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From $1251 per night (USD)
VRBO
Spacious Home, Private Pool, Tennis Court, Lake, Minutes From Town and Shopping
Bedrooms:
3
Bathrooms:
6
Sleeps:
15
There's a lot to love about this casually elegant home. Biking, kayaking, fishing, hiking, lakeside cocktails, chil ...
From $1251 per night (USD)
VRBO
From $158 per night (USD)
VRBO
Breathtaking views!! Overlooking the slopes
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Come enjoy beautiful year round views in this lovely two bedroom/ two bath Condo. It has a wood burning fireplace for c ...
From $158 per night (USD)
VRBO
From $334 per night (USD)
VRBO
Wintergreen Resort Condo w/ Deck; Ski, Hike, Shops
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Experience the quintessential four-seasons getaway at this 4-bedroom, 3.5-bathroom Wintergreen Resort Condo situated min ...
From $334 per night (USD)
VRBO
Click For Pricing
Expedia
The Summit on 1Tribe Farm
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This 5,000 square foot home sits atop a knoll on a 192 acre farm. Enjoy the serene sounds of nature and the expansive vi ...
Click For Pricing
Expedia
From $557 per night (USD)
VRBO
Luxe Private Getaway in the Heart of Wintergreen!
Bedrooms:
5
Bathrooms:
6
Sleeps:
14
Enjoy the very best of Wintergreen! Walking distance to Appalachian Mountain trails & just minutes to the slopes at Wint ...
From $557 per night (USD)
VRBO
From $338 per night (USD)
Expedia
Mountaintop Wintergreen Resort Home w/ Deck, Views
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Escape to the mountains with this spacious 4-bed, 3-bath Virginia vacation rental home! Tucked into the Wintergreen Reso ...
From $338 per night (USD)
Expedia
From $530 per night (USD)
VRBO
The Wintergreen Chalet
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
The Wintergreen Chalet is a sprawling 6-bedroom 4.5 bath home located at the top of Devil's Knob Mountain within the Win ...
From $530 per night (USD)
VRBO
From $524 per night (USD)
VRBO
5 BR, Sleeps 14, Hot Tub, EV Charger, Golf Course Views
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
Blue Ridge Rose is a three level home in Wintergreen Resort overlooking the sixth green and fairway of the Devils Knob’s ...
From $524 per night (USD)
VRBO
From $270 per night (USD)
VRBO
Cozy 'Hillside Hideaway' in Wintergreen Resort!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
A peaceful mountain Wintergreen stay awaits at this 3-bedroom, 2-bath vacation rental! Just a short walk from the ski li ...
From $270 per night (USD)
VRBO
From $578 per night (USD)
Expedia
Dog friendly. No stairs! New to VRBO
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Come relax in the tastefully decorated cozy two bedroom two bath condo. Relax by the wood burning fireplace or take a hi ...
From $578 per night (USD)
Expedia
From $398 per night (USD)
VRBO
The Fairway Chalet Wintergreen
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Welcome to The Fairway Chalet, your perfect mountain retreat nestled in the heart of Wintergreen Resort. Perched alongsi ...
From $398 per night (USD)
VRBO
From $282 per night (USD)
Expedia
Pizza, Brews & Views!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This unit is perfectly situated at The Ledges, just a quick five-minute drive to the Mountain Inn. Mountain Dreams is a ...
From $282 per night (USD)
Expedia
From $582 per night (USD)
VRBO
Misty Mountain Cabin w/spa
Bedrooms:
3
Bathrooms:
4
Sleeps:
15
Misty Mountain cabin w/spa and mountain views (Sleeps 14) This unique home 4 bedroom/ 3 bath home has stunning views of ...
From $582 per night (USD)
VRBO
From $382 per night (USD)
Expedia
Zero step entry- EV charger- 2 King suites
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Our home offers a comfortable, modern, and tranquil space for families & friends to gather & enjoy all that Wintergreen ...
