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From $141 per night (USD)
VRBO
Grey Pine Lodge | Queen Comfort | BEST Location & Amenities!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Grey Pine Lodge is the boutique motel experience you're looking for! BEST LOCATION -Across the street from the popular ...
From $141 per night (USD)
VRBO
From $218 per night (USD)
Expedia
Grey Pine Lodge | King Deluxe | BEST Location & Amenities!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Grey Pine Lodge is the boutique motel experience you're looking for! BEST LOCATION -Across the street from the popular ...
From $218 per night (USD)
Expedia
From $234 per night (USD)
VRBO
Grey Pine Lodge | King Deluxe | Pet-Friendly! | BEST Location & Amenities!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Grey Pine Lodge is the boutique motel experience you're looking for! This is a pet-friendly room category. Please indic ...
From $234 per night (USD)
VRBO
From $288 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 $288 per night (USD)
VRBO
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 $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 $116 per night (USD)
VRBO
Valley Extended Suites
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
<p>While you're here, you can enjoy all the comforts of home and more, including a full-sized refrigerator/freezer and a ...
From $116 per night (USD)
VRBO
From $217 per night (USD)
Expedia
NEW! Cheerful 2 bd bungalow with hot tub. Must see!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Perfect for singles or couples who want to stay home and relax or visit the sites then come home to enjoy the hot tub u ...
From $217 per night (USD)
Expedia
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VRBO
Centrally Located Charming Townhouse in Blue Ridge area
Bedrooms:
2
Bathrooms:
2
Sleeps:
2
Attractive, cheerful, quality-furnished, ground-level townhome located minutes from three towns, and 2 major highways. L ...
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VRBO
From $1388 per night (USD)
Expedia
Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!
Bedrooms:
3
Bathrooms:
7
Sleeps:
20
We are experienced hosts & have decided to open our home to other families while we travel around in an RV with ours! E ...
From $1388 per night (USD)
Expedia
From $329 per night (USD)
VRBO
Peacefield: Farmhouse in the Shenandoah Valley
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
NEW LISTING. Hosted by Amos and Carol, this entire handcrafted & beautifully updated home welcomes families & travelers ...
From $329 per night (USD)
VRBO
From $146 per night (USD)
Expedia
Queen City Hideaway - walk downtown, newly reno, classic, and cozy with views!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to our charming short-term rental in downtown Staunton, Virginia! Nestled in the heart of this historic city, ou ...
From $146 per night (USD)
Expedia
From $351 per night (USD)
VRBO
Peaceful Raphine Cottage w/ Deck & Fireplace!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Experience a delightful vacation in the serene Raphine countryside at this charming vacation rental! Boasting 3 bedrooms ...
From $351 per night (USD)
VRBO
From $323 per night (USD)
Expedia
Farm Cottage Hot Tub, Sauna, Views & Vineyards
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
About this space Welcome to the Cottage at Dices Spring Farm. This gem is nestled in the beautiful Shenandoah Valley. T ...
From $323 per night (USD)
Expedia
From $294 per night (USD)
VRBO
Serenity Ridge, Hot Tub, Views, Vineyards-Gameroom PRIVATE
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
About this space Serenity Ridge offers the perfect escape on your own little secluded ridge in the country. This home fe ...
From $294 per night (USD)
VRBO
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Expedia
Valley Extended Suites - Executive Suite
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Valley Extended Suites is surrounded by several beautiful areas to discover and explore within the Shenandoah Valley. We ...
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Expedia
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VRBO
Valley Extended Suites - Standard Suite
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Valley Extended Suites is surrounded by several beautiful areas to discover and explore within the Shenandoah Valley. We ...
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VRBO
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Expedia
Valley Extended Suites - Studio Suite
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Valley Extended Suites is surrounded by several beautiful areas to discover and explore within the Shenandoah Valley. We ...
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Expedia
From $181 per night (USD)
VRBO
Staunton Underground: Center of Downtown
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Staunton Underground is a newly renovated space, located next to the Woodrow Wilson Library and centrally located to all ...
From $181 per night (USD)
VRBO
From $112 per night (USD)
Expedia
The Firefly Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This century old cottage, updated with modern comforts, is perfect for a long or short stay. Minutes from downtown Staun ...
