Greenville Holiday Rentals

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Our top choices for Greenville holiday rentals

Brand new serene luxury cottage just off the Brew Ridge Trail

Brand new serene luxury cottage just off the Brew Ridge Trail
Afton
10.0 out of 10, Exceptional, (5 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 AU$206
includes taxes & fees
18 Mar - 19 Mar
Brand new serene luxury cottage just off the Brew Ridge Trail

The Urban Cowboy

The Urban Cowboy
2.0 star property
Staunton
8.6 out of 10, Excellent, (7 reviews)
"The space,the location,the parking,the details! It truly felt like my apartment away from home! This place is a must stay!"
United States
Dorothy
The price is AU$250
includes taxes & fees
23 Mar - 24 Mar
The Urban Cowboy

The Firefly Springhouse

The Firefly Springhouse
Staunton
9.8 out of 10, Exceptional, (49 reviews)
"The space was great for a getaway, highly recommended."
United States
Matt E.
The price is AU$164
includes taxes & fees
18 Mar - 19 Mar
The Firefly Springhouse

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 AU$318
includes taxes & fees
22 Mar - 23 Mar
Blair's Vintage Apartment Nestled in Wine Country

Little Mountain Haven. True ski-in, ski-out. First floor!

Little Mountain Haven. True ski-in, ski-out. First floor!
Wintergreen Resort
10.0 out of 10, Exceptional, (9 reviews)
"Great little ski and ski out Property"
United States
Richard
The price is AU$285
includes taxes & fees
18 Mar - 19 Mar
Little Mountain Haven. True ski-in, ski-out. First floor!

Valley Extended Suites

Valley Extended Suites
3.0 star property
Fishersville
9.0 out of 10, Wonderful, (217 reviews)
"Clean room great location quiet area"
United States
Krista
The price is AU$157
includes taxes & fees
15 Mar - 16 Mar
Valley Extended Suites

Whimsical Creekside Cabin

Whimsical Creekside Cabin
Vesuvius
10.0 out of 10, Exceptional, (47 reviews)
"The cabin was very nice. "
United States
David F.
The price is AU$311
includes taxes & fees
16 Mar - 17 Mar
Whimsical Creekside Cabin

The Modern Mountain Condo

The Modern Mountain Condo
Wintergreen Resort
10.0 out of 10, Exceptional, (45 reviews)
"Everything was perfect. Very welcoming, responsive, and clean. "
United States
Ace B.
The price is AU$330
includes taxes & fees
16 Mar - 17 Mar
The Modern Mountain Condo

Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course

Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
Roseland
9.8 out of 10, Exceptional, (30 reviews)
"Great communication from the startReturn texts the same day on any questionsGreat location for our tripVery cleanViews around property are greatNice restaurant A plus for what we neededDog friendly Thanks againHope to be back"
United States
Phil P.
The price is AU$352
includes taxes & fees
12 Mar - 13 Mar
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course

Sweet Upstairs’s apartment right next to Southern Virginia University.

Sweet Upstairs’s apartment right next to Southern Virginia University.
Buena Vista
10.0 out of 10, Exceptional, (26 reviews)
"Just as described. Cozy spot to spend a few days while we attended a wedding and visited family. "
United States
Lorrie H.
The price is AU$205
includes taxes & fees
15 Mar - 16 Mar
Sweet Upstairs’s apartment right next to Southern Virginia University.

Staunton Underground: Center of Downtown

Staunton Underground: Center of Downtown
Staunton
9.6 out of 10, Exceptional, (44 reviews)
"Wonderful location right downtown. Great amenities and space was perfect for our needs. Excellent communication with our hostess too. "
United States
Linda R.
The price is AU$342
includes taxes & fees
23 Mar - 24 Mar
Staunton Underground: Center of Downtown

The Serendipity Suite

The Serendipity Suite
2.0 star property
Staunton
10.0 out of 10, Exceptional, (6 reviews)
"Everything from start to finish was great"
United States
Heidi
The price is AU$250
includes taxes & fees
18 Mar - 19 Mar
The Serendipity Suite

Wintergreen Ski Resort Condo w/ Golf Access!

Wintergreen Ski Resort Condo w/ Golf Access!
4.0 star property
Nellysford
10.0 out of 10, Exceptional, (2 reviews)
"Really nice and convenient condo. Great amenities. Would definitely stay again."
United States
Matthew
The price is AU$477
includes taxes & fees
13 Mar - 14 Mar
Wintergreen Ski Resort Condo w/ Golf Access!

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 AU$316
includes taxes & fees
11 Apr - 12 Apr
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!

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 AU$402
includes taxes & fees
12 Mar - 13 Mar
Historic Bungalow 30 minutes from Wintergreen

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, (16 reviews)
"Excellent BBQ and breakfast right around the corner, and gas one street over."
United States
Kirk H.
The price is AU$269
includes taxes & fees
15 Mar - 16 Mar
The Woodland Cottage charming 2 bedoom one bath with deck on back, covered front

Cozy Country small two bedroom home.

Cozy Country small two bedroom home.
Roseland
9.8 out of 10, Exceptional, (18 reviews)
"Lovely cozy place in the mountains, we had a total blast!"
United States
Prabir
The price is AU$351
includes taxes & fees
15 Mar - 16 Mar
Cozy Country small two bedroom home.

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, (35 reviews)
"Place was extremely clean and nice amenities for a good stay."
United States
Robert W.
The price is AU$303
includes taxes & fees
15 Mar - 16 Mar
Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI

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, (147 reviews)
"Very clean and pet-friendly "
United States
Heston
The price is AU$351
includes taxes & fees
16 Mar - 17 Mar
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly

Laurelwood Hollow: Walk to Ski & Swim

Laurelwood Hollow: Walk to Ski & Swim
Wintergreen Resort
10.0 out of 10, Exceptional, (8 reviews)
"We really enjoyed our stay here! Great location, and the condo was very clean and well stocked. Communication with the host was excellent as well. We look forward to returning back some day!"
United States
Alexander H.
The price is AU$384
includes taxes & fees
12 Mar - 13 Mar
Laurelwood Hollow: Walk to Ski & Swim
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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Find out more about Greenville

Everything you need to know about Greenville holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Greenville holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Greenville holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Greenville holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Greenville. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Greenville holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Greenville holiday rentals we have selected for you start as low as AU$157 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Greenville rentals

At Expedia, we put the best Greenville holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Greenville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Greenville holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Greenville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Greenville?

Yes, there are holiday rentals close to the most popular sights in Greenville, or you can select a more secluded option if you're looking for a relaxing stay. Greenville is known for its parks.

What are some of the best holiday rentals that Greenville has to offer?

4 BR cabin mins to trails & breweries pets welcome: This holiday home rental outside of Greenville offers a fireplace, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most 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 wider area, you’ll find Sherando Lake Recreation Area and Frontier Culture Museum.

What are holiday rentals like in Greenville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Greenville. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can offer a sense of security away from shared hotel lifts and busy lobbies while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for small groups.