From $382 per night (USD)
Expedia
From $242 per night (USD)
VRBO
Hot Tub DogsOK Grill Fireplace Pac Man Pool Tennis
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Activities are endless: apple picking, breweries/wineries, hiking, lake, horseback riding, golf, tennis, skiing... Take ...
From $242 per night (USD)
VRBO
Click For Pricing
Expedia
‘Bear Haven’ - Third-Floor Escape w/ Pool Access!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Pack your bags for a trip to the famous Wintergreen Resort when you stay at this 2-bed, 2-bath vacation rental! ‘Bear Ha ...
Click For Pricing
Expedia
From $196 per night (USD)
VRBO
Updated! Cozy and clean two bedroom condo.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
It's cooler in the mountains! Come relax at this clean and cozy two bedroom condo. We are on the top floor but there ar ...
From $196 per night (USD)
VRBO
From $166 per night (USD)
VRBO
Close to Wineries & Skyline Drive, Wintergreen, Enjoy Basic City location!
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Enjoy this private bungalow. The space is ideal for couples or groups looking for an affordable and convenient spot to e ...
From $166 per night (USD)
VRBO
From $219 per night (USD)
VRBO
Golf Course Views Golden Tee Pool Tennis Golf Hike
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
5min to ski slopes! Nestled in middle of Devils Knob Golf Course, unique 2,229sqft home features primary suite on first ...
From $219 per night (USD)
VRBO
From $257 per night (USD)
VRBO
Wintergreen Family Retreat- Each Br With Its Own Sliding Doors To A Deck
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Welcome to our mountain home at Wintergreen Resort! We fell in love with this house for the same reasons that we know yo ...
From $257 per night (USD)
VRBO
From $707 per night (USD)
VRBO
Mntn View Hot Tub Pool Table Pool Tennis Golf
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
Sweeping views year round. Contemporary décor with rustic style. Retreats, romantic weekends or adventurous getaways. Cl ...
From $707 per night (USD)
VRBO
From $137 per night (USD)
VRBO
Stylish 2 Bedroom Unit-Convenient Downtown walkable location, Close to 151, Blue Ridge Parkway, Brew
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Unwind in this charming urban hideaway that offers an affordable and convenient spot to enjoy the sites! Conveniently l ...
From $137 per night (USD)
VRBO
From $329 per night (USD)
VRBO
Spectacular mountain home perfect for multiple families! Just added '80s arcade!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This is a true Post & Beam home built by quality craftsman Tim Behler in a spectacular natural setting. The home shows b ...
From $329 per night (USD)
VRBO
From $241 per night (USD)
Expedia
View from the Top
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy breathtaking panoramic mountain and valley views from this beautiful 2 bedroom, 3rd floor condo. The building's el ...
From $241 per night (USD)
Expedia
From $145 per night (USD)
VRBO
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
FALL SPECIAL!!! $99 WEEKNIGHTS (Sunday-Thursday) The most comfortable, elegant condo on the Ridge. Five Star Gold. Rece ...
From $145 per night (USD)
VRBO
From $216 per night (USD)
Expedia
WINTERGREEN RESORT HOME WITH BLUE RIDGE VIEWS
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Best View of the Blue Ridge Mountains! Panoramic window views from the great room, dining area and kitchen. If you want ...
From $216 per night (USD)
Expedia
From $106 per night (USD)
VRBO
Valley Extended Suites
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
<p>While you're here, you can enjoy all the comforts of home and more, including a full-sized refrigerator/freezer and a ...
From $106 per night (USD)
VRBO
From $716 per night (USD)
VRBO
Marley's Cabin - a five star getaway on Wintergreen mountain
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Enjoy dramatic views of the Blue Ridge Mountains from Marley’s Cabin on Wintergreen Mountain, located in the heart of Ce ...
From $716 per night (USD)
VRBO
Click For Pricing
VRBO
Relaxing House in the mountain/Fireplace/Pet Friendly/Close to slopes
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Pet friendly, 5 bedrooms 3.5 bathroom charming house close to the top of the mountain. Huge open space on first level wi ...
