George Washington National Forest Rentals
From $218 per night (USD)VRBO
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 $218 per night (USD)VRBO
From $183 per night (USD)Expedia
Luxury Tiny Home. Brew Ridge. Trail. Ski. Wineries
- Bedrooms:
- 1
- Bathrooms:
- 1
- 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)Expedia
From $500 per night (USD)VRBO
Wintergreen Retreat: Cabin with Hot Tub, Nestled in Woods, Hiking, Game Room
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Enjoy blue ridge bliss when you escape to "Quisisana South" a cozy cabin with a hot tub, nestled in the majestic woods f ...
From $500 per night (USD)VRBO
From $354 per night (USD)Expedia
Cozy chalet w/ king beds, fireplace, and hot tub. Dog-friendly! Close to hiking.
- 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 $354 per night (USD)Expedia
From $537 per night (USD)VRBO
Mountain Mindset: Pup Friendly + Trail
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
DOWNSTAIRS LIVING ROOM: Smart TV, 2 couches, accent chairs (comfortable seating for 7-8). SITTING ROOM: 4 lounge chair ...
From $537 per night (USD)VRBO
From $939 per night (USD)Expedia
Nancy's Edelweiss with Wintergreen Advantage
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
6-Bedroom Home / Sleeps 12 Home Features • 3,792 sq ft • Six Bedrooms: One King / One King / Two Doubles / Two Doubles / ...
From $939 per night (USD)Expedia
From $841 per night (USD)VRBO
Chestnut Springs with Wintergreen Advantage
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
5-Bedroom Home / Sleeps 10 Home Features • 3300 Square Feet • 5 steps from parking lot to front entrance • Gas Fireplace ...
From $841 per night (USD)VRBO
From $710 per night (USD)Expedia
Bull City Bungalow with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
4-Bedroom Home / Sleeps 8 Home Features: • Four Bedrooms: One King / One King / One Double / One Double • 2660 sq. ft • ...
From $710 per night (USD)Expedia
From $563 per night (USD)VRBO
Bear Necessities with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
3-Bedroom Home / Sleeps 6 Home Features: • 1,196 sq ft • Living Room with Gas Fireplace • Complete Kitchen with Full-si ...
From $563 per night (USD)VRBO
From $700 per night (USD)Expedia
Blackrock Vista with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
4-Bedroom Home / Sleeps 8 Home Features • 3008 Square Feet • Complete modern kitchen with full-size refrigerator, stove, ...
From $700 per night (USD)Expedia
From $291 per night (USD)VRBO
Timbers Studio 43 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 $291 per night (USD)VRBO
From $722 per night (USD)Expedia
Whispering Elm with Wintergreen Advantage
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
4-Bedroom Home / Sleeps 8 Home Features • 3,171 sq ft • Full kitchen with open floor plan • Great room with cathedral ce ...
From $722 per night (USD)Expedia
From $255 per night (USD)VRBO
Timbers Studio 18 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 $255 per night (USD)VRBO
From $884 per night (USD)Expedia
Serendipity with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
5-Bedroom Home / Sleeps 10 Home Features • 2,560 sq ft • Five Bedrooms: One King / One Queen / One Queen / One Queen / ...
From $884 per night (USD)Expedia
From $291 per night (USD)VRBO
Timbers Studio 13 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 $291 per night (USD)VRBO
From $238 per night (USD)Expedia
Timbers Studio 38 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 $238 per night (USD)Expedia
From $246 per night (USD)VRBO
Blue Ridge Beech Cabin
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Summary: Escape to Blue Ridge Beech Cabin. A Cozy Mountain Retreat! Nestled on 13 private acres at the edge of George Wa ...
From $246 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 $717 per night (USD)Expedia
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)Expedia
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 $313 per night (USD)Expedia
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)Expedia
From $227 per night (USD)VRBO
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)VRBO
From $356 per night (USD)Expedia
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)Expedia
From $320 per night (USD)VRBO
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)VRBO
From $838 per night (USD)Expedia
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)Expedia
From $1105 per night (USD)VRBO
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)VRBO
From $472 per night (USD)Expedia
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)Expedia
From $253 per night (USD)VRBO
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)VRBO
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)VRBO
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)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 $898 per night (USD)Expedia
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)Expedia
From $1845 per night (USD)VRBO
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)VRBO
From $1051 per night (USD)Expedia
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)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 $307 per night (USD)Expedia
Northridge 07 With Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Located in the Northridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitn ...
From $307 per night (USD)Expedia
From $639 per night (USD)VRBO
Serenity Slope with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Serenity Slope! Our cozy cabin in the woods offers many opportunities for adventure and relaxation. Enter int ...
From $639 per night (USD)VRBO
From $985 per night (USD)Expedia
Dobie 24 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 $985 per night (USD)Expedia
From $510 per night (USD)VRBO
Wintergreen Ski Resort: Waterfall Hikes, Bike, Fish, Spa, Pool, Wineries and Bre
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Summary: Welcome to 'Almost Heaven"! A cozy, A-frame in the heart of Wintergreen Resort. This 3-bedroom, 3-bath retreat ...