From $112 per night (USD)
Expedia
From $102 per night (USD)
VRBO
The Firefly Springhouse
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Private cabin, with bath, located in a quiet country setting, close to town and easy access to two Interstate highways. ...
From $102 per night (USD)
VRBO
From $147 per night (USD)
Expedia
On farm cottage with mountain views.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Cedar Nook is a charming farm cottage with panoramic mountain views. Observe cattle on pasture, watch crop harvest in se ...
From $147 per night (USD)
Expedia
From $339 per night (USD)
VRBO
Home with amazing location, 25min to Wintergreen, 30 min to Charlottesville, 20 min Staunton
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to your dream vacation home in Waynesboro, Virginia! This stunning 4-bedroom, 2-bathroom house offers the perfec ...
From $339 per night (USD)
VRBO
From $174 per night (USD)
VRBO
Private One Bedroom by Mountain Stream
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Cabin Barnwood is a very private one bedroom, with a nice patio and creek. The bedroom has a queen pencil poster bed, a ...
From $174 per night (USD)
VRBO
From $174 per night (USD)
VRBO
Logwood Cabin Pre Civil War
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Pre-Civil War Log cabin Cabin Creekwood is a family-owned business providing relaxing getaways in the Blue Ridge Mountai ...
From $174 per night (USD)
VRBO
From $261 per night (USD)
VRBO
Pet Friendly Three Bedroom in Blue Ridge Mountains
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Oakwood is a large three bedroom, two bath cabin, all on one level. The master bedroom contains a queen bed, plus a s ...
From $261 per night (USD)
VRBO
From $203 per night (USD)
VRBO
Pet Friendly Two Bedroom in Blue Ridge Mtns
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
A very comfortable two bedroom, Mountainwood gives plenty of room to spread out. The main room is nice and open, includ ...
From $203 per night (USD)
VRBO
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Expedia
Cabin on Penmerryl Farm - (2-Night Minimum Stay)
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
***2-Night Minimum Stay*** Penmerryl's 2 log cabins face our swimming pool and offer guests a private and rustic experi ...
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Expedia
From $256 per night (USD)
VRBO
Pet-Friendly VA Home ~ 30 Mi to Shenandoah NP
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Make your retreat to Weyers Cave to revel in the beauty of nature, relax with loved ones, and escape the hustle and bust ...
From $256 per night (USD)
VRBO
From $454 per night (USD)
Expedia
Ravens Roost--mountain views, hot tub, fireplace
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Part of Love Ridge Mountain Lodging, Ravens Roost takes its name from the stunning nearby overlook on the Blue Ridge Par ...
From $454 per night (USD)
Expedia
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VRBO
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 ...
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VRBO
From $210 per night (USD)
Expedia
40s Renovated Cape on College
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Unwind in Staunton at this enchanting cottage. With 2 cozy bedrooms, guests can relax in comfort. This renovated 1946 ho ...
From $210 per night (USD)
Expedia
From $344 per night (USD)
VRBO
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 $344 per night (USD)
VRBO
From $278 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 $278 per night (USD)
Expedia
From $575 per night (USD)
VRBO
Hilltop Hideaway: Trendy, Downtown + Mtn Views
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 $575 per night (USD)
VRBO
From $271 per night (USD)
Expedia
Entire Home Mins to Skyline, Cville & Staunton
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This spacious house sits on a corner lot that backs up to the national forest. Newly gutted and renovated in 2023, we re ...
From $271 per night (USD)
Expedia
From $170 per night (USD)
VRBO
The Bons Amis Suite: Walk Downtown!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Bons Amis Suite means “The Good Friends Suite” in French. It has been lovingly furnished, decorated, and named in ho ...
From $170 per night (USD)
VRBO
From $409 per night (USD)
Expedia
The Pool House: Hot Tub + Pool + 15 mins downtown
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
The Pool House is an open-concept space with a lofted bedroom. Below you will find a detailed layout of each space and i ...
From $409 per night (USD)
Expedia
From $172 per night (USD)
VRBO
The Shenandoah Suite: Walk Downtown!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Shenandoah Suite is an upbeat tribute to our beloved Shenandoah Valley! Designed to embrace you with the valley’s fe ...
