Nelson Area, Virginia Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Nelson Area, Virginia on RentalSaver.com!

Nelson Area Rentals

From $655 per night (USD)
VRBO
Cozy 6-bedroom cabin in Wintergreen Resort
Bedrooms:
2
Bathrooms:
6
Sleeps:
14
This charming mountain house spans three floors, providing ample space for large families or multiple families to enjoy ...
From $655 per night (USD)
VRBO
From $299 per night (USD)
Expedia
Cheerful 3-Bedroom Cabin in amazing Wintergreen Resort
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Rustic 3 bedroom mountain home. Come and relax in Wintergreen! This home has the everything you are looking for when you ...
From $299 per night (USD)
Expedia
From $569 per night (USD)
VRBO
Afton Awaits: Mountain Views, Outdoor Living Space
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Nestled in the picturesque hills of Afton, Virginia, this luxury modern farmhouse offers the perfect blend of rustic cha ...
From $569 per night (USD)
VRBO
From $278 per night (USD)
VRBO
Welcome to the newly appointed Everett Estate: Where Modern Luxury Meets Historic Charm
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to the newly appointed Everett Estate: Where Modern Luxury Meets Historic Charm. Boasting picturesque mountain v ...
From $278 per night (USD)
VRBO
From $278 per night (USD)
VRBO
Welcome to the newly appointed Everett Estate: Where Modern Luxury Meets Historic Charm
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to the newly appointed Everett Estate: Where Modern Luxury Meets Historic Charm. Boasting picturesque mountain v ...
From $278 per night (USD)
VRBO
From $278 per night (USD)
VRBO
Welcome to the newly appointed Everett Estate: Where Modern Luxury Meets Historic Charm
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to the newly appointed Everett Estate: Where Modern Luxury Meets Historic Charm. Boasting picturesque mountain v ...
From $278 per night (USD)
VRBO
From $376 per night (USD)
VRBO
Welcome to the newly appointed Everett Estate: Where Modern Luxury Meets Historic Charm
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to the newly appointed Everett Estate: Where Modern Luxury Meets Historic Charm. Boasting picturesque mountain v ...
From $376 per night (USD)
VRBO
From $278 per night (USD)
VRBO
Welcome to the newly appointed Everett Estate: Where Modern Luxury Meets Historic Charm
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to the newly appointed Everett Estate: Where Modern Luxury Meets Historic Charm. Boasting picturesque mountain v ...
From $278 per night (USD)
VRBO
From $497 per night (USD)
VRBO
TENNIS # GOLF # HOT TUB
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Spring is here at Wintergreen! Plan your tennis or golf weekend. Enjoy brand new 4 person hot tub! This Beautiful Hom ...
From $497 per night (USD)
VRBO
From $765 per night (USD)
Expedia
Modern 5 bedroom retreat w/ mountain views. Sauna + Wood fired pizza oven!
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Welcome to Altitude Adjustment!! The whole group will love this spacious and unique space. In the heart of the "Brew R ...
From $765 per night (USD)
Expedia
From $563 per night (USD)
VRBO
Spacious and Updated Home in Wintergreen
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Welcome to Bear Ridge Retreat, a pristine and spacious 5BR home in the heart of Wintergreen. You'll love the open floor ...
From $563 per night (USD)
VRBO
From $440 per night (USD)
VRBO
Modern Townhome at Wintergreen Resort
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Sunken Living Room for Socializing | Cozy Nights Fireside | On-Site Bus to Ski Area (Weekends) Located in an all-season ...
From $440 per night (USD)
VRBO
From $232 per night (USD)
VRBO
Stunning View at the Lotus View Retreat in Yogaville/ Cabin
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to Lotus View Retreat, a custom-built log cabin perched atop a scenic ridge in Buckingham, Virginia. Overlooking ...
From $232 per night (USD)
VRBO
From $1017 per night (USD)
Expedia
Pilotview Hollow - *NEW* Luxury Nelson Co Retreat
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Pilotview Hollow is a stunning NEW home right off the iconic Nelson 151 Brew Trail. The three story house is located in ...
