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Search Cottages in Wintergreen

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Compare 90 Cottages in Wintergreen with updated reviews, rates, and availability.

Unique Cypress cottage, close to Charlottesville with mountain views.

10.0 out of 10, Exceptional, (25)
"Really enjoyed our stay at this unique property, it is very pretty cottage in a nice area. Stayed here with my wife and parents to attend a wedding in Crozet. Very close to Monticello and some very cool walking trails. The host were very responsive and accommodating."
Unique Cypress cottage, close to Charlottesville with mountain views.

❤️️Stoney Creek Cottage❤️️Minutes to Wintergreen!

10.0 out of 10, Exceptional, (21)
"Three couples enjoyed this well appointed home….plenty of room and beautiful views. It was convenient to some great restaurants and wineries. We definitely will visit this area again!"
The price is AED 566
AED 1,570 total
includes taxes & fees
6 Jan - 7 Jan
❤️️Stoney Creek Cottage❤️️Minutes to Wintergreen!

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

9.8 out of 10, Exceptional, (125)
"Absolutely perfect in every way! We brought our whole family to enjoy Thanksgiving a new way. "
Spectacular Waterfront Retreat on Piney River in the Blue Ridge Mountains.

Cozy 'Nonny Cottage' Near Appalachian Trail!

9.6 out of 10, Exceptional, (16)
"My daughter and I absolutely loved our stay at Nonny Cottage. It was so peaceful to sit on the porch each morning and enjoy coffee while watching the deer! We took full advantage of the property's proximity to several trailheads. We love Crabtree Falls and even ventured to the Natural Bridge in Lexington. It was so nice to enjoy such a peaceful escape. The cottage was comfy, the kitchen had everything we needed, and loved being able to sleep with the windows open! Thank you fo a beautiful stay....
Cozy 'Nonny Cottage' Near Appalachian Trail!

Pine Cottage: Hot Tub and Central to Nelson 151

10.0 out of 10, Exceptional, (16)
"The house was super cute and accommodated our whole group. It was close to a good amount of breweries and wineries. "
The price is AED 815
AED 1,795 total
includes taxes & fees
14 Jan - 15 Jan
Pine Cottage: Hot Tub and Central to Nelson 151

The Firefly Cottage

9.8 out of 10, Exceptional, (25)
"Had a wonderful getaway! So enjoyed our time together, exploring Staunton, and spending quiet time on the property watching the farm animals. "
The Firefly Cottage

Mountain Mindset: Hot Tub + 0.6 mile from Slopes

9.6 out of 10, Exceptional, (4)
"We enjoyed the impeccable details in the renovated space. Very comfortable and upscale. Highly recommend to others!"
The price is AED 1,036
AED 2,776 total
includes taxes & fees
5 Jan - 6 Jan
Mountain Mindset: Hot Tub + 0.6 mile from Slopes

Charming Cottage < 10 Mi to Wineries & Skiing!

10.0 out of 10, Exceptional, (11)
"The cottage is so charming and has the best location! It’s very close to many wineries and breweries. Check in and check out we’re seamless. We had a great stay. "
Charming Cottage < 10 Mi to Wineries & Skiing!

Cute Getaway in the Heart of Nelson County Hosted by Heather

10.0 out of 10, Exceptional, (3)
"Great place"
The price is AED 481
AED 1,636 total
includes taxes & fees
7 Jan - 8 Jan
Cute Getaway in the Heart of Nelson County Hosted by Heather

Pet-Friendly Somerset Cottage at Ivy Cottages

Pet-Friendly Somerset Cottage at Ivy Cottages

Serene Roseland Retreat Near Wintergreen Resort!

3.0 star property
Serene Roseland Retreat Near Wintergreen Resort!

Quiet Blue Ridge Mountain Cottage

9.6 out of 10, Exceptional, (82)
"This is a delightful, quiet & clean little cabin. We enjoyed exploring the area then cooking dinner at home and spending time together. Thank you!"
Quiet Blue Ridge Mountain Cottage

Cottage with stream, mountains, peaceful, quite, secluded, dog friendly.

