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$\SERENITY 4 ALL SEASONS\$
From $603 per night (USD)
VRBO
\"SERENITY 4 ALL SEASONS\"
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
From the décor and furnishings to the beautiful views you will not want to leave. This 5 BR (3 queen beds, 1 full bed an ...
From $603 per night (USD)
VRBO
From $82 per night (USD)
VRBO
Tranquility, Wonderful View From The Sun Room,In The Historic Shenandoah Valley
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Blueberry Hill Farm vacation suite is located midway between Staunton and Lexington, in a serene country setting yet con ...
From $82 per night (USD)
VRBO
From $380 per night (USD)
VRBO
Spectacular Ski Chalet, 3 BR, 2.5 Bath, Great Location.
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This chalet offers a spacious panaromic view, with a high wooden vaulted ceiling. Only 5 min away from ski slopes, ...
From $380 per night (USD)
VRBO
From $765 per night (USD)
Expedia
Secluded 150 Acre Property, Private Lakes, 360 Mountain Views, Elegant Lodging
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Crimora Mine Retreat is an upscale custom log home built on 150 acres of mountainside. Panoramic views, private lakes, a ...
From $765 per night (USD)
Expedia
From $505 per night (USD)
VRBO
Private Mountain Lodge with Panorama Views
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This 4 bedroom / 3 bathroom beautiful mountain chalet with gorgeous panorama views offers ample space inside and out! L ...
From $505 per night (USD)
VRBO
From $172 per night (USD)
VRBO
Devil's Knob Mtn. condo on golf course with views of Shenandoah Valley
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
2BR, 2BA condo with queen sleeper. Sleeps 6. Great room has lofted ceilings with deck on 12th fairway of Devil's Knob ...
From $172 per night (USD)
VRBO
From $369 per night (USD)
VRBO
Desirable Devil's Knob location - Perfect Family Retreat!
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Our luxurious, craft-style home will comfortably sleep 6-7 guests. We have 2 Master bedrooms, both with private baths. T ...
From $369 per night (USD)
VRBO
From $329 per night (USD)
VRBO
Renovated, dog friendly, summer pool access and beautiful views!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
PLEASE READ FULL DESCRIPTION BEFORE BOOKING New 2 bed/2bath renovated condo at the Overlook! This beautifully renovated ...
From $329 per night (USD)
VRBO
From $275 per night (USD)
VRBO
Time to Book for Spring and Summer...Amazing Views and 5-Star Amenities
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
While it may be getting hot where you live, at Wintergreen the spring and summer are much cooler and very pleasant. Wi ...
From $275 per night (USD)
VRBO
From $292 per night (USD)
VRBO
Condo at Wintergreen! The best Valley and Resort Views! Newly renovated!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
PLEASE READ FULL DESCRIPTION BEFORE BOOKING Newly renovated cozy 2 bedroom, 2 bath condo with open floor plan and fanta ...
From $292 per night (USD)
VRBO
From $449 per night (USD)
VRBO
Kick back at Virginia’s premier ski and golf resort
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Perched high in the Smokey Mountains above the Blue Ridge Parkway, Wintergreen is a perfect spot for relaxing with frien ...
From $449 per night (USD)
VRBO
From $620 per night (USD)
Expedia
Blue Ridge Mountain Retreat in Wintergreen
Bedrooms:
5
Bathrooms:
7
Sleeps:
21
Welcome to Blue Ridge Mountain Retreat at Wintergreen! This amazing property is the newest addition to Wind Luxury Prope ...
From $620 per night (USD)
Expedia
Click For Pricing
VRBO
Spacious Wintergreen Home on Devil's Knob Golf Course
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Spacious Wintergren home located on Devil's Knob Golf Course is conveniently located close to the resort amenties. Nicel ...
Click For Pricing
VRBO
From $365 per night (USD)
VRBO
Weaverton-Unique Log Home in Shenandoah Valley
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Weaverton is a unique log and stone home built in 2002 but was designed as a reproduction from 3 different time periods ...
From $365 per night (USD)
VRBO
From $260 per night (USD)
VRBO
Mountain Escape: updated kitchen, king bed, walk to nature center, pet friendly
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Spacious pet/family-friendly mountain top property filled with natural light. Inviting living room and convenient locati ...
