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Results: 519 Rentals

  • Wintergreen Retreat: Cabin with Hot Tub, Nestled in Woods, Hiking, Game Room
    From $500 per night (USD)

    VRBO

    Wintergreen Retreat: Cabin with Hot Tub, Nestled in Woods, Hiking, Game Room

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Enjoy blue ridge bliss when you escape to "Quisisana South" a cozy cabin with a hot tub, nestled in the majestic woods f ...

    From $500 per night (USD)

    VRBO

    Details
  • Cottage on the Farm
    From $82 per night (USD)

    Expedia

    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)

    Expedia

    Details
  • Wintergreen Condo -Steps to Ski and restaurants
    From $266 per night (USD)

    VRBO

    Wintergreen Condo -Steps to Ski and restaurants

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Discover the perfect blend of comfort and adventure at our Wintergreen Resort condo. Nestled amidst the pristine beauty ...

    From $266 per night (USD)

    VRBO

    Details
  • The Cottage at Batten Green, Beautiful Farm Views, 5 mins to DT Staunton, Pet-Friendly!
    From $298 per night (USD)

    Expedia

    The Cottage at Batten Green, Beautiful Farm Views, 5 mins to DT Staunton, Pet-Friendly!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Welcome to Batten Green, a boutique inn in beautiful and historic Staunton, Virginia! Perfectly located just 5 minutes n ...

    From $298 per night (USD)

    Expedia

    Details
  • Three Ridges 84 with Wintergreen Advantage
    From $309 per night (USD)

    VRBO

    Three Ridges 84 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 $309 per night (USD)

    VRBO

    Details
  • Shenandoah Ridge 07 with Wintergreen Advantage
    From $738 per night (USD)

    Expedia

    Shenandoah Ridge 07 with Wintergreen Advantage

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Located in the Shenandoah Ridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics an ...

    From $738 per night (USD)

    Expedia

    Details
  • Stoneridge 82 with Wintergreen Advantage
    From $576 per night (USD)

    VRBO

    Stoneridge 82 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 $576 per night (USD)

    VRBO

    Details
  • Shenandoah Ridge 01 with Wintergreen Advantage
    From $809 per night (USD)

    Expedia

    Shenandoah Ridge 01 with Wintergreen Advantage

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    Located in the Shenandoah Ridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics an ...

    From $809 per night (USD)

    Expedia

    Details
  • Northridge 09 with Wintergreen Advantage
    From $535 per night (USD)

    VRBO

    Northridge 09 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 $535 per night (USD)

    VRBO

    Details
  • Overlook 04 with Wintergreen Advantage
    From $430 per night (USD)

    Expedia

    Overlook 04 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 $430 per night (USD)

    Expedia

    Details
  • Shenandoah Ridge 09 with Wintergreen Advantage
    From $675 per night (USD)

    VRBO

    Shenandoah Ridge 09 with Wintergreen Advantage

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Located in the Shenandoah Ridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics an ...

    From $675 per night (USD)

    VRBO

    Details
  • Overlook 48 with Wintergreen Advantage
    From $764 per night (USD)

    Expedia

    Overlook 48 with Wintergreen Advantage

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Located in the Overlook condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitnes ...

    From $764 per night (USD)

    Expedia

    Details
  • Cliffs 26 with Wintergreen Advantage
    From $477 per night (USD)

    VRBO

    Cliffs 26 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Located in the Cliffs condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitness ...

    From $477 per night (USD)

    VRBO

    Details
  • Overlook 05 with Wintergreen Advantage
    From $448 per night (USD)

    Expedia

    Overlook 05 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 $448 per night (USD)

    Expedia

    Details
  • Highlands 05 with Wintergreen Advantage
    From $428 per night (USD)

    VRBO

    Highlands 05 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 $428 per night (USD)

    VRBO

    Details
  • Trillium Place 01 with Wintergreen Advantage
    From $668 per night (USD)

    Expedia

    Trillium Place 01 with Wintergreen Advantage

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Located in the Trillium condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitnes ...

