Augusta Area Rentals
From $253 per night (USD)VRBO
Cozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to this cozy condo in Wintergreen Resort. The sunrises are spectacular and the views glorious! This charming prop ...
From $253 per night (USD)VRBO
From $228 per night (USD)VRBO
Patio + Pool Access: Wintergreen Resort Getaway!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Fairway Woods Condos | In-Unit Laundry | Golf Course View Your next Virginia adventure awaits at this Wintergreen Resor ...
From $228 per night (USD)VRBO
From $522 per night (USD)VRBO
Privacy and Views in Wintergreen
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
New listing! Welcome to our cozy Wintergreen home, located on one of the most private lots in the area. You'll truly fee ...
From $522 per night (USD)VRBO
From $95 per night (USD)Expedia
Experience the Magic at our Luxury 2 Bdrm, w/Majestic Blue Ridge Mountain Views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
TERRIFIC place for Traveling Health Care Professionals, Relocating Professionals, Short term Contractors, Retreat Visito ...
From $95 per night (USD)Expedia
From $697 per night (USD)VRBO
Scenic A-Frame Near Trails and Wineries
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to Peak Retreat, a modern A-frame with mountain views near Skyline Drive, the Blue Ridge Parkway, and local winer ...
From $697 per night (USD)VRBO
From $214 per night (USD)VRBO
Pool Access: Scenic Condo in Wintergreen Resort!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Year-Round Mountain Retreat | Seasonal Shuttle to Lift | Blue Ridge Backdrop Mornings come with a view at this Wintergr ...
From $214 per night (USD)VRBO
From $600 per night (USD)VRBO
Wintergreen 5BR with Hot Tub, Sauna, Firepit
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
New listing- welcome to Marigold on the Mountain! Located in the heart of Wintergreen, Marigold features a hot tub and c ...
From $600 per night (USD)VRBO
From $701 per night (USD)Expedia
Mountain Views, Hot Tub, Impeccable Design
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
New listing! Welcome to Chasing Altitudes, a designer-decorated Wintergreen home with fantastic year-round views. The mu ...
From $701 per night (USD)Expedia
From $95 per night (USD)VRBO
Charming 1-bedroom apartment, with Wi-Fi, A/C in historic Waynesboro, VA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Simple Comfort is located in historic Waynesboro, Virginia. We are in a quiet neighborhood, away from the busy highways ...
From $95 per night (USD)VRBO
From $164 per night (USD)Expedia
Breathtaking mountain views in a 2-bedroom condo at Wintergreen Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Wake up to the fresh mountain air in a condo on the edge of the mountain. The most breathtaking sunrises and views of th ...
From $164 per night (USD)Expedia
From $202 per night (USD)VRBO
Charming 2-bedroom condo in beautiful Wintergreen Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Your family will be close to everything when you stay at this centrally-located retreat. Nestled in the sought after Wi ...
From $202 per night (USD)VRBO
From $232 per night (USD)Expedia
Charming 3-bedroom house, breweries! hiking! wineries! scenic routes! Fishing!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
*.5mi to downtown*breweries*hiking*patio Uniquely refurbished home from the WWI era, with some of VA’s best spots only m ...
From $232 per night (USD)Expedia
From $329 per night (USD)VRBO
Charming 3-bedroom house in Waynesboro with WiFi, AC
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 11
Unwind in Waynesboro at this lovely house. This gorgeous property features 3 bedrooms with a king, queen, and twin bed, ...
From $329 per night (USD)VRBO
From $119 per night (USD)Expedia
This apartment is a 1 bedroom(s), 1 bathrooms, located in Waynesboro, VA.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Room for rent in Waynesboro with utilities included! This newly renovated space offers a shared bathroom, a fully stocke ...
From $119 per night (USD)Expedia
From $97 per night (USD)VRBO
Room fully furnished with a comfortable bed and a modern sofa bed and plenty of natural light,
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 1
The room includes a comfortable bed and a modern sofa bed, offering both rest and relaxation. Enjoy excellent high-speed ...
