Holiday rentals in Greene County

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Top-rated holiday rentals in Greene County

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Top guest favourite
A modern cottage is nestled among vibrant autumn foliage, featuring a gravel pathway leading to the entrance. Large windows illuminate the building, while a covered porch invites relaxation. The surrounding landscape offers a serene green lawn, complemented by trees displaying fall colors.
Cottage in Elkton
4.99 out of 5 average rating, 101 reviews

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

Top guest favourite
A living area features a dark leather armchair and a black sofa adorned with decorative pillows. A round coffee table sits on a patterned rug, while a floor lamp provides soft lighting. Large windows offer a view of the surrounding nature.
Cottage in Hood
4.96 out of 5 average rating, 139 reviews

The Cozy Conway Cottage

Enjoy peace and quiet along the Conway River. This relaxing getaway is about 1/4 mile off of rte 230. The cottage was an original one-room cabin with a centrally located wood stove/fireplace. It now boasts 2 bedrooms, 1 bathroom, a full kitchen, large windows and a patio/deck with river views. During the fall and winter months, you can see the sunset over the mountains of the National park. It’s a 20 min drive to the Shenandoah National Park entrance and 5 minutes from Early Mountain Vineyard.

Guest favourite
A charming cottage is set against a backdrop of lush trees. A welcoming front porch with white railings encircles the entrance. The property features landscaped areas with low shrubs and concrete steps leading to the front door.
Home in Stanardsville
4.89 out of 5 average rating, 231 reviews

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.

Top guest favourite
The dark wooden cabin, framed by lush greenery, sits at a hillside location with panoramic mountain views. A deck extends from the cabin, featuring a hanging basket chair. A warm sunset casts a golden hue across the sky, enhancing the serene atmosphere.
Cabin in Free Union
4.99 out of 5 average rating, 201 reviews

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!

Top guest favourite
A charming log cabin with a dark metal roof features a welcoming front porch adorned with potted flowers and decorative pumpkins. The rustic wooden door adds character, while the surrounding grassy area and trees provide a natural setting against a backdrop of distant mountains.
Cabin in Stanardsville
4.99 out of 5 average rating, 247 reviews

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.

Superhost
This rustic cabin is nestled among trees, featuring a spacious deck with sturdy wooden railings. The stone foundation and wooden upper structure provide a cozy base. A fire pit is visible in the foreground, surrounded by grass, offering a gathering space for guests.
Place to stay in Stanardsville
4.84 out of 5 average rating, 402 reviews

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.

Top guest favourite
A charming roadside cottage is presented, featuring a stone exterior with large windows. The metal roof reflects natural light, while surrounding greenery complements the structure. A gravel area is visible in front, providing convenient access to the entrance and nearby steps.
Cottage in Elkton
4.91 out of 5 average rating, 228 reviews

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.

Top guest favourite
A comfortable living area is furnished with a dark gray sofa and an armchair, arranged around a coffee table. A white brick fireplace serves as a focal point, complemented by a wall-mounted television. Natural light filters through a window adorned with patterned curtains.
Home in Madison
4.93 out of 5 average rating, 303 reviews

Unit B -Tatum’s Retreat -SAUNA- Hiking-Wineries

Beautifully renovated and cozy home in Madison, VA. Unit B is the bottom level of a duplex offering a peaceful setting, amazing views, close to wineries, wedding venues, hiking. SAUNA! On-site walking trail. Near Early Mtn Vineyards, Prince Michelle, Yoder's Market, Bald Top Brewing & Plow & Hearth. A 30 min drive to Charlottesville, Greene, Shenandoah Nat. Park, Culpeper & Orange, w/ shopping, restaurants, breweries, hiking, antiquing, site seeing & more. Dogs allowed- $30 fee.

Top guest favourite
The cabin, nestled among vibrant autumn foliage, is framed by colorful leaves and greenery. A wooden staircase leads to the entrance, where smoke gently rises from the chimney. Various plants and pumpkins decorate the landscape, contributing to the serene woodland ambiance.
Cabin in Stanardsville
4.98 out of 5 average rating, 244 reviews

Peaceful get-away or home base for adventure for 2

Saddleback cabin is 9.5 miles (22 minutes) to Swift Run entrance in Shenandoah National Park. Enjoy local breweries, wineries, antique and pottery shopping. We are 30 minutes from Charlottesville or Harrisonburg with lots of historical sites and caverns. If a quiet stay is your preference, enjoy the fireplace on the deck and star gaze, hear owls calling. You will experience pleasant sunrises from the deck, and peaceful wooded surroundings. No 3rd party bookings/2 adults only

Top guest favourite
A private hot tub is set on a wooden deck, surrounded by trees with autumn foliage. Two reclining lounge chairs and a small table with two chairs are nearby, creating a serene space to relax and enjoy the tranquil nature views.
Farm stay in Stanardsville
4.97 out of 5 average rating, 641 reviews

GreeneHouse*PvtHotTub*Fireplace* MTN*Hiking*farm

The Greene House Apartment is a private, adults-only (18+) retreat on the ground floor of our farmhouse with stunning Piedmont Valley views. Relax in your private hot tub or take a dip in the shared pool. Perfect for couples or up to four friends! Hike right into Shenandoah National Park from the property or explore nearby Swift Run Gap. Enjoy walking trails, peaceful views, and high-speed WiFi. Find more about us at Cair Paravel Farmstead on the web.

Top guest favourite
The cottage features a distinctive red exterior with a green roof, set amidst lush greenery. A welcoming front porch is visible, with two chairs placed on it. The surroundings include trees and a clear blue sky, emphasizing a tranquil outdoor setting.
Cottage in Ruckersville
4.9 out of 5 average rating, 363 reviews

Lake Haven Cottage

Make yourself at home at our peaceful 1-bedroom cottage that has everything you need for your trip to the Blue Ridge Mountains. The cottage comes with heating, AC, Washer+Dryer and DIRECTV. During your stay, you can also enjoy using a convenient private bathroom, kitchen, and living room. Our Airbnb is within driving distance to UVA, the Skyline Drive & Shenandoah National Park, local wineries, craft breweries and much more!

Top guest favourite
A white, two-story barn with a distinctive gabled roof stands against a clear blue sky. Two chairs are placed on the gravel patio in front of the entrance, with green grass and a silos visible nearby, surrounded by autumn foliage in the distance.
Barn in Elkton
5 out of 5 average rating, 310 reviews

Elkton Dairy Barn near Shenandoah National Park

Were you raised in a barn? No! Neither were we, but now you can stay in our cozy, converted dairy barn—ideal for a romantic getaway. Less than 7 miles from the Swift Run Gap Entrance to Shenandoah National Park, and nestled near Massanutten Resort, it offers stunning Blue Ridge Mountain views from the lofted bedroom and breathtaking foliage views from the screened porch. Perfect for a small gathering or peaceful retreat.

Popular amenities for Greene County holiday rentals

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