    From $668 per night (USD)

    Expedia

    Details
  • Stoneridge 69 with Wintergreen Advantage
    From $556 per night (USD)

    VRBO

    Stoneridge 69 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 $556 per night (USD)

    VRBO

    Details
  • Shenandoah Ridge 16 with Wintergreen Advantage
    From $690 per night (USD)

    Expedia

    Shenandoah Ridge 16 with Wintergreen Advantage

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Located in the Shenandoah Ridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics an ...

    From $690 per night (USD)

    Expedia

    Details
  • Fairway Woods 36 with Wintergreen Advantage
    From $548 per night (USD)

    VRBO

    Fairway Woods 36 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Located in the Fairway Woods condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and F ...

    From $548 per night (USD)

    VRBO

    Details
  • Shenandoah Ridge 13 with Wintergreen Advantage
    From $760 per night (USD)

    Expedia

    Shenandoah Ridge 13 with Wintergreen Advantage

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    Located in the Shenandoah Ridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics an ...

    From $760 per night (USD)

    Expedia

    Details
  • Stonewall Court 21 with Wintergreen Advantage
    From $747 per night (USD)

    VRBO

    Stonewall Court 21 with Wintergreen Advantage

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    Located in the Stonewall Court condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and ...

    From $747 per night (USD)

    VRBO

    Details
  • Highlands 37 with Wintergreen Advantage
    From $290 per night (USD)

    Expedia

    Highlands 37 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    2

    Located in the Highlands condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitne ...

    From $290 per night (USD)

    Expedia

    Details
  • Highridge Court 24 with Wintergreen Advantage
    From $337 per night (USD)

    VRBO

    Highridge Court 24 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    2

    Located in the Highridge Court condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and ...

    From $337 per night (USD)

    VRBO

    Details
  • Cliffs 21 with Wintergreen Advantage
    From $332 per night (USD)

    Expedia

    Cliffs 21 with Wintergreen Advantage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Located in the Cliffs condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitness ...

    From $332 per night (USD)

    Expedia

    Details
  • Three Ridges 91 with Wintergreen Advantage
    From $453 per night (USD)

    VRBO

    Three Ridges 91 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 $453 per night (USD)

    VRBO

    Details
  • Timber Camp Hideaway with Wintergreen Advantage
    From $570 per night (USD)

    Expedia

    Timber Camp Hideaway with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    3-Bedroom Home / Sleeps 6 Home Features • 1804 Square Feet • Easy access to main level • Gas Fireplace • Screened porch ...

    From $570 per night (USD)

    Expedia

    Details
  • Nancy's Edelweiss with Wintergreen Advantage
    From $939 per night (USD)

    VRBO

    Nancy's Edelweiss with Wintergreen Advantage

    Bedrooms:
    6
    Bathrooms:
    6
    Sleeps:
    12

    6-Bedroom Home / Sleeps 12 Home Features • 3,792 sq ft • Six Bedrooms: One King / One King / Two Doubles / Two Doubles / ...

    From $939 per night (USD)

    VRBO

    Details
  • Chestnut Springs with Wintergreen Advantage
    From $841 per night (USD)

    Expedia

    Chestnut Springs with Wintergreen Advantage

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    5-Bedroom Home / Sleeps 10 Home Features • 3300 Square Feet • 5 steps from parking lot to front entrance • Gas Fireplace ...

    From $841 per night (USD)

    Expedia

    Details
  • Bull City Bungalow with Wintergreen Advantage
    From $710 per night (USD)

    VRBO

    Bull City Bungalow with Wintergreen Advantage

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    4-Bedroom Home / Sleeps 8 Home Features: • Four Bedrooms: One King / One King / One Double / One Double • 2660 sq. ft • ...

    From $710 per night (USD)

    VRBO

    Details
  • Whispering Elm with Wintergreen Advantage
    From $722 per night (USD)

    Expedia

    Whispering Elm with Wintergreen Advantage

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    4-Bedroom Home / Sleeps 8 Home Features • 3,171 sq ft • Full kitchen with open floor plan • Great room with cathedral ce ...

