Cabin vacation rentals in Wintergreen Resort

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Top-rated cabin rentals in Wintergreen Resort

Guests agree: these cabins are highly rated for location, cleanliness, and more.

Guest favorite
Cabin in Schuyler
Cozy cabin for 2 w/mountain views & trails
Cozy cabin in the woods with beautiful mountain views from covered back deck! Perfect for nature lovers, couples, singles. Ideal for a peaceful escape or visiting local wine/brew trail. While remote, also a convenient base to visit area attractions, hikes & easy drive to C'ville. Relax on the covered back deck watching the sunset and wildlife. Over 2 miles of wooded trails on property for guest use. 15-20 min walk through woods trails (part of this walk is on a hill) to access Rockfish River.
Jan 18 – 25
$123 per night
4.98 out of 5 average rating, 146 reviews
Guest favorite
Cabin in Roseland
Cozy Mountain Cabin
Snuggled in the Blue Ridge. Secluded from the crowds. Experience your visit in an authentic log cabin. Perfect romantic getaway or personal retreat. Less than 2 miles to Devil's Backbone and Bold Rock. Minutes from the Appalachian Trail, Wintergreen 4-Season Resort, many breweries, wineries, cideries, restaurants, horseback riding, hiking trails, outdoor concerts, and antique shopping. Complimentary hot cocoa, tea, coffee, popcorn. High-speed internet, SMART TV. Air Conditioning.
Dec 21 – 28
$106 per night
4.96 out of 5 average rating, 646 reviews
Guest favorite
Cabin in Vesuvius
The Sanctuary
Nature lovers paradise! Named "The Sanctuary" for the place you can UNPLUG, unwind & find your peace! Perched up high on nearly 60 acres- you are sure to get fresh air & the rest you are searching for! Only 4 miles to Wintergreen, 6 miles to Sherando lake and backs up to the Blue Ridge Parkway there are plenty of things to do OR just relax and enjoy the crickets & stars! With crazy careers, growing kids & constant hustle- everyone needs a hide out like this every now and then!
Jun 7 – 14
$328 per night
4.99 out of 5 average rating, 329 reviews

Popular amenities for Wintergreen Resort cabin rentals

Cabin rentals with a hot tub

Guest favorite
Cabin in Nellysford
Cedar Base Camp
May 2 – 9
$202 per night
4.92 out of 5 average rating, 109 reviews
Guest favorite
Cabin in Faber
Modern cabin, hot tub, mtn views, fireplace
Sep 21 – 28
$447 per night
4.98 out of 5 average rating, 102 reviews
Guest favorite
Cabin in Wintergreen Resort
3min to Ski! HotTub+Dogs OK+Grill+Fireplace+PacMan
May 30 – Jun 6
$175 per night
4.98 out of 5 average rating, 64 reviews
Guest favorite
Cabin in Wintergreen Resort
Blackwood Chalet: Hot Tub + 0.3 mile from Slopes
Jan 13 – 20
$376 per night
4.96 out of 5 average rating, 73 reviews
Guest favorite
Cabin in Wintergreen Resort
Modern Cabin with Hot tub, Sauna
May 13 – 20
$502 per night
5.0 out of 5 average rating, 28 reviews
Guest favorite
Cabin in Wintergreen Resort
Hot Tub - 2 Wood Fireplaces - Mud Room Pool Table
Aug 27 – Sep 3
$896 per night
4.95 out of 5 average rating, 44 reviews
Guest favorite
Cabin in Wintergreen Resort
Hot Tub & Views | Mid Century Modern Wonder
Jul 6 – 13
$686 per night
5.0 out of 5 average rating, 10 reviews
Guest favorite
Cabin in Montebello
Roudy’s Retreat: Secluded Mtn Cabin -Hot Tub -Pond
May 1 – 8
$196 per night
5.0 out of 5 average rating, 31 reviews
Guest favorite
Cabin in Montebello
Pre-Civil War Log Cabin w Sauna, Hot tub & Firepit
Aug 20 – 27
$227 per night
5.0 out of 5 average rating, 89 reviews
Guest favorite
Cabin in Wintergreen Resort
Moose Lodge/1 mi to Ski/Hot tub/Game room
Apr 17 – 24
$290 per night
5.0 out of 5 average rating, 11 reviews
Guest favorite
Cabin in Lyndhurst
Three Ridges Cabin-kitchen, fireplace, jetted tub
Apr 22 – 29
$195 per night
4.89 out of 5 average rating, 18 reviews
Guest favorite
Cabin in Schuyler
Lama Cabin House
Apr 17 – 24
$127 per night
4.8 out of 5 average rating, 5 reviews