From $1017 per night (USD)
Expedia
From $188 per night (USD)
VRBO
Lotus View Retreat in Yogaville, Chalet with WiFi and AC
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
About the Chalet Custom built 2BD furnished house overlooking the James River, Lotus Temple and Blue Ridge Mountains 1 ...
From $188 per night (USD)
VRBO
From $211 per night (USD)
VRBO
Wintergreen Resort Condo: Deck & Golf Course Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
On-Site Golf & Ski Storage | Covered Deck | Near Hiking Embark on a nature escape worth remembering at this 2-bedroom, ...
From $211 per night (USD)
VRBO
From $183 per night (USD)
VRBO
Cozy Cute Condo in Wintergreen Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: This perfect little getaway is nestled into the hillside and centrally located within Wintergreen. Our place c ...
From $183 per night (USD)
VRBO
From $251 per night (USD)
VRBO
Uncork and Unwind ! Perfect Mountain Retreat at 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 $251 per night (USD)
VRBO
From $320 per night (USD)
VRBO
Aftonshire Cottage - Heart of Afton's Wine Region
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Tucked away in the heart of Nelson County’s 151 Trail at the foot of the Blue Ridge Mountains, Aftonshire Cottage beckon ...
From $320 per night (USD)
VRBO
$\Glass & Pine\ Home close to Bold Rock & Vineyards$
From $414 per night (USD)
Expedia
\"Glass & Pine\" Home close to Bold Rock & Vineyards
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Nestled in the breathtaking Blue Ridge Mountains of Nellysford, VA, this newly built contemporary home is perfect for na ...
From $414 per night (USD)
Expedia
From $342 per night (USD)
VRBO
The Distinguished Squirrel Chalet walking distance
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Nestled at Wintergreen Resort, this unique Treeloft home is just steps from the slopes! Walking access just 4 houses dow ...
From $342 per night (USD)
VRBO
From $655 per night (USD)
Expedia
5 King Beds | Sleeps 18 | Game Room | Brew Trail
Bedrooms:
5
Bathrooms:
6
Sleeps:
18
Welcome! This home is luxuriously spacious. With five king beds, a 3-bunk bunk room, and plenty of indoor and outdoor se ...
From $655 per night (USD)
Expedia
From $785 per night (USD)
VRBO
The Stay at The Wildland
Bedrooms:
4
Bathrooms:
6
Sleeps:
16
The Stay at The Wildland is a non-toxic, peaceful retreat for the whole family, bordered by the historic James River and ...
From $785 per night (USD)
VRBO
From $733 per night (USD)
Expedia
Pickleball | 2 Homes | Sleeps 20 | 151 Brew Trail
Bedrooms:
6
Bathrooms:
7
Sleeps:
20
Welcome! Nelly's Retreat is located in the lovely rolling hills of Nellysford, VA. The property includes two spacious ho ...
From $733 per night (USD)
Expedia
From $477 per night (USD)
VRBO
Pickleball | 2 Master Suites | Fire Pit | Game Rm
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Welcome! Nelly’s Oasis, a newly renovated garage with a modern interior, is comfortably situated in the foothills of the ...
From $477 per night (USD)
VRBO
From $586 per night (USD)
Expedia
Pickleball | Sleeps 14 | 151 Brew Trail | Firepit
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
Welcome! Nelly's Chalet is right off the 151 Wine & Brew Trail. Take in the scenic windy roads, the rolling hills, roman ...
From $586 per night (USD)
Expedia
From $272 per night (USD)
VRBO
Couple's Getaway in Stoney Creek at Wintergreen!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Private Location | Ideal Area for Hikers | Wraparound Deck | 15 Mi to Wintergreen Resort A romantic retreat awaits at t ...
From $272 per night (USD)
VRBO
From $151 per night (USD)
Expedia
Charming 1-bedroom apt in beautiful Afton close to Breweries/Wineries & trails!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Escape to this fabulous apartment in picturesque Afton. This adorable rental features 1 bedroom, 1 bath, full kitchen, W ...