    From $722 per night (USD)

    Expedia

    Details
  • Serendipity with Wintergreen Advantage
    From $884 per night (USD)

    VRBO

    Serendipity with Wintergreen Advantage

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    5-Bedroom Home / Sleeps 10 Home Features • 2,560 sq ft • Five Bedrooms: One King / One Queen / One Queen / One Queen / ...

    From $884 per night (USD)

    VRBO

    Details
  • Whispering Pines with Wintergreen Advantage
    From $592 per night (USD)

    Expedia

    Whispering Pines with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Enjoy the fresh mountain air and picturesque forested surroundings when you stay at Whispering Pines, a secluded 3-bedro ...

    From $592 per night (USD)

    Expedia

    Details
  • Orchard House with Wintergreen Advantage
    From $790 per night (USD)

    VRBO

    Orchard House with Wintergreen Advantage

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    Orchard House is a one of a kind, stunning 5BR home near the Devils Knob area and less than one mile from the Wintergard ...

    From $790 per night (USD)

    VRBO

    Details
  • Black Dog Treehouse with Wintergreen Advantage
    From $595 per night (USD)

    Expedia

    Black Dog Treehouse with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    3-Bedroom Home / Sleeps 6 Home Features: • 1,989 sq ft • Living Room with Gas Fireplace, Dining Room, & Bar • Complete K ...

    From $595 per night (USD)

    Expedia

    Details
  • The Osprey with Wintergreen Advantage
    From $562 per night (USD)

    VRBO

    The Osprey with Wintergreen Advantage

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    3-Bedroom Home / Sleeps 6 Home Features • 2,576 Square feet • Three bedrooms: One King / One Queen / One Queen • Three b ...

    From $562 per night (USD)

    VRBO

    Details
  • Cabin Blue Ridge with Wintergreen Advantage
    From $585 per night (USD)

    Expedia

    Cabin Blue Ridge with Wintergreen Advantage

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    3-Bedroom Home / Sleeps 6 Home Features • 1365 Square Feet • Sleeps 6 • 4 step to main entrance • Wood Fireplace • Three ...

    From $585 per night (USD)

    Expedia

    Details
  • Timbers Studio 46 with Wintergreen Advantage
    From $259 per night (USD)

    VRBO

    Timbers Studio 46 with Wintergreen Advantage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Hotel style guest room located in the Timbers complex near the Blackrock Village Center and walkable to the ski slopes a ...

    From $259 per night (USD)

    VRBO

    Details
  • Blue Ridge Retreat with Wintergreen Advantage
    From $2387 per night (USD)

    Expedia

    Blue Ridge Retreat with Wintergreen Advantage

    Bedrooms:
    10
    Bathrooms:
    10
    Sleeps:
    20

    10-Bedroom Home / Sleeps 20 Home Features • 7,644 sq ft • No steps from parking lot to front entrance • Gas Fireplace (l ...

    From $2387 per night (USD)

    Expedia

    Details
  • Wooded Mtn. Retreat with Wintergreen Advantage
    From $931 per night (USD)

    VRBO

    Wooded Mtn. Retreat with Wintergreen Advantage

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    12

    6-Bedroom Home / Sleeps 12 Home Features • 3,450 sq ft • Open Floor Plan with Full Modern Kitchen • Living Room with Woo ...

    From $931 per night (USD)

    VRBO

    Details
  • Above The Clouds with Wintergreen Advantage
    From $561 per night (USD)

    Expedia

    Above The Clouds with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    4-Bedroom Home / Sleeps 8 Home Features: • 2,088 sq ft • 4 Bedrooms: One King / One King / One Double / Two Twins • ...

    From $561 per night (USD)

    Expedia

    Details
  • Mountaintop Lodge with Wintergreen Advantage
    From $2184 per night (USD)

    VRBO

    Mountaintop Lodge with Wintergreen Advantage

    Bedrooms:
    9
    Bathrooms:
    9
    Sleeps:
    18

    9-Bedroom Home / Sleeps 18 Home Features • 7,844 sq ft • Nine Bedrooms: One King / One King / One King / One Queen / On ...

