Vacation rentals in Greenville

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Top-rated vacation rentals in Greenville

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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 homes in Staunton
4.94 out of 5 average rating, 171 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
A cozy log cabin entrance is adorned with warm string lights. A gravel path leads to a fire pit surrounded by chairs. Two individuals are seated on the porch, creating a relaxed setting amidst lush greenery and a peaceful atmosphere.
Place to stay in Lyndhurst
4.99 out of 5 average rating, 126 reviews

Tiny Log Cabin

This tiny hand-hewn log cabin is a perfect, peaceful, and relaxing way to unwind and reconnect with your loved one or have a personal retreat for yourself. Nestled in the Blue Ridge Mountains on 300 acres of private land with plenty of room to explore and enjoy the wild life. Come witness the brilliant night sky lying in an open field with no city lights to diminish the experience. Minutes to Wintergreen Resort, the Appalachian Trail, Sherando Lake, 4 breweries, 6 wineries, and 3 cideries.

Top guest favourite
A private balcony features wooden railings, with a light dusting of snow on the ledge. Lush pine trees stand prominently in the background, contrasting against a clear blue sky and hints of distant landscape, contributing to a serene outdoor viewing experience.
Condo in Wintergreen Resort
4.97 out of 5 average rating, 163 reviews

2-min drive to slopes, stair-free/free firewood!

Peaceful, recently renovated mountain-top retreat. Relax or work from home. End your day with a hike or spa treatment around the corner—linger with a glass of wine at sunset. It’s all only a 2 minute walk from the front door. Welcome to our mountain home! 2-3 min drive from ski lifts/resort, hiking Free firewood (seasonal) Family games & smart TVs (no cable) for movie night (must sign into your own subscriptions) Smartlock entry Stair-free entry *outdoor HOA pools CLOSED for season

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, 427 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
Treehouse in Verona
4.99 out of 5 average rating, 231 reviews

The Laurel Hill Treehouse

Tucked away in the woods, this Scandinavian-inspired treehouse is a quiet, peaceful spot designed for a relaxed couples getaway. Surrounded by trees and overlooking beautiful woodland views, it’s an easy place to slow down and unwind. Spend your time on the wraparound porch, soak in the hot tub, cool off in the creek, or settle in by the fire at night. This is a serene, comfortable retreat where you can reset, enjoy all that nature has to offer, and simply be present.

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
4.98 out of 5 average rating, 406 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 charming outdoor space features a small round blue table and two matching folding chairs. A green potted plant sits at the center of the table. Light filters through the large windows, which are framed by red brick walls.
Apartment in Staunton
4.96 out of 5 average rating, 408 reviews

Travelers Nook - close to downtown

The TRAVELERS NOOK is a cute, cozy, one bedroom apartment close to downtown Staunton! It’s located on the second floor, with a private entrance. It has all the charm that you would expect to find in a cute studio apartment! Built by a local architect Tj Collins in the 1920’s. This quaint space has everything you need to enjoy your stay here in Staunton! We do accept small pets on approval with a pet cleaning charge.

Guest favourite
A modern kitchen is equipped with stainless steel appliances and a granite countertop. A pop of color is provided by a turquoise kettle and a 'HOME' sign above the cabinets. Soft lighting is cast from overhead fixtures, illuminating the workspace and creating a welcoming feel.
Apartment in Wintergreen Resort
4.95 out of 5 average rating, 102 reviews

Wintergreen Escape | King Bed + Porch Views

Escape to our four-season Wintergreen condo! Enjoy crisp mountain air, scenic hikes, fall foliage, and nearby wineries and breweries. Walk to Discovery Ridge, the spa, and activities! Relax at the seasonal heated pool, play a round of golf, or explore the Blue Ridge Parkway and Shenandoah National Park. Perfect for couples or families, cook a cozy meal or unwind by the fire after a day outdoors!

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.
Apartment in Staunton
4.93 out of 5 average rating, 150 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.
Guesthouse in Waynesboro
4.91 out of 5 average rating, 444 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, 269 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.

Top guest favourite
A spacious room features a comfortable queen bed with crisp linens. A small table and two chairs occupy one corner, while a cozy seating area is arranged beside a window. Natural light filters through sheer curtains, highlighting wooden floors and rustic ceiling beams.
Guesthouse in Staunton
4.93 out of 5 average rating, 700 reviews

The Firefly Springhouse

Private cabin, with bath, located in a quiet country setting, close to town and easy access to two Interstate highways. Comfy queen bed, Climate control with state of the art Trane system. Mini-fridge, microwave, and Keurig coffee maker are included. High speed wireless internet and basic cable TV. All varieties of people are welcome here.

Popular amenities for Greenville vacation rentals

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