From $260 per night (USD)
VRBO
From $416 per night (USD)
Expedia
Sleepy Bear Chalet
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Escape to the mountains and enjoy your peace and quiet from the chaos of everyday life. Relax by the fire at night and s ...
From $416 per night (USD)
Expedia
From $249 per night (USD)
VRBO
Cozy Cabin with private HOT TUB!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Enjoy your holiday in this cozy cabin at the top of Wintergreen. It will have plenty of room for your party with three ...
From $249 per night (USD)
VRBO
From $287 per night (USD)
Expedia
Come and enjoy a beautiful view and relaxing time at Windy Knoll....
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Windy Knoll invites you to come and relax and enjoy the stunning views of the Afton Mountain greenery. Large A-Frame w ...
From $287 per night (USD)
Expedia
From $690 per night (USD)
VRBO
ALL NEW. BEAUTIFUL 3 BEDROOM TOWN HOME.
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
The home was fully rebuilt during 2020-2021 with the highest of finishes and furnishings The first floor is open, with ...
From $690 per night (USD)
VRBO
From $165 per night (USD)
Expedia
Get Away, Relax, and Unwind
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
This cozy home is located in the small town of Grottoes, Virginia nestled between the shade of an old Oak Tree, Maple Tr ...
From $165 per night (USD)
Expedia
From $477 per night (USD)
VRBO
COMPLETELY RENOVATED with breathtaking VIEWS
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This completely renovated condo unit in Wintergreen resort is brand new to the rental market. All brand new furniture a ...
From $477 per night (USD)
VRBO
From $250 per night (USD)
Expedia
Lakeside Log Home on Picturesque Private Farm
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Getaway from it all at this beautiful lakeside log home in West Augusta. Enjoy the private setting surrounded by a 900+ ...
From $250 per night (USD)
Expedia
$'Sundrop' Beautiful 4bd\/2bath cabin, summer pool access, close to hiking trails!$
From $365 per night (USD)
VRBO
'Sundrop' Beautiful 4bd\/2bath cabin, summer pool access, close to hiking trails!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
PLEASE READ FULL DESCRIPTION AND LISTING BEFORE BOOKING Come and enjoy this peaceful cabin on Wintergreen Resort. This ...
From $365 per night (USD)
VRBO
From $325 per night (USD)
VRBO
Shenandoah Valley Farm House near BR pkway & Skyline , UVA, Staunton, wineries
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
We are a 150 acre working farm with cattle and crops, fronting the South River, at the base of the Blue Ridge Mountai ...
From $325 per night (USD)
VRBO
From $343 per night (USD)
VRBO
Cozy Condo at Wintergreen! Book now for The Ski Season!
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
This perfect little getaway is nestled into the hillside and centrally located within Wintergreen. Our place can serve ...
From $343 per night (USD)
VRBO
From $513 per night (USD)
VRBO
Beautiful Mountain House Close to the Slopes
Bedrooms:
4
Bathrooms:
3
Sleeps:
11
Enjoy the rustic mountain feeling and still have the modern day comforts. This house has three lovely updated bedrooms ...
From $513 per night (USD)
VRBO
From $105 per night (USD)
VRBO
Close to Skyliine Drive Wintergreen Cozy and Private
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Enjoy this eclectic and cozy abode, ideal for couples or small groups looking for an affordable and convenient spot to e ...
From $105 per night (USD)
VRBO
$Spacious Wintergreen Resort Home w\/ Hot Tub!$
Click For Pricing
Expedia
Spacious Wintergreen Resort Home w\/ Hot Tub!
Bedrooms:
5
Bathrooms:
6
Sleeps:
8
The Blue Ridge Mountains are calling you to this 4-bedroom, 3-bath, 2-half bath vacation rental for an epic family getaw ...
Click For Pricing
Expedia
From $117 per night (USD)
VRBO
Top of Mountain 2 BR Condo, Short Walk to Highlands Ski Lift and Scenic Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Located at the top of Wintergreen Mountain, this spacious 2 bedroom 2 full baths condo gets close to all the action on t ...
From $117 per night (USD)
VRBO
From $144 per night (USD)
Expedia
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Ours is a 2-bedroom condo just 0.2 mile (3 minute walk) to the top of the Blue Ridge Express lift, in the Mountain Villa ...
