Search Your Destination Now!

Augusta Area Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Update Results Reset Dates
Filter

Results: 560 Rentals

  • The Guest House at Willow Springs Farm -- central Shenandoah Valley location
    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

    Details
  • Wintergreen Retreat - bespoke luxury post & beam home on Devils Knob loop
    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

    Details
  • Beautifully Renovated
    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

    Details
  • Golf, Spa, Wine,or just a quiet getaway
    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

    Details
  • The Bear's Den at Wintergreen- 6 Bedroom
    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

    Details
  • House on cul-de-sac
    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

    Details
  • Country Retreat,  An Amateur Astronomer's Dream
    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

    Details
  • Briarpatch - Luxury 4BR House - in Wintergreen Retreat Collection of fine Homes!
    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

    Details
  • Top of the Mountain, 1 mile to Ski Area
    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

    Details
  • Relaxing Wintergreen Chalet
    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

    Details
  • The Haven, located in the heart of the Shenandoah Valley
    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

    Details
  • Spy Run Hideaway is a 1/2 mile from the Blue Ridge Parkway & pet friendly!
    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

    Details
  • Hickory Hideaway- 5 BR 4 BA with game room and indoor fire place
    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

    Details
  • On farm cottage with mountain views.
    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

    Details
  • Whispering Creek Hot Tub Pool TennisGolf King Beds
    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

    Details
  • Staunton Underground: Center of Downtown
    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

    Details
  • The Firefly Cottage
    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

    Details
  • The Firefly Springhouse
    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

    Details
  • Spacious + Serene Mtn Top Escape, 4 En Suites
    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

    Details
  • Home with amazing location, 25min to Wintergreen, 30 min to Charlottesville, 20 min Staunton
    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

    Details
  • Welcome to our stunning 3-bedroom, 2-bathroom house nestled in the heart of Wintergreen, Virginia.
    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

    Details
  • Cardinal Cottage Beautiful Shenandoah Valley getaway w/ stunning mountain views
    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

    Details
  • Beautiful Home Near Charlottesville And Harrisonburg In Shenandoah Valley
    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

    Details
  • Blair's Vintage Apartment Nestled in Wine Country
    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

    Details
  • Wintergreen Resort Retreat w/ Skiing Access!
    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

    Details
  • Embrace the mountain lifestyle in this delightful true ski-in/ski-out condo in Wintergreen!
    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

    Details
  • Family mountain cabin with room to spread out 20 minutes from Harrisonburg, VA..
    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

    Details
  • Amazing Views From 3 Decks! Hot Tub - Pool Table - Games - Grill - Gazebo - WIFI
    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

    Details
  • Sauna, dog friendly Amazing views to ski slopes
    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

    Details
  • Cozy Boho Chic Cottage in the Shenandoah Valley
    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

    Details
  • Endless Mountain Top Views from All The Way Up!
    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

    Details
  • Wintergreen Resort Condo: Walk to Ski Lift!
    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

    Details
  • Hot Tub Pool Table GameRoom Grill Pool Tennis Golf
    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

    Details
  • Cabin Fever near Shenandoah & Blue Ridge
    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

    Details
  • The Hunker Down: Cheerful 2 Bed and Pet Friendly
    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

    Details
  • Ridgeview Retreat: Mountain Views and Pet Friendly
    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

    Details
  • Fox Hill: 151 Cottage w/Hot Tub + Mountain Views
    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

    Details
  • Panoramic Peak: Wintergreen Condo with Views
    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

    Details
  • The Landmark: Luxury In Downtown Staunton
    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

    Details
  • The Farmhouse at Wellington: Waynesboro, Sleeps 12
    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

    Details
  • Oma's Garden Oasis: Spacious, Close to Downtown
    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

    Details
  • Green on New - Central Location and Staunton Charm
    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

    Details
  • Luxury Chalet in Wintergreen, Virginia
    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

    Details
  • Hanging Rock Cabin -
    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

    Details
  • Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes
    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

    Details
  • Coastal Farmhouse Getaway!
    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

    Details
  • Nona's Cottage-Waynesboro/Shenandoah Valley, VA
    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

    Details
  • Queen City Twin of Staunton VA
    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

