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, (267 reviews)
"Location extremely convenient."
United States
michael
The price is NZ$202
includes taxes & fees
14 Oct - 15 Oct
Valley Extended Suites

2. The Firefly Springhouse

The Firefly Springhouse
Staunton
9.8 out of 10, Exceptional, (74 reviews)
"Nice stay. Perfect for the solo traveler"
United States
David H
The price is NZ$205
includes taxes & fees
14 Oct - 15 Oct
The Firefly Springhouse

3. Magnolia Suite

Magnolia Suite
2.0 star property
Staunton
10.0 out of 10, Exceptional, (1 review)
"Great location in small town with some restaurants and shops. The room was spacious and light with high quality interior and design - very nice!!"
Norway
Christian
The price is NZ$357
includes taxes & fees
14 Oct - 15 Oct
Magnolia Suite

4. Whimsical Creekside Cabin

Whimsical Creekside Cabin
Vesuvius
10.0 out of 10, Exceptional, (66 reviews)
"The place & everything was great!"
United States
Major G.
The price is NZ$500
includes taxes & fees
27 Oct - 28 Oct
Whimsical Creekside Cabin

5. Jungalu: Lush Jungle Retreat Downtown

Jungalu: Lush Jungle Retreat Downtown
Staunton
10.0 out of 10, Exceptional, (9 reviews)
"Everything was fantastic! The place was amazing and I loved the decor. The bed was very firm but the atmosphere was very inviting and clean. "
United States
Wendy W.
The price is NZ$381
includes taxes & fees
26 Oct - 27 Oct
Jungalu: Lush Jungle Retreat Downtown

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, (77 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$406
includes taxes & fees
19 Oct - 20 Oct
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, (36 reviews)
"Beautiful and relaxing place to stay. Chris was an excellent host and we look forward to returning very soon."
United States
Amy W.
The price is NZ$373
includes taxes & fees
14 Oct - 15 Oct
5 minutes to Blue Ridge Parkway, Crabtree Falls, hiking, wineries, breweries

8. Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Lyndhurst
10.0 out of 10, Exceptional, (25 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$370
includes taxes & fees
11 Nov - 12 Nov
Love Ridge Mountain Lodging

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, (24 reviews)
"Place was great! Perfect getaway. "
United States
Bradley P.
The price is NZ$408
includes taxes & fees
20 Oct - 21 Oct
New Blue RIdge Mountains Montebello, Virginia with stary stary skies

10. 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, (13 reviews)
"Very nice quaint cabin with lovely river access, close to crabtree falls. We truly enjoyed our stay and hope to return. "
United States
Julia D.
The price is NZ$373
includes taxes & fees
14 Oct - 15 Oct
New cabin 1 mile from Blue Ridge Parkway. Minutes from Appalachian Trail

11. Updated! Cozy and clean two bedroom condo.

Updated! Cozy and clean two bedroom condo.
Wintergreen Resort
9.2 out of 10, Wonderful, (37 reviews)
"Great stay for my family!"
United States
Joel M.
The price is NZ$446
includes taxes & fees
14 Oct - 15 Oct
Updated! Cozy and clean two bedroom condo.

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, (131 reviews)
"Close to Ski lifts and great for a weekend stay!"
United States
Jennifer D.
The price is NZ$453
includes taxes & fees
14 Oct - 15 Oct
Escape to the Blue Ridge Mountains at Wine-tergreen!

13. Daydream & Draft

Daydream & Draft
2.0 star property
Staunton
10.0 out of 10, Exceptional, (1 review)
"The apt was well lit and very welcoming! The kitchen and bathroom were set up with all you would need. As we were celebrating an anniversary, the double seat chair was very cozy. It appeared that this place was just newly renovated. The only thing I would suggest is a place to put a suitcase. I would highly recommend this for the apt and the location."
United States
Jamie
The price is NZ$337
includes taxes & fees
9 Nov - 10 Nov
Daydream & Draft

14. 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, (59 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$535
includes taxes & fees
18 Oct - 19 Oct
Spy Run Hideaway is a 1/2 mile from the Blue Ridge Parkway & pet friendly!

15. Staunton Underground: Center of Downtown

Staunton Underground: Center of Downtown
Staunton
9.6 out of 10, Exceptional, (51 reviews)
"A charming property right near downtown with a modern kitchen and bathroom, and comfortable beds. It was cold while we were there and we particularly loved the heater in the bathroom. The hosts are wonderful and patient. I would happily book this property again."
United States
Hal A.
The price is NZ$419
includes taxes & fees
9 Nov - 10 Nov
Staunton Underground: Center of Downtown

16. 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, (25 reviews)
"Great host and beautifully decorated property."
United States
Elisa G.
The price is NZ$336
includes taxes & fees
20 Oct - 21 Oct
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!

17. 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, (161 reviews)
"It was a beautiful stay - we enjoyed the place and wished we could have stayed one more day to soak up the surroundings of the area more!"
United States
Michelle W.
The price is NZ$436
includes taxes & fees
1 Nov - 2 Nov
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly

18. 2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Roseland
9.0 out of 10, Wonderful, (335 reviews)
"Our 2-BR condo was lovely. Everything was sparkling clean and the place was spacious for what we needed. What MADE it, though, was the VIEW which was spectacular! I felt we should have been pre-informed that there was no coffee for us to use. We could have easily brought some but didn’t know of its non-existence."
United States
Virginia
The price is NZ$438
includes taxes & fees
25 Oct - 26 Oct
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

19. Downtown Luxe: Luxury Vintage + Downtown

Downtown Luxe: Luxury Vintage + Downtown
Staunton
10.0 out of 10, Exceptional, (41 reviews)
"Location, Location, Location. Then you have the perks of such a cute place, very clean, very well appointed, everything you need and more! Loved it!!"
United States
Zana
The price is NZ$445
includes taxes & fees
14 Oct - 15 Oct
Downtown Luxe: Luxury Vintage + Downtown

20. The Overlook: Walk Downtown + City Views

The Overlook: Walk Downtown + City Views
Staunton
10.0 out of 10, Exceptional, (45 reviews)
"Very nice accommodations, located just steps away from the heart of the shopping and dining of Staunton. Lovely porch view, and plenty of space to feel at home."
United States
Jill
The price is NZ$447
includes taxes & fees
2 Nov - 3 Nov
The Overlook: Walk Downtown + City Views
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?

Wintergreen cabin, hot tub, sauna, walk to trails: This holiday home rental outside of Greenville is located in the mountains, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub.

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.