Vacation rentals in Greenville

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Top-rated vacation rentals in Greenville

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favourite

Tent in Fairfield

4.98 out of 5 average rating, 1058 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!

Feb. 18 – 25

$171 CAD per night

Guest favourite

Cottage in Waynesboro

4.92 out of 5 average rating, 198 reviews

The Copper Cottage - near the Appalachian Trail

An antique fully renovated, cozy cottage that blends the character of saw milled wood beams, hand-crafted finishes, & local art with the modern comforts of Wi-Fi, Streaming TV, A/C, and a Jetted shower that might raise your attitude with the altitude! Walk to Historic Waynesboro (<1 mile) and the riverside park, or its restaurants and stores to entertain even the peculiar palate or collector. Fully fenced in back yard, so bring the pups or the kids, but watch for wildlife! Hiking store nearby.

Dec. 12 – 19

$180 CAD per night

Guest favourite

Condo in Wintergreen Resort

4.91 out of 5 average rating, 177 reviews

A True Mountain Getaway! Ski in/Ski out!

Located steps away from the top of the ski slopes at Wintergreen Resort. No snow? No problem! Enjoy the cool mountain breezes, hiking and climbing trails, mountain lakes with beaches, wineries, breweries and much much more. Restaurants and shopping within walking distance. Our place has a galley kitchen and small refrigerator, a large deck to enjoy a quiet dinner and has been newly decorated. There is a king sized bed and a smaller fold out sofa that could accommodate two small children.

Aug. 27 – Sep. 3

$167 CAD per night

Guest favourite

Cottage in Tyro

5.0 out of 5 average rating, 184 reviews

Bear Creek Inn

You will be renting the 2 bedroom cottage, optional 3rd bedroom, very large, fenced yard for your pet. Relax at this quiet, peaceful place with year round trout stream. Minutes from the breweries and wineries on Nelson 151. Plenty of outdoor activities to enjoy. The George Washington National Forest is across the street for exploring, hiking and hunting. The house is only 4 miles from Crabtree Falls and several minutes from the Appalachian Trail access. Wintergreen Resort is 12 miles away.

Nov. 30 – Dec. 7

$249 CAD per night

Guest favourite

Cottage in Afton

4.91 out of 5 average rating, 480 reviews

Couples Getaway,heart of RT 151,stunning views

The Cottage is conveniently located along the Brew Ridge Trail. Sit on your patio and watch the sun set over Humpback rock and the Blue Ridge Mountains. Amazing location that’s set right in the middle of all the breweries. Spacious 6 acre farm with Route 151 road frontage. This handsome cottage is the perfect romantic get-a-way. Enjoy WiFi, air con, parking, self check-in and all the amenities you need to feel at home. Picturesque mountain views and beautifully landscaped grounds.

Jan. 20 – 27

$185 CAD per night

Guest favourite

Cabin in Vesuvius

4.97 out of 5 average rating, 158 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 cottage to come home to- or decide to spend your days on property splashing in the creek and sitting out by the fire pit. We invite you to embrace our simpler way of life where we wholeheartedly believe that life is to be enjoyed and not endured.

Sep. 27 – Oct. 4

$200 CAD per night

Guest favourite

Cabin in Rockbridge Baths

4.97 out of 5 average rating, 268 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.

Aug. 23 – 30

$177 CAD per night

Guest favourite

Farm stay in Raphine

4.98 out of 5 average rating, 326 reviews

The Cottage at Hidden Valley Farm

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

Jun. 13 – 20

$300 CAD per night

Guest favourite

Home in Staunton

4.96 out of 5 average rating, 114 reviews

Queen City Cottage in Historic Downtown Staunton

Welcome to Queen City Cottage, a newly renovated, historic home in downtown Staunton. You'll be just steps from all of the fantastic dining, shopping, architecture, and entertainment that the city has to offer! This peaceful, stylish home has the best of both worlds; loads of historic charm with all of the modern upgrades you could hope for. Enjoy the spaciousness, the fun vintage elements, the comfort, and the incredible location!

Feb. 11 – 18

$186 CAD per night

Guest favourite

Farm stay in Raphine

4.97 out of 5 average rating, 392 reviews

The Bread Barn

Welcome to Seasons' Yield Farm! Your retreat sits atop a working wood-fired bakery amidst a diverse family farm in the beautiful Shenandoah Valley. Minutes off highway 81, within 20min 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 wood-fired bakery. Check us out at Seasons' Yield Farm. Welcome!

Sep. 19 – 26

$301 CAD per night

Guest favourite

Apartment in Staunton

4.95 out of 5 average rating, 276 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.

Oct. 3 – 10

$144 CAD per night

Guest favourite

Guesthouse in Staunton

4.93 out of 5 average rating, 523 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, 400 ct sheets. 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.

Feb. 27 – Mar. 6

$147 CAD per night