From $172 per night (USD)
VRBO
From $237 per night (USD)
Expedia
Cozy Cabin in the Wintergreen Retreat Collection of Fine Homes
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Escape to bespoke, rustic luxury in the heart of Wintergreen Resort! Come enjoy our beautifully decorated, authentic l ...
From $237 per night (USD)
Expedia
From $311 per night (USD)
VRBO
5 Bedroom Home, 13 mins away from Skyline Drive
Bedrooms:
3
Bathrooms:
5
Sleeps:
15
Bring the whole family to this great place with lots of room for fun. 5 Bedrooms, 2 full bathroom, 2 half bathrooms, a 1 ...
From $311 per night (USD)
VRBO
From $840 per night (USD)
Expedia
Luxury Designer Home, Dome and Top amenities
Bedrooms:
3
Bathrooms:
6
Sleeps:
16
Welcome to Wintergreen - Mountain View Retreat! Discover the latest listing in Wintergreen – a spacious mountain retreat ...
From $840 per night (USD)
Expedia
From $228 per night (USD)
VRBO
Newtown Retreat: Award-Winning Renovation + Ideal Location
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Prepare an elaborate meal in the spacious, fully equipped kitchen. Relax on the front porch as the sun sets behind the n ...
From $228 per night (USD)
VRBO
From $430 per night (USD)
Expedia
The Cardinal House: Historic Home on Tree Streets
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Located in the beautiful tree streets of downtown Waynesboro, The Cardinal House is a stunning 5 bed, 3 bath house with ...
From $430 per night (USD)
Expedia
From $192 per night (USD)
VRBO
Gypsy Haven: Walk Downtown + Sunroom
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Come play at the irresistible Gypsy Haven! There are almost too many special touches to list – from the extravagant weig ...
From $192 per night (USD)
VRBO
From $171 per night (USD)
Expedia
The Urban Cowboy Suite: Walk Downtown!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Indulge yourself in our plush Urban Cowboy Suite on your next trip to Staunton! You’ll love the thoughtful details, the ...
From $171 per night (USD)
Expedia
From $165 per night (USD)
VRBO
The Pop Inn: Family Destination, Walk Dwntwn
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
The design of the Pop Inn will pull you in, but the luxurious comfort and remarkable amenities will make you want to ext ...
From $165 per night (USD)
VRBO
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Expedia
Spacious suite near DOWNTOWN
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Cozy, private and spacious suite located in a tranquil and beautiful neighborhood. The place is just minutes to Historic ...
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Expedia
From $251 per night (USD)
VRBO
The Cottage at Batten Green, Beautiful Farm Views, 5 mins to DT Staunton, Pet-Friendly!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Batten Green, a boutique inn in beautiful and historic Staunton, Virginia! Perfectly located just 5 minutes n ...
From $251 per night (USD)
VRBO
From $607 per night (USD)
Expedia
Luxury Manor House at Batten Green. Gorgeous farm views. 5 mins to DT Staunton. Pet-friendly!
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Welcome to Batten Green, a boutique inn in beautiful and historic Staunton, Virginia! Perfectly located just 5 minutes n ...
From $607 per night (USD)
Expedia
From $279 per night (USD)
VRBO
Downtown Luxe: Luxury Vintage + Downtown
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
LIVING ROOM: sleeper sofa, accent chairs, smart TV EAT-IN-KITCHEN: fully stocked kitchen with oven, fridge, microwave, ...
From $279 per night (USD)
VRBO
From $465 per night (USD)
Expedia
Mountain House Overlooking Rockfish Valley
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Unique octagonal house offering incredible views of the Blue Ridge Mountains of Virginia. Located 2 miles from I-64, 15 ...
From $465 per night (USD)
Expedia
From $82 per night (USD)
VRBO
Cottage on the Farm
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy our cozy 1 room cottage that contains: a kitchenette equipped with a hot plate and mini fridge, shower, toilet, tv ...
From $82 per night (USD)
VRBO
From $289 per night (USD)
VRBO
Cardinal Cottage Beautiful Shenandoah Valley getaway w/ stunning mountain views
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Purpose-built vacation house for a country escape. Less than fifteen minutes from the highway, yet peaceful and private. ...
