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From $365 per night (USD)
VRBO
Stoneridge 26 with Wintergreen Advantage
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in the Stoneridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitn ...
From $365 per night (USD)
VRBO
From $398 per night (USD)
Expedia
Ledges 71 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 $398 per night (USD)
Expedia
From $363 per night (USD)
VRBO
Stoneridge 29 with Wintergreen Advantage
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in the Stoneridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitn ...
From $363 per night (USD)
VRBO
From $274 per night (USD)
Expedia
Vistas 71 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 $274 per night (USD)
Expedia
From $608 per night (USD)
VRBO
Shenandoah Ridge 02 with Wintergreen Advantage
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Located in the Shenandoah Ridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics an ...
From $608 per night (USD)
VRBO
From $273 per night (USD)
Expedia
Highridge Place 43 with Wintergreen Advantage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in the Highridge Place condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and ...
From $273 per night (USD)
Expedia
From $483 per night (USD)
VRBO
Stoneridge 42 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 $483 per night (USD)
VRBO
From $487 per night (USD)
Expedia
Stoneridge 30 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 $487 per night (USD)
Expedia
From $542 per night (USD)
VRBO
Overlook 45 with Wintergreen Advantage
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Located in the Overlook condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitnes ...
From $542 per night (USD)
VRBO
From $367 per night (USD)
Expedia
Stoneridge 56 with Wintergreen Advantage
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in the Stoneridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitn ...
From $367 per night (USD)
Expedia
From $404 per night (USD)
VRBO
Vistas 64 with Wintergreen Advantage
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in the Vistas condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitness ...
From $404 per night (USD)
VRBO
From $370 per night (USD)
Expedia
Northridge 03 with Wintergreen Advantage
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in the Northridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitn ...
From $370 per night (USD)
Expedia
From $363 per night (USD)
VRBO
Stoneridge Woods 05 with Wintergreen Advantage
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in the Stoneridge Woods condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics an ...
From $363 per night (USD)
VRBO
From $398 per night (USD)
Expedia
Overlook 26 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 $398 per night (USD)
Expedia
From $366 per night (USD)
VRBO
Fairway Woods 43 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 $366 per night (USD)
VRBO
From $536 per night (USD)
Expedia
Highridge Court 19 with Wintergreen Advantage
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Located in the Highridge Court condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and ...
From $536 per night (USD)
Expedia
From $367 per night (USD)
VRBO
Fairway Woods 22 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 $367 per night (USD)
VRBO
From $366 per night (USD)
Expedia
Stoneridge 75 with Wintergreen Advantage
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in the Stoneridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitn ...
From $366 per night (USD)
Expedia
From $542 per night (USD)
VRBO
Vistas 82 with Wintergreen Advantage
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Located in the Vistas condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitness ...
From $542 per night (USD)
VRBO
Click For Pricing
Expedia
Highridge Court 36 with Wintergreen Advantage
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Located in the Highridge Court condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and ...
Click For Pricing
Expedia
From $481 per night (USD)
VRBO
White Oak 46 with Wintergreen Advantage
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located in the White Oak condominium complex, near the Blackrock Village Center, ski slopes and Resort dining. Bedroom 1 ...
From $481 per night (USD)
VRBO
From $278 per night (USD)
Expedia
Highlands 17 with Wintergreen Advantage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in the Highlands condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitne ...
From $278 per night (USD)
Expedia
From $273 per night (USD)
VRBO
Highridge Court 30 with Wintergreen Advantage
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
Located in the Highridge Court condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and ...
From $273 per night (USD)
VRBO
From $538 per night (USD)
Expedia
Cliffs 20 with Wintergreen Advantage
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Located in the Cliffs condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitness ...
From $538 per night (USD)
Expedia
From $400 per night (USD)
VRBO
Highridge Place 42 with Wintergreen Advantage
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in the Highridge Place condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and ...
