Holiday rentals in Greene County

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Top-rated holiday rentals in Greene County

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Top guest favourite
A luxury tiny cottage is showcased amidst a lush green landscape, with a curved outdoor sauna adjacent to the home. The gravel pathway leads to a spacious deck with steps, while expansive views of rolling hills and trees form the backdrop, complementing the serene setting.
Tiny home in Madison
5 out of 5 average rating, 151 reviews

Luxury Tiny Home 2: Sauna, Farm & Mountain Views

The retreat at Rooted Land Co. consists of 1 farmhouse and 3 luxury tiny cottages on 350 private acres nestled at the base of the Blue Ridge Mountains with more than 1-mile of Rapidan River frontage. Each home is spaced with privacy in mind and positioned with breathtaking views. Countless outdoor activities including fishing, hiking, and wildlife viewing provide a unique experience during your stay. Rooted Land Co. is located just minutes from wineries, breweries, and Shenandoah National Park.

Top guest favourite
Lush green shrubs form a natural foreground against rolling hills. A distant mountain is partially shrouded in mist, while blue skies are visible above. Farm buildings are seen in the background, nestled among the trees and fields.
Chalet in Hood
4.99 out of 5 average rating, 288 reviews

Firnew Studio

Romantic getaway from the city in the heart of Virginia Wine Country, 15 minutes to Shenandoah National Park, 30 minutes to Charlottesville. Private art studio on 265 acre farm with spectacular Blue Ridge views. Deck overlooks pond. Perfect sunrise and sunset viewing. Walk to swimming hole, collect fresh eggs, feed goats, canoe in pond or simply relax on large private deck. Perfect for one couple. Close to wineries, breweries, hiking, Montpelier, Monticello. 1.5 hrs from DC/ Richmond.

Top guest favourite
A rustic log cabin is surrounded by lush greenery, featuring a large wrap-around porch with multiple access points. A stone chimney rises from the side of the building. Soft lighting emanates from the windows, highlighting the natural wood structure.
Cabin in Dyke
4.97 out of 5 average rating, 272 reviews

Shenandoah Getaway Cabin on 5 Acres w/ *Hot Tub*

Our Log Cabin has EVERYTHING you need for your mountain vacation! Miles of gorgeous mountain views off the large wrap around porch. *Outdoor Hot Tub *Indoor Wood Burning Fire Place *15 minutes from Shenandoah National Park *30+ Local Wineries!! *Outdoor Firepit *1GB WIFI and Huge TVs! *Close to UVA/ Charlottesville *Full Kitchen *Large, Private Deck with Mountain Views *Propane Grill *Outdoor Heater *Plenty of Space to Park Cars *Hiking *Maybelle's General Store less than a mile away

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, 177 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, 233 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.

Guest favourite
A quaint cottage is nestled in a lush green landscape, surrounded by colorful autumn trees. Rolling hills and the distant Blue Ridge Mountains form a scenic backdrop, with a clear sky above and soft sunlight illuminating the scene.
Tiny home in Free Union
4.96 out of 5 average rating, 135 reviews

Little Forest Tiny Cottages in Free Union

Enjoy the breathtaking views of the Blue Ridge Mountains on this 26 acre Olde English Babydoll Sheep farm right from your window. Our farm is a haven of peace and serenity in a secluded but centrally located area just 18 miles northwest of Charlottesville. Wake up to delicious farm fresh breakfast from our eco-friendly farm. Take pictures of fluffy sheep and angora rabbits grazing on rolling hills. Hike our private trail. Breathe in the fresh mountain airs. Sleep in. Slow down. Relax.

Top guest favourite
Yurt in Stanardsville
4.95 out of 5 average rating, 1,236 reviews

Yurt*POOLpeace*FARM*horses*goats*woods*STARS*Hotub

Come experience living in a round structure filled with amenities-fully equipped kitchen, deep tub, heating and AC, hot tub and in-ground pool. Great for couples, friends, and families. A 10 minute hike gets you into Shenandoah National Park, explore our 58 acres on numerous walking trails, visit Charlottesville, historical sites, caves, or play in rivers. Child friendly- no pets.( PRIVATE hot tub Nov 1- March 1.) Check out Cair Paravel Farmstead on FB/the web to see all we have to offer

Top guest favourite
A rustic log cabin is surrounded by lush greenery in a serene wooded setting. The spacious front lawn is fenced, providing a safe area for pets. The porch features a swing, inviting relaxation amidst the natural landscape.
Cabin in Madison
4.96 out of 5 average rating, 107 reviews

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!

Guest favourite
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, 387 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.

Guest favourite
A private deck offers unobstructed views of rolling hills and distant mountains, framed by bare trees and open fields. The white railing complements the natural landscape, creating a serene outdoor space to enjoy the surrounding scenery.
Cottage in Stanardsville
4.93 out of 5 average rating, 278 reviews

Romantic, Carriage House Studio at Fairhill Farm

Delight in the bold views of the Blue Ridge Mountains while lounging on your private deck at the Carriage House on Fairhill Farm. Stroll on 150 acres. Hike our private trails. Fish in private 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 Shenandoah National Park, Monticello, Montpelier, Ash Lawn, and UVA

Guest favourite
A charming guest cottage is nestled among lush green landscaping. The structure features a metal roof and a porch with simple white railings. Tall trees provide shade, contributing to the serene atmosphere of the surrounding countryside.
Cottage in Madison
4.92 out of 5 average rating, 168 reviews

Charming Guest Cottage at Winery

Early Mountain Vineyards' charming Guest Cottage, nestled next to our front block of grapevines and below our historic hilltop barn, offers breath-taking views of the Blue Ridge Mountains and a serene place to watch the sunset while sipping wine. Only short distance to our Tasting Room - open 5 days a week, Thursday - Monday. We recommend a reservation in advance - this can be made via our website, Early Mountain Vineyards, or by calling our winery directly.

Top guest favourite
A rustic cabin is nestled among dense green trees, blending harmoniously with the surrounding forest. A gently winding gravel driveway leads to the cabin entrance, which is adorned with a welcoming set of steps and a shaded porch beneath a sloped roof.
Cabin in Stanardsville
4.95 out of 5 average rating, 163 reviews

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!

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