Greenville Holiday Rentals

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Holiday Rentals in Greenville

Our top choices for Greenville holiday rentals

Valley Extended Suites

3.0 star property
9.0 out of 10, Wonderful, (197)
"Nice stay"
The price is NZ$176
includes taxes & fees
28 Sept - 29 Sept
Valley Extended Suites

Wow! What A View!

9.4 out of 10, Exceptional, (16)
"Découverte de la corse pour la 1ère fois. Proche de tous, plage, équitation mer montagne, spécialités, petit port avec restau,rando, village et super point de vue."
Wow! What A View!

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

10.0 out of 10, Exceptional, (32)
"Great property and host"
The price is NZ$383
includes taxes & fees
14 Sept - 15 Sept
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA

Love Ridge Mountain Lodging

3.0 star property
10.0 out of 10, Exceptional, (12)
"Amazing stay I had, very peaceful and very quiet. "
The price is NZ$465
includes taxes & fees
16 Sept - 17 Sept
Love Ridge Mountain Lodging

Best views on Mountain! Breathtaking 5 Star condo!. Booking NOW for 2026!

10.0 out of 10, Exceptional, (240)
"Tremendous view and perfect accommodations. We used for a base to visit Staunton and Charlottesville. "
Best views on Mountain! Breathtaking 5 Star condo!. Booking NOW for 2026!

Rustic Mountain Retreat-Bear Paw

9.8 out of 10, Exceptional, (229)
"Can’t wait to go back"
Rustic Mountain Retreat-Bear Paw

3 Ridges Vista. Stunning mountain views, renovated home, 2 mins to ski slopes

10.0 out of 10, Exceptional, (61)
"House was very nice. Great set up for family."
3 Ridges Vista. Stunning mountain views, renovated home, 2 mins to ski slopes

Aftonshire Cottage - Heart of Afton's Wine Region

9.8 out of 10, Exceptional, (7)
Aftonshire Cottage - Heart of Afton's Wine Region

Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!

10.0 out of 10, Exceptional, (60)
"Great location, amenities and owner's willingness to address all our questions/issues."
Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!

Afton Mountain Vineyards

2.5 star property
The price is NZ$658
includes taxes & fees
14 Sept - 15 Sept
Afton Mountain Vineyards

Whimsical Creekside Cabin

10.0 out of 10, Exceptional, (28)
"Had a very quiet relaxing stay "
The price is NZ$383
includes taxes & fees
17 Sept - 18 Sept
Whimsical Creekside Cabin

Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes

9.6 out of 10, Exceptional, (47)
"We took our two kids and our poodle, Rocky, for a few days of hiking and unplugging! It was the perfect spot!"
Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes

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

9.0 out of 10, Wonderful, (292)
"We stayed at the condo in end of May. Beautiful view, nice location in hills. "
The price is NZ$402
includes taxes & fees
29 Sept - 30 Sept
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

Wintergreen. Sunset Vista Villa - Sea of Mountains

10.0 out of 10, Exceptional, (79)
"Everything was great!"
The price is NZ$440
includes taxes & fees
15 Sept - 16 Sept
Wintergreen. Sunset Vista Villa - Sea of Mountains

Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

10.0 out of 10, Exceptional, (325)
"Great location to check out all that the Wintergreen area has to offer. The condo was cozy and well stocked for our long weekend adventure with our son and pup. We are regulars to the area and this was one of our favorite rentals. "
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

Upscale and Family-Friendly in Wintergreen

9.6 out of 10, Exceptional, (24)
"We absolutely loved our stay. Great hiking access point and very family/pet friendly. Would love to come stay again!"
Upscale and Family-Friendly in Wintergreen

Isolated cottage with good view close to many winery and Brewers.

9.0 out of 10, Wonderful, (22)
"It was great thank you"
The price is NZ$432
includes taxes & fees
22 Sept - 23 Sept
Isolated cottage with good view close to many winery and Brewers.

Family Friendly Log Cabin Nestled in Blue Ridge Foothills

2.0 star property
10.0 out of 10, Exceptional, (11)
"Very well equipped and clean! The owner was super nice and responsive! Great stay!"
Family Friendly Log Cabin Nestled in Blue Ridge Foothills

Cozy 6-bedroom cabin in Wintergreen Resort

9.8 out of 10, Exceptional, (9)
"Place was great we had a blast ! Only about a 5 min walk to the slopes!"
Cozy 6-bedroom cabin in Wintergreen Resort

Breathtaking mountain views in a 2-bedroom condo at Wintergreen Resort

8.0 out of 10, Very good, (1)
Breathtaking mountain views in a 2-bedroom condo at Wintergreen Resort
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

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 favorite 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 depends 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 NZ$176 per night. Entering your travel dates in the search wizard you might find 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?

Aftonshire Cottage - Heart of Afton's Wine Region: This holiday home rental outside of Greenville is located in a rural location, and has a patio, a garden and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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.