From $510 per night (USD)VRBO
From $1243 per night (USD)Expedia
New! Ski-in/Ski-out | Hot Tub | Fire Pit | Spa
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Summary: Trail Magic | Ski-In/Ski-Out Lodge at Wintergreen Resort with Hot Tub Experience the magic of the mountains a ...
From $1243 per night (USD)Expedia
From $731 per night (USD)VRBO
Eagles Court 42 With Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located in the Eagles Court condominium complex, near the Blackrock Village Center and walkable to the ski slopes and Re ...
From $731 per night (USD)VRBO
From $244 per night (USD)Expedia
All Downhill From Here
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
<p>Enjoy everything you need atop Virginia's <strong>Wintergreen Resort</strong>. This newly renovated condominium is lo ...
From $244 per night (USD)Expedia
From $573 per night (USD)VRBO
Highlands 24 with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Located in the Highlands condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitne ...
From $573 per night (USD)VRBO
From $359 per night (USD)Expedia
Gum Tree 01 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Apartment style condominium with several location options: please indicate in Comments section if you have a preference ...
From $359 per night (USD)Expedia
From $1437 per night (USD)VRBO
Wintergreen Luxury, Best Views in VA
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 16
Welcome to Blackrock Manor, a one-of-a-kind luxury chalet in Wintergreen that sleeps 16. Experience spectacular mountain ...
From $1437 per night (USD)VRBO
From $438 per night (USD)Expedia
Ledges 66 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the Ledges condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitness ...
From $438 per night (USD)Expedia
From $414 per night (USD)VRBO
Vistas 87 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Located in the Vistas condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitness ...
From $414 per night (USD)VRBO
From $445 per night (USD)Expedia
Vistas 75 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Located in the Vistas condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitness ...
From $445 per night (USD)Expedia
From $443 per night (USD)VRBO
Overlook 08 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the Overlook condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitnes ...
From $443 per night (USD)VRBO
From $243 per night (USD)Expedia
Fall Colors & Wine Country <> 3BR Autumn Getaway with Fireplace and Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to the Blue Ridge Mountains this autumn! Our spacious 3-bedroom, 3-bathroom condo at Wintergreen Resort is the pe ...
From $243 per night (USD)Expedia
From $448 per night (USD)VRBO
Highlands 16 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the Highlands condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitne ...
From $448 per night (USD)VRBO
From $470 per night (USD)Expedia
Ledges 78 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the Ledges condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitness ...
From $470 per night (USD)Expedia
From $401 per night (USD)VRBO
Tanners Ridge 21 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the Tanners Ridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and F ...
From $401 per night (USD)VRBO
From $406 per night (USD)Expedia
Highridge 10 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the Highridge Court condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and ...
From $406 per night (USD)Expedia
From $458 per night (USD)VRBO
Overlook 29 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the Overlook condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitnes ...
From $458 per night (USD)VRBO
From $994 per night (USD)Expedia
Ledges 72 with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Located in the Ledges condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitness ...
From $994 per night (USD)Expedia
From $964 per night (USD)VRBO
Ledges 52 with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Located in the Ledges condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitness ...
From $964 per night (USD)VRBO
From $451 per night (USD)Expedia
Laurelwood 48 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the Laurelwood condominium complex, near the Blackrock Village Center and walkable to the ski slopes and Reso ...
From $451 per night (USD)Expedia
From $538 per night (USD)VRBO
Northridge 06 with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Located in the Northridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitn ...
From $538 per night (USD)VRBO
From $547 per night (USD)Expedia
Stoneridge 81 with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Located in the Stoneridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitn ...
From $547 per night (USD)Expedia
From $501 per night (USD)VRBO
Stoneridge 70 with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Located in the Stoneridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitn ...
From $501 per night (USD)VRBO
From $1852 per night (USD)Expedia
Fully Loaded 8BR in Wintergreen! Sleeps 23
- Bedrooms:
- 5
- Bathrooms:
- 8
- Sleeps:
- 23
Welcome to Crawfords Escape, a designer-decorated 8BR 4500 sf chalet in scenic Wintergreen that sleeps 23. Outside, enjo ...
From $1852 per night (USD)Expedia
From $410 per night (USD)VRBO
New! Spacious Pet-Friendly 4 BR / 4.5 BA Golf Course Townhome at Wintergreen
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
New listing! More photos coming soon! Discover mountain living at its finest in this immaculate Trillium villa, ideal ...
From $410 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 $653 per night (USD)VRBO
Modern Ski-In/Ski-Out Retreat – 3BR/2BA, Step-Free Entry
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Luxury Ski-In/Ski-Out Retreat on Tyro Experience slope-side living at its finest in this modern 3-bedroom, 2-bath retre ...
From $653 per night (USD)VRBO
From $205 per night (USD)Expedia
Escape to Wintergreen Resort! Our pet & kid-friendly 2BR/2BA townhome is steps from skiing, dining & the Market. Hike, ski, swim, or sip at nearby wineries & breweries—adventure awaits year-round!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wintergreen Resort is a fantastic, all season destination, with adventures for everyone! We are a pet and kid friendly, ...