From $151 per night (USD)
Expedia
From $717 per night (USD)
VRBO
Castle Snow with Wintergreen Advantage
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
• 4 bedrooms- K, Q, D, TT • 3 bathrooms • Full- sized kitchen • Hot tub • 2181 square feet Offering beautiful year-roun ...
From $717 per night (USD)
VRBO
From $322 per night (USD)
Expedia
The Cottage at Spindle Hill: an Artist’s Farm
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Relax and unwind in this fabulous handcrafted cottage— every detail has been considered! Beautiful mountain setting on s ...
From $322 per night (USD)
Expedia
From $279 per night (USD)
VRBO
Charming 2-bedroom tiny home with hot tub, fire pit, close to Nelson 151
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
The Rockfish Tiny Home is Nestled in Central Virginia's picturesque countryside, this modern 500 sqft tiny home offers t ...
From $279 per night (USD)
VRBO
From $237 per night (USD)
VRBO
Entire house in Afton, VA. The Road House at Stumble Creek - 2 bedroom
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Your cozy Afton retreat awaits at this 2-bedroom house in the heart of Hwy 151 wine country. Views of the Appalachian Mo ...
From $237 per night (USD)
VRBO
From $295 per night (USD)
VRBO
Walk to Ski Slopes: Wintergreen Resort ‘Treehouse’
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Short Walk to Eagle’s Swoop | Furnished Deck w/ Mountain View | Fireside Relaxation ‘Treehouse’ is an updated mountain ...
From $295 per night (USD)
VRBO
From $468 per night (USD)
Expedia
Spacious 5-bedroom house in a mountain hollow in Wintergreen Resort.
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Your Wintergreen Resort adventure begins at this 5-bedroom house. With 1 king bed, 3 queen beds, and 4 twin beds, this p ...
From $468 per night (USD)
Expedia
From $438 per night (USD)
VRBO
Unwind at Bear Pause, located right at Wintergreen Resort.
Bedrooms:
2
Bathrooms:
5
Sleeps:
11
Bear Pause at Wintergreen Resort – Spacious Getaway for Family & Friends! Escape to the mountains and unwind at Bear Pa ...
From $438 per night (USD)
VRBO
From $195 per night (USD)
Expedia
Unique Stay! Yurt with Mountain View, 1 min to Breweries & Hiking, 5 min to Lake
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Come for a memorable stay at the Rockfish Valley Yurt and enjoy "glamping" at its finest! Picturesque mountain views a ...
From $195 per night (USD)
Expedia
From $266 per night (USD)
VRBO
Cozy dog- friendly condo that sleeps 6 -with pools and VIEWS, minutes to slopes
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Escape to a tranquil 2-bedroom condo at Wintergreen Resort! This well appointed property offers a perfect place for unw ...
From $266 per night (USD)
VRBO
From $549 per night (USD)
Expedia
Mtn Views~Fire Pit~King Bed~Lake~Breweries 1 mi!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
About this space The Blue Ridge Cabin is on the 151 Brew-ridge Trail at the base of the mountain, mins to wineries, brew ...
From $549 per night (USD)
Expedia
From $336 per night (USD)
VRBO
Charming 4-bedroom farmhouse in tranquil Lowesville with AC, WiFi
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Stay peacefully in Lowesville at this 4-bedroom farmhouse on a working cattle and sheep farm. With a full dining room an ...
From $336 per night (USD)
VRBO
Click For Pricing
Expedia
2-bedroom condo in peaceful Wintergreen Resort with WiFi, fitness room
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This 2-bedroom condo is perfect for your escape to Wintergreen Resort. The property offers a peaceful and soothing atmos ...
Click For Pricing
Expedia
From $313 per night (USD)
VRBO
Overlook 180 degree views w/Peloton!
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Some of the best views at Wintergreen! Come and relax at our newly updated condo at Overlook! The master bedroom boasts ...
From $313 per night (USD)
VRBO
From $227 per night (USD)
Expedia
Wow! What A View!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Experience the Beauty of Wintergreen Resort from Our Cozy Condo! Welcome to your perfect mountain getaway! Our recently ...