Click For Pricing
VRBO
From $145 per night (USD)
Expedia
Find out why this property is Almost Heaven
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Relax in a fully furnished apartment, with private, wheel chair accessible entrance. Sleeps two on a king bed with priva ...
From $145 per night (USD)
Expedia
From $562 per night (USD)
VRBO
Whiskey Ridge - Luxury Mountaintop Family Retreat * Dog Friendly * Hot Tub
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Perched atop Wintergreen Resort, our luxurious retreat offers 2800 sq ft of space that comfortably sleeps 12 guests. Boa ...
From $562 per night (USD)
VRBO
$Find peace at Dove's Landing at Wintergreen resort - \nfamily- and pet-friendly!$
From $426 per night (USD)
VRBO
Find peace at Dove's Landing at Wintergreen resort - \nfamily- and pet-friendly!
Bedrooms:
3
Bathrooms:
4
Sleeps:
13
Located in the heart of Wintergreen Resort with all the family-friendly activities that make the Mountain famous - great ...
From $426 per night (USD)
VRBO
From $476 per night (USD)
VRBO
Cozy Cottage with beautiful Mountain View’s - close to wineries
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
The Cozy Cottage offers plenty of room to relax, with over 1,600 square feet of space divided amongst two floors. Define ...
From $476 per night (USD)
VRBO
From $500 per night (USD)
Expedia
Hiker’s paradise! Come relax this summer!!!
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
Wintergreen mountain house located yards from the Blue Ridge Parkway and Appalachian Trail! Whether you are skiing in th ...
From $500 per night (USD)
Expedia
From $211 per night (USD)
VRBO
You deserve it all! Awesome Views, Comfy Condo & Elevator!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Looking for an all inclusive family vacation? Look no further! We have your total four seasons get away solution with ...
From $211 per night (USD)
VRBO
From $223 per night (USD)
Expedia
Bed&Breakfast in a 1795 Log Cabin on working farm, Margaret Baylor-Swoope suite
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
We are a family run bed and breakfast in a restored circa 1795 hand-hewn log cabin decorated with period antiques. The ...
From $223 per night (USD)
Expedia
From $921 per night (USD)
VRBO
Reconnect with family & friends at our large, private, stylish Wintergreen home
Bedrooms:
4
Bathrooms:
6
Sleeps:
16
No need to leave the things you love about your home behind when you vacation! Our home features floor to ceiling windo ...
From $921 per night (USD)
VRBO
From $446 per night (USD)
VRBO
Wintergreen Resort Post & Beam Home Beauty
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This special place on the Blue Ridge Mountain pwky is close to everything. Plan to ski, snow tube, hike & explore parks ...
From $446 per night (USD)
VRBO
From $279 per night (USD)
VRBO
The Hideaway Suite: Sauna & Lux Amenities
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Hideaway is a private unit on the garden level of the owner's home, with off-street parking available throughout you ...
From $279 per night (USD)
VRBO
From $226 per night (USD)
Expedia
Family Friendly, Cozy Home on the Mountain Golf Course. All Necessities Included
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
We take extra cleaning precautions with covid 19. Newer listing to VRBO, super hosts on Airbnb with many reviews for yo ...
From $226 per night (USD)
Expedia
From $314 per night (USD)
VRBO
Recent improvements, walk to events, trails and slopes
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Clean, Comfortable and Convenient! Free Internet (FireFly Fiber Optic Broadband, 1Gbps) Walk to slopes and skip the shu ...
From $314 per night (USD)
VRBO
From $223 per night (USD)
Expedia
Stay in a 1795 Log Cabin on a working farm, George Washington Swoope, Jr Suite
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
We are a family run bed and breakfast in a restored circa 1795 hand-hewn log cabin decorated with period antiques. The ...
From $223 per night (USD)
Expedia
From $266 per night (USD)
VRBO
Bed & Breakfast in a 1795 Log Cabin on working farm, Eliza Trent Swoope Suite
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Inn at Meadowcroft is a bed and breakfast in a fully restored circa 1795 log cabin. The room is a beautiful grand su ...
