Greenville Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Oct 10 - Oct 12
In one month
Oct 24 - Oct 26
In two months
Nov 21 - Nov 23
In three months
Dec 19 - Dec 21

Vacation Rentals in Greenville

Our top choices for Greenville vacation rentals

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

Valley Extended Suites

3.0 star property
9.0 out of 10, Wonderful, (200)
"Nice stay"
The price is ￥16,828
￥18,729 total
includes taxes & fees
Sep 28 - Sep 29
Valley Extended Suites
Wow! What A View!
Exterior

Wow! What A View!

10.0 out of 10, Exceptional, (53)
"Property was gorgeous with amazing mountain views! Comfortable beds, beautiful kitchen and large living room for relaxing. Great location. Can’t wait to stay here again!"
Wow! What A View!
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA
Exterior

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 ￥21,403
￥33,485 total
includes taxes & fees
Sep 28 - Sep 29
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA
Best views on Mountain! Breathtaking 5 Star condo!. Booking NOW for 2026!
Miscellaneous

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

10.0 out of 10, Exceptional, (243)
"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!
Love Ridge Mountain Lodging
Hanging Rock Cabin, 2 Bedrooms, Jetted Tub, Mountain View | Terrace/patio

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 ￥31,333
￥44,045 total
includes taxes & fees
Sep 29 - Sep 30
Love Ridge Mountain Lodging
Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!
Property grounds

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

10.0 out of 10, Exceptional, (60)
"Loved our stay - the house, location, and amenities were perfect for us!"
Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!
Rustic Mountain Retreat-Bear Paw
Dining

Rustic Mountain Retreat-Bear Paw

9.8 out of 10, Exceptional, (229)
"Can’t wait to go back"
Rustic Mountain Retreat-Bear Paw
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

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

10.0 out of 10, Exceptional, (327)
"The property is nestled very nicely on the mountain and convenient to the main lodge, restaurants and other attractions. We really enjoyed our stay. The condo was plenty big for the two of us and our dog. It is well-appointed Kudos to the owner, Heather, for thinking of everything to make our stay great. "
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
Afton Mountain Vineyards
Interior detail

Afton Mountain Vineyards

2.5 star property
10.0 out of 10, Exceptional, (1)
"Amazing little cottage with everything you need. Loved the back porch and listening to music from the winery and enjoying the view. Good news, did not hear the music inside. "
The price is ￥58,896
￥66,141 total
includes taxes & fees
Sep 29 - Sep 30
Afton Mountain Vineyards
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

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

9.0 out of 10, Wonderful, (292)
"Beautiful location and million dollar views are so true. The condo was clean and comfortable. Will stay again and recommend to everybody. "
The price is ￥15,499
￥35,806 total
includes taxes & fees
Sep 29 - Sep 30
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Upscale and Family-Friendly in Wintergreen
Indoor spa tub

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
Murphy’s Place 2-bedroom apartment near hiking skiing wineries and breweries.
Fridge, microwave, oven, stovetop

Murphy’s Place 2-bedroom apartment near hiking skiing wineries and breweries.

10.0 out of 10, Exceptional, (119)
"This is the perfect location, very clean, fabulous hosts, and nice, quiet neighborhood."
The price is ￥20,665
￥35,805 total
includes taxes & fees
Sep 28 - Sep 29
Murphy’s Place 2-bedroom apartment near hiking skiing wineries and breweries.
Isolated cottage with good view close to many winery and Brewers.
Exterior

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 ￥26,570
￥38,467 total
includes taxes & fees
Sep 29 - Sep 30
Isolated cottage with good view close to many winery and Brewers.
The Woodland Cottage charming 2 bedoom one bath with deck on back, covered front
Exterior

The Woodland Cottage charming 2 bedoom one bath with deck on back, covered front

10.0 out of 10, Exceptional, (5)
The price is ￥14,761
￥28,093 total
includes taxes & fees
Sep 28 - Sep 29
The Woodland Cottage charming 2 bedoom one bath with deck on back, covered front
Whimsical Creekside Cabin
Property grounds

Whimsical Creekside Cabin

10.0 out of 10, Exceptional, (28)
"Had a very quiet relaxing stay "
The price is ￥7,041
￥23,436 total
includes taxes & fees
Sep 28 - Sep 29
Whimsical Creekside Cabin
Lovely C.1890 Flat with Garden in Historic Downtown
Property grounds

Lovely C.1890 Flat with Garden in Historic Downtown

9.8 out of 10, Exceptional, (67)
"Great location! Great stay!"
The price is ￥24,577
￥35,062 total
includes taxes & fees
Sep 29 - Sep 30
Lovely C.1890 Flat with Garden in Historic Downtown
One of the Best Views in Wintergreen!
Interior

One of the Best Views in Wintergreen!

9.8 out of 10, Exceptional, (37)
"Accurate listing, nice location!"
One of the Best Views in Wintergreen!
Aftonshire Cottage - Heart of Afton's Wine Region
Fridge, microwave, oven, stovetop

Aftonshire Cottage - Heart of Afton's Wine Region

9.8 out of 10, Exceptional, (10)
"Better than advertised. Kitchen has everything needed. Perfect for two couples. Comfy firm beds. Beautiful views- enjoyed watching the horses out back and the roaming deer. The brewery across the street has a fantastic scratch kitchen food truck - and great staff. Would love to book again in the near future. "
Aftonshire Cottage - Heart of Afton's Wine Region
The Modern Mountain Condo
Property grounds

The Modern Mountain Condo

10.0 out of 10, Exceptional, (28)
"Ideal location for skiing at Wintergreen. "
The price is ￥14,779
￥35,827 total
includes taxes & fees
Sep 28 - Sep 29
The Modern Mountain Condo
NEW! Warren’s Woods! Spacious 5-bedroom house in fantastic Wintergreen Resort
Property grounds

NEW! Warren’s Woods! Spacious 5-bedroom house in fantastic Wintergreen Resort

NEW! Warren’s Woods! Spacious 5-bedroom house in fantastic 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Greenville Hotel Reviews

Wingate by Wyndham Lexington

Wingate by Wyndham Lexington

10/10 Excellent
"This was a one-night stay en route. Check in and out were swift, staff were friendly, efficient and professional. Room was comfortable, clean and quiet. We will stay here again."
john 1-night trip
Posted 3 days ago
Wingate by Wyndham Lexington

Find out more about Greenville

Find out more about Greenville

Search for holiday rentals in Greenville on Expedia! You can easily find your home rentals, villas, holiday apartments in Greenville using one of the methods below:

  • View our selection of featured holiday rentals in Greenville
  • Use the map to find apartments and other holiday homes in the Greenville neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Greenville while they last

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?

Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!: This vacation home rental outside of Greenville is located in the mountains and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation with a selection of games and a 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 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.