From $97 per night (USD)VRBO
From $146 per night (USD)VRBO
Lookout Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
A short walk to downtown, Theatre and shopping. As you enter the apartment, you will access the living room and dining a ...
From $146 per night (USD)VRBO
From $507 per night (USD)VRBO
Charming 4bedroom single story home in Wintergreen VA. 2Primary suites, flat lot
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Relax with the whole family at this peaceful getaway in Wintergreen Resort, VA. This single-story home features two prim ...
From $507 per night (USD)VRBO
From $504 per night (USD)Expedia
Highridge 06 with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 4
Apartment style condominium with several location options: please indicate in Comments section if you have a preference ...
From $504 per night (USD)Expedia
From $898 per night (USD)VRBO
Thrilling Views 5 min toSki HotTub Sauna Gym DogOK
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 10
5min drive to ski slopes. Sweeping panoramic view of Blue Ridge Mountains year round. Retreats, romantic weekends or adv ...
From $898 per night (USD)VRBO
From $1845 per night (USD)Expedia
Wintergreen Luxury, Breathtaking Views
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 16
Welcome to Stargazer, one of Wintergreen's premier properties. The views are second-to-none throughout the home, and esp ...
From $1845 per night (USD)Expedia
From $221 per night (USD)VRBO
Day Trip to Shenandoah NP: Movie Night-Ready Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nespresso Coffee Bar | Remote Work Friendly | 2,100 Sq Ft Soak up the beauty of the Blue Ridge foothills from this 3-be ...
From $221 per night (USD)VRBO
From $104 per night (USD)VRBO
Charming Cape Cod overlooking South River in Waynesboro
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Charming Cape Cod overlooking the South River in Waynesboro is available for short term lease and offered furnished. Thi ...
From $104 per night (USD)VRBO
From $554 per night (USD)VRBO
4min to Ski: Mntn View Hot Tub Foosball Fireplace
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
4min drive to Wintergreen skiing. Adventure and relaxation await at this mountain top Wintergreen Resort home! With 4 be ...
From $554 per night (USD)VRBO
From $218 per night (USD)Expedia
Magnolia Suite: Luxury Private Room Downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Magnolia Suite is a luxury, private room in a large, historic home in downtown Staunton, VA. Located just minutes from t ...
From $218 per night (USD)Expedia
From $181 per night (USD)VRBO
Red Bud Suite: Luxury Private Room Downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Red Bud Suite is a luxury, private room in a large, historic home in downtown Staunton, VA. Located just minutes from th ...
From $181 per night (USD)VRBO
From $1656 per night (USD)Expedia
Dragon's Back, 9BR 10BA in Wintergreen
- Bedrooms:
- 10
- Bathrooms:
- 9
- Sleeps:
- 18
New listing! Welcome to Dragon’s Back, one of Virginia's premier mountain chalets. With 6200 sq ft and some of the best ...
From $1656 per night (USD)Expedia
From $347 per night (USD)VRBO
Timbers 11 With Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in the Timbers complex near the Blackrock Village Center and walkable to the ski slopes and Resort dining. Bedro ...
From $347 per night (USD)VRBO
From $463 per night (USD)Expedia
Three Ridges 05 With Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the Three Ridges condominium complex, near the Blackrock Village Center and walkable to the ski slopes and Re ...
From $463 per night (USD)Expedia
From $583 per night (USD)VRBO
New Build! Log Cabin with Hot Tub in Wintergreen
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 15
New listing! Welcome to Loggin' Off, a log cabin built in 2024 in the heart of Wintergreen. This 6 bedroom home sleeps 1 ...
From $583 per night (USD)VRBO
From $346 per night (USD)VRBO
Buck's Cabin: Cozy retreat with hot tub. Pet- & kid-friendly!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Bring the whole family or your friends to this cozy cabin with lots of room for fun and relaxation. Check out the local ...
From $346 per night (USD)VRBO
From $410 per night (USD)VRBO
Three Ridges 64 With Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in the Three Ridges condominium complex, near the Blackrock Village Center and walkable to the ski slopes and Re ...
