
George Washington National Forest Rentals
- From $380 per night (USD)
VRBO
The Fairway Chalet / 2 BR + Loft
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our newly renovated mountain home on Wintergreen’s golf course is minutes from the slopes, trails, and breweries. Relax ...
From $380 per night (USD)VRBO
- From $934 per night (USD)
VRBO
Oh Deer NEW LUXURY-renovated, hot tub/sauna, views
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 16
OH DEER! Welcome to your perfect escape in the Blue Ridge Mountains! Nestled just steps from the slopes of Wintergreen S ...
From $934 per night (USD)VRBO
- From $521 per night (USD)
VRBO
The perfect Blue Ridge mountain getaway awaits at Wintergreen resort!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your perfect mountain getaway at Wintergreen Resort! Nestled in the Blue Ridge Mountains, our home offers an ...
From $521 per night (USD)VRBO
- From $716 per night (USD)
VRBO
Brand-New Listing! Newly Updated 4BR/4BA Condo with Stunning Mountain Views
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to your mountain retreat at Wintergreen Resort! This newly updated 4-bedroom, 4-bathroom condo offers stunning m ...
From $716 per night (USD)VRBO
- From $595 per night (USD)
VRBO
Rock Climb Wall, “Treehouse” Suite, Hot Tub, Blue Ridge Views, Sleeps 14
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Escape to the mountains at this 5BR/4.5BA home in Wintergreen Resort! Enjoy breathtaking Blue Ridge Mountain views, cozy ...
From $595 per night (USD)VRBO
- From $299 per night (USD)
VRBO
Stylish Mountain Retreat Close to Trails & Tastings
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
"Mountain Memories" is our cozy, renovated chalet that is just a 5-minute walk to the slopes, lodge, and dining. The tra ...
From $299 per night (USD)VRBO
- From $252 per night (USD)
VRBO
Wintergreen Couples Retreat: Fireplace, Hiking, Wineries & Blue Ridge Parkway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Escape to the Blue Ridge Mountains and unwind in this cozy 1-bedroom Wintergreen retreat, perfect for couples, anniversa ...
From $252 per night (USD)VRBO
- From $529 per night (USD)
VRBO
5-star property in Wintergreen Resort under new management!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Stay close to the mountain lodge and all the best activities the mountains and Wintergreen Resort has to offer! The clas ...
From $529 per night (USD)VRBO
- From $965 per night (USD)
VRBO
The Mountain House at 12 Ridges Vineyard, unparalleled escape
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Perched high above Virginia’s Blue Ridge Mountains, The Mountain House at 12 Ridges Vineyard offers an unforgettable lux ...
From $965 per night (USD)VRBO
- From $231 per night (USD)
VRBO
Prime WTG Location - Summer Fun at Swoopside Hideaway - Outdoor Pools
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Stay at the heart of Wintergreen Resort at Swoopside Hideaway, a wonderful 2BR, 1.5BA condo perched right on the Eagles ...
From $231 per night (USD)VRBO
- From $658 per night (USD)
VRBO
The Moose Lodge-Hot Tub/Game Room/Fire Pit/Grill/Walk to Slopes-0.7mi to Lodge
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
Welcome to The Moose Lodge at Wintergreen – Your Mountain Escape Awaits! Gather your family and friends and make unforg ...
From $658 per night (USD)VRBO
- From $363 per night (USD)
VRBO
WTG Luxe Cliff House Retreat: Hike, Sip, Relax
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Discover the perfect getaway at Boho Cliff House, a stunning 3BR, 2BA home nestled in the heart of Wintergreen Resort. I ...
From $363 per night (USD)VRBO
- From $273 per night (USD)
VRBO
Uncork and unwind Mountain Retreat -Wintergreen Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Uncork and unwind Mountain Retreat Whether you are looking for a romantic getaway, a fun family trip or even just a pl ...
From $273 per night (USD)VRBO
- From $436 per night (USD)
Expedia
\"Glass & Pine\" Home close to Bold Rock & Vineyards
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled in the breathtaking Blue Ridge Mountains of Nellysford, VA, this newly built contemporary home is perfect for na ...
