Holiday Homes in Greenville

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Our top choices for Greenville holiday homes

Cozy chalet w/ king beds, fireplace, and hot tub. Close to hiking! Dog-friendly!

Cozy chalet w/ king beds, fireplace, and hot tub. Close to hiking! Dog-friendly!
Wintergreen Resort
10.0 out of 10, Exceptional, (32 reviews)
"Amazing place, clean and quiet even though there are houses nearby. Hosts were excellent with communication!"
United States
Courtney S.
The price is AU$463
includes taxes & fees
18 May - 19 May
Cozy chalet w/ king beds, fireplace, and hot tub. Close to hiking! Dog-friendly!

NEW! Cheerful 2 bd bungalow with hot tub. Must see!

NEW! Cheerful 2 bd bungalow with hot tub. Must see!
Waynesboro
9.8 out of 10, Exceptional, (56 reviews)
"Our host did a great job!! She thought of everything to make your stay enjoyable. We will definitely be returning."
United States
Cora S.
The price is AU$310
includes taxes & fees
4 June - 5 June
NEW! Cheerful 2 bd bungalow with hot tub. Must see!

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, (20 reviews)
"The perfect stay for a wedding weekend in Waynesboro. It was very warm and accommodating and I can’t say enough good things about it. Thank you for a great weekend"
United States
Michael W.
The price is AU$264
includes taxes & fees
31 May - 1 June
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!

Historic Bungalow 30 minutes from Wintergreen

Historic Bungalow 30 minutes from Wintergreen
Roseland
10.0 out of 10, Exceptional, (16 reviews)
"Great stay! Thank you!"
United States
Lauren
The price is AU$410
includes taxes & fees
18 May - 19 May
Historic Bungalow 30 minutes from Wintergreen

The Firefly Springhouse

The Firefly Springhouse
Staunton
9.8 out of 10, Exceptional, (60 reviews)
"The room was very clean and conveniently located for us."
United States
Jeanell S.
The price is AU$163
includes taxes & fees
25 May - 26 May
The Firefly Springhouse

Secluded 20+ Acre Retreat Near Brew & Wine Trails

Secluded 20+ Acre Retreat Near Brew & Wine Trails
Afton
10.0 out of 10, Exceptional, (13 reviews)
"Everything was exactly as stated. We loved the house and the close proximity to the 151. We will definitely come back! "
United States
Harold R.
The price is AU$470
includes taxes & fees
18 May - 19 May
Secluded 20+ Acre Retreat Near Brew & Wine Trails

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)
"The place was very clean and spacious. The communication from the hosts was helpful. We had a very pleasant stay."
United States
James S.
The price is AU$530
includes taxes & fees
19 May - 20 May
Spacious + Serene Mtn Top Escape, 4 En Suites

Cozy Country small two bedroom home.

Cozy Country small two bedroom home.
Roseland
9.8 out of 10, Exceptional, (19 reviews)
"Lovely cozy place in the mountains, we had a total blast!"
United States
Prabir
The price is AU$352
includes taxes & fees
19 May - 20 May
Cozy Country small two bedroom home.

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, (38 reviews)
"Great stay. Nice property in a very quiet neighborhood. "
United States
Kurtis W.
The price is AU$287
includes taxes & fees
25 May - 26 May
Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI

Fox Hill: Hot Tub, Views, Pet Friendly!

Fox Hill: Hot Tub, Views, Pet Friendly!
Afton
10.0 out of 10, Exceptional, (15 reviews)
"Everything was perfect. We needed a night away and this was the perfect place to end up."
United States
Dave D.
The price is AU$727
includes taxes & fees
18 May - 19 May
Fox Hill: Hot Tub, Views, Pet Friendly!

Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews

Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews
Nellysford
9.8 out of 10, Exceptional, (8 reviews)
"Adorable, clean and quiet stay! The place was nicer than expected. It's obvious the hosts are thoughtful of their guests - we found everything we needed and more. A short drive into Nellysford and tucked away in the trees. "
United States
Katie K.
The price is AU$417
includes taxes & fees
18 May - 19 May
Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews

Tucked Inn: Lower Unit - NEW Nelson Co Getaway

Tucked Inn: Lower Unit - NEW Nelson Co Getaway
Nellysford
The price is AU$407
includes taxes & fees
18 May - 19 May
Tucked Inn: Lower Unit - NEW Nelson Co Getaway

Jade Dragon Guest House - Deerfield, VA. - Hamilton Branch River

Jade Dragon Guest House - Deerfield, VA. - Hamilton Branch River
Deerfield
9.6 out of 10, Exceptional, (9 reviews)
"was a great stay! "
United States
Lane R.
The price is AU$256
includes taxes & fees
18 May - 19 May
Jade Dragon Guest House - Deerfield, VA. - Hamilton Branch River

4 BR cabin mins to trails & breweries pets welcome

4 BR cabin mins to trails & breweries pets welcome
Chestnut Springs
9.6 out of 10, Exceptional, (34 reviews)
"Beautiful place. Exactly as depicted in the listing. Very responsive host with questions prior to my stay."
United States
Philip S.
The price is AU$832
includes taxes & fees
18 May - 19 May
4 BR cabin mins to trails & breweries pets welcome

The Farmhouse at Wellington: Waynesboro, Sleeps 12

The Farmhouse at Wellington: Waynesboro, Sleeps 12
Waynesboro
9.6 out of 10, Exceptional, (8 reviews)
"The house was convenient and the downstairs was big. Kitchen was wwkl stocked. Besrooms were just what we needed."
United States
Becky R.
The price is AU$856
includes taxes & fees
19 May - 20 May
The Farmhouse at Wellington: Waynesboro, Sleeps 12

Blue's Barn: Central to Wineries & Breweries

Blue's Barn: Central to Wineries & Breweries
Nellysford
9.6 out of 10, Exceptional, (20 reviews)
"Clean, nice place"
United States
Tom
The price is AU$440
includes taxes & fees
18 May - 19 May
Blue's Barn: Central to Wineries & Breweries

Afton Farmhouse - Mountain Views off Route 151

Afton Farmhouse - Mountain Views off Route 151
Afton
9.8 out of 10, Exceptional, (27 reviews)
"We enjoyed the Mountain View and the comfortable accommodations. The kitchen was well equipped and our stay was delivered delightful."
United States
Liz B.
The price is AU$630
includes taxes & fees
20 May - 21 May
Afton Farmhouse - Mountain Views off Route 151

Beautiful 4-season Mountain Home- New Listing

Beautiful 4-season Mountain Home- New Listing
Wintergreen Resort
10.0 out of 10, Exceptional, (44 reviews)
"We had a great time staying here! The place was in great condition and in such a great location! The host was very responsive and helpful with all questions. I would absolutely recommend and will certainly try to book here again in the future!"
United States
Chad H.
The price is AU$763
includes taxes & fees
18 May - 19 May
Beautiful 4-season Mountain Home- New Listing

Turkey Suite, King Bed in Blue Ridge Barn

Turkey Suite, King Bed in Blue Ridge Barn
Lexington
The price is AU$308
includes taxes & fees
30 May - 31 May
Turkey Suite, King Bed in Blue Ridge Barn

The Branch at Afton Mountain Retreat

The Branch at Afton Mountain Retreat
Afton
10.0 out of 10, Exceptional, (35 reviews)
"Loved the place….great access to Skyline drive"
United States
Steve K.
The price is AU$660
includes taxes & fees
18 May - 19 May
The Branch at Afton Mountain Retreat
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

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Greenville Holiday Homes information

Number of reviews
472
Accommodation
386 Holiday Homes
Lowest Price
AU$163
Highest Price
AU$856