From $266 per night (USD)
VRBO
From $477 per night (USD)
Expedia
Bed&Breakfast in a 1795 Log Cabin on working farm, Honorable Jacob Swoope Suite
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Inn at Meadowcroft is located in a fully restored 1795 log cabin. The Honorable Jacob Swoope Suite has a large livi ...
From $477 per night (USD)
Expedia
From $179 per night (USD)
VRBO
Second-Floor Condo w/ Community Pool Access!
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
Relish incredible amenities and a variety of activities during your stay at this 1-bedroom, 2-bathroom Wintergreen Resor ...
From $179 per night (USD)
VRBO
From $338 per night (USD)
Expedia
Solon Serenity: A Beautiful, Serene Setting with Mtn Views, Weekly and Monthly Discounts!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Solon Serenity: A Beautiful, Serene Setting with Mtn Views, Fire Pit, Grill Experience the peacefulness of country livi ...
From $338 per night (USD)
Expedia
From $743 per night (USD)
VRBO
Cozy 5-bedroom home for large gatherings.
Bedrooms:
6
Bathrooms:
5
Sleeps:
13
Within the Wintergreen Resort, this 4-season mountain home is perfect for a large gathering with friends and family. A g ...
From $743 per night (USD)
VRBO
From $301 per night (USD)
Expedia
Oak Tree Cottage: Beautiful farm with mountain views.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Our four bedroom cottage is located in Waynesboro, VA at the foot of the Blue Ridge Mountains. The Skyline Drive and the ...
From $301 per night (USD)
Expedia
From $163 per night (USD)
VRBO
NEW! Cheerful 2 bd bungalow with hot tub. Must see!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Perfect for singles or couples who want to stay home and relax or visit the sites then come home to enjoy the hot tub u ...
From $163 per night (USD)
VRBO
From $244 per night (USD)
Expedia
Dobie condo, renovated top to bottom! LOTS OF DETAILED INFO LISTED ☺️
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Fresh air, cooler temps and Mountain View’s is like food for the soul. Our Dobie condo is situated just steps from the W ...
From $244 per night (USD)
Expedia
From $243 per night (USD)
VRBO
Pet-Friendly VA Home ~ 30 Mi to Shenandoah NP
Bedrooms:
2
Bathrooms:
3
Sleeps:
100
Make your retreat to Weyers Cave to revel in the beauty of nature, relax with loved ones, and escape the hustle and bust ...
From $243 per night (USD)
VRBO
From $701 per night (USD)
Expedia
Opulent Retreat Amidst Blue Ridge's Serenity * Dog Friendly * Hot Tub
Bedrooms:
4
Bathrooms:
5
Sleeps:
18
Welcome to Whiskey Ridge Retreat, a cozy mountain getaway located within minutes of the ski lodge at Wintergreen Resort. ...
From $701 per night (USD)
Expedia
From $236 per night (USD)
VRBO
The Hawksbill Haus (w/ hot tub)
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Hello!! Nestled perfectly between the North Terminus of the Blue Ridge Parkway, the entrance to Skyline Drive, all of t ...
From $236 per night (USD)
VRBO
From $159 per night (USD)
Expedia
Wintergreen Resort Escape ~ Walk to Ski Lift!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Breathe in the fresh mountain air and experience the forested surroundings when you book and stay at this cozy Roseland ...
From $159 per night (USD)
Expedia
From $245 per night (USD)
VRBO
3 master bedroom condo in mountain resort
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Beautiful 1350 sqft condo with balcony views of trees and winter mountain views. Wood burning fireplace with free wood! ...
From $245 per night (USD)
VRBO
Click For Pricing
Expedia
Wintergreen Home w/ Deck - Near Skiing & Hiking!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
This updated 3-bedroom, 2-bath vacation rental home is located at Virginia's premier Blue Ridge Mountain resort: Winterg ...
Click For Pricing
Expedia
From $448 per night (USD)
VRBO
Hilltop Escape >1 mile from North River
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Hilltop Escape Situated on 7.5 acres, Close to North River, Bridgewater College, Hone Quarry This beautifully appointed ...