10.0 out of 10, Exceptional, (10)
"We absolutely loved our stay at this charming cottage in Tyro, VA! The property is a true retreat, with a tranquil stream running through the yard and a spacious, fenced-in area that was perfect for enjoying the outdoors in privacy. The cottage itself was cozy, clean, and thoughtfully equipped with everything we needed for a relaxing getaway. The highlight was definitely the serene surroundings. Waking up to the sound of the stream and spending evenings in the large yard made us feel completely...
Cottage with stream, mountains, peaceful, quite, secluded, dog friendly.

Red Roof Cottage, a romantic mountain getaway. Great hiking and fishing.

10.0 out of 10, Exceptional, (30)
"Great for a couple or two. Literally had everything you could want. Very welcoming. Stayed in the fall before it got cold. Would love to be there in the winter with the fire burning!"
Red Roof Cottage, a romantic mountain getaway. Great hiking and fishing.

"The Sparrow" at Historic Downtown Staunton

10.0 out of 10, Exceptional, (12)
"Adorable house, lovely host, wonderful location."
"The Sparrow" at Historic Downtown Staunton

NEW! Afton Cottage w/ Hot Tub, Firepit, Mountain Views

9.6 out of 10, Exceptional, (4)
"We so loved the Towler Cottage! The location was perfect, the Blue Ridge views and the perfect size cottage. Highly recommend!"
The price is AED 555
AED 1,238 total
includes taxes & fees
6 Jan - 7 Jan
NEW! Afton Cottage w/ Hot Tub, Firepit, Mountain Views

Birds and Bees Cottage

10.0 out of 10, Exceptional, (39)
"Our hiking trip to Shenandoah Nat park was unexpectedly enhanced by our stay at Birds and Bees cottage! What a lovely, comfortable place with amazing view of the Blue Ridge Mountains and acres of pastures. The turkeys and llamas were so interesting to watch. I particularly liked when the turkeys gobbled in unison! The owners were very nice and informative. Would definitely stay again and recommend."
Birds and Bees Cottage

High Street | Walk to Everything Crozet | Pet-Friendly

9.8 out of 10, Exceptional, (92)
"Great location for getting to restaurants and the park with kids. House was exactly as described and perfect for a quick getaway. Close to Charlottesville too. "
The price is AED 735
AED 1,131 total
includes taxes & fees
5 Jan - 6 Jan
High Street | Walk to Everything Crozet | Pet-Friendly

Mechum Hill Cottage: Central to Crozet & Cville

9.2 out of 10, Wonderful, (7)
"Great location, very nice accommodations. "
The price is AED 474
AED 973 total
includes taxes & fees
5 Jan - 6 Jan
Mechum Hill Cottage: Central to Crozet & Cville

Beautiful, Remodeled Cottage in the Heart of Afton

10.0 out of 10, Exceptional, (61)
"We had a great time at the cottage. It is located conveniently to Skyline Drive. We were able to pick some chestnuts at a Virginia Chestnut farm. Paulie's Pig Out just down the road had tasty BBQ. "
Beautiful, Remodeled Cottage in the Heart of Afton
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 Wintergreen

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

9.6 out of 10, Exceptional, (286)
"We really enjoyed our stay Host Scott was very informative and has very clear information. The house is very family friendly. We loved being able to use the fireplace. The hot tub was spectacular my wife usually never likes Hot Tubs but used this one twice. Kids loved the indoor basketball hoops and pac-man . My wife grew up with pac-man so she really loved it. We booked the house for my BD and we had some great memories. We were very lucky ski resort was open so the kids loved that. Thank so...
The price is AED 547
AED 1,411 total
includes taxes & fees
15 Jan - 16 Jan
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

Fantastic Mountain & Valley Views! Top of the Mountain & Close to the Resort!

9.8 out of 10, Exceptional, (171)
"Amazing views along the blue ridge trail in wintergreen. Host was communicative and check in was easy! Plentry of room for our stay and guests. We thouroughly enjoyed our stay!"
Fantastic Mountain & Valley Views! Top of the Mountain & Close to the Resort!

Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

10.0 out of 10, Exceptional, (300)
"This house was so beautiful! It was the best stocked vrbo we've stayed in with everything for the kitchen, bath, games and even a few dog toys! The hosts have thought of every little detail. Highly recommend. "
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
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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