    From $2184 per night (USD)

    VRBO

    Details
  • Fairway Woods 44 with Wintergreen Advantage
    From $427 per night (USD)

    Expedia

    Fairway Woods 44 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Located in the Fairways Woods condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and ...

    From $427 per night (USD)

    Expedia

    Details
  • Highlands 42 with Wintergreen Advantage
    From $612 per night (USD)

    VRBO

    Highlands 42 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 $612 per night (USD)

    VRBO

    Details
  • Fairway Woods 34 with Wintergreen Advantage
    From $427 per night (USD)

    Expedia

    Fairway Woods 34 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Located in the Fairways Woods condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and ...

    From $427 per night (USD)

    Expedia

    Details
  • Fairway Woods 21 with Wintergreen Advantage
    From $521 per night (USD)

    VRBO

    Fairway Woods 21 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Located in the Fairway Woods condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and F ...

    From $521 per night (USD)

    VRBO

    Details
  • Cliffs 07 with Wintergreen Advantage
    From $471 per night (USD)

    Expedia

    Cliffs 07 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Located in the Cliffs condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitness ...

    From $471 per night (USD)

    Expedia

    Details
  • Highlands 23 with Wintergreen Advantage
    From $486 per night (USD)

    VRBO

    Highlands 23 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 $486 per night (USD)

    VRBO

    Details
  • Stoneridge 26 with Wintergreen Advantage
    From $397 per night (USD)

    Expedia

    Stoneridge 26 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Located in the Stoneridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitn ...

    From $397 per night (USD)

    Expedia

    Details
  • Ledges 71 with Wintergreen Advantage
    From $448 per night (USD)

    VRBO

    Ledges 71 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Located in the Ledges condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitness ...

    From $448 per night (USD)

    VRBO

    Details
  • Stoneridge 29 with Wintergreen Advantage
    From $465 per night (USD)

    Expedia

    Stoneridge 29 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Located in the Stoneridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitn ...

    From $465 per night (USD)

    Expedia

    Details
  • Vistas 71 with Wintergreen Advantage
    From $321 per night (USD)

    VRBO

    Vistas 71 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    2

    Located in the Vistas condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitness ...

    From $321 per night (USD)

    VRBO

    Details
  • Shenandoah Ridge 02 with Wintergreen Advantage
    From $678 per night (USD)

    Expedia

    Shenandoah Ridge 02 with Wintergreen Advantage

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Located in the Shenandoah Ridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics an ...

    From $678 per night (USD)

    Expedia

    Details
  • Highridge Place 43 with Wintergreen Advantage
    From $300 per night (USD)

    VRBO

    Highridge Place 43 with Wintergreen Advantage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Located in the Highridge Place condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and ...

    From $300 per night (USD)

    VRBO

    Details
  • Stoneridge 42 with Wintergreen Advantage
    From $548 per night (USD)

    Expedia

    Stoneridge 42 with Wintergreen Advantage

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Located in the Stoneridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitn ...

    From $548 per night (USD)

    Expedia

    Details
  • Stoneridge 30 with Wintergreen Advantage
    From $518 per night (USD)

    VRBO

    Stoneridge 30 with Wintergreen Advantage

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Located in the Stoneridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitn ...

    From $518 per night (USD)

    VRBO

    Details
  • Overlook 45 with Wintergreen Advantage
    From $603 per night (USD)

    Expedia

    Overlook 45 with Wintergreen Advantage

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Located in the Overlook condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitnes ...

    From $603 per night (USD)

    Expedia

    Details
  • Stoneridge 56 with Wintergreen Advantage
    From $419 per night (USD)

    VRBO

    Stoneridge 56 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Located in the Stoneridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitn ...

    From $419 per night (USD)

    VRBO

    Details
  • Vistas 64 with Wintergreen Advantage
    From $453 per night (USD)

    Expedia

    Vistas 64 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Located in the Vistas condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitness ...