From $227 per night (USD)
Expedia
From $356 per night (USD)
VRBO
Slopeside Serenity , For Graduation & Easter
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This home has beautiful views of the ski slopes right off the back porch. With a large sectional couch in the living roo ...
From $356 per night (USD)
VRBO
From $320 per night (USD)
Expedia
Altitude Adjustment-It's Pumpkin Spice Time!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This is a newly renovated condo with new flooring and furniture . Great place to come and relax after a day of hiking, ...
From $320 per night (USD)
Expedia
From $838 per night (USD)
VRBO
Slopes @ Tyro
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
We have a spacious, slope side, 3 level home with a convenient ski out basement. The resort & its surrounding areas offe ...
From $838 per night (USD)
VRBO
From $1105 per night (USD)
Expedia
Our Mountain Getaway, hiking, Swimming, summer camps
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Come make Our Mountain Getaway your own! This is a very private home surrounded by beautiful mountain views with lots of ...
From $1105 per night (USD)
Expedia
From $472 per night (USD)
VRBO
Cliffs Edge- It's Pumpkin Spice Time!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
An open floor plan with high ceilings and large skylights, this amazingly engineered home will stun you with its incredi ...
From $472 per night (USD)
VRBO
From $253 per night (USD)
Expedia
Cozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Escape to this cozy condo in Wintergreen Resort. The sunrises are spectacular and the views glorious! This charming prop ...
From $253 per night (USD)
Expedia
From $228 per night (USD)
VRBO
Patio + Pool Access: Wintergreen Resort Getaway!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Fairway Woods Condos | In-Unit Laundry | Golf Course View Your next Virginia adventure awaits at this Wintergreen Resor ...
From $228 per night (USD)
VRBO
From $522 per night (USD)
Expedia
Privacy and Views in Wintergreen
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
New listing! Welcome to our cozy Wintergreen home, located on one of the most private lots in the area. You'll truly fee ...
From $522 per night (USD)
Expedia
From $679 per night (USD)
VRBO
Branch and Barrel: Hot Tub & Sauna + Mtn Views
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Welcome to Branch and Barrel, the perfect quiet getaway right off the Nelson 151 Brew Trail. This stunning 1891 farmhou ...
From $679 per night (USD)
VRBO
From $95 per night (USD)
Expedia
Experience the Magic at our Luxury 2 Bdrm, w/Majestic Blue Ridge Mountain Views
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
TERRIFIC place for Traveling Health Care Professionals, Relocating Professionals, Short term Contractors, Retreat Visito ...
From $95 per night (USD)
Expedia
From $651 per night (USD)
VRBO
Modern Lakeside Mountain Retreat With Cabin Charm
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Escape to this stunning lakeside mountain retreat, nestled in a serene forest setting. This modern 5-bedroom, 3-bath hom ...
From $651 per night (USD)
VRBO
From $473 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 $473 per night (USD)
VRBO
From $520 per night (USD)
VRBO
Luxe Cliff House Retreat: Nestled in Nature
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 $520 per night (USD)
VRBO
From $697 per night (USD)
Expedia
Scenic A-Frame Near Trails and Wineries
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Escape to Peak Retreat, a modern A-frame with mountain views near Skyline Drive, the Blue Ridge Parkway, and local winer ...
From $697 per night (USD)
Expedia
From $214 per night (USD)
VRBO
Pool Access: Scenic Condo in Wintergreen Resort!
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
Year-Round Mountain Retreat | Seasonal Shuttle to Lift | Blue Ridge Backdrop Mornings come with a view at this Wintergr ...
From $214 per night (USD)
VRBO
From $600 per night (USD)
Expedia
Wintergreen 5BR with Hot Tub, Sauna, Firepit
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
New listing- welcome to Marigold on the Mountain! Located in the heart of Wintergreen, Marigold features a hot tub and c ...