From $144 per night (USD)
Expedia
From $145 per night (USD)
VRBO
Priced to rent! Amazing views. Overlooking Black Diamond Slope
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This ski front view property offers the best of both worlds. Walk to the advanced ski slopes or enjoy breath-taking view ...
From $145 per night (USD)
VRBO
From $88 per night (USD)
VRBO
Happy Valley Log Cabin Farmhouse Shenandoah Valley
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Early 1800's Log Cabin located in beautiful Steeles Tavern, Augusta, VA. This 1600sf cabin/farm house is situated on jus ...
From $88 per night (USD)
VRBO
From $214 per night (USD)
VRBO
Wild Wintergreen Retreat
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
2 bedroom/ 2 bath condo located at Wintergreen Resort is awaiting your visit. It’s newly updated with stainless steel ap ...
From $214 per night (USD)
VRBO
From $156 per night (USD)
VRBO
Blue Ridge Retreat: Your Cozy Mountain Getaway
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Luxury condo completely renovated and furnished with all you need for an exceptional stay. Whether you enjoy the winerie ...
From $156 per night (USD)
VRBO
From $1103 per night (USD)
VRBO
The newest and largest edition to the Wintergreen Retreat portfolio!
Bedrooms:
5
Bathrooms:
6
Sleeps:
23
The sky and blue ridge mountains loom large past floor-to-ceiling windows at this modern luxury ski lodge home on Winter ...
From $1103 per night (USD)
VRBO
$Cozy Mountain Retreat! Short walk to slopes\/hiking trails\/restaurants.$
From $270 per night (USD)
VRBO
Cozy Mountain Retreat! Short walk to slopes\/hiking trails\/restaurants.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Our townhouse is in a great location. It's quiet and tucked away, but at the same time only a short distance to many poi ...
From $270 per night (USD)
VRBO
From $274 per night (USD)
VRBO
Afton Station Cottage -Beautifully Renovated Blue Ridge Scenic Historic Setting
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our house is nestled on the eastern slope of Afton Mountain just below Rockfish Gap in the northern tip of Historic Nels ...
From $274 per night (USD)
VRBO
From $270 per night (USD)
Expedia
Via Serenity Stream
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Relax in this cozy cottage on the riverbank with 2 bedroom 1.5 bath and sleeps 5 comfortably at the bottom of Reddish kn ...
From $270 per night (USD)
Expedia
From $249 per night (USD)
VRBO
Wintergreen Resort Home, @ top of mountain with shuttle acces to Ski Lifts
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
One of the nicest homes and BEST VALUES at Wintergreen! Rental of this 4-bedroom, 4-bath home The FREE SHUTTLE SERVICE ...
From $249 per night (USD)
VRBO
$Tips Up: Cozy Slopeside Retreat w\/ Fireplace (~100 Yards From The Slopes!)$
From $156 per night (USD)
VRBO
Tips Up: Cozy Slopeside Retreat w\/ Fireplace (~100 Yards From The Slopes!)
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The mountains are calling and you must go. Well, you don't have to, but we think it's a good idea. Make Tips Up your h ...
From $156 per night (USD)
VRBO
$Mountain-Top Retreat w\/ 3 Master BR,Expansive Desks and Panoramic Window Views$
From $710 per night (USD)
VRBO
Mountain-Top Retreat w\/ 3 Master BR,Expansive Desks and Panoramic Window Views
Bedrooms:
6
Bathrooms:
5
Sleeps:
11
Enjoy this beautifully furnished house with screened porch, expansive decks, and magnificent views of the Virginia Blue ...
From $710 per night (USD)
VRBO
From $574 per night (USD)
VRBO
Walking Distance To Mountain Inn, Great Location For Your Mountain Getaway
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Located just past the Mountain Inn, our home is newly furnished with all the comforts of home. Just .4 miles from the M ...
From $574 per night (USD)
VRBO
From $752 per night (USD)
VRBO
Mountain Season Lodge
Bedrooms:
4
Bathrooms:
7
Sleeps:
16
Winter, Spring, Summer, or Fall, it's ALWAYS Mountain Season! This 6 bedroom/4 bathroom house is the perfect mountain g ...