From $448 per night (USD)
VRBO
From $494 per night (USD)
Expedia
7th Hole Chalet - New 7-person Hot Tub / Sauna / 3 Fireplaces / New VRBO!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
A one-of-a-kind experience for both Skiing, Hiking & Golfing at the 7th Hole Chalet. Enjoy spectacular views off the gre ...
From $494 per night (USD)
Expedia
From $483 per night (USD)
VRBO
New rental ! Fairy Tale Cottage
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
*Please note: House does not have AC* Come and relax by the cozy gas fireplace, enjoy a hot chocolate after hiking one o ...
From $483 per night (USD)
VRBO
From $495 per night (USD)
Expedia
Welcome to The Sanctuary! Gorgeous Church Revival
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Experience a truly unique and romantic getaway at The Sanctuary, nestled in Downtown Staunton! This charming home featur ...
From $495 per night (USD)
Expedia
From $210 per night (USD)
VRBO
Newly renovated 2BR in downtown Staunton. Apt A
Bedrooms:
2
Bathrooms:
2
Sleeps:
3
The apartment is a newly renovated 2BR/2 bath on the second floor in an 1880 Beaux Arts building downtown, above Réunio ...
From $210 per night (USD)
VRBO
From $375 per night (USD)
Expedia
Bed & Breakfast in a 1795 Log Cabin on working farm, George Washington, Sr Suite
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
We are a family run bed and breakfast in a restored circa 1795 hand-hewn log cabin decorated with period antiques. The ...
From $375 per night (USD)
Expedia
Click For Pricing
VRBO
Cozy Wintergreen Resort Escape Near Leaf Peeping!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Spend your days shredding the Wintergreen slopes, snow tubing at The Plunge, or hiking a segment of the Appalachian Trai ...
Click For Pricing
VRBO
From $134 per night (USD)
VRBO
Convenient downtown location Urban Oasis Near Hiking, Wineries, Breweries
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Enjoy this cozy abode, ideal for couples or groups looking for an affordable and convenient spot to enjoy the sites! Lo ...
From $134 per night (USD)
VRBO
From $652 per night (USD)
VRBO
The Revival Room in The Sanctuary! Two Bed Oasis!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
It's rare to find a place that's both historic and one-of-a-kind! The Revival Room, located on the first floor of "The S ...
From $652 per night (USD)
VRBO
From $486 per night (USD)
Expedia
Torry Ridge--hot tub, mountain views, fireplace
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Torry Ridge takes its name from the high ridge above Sherando Lake. Spacious with large windows and mountain views of Wi ...
From $486 per night (USD)
Expedia
From $326 per night (USD)
VRBO
Blue Ridge Parkway cabin--2BR, hot tub, fireplace
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Part of Love Ridge Mountain Lodging. Spy Rock cabin is named for an overlook with a panoramic vista of the Blue Ridge. S ...
From $326 per night (USD)
VRBO
From $234 per night (USD)
Expedia
White Rock Cabin--1BR, ADA, kitchenette, fireplace
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Part of Love Ridge Mountain Lodging. Named for a popular nearby hiking and mountain biking trail, White Rock is a stand ...
From $234 per night (USD)
Expedia
From $383 per night (USD)
VRBO
Sherando Cabin--hot tub, kitchen, fireplace
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
Part of Love Ridge Mountain Lodging. Bring the whole family to this mountain retreat. Sherando cabin sleeps up to 10 peo ...
From $383 per night (USD)
VRBO
From $250 per night (USD)
Expedia
Three Ridges Cabin--kitchen, fireplace, jacuzzi
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Part of Love Ridge Mountain Lodging. Named for the closest of the three adjacent National Wilderness Areas, Three Ridges ...
From $250 per night (USD)
Expedia
From $270 per night (USD)
VRBO
High Meadows--King BR, fireplace, jacuzzi, kitchen
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Superhosts are experienced, highly rated hosts who are committed to providing great stays for guests. Part of Love Rid ...