From $436 per night (USD)Expedia
- From $508 per night (USD)
VRBO
Springtime Getaway at Serenity Summit: Trails, Tastings, Peace
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Discover the perfect getaway at Serenity Summit, a stunning 3BR, 3.5BA home nestled in the heart of Wintergreen Resort. ...
From $508 per night (USD)VRBO
- From $254 per night (USD)
VRBO
Cozy 2-bedroom Condo in Wintergreen Resort with Full Kitchen & Beautiful Balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Cozy Condo in Wintergreen Resort with 2 bedrooms and 2 bathrooms. This stylish condo offers everything you need for a pe ...
From $254 per night (USD)VRBO
- From $714 per night (USD)
VRBO
Hilltop Escape At Wintergreen
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 14
Nestled amid the pristine beauty of the towering mountains, this home provides the perfect alpine escape for those seeki ...
From $714 per night (USD)VRBO
- From $237 per night (USD)
Expedia
Travelers' Rest--Your Wintergreen Retreat in the Center of it All!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wintergreen Resort, high in Virginia's Blue Ridge Mountains, features a multitude of outdoor activities, or you can just ...
From $237 per night (USD)Expedia
- From $387 per night (USD)
VRBO
Rockfish Valley Retreat- Wintergreen
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Welcome to Rockfish Valley Retreat! A perfect location to enjoy ALL that Wintergreen & Nelson County has to offer! Enj ...
From $387 per night (USD)VRBO
- From $336 per night (USD)
Expedia
Remodeled 3BR/2BA Ski Chalet off Tyro Slope
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This quaint remodeled Austrian styled 3BR/2BA ski chalet just one row off the Tyro Slopes. The unit has been completely ...
From $336 per night (USD)Expedia
- From $305 per night (USD)
VRBO
BOTTOM FLOOR DOBIE, MANY UPDATES, BEST SKI LOCATION
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This is one of a very few ground-floor, two-bedroom condos located on the beginner slopes. Wake up to panoramic mountain ...
From $305 per night (USD)VRBO
- From $399 per night (USD)
Expedia
Wintergreen Retreat - bespoke luxury post & beam home on Devils Knob loop
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
The Wintergreen Retreat is a vacation rental home within the Wintergreen Resort in Virginia in the prestigious Devil's K ...
From $399 per night (USD)Expedia
- From $151 per night (USD)
VRBO
Beautifully Renovated
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This quaint and cozy gem is ideally situated near all the attractions you desire! Enjoy leisurely walks to the Lodge, sh ...
From $151 per night (USD)VRBO
- From $363 per night (USD)
VRBO
Golf, Spa, Wine,or just a quiet getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
3-bedroom, 2-bathroom condo in Wintergreen Resort. Comfortable quiet condo on Devil s Knob Golf Course. Comfortably slee ...
From $363 per night (USD)VRBO
- From $247 per night (USD)
VRBO
Laurelwood Condo, Walk to Slopes, The Market & Restaurants + NFL Sunday Ticket
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Fall is a great time for hiking and football - Now includes YouTubeTV & NFL SUNDAY Ticket! Leave the bulky kid stuff ...
From $247 per night (USD)VRBO
- From $239 per night (USD)
Expedia
100 yards to Tyro slope Nestled in the woods
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Walk 100 yards to the Tyro slope. This is a cozy updated cabin tucked in the Wintergreen Forest. Come enjoy that mountai ...
From $239 per night (USD)Expedia
- From $609 per night (USD)
VRBO
Walk to slopes and Mountain Inn/First Floor King Primary and a Queen Bedroom
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This luxury home is conveniently located within walking distance to the Mountain Inn, Wintergreen Resort Ski & Snowboar ...
From $609 per night (USD)VRBO
- From $244 per night (USD)
VRBO
Eagles Court Slopeside Condo, Wifi, Walk to everything!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
138 Eagle’s Court is the place to stay! This gated condo is perfectly situated at Wintergreen Resort. Updated this spri ...
From $244 per night (USD)VRBO
- From $616 per night (USD)
VRBO
Dobie condo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Please note. If you want access to pool/fitness center it is $10/day/person AND I have to get all names at time of BO ...