From $752 per night (USD)
VRBO
From $240 per night (USD)
Expedia
Cozy 3-bedroom cabin located in Wintergreen Resort
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Capture all the beauty of Wintergreen's 4 seasons with this adorable property. Rustic 3-bedroom/2 full bath home sitting ...
From $240 per night (USD)
Expedia
$Ski-In\/Out, Beautiful Mountain & Valley Views$
From $306 per night (USD)
VRBO
Ski-In\/Out, Beautiful Mountain & Valley Views
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Beautiful two-level 3 bedroom/3 bathroom condo in the Highlands with open floor plan and fantastic mountain and valley v ...
From $306 per night (USD)
VRBO
$Lyndhurst Cabin on Farm w\/ Pond & Stocked Stream!$
From $296 per night (USD)
Expedia
Lyndhurst Cabin on Farm w\/ Pond & Stocked Stream!
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Trade your daily stresses for an escape to the woodlands of Virginia when you book this 1-bedroom, 1-bath Lyndhurst vaca ...
From $296 per night (USD)
Expedia
From $434 per night (USD)
VRBO
Above the Clouds! Perfect Escape for Families!
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Breathe in the fresh mountain air when you stay at The Retreat at Wintergreen in the Blue Ridge Mountains. This updated ...
From $434 per night (USD)
VRBO
$Beautiful 2BR\/2BA - DOG FRIENDLY -- Great LOW Rates$
From $136 per night (USD)
VRBO
Beautiful 2BR\/2BA - DOG FRIENDLY -- Great LOW Rates
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
2BR/2BA condo on the mountain golf course in the Wintergreen Resort. The condo has a queen size bed in the master bedroo ...
From $136 per night (USD)
VRBO
From $368 per night (USD)
VRBO
180 Degree Breathtaking Views
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Newly remodeled by new owner. Amazing views from the walk out wrap around terrace in Wintergreen Ski/Golf Resort. First ...
From $368 per night (USD)
VRBO
Click For Pricing
Expedia
Historic Staunton Home ~ 1 Mi to Downtown!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Pack your bags and enjoy relaxing days from this historic 2-bed, 1-bath vacation rental. Enjoy the welcome gift of a bot ...
Click For Pricing
Expedia
From $160 per night (USD)
VRBO
Suite in Shenandoah Valley
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Enjoy this peaceful and quiet setting in the heart of Shenendoah Valley with beautiful mountain views, and a large pond ...
From $160 per night (USD)
VRBO
$Charming 5 Bedroom Historic brick home w\/ sprawling river views, pool & hot tub!$
From $1277 per night (USD)
Expedia
Charming 5 Bedroom Historic brick home w\/ sprawling river views, pool & hot tub!
Bedrooms:
3
Bathrooms:
10
Sleeps:
20
We are experienced hosts & have decided to open our home to other families while we travel around in an RV with ours! E ...
From $1277 per night (USD)
Expedia
From $303 per night (USD)
VRBO
Beautiful, comfortable 3 bedroom condo with an incredible view!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Kick back and relax at our 3-bedroom 3-bathroom condo in The Vistas! With beautiful views of the mountains, the valley, ...
From $303 per night (USD)
VRBO
From $143 per night (USD)
VRBO
Cozy Mountain Retreat * Dog Friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Immerse in nature’s beauty at the Bear Essentials Retreat located close to Wintergreen Resort, a year-round haven for ou ...
From $143 per night (USD)
VRBO
From $282 per night (USD)
VRBO
Wintergreen. Minutes from ski slopes Sunset Vista Villa - Sea of Mountains
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to Sunset Vista Villa! seconds from the shuttle and minutes to slopes! This beautifully appointed, 2 bedroom, 2 ...
From $282 per night (USD)
VRBO
$4 Units | Charming Retreat w\/ & Indoor Pool for Ultimate Relaxation$
From $674 per night (USD)
VRBO
4 Units | Charming Retreat w\/ & Indoor Pool for Ultimate Relaxation
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
Step back in time at this comfortable and historic property within walking distance of all the best attractions in downt ...