From $400 per night (USD)
VRBO
From $478 per night (USD)
Expedia
White Oak 51 with Wintergreen Advantage
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located in the White Oak condominium complex, near the Blackrock Village Center, ski slopes and Resort dining. Bedroom 1 ...
From $478 per night (USD)
Expedia
From $404 per night (USD)
VRBO
Three Ridges 59 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 $404 per night (USD)
VRBO
From $400 per night (USD)
Expedia
Cliffs 27 with Wintergreen Advantage
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in the Cliffs condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitness ...
From $400 per night (USD)
Expedia
From $407 per night (USD)
VRBO
Overlook 43 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 $407 per night (USD)
VRBO
From $367 per night (USD)
Expedia
Fairway Woods 01 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 $367 per night (USD)
Expedia
From $259 per night (USD)
VRBO
Stoneridge 43 with Wintergreen Advantage
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
Located in the Stoneridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitn ...
From $259 per night (USD)
VRBO
From $258 per night (USD)
Expedia
Stoneridge 77 with Wintergreen Advantage
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
Located in the Stoneridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitn ...
From $258 per night (USD)
Expedia
From $400 per night (USD)
VRBO
Overlook 41 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 $400 per night (USD)
VRBO
From $274 per night (USD)
Expedia
Three Ridges 74 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 $274 per night (USD)
Expedia
From $279 per night (USD)
VRBO
Three Ridges 90 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 $279 per night (USD)
VRBO
From $309 per night (USD)
Expedia
Majestic Mtn Cabin w quick hiking access & short distance to overlook!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
You have found the PERFECT Family-Friendly Wintergreen Getaway! ⨇Fully-remodeled luxurious 2000sq ft ski chalet ⨇Brief w ...
From $309 per night (USD)
Expedia
$A-Frame @ WTG Resort w/ Hot Tub\n\n$
From $326 per night (USD)
VRBO
A-Frame @ WTG Resort w/ Hot Tub\n\n
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Recently Renovated, Bright, and a Serene place to relax with the family between hikes or time on the slopes! Our A-frame ...
From $326 per night (USD)
VRBO
From $242 per night (USD)
Expedia
Sweet Darling House: Enchanting historic home; walkable to downtown
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Sweet Darling House is a 19th century home located on East Beverley Street in the renowned Gospel Hill neighborhood, and ...
From $242 per night (USD)
Expedia
From $262 per night (USD)
VRBO
Scenic Blue Ridge Sanctuary with smoking and vaping strictly restricted inside
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
About this space Breathe at ease in this peaceful place nestled along rolling hills, winding roads and in between mounta ...
From $262 per night (USD)
VRBO
From $324 per night (USD)
Expedia
Hilltop Hideaway: Fenced Yard, Walkable
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to Hilltop Hideaway! This newly renovated 4 bed, 3 bath home is the perfect spot for your Staunton getaway with ...
From $324 per night (USD)
Expedia
From $300 per night (USD)
VRBO
Discounts Avail! Theater Room, Fooseball, Firepit, Mountains!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Welcome to Alpine Adventure, a spacious and luxurious Virginia mountain vacation rental located in the heart of Wintergr ...
From $300 per night (USD)
VRBO
From $1006 per night (USD)
Expedia
Designer Home w/ Incredible Views, Sleeps 16
Bedrooms:
3
Bathrooms:
6
Sleeps:
16
Welcome to Highlands Overlook, a designer-decorated home in the heart of Wintergreen. The deck is second-to-none, comple ...
From $1006 per night (USD)
Expedia
From $134 per night (USD)
VRBO
Condo in Wintergreen Resort
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Wintergreen is a beautiful in all four seasons and a must visit any time of year. Families of all ages will love explori ...
From $134 per night (USD)
VRBO
From $278 per night (USD)
Expedia
Highlands 02 with Wintergreen Advantage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in the Highlands condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitne ...
From $278 per night (USD)
Expedia
From $5599 per night (USD)
VRBO
Batten Green - Luxury Boutique Inn. Entire Venue! WOW Views!