From $616 per night (USD)VRBO
- From $629 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 $629 per night (USD)VRBO
- From $1001 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 $1001 per night (USD)VRBO
- From $191 per night (USD)
Expedia
Walk to Market/Private community outdoor pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Come enjoy our cozy condo. It is clean and nicely decorated. It is walking distance of the slopes and The Market at Win ...
From $191 per night (USD)Expedia
- From $426 per night (USD)
VRBO
Recent improvements, walk to events, trails and slopes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Clean, Comfortable and Convenient! Free Internet (FireFly Fiber Optic Broadband, 1Gbps) Walk to slopes and skip the shu ...
From $426 per night (USD)VRBO
- From $738 per night (USD)
VRBO
Cabin By The Falls
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Cabin By The Falls (@cabinbythefalls) sits on 40 private acres adjacent to the National Forest with the Tye River flowin ...
From $738 per night (USD)VRBO
- From $574 per night (USD)
VRBO
Blue Ridge Mt retreat steps off the Appalachian Trail in Wintergreen Resort
- 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 $574 per night (USD)VRBO
- From $391 per night (USD)
VRBO
Gorgeous, spacious 4 bedroom home in Wintergreen Resort
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to our oasis in the mountains! This comfortable, spacious, and airy 4 bedroom/3 bathroom (approx 2600 square fe ...
From $391 per night (USD)VRBO
- From $833 per night (USD)
VRBO
Marley's Cabin - a five star getaway on Wintergreen mountain
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Enjoy dramatic views of the Blue Ridge Mountains from Marley’s Cabin on Wintergreen Mountain, located in the heart of Ce ...
From $833 per night (USD)VRBO
- From $426 per night (USD)
Expedia
Spectacular mountain home perfect for multiple families! Just added deck firepit
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
**1 free unrestricted lift ticket to close out the '25-'26 season if booked between 3/8 to 3/15/2026 while supplies last ...
From $426 per night (USD)Expedia
- From $399 per night (USD)
VRBO
Experience Wintergreen – Fully Renovated Mountain Retreat with Year Round Views
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Tucked away on a quiet street with sweeping mountain views, this beautifully renovated four-bedroom home offers the perf ...
From $399 per night (USD)VRBO
- From $562 per night (USD)
Expedia
Large and Luxurious Exec 5BR Chalet
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
House, 5 Bedrooms, 4.5 Baths, (Sleeps/Max occupancy 10 people) Important notes for prospective renters: 1) Our house get ...
From $562 per night (USD)Expedia
- From $604 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 $604 per night (USD)VRBO
- From $622 per night (USD)
VRBO
Sleeps 14, 5 BR, EV Charger, Hot Tub, 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 $622 per night (USD)VRBO
- Click For Pricing
VRBO
Beautiful Farmhouse On 11 Heavenly Acres
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 10
Nestled in the Rockfish gap right under Devil's Knob our farmhouse is situated perfectly in the center of everything tha ...
Click For PricingVRBO
- From $193 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 $193 per night (USD)VRBO
- From $632 per night (USD)
VRBO
Modern Luxury Mountain Home within Wintergreen Retreat Collection
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 18
With gorgeous mountain views of the Blue Ridge and Blackrock Village this luxury mountain home is one of the largest in ...
From $632 per night (USD)VRBO
- Click For Pricing
VRBO
Beautiful Wintergreen Retreat 5 min from the slopes
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Come spend your vacation in one of the best properties new to the Wintergreen market, conveniently located in the resort ...
Click For PricingVRBO
- From $164 per night (USD)
VRBO
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 $164 per night (USD)VRBO
- From $770 per night (USD)
VRBO
3 Bedroom Chalet on Eagles Swoop ski slope
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Step onto the slopes from this cozy mountain house this winter! A true ski in/ski out mountain home just steps to Eagle ...
From $770 per night (USD)VRBO
- From $378 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 $378 per night (USD)VRBO
- From $428 per night (USD)
VRBO
Family Friendly Mountain Home! Great Location on Devils Knob
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Beautiful family friendly mountain home in a great location within the Wintergreen Resort on the prestigious Devil’s Kno ...