From $674 per night (USD)
VRBO
From $337 per night (USD)
VRBO
2 Relaxing Hotel Rooms Near Woodrow Wilson Library and Downtown Attractions
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Step back in time at this comfortable and historic property within walking distance of all the best attractions in downt ...
From $337 per night (USD)
VRBO
From $505 per night (USD)
VRBO
Historic Stay Near Downtown Staunton with Indoor Pool | 3 Units
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Step back in time at this comfortable and historic property within walking distance of all the best attractions in downt ...
From $505 per night (USD)
VRBO
$4 Peaceful Accommodation w\/ Indoor Pool | Right in the Heart of the City$
From $674 per night (USD)
VRBO
4 Peaceful Accommodation w\/ Indoor Pool | Right in the Heart of the City
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
Step back in time at this comfortable and historic property within walking distance of all the best attractions in downt ...
From $674 per night (USD)
VRBO
$Peaceful Accommodation w\/ Indoor Pool | 2 Units Near Downtown$
From $337 per night (USD)
VRBO
Peaceful Accommodation w\/ Indoor Pool | 2 Units Near Downtown
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Step back in time at this comfortable and historic property within walking distance of all the best attractions in downt ...
From $337 per night (USD)
VRBO
$Historic Hotel w\/ Modern Comfort | 3 Relaxing Units Ideal For Family Stay$
From $505 per night (USD)
VRBO
Historic Hotel w\/ Modern Comfort | 3 Relaxing Units Ideal For Family Stay
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Step back in time at this comfortable and historic property within walking distance of all the best attractions in downt ...
From $505 per night (USD)
VRBO
$Downtown Historic Hotel w\/ Indoor Swimming Pool | Family Ready Room$
From $168 per night (USD)
VRBO
Downtown Historic Hotel w\/ Indoor Swimming Pool | Family Ready Room
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Step back in time at this comfortable and historic property within walking distance of all the best attractions in downt ...
From $168 per night (USD)
VRBO
$2 Relaxing Staunton Room w\/ Calming Pool Area | Right in the Heart of The City$
From $337 per night (USD)
VRBO
2 Relaxing Staunton Room w\/ Calming Pool Area | Right in the Heart of The City
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Step back in time at this comfortable and historic property within walking distance of all the best attractions in downt ...
From $337 per night (USD)
VRBO
From $168 per night (USD)
VRBO
Historic Stay Right in the Heart of the City | Pets Are Allowed
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Step back in time at this comfortable and historic property within walking distance of all the best attractions in downt ...
From $168 per night (USD)
VRBO
From $168 per night (USD)
VRBO
Relaxing Family Getaway at Downtown Staunton Inn | Pets Are Allowed
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Step back in time at this comfortable and historic property within walking distance of all the best attractions in downt ...
From $168 per night (USD)
VRBO
From $238 per night (USD)
VRBO
3 Bedroom Condo on the 18th hole within walking distance to many amenities.
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
This top level fully renovated 3-bedroom condo is on the 18th fairway of Devil's Knob Golf Course. The condo is also wit ...
From $238 per night (USD)
VRBO
From $143 per night (USD)
VRBO
Cozy Wintergreen Retreat- Clean, Quiet & Convenient, King Bed, Non-Smoking
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Take advantage of all the Blue Ridge Mountains have to offer while staying at this charming first floor condo. Enjoy ski ...
From $143 per night (USD)
VRBO
From $187 per night (USD)
Expedia
Majestic Mountain View’s from The Cliffs
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located at the top of the mountain with views of Rockfish Valley and Wintergreen ski slopes. Our Majestic Mountain View ...
From $187 per night (USD)
Expedia
From $201 per night (USD)
VRBO
New modern ranch house in adorable small town
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to La Posada! The quaint town of Grottoes takes center stage in its close proximity to I81, neighboring the citi ...
From $201 per night (USD)
VRBO
From $496 per night (USD)
Expedia
Unbeatable Views Atop Wintergreen 4min to Skiing
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Blue Ridge Heaven, located atop Devils Knob – the highest point at Wintergreen Resort. Enjoy the best views in central ...
From $496 per night (USD)
Expedia
$Luxurious ski chalet w\/ fireplaces, decks, views, gourmet kitchen + and hot tub!$
From $595 per night (USD)
VRBO
Luxurious ski chalet w\/ fireplaces, decks, views, gourmet kitchen + and hot tub!
