Nelson Area Rentals
From $527 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 $527 per night (USD)VRBO
From $341 per night (USD)Expedia
Walk to Slope-Tyro/Luxury Living/Sunset Mountain Views and Same Day Arrival OK
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 11
Our beautiful mountain house has breathtaking sunset views and offers a short walk to the slopes and lodge of Wintergree ...
From $341 per night (USD)Expedia
From $738 per night (USD)VRBO
Farm House on Working Vineyard Near Blue Ridge Mountains, Charlottesville
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
A renovated 19th century gem, the Cardinal Point Farmhouse is located in Afton, VA, and has impressive and unimpeded vie ...
From $738 per night (USD)VRBO
From $449 per night (USD)Expedia
Spectacular Ski Chalet, 3 BR, 2.5 Bath, Great Location.
- Bedrooms:
- 2
- 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 $449 per night (USD)Expedia
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 $247 per night (USD)VRBO
Blue Ridge Mountains, Hiking, Skiing, Fishing, Mountain Air, Breweries, Wineries
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our Cottage at Massies Mill at the base of the Priest Mountain in the Blue Ridge Mountains. The cottage is c ...
From $247 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 $218 per night (USD)VRBO
Whisper Creek Lodge! Lower Level Suite!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Whisper Creek! Located in the foothills of the Shenandoah Mountains. This Lower Level Suite will provide you and friends ...
From $218 per night (USD)VRBO
From $352 per night (USD)VRBO
Time to Book for Spring and Summer...Amazing Views and 5-Star Amenities
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $352 per night (USD)VRBO
From $820 per night (USD)Expedia
In the center of Nelson County's wine and beer region, 19 miles to UVA/Cville
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
The Inn at Blue Mountain Brewery was built in 2007 as the original home of the brewery owners and was recently reimagine ...
From $820 per night (USD)Expedia
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 $1014 per night (USD)Expedia
Blue Ridge Mountain Retreat in Wintergreen
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 21
Welcome to Blue Ridge Mountain Retreat at Wintergreen! This amazing property is the newest addition to Wind Luxury Prope ...
From $1014 per night (USD)Expedia
From $438 per night (USD)VRBO
Hot Tub Pool Table Dog OK Tennis Golf Shuffleboard
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
8min walk or 3min drive to ski. Sweeping views year round. Retreats, romantic weekends or adventurous getaways. Close to ...
From $438 per night (USD)VRBO
From $819 per night (USD)Expedia
Luxury Mountain Lodge: Hot Tub and Incredible Mountain Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
Welcome to Harvest Moon Lodge & Retreat, where adventure and serenity meet. Nestled high on 9.2 acres in the heart of th ...
From $819 per night (USD)Expedia
From $194 per night (USD)VRBO
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 $194 per night (USD)VRBO
From $227 per night (USD)Expedia
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)Expedia
From $373 per night (USD)VRBO
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 $373 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 $390 per night (USD)VRBO
5 BR Wintergreen House w/ Game Room, 75” TV, Ping Pong, Foosball, Wet Bar & Deck
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 13
Enjoy mountain adventures with friends & family at this beautiful & newly renovated 5 bedroom mountain house located in ...
From $390 per night (USD)VRBO
From $325 per night (USD)Expedia
Freshwater Field Cabin
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
The Freshwater Field Cabin is very private, nestled in a mountain hollow, but only 5 miles from route 29. It is rustic ...
From $325 per night (USD)Expedia
From $212 per night (USD)VRBO
Murphy’s Place 2-bedroom apartment near hiking skiing wineries and breweries.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Built in 2021 a spacious two bedroom apartment. Private entrance. Tiled bathroom lg. walk-in shower with rain head and 4 ...
From $212 per night (USD)VRBO
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 $318 per night (USD)VRBO
Cozy Condo at Wintergreen! Book now for The Ski Season!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This perfect little getaway is nestled into the hillside and centrally located within Wintergreen. Our place can serve ...
From $318 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 $311 per night (USD)VRBO
2 Bdrm Condo - Mountain Views, Great for Skiing & Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2 Bedroom & 2 Bath Condo with all of the modern day amenities. Located at the top of Wintergreen Resort with ideal locat ...
From $311 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 $241 per night (USD)Expedia
Top of Mountain 2 BR Condo close to hiking trails and scenic overlooks!
- 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 $241 per night (USD)Expedia
From $174 per night (USD)VRBO
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 $174 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 $538 per night (USD)VRBO
2-Level Modern Home on 25 Wooded Acres with Amazing Mountain Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Architect-designed home sits on a high ridge. Main living space optimizes dramatic views of Humpback Mountain. Covered ...
From $538 per night (USD)VRBO
From $751 per night (USD)VRBO
Fulton Belle Vue - Beautiful fully renovated Farmhouse in Afton-great location.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 11
Fulton Belle Vue is a completely renovated Farmhouse conveniently located in the heart of the 151 Brew Trail and close t ...