From $270 per night (USD)
VRBO
From $242 per night (USD)
Expedia
Bee Mountain Cabin fireplace, kitchen, jacuzzi
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Part of Love Ridge Mountain Lodging. Named for the mountain summit next to Three Ridges, Bee Mountain is an open floor p ...
From $242 per night (USD)
Expedia
From $421 per night (USD)
VRBO
Ravens Roost--mountain views, hot tub, fireplace
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Part of Love Ridge Mountain Lodging, Ravens Roost takes its name from the stunning nearby overlook on the Blue Ridge Par ...
From $421 per night (USD)
VRBO
From $219 per night (USD)
Expedia
Kennedy Ridge Cabin--1BR, jacuzzi, kitchenette
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Part of Love Ridge Mountain Lodging. Named for a mountain biking and off-road double track that skirts the Saint Mary’s ...
From $219 per night (USD)
Expedia
From $237 per night (USD)
VRBO
Dripping Rock--1 King BR, Jacuzzi, Kitchenette
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Part of Love Ridge Mountain Lodging. Named for the trail next to Wintergreen Resort, Dripping Rock is a one bedroom cabi ...
From $237 per night (USD)
VRBO
From $283 per night (USD)
Expedia
Meadow Mountain Cabin at Love Ridge Mountain Lodging
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Named for a nearby mountain, Meadow Mountain is a stand alone, one bedroom, dog-friendly cabin with a jacuzzi tub and a ...
From $283 per night (USD)
Expedia
$\The Sparrow\ at Historic Downtown Staunton$
From $280 per night (USD)
VRBO
\"The Sparrow\" at Historic Downtown Staunton
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Perched on top of the famous Sears Hill, "The Sparrow" is a homey cottage located in Historic Downtown Staunton. Newly r ...
From $280 per night (USD)
VRBO
From $292 per night (USD)
Expedia
Recently updated - breathtaking view of the Blue Ridge Mountains
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Little Bear Lookout. Come for the view, experience the location, & enjoy the comfort! Updated in May 2022! ...
From $292 per night (USD)
Expedia
From $409 per night (USD)
VRBO
Luxury Mountain House on Golf Course- Book for Summer/Fall
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Wintergreen Luxury Property on Mountain Golf Course. Summer weeks/weekends are nearly sold out. Some June dates availabl ...
From $409 per night (USD)
VRBO
From $570 per night (USD)
Expedia
Luxe Wintergreen Resort Escape w/ Hot Tub!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Treat your family to a mountainside retreat and book this 4-bedroom, 3-bath Roseland vacation rental! This amenity-packe ...
From $570 per night (USD)
Expedia
Click For Pricing
VRBO
Wintergreen Resort Condo < 1 Mi to Ski Resort
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
An exhilarating getaway awaits at this Wintergreen Resort vacation rental! Nestled in the Blue Ridge Mountains, this 1-b ...
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VRBO
From $425 per night (USD)
Expedia
The Bungalow at Afton Mountain Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Welcome to The Bungalow at Afton Mountain Retreat in the heart of Brewery Trail/Route 151, Vineyard country and the foot ...
From $425 per night (USD)
Expedia
From $177 per night (USD)
VRBO
Idyllic Wintergreen Condo w/ Resort Amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
With easy access to resort amenities and the great outdoors, this Wintergreen Resort vacation rental is the perfect spot ...
From $177 per night (USD)
VRBO
From $752 per night (USD)
VRBO
Grand Chalet w/ Hot Tub - Near Wintergreen Resort
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Adventure and leisure combine at this luxurious 4-bedroom, 3-bathroom vacation rental home in Roseland, Virginia. Locate ...
From $752 per night (USD)
VRBO
From $177 per night (USD)
VRBO
Cozy Mountain Retreat with Heated Floors
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Step into a beautifully crafted retreat where a stunning live-edge oak breakfast bar with leather stools awaits. Enjoy t ...
