
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

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

Sister's View
A refurbished 1950's country cottage, adjacent to 80 beautiful acres, overlooks the Blue Ridge Mountains. The house has high-speed internet. Enjoy an amazing sunrise while sitting on your bedroom deck sipping coffee. View sunsets from the front porch with a glass of wine purchased from local vineyards. Whether visiting UVa, hiking in the Blue Ridge Mountains, touring the local wineries, craft breweries, or attending an event at the Barn at Edgewood - Sister's View will make your visit complete.

Farm Cottage w. Blue Ridge views 15 mins from SNP
Carrie's Cottage is nestled in a private corner of our 150-acre Fairhill Farm. Delight in the bold views of the Blue Ridge Mountains. Hike our private trails. Fish in pond or river. Enjoy pool. Delight in farm animals including our miniature horses. Less than 20 mins from Shenandoah National Park and Appalachian Trail. Located 2 hours southwest of Washington, DC; 1 1/2 hours east of Richmond; and 25 minutes north of Charlottesville, VA. Near wineries; Monticello, Montpelier, Ash Lawn, and UVA.

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.

Unit A-Mountain Retreat- SAUNA-Hiking-Wineries
Renovated duplex in Madison, VA. Enjoy a peaceful setting, amazing views and convenient to wineries, wedding venues & hiking. SAUNA! Near Early Mtn Vineyards, Prince Michelle Winery, Yoder's Market, Bald Top Brewing & Plow & Hearth. A 30 min drive to Charlottesville, Shenandoah Nat. Park, Culpeper & Orange. Shopping, restaurants, breweries, antiquing, site seeing and more. *RENT ENTIRE HOME* - Inquire for our unit A & B combined rate. Dogs allowed-$30 fee.

Shifflett's Ole Homeplace - serene river getaway
Welcome to Shifflett’s Ole Homeplace. Two-bedroom house nestled in the Blue Ridge Mountains along a stocked trout river. Located within 10 minutes of the Shenandoah National Park- Swift Run Gap Entrance and Appalachian Trail Hiking entrance. Within 15 miles of 10 of the vineyards along the Monticello Wine Trail. Take a day trip to some of Central Virginia's attractions-Monticello, Montpelier, Ashlawn, Natural Bridge and Luray Caverns.
Popular amenities for Greene County holiday rentals
Other great holiday rentals in Greene County

The House in the Holla

Snow Mountain House

Cozy Cabin w/ Hot tub near National Park, Wineries

Cozy Cabin w/ Hot Tub & EV Charger near Shenandoah

Massanutten/Shenandoa Park/Hiking Trails/Wine/UVA

Parker Mountain Carriage House Near SNP, UVA & JMU

Mountainside Retreat

Private Luxury Cabin w/ Shenandoah Mountain Views
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- Shenandoah National Park
- Luray Caverns
- Bryce Resort
- Lake Anna State Park
- University of Virginia
- Early Mountain Winery
- Wintergreen Resort
- Monticello
- Devils Backbone Brewing Co Basecamp
- James Madison University
- Glass House Winery
- Cardinal Point Winery
- Blenheim Vineyards
- Prince Michel Winery
- Shenandoah River Outfitters
- The Rotunda
- Downtown Mall
- Frontier Culture Museum
- John Paul Jones Arena
- James Monroe's Highland
- Grand Caverns
- White Oak Lavender Farm & The Purple WOLF Vineyard
- IX Art Park
- White Lotus Eco Spa Retreat





