Greenwood Vacation Rentals

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Our top choices for Greenwood vacation homes

Vacation Home in Staunton

The Firefly Springhouse
9.8 out of 10, Exceptional, (51 reviews)
"The space was great for a getaway, highly recommended."
United States
Matt E.
The price is CA $113
CA $157 total
includes taxes & fees
Mar 22 - Mar 23
The Firefly Springhouse
10.0 out of 10, Exceptional, (28 reviews)
"Amazing place, clean and quiet even though there are houses nearby. Hosts were excellent with communication!"
United States
Courtney S.
The price is CA $171
CA $483 total
includes taxes & fees
Mar 29 - Mar 30
Cozy chalet w/ king beds, fireplace, and hot tub. Close to skiing! Dog-friendly!
9.8 out of 10, Exceptional, (48 reviews)
"loved the quiet location, sunny private back yard, and well-stocked kitchen"
United States
George D.
The price is CA $160
CA $280 total
includes taxes & fees
Mar 25 - Mar 26
NEW! Cheerful 2 bd bungalow with hot tub. Must see!
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 CA $245
CA $578 total
includes taxes & fees
Mar 24 - Mar 25
Hillside Haven: Modern Retreat, Mountain Views
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 CA $314
CA $710 total
includes taxes & fees
Mar 23 - Mar 24
Fox Hill: Hot Tub, Views, Pet Friendly!

Vacation Home in Martha Jefferson

Charming Updated 3 Bedroom Home Near Downtown
9.8 out of 10, Exceptional, (69 reviews)
"Great location and street parking right outside the house. "
United States
sonia d.
The price is CA $235
CA $546 total
includes taxes & fees
Mar 22 - Mar 23
Charming Updated 3 Bedroom Home Near Downtown
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 CA $154
CA $255 total
includes taxes & fees
Mar 30 - Mar 31
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!

Vacation Home in Wintergreen Resort

Spacious + Serene Mtn Top Escape, 4 En Suites
10.0 out of 10, Exceptional, (51 reviews)
"Fabulous getaway at this beautiful property--clean, well maintained and easy communication with host. Stocked kitchen, comfortable beds, views, and great location. Book here-you will not be disappointed. Thank you Mary and Tyler...we are sure to return!"
United States
Jackie S.
The price is CA $168
CA $565 total
includes taxes & fees
Mar 22 - Mar 23
Spacious + Serene Mtn Top Escape, 4 En Suites
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 CA $144
CA $413 total
includes taxes & fees
Mar 23 - Mar 24
Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews
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 CA $273
CA $824 total
includes taxes & fees
Mar 22 - Mar 23
The Farmhouse at Wellington: Waynesboro, Sleeps 12
The price is CA $137
CA $403 total
includes taxes & fees
Mar 23 - Mar 24
Tucked Inn: Lower Unit - NEW Nelson Co Getaway
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 CA $220
CA $625 total
includes taxes & fees
Mar 23 - Mar 24
Afton Farmhouse - Mountain Views off Route 151
9.8 out of 10, Exceptional, (24 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 CA $112
CA $226 total
includes taxes & fees
Mar 24 - Mar 25
RiverFront Country Home with Blue Mountain Views
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 CA $166
CA $308 total
includes taxes & fees
Mar 25 - Mar 26
Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!
9.8 out of 10, Exceptional, (33 reviews)
"Great stay, my dog loved running around in the fenced backyard. "
United States
Caitlin P.
The price is CA $253
CA $353 total
includes taxes & fees
Mar 29 - Mar 30
Farmhouse at the foot of the Blue Ridge Mountains
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 CA $338
CA $651 total
includes taxes & fees
Mar 22 - Mar 23
The Branch at Afton Mountain Retreat
9.4 out of 10, Exceptional, (33 reviews)
"Nice place and very clean "
United States
Melad K.
The price is CA $265
CA $810 total
includes taxes & fees
Mar 20 - Mar 21
4 BR cabin mins to trails & breweries pets welcome

Vacation Home in Wintergreen Resort

Beautiful 4-season Mountain Home- New Listing
10.0 out of 10, Exceptional, (44 reviews)
"Wonderful place to say, luxurious and family friendly. Second time our family has stayed at the unit and look forward to hopefully doing so again. "
United States
Timothy G.
The price is CA $272
CA $738 total
includes taxes & fees
Mar 23 - Mar 24
Beautiful 4-season Mountain Home- New Listing
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 CA $291
CA $647 total
includes taxes & fees
Apr 9 - Apr 10
"Glass & Pine" Home close to Bold Rock & Vineyards
10.0 out of 10, Exceptional, (1 review)
"This cabin was perfect for our family of six. The cabin is very clean and offers many comforts of home. We enjoyed sitting by the fire, fishing, picnics, kayaking, and exploring the property. This was a perfect way to unplug, relax, and enjoy nature. "
United States
Lindsey P.
The price is CA $274
CA $351 total
includes taxes & fees
Mar 22 - Mar 23
New Cabin,Be the First to Book! Private and Peaceful, 140 Acres, River trails!
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
524
Accommodation
528 Vacation Homes
Lowest Price
CA $157
Highest Price
CA $810

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