    From $453 per night (USD)

    Expedia

    Details
  • Northridge 03 with Wintergreen Advantage
    From $397 per night (USD)

    VRBO

    Northridge 03 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Located in the Northridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitn ...

    From $397 per night (USD)

    VRBO

    Details
  • Stoneridge Woods 05 with Wintergreen Advantage
    From $416 per night (USD)

    Expedia

    Stoneridge Woods 05 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Located in the Stoneridge Woods condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics an ...

    From $416 per night (USD)

    Expedia

    Details
  • Overlook 26 with Wintergreen Advantage
    From $428 per night (USD)

    VRBO

    Overlook 26 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Located in the Overlook condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitnes ...

    From $428 per night (USD)

    VRBO

    Details
  • Fairway Woods 43 with Wintergreen Advantage
    From $402 per night (USD)

    Expedia

    Fairway Woods 43 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Located in the Fairways Woods condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and ...

    From $402 per night (USD)

    Expedia

    Details
  • Highridge Court 19 with Wintergreen Advantage
    From $577 per night (USD)

    VRBO

    Highridge Court 19 with Wintergreen Advantage

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Located in the Highridge Court condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and ...

    From $577 per night (USD)

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    Details
  • Stoneridge 75 with Wintergreen Advantage
    From $413 per night (USD)

    Expedia

    Stoneridge 75 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Located in the Stoneridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitn ...

    From $413 per night (USD)

    Expedia

    Details
  • Vistas 82 with Wintergreen Advantage
    From $573 per night (USD)

    VRBO

    Vistas 82 with Wintergreen Advantage

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Located in the Vistas condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitness ...

    From $573 per night (USD)

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  • White Oak 46 with Wintergreen Advantage
    From $550 per night (USD)

    Expedia

    White Oak 46 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Located in the White Oak condominium complex, near the Blackrock Village Center, ski slopes and Resort dining. Bedroom 1 ...

    From $550 per night (USD)

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    Details
  • Highlands 17 with Wintergreen Advantage
    From $312 per night (USD)

    VRBO

    Highlands 17 with Wintergreen Advantage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Located in the Highlands condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitne ...

    From $312 per night (USD)

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    Details
  • Highridge Court 30 with Wintergreen Advantage
    From $320 per night (USD)

    Expedia

    Highridge Court 30 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    2

    Located in the Highridge Court condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and ...

    From $320 per night (USD)

    Expedia

    Details
  • Cliffs 20 with Wintergreen Advantage
    From $603 per night (USD)

    VRBO

    Cliffs 20 with Wintergreen Advantage

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Located in the Cliffs condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitness ...

    From $603 per night (USD)

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    Details
  • Highridge Place 42 with Wintergreen Advantage
    From $473 per night (USD)

    Expedia

    Highridge Place 42 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Located in the Highridge Place condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and ...

    From $473 per night (USD)

    Expedia

    Details
  • White Oak 51 with Wintergreen Advantage
    From $556 per night (USD)

    VRBO

    White Oak 51 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Located in the White Oak condominium complex, near the Blackrock Village Center, ski slopes and Resort dining. Bedroom 1 ...

    From $556 per night (USD)

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    Details
  • Three Ridges 59 with Wintergreen Advantage
    From $437 per night (USD)

    Expedia

    Three Ridges 59 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Located in the Three Ridges condominium complex, near the Blackrock Village Center and walkable to the ski slopes and Re ...

    From $437 per night (USD)

    Expedia

    Details
  • Cliffs 27 with Wintergreen Advantage
    From $453 per night (USD)

    VRBO

    Cliffs 27 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Located in the Cliffs condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitness ...

    From $453 per night (USD)

    VRBO

    Details
  • Overlook 43 with Wintergreen Advantage
    From $460 per night (USD)

    Expedia

    Overlook 43 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Located in the Overlook condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitnes ...

    From $460 per night (USD)

    Expedia

    Details
  • Fairway Woods 01 with Wintergreen Advantage
    From $391 per night (USD)

    VRBO

    Fairway Woods 01 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Located in the Fairways Woods condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and ...

