Greenville Vacation Rentals

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Our top choices for Greenville vacation rentals

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 CA $88
CA $200 total
includes taxes & fees
Apr 13 - Apr 14
Brand new serene luxury cottage just off the Brew Ridge Trail

Whimsical Creekside Cabin

Whimsical Creekside Cabin
Vesuvius
10.0 out of 10, Exceptional, (52 reviews)
"Lovely cabin with great amenities"
United States
Austin L.
The price is CA $137
CA $308 total
includes taxes & fees
Apr 14 - Apr 15
Whimsical Creekside Cabin

Affordable Suites of America Waynesboro

Affordable Suites of America Waynesboro
2.5 star property
Waynesboro
9.4 out of 10, Exceptional, (54 reviews)
"Always a pleasant stay."
United States
MARJORIE
The price is CA $115
CA $128 total
includes taxes & fees
Apr 30 - May 1
Affordable Suites of America Waynesboro

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, (101 reviews)
"The mountain views from the balcony are spectacular!"
United States
Becca R.
The price is CA $127
CA $355 total
includes taxes & fees
Apr 12 - Apr 13
Endless Mountain Top Views from All The Way Up!

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
9.6 out of 10, Exceptional, (19 reviews)
"Nice and cozy home for overnight stays "
United States
Yahima O.
The price is CA $138
CA $261 total
includes taxes & fees
Apr 13 - Apr 14
The Woodland Cottage charming 2 bedoom one bath with deck on back, covered front

Blair's Vintage Apartment Nestled in Wine Country

Blair's Vintage Apartment Nestled in Wine Country
Waynesboro
10.0 out of 10, Exceptional, (23 reviews)
"Had a fantastic time staying here. Apartment was super cozy and close to Shenandoah National Park. Deborah was a great hostess. "
United States
Matthew H.
The price is CA $135
CA $312 total
includes taxes & fees
Apr 14 - Apr 15
Blair's Vintage Apartment Nestled in Wine Country

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, (98 reviews)
"Great spot for a stay, hostess was amazing, highly recommend!!"
United States
Charles R.
The price is CA $180
CA $273 total
includes taxes & fees
Apr 23 - Apr 24
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery

The Firefly Springhouse

The Firefly Springhouse
Staunton
9.8 out of 10, Exceptional, (55 reviews)
"The space was great for a getaway, highly recommended."
United States
Matt E.
The price is CA $115
CA $158 total
includes taxes & fees
Apr 12 - Apr 13
The Firefly Springhouse

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 CA $157
CA $261 total
includes taxes & fees
Apr 13 - Apr 14
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!

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, (13 reviews)
"Fantastic little studio located right at the slopes. Very clean and many thoughtful touches. Great stay. "
United States
Lloyd F.
The price is CA $112
CA $302 total
includes taxes & fees
Apr 12 - Apr 13
First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge

Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA

Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA
Montebello
10.0 out of 10, Exceptional, (56 reviews)
"Beautiful location, great hosts, perfect trip. If you’re looking for a quiet getaway, this is the place. "
United States
Adam L.
The price is CA $200
CA $320 total
includes taxes & fees
Apr 16 - Apr 17
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA

Afton Cottage w/ Hot Tub, Firepit, Mountain Views

Afton Cottage w/ Hot Tub, Firepit, Mountain Views
Afton
9.6 out of 10, Exceptional, (14 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 CA $190
CA $446 total
includes taxes & fees
Apr 12 - Apr 13
Afton Cottage w/ Hot Tub, Firepit, Mountain Views

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, (149 reviews)
"Very clean and pet-friendly "
United States
Heston
The price is CA $152
CA $343 total
includes taxes & fees
Apr 14 - Apr 15
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly

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 CA $200
CA $317 total
includes taxes & fees
Apr 23 - Apr 24
New Blue RIdge Mountains Montebello, Virginia with stary stary skies

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, (36 reviews)
"Place was extremely clean and nice amenities for a good stay."
United States
Robert W.
The price is CA $98
CA $265 total
includes taxes & fees
Apr 16 - Apr 17
Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI

The Cottage @ Afton Mountain- Close to Wineries!

The Cottage @ Afton Mountain- Close to Wineries!
Afton
10.0 out of 10, Exceptional, (22 reviews)
"Very clean and central to the wineries."
United States
Cynda
The price is CA $201
CA $440 total
includes taxes & fees
Apr 20 - Apr 21
The Cottage @ Afton Mountain- Close to Wineries!

5 minutes to Blue Ridge Parkway, Crabtree Falls, hiking, wineries, breweries

5 minutes to Blue Ridge Parkway, Crabtree Falls, hiking, wineries, breweries
Montebello
9.8 out of 10, Exceptional, (19 reviews)
"Heat works great. Very pet friendly. "
United States
Barbara L.
The price is CA $200
CA $320 total
includes taxes & fees
Apr 13 - Apr 14
5 minutes to Blue Ridge Parkway, Crabtree Falls, hiking, wineries, breweries

Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Lyndhurst
10.0 out of 10, Exceptional, (16 reviews)
"Very quiet and peaceful stay. "
United States
Timika
The price is CA $194
CA $301 total
includes taxes & fees
Apr 13 - Apr 14
Love Ridge Mountain Lodging

The Modern Mountain Condo

The Modern Mountain Condo
Wintergreen Resort
10.0 out of 10, Exceptional, (47 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 CA $130
CA $323 total
includes taxes & fees
Apr 14 - Apr 15
The Modern Mountain Condo

Historic Bungalow 30 minutes from Wintergreen

Historic Bungalow 30 minutes from Wintergreen
Roseland
10.0 out of 10, Exceptional, (15 reviews)
"Great stay! Thank you!"
United States
Lauren
The price is CA $187
CA $416 total
includes taxes & fees
Apr 23 - Apr 24
Historic Bungalow 30 minutes from Wintergreen
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

Find out more about Greenville

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Greenville. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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 Beverley Cigar Store, 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.