From $289 per night (USD)
VRBO
From $408 per night (USD)
VRBO
Beautiful Home Near Charlottesville And Harrisonburg In Shenandoah Valley
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This home is 2 miles from highway 64 in Waynesboro, VA in the beautiful Shenandoah Valley. It is a 2900 sq. ft. 4 bed ...
From $408 per night (USD)
VRBO
From $299 per night (USD)
Expedia
Cozy Boho Chic Cottage in the Shenandoah Valley
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Enjoy a romantic getaway or time with family and friends in our relaxing Boho Chic Cottage located in the heart of Staun ...
From $299 per night (USD)
Expedia
Click For Pricing
VRBO
Affordable Suites of America Waynesboro
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
<p>A short distance from snowboarding, downhill skiing, and more, this smoke-free apartment lets you experience it all. ...
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VRBO
From $2347 per night (USD)
Expedia
WILDBRIAR LODGE • 6BR/6BA • MASTER SUITES • HOT TUB • GAME ROOM • MOUNTAIN VIEWS
Bedrooms:
5
Bathrooms:
6
Sleeps:
20
This property is undergoing a complete remodel, expected to be finished by June 2025. Updates include a new 12-seater th ...
From $2347 per night (USD)
Expedia
From $284 per night (USD)
VRBO
The Haven, located in the heart of the Shenandoah Valley
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
The Haven is located in the heart of Waynesboro, in a newly developed community, quietly tuck away in the cul-de-sac. Th ...
From $284 per night (USD)
VRBO
From $109 per night (USD)
Expedia
Mid-Century Downtown Staunton Loft
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
When 3 is a crowd, try a romantic hideaway for 2. Just uphill from the downtown restaurants. A mid-century loft in a 19 ...
From $109 per night (USD)
Expedia
From $218 per night (USD)
VRBO
The red house
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This newly renovated(June 2023,) four bedroom two bath home is a five minute walk to historical downtown Staunton. On Sa ...
From $218 per night (USD)
VRBO
From $263 per night (USD)
Expedia
Farmhouse at the foot of the Blue Ridge Mountains
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Updated, pet-friendly farmhouse with extra-large fenced in yard, located in Waynesboro - 10 minutes from Skyline Drive ...
From $263 per night (USD)
Expedia
From $88 per night (USD)
VRBO
Happy Valley Log Cabin Farmhouse Shenandoah Valley
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Early 1800's Log Cabin located in beautiful Steeles Tavern, Augusta, VA. This 1600sf cabin/farm house is situated on jus ...
From $88 per night (USD)
VRBO
From $1043 per night (USD)
Expedia
The newest and largest edition to the Wintergreen Retreat portfolio!
Bedrooms:
4
Bathrooms:
6
Sleeps:
23
The sky and blue ridge mountains loom large past floor-to-ceiling windows at this modern luxury ski lodge home on Winter ...
From $1043 per night (USD)
Expedia
From $209 per night (USD)
VRBO
Tips Up: Cozy Slopeside Retreat w/ Fireplace (~100 Yards From The Slopes!)
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The mountains are calling and you must go. Well, you don't have to, but we think it's a good idea. Make Tips Up your h ...
From $209 per night (USD)
VRBO
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Expedia
Spacious Wintergreen Resort Home w/ Hot Tub!
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
The Blue Ridge Mountains are calling you to this 4-bedroom, 3-bath, 2-half bath vacation rental for an epic family getaw ...
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Expedia
From $150 per night (USD)
VRBO
Top of Mountain 2 BR Condo, Short Walk to Highlands Ski Lift and Scenic Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Located at the top of Wintergreen Mountain, this spacious 2 bedroom 2 full baths condo gets close to all the action on t ...
From $150 per night (USD)
VRBO
From $144 per night (USD)
Expedia
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Ours is a 2-bedroom condo just 0.2 mile (3 minute walk) to the top of the Blue Ridge Express lift, in the Mountain Villa ...
From $144 per night (USD)
Expedia
Click For Pricing
VRBO
Cozy Condo at Wintergreen! Book now for The Ski Season!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This perfect little getaway is nestled into the hillside and centrally located within Wintergreen. Our place can serve ...