    Details
  • Queen City Twin 2 of Staunton VA
    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

    Details
  • Ready for Ski Season! Book NOW!
    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

    Details
  • Hilltop Escape >1 mile from North River Close to North River, Hone Quarry
    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

    Details
  • Downtown Waynesboro, Close to 151, Blue Ridge Parkway, Close to Augusta Health and UVA
    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

    Details
  • Magical Log Cabin, streams in private yard, 4 bedrooms, pet friendly, WiFi
    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

    Details
  • Smoky Bear Cabin
    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

    Details
  • Stunning Wintergreen Resort Home: Ski & Golf!
    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

    Details
  • 3 Bedroom Condo
    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 Pricing

    Expedia

    Details
  • Life is better at the Cabin
    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

    Details
  • Horizen House
    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

    Details
  • Wintergreen Condo w/ Balcony + Mountain Views!
    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

    Details
  • Peacefield: Farmhouse in the Shenandoah Valley
    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

    Details
  • Dogs OK Pool Tennis Grill Pack 'n Play Golf Hiking
    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

    Details
  • Modern Wintergreen Cabin with Hot Tub, Sauna
    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

    Details
  • Mid-Century Downtown Staunton Loft
    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

    Details
  • Spacious 3 bedroom  2 Full bathroom  apartment
    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

    Details
  • Spring Getaway at Oak Ledge! Trails+Tastings+Peace
    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

    Details
  • 4BD | Modern Design | Golf Course Views | Arcade
    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

    Details
  • Insane Mountain Views - New Listing
    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

    Details
  • Beautiful 4-season Mountain Home- New Listing
    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

    Details
  • Private Blue Ridge Mountain Retreat/ Modern home immersed in natural beauty!
    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

    Details
  • Wintergreen Resort Vacation Rental w/ Pool Access!
    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

    Details
  • Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
    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

    Details
  • Open floor plan close to skiing, hiking, and dining.
    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

    Details
  • The red house
    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

    Details
  • Serene Wintergreen Retreat, Nestled in the Trees
    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

    Details
  • Our Home in the Mountains of Virginia
    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 Pricing

    VRBO

    Details
  • Valley Extended Suites - Executive Suite
    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 Pricing

    Expedia

    Details
  • Valley Extended Suites - Standard Suite
    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 Pricing

    VRBO

    Details
  • Valley Extended Suites - Studio Suite
    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 Pricing

    Expedia

    Details
  • Entire Mid-Century Modern Farmhouse-Style Cottage hosted by Heather
    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

    Details
  • Inviting Wine Cottage Hosted By Heather
    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

    Details
  • Walk Downtown~Game Room~Gym~Fire Pit~Hammock!
    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

    Details
  • Clean and cozy loft! Right at Mountain Inn!
    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

    Details
  • Upscale and Family-Friendly in Wintergreen
    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

    Details
  • Elson's Overlook
    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

    Details
  • Fox'em Falls
    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

    Details
  • Birds Eye: Mntn Views K-Bed DogOK Pool Tennis Golf
    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

    Details
  • North Central Loft: Sauna + Walk Downtown
    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

    Details
  • Elson's Overlook
    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 Pricing

    Expedia

    Details
  • Luxury Condo in the Sky! Finest in Wintergreen!
    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

    Details
  • Stunning Views, Hot Tub, Impeccable Design
    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

    Details
  • Explore & Relax in Wintergreen!
    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 Pricing

    VRBO

    Details
  • Farmhouse at the foot of the Blue Ridge Mountains
    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

    Details
  • Wintergreen Resort Vacation Rental w/ Balcony!
    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

    Details
  • King Meadow Manor
    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

    Details
  • Queen City Hideaway - walk downtown, newly reno, classic, and cozy with views!
    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

    Details
  • Cozy Craftsman: Newly Renovated/Downtown Staunton
    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

    Details
  • Shenandoah Valley Atelier: NEW Waynesboro Loft
    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

    Details
  • The Getaway at Wintergreen Resort
    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

    Details
  • Pet-Friendly Wintergreen Resort Condo w/ Patio!
    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

    Details
  • Lovely Apartment on theHill
    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

    Details