From $205 per night (USD)Expedia
From $430 per night (USD)VRBO
Family-favorite rental nestled in the woods at the top of the Wintergreen Resort
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
The Blue Ridge Mountains are calling you to this 3-level, 4 bed/3 bath home for an epic getaway! A family-favorite rent ...
From $430 per night (USD)VRBO
From $347 per night (USD)Expedia
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)Expedia
From $463 per night (USD)VRBO
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)VRBO
From $391 per night (USD)Expedia
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)Expedia
From $136 per night (USD)VRBO
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)VRBO
From $583 per night (USD)Expedia
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)Expedia
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)Expedia
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)Expedia
From $410 per night (USD)VRBO
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)VRBO
From $232 per night (USD)Expedia
Modern & cozy 2 bed, 2 bath condo at Wintergreen Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Weller’s Retreat at Stone Ridge is a modern yet cozy 2 bed, 2 bath condo at Wintergreen Resort. Enjoy a fully equipped k ...
From $232 per night (USD)Expedia
From $708 per night (USD)VRBO
Antlers Aweigh with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Antlers Aweigh is a cozy mountain retreat facing east towards the Rockfish Valley. Enjoy morning coffee and sunrise view ...
From $708 per night (USD)VRBO
From $368 per night (USD)Expedia
Cool Mountain Breezes on The Slopes- It's Pumpkin Spice Time!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Your Wintergreen Resort adventure begins at this marvelous 3-bedroom home with a 2-levels of decks. With 2 king beds, 2 ...
From $368 per night (USD)Expedia
From $312 per night (USD)VRBO
Mountain Inn Studio 93 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Hotel style guest room located on the main floor of the Mountain Inn near the Blackrock Village Center and walkable to t ...
From $312 per night (USD)VRBO
From $549 per night (USD)Expedia
Bear Luxury with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
House Amenities • 3 bedroom/3 bath 2K,1F • 3 stairs to entry • Golf course lot • Loft bedroom/kitchen/living area w ...
From $549 per night (USD)Expedia
From $416 per night (USD)VRBO
4 Bedroom mountain cabin in the relaxing Wintergreen Resort with AC & Fireplace
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Heaven on 11 is a comfortable 4 BR / 3 BA house with 3 Queen Beds, and a Twin trundle bed, sleeps 8, with two bedrooms o ...
From $416 per night (USD)VRBO
From $530 per night (USD)Expedia
Newly Built Designer Home in Wintergreen
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
Welcome to Onyx Hill, a custom built 4-bedroom, 3.5-bathroom home nestled within the picturesque Wintergreen Resort! Eve ...
From $530 per night (USD)Expedia
From $421 per night (USD)VRBO
Serenity Cabin-Woodland Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Serenity Cabin: Your Perfect Woodland Retreat Nestled among the trees, this recently renovated timber-framed ...
From $421 per night (USD)VRBO
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 $687 per night (USD)VRBO
The Honey Den - Your Family's Fall Retreat
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 11
Welcome to The Honey Den - a warm 5BR, 4.5BA mountain home designed for slow mornings, golden-hour decks, and easy toget ...
From $687 per night (USD)VRBO
From $667 per night (USD)VRBO
Fall Foliage Retreat & Hot Tub, Game Room+ at Black Bear Hideaway
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Black Bear Hideaway - a freshly updated 4BR/4BA retreat tucked under the trees at Wintergreen Resort. Design ...
From $667 per night (USD)VRBO
From $448 per night (USD)VRBO
Little Haven Cottage: Walk to Meade Tasting
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Escape to the serenity of the Blue Ridge Mountains with a stay at our cozy, well-appointed cottage located directly on t ...
From $448 per night (USD)VRBO
From $534 per night (USD)VRBO
Wren Time, Wintergreen Mountain Retreat with Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
A Mountain home nestled in the Blue Ridge Mountains with breathtaking valley views and mesmerizing sunrises! The propert ...
From $534 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 $369 per night (USD)VRBO
Authentic Log Cabin-
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Come enjoy our beautifully decorated authentic log cabin which provides the perfect setting for your weekend get-a-way o ...
From $369 per night (USD)VRBO
From $651 per night (USD)VRBO
Stunning Views, Hot Tub, Impeccable Design
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Ryder's Ridge, a designer-decorated home on a quiet street in Wintergreen with amazing mountain views! Watch ...
From $651 per night (USD)VRBO
From $176 per night (USD)Expedia
Ski-In/Ski-Out Comfy Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Great condo for a couple or for a small family. Condo is a ski-in/ski-out on the ground floor-no stairs to tackle! Enter ...
From $176 per night (USD)Expedia
From $985 per night (USD)VRBO
NEW LISTING The Route 151 Manor Located in Heart of Wine Country
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
The property sits 1/2 mile off of Virginia's Famed "Brew Ridge Trail" which allows close proximity to all the local beer ...
From $985 per night (USD)VRBO
From $557 per night (USD)Expedia
Modern Wintergreen Cabin with Hot Tub, Sauna
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to Blue Ridge Hollow! This designer-decorated cabin in the heart of Wintergreen has one of the best outdoor spac ...
From $557 per night (USD)Expedia