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Compare 398 Vacation Homes in Roseland with updated reviews, rates, and availability.

Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

9.6 out of 10, Exceptional, (294)
"Perfect ski weekend rental. Great communication with Scott. Kitchen is nicely equipped. Hot tub is hot and was perfect for soaking and relaxing after a great day of skiing."
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

Wintergreen Retreat - bespoke luxury post & beam home on Devils Knob loop

10.0 out of 10, Exceptional, (288)
"The house was the perfect layout! Everything you needed was provided! Will definitely stay again!"
Wintergreen Retreat - bespoke luxury post & beam home on Devils Knob loop

Insane Mountain Views - New Listing

10.0 out of 10, Exceptional, (25)
"Our stay at this incredible mountain home in Wintergreen Resort was nothing short of spectacular! From the moment we arrived, we were blown away by the breathtaking views and the warm, welcoming atmosphere of the house. Every detail was thoughtfully designed to provide both comfort and luxury, making it the perfect setting for our long-overdue family reunion. With seven beautifully appointed bedrooms, each family had their own space while still enjoying the togetherness we were craving after a...
Insane Mountain Views - New Listing

Alone Mill Schoolhouse - A paradise for outdoor lovers

9.6 out of 10, Exceptional, (190)
"Very fun getaway property. Well equipped kitchen, comfy beds, coffee makers and well heated/insulated in the wintry weather. Property is lovely for walks and must be amazing in all seasons. Close enough to Lexington for errands, far enough away to be secluded and quiet. Pool Table was a big hit!"
Alone Mill Schoolhouse - A paradise for outdoor lovers

Hillside Haven: Modern Retreat, Mountain Views

10.0 out of 10, Exceptional, (23)
"The place was exactly as advertised. We had a great experience. Host was super responsive, would absolutely stay there again. "
The price is SAR 671
SAR 1,558 total
includes taxes & fees
17 Mar - 18 Mar
Hillside Haven: Modern Retreat, Mountain Views

Luxury Home w/Mountain Views, Hot Tub, EV Charger, Play Equipment

9.6 out of 10, Exceptional, (5)
"We stayed for two nights at this property - 6 adults, a 5 year old and an 18 mo old. We really enjoyed the stay. Beautiful house and property a close drive to many wineries and breweries. Crozet is about 15 minutes away if you need groceries, etc. The upstairs is fairly protected sound-wise from downstairs which was a nice touch if you have kids with you. One bedroom is downstairs and three are upstairs. My only minor quibbles were the lack of curtains in two bedrooms, and one of three cooking...
The price is SAR 1,497
SAR 3,369 total
includes taxes & fees
10 Mar - 11 Mar
Luxury Home w/Mountain Views, Hot Tub, EV Charger, Play Equipment

Restored Double Log Cabin on 400 Mountain Acres

10.0 out of 10, Exceptional, (228)
"Property was beautiful, the views amazing. Feel likt the host thought of everything a family would need. Definitely comfortable and cozy. Super beautiful too. Would recommend and stay again there!! Thank you !"
Restored Double Log Cabin on 400 Mountain Acres

Custom Builder just completely remodeled this Mountain Chalet! ...with Hot Tub!

10.0 out of 10, Exceptional, (130)
"We enjoyed our stay. The kids loved being able to hit the slopes across the street. The house was well stocked and clean. Loved the mudroom and hot tub. Seating at the table and the living room was a little tight but cozy. The fireplace was great for drying our gear since there is no washer and dryer. Beautiful views. The only two things I would suggest is leaving ice melt/salt for the stairs. They got icy after it rained and were quiet slippery. Also an extra drying rack would have been great...
Custom Builder just completely remodeled this Mountain Chalet! ...with Hot Tub!

Modern Luxury Mountain Home within Wintergreen Retreat Collection

9.8 out of 10, Exceptional, (46)
"Spacious home that worked well for our group of 15. Having a separate hangout area for the teenagers was a big bonus. Nice, flat parking with a short drive down to the slopes. Functional kitchen with plenty of plates and silverware for all the guests. Only wished for a few more hooks to hang up everyone’s ski gear."
Modern Luxury Mountain Home within Wintergreen Retreat Collection

Spacious + Serene Mtn Top Escape, 4 En Suites

10.0 out of 10, Exceptional, (34)
"Hosts were great getting everything set for a last minute trip before a big snow storm. Very clean property; looks exactly as described in photos. 2-3 min drive from the base of the mountain."
The price is SAR 709
SAR 1,849 total
includes taxes & fees
9 Mar - 10 Mar
Spacious + Serene Mtn Top Escape, 4 En Suites

Modern 4 bd Log Cabin in Afton on 151 Brew/Wine Trail/Hike/Ski

9.8 out of 10, Exceptional, (20)
"The house was nice and perfect for our group of three families with small children. Ideally, there would have been some basics in the house like oil and coffee filters. The garbage situation is a bit tricky as you have to take stuff to the dump yourself. Not a huge deal as the dump is on the way to wintergreen. But the dump is closed on Monday, which can present a problem if your check out is on Monday."
Modern 4 bd Log Cabin in Afton on 151 Brew/Wine Trail/Hike/Ski

Wintergreen Ski & Golf resort-hiking trails-Hot tub-Pet-Friendly!!!