Bedrooms:
12
Bathrooms:
12
Sleeps:
28
Entire private 12-acre venue exclusive to you and your guests! Perfect for Family Reunions, Corporate Retreats and other ...
From $5599 per night (USD)
VRBO
From $189 per night (USD)
Expedia
Little Yellow House: Walk to Downtown Staunton
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Staunton! This historic home was one of the original workers' cottages in the 1800s. It's located downtown wi ...
From $189 per night (USD)
Expedia
From $140 per night (USD)
VRBO
Secret Garden: Pup Friendly & Walkable
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Secret Garden Studio is conveniently located in a quaint neighborhood with easy access to Downtown Staunton and Gypsy Hi ...
From $140 per night (USD)
VRBO
From $243 per night (USD)
Expedia
The All-American Cottage Seconds from Gypsy Hill Park! Kid and Pet friendly!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Situated only STEPS from Gypsy Hill Park in Historic Downtown Staunton, the "All-American Cottage" is ready for you to c ...
From $243 per night (USD)
Expedia
From $755 per night (USD)
VRBO
Fam-Friendly Mountain Chalet: Hot Tub, Sauna, Gameroom, Adventure Bunkbeds
Bedrooms:
4
Bathrooms:
6
Sleeps:
16
Welcome to Pleasant Point at Wintergreen Resort! This HGTV-worthy home is ready to host you and your guests! Nestled ami ...
From $755 per night (USD)
VRBO
From $264 per night (USD)
VRBO
Wintergreen Luxury Condo: fully renovated 3B/3BR condo with sweeping views
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
About this space Here are a few features of our beautiful condo: * 2 Spacious Levels * Amazing views * High-Speed WIFI ...
From $264 per night (USD)
VRBO
From $445 per night (USD)
VRBO
Elk Mountain Overlook: Breathtaking Views
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Mountaintop overlook with jaw dropping views and camp themed interior design. Perched upon Elk Mountain just off the Blu ...
From $445 per night (USD)
VRBO
From $632 per night (USD)
Expedia
Hilltop Escape At Wintergreen
Bedrooms:
4
Bathrooms:
4
Sleeps:
14
Nestled amid the pristine beauty of the towering mountains, this home provides the perfect alpine escape for those seeki ...
From $632 per night (USD)
Expedia
From $73 per night (USD)
VRBO
Discover the perfect blend of modern living and serene nature.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Discover the perfect blend of modern living and serene nature in this newly built townhouse located in a tranquil neighb ...
From $73 per night (USD)
VRBO
From $434 per night (USD)
Expedia
Bluebird Mountain Home: Dog Friendly, No Step Master
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Bluebird Mountain Home is a beautifully decorated, thoughtfully designed, light filled, cozy house nestled among the tre ...
From $434 per night (USD)
Expedia
From $409 per night (USD)
VRBO
Panoramic mountain views and creekside walks in the beautiful Shenanodah Valley
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Situated at @1700 feet and surrounded by 105 acres, Hilltop House offers panoramic views up and down the Blue Ridge Moun ...
From $409 per night (USD)
VRBO
From $1349 per night (USD)
Expedia
Blue Ridge Bliss 9BR/6BA: 2 Homes Across the Street from each other! Sleeps 24
Bedrooms:
6
Bathrooms:
9
Sleeps:
25
Discover Blue Ridge Bliss Across Two Homes: Experience the ultimate retreat with two homes across the street from one a ...
From $1349 per night (USD)
Expedia
From $296 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 $296 per night (USD)
VRBO
From $294 per night (USD)
Expedia
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 $294 per night (USD)
Expedia
From $253 per night (USD)
VRBO
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 $253 per night (USD)
VRBO
From $367 per night (USD)
Expedia
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 $367 per night (USD)
Expedia
From $840 per night (USD)
VRBO
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 $840 per night (USD)
VRBO
Click For Pricing
Expedia
Heaven on Eleven with Wintergreen Advantage
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Heaven on 11 is a comfortable 3 BR / 3 BA house with Queen Beds, sleeps 6, with two bedrooms on the entry level, includi ...