    From $391 per night (USD)

    VRBO

    Details
  • Stoneridge 43 with Wintergreen Advantage
    From $291 per night (USD)

    Expedia

    Stoneridge 43 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    2

    Located in the Stoneridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitn ...

    From $291 per night (USD)

    Expedia

    Details
  • Stoneridge 77 with Wintergreen Advantage
    From $298 per night (USD)

    VRBO

    Stoneridge 77 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    2

    Located in the Stoneridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitn ...

    From $298 per night (USD)

    VRBO

    Details
  • Overlook 41 with Wintergreen Advantage
    From $453 per night (USD)

    Expedia

    Overlook 41 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Located in the Overlook condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitnes ...

    From $453 per night (USD)

    Expedia

    Details
  • Three Ridges 74 with Wintergreen Advantage
    From $309 per night (USD)

    VRBO

    Three Ridges 74 with Wintergreen Advantage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Located in the Three Ridges condominium complex, near the Blackrock Village Center and walkable to the ski slopes and Re ...

    From $309 per night (USD)

    VRBO

    Details
  • Majestic Mtn Cabin w quick hiking access & short distance to overlook!
    From $365 per night (USD)

    Expedia

    Majestic Mtn Cabin w quick hiking access & short distance to overlook!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    You have found the PERFECT Family-Friendly Wintergreen Getaway! ⨇Fully-remodeled luxurious 2000sq ft ski chalet ⨇Brief w ...

    From $365 per night (USD)

    Expedia

    Details
  • Sweet Darling House: Enchanting historic home; walkable to downtown
    From $196 per night (USD)

    VRBO

    Sweet Darling House: Enchanting historic home; walkable to downtown

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Sweet Darling House is a 19th century home located on East Beverley Street in the renowned Gospel Hill neighborhood, and ...

    From $196 per night (USD)

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    Details
  • Scenic Blue Ridge Sanctuary with smoking and vaping strictly restricted inside
    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

    Details
  • Hilltop Hideaway: Fenced Yard, Walkable
    From $329 per night (USD)

    VRBO

    Hilltop Hideaway: Fenced Yard, Walkable

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Welcome to Hilltop Hideaway! This newly renovated 4 bed, 3 bath home is the perfect spot for your Staunton getaway with ...

    From $329 per night (USD)

    VRBO

    Details
  • Discounts Avail! Theater Room, Fooseball, Firepit, Mountains!
    From $423 per night (USD)

    Expedia

    Discounts Avail! Theater Room, Fooseball, Firepit, Mountains!

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    Welcome to Alpine Adventure, a spacious and luxurious Virginia mountain vacation rental located in the heart of Wintergr ...

    From $423 per night (USD)

    Expedia

    Details
  • Designer Home w/ Incredible Views, Sleeps 16
    From $1020 per night (USD)

    VRBO

    Designer Home w/ Incredible Views, Sleeps 16

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    16

    Welcome to Highlands Overlook, a designer-decorated home in the heart of Wintergreen. The deck is second-to-none, comple ...

    From $1020 per night (USD)

    VRBO

    Details
  • Condo in Wintergreen Resort
    From $134 per night (USD)

    VRBO

    Condo in Wintergreen Resort

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Wintergreen is a beautiful in all four seasons and a must visit any time of year. Families of all ages will love explori ...

    From $134 per night (USD)

    VRBO

    Details
  • Highlands 02 with Wintergreen Advantage
    From $324 per night (USD)

    VRBO

    Highlands 02 with Wintergreen Advantage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Located in the Highlands condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitne ...

    From $324 per night (USD)

    VRBO

    Details
  • Batten Green - Luxury Boutique Inn. Entire Venue! WOW Views!
    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)

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    Details
  • Little Yellow House: Walk to Downtown Staunton
    From $181 per night (USD)

    VRBO

    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 $181 per night (USD)

    VRBO

    Details
  • Secret Garden: Pup Friendly & Walkable
    From $131 per night (USD)

    Expedia

    Secret Garden: Pup Friendly & Walkable

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Secret Garden Studio is conveniently located in a quaint neighborhood with easy access to Downtown Staunton and Gypsy Hi ...

