Greenville Vacation Rentals

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Vacation Rentals in Greenville

Studio Suite | Private kitchen | Full-size fridge, microwave, oven, stovetop
Valley Extended Suites

Valley Extended Suites

3.0 star property
Fishersville
9.0 out of 10, Wonderful, (216)
"I liked the cleanliness of the suite, the fully staffed kitchen, the large bathroom, the comfortable bed, the ease and safety of the parking area."
United States
Tammy
The price is ￥17,708
￥19,708 total
includes taxes & fees
Dec 9 - Dec 10
Valley Extended Suites
Apartment, Private Bathroom (The Bohemian Suite) | Lobby
The Bohemian Suite

The Bohemian Suite

2.0 star property
Staunton
10.0 out of 10, Exceptional, (6)
"It was really nice. A bit pricey. "
United States
Bonny
The price is ￥14,290
￥25,325 total
includes taxes & fees
Dec 16 - Dec 17
The Bohemian Suite
Interior
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, (19)
"Beautiful home, very comfortable, and uniquely fun decor. Highly recommend!"
United States
Melissa
The price is ￥11,324
￥22,112 total
includes taxes & fees
Dec 11 - Dec 12
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!
Smart TV, fireplace, books
Stylish-Updated-Central -Walk to Slopes-Dogs OK!

Stylish-Updated-Central -Walk to Slopes-Dogs OK!

Wintergreen Resort
9.8 out of 10, Exceptional, (28)
"This was a great place for our short weekend getaway! We needed a place we could unplug, and that's exactly what we did reading by the fire, but there was plenty to do if we wanted to! We look forward to staying here again."
United States
Richard
The price is ￥11,324
￥35,916 total
includes taxes & fees
Dec 10 - Dec 11
Stylish-Updated-Central -Walk to Slopes-Dogs OK!
Property grounds
The Modern Mountain Condo

The Modern Mountain Condo

Wintergreen Resort
10.0 out of 10, Exceptional, (34)
"Fantastic stay at the Modern Mountain Condo! The check-in process was a breeze, the location is exactly as pictured and was very clean. Spacious location for a couples getaway. Host was extremely responsive to any questions and provided us great instructions and details about the space. Will stay again in the future! "
United States
Kelsey N.
The price is ￥14,645
￥36,680 total
includes taxes & fees
Dec 9 - Dec 10
The Modern Mountain Condo
Property grounds
Blair's Vintage Apartment Nestled in Wine Country

Blair's Vintage Apartment Nestled in Wine Country

Waynesboro
10.0 out of 10, Exceptional, (23)
"Clean and vitage style type of apartment. Nice for a quiet stay."
United States
Darrell C.
The price is ￥15,222
￥34,749 total
includes taxes & fees
Dec 9 - Dec 10
Blair's Vintage Apartment Nestled in Wine Country
Property grounds
Whimsical Creekside Cabin

Whimsical Creekside Cabin

Vesuvius
9.8 out of 10, Exceptional, (39)
"Had a very quiet relaxing stay "
United States
Joyce I.
The price is ￥11,883
￥29,821 total
includes taxes & fees
Dec 9 - Dec 10
Whimsical Creekside Cabin
Outdoor dining
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, (123)
"The condo was very nice. Located on top of the mountain resort having spectacular views for the outlook just a short walk away. We will be boocking again for our next trip. "
United States
John
The price is ￥16,636
￥38,393 total
includes taxes & fees
Dec 9 - Dec 10
Escape to the Blue Ridge Mountains at Wine-tergreen!
Hanging Rock Cabin, 2 Bedrooms, Jetted Tub, Mountain View | Terrace/patio
Love Ridge Mountain Lodging

Love Ridge Mountain Lodging

3.0 star property
Montebello
10.0 out of 10, Exceptional, (13)
"Amazing stay I had, very peaceful and very quiet. "
United States
Abby
The price is ￥27,902
￥40,655 total
includes taxes & fees
Dec 9 - Dec 10
Love Ridge Mountain Lodging
Interior
Wintergreen. Sunset Vista Villa - Close to the ski slopes

Wintergreen. Sunset Vista Villa - Close to the ski slopes

Wintergreen Resort
10.0 out of 10, Exceptional, (91)
"Beautiful property! Had everything we needed and was very clean! Highly recommend!"
United States
Amanda W.
The price is ￥18,174
￥40,818 total
includes taxes & fees
Dec 9 - Dec 10
Wintergreen. Sunset Vista Villa - Close to the ski slopes
Property grounds
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, (33)
"I didn’t realize that this was an entire house with full kitchen, and two bedrooms. A wonderful place near Buena Vista and Lexington."
United States
Matthew
The price is ￥13,840
￥32,972 total
includes taxes & fees
Dec 9 - Dec 10
Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI
Apartment, Private Bathroom (The Serendipity Suite) | Exterior
The Serendipity Suite

