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Search the Best Cabins in Wintergreen

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Jan 9 - Jan 11
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Apr 17 - Apr 19

Our top choices for Wintergreen cabin rentals

Exterior
Bear Tracks Cottage: New Hot Tub + Fire Pit

Cabin in Nellysford

Bear Tracks Cottage: New Hot Tub + Fire Pit
10.0 out of 10, Exceptional, (30)
"Great location, beautiful home and so much to do nearby."
United States
Jordan D.
$410 nightly
The price is $436
Jan 13 - Jan 14, 2026
Total with taxes and fees
Bear Tracks Cottage: New Hot Tub + Fire Pit
Exterior
Design-Lover’s Getaway • Game Room • Hot Tub

Cabin in Wintergreen Resort

Design-Lover’s Getaway • Game Room • Hot Tub
9.8 out of 10, Exceptional, (6)
"Peaceful family trip. The cabin was beautiful, lots of space, and very clean. The cabin had everything we needed. The game room, board games and puzzles were a hit with our kids. Hot tub was huge, clean had its own separate gated area. "
United States
Victoria R.
$528 nightly
The price is $593
Jan 14 - Jan 15, 2026
Total with taxes and fees
Design-Lover’s Getaway • Game Room • Hot Tub
Exterior
Lofty Pursuits: Spectacular View + EV Charger

Cabin in Treeloft

Lofty Pursuits: Spectacular View + EV Charger
10.0 out of 10, Exceptional, (4)
"Will definitely stay at this location again!!"
United States
Richard W.
$386 nightly
The price is $412
Jan 14 - Jan 15, 2026
Total with taxes and fees
Lofty Pursuits: Spectacular View + EV Charger
Exterior detail
4 BD Modern Cabin w/ Game Room + Golf Course View

Cabin in Wintergreen Resort

4 BD Modern Cabin w/ Game Room + Golf Course View
10.0 out of 10, Exceptional, (2)
"Cozy cabin. Perfect for a quick family getaway! "
United States
Kurt W.
$621 nightly
The price is $687
Jan 11 - Jan 12, 2026
Total with taxes and fees
4 BD Modern Cabin w/ Game Room + Golf Course View
Exterior
Blue Ridge Bliss 9BR/6BA: 2 Homes Across the Street from each other! Sleeps 24

Cabin in Chestnut Springs

Blue Ridge Bliss 9BR/6BA: 2 Homes Across the Street from each other! Sleeps 24
2.0 star property
10.0 out of 10, Exceptional, (1)
$1,926 nightly
The price is $2,163
Jan 6 - Jan 7, 2026
Total with taxes and fees
Blue Ridge Bliss 9BR/6BA: 2 Homes Across the Street from each other! Sleeps 24
Exterior
Bide-a-Wee- Hike the Trails! Close to the slopes!

Cabin in Wintergreen Resort

Bide-a-Wee- Hike the Trails! Close to the slopes!
9.4 out of 10, Exceptional, (11)
"very nice "
United States
claire b.
$467 nightly
The price is $536
Jan 12 - Jan 13, 2026
Total with taxes and fees
Bide-a-Wee- Hike the Trails! Close to the slopes!
Exterior
Serenity Cabin-Woodland Retreat

Cabin in Wintergreen Resort

Serenity Cabin-Woodland Retreat
10.0 out of 10, Exceptional, (3)
"Great house and great host!"
United States
Joe B.
$543 nightly
The price is $610
Jan 5 - Jan 6, 2026
Total with taxes and fees
Serenity Cabin-Woodland Retreat
Exterior
Wintergreen Ski Resort: Waterfall Hikes, Bike, Fish, Spa, Pool, Wineries and Bre

