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From $363 per night (USD)
VRBO
Buena Vista - Your Panoramic Retreat - Million Dollar View
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Discover serenity at Buena Vista, a charming 2BR, 2BA condo in Wintergreen Resort! This first-floor unit offers easy acc ...
From $363 per night (USD)
VRBO
From $262 per night (USD)
Expedia
Wintergreen Resort: Weeping Rock Retreat
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Weeping Rock Retreat in Wintergreen Resort. This 4 bedroom, 3 full bath home is certain to fit your individua ...
From $262 per night (USD)
Expedia
From $442 per night (USD)
VRBO
Highridge Court 08 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 $442 per night (USD)
VRBO
From $977 per night (USD)
Expedia
Memory Maker with Wintergreen Advantage
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
This 6 bedroom/ 4 bath pet-friendly home sleeps 12 people. No A/C. This home is the perfect place to relax and reconnect ...
From $977 per night (USD)
Expedia
From $546 per night (USD)
VRBO
Nowhere Land with Wintergreen Advantage
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to Nowhere Land, a cozy getaway perfect for 2 families (up to 8 guests).This spacious retreat is located near Up ...
From $546 per night (USD)
VRBO
From $683 per night (USD)
Expedia
Shenandoah Ridge 11 with Wintergreen Advantage
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Located in the Shenandoah Ridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics an ...
From $683 per night (USD)
Expedia
From $427 per night (USD)
VRBO
Fairway Woods 49 with Wintergreen Advantage
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in the Fairways Woods condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and ...
From $427 per night (USD)
VRBO
From $465 per night (USD)
Expedia
Highlands 48 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 $465 per night (USD)
Expedia
From $259 per night (USD)
VRBO
Northridge 04 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 $259 per night (USD)
VRBO
From $287 per night (USD)
Expedia
The Woodward: Walk Downtown, Staunton Mural
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
The Woodward is a beautifully and stylishly restored home in the heart of Staunton, Virginia. The house is located just ...
From $287 per night (USD)
Expedia
From $269 per night (USD)
VRBO
Stuart Cottage: Walk to downtown + Sleeps 8
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to Stuart Cottage! This delightful 3-bedroom, 3-bathroom cottage in the heart of Staunton, VA, is the epitome of ...
From $269 per night (USD)
VRBO
From $160 per night (USD)
Expedia
Home with amazing location, 25min to Wintergreen, 30 min to Charlottesville, 20 min Staunton
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to your cozy retreat! This private room features a luxurious king-size bed, an electric fireplace, and two elega ...
From $160 per night (USD)
Expedia
From $442 per night (USD)
VRBO
Charming 3-bedroom house with hot tub and large deck
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Your home away from home in Roseland with 3 bedrooms. This terrific house offers large bedrooms with a queen bed, a king ...
From $442 per night (USD)
VRBO
From $800 per night (USD)
Expedia
Your Fall Retreat! The View at Crawfords Edge
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Escape to The View at Crawfords Edge - a luxurious 4BR/4 ensuite bath mountain retreat nestled on top of Wintergreen Res ...
From $800 per night (USD)
Expedia
From $383 per night (USD)
VRBO
Golf Course-View Cabin: Deck in Wintergreen Resort
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Decks, Fire Table & Private Yard | Walk to Hiking Trails & Drive to Wineries | Large Windows w/ Peaceful Forest Views S ...
From $383 per night (USD)
VRBO
From $420 per night (USD)
Expedia
Wintergreen Ridge Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Summary: Wintergreen Ridge Retreat: Cozy Mountain Getaway Welcome to Wintergreen Ridge Retreat, your perfect escape at ...
From $420 per night (USD)
Expedia
From $284 per night (USD)
VRBO
Cozy 3-bedroom cabin with Hot tub, WiFi, hiking, skiing, Wintergreen Resort!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Located at the four seasons resort Wintergreen, this delightful 3-bedroom cabin offers a cozy retreat for guests. With 1 ...
From $284 per night (USD)
VRBO
From $284 per night (USD)
Expedia
Retreat @ 3 Ridges / 8 min to Blue Ridge Parkway
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to The Retreat at Three Ridges! Our cozy, Scandinavian-inspired condo is your perfect Blue Ridge Mountain getawa ...
From $284 per night (USD)
Expedia
From $213 per night (USD)
VRBO
Upscale Wintergreen Getaway. Golf View Deck, Pool, and Modern Comforts
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your elegant home away from home at Wintergreen Resort. This 2-bedroom, 2-bathroom condo offers a serene and ...
From $213 per night (USD)
VRBO
From $724 per night (USD)
Expedia
Art & Soul: Stairless Entry/Living + Sauna/Hot Tub
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to Art & Soul, a newly renovated and stairless entry home in the picturesque mountains of Wintergreen, Virginia. ...
From $724 per night (USD)
Expedia
From $379 per night (USD)
VRBO
View With a Room │ Mountain Home in Wine Country
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to the View with a Room! Nestled at the base of Afton mountain, this 3 bed, 2 bath, house is close to trails, w ...