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VRBO
From $260 per night (USD)
Expedia
Mountain Escape: updated kitchen, king bed, walk to nature center, pet friendly
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Spacious pet/family-friendly mountain top property filled with natural light. Inviting living room and convenient locati ...
From $260 per night (USD)
Expedia
$\SERENITY 4 ALL SEASONS\$
From $603 per night (USD)
VRBO
\"SERENITY 4 ALL SEASONS\"
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
From the décor and furnishings to the beautiful views you will not want to leave. This 5 BR (3 queen beds, 1 full bed an ...
From $603 per night (USD)
VRBO
From $295 per night (USD)
Expedia
Come and enjoy a beautiful view and relaxing time at Windy Knoll....
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Windy Knoll invites you to come and relax and enjoy the stunning views of the Afton Mountain greenery. Large A-Frame w ...
From $295 per night (USD)
Expedia
From $690 per night (USD)
VRBO
ALL NEW. BEAUTIFUL 3 BEDROOM TOWN HOME.
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
The home was fully rebuilt during 2020-2021 with the highest of finishes and furnishings The first floor is open, with ...
From $690 per night (USD)
VRBO
From $165 per night (USD)
Expedia
Get Away, Relax, and Unwind
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
This cozy home is located in the small town of Grottoes, Virginia nestled between the shade of an old Oak Tree, Maple Tr ...
From $165 per night (USD)
Expedia
From $391 per night (USD)
VRBO
Spectacular Ski Chalet, 3 BR, 2.5 Bath, Great Location.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This chalet offers a spacious panaromic view, with a high wooden vaulted ceiling. Only 5 min away from ski slopes, ...
From $391 per night (USD)
VRBO
From $275 per night (USD)
Expedia
Time to Book for Spring and Summer...Amazing Views and 5-Star Amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
While it may be getting hot where you live, at Wintergreen the spring and summer are much cooler and very pleasant. Wi ...
From $275 per night (USD)
Expedia
From $440 per night (USD)
VRBO
Kick back at Virginia’s premier ski and golf resort
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Perched high in the Smokey Mountains above the Blue Ridge Parkway, Wintergreen is a perfect spot for relaxing with frien ...
From $440 per night (USD)
VRBO
From $670 per night (USD)
Expedia
Blue Ridge Mountain Retreat in Wintergreen
Bedrooms:
4
Bathrooms:
7
Sleeps:
21
Welcome to Blue Ridge Mountain Retreat at Wintergreen! This amazing property is the newest addition to Wind Luxury Prope ...
From $670 per night (USD)
Expedia
From $242 per night (USD)
VRBO
Via Serenity Stream
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Relax in this cozy cottage on the riverbank with 2 bedroom 1.5 bath and sleeps 5 comfortably at the bottom of Reddish kn ...
From $242 per night (USD)
VRBO
From $200 per night (USD)
Expedia
Cozy 3-bedroom cabin located in Wintergreen Resort
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Capture all the beauty of Wintergreen's 4 seasons with this adorable property. Rustic 3-bedroom/2 full bath home sitting ...
From $200 per night (USD)
Expedia
From $382 per night (USD)
VRBO
Book Now for Spring and Summer....Awesome Views and 5-Star Amenities
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
While it may be getting hot where you live, at Wintergreen the spring and summer are much cooler and very pleasant. Wi ...
From $382 per night (USD)
VRBO
From $269 per night (USD)
Expedia
Wintergreen Resort Cabin: Near the Slopes!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Get away with your adventure-loving friends or family and stay at this chic 3-bedroom, 2.5-bath cabin nestled in the woo ...
From $269 per night (USD)
Expedia
From $589 per night (USD)
VRBO
Wintergreen Resort Retreat: Ski, Hike, Golf!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
From skiing at Wintergreen Resort to hiking the Appalachian Trail, this 4-bedroom, 3-bath house is perfect in any season ...
From $589 per night (USD)
VRBO
From $390 per night (USD)
Expedia
Above the Clouds! Perfect Escape for Families!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Breathe in the fresh mountain air when you stay at The Retreat at Wintergreen in the Blue Ridge Mountains. This updated ...
