
Augusta Area Rentals

- From $213 per night (USD)
VRBO
The Guest House at Willow Springs Farm -- central Shenandoah Valley location
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Our turn of the century Shenandoah Valley farmhouse is convenient for travelers (fifteen minutes from I-81, exit 235) an ...
From $213 per night (USD)VRBO
- From $418 per night (USD)
Expedia
Wintergreen Retreat - bespoke luxury post & beam home on Devils Knob loop
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
The Wintergreen Retreat is a vacation rental home within the Wintergreen Resort in Virginia in the prestigious Devil's K ...
From $418 per night (USD)Expedia
- From $129 per night (USD)
VRBO
Beautifully Renovated
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This quaint and cozy gem is ideally situated near all the attractions you desire! Enjoy leisurely walks to the Lodge, sh ...
From $129 per night (USD)VRBO
- From $225 per night (USD)
VRBO
Golf, Spa, Wine,or just a quiet getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
3-bedroom, 2-bathroom condo in Wintergreen Resort. Comfortable quiet condo on Devil s Knob Golf Course. Comfortably slee ...
From $225 per night (USD)VRBO
- From $535 per night (USD)
VRBO
The Bear's Den at Wintergreen- 6 Bedroom
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Welcome to the Bear's Den, a comfortable three story home in Wintergreen Resort for family and friends to make mountain ...
From $535 per night (USD)VRBO
- From $230 per night (USD)
Expedia
House on cul-de-sac
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Open floor. Lots of light. Lovely Two story home on quiet street very close to downtown and shopping. Restaurants are c ...
From $230 per night (USD)Expedia
- From $205 per night (USD)
VRBO
Country Retreat, An Amateur Astronomer's Dream
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Baldwin Farm is located in the central Shenandoah Valley, the house is a three-bedroom, two-bath modern country home fra ...
From $205 per night (USD)VRBO
- From $320 per night (USD)
Expedia
Briarpatch - Luxury 4BR House - in Wintergreen Retreat Collection of fine Homes!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Briarpatch is an upscale vacation rental home within Virginia’s Wintergreen Resort located in the prestigious Devil's Kn ...
From $320 per night (USD)Expedia
- From $5268 per night (USD)
VRBO
Top of the Mountain, 1 mile to Ski Area
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Looking for a 5 STAR mountain getaway in luxury and style? Grab your skis and hiking gear and go to Bear’s Choice. Nestl ...
From $5268 per night (USD)VRBO
- From $257 per night (USD)
Expedia
Relaxing Wintergreen Chalet
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Resort property at Wintergreen - this three-bedroom, two and half-bath retreat is nestled on a private wooded lot in an ...
From $257 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 $219 per night (USD)
Expedia
Spy Run Hideaway is a 1/2 mile from the Blue Ridge Parkway & pet friendly!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Spy Run Hideaway is truly a one-of-a-kind experience that is quiet and secluded on 17 acres that is nestled in the Blue ...
From $219 per night (USD)Expedia
- From $460 per night (USD)
VRBO
Hickory Hideaway- 5 BR 4 BA with game room and indoor fire place
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to the Hickory Hideaway! This 5 BR, 4 BA home is located in the heart of Wintergreen Resort. The home features ...
From $460 per night (USD)VRBO
- From $145 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 $145 per night (USD)Expedia
- From $286 per night (USD)
VRBO
Whispering Creek Hot Tub Pool TennisGolf King Beds
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Nestled next to a perennial mountain stream in Wintergreen Resport this cozy 3 bedroom, 2.5 bath house with onsite hot t ...
From $286 per night (USD)VRBO
- From $179 per night (USD)
Expedia
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 $179 per night (USD)Expedia
- From $112 per night (USD)
VRBO
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)VRBO
- From $97 per night (USD)
Expedia
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 $97 per night (USD)Expedia
- From $342 per night (USD)
VRBO
Spacious + Serene Mtn Top Escape, 4 En Suites
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to our mountain top home, just minutes from the heart of the resort, connected to walking trails, and with spect ...
From $342 per night (USD)VRBO
- From $618 per night (USD)
Expedia
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 $618 per night (USD)Expedia
- From $527 per night (USD)
VRBO
Welcome to our stunning 3-bedroom, 2-bathroom house nestled in the heart of Wintergreen, Virginia.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Welcome to this enchanting 3-bedroom, 2-bathroom home located in the picturesque Wintergreen, VA. This delightful mounta ...
From $527 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 $124 per night (USD)
Expedia
Blair's Vintage Apartment Nestled in Wine Country
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This is a 1-bedroom apartment, over a garage. Very private space. Guests have their own parking space and can come and g ...