Cabin in Wintergreen Resort

Wintergreen Ski Resort: Waterfall Hikes, Bike, Fish, Spa, Pool, Wineries and Bre
10.0 out of 10, Exceptional, (1)
"The house was clean and well stocked with the little things you always forget to bring. Great place for a girls getaway. A beautiful location! Fall would be a fabulous time to visit! I’ll be back next time with my husband. "
United States
Jennifer H.
$506 nightly
The price is $552
Jan 4 - Jan 5, 2026
Total with taxes and fees
Wintergreen Ski Resort: Waterfall Hikes, Bike, Fish, Spa, Pool, Wineries and Bre
Exterior
New Build! Log Cabin with Hot Tub in Wintergreen

Cabin in Chestnut Springs

New Build! Log Cabin with Hot Tub in Wintergreen
10.0 out of 10, Exceptional, (4)
"Well appointed kitchen, beautiful cabin!"
United States
Curtis
$913 nightly
The price is $1,025
Jan 7 - Jan 8, 2026
Total with taxes and fees
New Build! Log Cabin with Hot Tub in Wintergreen
Exterior
Newly Built Designer Home in Wintergreen

Cabin in Wintergreen Resort

Newly Built Designer Home in Wintergreen
$912 nightly
The price is $1,024
Dec 29 - Dec 30
Total with taxes and fees
Newly Built Designer Home in Wintergreen
Exterior detail
Whimsical Creekside Cabin

Cabin in Vesuvius

Whimsical Creekside Cabin
10.0 out of 10, Exceptional, (41)
"Had a very quiet relaxing stay "
United States
Joyce I.
$169 nightly
The price is $195
Jan 21 - Jan 22, 2026
Total with taxes and fees
Whimsical Creekside Cabin
Hanging Rock Cabin, 2 Bedrooms, Jetted Tub, Mountain View | Terrace/patio
Love Ridge Mountain Lodging

Cabin in Montebello

Love Ridge Mountain Lodging
3.0 star property
10.0 out of 10, Exceptional, (14)
"Amazing stay I had, very peaceful and very quiet. "
United States
Abby
$195 nightly
The price is $212
Dec 23 - Dec 24
Total with taxes and fees
Love Ridge Mountain Lodging
Exterior
Cozy cabin for 2 w/ great mt views & walking trails!

Cabin in Schuyler

Cozy cabin for 2 w/ great mt views & walking trails!
10.0 out of 10, Exceptional, (172)
"Gorgeous spot, and the cabin is very cozy and clean and has all the essentials, including smart TV and WiFi! Close to hiking trails, and not a far drive from wineries, breweries and a few restaurants. Sunsets are beautiful out back, and the location is quiet and peaceful."
United States
Lauren
$158 nightly
The price is $178
Jan 4 - Jan 5, 2026
Total with taxes and fees
Cozy cabin for 2 w/ great mt views & walking trails!
Exterior detail
Acute Lodge: Boho, Romantic Getaway in Nelson Co.

Cabin in Shipman

Acute Lodge: Boho, Romantic Getaway in Nelson Co.
9.6 out of 10, Exceptional, (4)
"The lodge was an amazing getaway. Exactly as pictured, it had everything we needed. Love the fact that it was dog friendly, quiet, and well equipped / modernized on the inside. Will definitely stay here again in the future!"
United States
Sean M.
$306 nightly
The price is $344
Jan 8 - Jan 9, 2026
Total with taxes and fees
Acute Lodge: Boho, Romantic Getaway in Nelson Co.
Interior detail
Afton Mountain Vineyards

Cabin in Afton

Afton Mountain Vineyards
2.5 star property
10.0 out of 10, Exceptional, (1)
"Amazing little cottage with everything you need. Loved the back porch and listening to music from the winery and enjoying the view. Good news, did not hear the music inside. "
United States
Kristin
$305 nightly
The price is $343
Jan 22 - Jan 23, 2026
Total with taxes and fees
Afton Mountain Vineyards
Exterior
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery

Cabin in Roseland

Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
10.0 out of 10, Exceptional, (90)
"Great spot for a stay, hostess was amazing, highly recommend!!"
United States
Charles R.
$177 nightly
The price is $199
Dec 23 - Dec 24
Total with taxes and fees
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
Exterior
Unique Stay! Yurt with Mountain View, 1 min to Breweries & Hiking, 5 min to Lake

Cabin in Roseland

Unique Stay! Yurt with Mountain View, 1 min to Breweries & Hiking, 5 min to Lake
10.0 out of 10, Exceptional, (5)
"Would recommend this property and experience."
United States
Crystal J.
$238 nightly
The price is $267
Dec 29 - Dec 30
Total with taxes and fees
Unique Stay! Yurt with Mountain View, 1 min to Breweries & Hiking, 5 min to Lake
Exterior
Ivy Rose Cottage nestled b/t Cville & Vineyards

Cabin in Charlottesville

Ivy Rose Cottage nestled b/t Cville & Vineyards
10.0 out of 10, Exceptional, (66)
"Loved staying here!"
United States
Rebecca E.
$291 nightly
The price is $333
Dec 29 - Dec 30
Total with taxes and fees
Ivy Rose Cottage nestled b/t Cville & Vineyards
Exterior
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA

Cabin in Montebello

Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA
10.0 out of 10, Exceptional, (46)
"Nice quiet set of new cabins. Solid set of amenities. Really enjoyed our stay."
United States
Jesse C.
$202 nightly
The price is $227
Dec 24 - Dec 25
Total with taxes and fees
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA
Exterior
New Blue RIdge Mountains Montebello, Virginia with stary stary skies

Cabin in Montebello

New Blue RIdge Mountains Montebello, Virginia with stary stary skies
10.0 out of 10, Exceptional, (19)
"Great place to get away for a few days. Short car ride to several hiking trails. "
United States
Jimmy R.
$205 nightly
The price is $230
Dec 23 - Dec 24
Total with taxes and fees
New Blue RIdge Mountains Montebello, Virginia with stary stary skies
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 Wintergreen Hotel Reviews

Wintergreen. Sunset Vista Villa - Sea of Mountains

Wintergreen. Sunset Vista Villa - Sea of Mountains

10/10 Excellent
"Great stay with a fabulous view! Very cozy and comfortable! We had a wonderful little getaway!"
Vicki E. 1-night trip
Posted 2 days ago
Wintergreen. Sunset Vista Villa - Sea of Mountains

Find out more about Wintergreen

Wintergreen Cabin Rentals information

Number of reviews
496
Accommodation
33 Cabin Rentals
Lowest Price
$178
Highest Price
$2,163