From $410 per night (USD)VRBO
From $232 per night (USD)Expedia
Modern & cozy 2 bed, 2 bath condo at Wintergreen Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Weller’s Retreat at Stone Ridge is a modern yet cozy 2 bed, 2 bath condo at Wintergreen Resort. Enjoy a fully equipped k ...
From $232 per night (USD)Expedia
From $671 per night (USD)VRBO
Mountain Valley Luxury with Pool and Hot Tub
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Luxury 5-Bedroom Executive Home with Heated Pool, Hot Tub, Cold Plunge, & 160-Inch Movie Screen! Long range mountain vi ...
From $671 per night (USD)VRBO
From $421 per night (USD)Expedia
Serenity Cabin-Woodland Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Serenity Cabin: Your Perfect Woodland Retreat Nestled among the trees, this recently renovated timber-framed ...
From $421 per night (USD)Expedia
From $307 per night (USD)VRBO
Northridge 07 With Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Located in the Northridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitn ...
From $307 per night (USD)VRBO
From $639 per night (USD)Expedia
Serenity Slope with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Serenity Slope! Our cozy cabin in the woods offers many opportunities for adventure and relaxation. Enter int ...
From $639 per night (USD)Expedia
From $510 per night (USD)VRBO
Wintergreen Ski Resort: Waterfall Hikes, Bike, Fish, Spa, Pool, Wineries and Bre
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Summary: Welcome to 'Almost Heaven"! A cozy, A-frame in the heart of Wintergreen Resort. This 3-bedroom, 3-bath retreat ...
From $510 per night (USD)VRBO
From $573 per night (USD)Expedia
Highlands 24 with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Located in the Highlands condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitne ...
From $573 per night (USD)Expedia
From $438 per night (USD)VRBO
Ledges 66 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the Ledges condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitness ...
From $438 per night (USD)VRBO
From $414 per night (USD)Expedia
Vistas 87 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Located in the Vistas condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitness ...
From $414 per night (USD)Expedia
From $445 per night (USD)VRBO
Vistas 75 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Located in the Vistas condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitness ...
From $445 per night (USD)VRBO
From $443 per night (USD)Expedia
Overlook 08 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the Overlook condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitnes ...
From $443 per night (USD)Expedia
From $243 per night (USD)VRBO
Fall Colors & Wine Country <> 3BR Autumn Getaway with Fireplace and Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to the Blue Ridge Mountains this autumn! Our spacious 3-bedroom, 3-bathroom condo at Wintergreen Resort is the pe ...
From $243 per night (USD)VRBO
From $448 per night (USD)Expedia
Highlands 16 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the Highlands condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitne ...
From $448 per night (USD)Expedia
From $470 per night (USD)VRBO
Ledges 78 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the Ledges condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitness ...
From $470 per night (USD)VRBO
From $401 per night (USD)Expedia
Tanners Ridge 21 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the Tanners Ridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and F ...
From $401 per night (USD)Expedia
From $406 per night (USD)VRBO
Highridge 10 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the Highridge Court condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and ...
From $406 per night (USD)VRBO
From $458 per night (USD)Expedia
Overlook 29 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the Overlook condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitnes ...
From $458 per night (USD)Expedia
From $994 per night (USD)VRBO
Ledges 72 with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Located in the Ledges condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitness ...
From $994 per night (USD)VRBO
From $964 per night (USD)Expedia
Ledges 52 with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Located in the Ledges condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitness ...
From $964 per night (USD)Expedia
From $538 per night (USD)VRBO
Northridge 06 with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Located in the Northridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitn ...
From $538 per night (USD)VRBO
From $547 per night (USD)Expedia
Stoneridge 81 with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Located in the Stoneridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitn ...
From $547 per night (USD)Expedia
From $501 per night (USD)VRBO
Stoneridge 70 with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Located in the Stoneridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitn ...
From $501 per night (USD)VRBO
From $234 per night (USD)Expedia
Gorgeous 3-bedroom house with Fenced Yard in charming Staunton
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Sitting on just under 1/2 an acre with towering oaks, Chateau Chesley is an updated 3br/2ba smart home with two separate ...