From $751 per night (USD)VRBO
From $280 per night (USD)VRBO
Fleetwood (c. 1809) - A renovated landmark
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Built in 1809 as a country home and renovated in 2019, Fleetwood is great balance of old-world charm and modern convenie ...
From $280 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 $413 per night (USD)Expedia
Romantic Log Cabin Escape on Delfosse Winery!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This 1-bed, 1-bath vacation rental is calling - your next couple's retreat awaits! With panoramic vistas and private hil ...
From $413 per night (USD)Expedia
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 $1047 per night (USD)Expedia
The newest and largest edition to the Wintergreen Retreat portfolio!
- Bedrooms:
- 4
- 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 $1047 per night (USD)Expedia
From $315 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 $315 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 $264 per night (USD)VRBO
Tips Up: Cozy Slopeside Retreat w/ Fireplace (~100 Yards From The Slopes!)
- Bedrooms:
- 1
- Bathrooms:
- 1
- 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 $264 per night (USD)VRBO
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 $850 per night (USD)VRBO
Mountain Season Lodge
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 16
Winter, Spring, Summer, or Fall, it's ALWAYS Mountain Season! This 6 bedroom/4 bathroom house is the perfect mountain g ...
From $850 per night (USD)VRBO
From $304 per night (USD)VRBO
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 $304 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 $501 per night (USD)VRBO
Wintergreen Home w/ Hot Tub, Deck & Mountain Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The ultimate Blue Ridge Mountain getaway awaits at this 3-bedroom, 2-bath vacation rental! This home boasts ski-in/out a ...
From $501 per night (USD)VRBO
From $585 per night (USD)Expedia
Above the Clouds! Perfect Escape for Families!
- Bedrooms:
- 3
- 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 $585 per night (USD)Expedia
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 $556 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 $556 per night (USD)VRBO
From $319 per night (USD)Expedia
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)Expedia
From $446 per night (USD)VRBO
Incredible Mountain Views - Modern Four Bedroom Home - Five Minute Walk to Slope
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Pedlars Horizon, a serene mountain no home with spectacular mountain views. This cozy sanctuary is close to everything y ...
From $446 per night (USD)VRBO
From $464 per night (USD)Expedia
COZY SKI COTTAGE--SKI IN SKI OUT
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
the cottage has large front and rear decks, stairway to slopes, nice furniture and bedding, fully equipped kitchen, slee ...
From $464 per night (USD)Expedia
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 $444 per night (USD)VRBO
Serene Hideaway with Views, 1 Mi to Hike & Ski!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
‘Treetop Getaway’ is surrounded by towering trees and breathtaking vistas, this 3-bedroom, 2-bath Wintergreen Resort esc ...
From $444 per night (USD)VRBO
From $326 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 $326 per night (USD)VRBO
From $257 per night (USD)VRBO
Eagles Court Ski In/Ski Out Condo with Walkable Location & Mountain Views!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Directly on the slope of Eagle's Swoop our condo is in a central location to everything in the Wintergreen Resort! Enjoy ...
From $257 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 $328 per night (USD)VRBO
Wintergreen. Panoramic Sunsets, Mountain Views, Pool, 2 King Suites, 99 midweek
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
SUMMER SPECIAL – LIMITED TIME OFFER Stay 2 nights and get your 3rd night for just $99 when you check in Sunday through ...
From $328 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)VRBO
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)VRBO
From $499 per night (USD)Expedia
Luxury Cottage in Virginia Wine Country | Outdoor Tub + Mountain Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Escape to The Cottage at Perkins Hollow Retreat, a luxury studio cottage nestled in the heart of Virginia Wine Country i ...
From $499 per night (USD)Expedia
From $671 per night (USD)VRBO
Beautiful Mountain Getaway• 5Bd, Wineries, Breweries, Golk, Hiking, New Arcade!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 16
Welcome to Stoney Creek Sanctuary, a 4,200 sq ft luxury retreat located in the highly sought-after Wintergreen Stoney Cr ...
From $671 per night (USD)VRBO
From $862 per night (USD)Expedia
Unbeatable Views Atop Wintergreen Resort
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Blue Ridge Heaven is located at an elevation of 3,850 feet atop Devils Knob – the highest point at Wintergreen Resort in ...
From $862 per night (USD)Expedia
From $466 per night (USD)VRBO
Book Now for Spring and Summer....Awesome Views and 5-Star Amenities
- Bedrooms:
- 3
- Bathrooms:
- 3
- 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 $466 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 $320 per night (USD)VRBO
Best views on Mountain! Breathtaking 5 Star condo! Book Summer and Fall now!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Completed remodeled with all new furniture and decor! This Non-Smoking, No-Pets condominium sleeps six: the master bedro ...
From $320 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 $398 per night (USD)VRBO
Wintergreen Resort Cabin: Near the Slopes!
