Greenwood Vacation Rentals

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Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

Our top choices for Greenwood holiday rentals

Egyptian cotton sheets, premium bedding, memory-foam beds

SONSAK - MONTICELLO

SONSAK - MONTICELLO
3.5 star property
Charlottesville
The price is RM502
RM574 total
includes taxes & fees
18 May - 19 May
SONSAK - MONTICELLO
Private kitchen

Affordable Suites of America Waynesboro

Affordable Suites of America Waynesboro
2.5 star property
Waynesboro
9.4 out of 10, Exceptional, (54 reviews)
"Always a pleasant stay."
United States
MARJORIE
The price is RM328
RM366 total
includes taxes & fees
19 Apr - 20 Apr
Affordable Suites of America Waynesboro
Interior detail

Afton Mountain Vineyards

Afton Mountain Vineyards
2.5 star property
Afton
10.0 out of 10, Exceptional, (2 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 RM1,522
RM1,710 total
includes taxes & fees
20 Apr - 21 Apr
Afton Mountain Vineyards
Private kitchen

Fishersville Oasis

Fishersville Oasis
2.0 star property
Fishersville
The price is RM455
RM836 total
includes taxes & fees
19 Apr - 20 Apr
Fishersville Oasis
Street view

Valley Extended Suites

Valley Extended Suites
3.0 star property
Fishersville
9.0 out of 10, Wonderful, (221 reviews)
"Nice place"
United States
Orhan
The price is RM451
RM502 total
includes taxes & fees
20 Apr - 21 Apr
Valley Extended Suites
4 bedrooms

Stoney Creek Cottage Wintergreen w EV Charger

Stoney Creek Cottage Wintergreen w EV Charger
2.0 star property
Nellysford
The price is RM816
RM2,137 total
includes taxes & fees
20 Apr - 21 Apr
Stoney Creek Cottage Wintergreen w EV Charger
Interior

Modern Nellysford Getaway on 40 Private Acres!

Modern Nellysford Getaway on 40 Private Acres!
3.0 star property
Nellysford
The price is RM970
RM2,407 total
includes taxes & fees
21 Apr - 22 Apr
Modern Nellysford Getaway on 40 Private Acres!
Terrace/patio

Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Lyndhurst
10.0 out of 10, Exceptional, (16 reviews)
"Very quiet and peaceful stay. "
United States
Timika
The price is RM555
RM860 total
includes taxes & fees
22 Apr - 23 Apr
Love Ridge Mountain Lodging
Lounge

The Storefront

The Storefront
3.5 star property
Staunton
8.8 out of 10, Excellent, (58 reviews)
"Great location, fun place to stay!"
United States
Carol
The price is RM589
RM897 total
includes taxes & fees
18 May - 19 May
The Storefront
Exterior

The Urban Cowboy

The Urban Cowboy
2.0 star property
Staunton
8.6 out of 10, Excellent, (7 reviews)
"Great place to stay very organized and has everything you need super clean !"
United States
Philip
The price is RM352
RM705 total
includes taxes & fees
19 Apr - 20 Apr
The Urban Cowboy
Bathroom

North Central Loft

North Central Loft
2.0 star property
Staunton
10.0 out of 10, Exceptional, (5 reviews)
"Clean, comfortable, fun, well appointed and thoughtful details. A great place. "
United States
Stacey
The price is RM772
RM1,640 total
includes taxes & fees
19 Apr - 20 Apr
North Central Loft
Lounge

Blackwood Chalet

Blackwood Chalet
2.0 star property
Nellysford
10.0 out of 10, Exceptional, (3 reviews)
"Love the area"
United States
Toni
The price is RM669
RM1,543 total
includes taxes & fees
19 Apr - 20 Apr
Blackwood Chalet
Front of property

Wintergreen Ski Resort Condo w/ Golf Access!

Wintergreen Ski Resort Condo w/ Golf Access!
4.0 star property
Nellysford
10.0 out of 10, Exceptional, (2 reviews)
"Really nice and convenient condo. Great amenities. Would definitely stay again."
United States
Matthew
The price is RM482
RM1,343 total
includes taxes & fees
21 Apr - 22 Apr
Wintergreen Ski Resort Condo w/ Golf Access!
Balcony view

The Serendipity Suite

The Serendipity Suite
2.0 star property
Staunton
10.0 out of 10, Exceptional, (7 reviews)
"We loved staying at the Serendipity Suite in beautiful Staunton! It's a lovely apartment and our hosts made us feel so comfortable with all of the little thoughtful extras."
United States
Patricia
The price is RM356
RM709 total
includes taxes & fees
20 Apr - 21 Apr
The Serendipity Suite
Lobby

The Bohemian Suite

The Bohemian Suite
2.0 star property
Staunton
10.0 out of 10, Exceptional, (6 reviews)
"It was really nice. A bit pricey. "
United States
Bonny
The price is RM352
RM705 total
includes taxes & fees
20 Apr - 21 Apr
The Bohemian Suite
Exterior

The Bons Amis Suite

The Bons Amis Suite
2.0 star property
Staunton
9.6 out of 10, Exceptional, (4 reviews)
"We enjoyed our stay. The room is vey nice and the location is convenient to the conference center nearby."
United States
John
The price is RM372
RM727 total
includes taxes & fees
28 Apr - 29 Apr
The Bons Amis Suite
Exterior

The Shenandoah Suite

The Shenandoah Suite
2.0 star property
Staunton
10.0 out of 10, Exceptional, (6 reviews)
"Well-appointed, large space conveniently located within walking distance to downtown. Comfy bed and all the expected amenities. Excellent communication. "
United States
Jani
The price is RM352
RM705 total
includes taxes & fees
4 May - 5 May
The Shenandoah Suite
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

Motel 6 Staunton, VA

Motel 6 Staunton, VA

10/10 Excellent
"Just off the highway but far enough to not hear the traffic. Clean and comfortable and yummy coffee in the lobby in the morning. Great price too"
Shelley 1-night trip
Posted 2 hours ago
Motel 6 Staunton, VA

Find out more about 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:

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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 Charlottesville Ice Park, 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.