From $234 per night (USD)Expedia
From $549 per night (USD)VRBO
Bear Luxury with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
House Amenities • 3 bedroom/3 bath 2K,1F • 3 stairs to entry • Golf course lot • Loft bedroom/kitchen/living area w ...
From $549 per night (USD)VRBO
From $416 per night (USD)Expedia
4 Bedroom mountain cabin in the relaxing Wintergreen Resort with AC & Fireplace
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Heaven on 11 is a comfortable 4 BR / 3 BA house with 3 Queen Beds, and a Twin trundle bed, sleeps 8, with two bedrooms o ...
From $416 per night (USD)Expedia
From $110 per night (USD)VRBO
Cozy lower level apartment in Verona VA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Look no further for a convenient and charming place to stay on your next trip to the Shenandoah Valley. Located in Veron ...
From $110 per night (USD)VRBO
From $530 per night (USD)Expedia
Newly Built Designer Home in Wintergreen
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
Welcome to Onyx Hill, a custom built 4-bedroom, 3.5-bathroom home nestled within the picturesque Wintergreen Resort! Eve ...
From $530 per night (USD)Expedia
From $517 per night (USD)VRBO
The Snow House Pet Friendly Creek PacMan
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 13
Escape to our peaceful 3BR/4Bath mountain cabin nestled in the trees along a beautiful creek—just 2 minutes from the lod ...
From $517 per night (USD)VRBO
From $212 per night (USD)Expedia
Downtown Funk: NEW Luxury Unit + Walk Downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Downtown Funk is a unique two-story apartment located on the first and second level of the house. The lower level featur ...
From $212 per night (USD)Expedia
From $215 per night (USD)VRBO
Luxury Stay / 2-Suite Retreat with King Beds / Near JMU, Shenandoah & Wineries
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Scarlet Escape, a boutique retreat in the heart of Virginia’s Shenandoah Valley. Thoughtfully designed for c ...
From $215 per night (USD)VRBO
From $667 per night (USD)VRBO
Fall Foliage Retreat & Hot Tub, Game Room+ at Black Bear Hideaway
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Black Bear Hideaway - a freshly updated 4BR/4BA retreat tucked under the trees at Wintergreen Resort. Design ...
From $667 per night (USD)VRBO
From $1852 per night (USD)VRBO
Fully Loaded 8BR in Wintergreen! Sleeps 23
- Bedrooms:
- 5
- Bathrooms:
- 8
- Sleeps:
- 23
Welcome to Crawfords Escape, a designer-decorated 8BR 4500 sf chalet in scenic Wintergreen that sleeps 23. Outside, enjo ...
From $1852 per night (USD)VRBO
From $410 per night (USD)Expedia
New! Spacious Pet-Friendly 4 BR / 4.5 BA Golf Course Townhome at Wintergreen
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
New listing! More photos coming soon! Discover mountain living at its finest in this immaculate Trillium villa, ideal ...
From $410 per night (USD)Expedia
From $427 per night (USD)VRBO
Stay in history at the Swannanoa Gatekeeper Cottage, a cozy mountain retreat beside Swannanoa Palace. Enjoy timeless charm, modern comforts, and easy access to wineries, breweries, hiking trails, and wedding venues.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Nestled atop Afton Mountain w/ inspiring views of the Shennandoah Valley, Swannanoa Gatekeeper Cottage is secluded an of ...
From $427 per night (USD)VRBO
From $495 per night (USD)Expedia
Shenandoah Valley Riverside Retreat Near Wineries
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Great for Families | Pet Friendly w/ Fee | Expansive Yard | 1 Mi to Grand Caverns Soak up Virginia's natural beauty at ...
From $495 per night (USD)Expedia
From $430 per night (USD)VRBO
Family-favorite rental nestled in the woods at the top of the Wintergreen Resort
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
The Blue Ridge Mountains are calling you to this 3-level, 4 bed/3 bath home for an epic getaway! A family-favorite rent ...
From $430 per night (USD)VRBO