From $600 per night (USD)
Expedia
From $701 per night (USD)
VRBO
Mountain Views, Hot Tub, Impeccable Design
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
New listing! Welcome to Chasing Altitudes, a designer-decorated Wintergreen home with fantastic year-round views. The mu ...
From $701 per night (USD)
VRBO
From $164 per night (USD)
Expedia
Breathtaking mountain views in a 2-bedroom condo at Wintergreen Resort
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Wake up to the fresh mountain air in a condo on the edge of the mountain. The most breathtaking sunrises and views of th ...
From $164 per night (USD)
Expedia
From $202 per night (USD)
VRBO
Charming 2-bedroom condo in beautiful Wintergreen Resort
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Your family will be close to everything when you stay at this centrally-located retreat. Nestled in the sought after Wi ...
From $202 per night (USD)
VRBO
Click For Pricing
Expedia
Home & Cottage Near Wintergreen Resort!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
2 Desk Workspaces w/ Printer | Free WiFi | 2 Fireplaces | Mountain View | 2,350 Sq Ft Bedroom 1: King Bed | Bedroom 2: ...
Click For Pricing
Expedia
From $225 per night (USD)
VRBO
Willow Haven: Cozy cabin in delightful Afton
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Consider this cabin your home away from home while you visit Afton. Nestled in the heart of this enchanting city, our we ...
From $225 per night (USD)
VRBO
From $502 per night (USD)
Expedia
Faber Farmhouse: Hot Tub Near & Wineries/Breweries
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Welcome to Faber Farmhouse, conveniently located in Faber, VA with easy access to the Nelson 151 corridor, Charlottesvil ...
From $502 per night (USD)
Expedia
From $248 per night (USD)
VRBO
Mtn View at Swoopside Hideaway: Walk to Everything - Prime Location
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 $248 per night (USD)
VRBO
From $509 per night (USD)
Expedia
Foxwood at Stoney Creek 4Br/3Ba Mountain Valley Getaway
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcoming in 🍁🍂🌰 Spacious 4BR/3BA home in Stoney Creek at Wintergreen on 1.4 peaceful acres. Enjoy a screened-in por ...
From $509 per night (USD)
Expedia
From $407 per night (USD)
VRBO
Newly Built Custom 3-Bedroom Retreat in Scenic Afton – AC & WiFi Included
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Afton is waiting for you at this secluded 3-bedroom cottage in Virginia's wine country. With 1 king bed and 2 queen beds ...
From $407 per night (USD)
VRBO
From $512 per night (USD)
Expedia
Mountain Views in Wintergreen
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
New Listing- welcome to Dogwood Retreat! This spacious Wintergreen home features two levels of decks. On the upper deck, ...
From $512 per night (USD)
Expedia
From $102 per night (USD)
VRBO
Brand new serene luxury cottage just off the Brew Ridge Trail
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Your cozy getaway awaits in Afton at this marvelous cottage. With 1 queen bed, WiFi, heating, and a hair dryer, guests w ...
From $102 per night (USD)
VRBO
From $507 per night (USD)
Expedia
Charming 4bedroom single story home in Wintergreen VA. 2Primary suites, flat lot
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Relax with the whole family at this peaceful getaway in Wintergreen Resort, VA. This single-story home features two prim ...
From $507 per night (USD)
Expedia
From $504 per night (USD)
VRBO
Highridge 06 with Wintergreen Advantage
Bedrooms:
3
Bathrooms:
3
Sleeps:
4
Apartment style condominium with several location options: please indicate in Comments section if you have a preference ...
From $504 per night (USD)
VRBO
From $988 per night (USD)
Expedia
Family-friendly 10-bedroom B&B near Wintergreen golf & ski. Great for groups!
Bedrooms:
3
Bathrooms:
10
Sleeps:
24
Located 30 miles south of Charlottesville, VA, Acorn Inn is a convenient rendezvous spot between northern and southern s ...
From $988 per night (USD)
Expedia
From $898 per night (USD)
VRBO
Thrilling Views 5 min toSki HotTub Sauna Gym DogOK
Bedrooms:
7
Bathrooms:
5
Sleeps:
10
5min drive to ski slopes. Sweeping panoramic view of Blue Ridge Mountains year round. Retreats, romantic weekends or adv ...
