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Check prices for these dates

Next weekend
18 Apr - 20 Apr
In two weeks
25 Apr - 27 Apr
In one month
9 May - 11 May
In two months
6 Jun - 8 Jun

Compare 550 Vacation Homes in Greenwood with updated reviews, rates, and availability.

Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious
Exterior

Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious

10.0 out of 10, Exceptional, (238)
"We travelled to Va to visit Monticello, wineries and breweries for my husband's 60th birthday with 3 other couples. The house was about 20minutes from Monticello and Jefferson winery so it was a perfect location for us. We absolutely loved the farm and the house. We got to see the baby goats which were so cute! We loved everything about our trip and the house was perfect for all of us. Thank you for a wonderful time! We would highly recommend staying here!Lisa Lawton"
Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious
Historic Beauty and Walkable to Everywhere
Books

Historic Beauty and Walkable to Everywhere

10.0 out of 10, Exceptional, (42)
"Only there a few hours and it had everything we needed for our overnight stay. TV would be nice. Little farther walking for our age than anticipated but quick drive to everywhere. "
The price is AED 731
AED 1,314 total
includes taxes & fees
20 Apr - 21 Apr
Historic Beauty and Walkable to Everywhere
Wintergreen Resort Post & Beam Home Beauty
Smart TV, fireplace, offices

Wintergreen Resort Post & Beam Home Beauty

9.8 out of 10, Exceptional, (18)
"Terrific, well appointed, every thing we needed. "
Wintergreen Resort Post & Beam Home Beauty
The Landmark: Luxury In Downtown Staunton
Fridge, microwave, oven, dishwasher

The Landmark: Luxury In Downtown Staunton

10.0 out of 10, Exceptional, (18)
"We had a great stay at the Landmark. The home is lovely, well appointed, and was (thankfully!) very clean. Check in/out and communication were fast and easy!"
The Landmark: Luxury In Downtown Staunton
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
Terrace/patio

Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

9.6 out of 10, Exceptional, (300)
"Exactly as advertised. Clean, everything worked, great location."
The price is AED 657
AED 1,551 total
includes taxes & fees
18 Apr - 19 Apr
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
Secluded cabin on a horse farm, bordered by the North River
Smart TV, DVD player, books, video library

Secluded cabin on a horse farm, bordered by the North River

10.0 out of 10, Exceptional, (53)
"If you like animals this is the place to be. The views is beautiful. Not to mention the house was lovely."
The price is AED 551
AED 1,138 total
includes taxes & fees
17 Apr - 18 Apr
Secluded cabin on a horse farm, bordered by the North River
Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!
Interior

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

9.8 out of 10, Exceptional, (41)
"Cute and convenient to Downtown Mall and Belmont. Beds were comfortable and communication with the host could not have been easier. Highly recommend!! "
The price is AED 496
AED 882 total
includes taxes & fees
16 Apr - 17 Apr
Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!
NEW! Sleeps 14: Game Room, Fire Pit, & Hot Tub
Property grounds

NEW! Sleeps 14: Game Room, Fire Pit, & Hot Tub

9.0 out of 10, Wonderful, (2)
"The property is about a 5-7 minute drive to the Wintergreen resort. It was an excellent choice for multiple families who have kids. The downstairs area is full of entertaining games such as foosball, basketball, and darts. It also includes arcade games and multiple TVs. This area kept all the kids entertained whenever the adults were upstairs. "
NEW! Sleeps 14: Game Room, Fire Pit, & Hot Tub
Downtown Mall Cottage just off Main St., breweries/wineries 10-30min drive
Smart TV, books

Downtown Mall Cottage just off Main St., breweries/wineries 10-30min drive

9.8 out of 10, Exceptional, (151)
"Perfect location. Great spot by Downtown Mall and UVA. Super communications. Thanks"
Downtown Mall Cottage just off Main St., breweries/wineries 10-30min drive
Yellow House| 2 BR Cottage Dtwn Cville/Belmont
Property grounds

Yellow House| 2 BR Cottage Dtwn Cville/Belmont

10.0 out of 10, Exceptional, (49)
"Very clean and comfortable home. We would stay here again. Close to nice restaurants."
Yellow House| 2 BR Cottage Dtwn Cville/Belmont
GreenLeaf |3 bed, 2 Bath in Rugby Hills - Great central location UVA and Downtown Cville!
TV

GreenLeaf |3 bed, 2 Bath in Rugby Hills - Great central location UVA and Downtown Cville!

9.6 out of 10, Exceptional, (9)
"We absolutely loved the house. There were three sisters staying. Cooked fantastic meals in that kitchen, enjoyed the “out house“. We couldn’t have found a better spot. At a true gem"
GreenLeaf |3 bed, 2 Bath in Rugby Hills - Great central location UVA and Downtown Cville!
The All-American Cottage Seconds from Gypsy Hill Park! Kid and Pet friendly!
Fridge, microwave, oven, stovetop

The All-American Cottage Seconds from Gypsy Hill Park! Kid and Pet friendly!