Family-friendly cabin rentals

Superhost
Cabin in Wintergreen Resort
The Bear Dance Cabin at Wintergreen Resort
Sep 15 – 20
$168 per night
4.86 out of 5 average rating, 114 reviews
Guest favorite
Cabin in Vesuvius
Log Cabin on Pond & Mountainview
Jan 17 – 24
$124 per night
4.91 out of 5 average rating, 292 reviews
Guest favorite
Cabin in Nellysford
Tiny Luxury Retreat: Lake, Hikes, Brews & Vines
Jan 4 – 11
$174 per night
4.97 out of 5 average rating, 152 reviews
Guest favorite
Cabin in Roseland
Secluded Cabin by lake in Blue Ridge Mountains
Apr 13 – 20
$165 per night
4.94 out of 5 average rating, 217 reviews
Guest favorite
Cabin in Nellysford
Private Cabin in woods near brew and wine trail
Apr 18 – 25
$115 per night
4.97 out of 5 average rating, 119 reviews
Guest favorite
Cabin in Tyro
Parr's Camp - Nothin' Fancy Fish Camp
Oct 26 – Nov 2
$148 per night
4.96 out of 5 average rating, 163 reviews
Guest favorite
Cabin in Schuyler
Peaceful Cabin - H'Owl at the Moon Farm
Oct 28 – Nov 4
$333 per night
4.99 out of 5 average rating, 104 reviews
Superhost
Cabin in Roseland
Cabin at Wintergreen! 3Bed/2Bath
Apr 7 – 14
$110 per night
4.59 out of 5 average rating, 217 reviews
Guest favorite
Cabin in Faber
Your own Private Nature Reserve + Rockfish River!
Oct 18 – 25
$190 per night
4.95 out of 5 average rating, 44 reviews
Guest favorite
Cabin in Afton
Afton Mtn. Vineyards: Damy Cottage
Apr 26 – May 3
$224 per night
4.9 out of 5 average rating, 93 reviews
Superhost
Cabin in Greenville
Cabin on Penmerryl Farm - (2-Night Minimum Stay)
Aug 1 – 8
$240 per night
4.94 out of 5 average rating, 71 reviews
Guest favorite
Cabin in Wintergreen Resort
Family Friendly Home with All Necessities Included
Mar 26 – Apr 2
$248 per night
4.99 out of 5 average rating, 119 reviews

Pet-friendly cabin rentals

Guest favorite
Cabin in Roseland
Prime Location w/ Game Room, Mtn Views & Fire Pit!
Oct 22 – 29
$385 per night
4.97 out of 5 average rating, 186 reviews
Guest favorite
Cabin in Charlottesville
Mountain Retreat: Virginia Foothills
Jun 5 – 12
$296 per night
4.99 out of 5 average rating, 102 reviews
Guest favorite
Cabin in Wintergreen Resort
On The Rocks
Aug 1 – 8
$176 per night
4.96 out of 5 average rating, 54 reviews
Superhost
Cabin in Wintergreen Resort
Slope Side Suite
May 24 – 31
$136 per night
4.79 out of 5 average rating, 34 reviews
Guest favorite
Cabin in Wintergreen Resort
Winter Retreat at Oak Ledge: Ski Tips & Cozy Sips
Aug 14 – 21
$238 per night
5.0 out of 5 average rating, 13 reviews
Superhost
Cabin in Wintergreen Resort
4 BR cabin mins to trails & breweries pets welcome
Apr 11 – 18
$264 per night
4.92 out of 5 average rating, 62 reviews
Guest favorite
Cabin in Tyro
Historic 1850's Cosmic Cabin
Nov 24 – Dec 1
$153 per night
4.99 out of 5 average rating, 67 reviews
Guest favorite
Cabin in Roseland
Private Dog Friendly -Wintergreen+Route 151+Hiking
Mar 26 – Apr 2
$192 per night
4.91 out of 5 average rating, 35 reviews
Guest favorite
Cabin in Wintergreen Resort
Dog Friendly - Backs to Golf - Spacious Deck
Feb 11 – 18
$293 per night
4.87 out of 5 average rating, 71 reviews
Guest favorite
Cabin in Wintergreen Resort
A warm mountain top home, steps from the slopes.
Jul 6 – 13
$172 per night
4.9 out of 5 average rating, 31 reviews
Guest favorite
Cabin in Nellysford
Nelson Cozy Cabin: VA Mountain Getaway
Oct 27 – Nov 3
$396 per night
4.97 out of 5 average rating, 34 reviews
Guest favorite
Cabin in Afton
Log Cabin w/ Views! 8 Acres! Pets! Starlink!
Jul 15 – 22
$241 per night
4.96 out of 5 average rating, 45 reviews

Destinations to explore