Frequently asked questions

What are the best cabins near Wintergreen?
Ranging from cozy and quaint to spacious and luxurious, there are 572 cabins on offer in and around Wintergreen. Popular options include Cooper's Cabin - A Peaceful Log Cabin With Mountain Views and Cabin - Play. Relax. Reset. Your Winter Getaway Awaits.
Are there cheap cabins in Wintergreen?
Priced from $178 to $2,163 a night, getting away with the family is easy and affordable. Lock in one of our cheap cabins in Wintergreen and enjoy plenty of outdoor fun without putting a dent in your budget.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best luxury cabins near Wintergreen?
After spending your day having adventures in nature, return home to the style and comfort of a Wintergreen luxury cabin. Shenandoah Crossing™ - 2 Bedroom Resort Cabin is an excellent option if you'd love to treat yourself. You'll enjoy the deluxe amenities here, such as a spa tub and a swimming pool. Cozy Cabin With Private Hot Tub is another sought-after stay. Make the most of a deck, a spa tub and much more.
What are the best river cabins near Wintergreen?
If you're after a peaceful getaway surrounded by water and adventure, a Wintergreen river cabin is an excellent choice. Head for Cabin Fever In The Foothills Of The Blue Ridge Mountains and let any bothers scurry away downstream. Amenities here include snowsport activities and winery tours. Another leading riverside option is Hide Away Log Cabin Nestled In A Serene Setting In Beautiful Bath County. You'll have use of a wood stove, snowsport activities and more.
What are the best cabins with pools near Wintergreen?
If you love the thought of every day being a pool day, make a reservation at Acorn Lodge, The Perfect Log Cabin Get Away. It's one of our top recommended cabin rentals with a pool and offers amenities like on-site watersports and a swimming pool. Cabin - Haribo House Sitting In The Treetops is another excellent place to spend your days splashing around. A swimming pool, a tennis court and good times are all on the menu here.
What are some great Wintergreen cabins?
From deluxe pads with all the extras to cozy retreats that are easy on the wallet, Expedia has cabin rentals to suit every adventurer. Spend a few days relaxing in nature at Cabin - Serene Hideaway With Views, 1 Mi To Hike And Ski. Amenities here include a king-sized bed and a deck. Another attractive option is Bearadise Cabin: Nestled In Trees. It comes with a deck, a swimming pool and more.
What are the best weekend cabin rentals in Wintergreen?
Whether you're planning a mini break with your beloved or the entire crew, we'll help you locate the ideal weekend cabin getaway. One awesome option? Stylish Log Home Double Balconies Hot Tub Fire Table Community Pool Billiards In Massanutten Resort. Featuring a porch and a swimming pool, you'll appreciate waking up in nature here. Cabin - Play. Relax. Reset. Your Winter Getaway Awaits is another place where you can slow things down. Spend a few nights at this retreat which offers on-site watersports and a swimming pool.
What are the best cabin prices in Wintergreen?
Whether you're counting every penny or want to treat yourself on your next getaway, you'll find what you're looking for with Expedia. At the moment, you can pick up a Wintergreen cabin from just $178 per night.
Can I find log cabins in Wintergreen?
For some people, the ideal outdoor vacation just isn't complete without staying in a log cabin full of character and charm. Get out and active or just unplug and unwind at Acorn Lodge, The Perfect Log Cabin Get Away. Activities such as shore fishing and bird watching are just some of the fun things to do here. Another popular log cabin getaway is Hide Away Log Cabin Nestled In A Serene Setting In Beautiful Bath County. Horse riding and caving will keep you active when you're not chilling in your rustic digs.
What are the highest-rated cabins in Wintergreen?
There are some rentals that seem to get everything right. Bearadise Cabin: Nestled In Trees is a prime example. With such an impressive rating, it comes with useful amenities such as a swimming pool, a tennis court and much more. Another popular option is Cabin - Relaxing And Quiet Retreat At Wintergreen. A swimming pool and a patio are among the conveniences you'll enjoy here.
Why should I book a cabin in Wintergreen?
For a vacation in the great outdoors at the perfect price, you can't beat a cabin. Imagine starting your day with the sounds of the countryside and then wandering onto your deck to be surrounded by beautiful views. Book a cabin in Wintergreen to escape the busy routine of modern life. Whether they're lakeside, by a river or high in the hills, cabins offer a uniquely relaxing experience you'll always remember.
What are the top nature cabins in Wintergreen?
The great outdoors won't be the only thing you'll be experiencing lots of when you escape to a nature cabin in Wintergreen. Adventure is all around you too. Take off to Cabin Fever In The Foothills Of The Blue Ridge Mountains and try some skiing and nearby cave exploring. Travelers also love Hide Away Log Cabin Nestled In A Serene Setting In Beautiful Bath County. It's known for its home comforts on top of its nearby mountain biking and hiking opportunities nearby.
What are some of the best cabins near Wintergreen Resort in Wintergreen?
Escape the concrete jungle and spend time with Mother Nature at a Wintergreen Resort cabin. Walk among wildlife, take in the fresh air and then kick back at Your Winter Mountain Cabin Getaway Awaits. Fun activities such as skiing and golf are only moments away here. Another place where you can relax and feel at home is Wintergreen Cabin With Hot Tub: Golf And Relax. Nearby golfing and skiing are a few things to stick on your itinerary during your time away.

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