Photo by Melissa Smestad

Search the Best Cabins in Wintergreen

Start date: Check-in selected.
To Date
End date: Check-out
  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Wintergreen cabin rentals

Serenity Cabin-Woodland Retreat

Serenity Cabin-Woodland Retreat
Wintergreen Resort
10.0 out of 10, Exceptional, (3)
"Great house and great host!"
United States
Joe B.
Serenity Cabin-Woodland Retreat

Bide-a-Wee- Hike the Trails! Close to the slopes!

Bide-a-Wee- Hike the Trails! Close to the slopes!
Wintergreen Resort
9.4 out of 10, Exceptional, (11)
"very nice "
United States
claire b.
$469 nightly
The price is $539
Jan 12 - Jan 13, 2026
Total with taxes and fees
Bide-a-Wee- Hike the Trails! Close to the slopes!

Bear Tracks Cottage: New Hot Tub + Fire Pit

Bear Tracks Cottage: New Hot Tub + Fire Pit
Nellysford
10.0 out of 10, Exceptional, (30)
"Great location, beautiful home and so much to do nearby."
United States
Jordan D.
$411 nightly
The price is $437
Jan 5 - Jan 6, 2026
Total with taxes and fees
Bear Tracks Cottage: New Hot Tub + Fire Pit

Design-Lover’s Getaway • Game Room • Hot Tub

Design-Lover’s Getaway • Game Room • Hot Tub
Wintergreen Resort
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.
$504 nightly
The price is $566
Dec 21 - Dec 22
Total with taxes and fees
Design-Lover’s Getaway • Game Room • Hot Tub

Blackwood Chalet

Blackwood Chalet
2.0 star property
Nellysford
10.0 out of 10, Exceptional, (3)
"Love the area"
United States
Toni
$543 nightly
The price is $585
Dec 22 - Dec 23
Total with taxes and fees
Blackwood Chalet

Lofty Pursuits: Spectacular View + EV Charger

Lofty Pursuits: Spectacular View + EV Charger
Treeloft
10.0 out of 10, Exceptional, (4)
"Will definitely stay at this location again!!"
United States
Richard W.
$373 nightly
The price is $397
Jan 7 - Jan 8, 2026
Total with taxes and fees
Lofty Pursuits: Spectacular View + EV Charger

4 BD Modern Cabin w/ Game Room + Golf Course View

4 BD Modern Cabin w/ Game Room + Golf Course View
Wintergreen Resort
10.0 out of 10, Exceptional, (2)
"Cozy cabin. Perfect for a quick family getaway! "
United States
Kurt W.
$622 nightly
The price is $688
Jan 11 - Jan 12, 2026
Total with taxes and fees
4 BD Modern Cabin w/ Game Room + Golf Course View

Blue Ridge Bliss 9BR/6BA: 2 Homes Across the Street from each other! Sleeps 24

Blue Ridge Bliss 9BR/6BA: 2 Homes Across the Street from each other! Sleeps 24
2.0 star property
Chestnut Springs
10.0 out of 10, Exceptional, (1)
$1,957 nightly
The price is $2,197
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

New Build! Log Cabin with Hot Tub in Wintergreen

New Build! Log Cabin with Hot Tub in Wintergreen
Chestnut Springs
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

Amazing Views From 3 Decks! Hot Tub - Pool Table - Foosball - Arcade - Grill

Amazing Views From 3 Decks! Hot Tub - Pool Table - Foosball - Arcade - Grill
Wintergreen Resort
10.0 out of 10, Exceptional, (22)
"Great for a family to spread out. Fun house!"
United States
Eric N.
Amazing Views From 3 Decks! Hot Tub - Pool Table - Foosball - Arcade - Grill

Wintergreen Ski Resort: Waterfall Hikes, Bike, Fish, Spa, Pool, Wineries and Bre

Wintergreen Ski Resort: Waterfall Hikes, Bike, Fish, Spa, Pool, Wineries and Bre
Wintergreen Resort
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.
$769 nightly
The price is $848
Dec 26 - Dec 27
Total with taxes and fees
Wintergreen Ski Resort: Waterfall Hikes, Bike, Fish, Spa, Pool, Wineries and Bre

Newly Built Designer Home in Wintergreen

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

Blackwood Chalet: Hot Tub + 0.3 mile from Slopes

Blackwood Chalet: Hot Tub + 0.3 mile from Slopes
Wintergreen Resort
10.0 out of 10, Exceptional, (5)
"We really enjoyed our stay here- great location close to the slopes and breweries, "
United States
Laura W.
$614 nightly
The price is $690
Dec 22 - Dec 23
Total with taxes and fees
Blackwood Chalet: Hot Tub + 0.3 mile from Slopes

Acute Lodge: Boho, Romantic Getaway in Nelson Co.

Acute Lodge: Boho, Romantic Getaway in Nelson Co.
Shipman
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.
$313 nightly
The price is $352
Jan 7 - Jan 8, 2026
Total with taxes and fees
Acute Lodge: Boho, Romantic Getaway in Nelson Co.

Cozy cabin for 2 w/ great mt views & walking trails!

Cozy cabin for 2 w/ great mt views & walking trails!
Schuyler
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
$152 nightly
The price is $171
Dec 22 - Dec 23
Total with taxes and fees
Cozy cabin for 2 w/ great mt views & walking trails!

Whimsical Creekside Cabin

Whimsical Creekside Cabin
Vesuvius
9.8 out of 10, Exceptional, (40)
"Had a very quiet relaxing stay "
United States
Joyce I.
$169 nightly
The price is $195
Jan 5 - Jan 6, 2026
Total with taxes and fees
Whimsical Creekside Cabin

Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery

Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
Roseland
10.0 out of 10, Exceptional, (90)
"Great spot for a stay, hostess was amazing, highly recommend!!"
United States
Charles R.
$175 nightly
The price is $197
Dec 22 - Dec 23
Total with taxes and fees
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery

Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Montebello
10.0 out of 10, Exceptional, (13)
"Amazing stay I had, very peaceful and very quiet. "
United States
Abby
$249 nightly
The price is $272
Dec 22 - Dec 23
Total with taxes and fees
Love Ridge Mountain Lodging

Ivy Rose Cottage nestled b/t Cville & Vineyards

Ivy Rose Cottage nestled b/t Cville & Vineyards
Charlottesville
10.0 out of 10, Exceptional, (66)
"Loved staying here!"
United States
Rebecca E.
$291 nightly
The price is $333
Dec 21 - Dec 22
Total with taxes and fees
Ivy Rose Cottage nestled b/t Cville & Vineyards

Unique Stay! Yurt with Mountain View, 1 min to Breweries & Hiking, 5 min to Lake

Unique Stay! Yurt with Mountain View, 1 min to Breweries & Hiking, 5 min to Lake
Roseland
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
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Wintergreen Hotel Reviews

Find out more about Wintergreen

Wintergreen Cabin Rentals information

Number of reviews
454
Accommodation
33 Cabin Rentals
Lowest Price
$171
Highest Price
$2,275

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 $171 to $2,275 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 $171 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.

Explore a world of travel with Expedia