From $898 per night (USD)
VRBO
From $1845 per night (USD)
Expedia
Wintergreen Luxury, Breathtaking Views
Bedrooms:
5
Bathrooms:
6
Sleeps:
16
Welcome to Stargazer, one of Wintergreen's premier properties. The views are second-to-none throughout the home, and esp ...
From $1845 per night (USD)
Expedia
From $565 per night (USD)
VRBO
Secluded Cabin– Pool w/ Mountain Views + Trails
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Nestled in Lovingston, this delightful cabin offers amazing views, firepit and in-ground pool. 4 cozy bedrooms with a mi ...
From $565 per night (USD)
VRBO
From $380 per night (USD)
Expedia
Timbers Lodge 31 with Wintergreen Advantage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
First floor slope side unit with walkout ski in and ski out access. Located in the Timbers complex near the Blackrock Vi ...
From $380 per night (USD)
Expedia
From $327 per night (USD)
VRBO
Mountain Inn Lodge 77 with Wintergreen Advantage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Loft style guest room located in the Mountain Inn near the Blackrock Village Center and walkable to the ski slopes and R ...
From $327 per night (USD)
VRBO
From $1153 per night (USD)
VRBO
Oh Deer NEW LUXURY-renovated, hot tub/sauna, views
Bedrooms:
6
Bathrooms:
6
Sleeps:
18
OH DEER! Welcome to your perfect escape in the Blue Ridge Mountains! Nestled just steps from the slopes of Wintergreen ...
From $1153 per night (USD)
VRBO
From $1051 per night (USD)
VRBO
Updated Mtn House 2 Mins to Resort: 3King Beds, HotTub, Game room, Family & Pets
Bedrooms:
3
Bathrooms:
5
Sleeps:
16
Welcome to The Wintergreen Cozy! Reconnect and unwind in this 5-bed, 3-bath mountain retreat, perfect for large/multipl ...
From $1051 per night (USD)
VRBO
From $263 per night (USD)
Expedia
Timbers Studio 48 With Wintergreen Advantage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Hotel style guest room located in the Timbers complex near the Blackrock Village Center and walkable to the ski slopes a ...
From $263 per night (USD)
Expedia
From $616 per night (USD)
VRBO
NEW! Warren’s Woods! Spacious 5-bedroom house in fantastic Wintergreen Resort
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
Wintergreen Resort is waiting for you at this 5-bedroom house. Each room offers a unique sleeping experience, from a kin ...
From $616 per night (USD)
VRBO
From $381 per night (USD)
VRBO
Brand new 3-bedroom house at the base of the Blue Ridge Mountains
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Bucolic and chic— Take in all Nelson County’s Rockfish River Valley and “Brew Ridge Trail” (Rt. 151) have to offer in th ...
From $381 per night (USD)
VRBO
From $978 per night (USD)
VRBO
Dobie 36 with Wintergreen Advantage
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Located in the Dobie condominium complex, near the Blackrock Village Center and walkable to the ski slopes and Resort di ...
From $978 per night (USD)
VRBO
From $958 per night (USD)
Expedia
Dobie 48 with Wintergreen Advantage
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Located in the Dobie condominium complex, near the Blackrock Village Center and walkable to the ski slopes and Resort di ...
From $958 per night (USD)
Expedia
From $400 per night (USD)
VRBO
Walk to Wintergreen. Hot Tub. Hiking off Property. Cozy 4 BR home.
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
A four-season wooded retreat offering a cozy getaway for families, friends, girls-weekends, get-togethers, or a couples ...
From $400 per night (USD)
VRBO
From $554 per night (USD)
Expedia
4min to Ski: Mntn View Hot Tub Foosball Fireplace
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
4min drive to Wintergreen skiing. Adventure and relaxation await at this mountain top Wintergreen Resort home! With 4 be ...
