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Our top choices for Greenwood vacation homes

The Firefly Springhouse

The Firefly Springhouse
Staunton
9.8 out of 10, Exceptional, (66 reviews)
"Such a great little place! Quick drive to town, but far enough for a quiet night. Room had everything we needed (and then some) for a short stay, and all the animals were the sweetest added bonus. Would absolutely stay here again if we’re ever back in the area."
United States
Rebekah
The price is ¥13,282
¥18,354 total
includes taxes & fees
Jun 14 - Jun 15
The Firefly Springhouse

Tucked Inn: Lower Unit

Tucked Inn: Lower Unit
2.0 star property
Nellysford
The price is ¥16,041
¥45,035 total
includes taxes & fees
Jun 14 - Jun 15
Tucked Inn: Lower Unit

RiverFront Country Home with Blue Mountain Views

RiverFront Country Home with Blue Mountain Views
Free Union
9.8 out of 10, Exceptional, (30 reviews)
"A quiet and clean stopping place out in the country very close to one of the southern entrances to Shenandoah National Park. Would definitely stay again if in the area."
United States
Timothy
The price is ¥17,484
¥31,450 total
includes taxes & fees
Jun 24 - Jun 25
RiverFront Country Home with Blue Mountain Views

Westerly Haven A: Walk to Scott Stadium!

Westerly Haven A: Walk to Scott Stadium!
Jefferson Park Avenue
9.6 out of 10, Exceptional, (7 reviews)
"The place is always clean and provides what we need."
United States
Michael
The price is ¥25,505
¥80,492 total
includes taxes & fees
Jun 14 - Jun 15
Westerly Haven A: Walk to Scott Stadium!

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, (58 reviews)
"Good location, clean and comfy."
United States
Brian S.
The price is ¥19,490
¥36,030 total
includes taxes & fees
Jun 17 - Jun 18
Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!

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)
"Perfect for what we needed. "
United States
Matt & Jean
The price is ¥20,853
¥35,529 total
includes taxes & fees
Jul 1 - Jul 2
NEW! Cheerful 2 bd bungalow with hot tub. Must see!

Charming Updated 3 Bedroom Home Near Downtown

Charming Updated 3 Bedroom Home Near Downtown
Martha Jefferson
9.8 out of 10, Exceptional, (76 reviews)
"Stayed here to attend a funeral in town. The house was very clean, smelled amazing and was conveniently located to downtown "
United States
Kelly
The price is ¥40,423
¥81,040 total
includes taxes & fees
Jun 21 - Jun 22
Charming Updated 3 Bedroom Home Near Downtown

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, (21 reviews)
"Great host and beautifully decorated property."
United States
Elisa G.
The price is ¥18,206
¥30,448 total
includes taxes & fees
Jun 23 - Jun 24
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!

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)
"House was clean and comfortable. The hot tub was nice and also clean."
United States
William K.
The price is ¥21,327
¥57,486 total
includes taxes & fees
Jun 14 - Jun 15
Cozy chalet w/ king beds, fireplace, and hot tub. Close to hiking! Dog-friendly!

Romantic Shenandoah Retreat with 2 King Suites, Firepit, and South River Access

Romantic Shenandoah Retreat with 2 King Suites, Firepit, and South River Access
Grottoes
10.0 out of 10, Exceptional, (3 reviews)
"The house was great. Very clean, well organized with good amenities. Would definitely recommend staying here. "
United States
William T.
The price is ¥31,949
¥52,241 total
includes taxes & fees
Jun 23 - Jun 24
Romantic Shenandoah Retreat with 2 King Suites, Firepit, and South River Access

Hill Street House walk to UVA Stadium/Fry's Spring

Hill Street House walk to UVA Stadium/Fry's Spring
Fry's Spring
10.0 out of 10, Exceptional, (37 reviews)
"Great place to stay. "
United States
Christopher L.
The price is ¥26,679
¥64,075 total
includes taxes & fees
Jun 17 - Jun 18
Hill Street House walk to UVA Stadium/Fry's Spring

Oma's Garden Oasis

Oma's Garden Oasis
2.0 star property
Staunton
The price is ¥15,881
¥32,159 total
includes taxes & fees
Jul 6 - Jul 7
Oma's Garden Oasis

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 ¥31,949
¥86,183 total
includes taxes & fees
Jun 15 - Jun 16
Beautiful 4-season Mountain Home- New Listing

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, (2 reviews)
"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 ¥34,649
¥41,782 total
includes taxes & fees
Jun 15 - Jun 16
Cozy Ground Floor Suite in a Beautiful Farmhouse for a Unique Getaway in Afton, Virginia

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)
"We had a wonderful stay, everything was just as described. I would definitely stay again"
United States
kevin M.
The price is ¥16,840
¥61,965 total
includes taxes & fees
Jun 14 - Jun 15
Spacious + Serene Mtn Top Escape, 4 En Suites

Secluded 20+ Acre Retreat Near Brew & Wine Trails

Secluded 20+ Acre Retreat Near Brew & Wine Trails
Afton
10.0 out of 10, Exceptional, (14 reviews)
"Great stay at this house. Tyler and Mary were great to work with and communicate with. Wineries, distilleries, and breweries all close by. Really couldn't ask for more. "
United States
Jason V.
Secluded 20+ Acre Retreat Near Brew & Wine Trails

Rugby Road Residential -RRR- near UVa and downtown

Rugby Road Residential -RRR- near UVa and downtown
Barracks Rugby
10.0 out of 10, Exceptional, (52 reviews)
"We had a great stay! The hosts were communicative and friendly and the cottage had everything we needed! We will definitely be back!"
United States
Binky L.
The price is ¥23,099
¥42,720 total
includes taxes & fees
Jun 14 - Jun 15
Rugby Road Residential -RRR- near UVa and downtown

Blue's Barn: Central to Wineries & Breweries

Blue's Barn: Central to Wineries & Breweries
Nellysford
9.6 out of 10, Exceptional, (22 reviews)
"Clean, nice place"
United States
Tom
The price is ¥25,527
¥49,582 total
includes taxes & fees
Jun 14 - Jun 15
Blue's Barn: Central to Wineries & Breweries

Hillside Haven: Modern Retreat, Mountain Views

Hillside Haven: Modern Retreat, Mountain Views
Faber
10.0 out of 10, Exceptional, (35 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 ¥30,959
¥69,714 total
includes taxes & fees
Jun 14 - Jun 15
Hillside Haven: Modern Retreat, Mountain Views

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, (35 reviews)
"WE HAD A WONDERFUL TIME. WE HAD EVERYTHING WE NEEDED. HOUSE WAS BEAUTIFUL, COMFORTABLE AND COZY!!"
Canada
Janet C.
The price is ¥31,039
¥93,764 total
includes taxes & fees
Jun 12 - Jun 13
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 Vacation Homes information

Number of reviews
Accommodation
530 Vacation Homes
Lowest Price
¥21,199
Highest Price
¥151,528