
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

Duck Inn B&B at Small Axe Farms
Unique private space on our small family farm. Relax on our large deck, walk our property, or explore the local area. Option to add homecooked breakfast and dinner. Great location : 8 mi to Massanutten (snow sports, arcade, golf, waterpark, mountain biking); 5 mi to Shenandoah Nat'l Park (hike, scenic cycling/drive); 4 mi to Shenandoah River (fish, kayak, rafting, tubing); 3 mi to Elkton (award-winning brewery, excellent local restaurants, and shops); 20 mi to JMU, 35 mi to Charlottesville/UVA

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.

Whippoorwill Way Cabin with Mountain Views
5 star host of Rabbit Hollow cabin, presents this completely renovated mountain cabin, secluded retreat for couples or families. Walking distance to Shenandoah National Park, spectacular mountain views from spacious deck. State of the art kitchen , granite counter tops, master suite with king bed, and bathroom with charming mural. Warm up by wood burning stove. Lower level holds second bedroom with brand new queen bed, bathroom and living area with trundle bed sleeps two and electric fireplace.

The Conway House
Get away on the Conway, a place to recharge, relax and explore. Located just outside a back entrance to the Shenandoah national park. Walk, run, or bike these lightly traveled country roads to access the trail heads. This private cottage is the ideal location for visiting the Shenandoah national park, hiking, fishing, biking, wineries, and getting away to relax. This newly remodeled mountain retreat is updated with modern decor and all the essentials for an unforgettable mountain getaway.

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!

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.

Bridge House, 10 min to Shen. Nat'l. Park
Roadside cottage remodeled in 2021, conveniently located, fully appointed, in historic 1800s ice house in the town of Elkton. Built into a massive limestone outcropping; open concept design, cathedral ceilings, 1 queen bedroom, full bath, open kitchen/living area, copper bar. Private gravel parking lot beside cottage. Steps away from the Shenandoah River, a craft brewery & eateries; 10 min. to: Skyline Drive/nat'l. park; water park/ski resort; winery. No smoking, events or pets.

Romance Ridge, 15 mins to Shenandoah National Park
Welcome to Romance Ridge, a rustic-chic cabin getaway at the doorstep of the Shenandoah National Park. The cabin is located 6.5 miles from the Swift Run Gap entrance of the Skyline Drive and Shenadoah National Park. This secluded, romantic cabin is complete with luxury linens and equipped kitchen for the week or a long weekend. Enjoy the hot tub year round after hiking, and seasonal indoor fireplace. Privately located on 2 acres, welcome to your getaway!
Popular amenities for Greene County holiday rentals
Other great holiday rentals in Greene County

CloudPointe Retreat

Waterfront 20 Mins to National Park & Massanutten!

Unit A-Mountain Retreat- SAUNA-Hiking-Wineries

Cozy Cabin w/ Hot tub near National Park, Wineries

Serenity Lakeview Cottage

Graves Mill Cottage

Little Forest Tiny Cottages in Free Union

GLEN OAK 2 bedroom with beautiful mountain views
Destinations to explore
- Private suite rentals Greene County
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- Shenandoah National Park
- Luray Caverns
- Bryce Resort
- Early Mountain Winery
- University of Virginia
- Downtown Mall
- Lake Anna State Park
- Wintergreen Resort
- James Monroe's Highland
- Blenheim Vineyards
- Cardinal Point Winery
- Prince Michel Winery
- Devils Backbone Brewing Co Basecamp
- Frontier Culture Museum
- John Paul Jones Arena
- Monticello
- Glass House Winery
- James Madison University
- The Rotunda
- Shenandoah River Outfitters
- Grand Caverns
- James Madison's Montpelier
- White Lotus Eco Spa Retreat
- Skyline Caverns





