Holiday rentals in Greenville

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Top-rated holiday rentals in Greenville

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Top guest favourite
A brightly painted blue tipi stands under a star-filled sky, surrounded by a natural setting. A large cedar tree is visible nearby, and a picnic table can be seen in front of the tipi, offering a space for outdoor relaxation.
Tent in Fairfield
4.98 out of 5 average rating, 1,194 reviews

Tipi with a great view of the Blue Ridge Mountains

Our small family farm is conveniently located 10 minutes from Interstates 81/64 and historic Lexington, Virginia. The Tipi has amazing views of the Blue Ridge Mountains and all the wonders our little farm and community has to offers. We are convenient to many local attractions like hiking, swimming, brewery and vineyard tours and yet secluded enough to heal your stress, enjoy time with your family or simply a special time away from the grind. Come stay with us! You deserve sincere hospitality!

Top guest favourite
A modern tiny house is nestled among trees, showcasing a wooden exterior with deep red accents. Large windows provide natural light, while a well-maintained set of steps leads up to the entrance, inviting guests to enjoy the surrounding forest.
Tiny home in Staunton
4.94 out of 5 average rating, 167 reviews

Sunrise Casita: a tiny house at Cana Barn

Our 250 sq ft tiny house was built by our talented craftswoman Kara. We used wood from our property and reclaimed materials to create a cozy and unique getaway. The front porch looks out to a beautiful view of the Blue Ridge Mountains and looks up to a local vintage sign. We are LGBTQ+ welcoming. Sunrise to us is the embodiment of a fresh start and a new opportunity. It is hope and possibility, adventure and inspiration, beauty and wonder. We hope all of this for your stay in our tiny house!

Top guest favourite
The outdoor firepit area is surrounded by wooden seating and log stump tables. Two wooden structures flank the space, providing a unique aesthetic. The treehouse sits elevated in the background, with trees displaying autumn foliage creating a vibrant backdrop.
Treehouse in Verona
4.99 out of 5 average rating, 221 reviews

The Laurel Hill Treehouse

Fully immerse yourself in nature in this serene Scandinavian-inspired woodland retreat, perfect for a couple's getaway. The treehouse is perfectly nestled amongst the trees, offering a chance to unwind while enjoying the beautiful views of nature. Just imagine yourself relaxing on the wrap around porch, soaking in the hot tub, cooling off in the creek, & cozying up to a crackling fire. We invite you to unwind, reconnect with nature & create cherished memories in this tranquil hideaway.

Top guest favourite
A charming cottage is surrounded by lush greenery and flowering gardens. The wrap-around porch features white railings and comfortable seating, inviting relaxation. Stately trees and vibrant flower beds create a welcoming exterior, while the soft light of evening complements the serene landscape.
Farm stay in Raphine
4.99 out of 5 average rating, 423 reviews

The Cottage at Hidden Valley Farm & Barn

Welcome to Hidden Valley! When booking your stay, you'll have exclusive access to our three bedroom/two bathroom guest cottage! You'll be surrounded by mountainous views and pastures. Snuggle on the wrap around porch, roast marshmallows in the fire pit, and visit with horses, cattle, and our Sulcata tortoise! This is a working farm and you'll frequently see and hear farm machinery(tractors/atvs/etc.), livestock (cattle/horses/a donkey/4 dogs/a cat),and wildlife (coyotes/turkeys/deer).

Top guest favourite
The living area features rugged timber beams that create a warm ambiance. Large windows provide a view of the surrounding landscape, while a stone fireplace adds a focal point. Comfortable seating arrangements include a pair of chairs and a sofa, complemented by a decorative rug.
Cottage in Rockbridge Baths
5 out of 5 average rating, 407 reviews

The Maury River Treehouse

Welcome to The Maury River Treehouse! This luxury timber frame cabin sits on the banks of the Maury River. The Treehouse was built almost entirely by local craftsmen this is a must see! Located 9 miles from Lexington, Washington & Lee and Virginia Military Institute. It's a fisherman's friend, paddlers paradise or just a relaxing retreat! The timber frame construction, stone fireplace, gourmet kitchen and park like setting will take your breath away! You won’t want to leave!

Top guest favourite
The cabin exterior features a spacious wrap-around porch with a national flag gently waving. The structure combines stone and wood elements, set against a backdrop of tall trees and fallen leaves, presenting a private and serene atmosphere.
Cabin in Vesuvius
4.99 out of 5 average rating, 363 reviews

The Sanctuary

Nature lovers paradise! Named "The Sanctuary" for the place you can UNPLUG, unwind & find your peace! Perched up high on nearly 60 acres- you are sure to get fresh air & the rest you are searching for! Only 4 miles to Wintergreen, 6 miles to Sherando lake and backs up to the Blue Ridge Parkway there are plenty of things to do OR just relax and enjoy the crickets & stars! With crazy careers, growing kids & constant hustle- everyone needs a hide out like this every now and then!