From $428 per night (USD)VRBO
- From $316 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 $316 per night (USD)VRBO
- From $204 per night (USD)
Expedia
Cozy Wintergreen Retreat- Clean, Updated & 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 $204 per night (USD)Expedia
- From $319 per night (USD)
VRBO
Peaceful Mountain Get Away
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Attractive Mountain home in Rodes Valley Nellysford,Va. Just minutes away from Vineyards, brewery's, hiking and skiing. ...
From $319 per night (USD)VRBO
- From $318 per night (USD)
VRBO
New listing- Five minute walk to slopes and village!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This beautifully maintained two bedroom, two bath loft style condo is just a short walk to the main lodge, restaurants a ...
From $318 per night (USD)VRBO
- From $501 per night (USD)
VRBO
Luxury Black Bear Lodge: Stunning 4 Season Mountain Views! Perfect for Families.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
The snow is here! Be the envy of your neighbors with panoramic views ALL year long! Step out on your private deck and b ...
From $501 per night (USD)VRBO
- From $430 per night (USD)
VRBO
Best view in Wintergreen! Large, comfortable 3 bedroom, 3 bath condo.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
3-bedroom 3-bathroom condo in The Vistas with beautiful views of the mountains, the valley, and the slopes. Perfect for ...
From $430 per night (USD)VRBO
- From $199 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 is located in the Wintergreen Resort. The condo has a queen size bed in the ma ...
From $199 per night (USD)VRBO
- From $336 per night (USD)
VRBO
Beautiful Mountain Views, Steps to the slopes!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Eagle's Lookout is located in Wintergreen's Treeloft Village, just 100 steps from the ski slopes. Our house delivers stu ...
From $336 per night (USD)VRBO
- From $346 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 $346 per night (USD)VRBO
- From $654 per night (USD)
Expedia
Fantastic Mountain & Valley Views! Top of the Mountain & Close to the Resort!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 14
Bright and open Wintergreen contemporary 5 bedroom home perfectly situated on the top of Black Rock Mountain. Gorgeous ...
From $654 per night (USD)Expedia
- From $789 per night (USD)
VRBO
Mountain-Top Retreat w/ 3 Master BR,Expansive Desks and Panoramic Window Views
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 11
Enjoy this beautifully furnished house with screened porch, expansive decks, and magnificent views of the Virginia Blue ...
From $789 per night (USD)VRBO
- From $770 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 $770 per night (USD)VRBO
- From $417 per night (USD)
VRBO
Dobie,1st floor,Slope side,End unit, Heart of Wintergreen 3 bedroom 3 bath
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This first floor, slope slide condominium is located in the heart of Wintergreen with ski in and ski out access. Hiking ...
From $417 per night (USD)VRBO
- From $282 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 $282 per night (USD)VRBO
- From $308 per night (USD)
VRBO
Beautifully Located Wintergreen Resort home in the valley off 151
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Relax at our cozy Wintergreen cabin/'modern farmhouse' nestled in a breath-taking valley of the Blue Ridge mountains. I ...
From $308 per night (USD)VRBO
- From $528 per night (USD)
Expedia
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 $528 per night (USD)Expedia
- From $292 per night (USD)
VRBO
3Br2Ba Outdoor Firepit, Pets ok and downstairs MBR
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome! Come up and relax and enjoy our mountain home, we affectionately call "Mrs. Bear”. She has a long private dri ...
From $292 per night (USD)VRBO
- From $722 per night (USD)
VRBO
Beautiful Mountain House Close to the Slopes
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 11
Enjoy the rustic mountain feeling and still have the modern day comforts. This house has three lovely updated bedrooms ...
From $722 per night (USD)VRBO
- From $225 per night (USD)
VRBO
Location, location, location mountain side in Wintergreen Mountain Village
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Best location at Wintergreen Resort! 2 bedroom, 1.5 bath slope side condo on Eagles Swoop Ski Slope! Eagles Court is a ...