Click For Pricing
Expedia
From $520 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 $520 per night (USD)
VRBO
From $606 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 $606 per night (USD)
Expedia
From $370 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 $370 per night (USD)
VRBO
From $397 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 $397 per night (USD)
Expedia
From $258 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 $258 per night (USD)
VRBO
From $345 per night (USD)
Expedia
The Woodward: Renovated Historic Home Downtown
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 $345 per night (USD)
Expedia
From $436 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 $436 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 $846 per night (USD)
VRBO
Wintergreen home with hot tub, arcade, and fireplace, 2-minute drive from Wintergreen Resort.
Bedrooms:
3
Bathrooms:
6
Sleeps:
15
Wintergreen home with hot tub, arcade, and fireplace, 2-minute drive from Wintergreen Resort. Experience the ultimate mo ...
From $846 per night (USD)
VRBO
From $466 per night (USD)
Expedia
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 $466 per night (USD)
Expedia
From $767 per night (USD)
VRBO
Your Spring Retreat! The View at Crawfords Edge - Trails+Tastings+Peace
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 Resor ...
From $767 per night (USD)
VRBO
From $352 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 $352 per night (USD)
VRBO
From $409 per night (USD)
VRBO
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 $409 per night (USD)
VRBO
From $260 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 $260 per night (USD)
VRBO
From $282 per night (USD)
VRBO
Retreat @ 3 Ridges / 2min->Slopes / Walk to Dining
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 $282 per night (USD)
VRBO
From $213 per night (USD)
Expedia
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)
Expedia
From $675 per night (USD)
VRBO
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 $675 per night (USD)
VRBO
From $373 per night (USD)
Expedia
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 $373 per night (USD)
Expedia
From $174 per night (USD)
VRBO
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 $174 per night (USD)
VRBO
From $139 per night (USD)
Expedia
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 $139 per night (USD)
Expedia
From $182 per night (USD)
VRBO
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 $182 per night (USD)
VRBO
From $549 per night (USD)
Expedia
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 $549 per night (USD)
Expedia
From $230 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 $230 per night (USD)
VRBO
From $324 per night (USD)
Expedia
Serenity Summit Springtime - 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 $324 per night (USD)
Expedia
From $526 per night (USD)
VRBO
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 $526 per night (USD)
VRBO
From $1172 per night (USD)
Expedia
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 $1172 per night (USD)
Expedia
From $342 per night (USD)
VRBO
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 $342 per night (USD)
VRBO
From $716 per night (USD)
Expedia
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 $716 per night (USD)
Expedia
From $397 per night (USD)
VRBO
Osceola Mill is a B&B 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 $397 per night (USD)
VRBO
From $243 per night (USD)
Expedia
Osceola Mill is a B&B 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 $243 per night (USD)
Expedia
From $303 per night (USD)
VRBO
Osceola Mill is a B&B inn located in the Shenandoah Valley 20 minutes from Lexington and Staunton.
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Osceola Mill is a bed & breakfast inn located in the Shenandoah Valley 20 minutes from the historic towns of Lexington a ...
From $303 per night (USD)
VRBO
From $244 per night (USD)
Expedia
Osceola Mill is a B&B 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 $244 per night (USD)
Expedia
From $243 per night (USD)
VRBO
Osceola Mill is a B&B 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 $243 per night (USD)
VRBO
$Serene haven \The Nest\ in Wintergreen, close to activities and restaurants.$
From $164 per night (USD)
Expedia
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 $164 per night (USD)
Expedia
From $300 per night (USD)
VRBO
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 $300 per night (USD)
VRBO
From $234 per night (USD)
Expedia
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 $234 per night (USD)
Expedia
From $593 per night (USD)
VRBO
Mid-Century Mountain Cabin w/ Hot Tub + Arcade
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 $593 per night (USD)
VRBO
From $266 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 $266 per night (USD)
Expedia

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