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Wrap yourself in the cozy luxury of this beautiful, custom-built, professionally decorated home! Snuggle in front of the ...
From $595 per night (USD)
VRBO
From $281 per night (USD)
VRBO
Relaxing and Quiet Retreat at Wintergreen
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Come enjoy this cozy one-story, 1660 square foot 3 bedroom/3 full bath mountain home near miles of hiking trails as well ...
From $281 per night (USD)
VRBO
From $382 per night (USD)
VRBO
Book Now for Spring and Summer....Awesome Views and 5-Star Amenities
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
While it may be getting hot where you live, at Wintergreen the spring and summer are much cooler and very pleasant. Wi ...
From $382 per night (USD)
VRBO
From $330 per night (USD)
VRBO
Luxurious Family Friendly Mountain Home! Great Location on Devils Knob
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Beautiful family friendly mountain home in a great location within the Wintergreen Resort on the prestigious Devil’s Kno ...
From $330 per night (USD)
VRBO
Click For Pricing
VRBO
Centrally Located Charming Townhouse in Blue Ridge area
Bedrooms:
2
Bathrooms:
2
Sleeps:
2
Attractive, cheerful, quality-furnished, ground-level townhome located minutes from three towns, and 2 major highways. L ...
Click For Pricing
VRBO
From $372 per night (USD)
Expedia
The Ivy Cottage. Downtown, Historic Charm, allows dogs!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Enjoy the best of historic charm coupled w/ modern comforts. This 1920 cutie has a fully updated, large kitchen, giant s ...
From $372 per night (USD)
Expedia
Click For Pricing
VRBO
Gorgeous golf-front home with 2 living spaces, a fireplace, and high-speed wifi
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Located on a quiet cul de sac on the fifth hole of Devils Knob Golf Course this charming Post and Beam mountain home is ...
Click For Pricing
VRBO
From $327 per night (USD)
VRBO
Condo at Fairway Woods, perfect home base for ski season! ☃️🏂
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
READ FULL DESCRIPTION BEFORE BOOKING Come relax at our 3 bedroom 2 bathroom condo and enjoy the views of the Devils Kno ...
From $327 per night (USD)
VRBO
From $321 per night (USD)
VRBO
Wintergreen Resort Cabin: Near the Slopes!
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Get away with your adventure-loving friends or family and stay at this chic 3-bedroom, 2.5-bath cabin nestled in the woo ...
From $321 per night (USD)
VRBO
From $522 per night (USD)
Expedia
Enjoy all 4 seasons at this spacious, pet friendly home! Great views, sleeps 10
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
You won’t be able to look away from the spectacular Shenandoah Valley and Blue Ridge mountain views offered by this Wint ...
From $522 per night (USD)
Expedia
From $563 per night (USD)
VRBO
Wintergreen Resort Retreat: Ski, Hike, Golf!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
From skiing at Wintergreen Resort to hiking the Appalachian Trail, this 4-bedroom, 3-bath house is perfect in any season ...
From $563 per night (USD)
VRBO
$2bdr\/2 bath at Overlook-180 degree views and Peloton, pool access, hiking!$
From $284 per night (USD)
VRBO
2bdr\/2 bath at Overlook-180 degree views and Peloton, pool access, hiking!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
PLEASE READ FULL DESCRIPTION BEFORE BOOKING Some of the best views at Wintergreen! Come and relax at our newly updated ...
From $284 per night (USD)
VRBO
Click For Pricing
VRBO
Private creek, 5 minutes to slopes, under new management, pet friendly, hot tub!
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Come spend your vacation in one of the most relaxing properties in Wintergreen, conveniently located less than 5 minutes ...
Click For Pricing
VRBO
From $137 per night (USD)
Expedia
2 minutes from the shops and activities; Cozy 1 bedroom end unit.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Charming recently updated cozy 1 bedroom, 1 bath condo with private parking. Less than 2 minute walk to ski slopes and M ...
From $137 per night (USD)
Expedia
From $286 per night (USD)
VRBO
The Manor at Hunter Ridge Estate
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
The Manor at Hunter Ridge Estate is a beautiful destination. This historic Virginia family home and farm is situated on ...