From $225 per night (USD)VRBO
- From $716 per night (USD)
VRBO
Experience Autumn & the Holidays in the Blue Ridge Mountains 5BR/4BA
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
The area is perfect for comfortable gatherings and relaxation. The 1st floor features a large and spacious kitchen, dini ...
From $716 per night (USD)VRBO
- From $227 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 $227 per night (USD)VRBO
- From $198 per night (USD)
VRBO
Walk to activities / Slopeside! Gated community.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Want a rental near the activities? Just walk around the building and you will be just yards away from many of the summe ...
From $198 per night (USD)VRBO
- From $263 per night (USD)
VRBO
Quiet cul-de sac
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
The house easily sleeps eight. There are two queen size beds (one main and second level), two full beds with a twin bunk ...
From $263 per night (USD)VRBO
- From $641 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 $641 per night (USD)VRBO
- From $203 per night (USD)
VRBO
Devil's Knob Mtn. condo on golf course with views of Shenandoah Valley
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $203 per night (USD)VRBO
- From $426 per night (USD)
VRBO
Desirable Devil's Knob location - Perfect Family Retreat!
- Bedrooms:
- 3
- 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 $426 per night (USD)VRBO
- From $468 per night (USD)
VRBO
Rockfish Farmhouse - Home In the heart of The Rockfish Valley
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
The Rockfish Farmhouse is a quaint destination in the Rockfish Valley of Nelson County. The house was built in the early ...
From $468 per night (USD)VRBO
- From $474 per night (USD)
Expedia
Experience the best Summer at Wintergreen, pool access, golf course, hiking and more.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your cozy mountain retreat in Wintergreen, Virginia! This beautifully appointed 2-bedroom, 2-bathroom condo o ...
From $474 per night (USD)Expedia
- From $194 per night (USD)
VRBO
Smoky Bear Cabin
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Spacious 3 BR/2BA cabin, located a walk away from the ski slopes. Ski all day and relax at night by the jacuzzi hot tub ...
From $194 per night (USD)VRBO
- From $709 per night (USD)
Expedia
4BR/2.5BA on 5 acres near Bold Rock Cidery & Devils Backbone
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
4BR/2.5BA entire house set on 5 acres on private eco-village forest land, yet centrally located with Bold Rock Cidery at ...
From $709 per night (USD)Expedia
- From $679 per night (USD)
VRBO
The Reserve at 151: Sauna, Hot Tub, Pool & Poker
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The layout and house details are laid out below: LIVING ROOM - Large, open living area with sectional seating (seating ...
From $679 per night (USD)VRBO
- From $616 per night (USD)
Expedia
The Getaway at Wintergreen Resort
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 21
Welcome to Escape to Blue Ridge Haven on Wintergreen Resort, your peaceful mountain getaway! Whether you're looking for ...
From $616 per night (USD)Expedia
- From $730 per night (USD)
VRBO
Dogs OK Pool Tennis Grill Pack 'n Play Golf Hiking
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Circle-up around the firepit on the back deck under the star-lit sky, or cozy up on the comfy sofa around the indoor fir ...
From $730 per night (USD)VRBO
- From $536 per night (USD)
Expedia
Beautiful 4-season Mountain Home- New Listing
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
You’ll be ideally positioned a minute walk away from the Highlands Ski Lift and Wintergreen Spa. The back deck has a gre ...
From $536 per night (USD)Expedia
- From $307 per night (USD)
VRBO
Wintergreen Resort Condo: Walk to Ski Lift!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
With the slopes a walk away and endless Blue Ridge Mountain adventure at your fingertips, you may never want to leave th ...
From $307 per night (USD)VRBO
- From $465 per night (USD)
Expedia
Nelson Cozy Cabin: Mountain Getaway 20 mins to WTG
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nelson Cozy Cabin is a 3 bedroom, 2 bathroom cabin located in Nellysford, Virginia. The cabin is perfectly located jus ...
From $465 per night (USD)Expedia
- From $391 per night (USD)
VRBO
Panoramic Peak: Wintergreen Condo with Views
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Panoramic Peak is situated in the heart of Wintergreen Resort and boasts stunning mountain views from every window. The ...