From $124 per night (USD)Expedia
- From $256 per night (USD)
VRBO
Wintergreen Resort Retreat w/ Skiing Access!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Kick back and relax at this charming 3-bedroom, 3-bath Wintergreen Resort condo! Tucked away in the Blue Ridge Mountains ...
From $256 per night (USD)VRBO
- From $229 per night (USD)
Expedia
Embrace the mountain lifestyle in this delightful true ski-in/ski-out condo in Wintergreen!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 5
Welcome to your Wintergreen true ski in/out condo haven! This exceptional condo, located just steps away from Wintergree ...
From $229 per night (USD)Expedia
- From $324 per night (USD)
VRBO
Family mountain cabin with room to spread out 20 minutes from Harrisonburg, VA..
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Experience all of the wonders of nature in this comfortable spacious home with original rock fireplaces and the warmth o ...
From $324 per night (USD)VRBO
- From $579 per night (USD)
Expedia
Amazing Views From 3 Decks! Hot Tub - Pool Table - Games - Grill - Gazebo - WIFI
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
The Rockstar Ridge is a spacious retreat tucked away in the serene and scenic Wintergreen Resort. This 3300 sq. ft. cabi ...
From $579 per night (USD)Expedia
- From $528 per night (USD)
VRBO
Sauna, dog friendly Amazing views to ski slopes
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to the view from above the clouds! This spacious, sunlit, two-floor penthouse condo is right on the ridge at Win ...
From $528 per night (USD)VRBO
- From $268 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 $268 per night (USD)Expedia
- From $299 per night (USD)
VRBO
Endless Mountain Top Views from All The Way Up!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Our warm and inviting condo combines amazing proximity to the ski slopes with to-die-for views of the Blue Ridge Mountai ...
From $299 per night (USD)VRBO
- From $242 per night (USD)
Expedia
Wintergreen Resort Condo: Walk to Ski Lift!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
With the slopes a walk away and endless Blue Ridge Mountain adventure at your fingertips, you may never want to leave th ...
From $242 per night (USD)Expedia
- From $480 per night (USD)
VRBO
Hot Tub Pool Table GameRoom Grill Pool Tennis Golf
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 13
Contemporary décor with rustic style. Ideal for retreats, romantic weekends or adventurous getaways. Close to wineries, ...
From $480 per night (USD)VRBO
- From $276 per night (USD)
VRBO
Cabin Fever near Shenandoah & Blue Ridge
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Whether you are looking for a quiet getaway in the mountains, hiking, biking or crawling the Nelson 151, this centrally ...
From $276 per night (USD)VRBO
- From $209 per night (USD)
VRBO
The Hunker Down: Cheerful 2 Bed and Pet Friendly
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Please note that The Hunker Down is the lower level unit of this home (there is another Airbnb upstairs; it may be possi ...
From $209 per night (USD)VRBO
- From $446 per night (USD)
Expedia
Ridgeview Retreat: Mountain Views and Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Ridgeview Retreat is a cozy cabin situated beautifully on over 15 sprawling acres with gorgeous mountain views. Enjoy th ...
From $446 per night (USD)Expedia
- From $415 per night (USD)
VRBO
Fox Hill: 151 Cottage w/Hot Tub + Mountain Views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Fox Hill is perfectly located just off the Nelson 151 Brew Trail within a 5-minute drive to Afton Mountain Vineyards, an ...
From $415 per night (USD)VRBO
- From $293 per night (USD)
Expedia
Panoramic Peak: Wintergreen Condo with Views
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Panoramic Peak is situated in the heart of Wintergreen Resort and boasts stunning mountain views from every window. The ...
From $293 per night (USD)Expedia
- From $354 per night (USD)
VRBO
The Landmark: Luxury In Downtown Staunton
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
MAIN FLOOR: LIVING ROOM - 2 sofas with seating for 8, Smart TV, coffee table KITCHEN - Floor to ceiling cabinetry, ful ...
From $354 per night (USD)VRBO
- From $437 per night (USD)
Expedia
The Farmhouse at Wellington: Waynesboro, Sleeps 12
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
The Farmhouse at Wellington is a historic farmhouse located along 250 in Waynesboro, Virginia. Recently renovated, this ...
From $437 per night (USD)Expedia
- From $270 per night (USD)
VRBO
Oma's Garden Oasis: Spacious, Close to Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Oma's Garden Oasis is conveniently located in a quaint neighborhood with easy access to Downtown and Gypsy Hill Park. Wi ...