From $554 per night (USD)
Expedia
From $1656 per night (USD)
VRBO
Dragon's Back, 9BR 10BA in Wintergreen
Bedrooms:
10
Bathrooms:
9
Sleeps:
18
New listing! Welcome to Dragon’s Back, one of Virginia's premier mountain chalets. With 6200 sq ft and some of the best ...
From $1656 per night (USD)
VRBO
From $979 per night (USD)
VRBO
Modern Escape-Massage Chair, Hot Tub, Sauna, Family Friendly, Game Room, 4 Decks
Bedrooms:
4
Bathrooms:
6
Sleeps:
18
Escape to Chateau Greenstone, the Wintergreen retreat with plenty for EVERYONE. 3 game areas for kids of all ages (shuff ...
From $979 per night (USD)
VRBO
From $347 per night (USD)
VRBO
Timbers 11 With Wintergreen Advantage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in the Timbers complex near the Blackrock Village Center and walkable to the ski slopes and Resort dining. Bedro ...
From $347 per night (USD)
VRBO
From $463 per night (USD)
Expedia
Three Ridges 05 With Wintergreen Advantage
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in the Three Ridges condominium complex, near the Blackrock Village Center and walkable to the ski slopes and Re ...
From $463 per night (USD)
Expedia
From $391 per night (USD)
VRBO
Lofty Pursuits: Spectacular View + EV Charger
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to Loft Pursuits! This cliff-hanging cabin amidst arboreal oasis featuring deck with view of Three Ridges. Unwin ...
From $391 per night (USD)
VRBO
From $136 per night (USD)
Expedia
Laurelwood Hollow: Walk to Ski & Swim
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Laurelwood Hollow is a 2 bedroom, 2 bath condo located within Wintergreen Resort. It's just a short walk to the slopes, ...
From $136 per night (USD)
Expedia
From $583 per night (USD)
VRBO
New Build! Log Cabin with Hot Tub in Wintergreen
Bedrooms:
3
Bathrooms:
6
Sleeps:
15
New listing! Welcome to Loggin' Off, a log cabin built in 2024 in the heart of Wintergreen. This 6 bedroom home sleeps 1 ...
From $583 per night (USD)
VRBO
From $346 per night (USD)
VRBO
Buck's Cabin: Cozy retreat with hot tub. Pet- & kid-friendly!
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Bring the whole family or your friends to this cozy cabin with lots of room for fun and relaxation. Check out the local ...
From $346 per night (USD)
VRBO
From $189 per night (USD)
VRBO
Luxury 1-BR Suite near Nelson 151 | Pet-Friendly!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Experience upscale comfort in this 1-bedroom retreat featuring a king bed, queen sleeper sofa, full kitchen, and private ...
From $189 per night (USD)
VRBO
From $180 per night (USD)
Expedia
Pet-Friendly King Suite w/ Desk & Smart Entry
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Experience laid-back comfort in this inviting 1-bedroom suite featuring a king bed, queen sleeper sofa, and an in-suite ...
From $180 per night (USD)
Expedia
From $381 per night (USD)
VRBO
Amazing Mountain Views, Hot Tub and Close to Wineries and Breweries
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Sit back, relax, and soak in the views. The Rockfish Retreat is nestled in the foothills of the Blue Ridge Mountains, ri ...
From $381 per night (USD)
VRBO
From $225 per night (USD)
VRBO
Walk to Slopes: Wintergreen Resort Condo w/ Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Next to the Wintergreen Resort Market | Ski Closet | Walk to Conference Center Get ready for mountain fun at this 2-bed ...
From $225 per night (USD)
VRBO
From $591 per night (USD)
VRBO
Three Ridges 27 With Wintergreen Advantage
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located in the Three Ridges condominium complex, near the Blackrock Village Center and walkable to the ski slopes and Re ...
From $591 per night (USD)
VRBO
From $410 per night (USD)
Expedia
Three Ridges 64 With Wintergreen Advantage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in the Three Ridges condominium complex, near the Blackrock Village Center and walkable to the ski slopes and Re ...
From $410 per night (USD)
Expedia

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