From $379 per night (USD)
VRBO
From $206 per night (USD)
Expedia
Cozy Cottage at Frogmorton
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This cottage sits on a historic VA property of 15 acres and a house from 1831. It’s a one of a kind location with deer, ...
From $206 per night (USD)
Expedia
From $161 per night (USD)
VRBO
Jade Dragon Guest House - Deerfield, VA. - Hamilton Branch River
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Relax and submerge yourself in nature at the Jade Dragon Guest House. The scenic drive into Deerfield is full of majest ...
From $161 per night (USD)
VRBO
From $172 per night (USD)
Expedia
Cute Place 2yrs old near 2 Ski resorts, Many Wineries/Breweries, BR Parkway, .
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Barbecue on the back deck and enjoy the cozy yard or sit on front porch. If you want to eat out only 2 miles from downt ...
From $172 per night (USD)
Expedia
From $688 per night (USD)
VRBO
Ridge Retreat @ Wintergreen!
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Top of the Mountain! Enjoy a view of the slopes and a backdrop view of many miles beyond that. You will want to wake up ...
From $688 per night (USD)
VRBO
From $235 per night (USD)
VRBO
1 Mi to Wintergreen Resort: Mtn-View Condo!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Outdoor Dining w/ Sweeping Views | 5 Mi to Blue Ridge Parkway | Community EV Charger (w/ Fee) | 3 Smart TVs Perched on ...
From $235 per night (USD)
VRBO
From $360 per night (USD)
VRBO
Leaf Peep at Serenity Summit - Your Family Retreat!
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 $360 per night (USD)
VRBO
From $594 per night (USD)
Expedia
Family Fun Escape: Hot Tub, Gameroom, Fireplace, Dog Friendly, Firepits & Grill
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
Bring the whole family to this warm mountain home! Welcome to Whitetail Lodge, a well designed home in the heart of Wint ...
From $594 per night (USD)
Expedia
From $1227 per night (USD)
VRBO
Perfect Golf Getaway! Hot Tub Time Machine Wintergreen Resort
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
The Hot Tub Time Machine is a beautiful 5 bedroom, 4 bathroom home that sleeps 12 located in the Blue Ridge Mountains of ...
From $1227 per night (USD)
VRBO
From $339 per night (USD)
Expedia
Wintergreen Resort - Mountain home w/4-bedroom 3 bath, Hot Tub & Wifi
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Fantastic Mountain Views & Close to the Resort hub. Bright and open Wintergreen 4 bedroom 3 full bath home perfectly sit ...
From $339 per night (USD)
Expedia
From $807 per night (USD)
VRBO
Luxury Home: Outdoor Lounge, Hot tub, FirePit, Family & Pet Friendly
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
"... it's luxury tucked away in the quiet woods yet just minutes away from the action" - Sara Welcome to Sundown Sanctu ...
From $807 per night (USD)
VRBO
From $385 per night (USD)
Expedia
Osceola Mill is a boutique inn located in the Shenandoah Valley 20 minutes from Lexington and Staunton.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
We have 4 Suites in the Mill house and a private cabin. The historic site was once a grist mill built in 1840 on 6 acres ...
From $385 per night (USD)
Expedia
From $203 per night (USD)
VRBO
Osceola Mill is a boutique inn located in the Shenandoah Valley 20 minutes from Lexington and Staunton.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Osceola Mill is a boutique inn located in the Shenandoah Valley 20 minutes from the historic towns of Lexington and Stau ...
From $203 per night (USD)
VRBO
From $283 per night (USD)
Expedia
Osceola Mill is a boutique inn located in the Shenandoah Valley 20 minutes from Lexington and Staunton.
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Osceola Mill is a boutique inn located in the Shenandoah Valley 20 minutes from the historic towns of Lexington and Stau ...
From $283 per night (USD)
Expedia
From $204 per night (USD)
VRBO
Osceola Mill is a boutique inn located in the Shenandoah Valley 20 minutes from Lexington and Staunton.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Osceola Mill is a bed & breakfast inn located in the Shenandoah Valley 20 minutes from the historic towns of Lexington a ...
From $204 per night (USD)
VRBO
From $205 per night (USD)
Expedia
Osceola Mill is a boutique inn located in the Shenandoah Valley 20 minutes from Lexington and Staunton.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Osceola Mill is a bed & breakfast inn located in the Shenandoah Valley 20 minutes from the historic towns of Lexington a ...
From $205 per night (USD)
Expedia
$Serene haven \The Nest\ in Wintergreen, close to activities and restaurants.$
From $177 per night (USD)
VRBO
Serene haven \"The Nest\" in Wintergreen, close to activities and restaurants.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
A warm space to relax and recharge. Close to it all or simply do nothing. Near hiking, golf, the slopes, tennis, spa and ...
From $177 per night (USD)
VRBO
From $320 per night (USD)
Expedia
Ski Chalet at Wintergreen Resort with Amazing Views!
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Escape to this charming 2- bedroom , 2 bathroom condo located in The Highlands at Wintergreen Resort, the perfect retre ...