From $270 per night (USD)VRBO
- From $209 per night (USD)
Expedia
Green on New - Central Location and Staunton Charm
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Little Green House on N. New St. is a historic home stylishly and lovingly renovated and decorated to suit your next ...
From $209 per night (USD)Expedia
- From $210 per night (USD)
VRBO
Luxury Chalet in Wintergreen, Virginia
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Chalet On The Green, located atop Devil’s Knob Mountain in Wintergreen, Virginia. Enjoy our renovated three ...
From $210 per night (USD)VRBO
- From $249 per night (USD)
Expedia
Hanging Rock Cabin -
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Part of Love Ridge Mountain Lodging. Named for a popular nearby hiking and mountain biking trail. Completely renovated c ...
From $249 per night (USD)Expedia
- From $228 per night (USD)
VRBO
Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Rosie's Retreat (FKA: Ro's Retreat) Come enjoy this cozy 3 bedroom/3 bath condo located on the 18th hole of Devils Knob. ...
From $228 per night (USD)VRBO
- From $442 per night (USD)
Expedia
Coastal Farmhouse Getaway!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Take it easy at this unique and tranquil getaway. This fully renovated historic farmhouse sits on 4 acres on Windmill Po ...
From $442 per night (USD)Expedia
- From $141 per night (USD)
VRBO
Nona's Cottage-Waynesboro/Shenandoah Valley, VA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Centrally located to hiking and sight seeing in the Blue Ridge Mountains and Skyline Drive. Within minutes of wineries, ...
From $141 per night (USD)VRBO
- From $150 per night (USD)
Expedia
Queen City Twin of Staunton VA
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
This Staunton, VA Twin Unit has a distinct vibe and mid century modern feel. Located just 1 mile to Gypsy Hill Park and ...
From $150 per night (USD)Expedia
- From $152 per night (USD)
VRBO
Queen City Twin 2 of Staunton VA
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This Staunton, VA Twin 2 Unit has a modern, but warm feel. Located just 1 mile to Gypsy Hill Park and less than 2 miles ...
From $152 per night (USD)VRBO
- From $324 per night (USD)
Expedia
Ready for Ski Season! Book NOW!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Great location! This 1 bedroom, 1 bathroom condo is on the mountain within Wintergreen Resort. Wintergreen Natu ...
From $324 per night (USD)Expedia
- From $299 per night (USD)
VRBO
Hilltop Escape >1 mile from North River Close to North River, Hone Quarry
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Hilltop Escape Situated on 7.5 acres, Close to North River, Bridgewater College, Hone Quarry This beautifully appointed ...
From $299 per night (USD)VRBO
- From $125 per night (USD)
VRBO
Downtown Waynesboro, Close to 151, Blue Ridge Parkway, Close to Augusta Health and UVA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Enjoy this cozy abode, ideal for singles or a couple looking for an affordable and convenient spot to enjoy the sites! ...
From $125 per night (USD)VRBO
- From $198 per night (USD)
VRBO
Magical Log Cabin, streams in private yard, 4 bedrooms, pet friendly, WiFi
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 5
Enjoy your getaway in a peaceful setting in this unique cabin built in 1840 with built addition, walk-around porch and d ...
From $198 per night (USD)VRBO
- From $220 per night (USD)
Expedia
Smoky Bear Cabin
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Spacious 3 BR/2BA cabin, located a walk away from the ski slopes. Ski all day and relax at night by the jacuzzi hot tub ...
From $220 per night (USD)Expedia
- From $423 per night (USD)
VRBO
Stunning Wintergreen Resort Home: Ski & Golf!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Prepare to make lifelong memories on the mountain when staying at this beautiful Wintergreen Resort vacation rental! Whe ...
From $423 per night (USD)VRBO
- Click For Pricing
Expedia
3 Bedroom Condo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Cozy three bedroom condo located in Three Ridges. Two minute walk to slopes and the resort lodge and restaurants. Perfe ...
Click For PricingExpedia
- From $366 per night (USD)
VRBO
Life is better at the Cabin
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This stunning log cabin style home is the ultimate exclusive getaway to nature, relaxation, and fun for you and your lov ...
From $366 per night (USD)VRBO
- From $670 per night (USD)
Expedia
Horizen House
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
HoriZEN House - Beautiful Mountain Home! HoriZEN house is the perfect place to relax, unwind and find your inner zen. ...
From $670 per night (USD)Expedia
- From $217 per night (USD)
VRBO
Wintergreen Condo w/ Balcony + Mountain Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Snow or shine, this pet-friendly Wintergreen Resort vacation rental is perfect for travelers looking for a mountain geta ...