    From $131 per night (USD)

    Expedia

    Details
  • The All-American Cottage Seconds from Gypsy Hill Park! Kid and Pet friendly!
    From $236 per night (USD)

    VRBO

    The All-American Cottage Seconds from Gypsy Hill Park! Kid and Pet friendly!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Situated only STEPS from Gypsy Hill Park in Historic Downtown Staunton, the "All-American Cottage" is ready for you to c ...

    From $236 per night (USD)

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    Details
  • Fam-Friendly Mountain Chalet: Hot Tub, Sauna, Gameroom, Adventure Bunkbeds
    From $894 per night (USD)

    Expedia

    Fam-Friendly Mountain Chalet: Hot Tub, Sauna, Gameroom, Adventure Bunkbeds

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    16

    Welcome to Pleasant Point at Wintergreen Resort! This HGTV-worthy home is ready to host you and your guests! Nestled ami ...

    From $894 per night (USD)

    Expedia

    Details
  • Wintergreen Luxury Condo: fully renovated 3B/3BR condo with sweeping views
    From $291 per night (USD)

    VRBO

    Wintergreen Luxury Condo: fully renovated 3B/3BR condo with sweeping views

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    About this space Here are a few features of our beautiful condo: * 2 Spacious Levels * Amazing views * High-Speed WIFI ...

    From $291 per night (USD)

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    Details
  • Elk Mountain Overlook: Breathtaking Views
    From $535 per night (USD)

    Expedia

    Elk Mountain Overlook: Breathtaking Views

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Mountaintop overlook with jaw dropping views and camp themed interior design. Perched upon Elk Mountain just off the Blu ...

    From $535 per night (USD)

    Expedia

    Details
  • Hilltop Escape At Wintergreen
    From $669 per night (USD)

    VRBO

    Hilltop Escape At Wintergreen

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    14

    Nestled amid the pristine beauty of the towering mountains, this home provides the perfect alpine escape for those seeki ...

    From $669 per night (USD)

    VRBO

    Details
  • Discover the perfect blend of modern living and serene nature.
    From $73 per night (USD)

    Expedia

    Discover the perfect blend of modern living and serene nature.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Discover the perfect blend of modern living and serene nature in this newly built townhouse located in a tranquil neighb ...

    From $73 per night (USD)

    Expedia

    Details
  • Bluebird Mountain Home: Dog Friendly, No Step Master
    From $436 per night (USD)

    VRBO

    Bluebird Mountain Home: Dog Friendly, No Step Master

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Bluebird Mountain Home is a beautifully decorated, thoughtfully designed, light filled, cozy house nestled among the tre ...

    From $436 per night (USD)

    VRBO

    Details
  • Panoramic mountain views and creekside walks in the beautiful Shenanodah Valley
    From $409 per night (USD)

    VRBO

    Panoramic mountain views and creekside walks in the beautiful Shenanodah Valley

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Situated at @1700 feet and surrounded by 105 acres, Hilltop House offers panoramic views up and down the Blue Ridge Moun ...

    From $409 per night (USD)

    VRBO

    Details
  • Blue Ridge Bliss 9BR/6BA: 2 Homes Across the Street from each other! Sleeps 24
    From $1742 per night (USD)

    VRBO

    Blue Ridge Bliss 9BR/6BA: 2 Homes Across the Street from each other! Sleeps 24

    Bedrooms:
    6
    Bathrooms:
    9
    Sleeps:
    25

    Discover Blue Ridge Bliss Across Two Homes: Experience the ultimate retreat with two homes across the street from one a ...

    From $1742 per night (USD)

    VRBO

    Details
  • Authentic Log Cabin-
    From $369 per night (USD)

    VRBO

    Authentic Log Cabin-

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Come enjoy our beautifully decorated authentic log cabin which provides the perfect setting for your weekend get-a-way o ...

    From $369 per night (USD)

    VRBO

    Details