From $286 per night (USD)
VRBO
From $208 per night (USD)
Expedia
Relaxing 3 bdrm Mountain Cabin on Wintergreen Resort
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Beautiful cabin in the woods! Welcome to our home! This beautiful mountain cabin is located on the top of Wintergreen R ...
From $208 per night (USD)
Expedia
From $533 per night (USD)
VRBO
Beautiful Wintergreen Retreat 5 min from the slopes
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
Come spend your vacation in one of the best properties new to the Wintergreen market, conveniently located in the resort ...
From $533 per night (USD)
VRBO
From $153 per night (USD)
Expedia
Escape to the Blue Ridge Mountains at Wine-tergreen!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Your perfect escape in the beautiful Blue Ridge Mountains! Enjoy a glass of the region's famous wines in front of the w ...
From $153 per night (USD)
Expedia
From $733 per night (USD)
VRBO
Stunning newly rebuilt home! Perfect peaceful getaway that sleeps 14!
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
WELCOME TO YOUR NEXT VACATION! Welcome to the Mountain Treehouse! We recently renovated the home with all upgraded amen ...
From $733 per night (USD)
VRBO
From $378 per night (USD)
Expedia
Breathtaking views! Beautifully decorated.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Enjoy a Fall/Winter getaway in our lovely three bedroom condo! Enjoy breathtaking views! Spend a day relaxing at the Sp ...
From $378 per night (USD)
Expedia
From $234 per night (USD)
VRBO
Highlands Condo LOTS OF DETAILED INFO LISTED☺️ Views for days!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
2 bedroom 2 bath and a queen sofa bed. Sleeps 4-6 very comfortably. This is our second condo here as we’ve fallen so in ...
From $234 per night (USD)
VRBO
From $133 per night (USD)
Expedia
Cozy Studio Overlooking 18 Hole
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
A slice of paradise overlooking the 18th hole and Devils Grill. Located across the street from the spa and Nature Found ...
From $133 per night (USD)
Expedia
$2bed\/2bath at Cliffs-mountain views, access to outdoor pools!$
From $286 per night (USD)
VRBO
2bed\/2bath at Cliffs-mountain views, access to outdoor pools!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
PLEASE READ FULL DESCRIPTION BEFORE BOOKING Charming 2 bedroom, 2 bath condo with open floor plan and fantastic views!! ...
From $286 per night (USD)
VRBO
From $216 per night (USD)
VRBO
Cozy chalet on Wintergreen Mountain
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
On a private, wooded lot, this chalet home is perfectly located in the year-round Wintergreen Resort. We’re less than a ...
From $216 per night (USD)
VRBO
From $674 per night (USD)
VRBO
4 BR cabin mins to trails & breweries pets welcome
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Feel right at home when you arrive at this lovely cabin at the very top of Wintergreen Resort mountain fresh ready for a ...
From $674 per night (USD)
VRBO
From $270 per night (USD)
Expedia
Dog Friendly - Backs to Golf - Spacious Deck
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
S'more Family Time is the perfect rental at Wintergreen Resort! The home sleeps 8 comfortably. It was designed for two f ...
From $270 per night (USD)
Expedia
$Wintergreen Resort Home w\/ Deck: Walk to Slopes$
From $546 per night (USD)
VRBO
Wintergreen Resort Home w\/ Deck: Walk to Slopes
Bedrooms:
4
Bathrooms:
7
Sleeps:
10
Pack your gear and head out to the mountains of Virginia for a stay at this 5-bed, 4-bath vacation rental, large enough ...
From $546 per night (USD)
VRBO
From $115 per night (USD)
VRBO
Convenient downtown Studio Near SNP, Wineries, Breweries
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! ...
From $115 per night (USD)
VRBO
From $120 per night (USD)
VRBO
Cozy Space in Downtown Waynesboro Close to Parkway, BR Tunnel, 151
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! ...
From $120 per night (USD)
VRBO
From $505 per night (USD)
VRBO
Calm Creek Retreat - golf course view, spacious deck, open entertainment area!
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
The leaves are changing and Calm Creek Retreat offers a gorgeous setting for enjoying the cooler temps on the mountain! ...
From $505 per night (USD)
VRBO

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