From $217 per night (USD)VRBO
- From $265 per night (USD)
Expedia
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 $265 per night (USD)Expedia
- From $244 per night (USD)
VRBO
Dogs OK Pool Tennis Grill Pack 'n Play Golf Hiking
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Circle-up around the firepit on the back deck under the star-lit sky, or cozy up on the comfy sofa around the indoor fir ...
From $244 per night (USD)VRBO
- From $527 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 $527 per night (USD)Expedia
- From $105 per night (USD)
VRBO
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 $105 per night (USD)VRBO
- From $256 per night (USD)
Expedia
Spacious 3 bedroom 2 Full bathroom apartment
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Newly renovated in march of 2023. This apartment is over 1100 sq. feet. With Private Entrance. Designated parking for t ...
From $256 per night (USD)Expedia
- From $348 per night (USD)
VRBO
Spring Getaway at Oak Ledge! Trails+Tastings+Peace
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
<p>You'll find a kayak, golfing, and more on site at this family-friendly cabin. There's convenient onsite parking, so y ...
From $348 per night (USD)VRBO
- From $482 per night (USD)
Expedia
4BD | Modern Design | Golf Course Views | Arcade
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to the Castor Cabin - an impeccably decorated home in the heart of Wintergreen! This recently renovated space an ...
From $482 per night (USD)Expedia
- From $1607 per night (USD)
VRBO
Insane Mountain Views - New Listing
- Bedrooms:
- 9
- Bathrooms:
- 7
- Sleeps:
- 18
One of the largest homes in Wintergreen with 7 bedrooms and 10 bathrooms. The floor-to-ceiling windows offer a sunrise ...
From $1607 per night (USD)VRBO
- From $556 per night (USD)
Expedia
Beautiful 4-season Mountain Home- New Listing
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
You’ll be ideally positioned a minute walk away from the Highlands Ski Lift and Wintergreen Spa. The back deck has a gre ...
From $556 per night (USD)Expedia
- From $345 per night (USD)
VRBO
Private Blue Ridge Mountain Retreat/ Modern home immersed in natural beauty!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Peaceful, private retreat nestled in the beauty of the Blue Ridge Mountains. Unplug from the intrusions of modern life, ...
From $345 per night (USD)VRBO
- From $230 per night (USD)
Expedia
Wintergreen Resort Vacation Rental w/ Pool Access!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
No matter the season, you’ll have easy access to endless outdoor adventures when you stay at this cozy Wintergreen Resor ...
From $230 per night (USD)Expedia
- From $133 per night (USD)
VRBO
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Pet-Friendly One Bedroom Condo on a Scenic Golf Course Indulge in relaxation at this tranquil Wintergreen haven. No mat ...
From $133 per night (USD)VRBO
- From $374 per night (USD)
VRBO
Open floor plan close to skiing, hiking, and dining.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Situated on Devil's Knob golf course, close to restaurants, hiking, skiing, and tubing, you'll find there's plenty to do ...
From $374 per night (USD)VRBO
- From $248 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 $248 per night (USD)VRBO
- From $528 per night (USD)
Expedia
Serene Wintergreen Retreat, Nestled in the Trees
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to our cozy Wintergreen cabin in the trees! You'll truly feel at peace with nature on the three levels of decks ...
From $528 per night (USD)Expedia
- Click For Pricing
VRBO
Our Home in the Mountains of Virginia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Newly remodeled, our sophisticated one-bedroom, one-bath space welcomes you with abundant natural light from the moment ...
Click For PricingVRBO
- Click For Pricing
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 ...
Click For PricingExpedia
- Click For Pricing
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 ...
Click For PricingVRBO
- Click For Pricing
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 ...
Click For PricingExpedia
- From $325 per night (USD)
VRBO
Entire Mid-Century Modern Farmhouse-Style Cottage hosted by Heather
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Charming 3BR Farmhouse Near Wineries & Blue Ridge Tunnel Freshly updated with farmhouse charm, The Little Farmhouse is a ...
From $325 per night (USD)VRBO
- From $552 per night (USD)
Expedia
Inviting Wine Cottage Hosted By Heather
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Spacious 5BR Wine Country Retreat w/ Fire Pit & Views Clean and full of mid-century charm, The Wine Cottage is a 5BR/3BA ...
From $552 per night (USD)Expedia
- From $416 per night (USD)
VRBO
Walk Downtown~Game Room~Gym~Fire Pit~Hammock!