10.0 out of 10, Exceptional, (12)
"Such a great property and the owners are great! The house is super close to everything and the neighborhood is great. We can’t wait to book again! "
The All-American Cottage Seconds from Gypsy Hill Park! Kid and Pet friendly!
Solar, 2 BR, 1 Bath, UVa, Preston, Downtown, EV charger
Exterior

Solar, 2 BR, 1 Bath, UVa, Preston, Downtown, EV charger

10.0 out of 10, Exceptional, (15)
"Scott went above and beyond to help us throughout our stay. Great host /great location!"
Solar, 2 BR, 1 Bath, UVa, Preston, Downtown, EV charger
Walkable to UVA, and Fontaine Research park, Newly Renovated Home.
Fridge, microwave, oven, stovetop

Walkable to UVA, and Fontaine Research park, Newly Renovated Home.

8.2 out of 10, Very Good, (20)
"Friends were happy to have a cozy place to sleep and gather in the mornings and evenings before and after the conference we attended. "
Walkable to UVA, and Fontaine Research park, Newly Renovated Home.
NEW! Secluded Farmhouse Winery, Hike, Lg Group❤️
Exterior

NEW! Secluded Farmhouse Winery, Hike, Lg Group❤️

10.0 out of 10, Exceptional, (23)
"Wonderful place to stay for a family reunion-kids loved the pool and frisbee golf. The owners even had pool toys for the kids to use! "
NEW! Secluded Farmhouse Winery, Hike, Lg Group❤️
Insane Mountain Views - New Listing
Smart TV, fireplace, DVD player, books

Insane Mountain Views - New Listing

10.0 out of 10, Exceptional, (27)
"There are not enough adjectives in the dictionary to describe this AMAZING home! The views are literally the best in the area! The home was stunning- the layout, convenience, furniture, fixtures, amenities-it was as close to perfection as you can get. Our large Italian family travels a lot and have rented some lavish homes, but we all agreed this was THE BEST OVERALL we have ever stayed in! The owner was also super informative and super quick to respond to messages- and even let us have one...
Insane Mountain Views - New Listing
Wintergreen Ski & Golf resort-hiking trails-Hot tub-Pet-Friendly!!!
Outdoor spa tub

Wintergreen Ski & Golf resort-hiking trails-Hot tub-Pet-Friendly!!!

10.0 out of 10, Exceptional, (42)
"Everything was as advertised- family of 6 was well accommodated for a Thanksgiving weekend. Very cold windy and snowy outside but house was warm and comfortable. Very large kitchen was well suited for preparing Thanksgiving dinner. "
Wintergreen Ski & Golf resort-hiking trails-Hot tub-Pet-Friendly!!!
Afton Farmhouse - Mountain Views off Route 151
Smart TV, books

Afton Farmhouse - Mountain Views off Route 151

10.0 out of 10, Exceptional, (16)
"The house was really cozy with lots of space inside and outside to enjoy. We enjoyed playing games, sitting by the fire inside and outside, and visiting the local wineries and breweries. Ashley was an excellent host and quick to respond with any questions. "
The price is AED 613
AED 1,683 total
includes taxes & fees
21 Apr - 22 Apr
Afton Farmhouse - Mountain Views off Route 151
Hillside Haven: Modern Retreat, Mountain Views
Outdoor dining

Hillside Haven: Modern Retreat, Mountain Views

10.0 out of 10, Exceptional, (23)
"The place was exactly as advertised. We had a great experience. Host was super responsive, would absolutely stay there again. "
The price is AED 676
AED 1,567 total
includes taxes & fees
12 May - 13 May
Hillside Haven: Modern Retreat, Mountain Views
Come and enjoy a beautiful view and relaxing time at Windy Knoll....
Property grounds

Come and enjoy a beautiful view and relaxing time at Windy Knoll....

10.0 out of 10, Exceptional, (197)
"This was a perfect place for our bestie gathering. The location is beautiful...secluded and lovely. The house was truly impeccable. We loved the space. It was so well appointed with the little things that you may need. Simply awesome! Thank you to these great hosts!thoughtfully!"
Come and enjoy a beautiful view and relaxing time at Windy Knoll....
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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Other property types in Greenwood

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, (270)
"Quiet and comfortable condo with magnificent views. We loved the woodburning fireplace and the fully equipped kitchen. Very cozy accommodations. We don't ski, however, the mountain is gorgeous. We visited the Nelson151 and had great time!"
The price is AED 316
AED 808 total
includes taxes & fees
16 Apr - 17 Apr
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Valley Extended Suites
Standard Suite | Private kitchen | Full-size fridge, microwave, oven, stovetop

Valley Extended Suites

3.0 star property
9.0 out of 10, Wonderful, (177)
"We have stayed here twice in the last two months. Both rooms were immaculately clean! Front office staff was pleasant and accommodating both times (It was the same woman both times...I just can't remember her name. ) If you are going to stay here, you so need to bring a hair dryer, conditioner (shampoo is provided), creamer( if you don't like French vanilla)"
The price is AED 389
AED 433 total
includes taxes & fees
16 Apr - 17 Apr
Valley Extended Suites
Magical Log Cabin, streams in private yard, 4 bedrooms, pet friendly, WiFi
Exterior

Magical Log Cabin, streams in private yard, 4 bedrooms, pet friendly, WiFi

10.0 out of 10, Exceptional, (40)
"The cabin was incredibly cozy and a complete joy to stay in. What an incredibly historical place"
The price is AED 507
AED 875 total
includes taxes & fees
20 Apr - 21 Apr
Magical Log Cabin, streams in private yard, 4 bedrooms, pet friendly, WiFi
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.