A mountainous landscape with dense green forests and rocky outcrops.

Greenville Holiday Rentals

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Our top choices for Greenville holiday rentals

1. Valley Extended Suites

Valley Extended Suites
3.0 star property
Fishersville
9.0 out of 10, Wonderful, (253 reviews)
"Stay here 2 times a year, and doesn’t disappoint."
United States
Kate
The price is NZ$213
includes taxes & fees
1 Sept - 2 Sept
Valley Extended Suites

2. Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Lyndhurst
10.0 out of 10, Exceptional, (23 reviews)
"This place was excellent. Very clean and quiet. Sherando lake was only 4 miles away with great hiking trails. The beds were very comfortable. Would definitely stay at this place again."
United States
Josh
The price is NZ$353
includes taxes & fees
29 Sept - 30 Sept
Love Ridge Mountain Lodging

3. The Firefly Springhouse

The Firefly Springhouse
Staunton
9.8 out of 10, Exceptional, (70 reviews)
"Nice stay. Perfect for the solo traveler"
United States
David H
The price is NZ$192
includes taxes & fees
31 Aug - 1 Sept
The Firefly Springhouse

4. Millhouse

Millhouse
2.0 star property
Staunton
10.0 out of 10, Exceptional, (1 review)
"This was a very clean place. Easy to find and the pool was excellent. This was a spur of the moment stay for us and couldn’t have been happier. Neighborhood appeared to be nice as well. Would definitely stay again if we were in the area."
United States
Emily
The price is NZ$452
includes taxes & fees
31 Aug - 1 Sept
Millhouse

5. 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, (34 reviews)
"Everything was perfect! "
United States
Danielle B.
The price is NZ$355
includes taxes & fees
30 Aug - 31 Aug
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course

6. 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, (70 reviews)
"We had a great stay at the Cabin! Everything met our expectations and more we will definitely be coming back!"
United States
Jake
The price is NZ$352
includes taxes & fees
30 Aug - 31 Aug
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA

7. 5 minutes to Blue Ridge Parkway, Crabtree Falls, hiking, wineries, breweries

5 minutes to Blue Ridge Parkway, Crabtree Falls, hiking, wineries, breweries
Montebello
10.0 out of 10, Exceptional, (29 reviews)
"The cabins were well stocked and arranged to look at your window at the creek. Beautiful place to relax. Nice fire pit and pretty pollinator garden in the front. Easy place to stay and hike on the parkway. Dogs were very comfortable in the cabin. Would definitely return."
United States
alisa c.
The price is NZ$354
includes taxes & fees
30 Aug - 31 Aug
5 minutes to Blue Ridge Parkway, Crabtree Falls, hiking, wineries, breweries

8. Whimsical Creekside Cabin

Whimsical Creekside Cabin
Vesuvius
10.0 out of 10, Exceptional, (63 reviews)
"We were only at the cabin for a short time but it was wonderful! Such a cozy and inviting place tucked away in nature. We would absolutely visit again "
United States
Anna H.
The price is NZ$474
includes taxes & fees
21 Sept - 22 Sept
Whimsical Creekside Cabin

9. 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, (23 reviews)
"Place was great! Perfect getaway. "
United States
Bradley P.
The price is NZ$352
includes taxes & fees
30 Aug - 31 Aug
New Blue RIdge Mountains Montebello, Virginia with stary stary skies

10. 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, (159 reviews)
"We had a calm and relaxing mountain get a way. The property was charming and perfect for us, clean and organized. The location was great. We loved to go for walks nearby and visit the gnomes and fairies in the trees. We would love to make it an annual trip and would definitely stay here again."
United States
Michelle
The price is NZ$406
includes taxes & fees
22 Sept - 23 Sept
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly

11. 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
9.6 out of 10, Exceptional, (12 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 NZ$352
includes taxes & fees
30 Aug - 31 Aug
New cabin 1 mile from Blue Ridge Parkway. Minutes from Appalachian Trail

12. Escape to the Blue Ridge Mountains at Wine-tergreen!

Escape to the Blue Ridge Mountains at Wine-tergreen!
Wintergreen Resort
9.8 out of 10, Exceptional, (128 reviews)
"Close to Ski lifts and great for a weekend stay!"
United States
Jennifer D.
The price is NZ$430
includes taxes & fees
30 Aug - 31 Aug
Escape to the Blue Ridge Mountains at Wine-tergreen!

13. 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, (119 reviews)
"Gorgeous views! We spent most of our time out and about, but enjoyed our stay!"
United States
Jennifer P.
The price is NZ$437
includes taxes & fees
31 Aug - 1 Sept
Endless Mountain Top Views from All The Way Up!

14. The Serendipity Suite

The Serendipity Suite
2.0 star property
Staunton
10.0 out of 10, Exceptional, (8 reviews)
"Electric charger and air-conditioning were key this weekend. Great location with easy walk to restaurants, entertainment and shops."
United States
Jennifer
The price is NZ$506
includes taxes & fees
24 Sept - 25 Sept
The Serendipity Suite

15. Spy Run Hideaway is a 1/2 mile from the Blue Ridge Parkway & pet friendly!

Spy Run Hideaway is a 1/2 mile from the Blue Ridge Parkway & pet friendly!
Vesuvius
9.6 out of 10, Exceptional, (56 reviews)
"Great place to stay. Wish we had more time to enjoy it. Beautiful area and super clean home with everything you could need available!"
United States
Annalee W.
The price is NZ$534
includes taxes & fees
30 Aug - 31 Aug
Spy Run Hideaway is a 1/2 mile from the Blue Ridge Parkway & pet friendly!

16. "Fall" in love · Short drive to Blue Ridge Pkwy · Walk 2 resort & dining

"Fall" in love · Short drive to Blue Ridge Pkwy · Walk 2 resort & dining
Wintergreen Resort
10.0 out of 10, Exceptional, (42 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 NZ$523
includes taxes & fees
30 Aug - 31 Aug
"Fall" in love · Short drive to Blue Ridge Pkwy · Walk 2 resort & dining

17. 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)
"Great place"
United States
Stephen M.
The price is NZ$623
includes taxes & fees
30 Aug - 31 Aug
Spacious + Serene Mtn Top Escape, 4 En Suites

18. Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Condo -Steps to Ski and restaurants
Wintergreen Resort
9.8 out of 10, Exceptional, (36 reviews)
"Great place to stay for our family of 4 for a wedding weekend. Easy check-in and close to the Inn."
United States
Scott M.
The price is NZ$447
includes taxes & fees
31 Aug - 1 Sept
Wintergreen Condo -Steps to Ski and restaurants

19. 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, (113 reviews)
"Beautiful, peaceful and all accommodations were available. Very neat, meticulously cared for and we felt like we were at home."
United States
Jason L.
The price is NZ$330
includes taxes & fees
31 Aug - 1 Sept
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery

20. Shenandoah Valley Atelier: NEW Waynesboro Loft

Shenandoah Valley Atelier: NEW Waynesboro Loft
Waynesboro
10.0 out of 10, Exceptional, (15 reviews)
"Great place and very close to great places to eat."
United States
Kathryn H.
The price is NZ$443
includes taxes & fees
30 Aug - 31 Aug
Shenandoah Valley Atelier: NEW Waynesboro Loft
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 holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Greenville holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Greenville. 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 Greenville. 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 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 holiday 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 Greenville short-term rentals, that won’t be hard to do.

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?

Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI: This holiday home rental outside of Greenville is located in the mountains, and has a fireplace, a garden and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Make the most of an arcade/games room 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.