From $177 per night (USD)
VRBO
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Expedia
HOT TUB! 4BR Spacious Townhome 1 Mi to Wintergreen Slopes + Shuffleboard Table
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Come enjoy the beautiful Blue Ridge/Wintergreen area in a spacious 2,445 sqft, 3 level townhome, 2 min. drive to lodge a ...
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Expedia
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VRBO
Cabin on Penmerryl Farm - (2-Night Minimum Stay)
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
***2-Night Minimum Stay*** Penmerryl's 2 log cabins face our swimming pool and offer guests a private and rustic experi ...
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VRBO
From $226 per night (USD)
Expedia
Log Home Retreat On Picturesque Private Farm
Bedrooms:
3
Bathrooms:
2
Sleeps:
7
Get away from it all at this log cabin home in beautiful West Augusta. Enjoy the private setting surrounded by a 900+ a ...
From $226 per night (USD)
Expedia
From $188 per night (USD)
VRBO
Private One Bedroom by Mountain Stream
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Cabin Barnwood is a very private one bedroom, with a nice patio and creek. The bedroom has a queen pencil poster bed, a ...
From $188 per night (USD)
VRBO
From $192 per night (USD)
VRBO
Logwood Cabin Pre Civil War
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Pre-Civil War Log cabin Cabin Creekwood is a family-owned business providing relaxing getaways in the Blue Ridge Mountai ...
From $192 per night (USD)
VRBO
From $252 per night (USD)
VRBO
Pet Friendly Three Bedroom in Blue Ridge Mountains
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Oakwood is a large three bedroom, two bath cabin, all on one level. The master bedroom contains a queen bed, plus a s ...
From $252 per night (USD)
VRBO
From $208 per night (USD)
VRBO
Pet Friendly Two Bedroom in Blue Ridge Mtns
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
A very comfortable two bedroom, Mountainwood gives plenty of room to spread out. The main room is nice and open, includ ...
From $208 per night (USD)
VRBO
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VRBO
HOT TUB + Pet Friendly + visit 80 acres to let your dogs run off-leash!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
We are dog lovers with Australian Shepherds! Before we moved to the mountains full-time and would visit, we would alway ...
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VRBO
From $2347 per night (USD)
Expedia
WILDBRIAR LODGE • 6BR/6BA • MASTER SUITES • HOT TUB • GAME ROOM • MOUNTAIN VIEWS
Bedrooms:
5
Bathrooms:
6
Sleeps:
20
This property is undergoing a complete remodel, expected to be finished by June 2025. Updates include a new 12-seater th ...
From $2347 per night (USD)
Expedia
From $106 per night (USD)
VRBO
Downtown Waynesboro Location, Walk to Dining/Bars/Brewery Stylish NEW decor! Washer/Dryer in unit
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Enjoy this cozy abode, ideal for singles or a couple looking for an affordable and convenient spot to enjoy the sites! L ...
From $106 per night (USD)
VRBO
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Expedia
Affordable Suites of America Waynesboro
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
<p>A short distance from snowboarding, downhill skiing, and more, this smoke-free apartment lets you experience it all. ...
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Expedia
From $435 per night (USD)
VRBO
Bide-a-Wee- Hike the Trails! Close to the slopes!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Bide-a-Wee! This cozy mid-century modern mountain home has 3 bedrooms and 2 baths within a 10-minutes walking ...
From $435 per night (USD)
VRBO
From $302 per night (USD)
VRBO
Golf Front Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
3 Bedroom + Loft and Basement, 2 Bath on Devil's Knob #5 Beautiful, custom built and spacious three bedroom home locate ...
From $302 per night (USD)
VRBO
From $724 per night (USD)
VRBO
Updated spacious home with top of the mountain view!
Bedrooms:
4
Bathrooms:
5
Sleeps:
13
Experience “top of the mountain” living and enjoy the spectacular views in this spacious and updated 5 bedroom, 4.5 bath ...
From $724 per night (USD)
VRBO
From $145 per night (USD)
Expedia
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This beautifully restored home is located in the City of Waynesboro just a short drive from the Blue Ridge Parkway. Mode ...
From $145 per night (USD)
Expedia

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