10.0 out of 10, Exceptional, (42)
"Everything was as advertised- family of 6 was well accommodated for a Thanksgiving weekend. Very cold windy and snowy outside but house was warm and comfortable. Very large kitchen was well suited for preparing Thanksgiving dinner. "
Wintergreen Ski & Golf resort-hiking trails-Hot tub-Pet-Friendly!!!

Afton escape centrally located on the brew trail

10.0 out of 10, Exceptional, (18)
"We stayed here for our 21st anniversary and it couldn’t have been a better place. Thanks for your hospitality!"
Afton escape centrally located on the brew trail

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

9.6 out of 10, Exceptional, (24)
"Couldn’t have been more pleased with our stay! Property was as advertised and our host was very gracious."
The price is SAR 488
SAR 814 total
includes taxes & fees
13 Mar - 14 Mar
NEW! Cheerful 2 bd bungalow with hot tub. Must see!

Century old 4 bedroom close to SVU, sleeps 8.

9.4 out of 10, Exceptional, (23)
"Wonderful property with wrap around porch and rocking chairs. Quiet and peaceful. Really enjoyed our stay. "
The price is SAR 581
SAR 1,365 total
includes taxes & fees
29 Mar - 30 Mar
Century old 4 bedroom close to SVU, sleeps 8.

Stuart Cottage: Walk to downtown + Sleeps 8

2.0 star property
10.0 out of 10, Exceptional, (5)
"We had a great time in Staunton visiting family and the home worked out great for our group. "
The price is SAR 679
SAR 1,685 total
includes taxes & fees
1 Apr - 2 Apr
Stuart Cottage: Walk to downtown + Sleeps 8

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

10.0 out of 10, Exceptional, (1)
"The host was so wonderful! There were several little touches that made the space and stay perfect! "
The price is SAR 375
SAR 574 total
includes taxes & fees
8 Mar - 9 Mar
Simple & spacious 1-bedroom basement living in Lexington. Close to W&L and VMI

Book for Spring! Nelson 151, MTN views!

10.0 out of 10, Exceptional, (13)
"We loved our stay! House was lovely and views were amazing. Very peaceful! We really enjoyed the fireplace since the weather was bad. It was close to wineries, distilleries and restaurants. Katie, our host, was so responsive from booking to departing. You get a Guide Book which is so helpful. We would definitely return. Loved it! "
Book for Spring! Nelson 151, MTN views!

Charming Basement apartment! Great for Families.

10.0 out of 10, Exceptional, (1)
"The owner was amazing"
The price is SAR 371
SAR 559 total
includes taxes & fees
9 Mar - 10 Mar
Charming Basement apartment! Great for Families.

4min to Ski! Mntn Views Hot Tub Fireplace 52" Roku

9.4 out of 10, Exceptional, (3)
"The property was well stocked and the location was excellent. There was plenty of firewood for the fireplace and the hot tub was perfect after a long day of skiing at the resort. "
4min to Ski! Mntn Views Hot Tub Fireplace 52" Roku
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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Other property types in Roseland

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

10.0 out of 10, Exceptional, (33)
"We could not have had a more wonderfully refreshing stay in this beautiful spot on the Piney River in the charming Chestnut House. Maria’s thoughtfulness as a host cannot be understated. The home is supplied with every need and comfort. We slept soundly, enjoyed the fire pit, fishing, naps in the hammock, coffee in the front porch rockers, reading on the deck by the river, hikes from the house, and cooking in the beautifully stocked kitchen. We cannot wait to return! "
Charming cozy RIVERFRONT cottage on the Piney River. A little slice of heaven!

Insane Mountain Views - New Listing

10.0 out of 10, Exceptional, (25)
"Our stay at this incredible mountain home in Wintergreen Resort was nothing short of spectacular! From the moment we arrived, we were blown away by the breathtaking views and the warm, welcoming atmosphere of the house. Every detail was thoughtfully designed to provide both comfort and luxury, making it the perfect setting for our long-overdue family reunion. With seven beautifully appointed bedrooms, each family had their own space while still enjoying the togetherness we were craving after a...
Insane Mountain Views - New Listing

Spectacular Waterfront Retreat on Piney River in the Blue Ridge Mountains.

9.8 out of 10, Exceptional, (128)
"We had a family get together and everything was fantastic."
Spectacular Waterfront Retreat on Piney River in the Blue Ridge Mountains.
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.