Greenville Vacation Rentals

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Check prices for these dates

In two weeks
May 15 - May 17
In two months
Jun 26 - Jun 28
In three months
Jul 24 - Jul 26
In four months
Aug 21 - Aug 23

Our top choices for Greenville vacation rentals

Standard Suite, 1 Queen Bed | Private kitchen | Full-size fridge, microwave, oven, stovetop

Affordable Suites of America Waynesboro

Affordable Suites of America Waynesboro
2.5 star property
Waynesboro
9.4 out of 10, Exceptional, (55 reviews)
"Friendly staff "
United States
Kyle
The price is ￥12,376
￥13,775 total
includes taxes & fees
May 4 - May 5
Affordable Suites of America Waynesboro
Property grounds

Endless Mountain Top Views from All The Way Up!

Endless Mountain Top Views from All The Way Up!
Wintergreen Resort
10.0 out of 10, Exceptional, (102 reviews)
"The mountain views from the balcony are spectacular!"
United States
Becca R.
The price is ￥12,778
￥38,296 total
includes taxes & fees
May 3 - May 4
Endless Mountain Top Views from All The Way Up!
Exterior

Brand new serene luxury cottage just off the Brew Ridge Trail

Brand new serene luxury cottage just off the Brew Ridge Trail
Afton
9.8 out of 10, Exceptional, (6 reviews)
"The property was very clean and awesome! It met the needs of our 2 day stay with our pets. We would stay again!"
United States
Joni K.
The price is ￥9,987
￥22,651 total
includes taxes & fees
May 4 - May 5
Brand new serene luxury cottage just off the Brew Ridge Trail
Exterior

Whimsical Creekside Cabin

Whimsical Creekside Cabin
Vesuvius
10.0 out of 10, Exceptional, (54 reviews)
"The place & everything was great!"
United States
Major G.
The price is ￥15,509
￥34,501 total
includes taxes & fees
May 5 - May 6
Whimsical Creekside Cabin
Smart TV, DVD player, books, music library

Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery

Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
Roseland
10.0 out of 10, Exceptional, (100 reviews)
"Great spot for a stay, hostess was amazing, highly recommend!!"
United States
Charles R.
The price is ￥20,366
￥30,789 total
includes taxes & fees
May 5 - May 6
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
Property grounds

New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly

New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Roseland
9.6 out of 10, Exceptional, (152 reviews)
"Very clean and pet-friendly "
United States
Heston
The price is ￥17,233
￥38,354 total
includes taxes & fees
May 4 - May 5
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Property grounds

First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge

First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge
Wintergreen Resort
10.0 out of 10, Exceptional, (14 reviews)
"Fantastic little studio located right at the slopes. Very clean and many thoughtful touches. Great stay. "
United States
Lloyd F.
The price is ￥12,689
￥33,602 total
includes taxes & fees
May 4 - May 5
First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge
Smart TV

The Woodland Cottage charming 2 bedoom one bath with deck on back, covered front

The Woodland Cottage charming 2 bedoom one bath with deck on back, covered front
Buena Vista
9.8 out of 10, Exceptional, (25 reviews)
"Nice and cozy home for overnight stays "
United States
Yahima O.
The price is ￥15,666
￥29,642 total
includes taxes & fees
May 3 - May 4
The Woodland Cottage charming 2 bedoom one bath with deck on back, covered front
Terrace/patio

Afton Cottage w/ Hot Tub, Firepit, Mountain Views

Afton Cottage w/ Hot Tub, Firepit, Mountain Views
Afton
9.6 out of 10, Exceptional, (15 reviews)
"This house was lovely for our small family. The hot tub, the proximity to ski resort. Highly recommend!"
United States
Megan B.
The price is ￥21,466
￥50,320 total
includes taxes & fees
May 5 - May 6
Afton Cottage w/ Hot Tub, Firepit, Mountain Views
Property grounds

The Cottage @ Afton Mountain- Close to Wineries!

The Cottage @ Afton Mountain- Close to Wineries!
Afton
10.0 out of 10, Exceptional, (23 reviews)
"Clean property, spacious kitchen, accurate description, the laundry in the property added to the convenience. It was pleasant to stay in the property. Just make sure to get in touch with the host the night before check in or few hours before, because they might not respond back right away and the key to the property is a bit tricky."
United States
Caroline
The price is ￥22,700
￥49,946 total
includes taxes & fees
May 4 - May 5
The Cottage @ Afton Mountain- Close to Wineries!
Exterior detail

The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!

