
"Nice getaway, clean and well stocked. "
United States
Samuel
The price is NZ$534
includes taxes & fees
12 Mar - 13 Mar
Spy Run Hideaway is a 1/2 mile from the Blue Ridge Parkway & pet friendly!
Terrace/patio

Blue's Barn: Central to Wineries & Breweries

Blue's Barn: Central to Wineries & Breweries
Nellysford
9.6 out of 10, Exceptional, (18 reviews)
"Clean, nice place"
United States
Tom
The price is NZ$521
includes taxes & fees
12 Mar - 13 Mar
Blue's Barn: Central to Wineries & Breweries
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

Days Inn by Wyndham Waynesboro

Days Inn by Wyndham Waynesboro

8/10 Good
"Room faced the road and near interstate, so it was always noisy. But if you’re a heavy sleeper it shouldn’t be a problem. "
Michael 1-night trip
Posted 7 hours ago
Days Inn by Wyndham Waynesboro

Find out more about Roseland

Roseland Holiday Homes information

Number of reviews
198
Accommodation
478 Holiday Homes
Lowest Price
NZ$251
Highest Price
NZ$2,363