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Greenwood Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Greenwood vacation rentals

Street view

1. Valley Extended Suites

Valley Extended Suites
3.0 star property
Fishersville
9.0 out of 10, Wonderful, (272 reviews)
"Location extremely convenient."
United States
michael
The price is ₩150,832
₩167,875 total
includes taxes & fees
Oct 27 - Oct 28
Valley Extended Suites
A compact kitchen with a stove, a dining area with chairs and a table, and a small seating area with a sofa and a lamp.

2. Affordable Suites of America Waynesboro

Affordable Suites of America Waynesboro
2.5 star property
Waynesboro
9.0 out of 10, Wonderful, (73 reviews)
"Excellent stay all around. Thank you!"
United States
Joshua
The price is ₩130,986
₩145,791 total
includes taxes & fees
Nov 5 - Nov 6
Affordable Suites of America Waynesboro
A wooden cabin with a sliding door, a hot tub, and string lights.

3. The Reserve at 151

The Reserve at 151
2.0 star property
Afton
10.0 out of 10, Exceptional, (1 review)
The price is ₩405,527
₩901,170 total
includes taxes & fees
Oct 25 - Oct 26
The Reserve at 151
A modern kitchen with dark cabinetry, stainless steel appliances, a large island with seating, and pendant lighting.

4. Afton Mountain Vineyards

Afton Mountain Vineyards
3.5 star property
Afton
7.4 out of 10, Good, (3 reviews)
"Cozy and comfortable with pond and mountain views. Wine tasting on site and easy access to Wintergreen. We loved our stay and will be back again!"
United States
Jennifer
The price is ₩481,730
₩540,983 total
includes taxes & fees
Nov 19 - Nov 20
Afton Mountain Vineyards
A two-story house with a deck, large windows, and a garage.

5. Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Lyndhurst
9.8 out of 10, Exceptional, (26 reviews)
"This place was excellent. Very clean and quiet. Sherando lake was only 4 miles away with great hiking trails. The beds were very comfortable. Would definitely stay at this place again."
United States
Josh
The price is ₩174,962
₩275,868 total
includes taxes & fees
Nov 18 - Nov 19
Love Ridge Mountain Lodging
Room

6. SONSAK - MONTICELLO

SONSAK - MONTICELLO
3.5 star property
Charlottesville
9.8 out of 10, Exceptional, (10 reviews)
"Excellent For Couples Getaways!!!"
United States
Jonathan
The price is ₩144,085
₩164,686 total
includes taxes & fees
Nov 18 - Nov 19
SONSAK - MONTICELLO
Interior

7. Modern Nellysford Getaway on 40 Private Acres!

Modern Nellysford Getaway on 40 Private Acres!
3.0 star property
Nellysford
The price is ₩361,204
₩860,049 total
includes taxes & fees
Oct 29 - Oct 30
Modern Nellysford Getaway on 40 Private Acres!
Exterior

8. The Guest Wing at Kateri

The Guest Wing at Kateri
2.0 star property
Waynesboro
10.0 out of 10, Exceptional, (1 review)
"The property was amazing, beyond wonderful. Gracious host. High end furniture and bedding. The backyard and pool area were just beautiful !!! I wish I stayed earlier in the year so i could enjoy the pool. The property is surrounded by wide open farm lands, Starry skies, birds and crickets. It was a very relaxing stay. I wish I could stay longer !!!"
United States
Barbara
The price is ₩311,588
₩457,260 total
includes taxes & fees
Nov 9 - Nov 10
The Guest Wing at Kateri
A modern kitchen with a large island, dark cabinetry, and a view to the dining area.

9. Little Haven Cottage

Little Haven Cottage
2.0 star property
Afton
8.0 out of 10, Very good, (1 review)
"Good location, very spacious for 4 guests. Excellent choice of LVP flooring instead of carpeting as there was significant rainfall both days of the visit that would have suffered wet shoes on departures and arrivals at the house."
United States
Elizabeth
The price is ₩264,605
₩594,319 total
includes taxes & fees
Nov 8 - Nov 9
Little Haven Cottage
A collection of yarn balls in various colors and patterns, with knitting needles in the background.

10. Afton View Lodge

Afton View Lodge
3.0 star property
Afton
The price is ₩414,921
₩800,271 total
includes taxes & fees
Nov 4 - Nov 5
Afton View Lodge
A view through a window of a lake surrounded by greenery and hills.