The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!
Waynesboro
10.0 out of 10, Exceptional, (20 reviews)
"The perfect stay for a wedding weekend in Waynesboro. It was very warm and accommodating and I can’t say enough good things about it. Thank you for a great weekend"
United States
Michael W.
The price is ￥17,624
￥29,206 total
includes taxes & fees
May 4 - May 5
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!
Property grounds

The Firefly Springhouse

The Firefly Springhouse
Staunton
9.8 out of 10, Exceptional, (58 reviews)
"The room was very clean and conveniently located for us."
United States
Jeanell S.
The price is ￥12,971
￥17,925 total
includes taxes & fees
May 4 - May 5
The Firefly Springhouse
Outdoor dining

Historic Bungalow 30 minutes from Wintergreen

Historic Bungalow 30 minutes from Wintergreen
Roseland
10.0 out of 10, Exceptional, (16 reviews)
"Great stay! Thank you!"
United States
Lauren
The price is ￥19,965
￥45,643 total
includes taxes & fees
May 4 - May 5
Historic Bungalow 30 minutes from Wintergreen
Fireplace

The Modern Mountain Condo

The Modern Mountain Condo
Wintergreen Resort
10.0 out of 10, Exceptional, (49 reviews)
"Great place to stay to hit the ski slopes. Just a short walk to the slopes and right next to the gas station/ small grocery shop to easily pick up some food on the way back from skiing. "
United States
Joyce B.
The price is ￥14,770
￥36,290 total
includes taxes & fees
May 4 - May 5
The Modern Mountain Condo
Fridge, microwave, oven, stovetop

Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining

Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining
Wintergreen Resort
10.0 out of 10, Exceptional, (35 reviews)
"This condo is the perfect location for a weekend ski getaway! We will definitely be staying here again!"
United States
Jennifer H.
The price is ￥16,214
￥48,293 total
includes taxes & fees
May 4 - May 5
Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining
Exterior

New Blue RIdge Mountains Montebello, Virginia with stary stary skies

New Blue RIdge Mountains Montebello, Virginia with stary stary skies
Montebello
10.0 out of 10, Exceptional, (20 reviews)
"Beautiful cabin in a lovely setting. Already planning another visit during warmer weather so we can take advantage of all the nearby outdoor activities."
United States
Michael C.
The price is ￥22,716
￥36,067 total
includes taxes & fees
May 4 - May 5
New Blue RIdge Mountains Montebello, Virginia with stary stary skies
Smart TV, fireplace, books

Spacious + Serene Mtn Top Escape, 4 En Suites

Spacious + Serene Mtn Top Escape, 4 En Suites
Wintergreen Resort
10.0 out of 10, Exceptional, (56 reviews)
"The place was very clean and spacious. The communication from the hosts was helpful. We had a very pleasant stay."
United States
James S.
The price is ￥15,075
￥58,800 total
includes taxes & fees
May 4 - May 5
Spacious + Serene Mtn Top Escape, 4 En Suites
Exterior

New cabin 1 mile from Blue Ridge Parkway. Minutes from Appalachian Trail

New cabin 1 mile from Blue Ridge Parkway. Minutes from Appalachian Trail
Montebello
9.4 out of 10, Exceptional, (10 reviews)
"The property was very clean and located on scenic property. The owner provided many extra perks such as firewood, fire pit, grill, cooking materials, and several toiletries! Would definitely recommend this location to anyone!"
United States
Donna
The price is ￥22,716
￥36,067 total
includes taxes & fees
May 4 - May 5
New cabin 1 mile from Blue Ridge Parkway. Minutes from Appalachian Trail
Outdoor spa tub

NEW! Cheerful 2 bd bungalow with hot tub. Must see!

NEW! Cheerful 2 bd bungalow with hot tub. Must see!
Waynesboro
9.8 out of 10, Exceptional, (55 reviews)
"loved the quiet location, sunny private back yard, and well-stocked kitchen"
United States
George D.
The price is ￥20,366
￥34,874 total
includes taxes & fees
May 21 - May 22
NEW! Cheerful 2 bd bungalow with hot tub. Must see!
Property grounds

Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI

Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI
Buena Vista
9.0 out of 10, Wonderful, (37 reviews)
"Great stay. Nice property in a very quiet neighborhood. "
United States
Kurtis W.
The price is ￥12,548
￥31,628 total
includes taxes & fees
May 12 - May 13
Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Greenville Hotel Reviews

Holiday Inn Staunton Conference Center by IHG

Holiday Inn Staunton Conference Center by IHG

10/10 Excellent
"Clean room nice staff "
Katelyn 1-night trip
Posted 2 hours ago
Holiday Inn Staunton Conference Center by IHG

Find out more about Greenville

Search for holiday rentals in Greenville on Expedia! You can easily find your home rentals, villas, holiday apartments in Greenville using one of the methods below:

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Look no further and take a look at our great range of rental properties in Greenville!

Frequently asked questions

Can I find a vacation rental in Greenville?

Yes, we give you a choice of vacation rentals near top sights in Greenville, or you can select a more remote option if you're looking for relaxation. Greenville is known for its parks.

What's the top vacation rental in Greenville?

Alone Mill Schoolhouse - A paradise for outdoor lovers: This vacation home rental outside of Greenville is located on the waterfront and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

What can I see and do in Greenville?

Explore the area and family-friendly sights such as Sunspots Studios Glassblowing, or get out into nature at a spot like George Washington National Forest. In the larger area, you’ll find Sherando Lake Recreation Area and Frontier Culture Museum.

What are vacation rentals like in Greenville?

Vacation rentals are privately owned properties you can stay in for a short or long stay in Greenville. Vacation rentals feature extras such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from shared hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for a small group gathering.