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Our top choices for Greenwood holiday homes

The Firefly Springhouse

The Firefly Springhouse
Staunton
9.8 out of 10, Exceptional, (55 reviews)
"The space was great for a getaway, highly recommended."
United States
Matt E.
The price is £89
includes taxes & fees
9 Apr - 10 Apr
The Firefly Springhouse

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 £143
includes taxes & fees
13 Apr - 14 Apr
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!

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

Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews
Nellysford
10.0 out of 10, Exceptional, (7 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 £224
includes taxes & fees
9 Apr - 10 Apr
Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews

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 £261
includes taxes & fees
9 Apr - 10 Apr
Secluded 20+ Acre Retreat Near Brew & Wine Trails

Hillside Haven: Modern Retreat, Mountain Views

Hillside Haven: Modern Retreat, Mountain Views
Faber
10.0 out of 10, Exceptional, (33 reviews)
"This was a wonderful, private, modern place to stay! We were here for a visit to Pippin Hill and this was the perfect place!"
United States
Shiloh F.
The price is £307
includes taxes & fees
22 Apr - 23 Apr
Hillside Haven: Modern Retreat, Mountain Views

Farmhouse at the foot of the Blue Ridge Mountains

Farmhouse at the foot of the Blue Ridge Mountains
Waynesboro
9.8 out of 10, Exceptional, (35 reviews)
"Great stay, my dog loved running around in the fenced backyard. "
United States
Caitlin P.
The price is £197
includes taxes & fees
12 Apr - 13 Apr
Farmhouse at the foot of the Blue Ridge Mountains

Blue's Barn: Central to Wineries & Breweries

Blue's Barn: Central to Wineries & Breweries
Nellysford
9.6 out of 10, Exceptional, (19 reviews)
"Clean, nice place"
United States
Tom
The price is £235
includes taxes & fees
12 Apr - 13 Apr
Blue's Barn: Central to Wineries & Breweries

Fox Hill: Hot Tub, Views, Pet Friendly!

Fox Hill: Hot Tub, Views, Pet Friendly!
Afton
10.0 out of 10, Exceptional, (14 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 £378
includes taxes & fees
12 Apr - 13 Apr
Fox Hill: Hot Tub, Views, Pet Friendly!

"Glass & Pine" Home close to Bold Rock & Vineyards

"Glass & Pine" Home close to Bold Rock & Vineyards
Nellysford
10.0 out of 10, Exceptional, (2 reviews)
"We only stayed one night but wished we could have stayed longer! The place was super clean and the views were beautiful once the rain finally stopped! Close to our favorite brewery and cidery. There were issues with TV reception (buffering) which may just be the area. Not much time for TV watching anyway with all the beautiful things to explore. We enjoyed our stay. "
United States
Robert H.
The price is £310
includes taxes & fees
9 Apr - 10 Apr
"Glass & Pine" Home close to Bold Rock & Vineyards

Charming Updated 3 Bedroom Home Near Downtown

Charming Updated 3 Bedroom Home Near Downtown
Martha Jefferson
9.8 out of 10, Exceptional, (72 reviews)
"Great location and street parking right outside the house. "
United States
sonia d.
The price is £311
includes taxes & fees
19 Apr - 20 Apr
Charming Updated 3 Bedroom Home Near Downtown

Cozy Ground Floor Suite in a Beautiful Farmhouse for a Unique Getaway in Afton, Virginia

Cozy Ground Floor Suite in a Beautiful Farmhouse for a Unique Getaway in Afton, Virginia
Afton
10.0 out of 10, Exceptional, (1 review)
"Quiet, Peaceful, absolutely beautiful setting. We stayed in Earth room. If you can envision days gone by where a family lived in one room and stories were told by the fire- this is a modern day version. We loved that all of us were together versus siloed in separate rooms. We also thoroughly enjoyed the gardens and trails around the property. There are many places to sit and connect with nature. "
United States
Jessica P.
The price is £198
includes taxes & fees
12 Apr - 13 Apr
Cozy Ground Floor Suite in a Beautiful Farmhouse for a Unique Getaway in Afton, Virginia

The Farmhouse at Wellington: Waynesboro, Sleeps 12

The Farmhouse at Wellington: Waynesboro, Sleeps 12
Waynesboro
10.0 out of 10, Exceptional, (7 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 £441
includes taxes & fees
13 Apr - 14 Apr
The Farmhouse at Wellington: Waynesboro, Sleeps 12

The Hawksbill Haus (w/ hot tub)

The Hawksbill Haus (w/ hot tub)
Waynesboro
9.6 out of 10, Exceptional, (10 reviews)
"Attentive host, sweet old place, close to downtown Waynesboro."
United States
Rose P.
The price is £243
includes taxes & fees
13 Apr - 14 Apr
The Hawksbill Haus (w/ hot tub)

House / hot tub/pet friendly

House / hot tub/pet friendly
Tyro
9.8 out of 10, Exceptional, (72 reviews)
"Perfect spot for a weekend!!"
United States
Ryan J.
The price is £240
includes taxes & fees
9 Apr - 10 Apr
House / hot tub/pet friendly

Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!

Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!
Belmont
9.8 out of 10, Exceptional, (57 reviews)
"It was a very comfortable place accommodating for people. The host was very accommodating and friendly and responsive. Definitely stay again."
United States
tim h.
The price is £169
includes taxes & fees
15 Apr - 16 Apr
Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!

The Branch at Afton Mountain Retreat

The Branch at Afton Mountain Retreat
Afton
10.0 out of 10, Exceptional, (34 reviews)
"Very close to everything. House is very clean and well sotcked with anything you may need. We will stay here again. "
United States
Shaun-Claire Y.
The price is £351
includes taxes & fees
13 Apr - 14 Apr
The Branch at Afton Mountain Retreat

Afton Farmhouse - Mountain Views off Route 151

Afton Farmhouse - Mountain Views off Route 151
Afton
9.8 out of 10, Exceptional, (27 reviews)
"We very much enjoyed our stay here. If we ever come back this will definitely be our top choice. Much older home but very well maintained."
United States
Michael S.
The price is £333
includes taxes & fees
13 Apr - 14 Apr
Afton Farmhouse - Mountain Views off Route 151

Spacious + Serene Mtn Top Escape, 4 En Suites

Spacious + Serene Mtn Top Escape, 4 En Suites
Wintergreen Resort
10.0 out of 10, Exceptional, (54 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 £281
includes taxes & fees
12 Apr - 13 Apr
Spacious + Serene Mtn Top Escape, 4 En Suites

RiverFront Country Home with Blue Mountain Views

RiverFront Country Home with Blue Mountain Views
Free Union
9.8 out of 10, Exceptional, (25 reviews)
"This property is adorable and is a clean and comfy stay! Owner was great to deal with."
United States
Joy S.
The price is £142
includes taxes & fees
20 Apr - 21 Apr
RiverFront Country Home with Blue Mountain Views

4 BR cabin mins to trails & breweries pets welcome

4 BR cabin mins to trails & breweries pets welcome
Chestnut Springs
9.4 out of 10, Exceptional, (33 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 £434
includes taxes & fees
12 Apr - 13 Apr
4 BR cabin mins to trails & breweries pets welcome
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 Greenwood Hotel Reviews

Find out more about Greenwood

Greenwood Holiday Homes information

Number of reviews
483
Accommodation
528 Holiday Homes
Lowest Price
£89
Highest Price
£441