From $390 per night (USD)
Expedia
From $166 per night (USD)
VRBO
Cozy Mountain Retreat * Dog Friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Immerse in nature’s beauty at the Bear Essentials Retreat located close to Wintergreen Resort, a year-round haven for ou ...
From $166 per night (USD)
VRBO
From $282 per night (USD)
Expedia
Wintergreen. Sunset Vista Villa - Sea of Mountains
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to Sunset Vista Villa, where you enjoy, “Skies for Miles.” This beautiful, 2 bedroom, 2 bath, first-floor-unit ...
From $282 per night (USD)
Expedia
From $343 per night (USD)
VRBO
180 Degree Breathtaking Views
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Newly remodeled by new owner. Amazing views from the walk out wrap around terrace in Wintergreen Ski/Golf Resort. First ...
From $343 per night (USD)
VRBO
From $710 per night (USD)
Expedia
Unbeatable Views Atop Wintergreen Resort
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Blue Ridge Heaven is located at an elevation of 3,850 feet atop Devils Knob – the highest point at Wintergreen Resort in ...
From $710 per night (USD)
Expedia
From $581 per night (USD)
VRBO
Wintergreen Resort Home w/ Deck: Walk to Slopes
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Pack your gear and head out to the mountains of Virginia for a stay at this 5-bed, 4-bath vacation rental, large enough ...
From $581 per night (USD)
VRBO
From $587 per night (USD)
Expedia
4 BR cabin mins to trails & breweries pets welcome
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Feel right at home when you arrive at this lovely cabin at the very top of Wintergreen Resort mountain fresh ready for a ...
From $587 per night (USD)
Expedia
From $292 per night (USD)
VRBO
Cooler in the mountains, with hot tub.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Terrace level apartment w/ private entrance, Private deck, 2 bdrms, full kitchen, mini-frig stocked with local wine, LR ...
From $292 per night (USD)
VRBO
From $578 per night (USD)
Expedia
Bright Wintergreen Resort Home; Deck & Grill!
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Escape to the mountains, and stay at this spacious and welcoming vacation rental in Wintergreen Resort! The 6-bedroom, 4 ...
From $578 per night (USD)
Expedia
From $372 per night (USD)
VRBO
One of the Best Views in Wintergreen!
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
This unique property has some of the best views in Wintergreen. Make this your retreat after a day filled with hiking, ...
From $372 per night (USD)
VRBO
From $317 per night (USD)
Expedia
Sweet Afton | Country House in Heart of Wine Country
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
2 bed, 1 bath country cottage in the heart of wine and beer country located in Afton "proper". This quaint cottage sits ...
From $317 per night (USD)
Expedia
From $215 per night (USD)
VRBO
Relaxing 3 bdrm Mountain Cabin on Wintergreen Resort
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful cabin in the woods! Welcome to our home! This beautiful mountain cabin is located on the top of Wintergreen R ...
From $215 per night (USD)
VRBO
From $247 per night (USD)
Expedia
Escape to the Blue Ridge Mountains at Wine-tergreen!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Your perfect escape in the beautiful Blue Ridge Mountains! Enjoy a glass of the region's famous wines in front of the w ...
From $247 per night (USD)
Expedia
From $298 per night (USD)
VRBO
Breathtaking views! Beautifully decorated.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Enjoy a Fall/Winter getaway in our lovely three bedroom condo! Enjoy breathtaking views! Spend a day relaxing at the Sp ...
From $298 per night (USD)
VRBO
From $234 per night (USD)
Expedia
Highlands Condo LOTS OF DETAILED INFO LISTED☺️ Views for days!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
2 bedroom 2 bath and a queen sofa bed. Sleeps 4-6 very comfortably. This is our second condo here as we’ve fallen so in ...
From $234 per night (USD)
Expedia
From $358 per night (USD)
VRBO
Lovely Condo w/ Deck, 1 Mi to Wintergreen Resort!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Experience the quintessential four-seasons getaway at this 4-bedroom, 3.5-bathroom Wintergreen Resort Condo situated min ...
From $358 per night (USD)
VRBO
From $147 per night (USD)
Expedia
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Be among the first to stay in this new construction! Fabulous condo with nice finishes and new furniture. Everything y ...
From $147 per night (USD)
Expedia

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