Top guest favourite
A rustic log cabin is nestled among lush trees, showcasing its stone chimney and a welcoming porch. The natural setting offers a serene atmosphere, with dappled light filtering through the leaves, highlighting the cabin's historic log structure.
Cabin in Rockbridge Baths
4.97 out of 5 average rating, 394 reviews

Little Cabin in the Woods is quiet and secluded!

Enjoy our rustic, cozy, historic log cabin in the woods on 21 acres with two streams and a little meadow. The logs, from the 1800's, were reconfigured 17 years ago combining a rich history with high speed internet and modern amenities. Sink into the luscious bed with totally organic sheets, mattress topper, and pillows. Take a walk on the original wagon train road down to a stream or bath your senses in the majestic view of Jump Mountain from the meadow.

Top guest favourite
A cozy living area features a light-colored sofa with complimentary cushions, positioned on a geometric patterned rug. A wood coffee table adds warmth, while a large window invites natural light and offers views of the greenery outside.
Farm stay in Raphine
4.98 out of 5 average rating, 486 reviews

The Bread Barn

Welcome to Seasons' Yield Farm! Your retreat sits atop a working bakery amidst a family farm in the beautiful Shenandoah Valley. Minutes off highway 81, within 20 minutes of Lexington and Staunton. This getaway is perfect for the guest passing through or a family looking for a rural getaway. Enjoy the solitude of the country and the yield of a bakery! Custom made coffees delivered to your doorstep every morning! Check us out at Seasons' Yield Farm. Welcome!

Top guest favourite
The lodge's exterior showcases a spacious wooden deck adorned with string lights, creating a welcoming ambiance. Large windows reflect the evening light, while the A-frame design complements the surrounding natural landscape. The manicured grounds feature shrubbery and stone accents, enhancing the inviting atmosphere.
Chalet in Vesuvius
4.94 out of 5 average rating, 257 reviews

Luxury Mountain Lodge w/ Hot Tub & Stunning Views!

Welcome to Harvest Moon Lodge & Retreat, where adventure and serenity meet. Nestled high on 9.2 acres in the heart of the Blue Ridge Mountains, this one-of-a-kind getaway offers breathtaking panoramic views and a perfect blend of luxury, comfort, and entertainment. Whether you’re unwinding on one of the two massive wraparound porches, soaking in the seven-person hot tub, or gathering around the fire pit under a star-filled sky, your mountain retreat awaits.

Top guest favourite
The exterior of the building displays a two-story structure with light brown siding and a front porch adorned with white railings. Windows are visible on both levels, complemented by a small garden and walkway leading up to the entrance.
Flat in Staunton
4.93 out of 5 average rating, 147 reviews

Walker's dream. Close to downtown.

Centrally located near the library, Gypsy Hill Park, and downtown Staunton, our private, walkout basement apartment has individually controlled heating and air conditioning. It includes a brick patio, private rear entrance and historic details from the late 1800's. It is generally quiet, but you may sometimes hear the two adults upstairs. Come enjoy this peaceful and centrally-located space.

Top guest favourite
A wooden sign painted in soft colors displays the name 'The Stable' in a flowing, artistic script. The background is a light gray with hints of gold, while the lettering features a warm rust tone, prominently positioned against a red door.
Guest house in Waynesboro
4.92 out of 5 average rating, 433 reviews

The Stable

Our guesthouse is located in the historic Tree Streets Neighborhood of Waynesboro, VA, an official Appalachian Trail town, located at the southern end of the Shenandoah National Park. We've aptly named the guesthouse "The Stable" because it was originally built and functioned as a stable. It has since been converted into a cozy cottage for guests.

Top guest favourite
The cabin's exterior is framed by lush green trees, with a wrap-around deck that offers views of the surrounding forest. A grassy yard includes a picnic table, inviting outdoor gatherings amidst a serene natural setting.
Cabin in Vesuvius
4.98 out of 5 average rating, 267 reviews

Whimsical Creekside Cabin

Escape to our cabin in the Blue Ridge Mountains! Fall asleep to sounds of Little Mary’s Creek, enjoy your coffee on the wrap around deck, or delight in exploring your own 7 acres in the forest. Our cabin is a cheerful, clean, and private cottage to come home to- or spend your days on property splashing in the creek and sitting out by the fire pit.

Popular amenities for Greenville holiday rentals

  1. Airbnb
  2. United States
  3. Virginia
  4. Augusta County
  5. Greenville