From $391 per night (USD)VRBO
- From $237 per night (USD)
Expedia
Hanging Rock Cabin -
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Part of Love Ridge Mountain Lodging. Named for a popular nearby hiking and mountain biking trail. Completely renovated c ...
From $237 per night (USD)Expedia
- From $780 per night (USD)
VRBO
Sauna, dog friendly Amazing views to ski slopes
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Your View Above the Clouds This spacious, sunlit, two-floor penthouse condo sits right on the ridge at Winte ...
From $780 per night (USD)VRBO
- From $348 per night (USD)
Expedia
Creekfront Cabin • Fire Pit • Fenced Yard • Near Crabtree Falls
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to this peaceful Creekfront cabin in the Blue Ridge Mountains, located just minutes from Crabtree Falls and the A ...
From $348 per night (USD)Expedia
- From $358 per night (USD)
VRBO
Cozy chalet w/ king beds, fireplace, and hot tub. Close to hiking! Dog-friendly!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Blackrock Escape! Our home is the perfect getaway for couples and small families. *Sleeps 4: Two King beds ...
From $358 per night (USD)VRBO
- From $339 per night (USD)
Expedia
Three Ridges 84 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Three Ridges Mountain Escape Enjoy a relaxing retreat in this 1-bedroom, 1-bath condo in Three Ridges at Wintergreen Re ...
From $339 per night (USD)Expedia
- From $744 per night (USD)
VRBO
Shenandoah Ridge 07 with Wintergreen Advantage
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Shenandoah Ridge Spacious Mountain Retreat Make yourself at home in this spacious 4-bedroom, 4-bath condo at Shenandoah ...
From $744 per night (USD)VRBO
- From $297 per night (USD)
Expedia
Mountain Inn Lodge 68 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Mountain Inn King Loft Mountain Escape Enjoy a peaceful retreat in this comfortable loft-style guest room at the Mounta ...
From $297 per night (USD)Expedia
- From $702 per night (USD)
VRBO
Historic Farm Renovated with Comfort, Mountain Views, Hot Tub, Pond, & Animals!
- Bedrooms:
- 8
- Bathrooms:
- 11
- Sleeps:
- 26
Lovingly maintained and beautifully updated, this 1840s farmhouse is the treasure you’ve been looking for! Every room is ...
From $702 per night (USD)VRBO
- From $270 per night (USD)
Expedia
Whimsical Creekside Cabin
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Escape to our cabin in the Blue Ridge Mountains! Fall asleep to sounds of Little Mary’s Creek, enjoy your coffee on the ...
From $270 per night (USD)Expedia
- From $183 per night (USD)
VRBO
Your Perfect Blue Ridge Mountain Hideaway near 151
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
About this space A six-figure tiny home in the epicenter of VA's Brew Ridge Trail. FORBES listed this model as the most ...
From $183 per night (USD)VRBO
- From $488 per night (USD)
Expedia
Wintergreen Mountain Cabin · Hot Tub · Sauna · Mural · Fire Pit · Game Porch
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Drive up Fox Sparrow Lane through a tunnel of Blue Ridge trees, and the cabin appears between the pines. Inside: soaring ...
From $488 per night (USD)Expedia
- From $618 per night (USD)
VRBO
100 FT to SLOPES! 4bd 3bth Ski-in ski- out Dobie Condo - walk to Mountain Inn
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Best Location! Year-round - walk to Mountain Inn Ski-In/Ski-Out Slopeside family-sized Dobie Condo with loft RIGHT NEXT ...
From $618 per night (USD)VRBO
- From $870 per night (USD)
Expedia
Shenandoah Ridge 01 with Wintergreen Advantage
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Shenandoah Ridge Spacious Five-Bedroom Retreat Escape to the mountains in this expansive 5-bedroom, 4½-bath condo at Sh ...
From $870 per night (USD)Expedia




































































































