
Holiday rentals in Greene County
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Top-rated holiday rentals in Greene County
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The Crooked Cabin
Come get away from the hustle and bustle at the Crooked Cabin! You are sure to be comfortable in this spacious and unique space that is nestled in beautiful farmland at the foot of the Blue Ridge Mountains. 10 min to SNP! Sunrises over the fields and orchards behind and sunsets over the mountains in front of you create a magical and memorable experience. This log structure used to be a tobacco drying barn inthat was then converted to a cabin residence and has recently been thoughtfully renovated

Firnew Cottage
A perfect family getaway from the city in the heart of Virginia Wine Country, 15 min from Shenandoah National Park, 30 min from Charlottesville. Private cottage on 265 acres with 3 mi. hiking trail, overlooks 2 ponds/playhouse offers complete farm experience. Walk to swimming hole on river, canoe/fish in lake, feed peacocks/ goats, collect fresh eggs. Great sunsets. Fire-pit. Close to wineries, breweries, Montpelier, Monticello - only 1.5 hrs to DC/Richmond. Pet friendly. Tour included.

Hot Tub*Near National Park & Massanutten*42 Acres
Seven Springs is a private, tranquil retreat on 42+ acres bordering Shenandoah National Park. Newly remodeled with modern comforts including a private hot tub, fireplace, Wi-Fi, and TVs in each bedroom and living room. Enjoy direct access to hiking, abundant wildlife, a screened porch, 12’ deep pond for fishing, and Elk Creek frontage. Just 15 minutes to Massanutten Resort for skiing and the indoor waterpark, 5 minutes to Shenandoah River access, and 15 minutes to the Swift Run Gap park entrance

Quirky Fun Chalet near SNP, Skiing, and Wineries
• Our chalet is a quirky, slightly rustic house for a family or a small group. • 17 min. from Shenandoah NP, 32 min. from Massanutten Ski Resort, and near many vineyards. • Hot tub, dog friendly, fire pit, basement game room with karaoke, large decks, and a campground style charcoal grill. • Pool table, air hockey, tabletop retro video game console and corn hole. 65" Roku TV with a Dolby Atmos Soundbar and a Blu-Ray player. • Gigabit fiber internet for super fast streaming video and audio.

Shenandoah Stargazer with Sauna
Stargazer is the perfect place to get away from it all! The stillness and serenity of being nestled in a bird and wildlife sanctuary is so good for your soul. Watch the sunrise from a hanging basket chair at 2700 feet of elevation, or wait for moonrise and toast spectacular star views! Relax in the sauna after a day filled with hiking and an al fresco meal on the deck. Roast s’mores at the deck fire table or over the side yard fire pit. There's magic in the air at this mountaintop retreat!

Cabin at Rabbit Hollow
Charming log cabin nestled in a glen by the Shenandoah National Park is an ideal retreat for a romantic get-a-way. The first floor contains a beautiful kitchen, dining area, full bathroom featuring a whirlpool tub, and cozy living room with a wood burning fire place. The second level holds the bedroom with a comfortable king size bed and a half bathroom. There are two porches where guests can relax with their morning coffee or evening cocktails while enjoying the wooded and mountain views.

Chestnut Hills Cottage
Chestnut Hills Cottage is a Romantic Retreat for two! Our cottage is the perfect escape from city life. Located on 40 acres in the Blue Ridge, four miles from Shenandoah National Park and Skyline Drive. This charming cabin has been lovingly restored by owners Alun and Norma Ward. You'll find peace and quiet and all the conveniences of modern life, including quality linens, wifi and a hot tub under the stars. We invite you to experience the charm of our Blue Ridge Mountain Cottage!

Relaxing 2BR CABIN, 12 acres, dog friendly, hiking
Bring the whole fur family & enjoy precious time away from the hustle & bustle of everyday life. This updated cabin sits on 12.5 acres of mainly wooded land in the heart of the blue ridge- Madison County. Within 30 minutes of wineries, breweries, hiking, & Charlottesville! Boasting a primary loft bedroom w/ a queen bed and a bonus room w/ a full bed, this home away from home can comfortably sleep 4-5! Front porch swing & fenced yard for the pups to play. Guests can completely relax!

Off the Beaten Path - Powell Mountain
This cabin is conveniently located near the Swift Run Gap entrance to Skyline Drive in Shenandoah National Park. Guests can enjoy hiking to water falls or to mountain peaks in the Park, then a trip to wineries/breweries in the Monticello district. Guests may enjoy an afternoon cooking out on the grill and relaxing in this secluded cabin in the mountains. On cool nights, the fireplace can provide warmth. The cabin is also about 20 miles from Massanutten Resort, straight along Rt 33.

CloudPointe Retreat
Rare Appalachian Treehouse Gem! Luxurious, one-of-a-kind retreat for couples. Elevated tiny house among the treetops, private parking, plush bedroom, sleek bathroom, beautiful kitchenette, loveseat, lounge, private double-level decks, fireside lounging (wood provided), gas grill, and patio with a hot tub! Surrounded by nature, with wineries, hikes, restaurants and shopping all nearby. Please come and relax and revel in the beauty of nature! 4WD is recommended.

Farm Cottage w. Blue Ridge views 20 mins from SNP
Carrie's Cottage is nestled in a private corner of our Fairhill Farm. Delight in the bold views of the Blue Ridge Mountains. Hike private trails on our 150 acres. Fish in pond or river. Enjoy pool. Delight in farm animals including our miniature horses. Located 2 hours southwest of Washington, DC, 1 1/2 hours east of Richmond and 25 minutes north of Charlottesville, VA. Near wineries; Shenandoah National Park and AP; Monticello, Montpelier, Ash Lawn, and UVA

Charming farmhouse nestled in the mountains
Enjoy the vast country landscape with views of the Blueridge mountains. This is the ideal location for visiting the Shenandoah national park and wineries while being just 35 minutes from the happening downtown Charlottesville area. More than just a homebase, this property is a destination in and of itself. Take in the mountain views on the large front porch, gather with the whole family in the bright open great room with windows overlooking the pastures.
Popular amenities for Greene County holiday rentals
Other great holiday rentals in Greene County

Summerfields Place

J&E Hideaway

Cozy Cabin w/ Hot tub near National Park, Wineries

Massanutten/Shenandoa Park/Hiking Trails/Wine/UVA

Fauna Haven: Farm-Estate and Animal Sanctuary

Little Forest Tiny Cottages in Free Union

GLEN OAK 2 bedroom with beautiful mountain views

South River Cottage
Destinations to explore
- Rentals with a sauna Greene County
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- Shenandoah National Park
- Luray Caverns
- Bryce Resort
- Lake Anna State Park
- Early Mountain Winery
- University of Virginia
- Downtown Mall
- Wintergreen Resort
- Devils Backbone Brewing Co Basecamp
- Glass House Winery
- Blenheim Vineyards
- Prince Michel Winery
- Cardinal Point Winery
- The Rotunda
- Shenandoah River Outfitters
- Monticello
- James Monroe's Highland
- Frontier Culture Museum
- John Paul Jones Arena
- Grand Caverns
- White Oak Lavender Farm & The Purple WOLF Vineyard
- James Madison University
- Shenandoah Caverns
- IX Art Park





