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Check prices for these dates

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

Our top choices for Greenwood holiday rentals

Street view

1. Valley Extended Suites

Valley Extended Suites
3.0 star property
Fishersville
9.0 out of 10, Wonderful, (273 reviews)
"Location extremely convenient."
United States
michael
The price is ₹10,823
₹12,046 total
includes taxes & fees
27 Oct - 28 Oct
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 ₹9,399
₹10,461 total
includes taxes & fees
26 Oct - 27 Oct
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 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 ₹34,568
₹38,820 total
includes taxes & fees
15 Nov - 16 Nov
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
9.6 out of 10, Exceptional, (27 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 ₹11,718
₹18,855 total
includes taxes & fees
19 Nov - 20 Nov
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 ₹10,339
₹11,817 total
includes taxes & fees
1 Nov - 2 Nov
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 ₹25,919
₹61,715 total
includes taxes & fees
28 Oct - 29 Oct
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 ₹22,359
₹32,812 total
includes taxes & fees
9 Nov - 10 Nov
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 ₹18,988
₹42,647 total
includes taxes & fees
4 Nov - 5 Nov
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
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
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 ₹13,370
₹28,343 total
includes taxes & fees
9 Nov - 10 Nov
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 ₹16,741
₹40,124 total
includes taxes & fees
26 Oct - 27 Oct
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 ₹32,470
₹57,789 total
includes taxes & fees
26 Oct - 27 Oct
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 ₹11,123
₹23,566 total
includes taxes & fees
26 Oct - 27 Oct
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 ₹25,729
₹47,553 total
includes taxes & fees
4 Nov - 5 Nov
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 ₹18,988
₹47,551 total
includes taxes & fees
26 Oct - 27 Oct
The Wayne Shire
A wooden closet with a metal coat rack holding several items.

18. Blue Ridge Hideaway

Blue Ridge Hideaway
2.0 star property
Waynesboro
The price is ₹11,123
₹22,948 total
includes taxes & fees
18 Nov - 19 Nov
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 ₹15,617
₹27,133 total
includes taxes & fees
16 Nov - 17 Nov
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
The price is ₹54,380
₹95,721 total
includes taxes & fees
26 Oct - 27 Oct
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

Holiday Inn Staunton Conference Center by IHG

Holiday Inn Staunton Conference Center by IHG

8/10 Good
"Other reviews said hot food at breakfast was cold. I found that to be true. This could be remedied by having a microwave in the area where people can heat up their food if they want."
Carolyn 1-night trip
Posted 1 hour ago
Holiday Inn Staunton Conference Center by IHG

Find out more about Greenwood

Holiday Rentals in Greenwood

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

  • View our selection of featured holiday rentals in Greenwood
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Look no further and take a look at our great range of rental properties in Greenwood!

Frequently asked questions

Can I find holiday rentals in Greenwood?

Yes, there are holiday rentals close to the most popular sights in Greenwood, or you can select a more secluded option if you're looking for a relaxing stay. Greenwood is known for its wineries.

How many holiday rentals will I find in Greenwood?

With 3 Expedia holiday rentals, you're guaranteed 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 wider area, you’ll find Pollak Vineyards and King Family Vineyards.

What’s a holiday rental in Greenwood like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Greenwood. Holiday rentals provide amenities like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for family trips.