The Serendipity Suite

2.0 star property
Staunton
10.0 out of 10, Exceptional, (6)
"Cute and tidy. Easy check in and out. Easy parking and walk to dining. EV charge is for teslas, you'll need an adapter."
United States
Jennifer
The price is ￥13,824
￥24,803 total
includes taxes & fees
Dec 9 - Dec 10
The Serendipity Suite
Exterior
The Pop Inn: Family Destination, Walk Dwntwn

The Pop Inn: Family Destination, Walk Dwntwn

Staunton
10.0 out of 10, Exceptional, (18)
"We had a great stay at The Pop Inn. Very clean, good location, check-in and check-out were a breeze and all we needed for cooking simple meals was provided. "
United States
Janelle B.
The price is ￥15,378
￥35,142 total
includes taxes & fees
Dec 9 - Dec 10
The Pop Inn: Family Destination, Walk Dwntwn
Terrace/patio
The Overlook: Walk Downtown + City Views

The Overlook: Walk Downtown + City Views

Staunton
10.0 out of 10, Exceptional, (29)
"House was nicely decorated, great location to town, and had all the amenities you would need to stay. "
United States
Stephanie P.
The price is ￥18,484
￥38,970 total
includes taxes & fees
Dec 9 - Dec 10
The Overlook: Walk Downtown + City Views
Standard Suite, 1 Queen Bed | Living area | LCD TV, DVD player
Affordable Suites of America Waynesboro

Affordable Suites of America Waynesboro

2.5 star property
Waynesboro
9.4 out of 10, Exceptional, (53)
"Always a pleasant stay."
United States
MARJORIE
The price is ￥12,892
￥14,349 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Affordable Suites of America Waynesboro
Interior
Staunton Underground: Center of Downtown

Staunton Underground: Center of Downtown

Staunton
9.6 out of 10, Exceptional, (42)
"Great location, close to town. We could hear people walking around upstairs but overall it was a comfortable stay in Staunton "
United States
Cyndy S.
The price is ￥13,824
￥37,055 total
includes taxes & fees
Dec 9 - Dec 10
Staunton Underground: Center of Downtown
Outdoor dining
Grey Pine Lodge | Queen/Queen | Pet-Friendly! | BEST Location & Amenities!

Grey Pine Lodge | Queen/Queen | Pet-Friendly! | BEST Location & Amenities!

Waynesboro
9.6 out of 10, Exceptional, (9)
"We liked that it was pet friendly and a clean room. "
United States
Joe B.
The price is ￥17,273
￥26,410 total
includes taxes & fees
Dec 9 - Dec 10
Grey Pine Lodge | Queen/Queen | Pet-Friendly! | BEST Location & Amenities!
Exterior
Historic Bungalow 30 minutes from Wintergreen

Historic Bungalow 30 minutes from Wintergreen

Roseland
10.0 out of 10, Exceptional, (14)
"Great stay! Thank you!"
United States
Lauren
The price is ￥19,113
￥43,966 total
includes taxes & fees
Dec 9 - Dec 10
Historic Bungalow 30 minutes from Wintergreen
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, (302)
"Great view!!"
United States
Suzanne W.
The price is ￥13,840
￥34,732 total
includes taxes & fees
Dec 9 - Dec 10
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Exterior
The Firefly Springhouse

The Firefly Springhouse

Staunton
9.8 out of 10, Exceptional, (44)
"Great cottage for 2 and peaceful setting. Host was helpful with great dinner recommendations "
United States
Joseph
The price is ￥12,861
￥17,773 total
includes taxes & fees
Dec 9 - Dec 10
The Firefly Springhouse
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

avid hotel Staunton by IHG

avid hotel Staunton by IHG

10/10 Excellent
"The staff were so friendly and accommodating. Facilities are well kept. The kids were thrilled by the breakfast and pool. A+ experience. "
Josh 1-night trip
Posted 2 days ago
avid hotel Staunton by IHG

Find out more about Greenville

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Look no further and take a look at our great range of rental properties in Greenville!

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?

Large and Luxurious Exec 5BR Chalet: This vacation home rental outside of Greenville is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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 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.