- Bedrooms:
- 0
- Bathrooms:
- 0
- Sleeps:
- 0
Step back in time at this centrally-located historic home! Walk to downtown restaurants, Wayne Theater & River Trail fro ...
From $416 per night (USD)VRBO
- From $139 per night (USD)
Expedia
Clean and cozy loft! Right at Mountain Inn!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Cozy Mountain Inn loft with tree-top views. Close to everything with easy access to shops, restaurants and events. Perfe ...
From $139 per night (USD)Expedia
- From $501 per night (USD)
VRBO
Upscale and Family-Friendly in Wintergreen
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
Welcome to Sutton's Roost, a designer-decorated home in the heart of Wintergreen. A perfect spot for groups or families, ...
From $501 per night (USD)VRBO
- From $454 per night (USD)
VRBO
Elson's Overlook
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
About this space Stunning mountain views await you at this peaceful retreat. We welcome you to Elson's Overlook where yo ...
From $454 per night (USD)VRBO
- From $270 per night (USD)
VRBO
Fox'em Falls
- Bedrooms:
- 0
- Bathrooms:
- 0
- Sleeps:
- 0
About this space Fox'em Falls is ready to host your group with 3 bedrooms, 2 full baths, a kitchen, dining area, cozy fa ...
From $270 per night (USD)VRBO
- From $260 per night (USD)
Expedia
Birds Eye: Mntn Views K-Bed DogOK Pool Tennis Golf
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Spend your days hiking the area’s 30+ miles of trails, completing the ninja warrior course, soaring down a zip line at ~ ...
From $260 per night (USD)Expedia
- From $341 per night (USD)
VRBO
North Central Loft: Sauna + Walk Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
FIRST FLOOR: ENTRY WAY - Daybed, nightstand with lamp, cubical storage SECOND FLOOR: LIVING ROOM - Couch, arm chairs ...
From $341 per night (USD)VRBO
- Click For Pricing
Expedia
Elson's Overlook
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
About this space Stunning mountain views await you at this peaceful retreat. We welcome you to Elson's Overlook where yo ...
Click For PricingExpedia
- From $274 per night (USD)
VRBO
Luxury Condo in the Sky! Finest in Wintergreen!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to our recently renovated luxury condo in the sky! Perched on the edge of the Wintergreen ridgeline, we are just ...
From $274 per night (USD)VRBO
- From $553 per night (USD)
Expedia
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 $553 per night (USD)Expedia
- Click For Pricing
VRBO
Explore & Relax in Wintergreen!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Create family memories year round at this bright & open condo! Hit the spa next door, play a round of golf, hike down th ...
Click For PricingVRBO
- From $250 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 $250 per night (USD)Expedia
- From $187 per night (USD)
VRBO
Wintergreen Resort Vacation Rental w/ Balcony!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the beauty of Wintergreen Resort, VA, and indulge in a memorable stay at this 2-bedroom, 2-bathroom vacation re ...
From $187 per night (USD)VRBO
- From $577 per night (USD)
VRBO
King Meadow Manor
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
About this space Unplug and unwind in this historic circa 1828 newly renovated (2022) farmhouse located between Harrison ...
From $577 per night (USD)VRBO
- From $181 per night (USD)
VRBO
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 $181 per night (USD)VRBO
- From $249 per night (USD)
Expedia
Cozy Craftsman: Newly Renovated/Downtown Staunton
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Cozy Craftsman is a newly renovated home located on the north end of Staunton, less than 1 mile to downtown and less tha ...
From $249 per night (USD)Expedia
- From $195 per night (USD)
VRBO
Shenandoah Valley Atelier: NEW Waynesboro Loft
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Shenandoah Valley Atelier is downtown Waynesboro's newest short-term rental. Located on the top floor of the Shenandoah ...
From $195 per night (USD)VRBO
- From $809 per night (USD)
Expedia
The Getaway at Wintergreen Resort
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 23
Welcome to Escape to Blue Ridge Haven on Wintergreen Resort, your peaceful mountain getaway! Whether you're looking for ...
From $809 per night (USD)Expedia
- From $251 per night (USD)
VRBO
Pet-Friendly Wintergreen Resort Condo w/ Patio!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Your dream mountain getaway awaits at this Wintergreen Resort vacation rental where you can enjoy sunny days or snowy sl ...
From $251 per night (USD)VRBO
- From $286 per night (USD)
VRBO
Lovely Apartment on theHill
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Completely renovated cozy 2 bedroom apartment short walk to Staunton’s historic downtown Woodrow Wilson Museum, Shakespe ...
From $286 per night (USD)VRBO