- Bedrooms:
- 2
- 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 $398 per night (USD)VRBO
From $577 per night (USD)Expedia
Enjoy all 4 seasons at this spacious, pet friendly home! Great views, sleeps 10
- Bedrooms:
- 4
- 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 $577 per night (USD)Expedia
From $332 per night (USD)VRBO
House / hot tub/pet friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
You will find plenty of room to have family and friends with you to enjoy a peaceful vacation with the relaxing sounds o ...
From $332 per night (USD)VRBO
From $453 per night (USD)VRBO
Robbins Nest Farm a Private Retreat Offering Secluded Luxury on the James River
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Virginia's hottest destination getaway—Robbins Nest Farm. Situated on the majestic James River in historic C ...
From $453 per night (USD)VRBO
From $711 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 $711 per night (USD)VRBO
From $227 per night (USD)Expedia
Peacefull, private Cabin! 140 acres,mile of river trails! 10 minutes to Rt.151!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Only Reserved guests are allowed in the cabin. Hunting and the use of any firearm is Not permitted anywhere on the prope ...
From $227 per night (USD)Expedia
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 $308 per night (USD)VRBO
Relaxing 3 bdrm Mountain Cabin on Wintergreen Resort
- Bedrooms:
- 2
- 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 $308 per night (USD)VRBO
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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 ...
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From $257 per night (USD)VRBO
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 $257 per night (USD)VRBO
From $449 per night (USD)Expedia
Newly Rebuilt Home - Hot Tub - Sauna - Sleeps 14
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to the Mountain Treehouse! We recently renovated the home with all upgraded amenities, including a brand new hot ...
From $449 per night (USD)Expedia
From $193 per night (USD)VRBO
Lovingston Get Away Lovingston, VA
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
We are located in the Village of Lovingston, VA. There are wineries, breweries, and distilleries. We have Wintergreen Sk ...
From $193 per night (USD)VRBO
From $418 per night (USD)Expedia
Breathtaking views! Beautifully decorated.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy a spring/summer getaway in our lovely three bedroom condo! Enjoy breathtaking views! Spend a day relaxing at the ...
From $418 per night (USD)Expedia
From $238 per night (USD)VRBO
Highlands Condo Views for days! Tons of details listed ⬇️☺️
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2 bedroom 2 bath and a Queen size sofa bed. Sleeps up to 6 very comfortably. This is our second condo here as we’ve fal ...
From $238 per night (USD)VRBO
From $193 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 $193 per night (USD)Expedia
From $279 per night (USD)VRBO
Cozy Wintergreen Resort Condo: Walk to Ski Lifts!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Experience the unparalleled beauty and easy relaxation that Wintergreen Resort provides when you book this cozy 2-bedroo ...
From $279 per night (USD)VRBO
From $424 per night (USD)Expedia
Diamond Adventure at Wintergreen Resort *FULLY UPDATED*
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Updated 2 bedroom/2 bathroom slope-side condo with amazing mountain views. Short walk around the building gets you to ou ...
From $424 per night (USD)Expedia
From $2302 per night (USD)VRBO
Estate in Blue Ridge Foothills - 20 min to Charlottesville
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
**Outdoor Heated Pool** **Hot Tub** **Event Site** **Mountain Views** The perfect escape to the scenic Rockfish Valley ...
From $2302 per night (USD)VRBO
From $307 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 $307 per night (USD)VRBO
From $590 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 $590 per night (USD)VRBO
From $175 per night (USD)Expedia
Where the Trail Ends
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Some trips are about doing everything. This one's about slowing down. Nestled inside Wintergreen Resort, this updated m ...
From $175 per night (USD)Expedia
From $318 per night (USD)VRBO
Where the Mountains Meet Your Idea of Perfect
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
**Three Springs Myndus — Blue Ridge Mountains, Virginia** *Where the mountains breathe and time slows down.* --- The ...
From $318 per night (USD)VRBO
From $630 per night (USD)Expedia
1 Mi to Slopes & Dining: Spacious Ski Getaway!
- Bedrooms:
- 4
- Bathrooms:
- 5
- 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 $630 per night (USD)Expedia
From $533 per night (USD)VRBO
Calm Creek Retreat - minutes from slopes, hot tub, large cozy family room!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
After a day on the slopes, return to Calm Creek Retreat for a relaxing hot tub soak and cozy night in by the fire! Step ...
From $533 per night (USD)VRBO
From $247 per night (USD)Expedia
Beautiful, Remodeled Cottage in the Heart of Afton
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in the George Washington National Forest, Gracewood is a retreat from the mental and emotional activity of every ...
From $247 per night (USD)Expedia
From $387 per night (USD)VRBO
Charming Renovated 1930’s Soapstone Quarry Bungalow
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Relaxing, peaceful getaway in gorgeous Nelson County. Adjacent to a large hay field which leads down to a branch of the ...
From $387 per night (USD)VRBO
From $610 per night (USD)Expedia
Bright Wintergreen Resort Home; Deck & Grill!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Escape to the mountains, and stay at this spacious and welcoming vacation rental in Wintergreen Resort! The 6-bedroom, 4 ...
From $610 per night (USD)Expedia