From $320 per night (USD)
Expedia
From $291 per night (USD)
VRBO
Mountain View Vista: Resort Condo w/ Views
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
The condo's main features are as described: KITCHEN: Newly renovated and fully stocked with a fridge, dishwasher, oven ...
From $291 per night (USD)
VRBO
From $560 per night (USD)
Expedia
4BR Near Slopes • Mid-Century Vibes • Hot Tub • Game Room • Family Friendly
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
The perfect blend of mid-century style and family-friendly fun—here’s why guests love our Wintergreen retreat: Top 5 H ...
From $560 per night (USD)
Expedia
From $299 per night (USD)
VRBO
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)
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 $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 $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 $175 per night (USD)
Expedia
Family Friendly Log Cabin Nestled in Blue Ridge Foothills
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Down a lazy paved road, tucked into the woods on almost 5 acres, Cabin Clover is your perfect home base for exploring an ...
From $175 per night (USD)
Expedia
From $99 per night (USD)
VRBO
Charming 1-bedroom apartment in delightful Waynesboro with WiFi, AC
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Nestled in Waynesboro, this delightful apartment offers a cozy retreat for two guests. With heating, AC, and WiFi, this ...
From $99 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
Click For Pricing
VRBO
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
VRBO
Click For Pricing
Expedia
ing Suite Near I-64~Nat Park~Mtn View~Game Room!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
About this space Guest suite with private entry and a million dollar mountain view! Enjoy the patio w/ fire pit. Play po ...
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 $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 $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 $95 per night (USD)
VRBO
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)
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 $95 per night (USD)
VRBO
Charming 1-bedroom apartment, with Wi-Fi, A/C in historic Waynesboro, VA
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Simple Comfort is located in historic Waynesboro, Virginia. We are in a quiet neighborhood, away from the busy highways ...
From $95 per night (USD)
VRBO
From $164 per night (USD)
VRBO
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)
VRBO
From $202 per night (USD)
Expedia
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)
Expedia
From $232 per night (USD)
VRBO
Charming 3-bedroom house, breweries! hiking! wineries! scenic routes! Fishing!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
*.5mi to downtown*breweries*hiking*patio Uniquely refurbished home from the WWI era, with some of VA’s best spots only m ...
From $232 per night (USD)
VRBO
From $329 per night (USD)
Expedia
Charming 3-bedroom house in Waynesboro with WiFi, AC
Bedrooms:
1
Bathrooms:
3
Sleeps:
11
Unwind in Waynesboro at this lovely house. This gorgeous property features 3 bedrooms with a king, queen, and twin bed, ...
From $329 per night (USD)
Expedia
From $119 per night (USD)
VRBO
This apartment is a 1 bedroom(s), 1 bathrooms, located in Waynesboro, VA.
Bedrooms:
1
Bathrooms:
1
Sleeps:
1
Room for rent in Waynesboro with utilities included! This newly renovated space offers a shared bathroom, a fully stocke ...
From $119 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 $104 per night (USD)
VRBO
Charming Cape Cod overlooking South River in Waynesboro
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Charming Cape Cod overlooking the South River in Waynesboro is available for short term lease and offered furnished. Thi ...
From $104 per night (USD)
VRBO
From $554 per night (USD)
VRBO
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)
VRBO
From $218 per night (USD)
Expedia
Magnolia Suite: Luxury Private Room Downtown
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Magnolia Suite is a luxury, private room in a large, historic home in downtown Staunton, VA. Located just minutes from t ...
From $218 per night (USD)
Expedia
From $181 per night (USD)
VRBO
Red Bud Suite: Luxury Private Room Downtown
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Red Bud Suite is a luxury, private room in a large, historic home in downtown Staunton, VA. Located just minutes from th ...
From $181 per night (USD)
VRBO
From $1656 per night (USD)
Expedia
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)
Expedia
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 $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 $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 $671 per night (USD)
VRBO
Mountain Valley Luxury with Pool and Hot Tub
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Luxury 5-Bedroom Executive Home with Heated Pool, Hot Tub, Cold Plunge, & 160-Inch Movie Screen! Long range mountain vi ...
From $671 per night (USD)
VRBO
From $421 per night (USD)
Expedia
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)
Expedia
From $307 per night (USD)
VRBO
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)
VRBO
From $639 per night (USD)
Expedia
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)
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 $573 per night (USD)
Expedia
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)
Expedia
From $438 per night (USD)
VRBO
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)
VRBO
From $414 per night (USD)
Expedia
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)
Expedia
From $445 per night (USD)
VRBO
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)
VRBO
From $443 per night (USD)
Expedia
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)
Expedia
From $243 per night (USD)
VRBO
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)
VRBO
From $448 per night (USD)
Expedia
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)
Expedia
From $470 per night (USD)
VRBO
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)
VRBO
From $401 per night (USD)
Expedia
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)
Expedia
From $406 per night (USD)
VRBO
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)
VRBO
From $458 per night (USD)
Expedia
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)
Expedia

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