11. Clonmel Acres

Clonmel Acres
2.0 star property
Afton
The price is ₩831,354
₩1,442,635 total
includes taxes & fees
Oct 26 - Oct 27
Clonmel Acres
A fire pit with chairs, a small house with stairs, and trees in a yard.

12. Artisan's Cottage

Artisan's Cottage
2.0 star property
Afton
The price is ₩186,657
₩395,702 total
includes taxes & fees
Nov 9 - Nov 10
Artisan's Cottage
A spacious living area with a wooden staircase, a dining table, and a sofa.

13. Blackwood Chalet

Blackwood Chalet
2.0 star property
Nellysford
10.0 out of 10, Exceptional, (6 reviews)
"Cleanliness and ease of check in"
United States
Patrick
The price is ₩233,300
₩559,151 total
includes taxes & fees
Oct 27 - Oct 28
Blackwood Chalet
A modern kitchen with a wooden island, white bar stools, and a flat-screen TV.

14. Afton Clubhouse

Afton Clubhouse
2.0 star property
Afton
The price is ₩452,497
₩805,325 total
includes taxes & fees
Oct 25 - Oct 26
Afton Clubhouse
A spacious living area with a sofa, armchairs, a coffee table, and a TV. There is a dining area with chairs and a table. The room has a wooden floor and white walls.

15. Cavalier Cocoon

Cavalier Cocoon
2.0 star property
Jefferson Park Avenue
10.0 out of 10, Exceptional, (1 review)
"Love this place! It’s close to campus as well as some great food. Don’t miss Pi Napo for pizza. We stayed at the end of a long road trip so we appreciated the washer and dryer."
United States
Lisa
The price is ₩155,013
₩328,404 total
includes taxes & fees
Nov 3 - Nov 4
Cavalier Cocoon
A hot tub with a view of a forest and mountains through a window.

16. Fox Hill

Fox Hill
2.0 star property
Afton
The price is ₩359,211
₩663,890 total
includes taxes & fees
Nov 4 - Nov 5
Fox Hill
A modern living room with a white sofa, a wooden door, and a ceiling fan.

17. The Wayne Shire

The Wayne Shire
2.0 star property
Waynesboro
The price is ₩265,087
₩663,864 total
includes taxes & fees
Oct 25 - Oct 26
The Wayne Shire
A spacious living area with a staircase, a brown leather sofa, a globe on a wooden stand, and a dining table with a tray.

18. Blue Ridge Hideaway

Blue Ridge Hideaway
2.0 star property
Waynesboro
The price is ₩155,013
₩319,791 total
includes taxes & fees
Nov 18 - Nov 19
Blue Ridge Hideaway
A bedroom with a large bed, a wooden dresser, and a view of the landscape through large windows.

19. Panoramic Peak

Panoramic Peak
2.0 star property
Nellysford
10.0 out of 10, Exceptional, (1 review)
"The place was absolutely beautiful and spotless. The view was amazing. The only issue we had was when we asked where it was. We were told Nellysford and didn’t really understand that it was part of the Wintergreen resort so it was much further away from our actual destination. But the place was really amazing. We would stay there again."
United States
Carrie
The price is ₩217,635
₩378,113 total
includes taxes & fees
Nov 23 - Nov 24
Panoramic Peak
A stone fire pit with a wooden bench, a white building in the background, and a grassy field with trees and mountains.

20. Afton Awaits

Afton Awaits
2.5 star property
Afton
Afton Awaits
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

Hotel 24 South

Hotel 24 South

10/10 Excellent
"We enjoyed our stay. It is a lovely old hotel. The breakfast buffet was great!"
Stan 2-night trip
Posted 7 hours ago
Hotel 24 South

Find out more about Greenwood

Search for Vacation rentals in Greenwood on Expedia.co.uk! You can easily find your home rentals, villas, Vacation apartments in Greenwood using one of the methods below:

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Frequently asked questions

Can I find vacation rentals in Greenwood?

Yes, there are vacation rentals close to top sights in Greenwood, or you can select a more remote option if you're looking for a relaxing stay. Greenwood is known for its wineries.

How many vacation rentals will I find in Greenwood?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Greenwood stay.

What’s there to see and do in Greenwood?

Explore the area and family-friendly sights such as Virginia Discovery Museum, or get out into nature at a spot like Rockfish Gap Entrance Shenandoah. In the larger area, you’ll find Pollak Vineyards and King Family Vineyards.

What’s a vacation rental in Greenwood like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Greenwood. Vacation rentals offer extras like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from shared hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for family trips or small group gatherings.