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Greenwood Vacation Rentals

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Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sept - 6 Sept
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Greenwood holiday rentals

Exterior

Art & Soul

Art & Soul
2.0 star property
Nellysford
The price is RM2,740
RM3,077 total
includes taxes & fees
10 Aug - 11 Aug
Art & Soul
Private kitchen

Affordable Suites of America Waynesboro

Affordable Suites of America Waynesboro
2.5 star property
Waynesboro
9.4 out of 10, Exceptional, (64 reviews)
"Very good value, would definitely stay again"
United States
Frank
The price is RM322
RM359 total
includes taxes & fees
12 Jul - 13 Jul
Affordable Suites of America Waynesboro
Street view

Valley Extended Suites

Valley Extended Suites
3.0 star property
Fishersville
9.0 out of 10, Wonderful, (246 reviews)
"Stay here 2 times a year, and doesn’t disappoint."
United States
Kate
The price is RM465
RM517 total
includes taxes & fees
12 Jul - 13 Jul
Valley Extended Suites
Egyptian cotton sheets, premium bedding, memory-foam beds

SONSAK - MONTICELLO

SONSAK - MONTICELLO
3.5 star property
Charlottesville
10.0 out of 10, Exceptional, (2 reviews)
"Our stay was perfect. Hotels.com really messed up the booking and I almost didn’t have a place to stay. The host at this property held the room for me and we handled everything directly. He was great, the room was spectacular!"
United States
Crystal
The price is RM466
RM533 total
includes taxes & fees
26 Jul - 27 Jul
SONSAK - MONTICELLO
Terrace/patio

Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Lyndhurst
10.0 out of 10, Exceptional, (20 reviews)
"Very quiet and peaceful stay. "
United States
Timika
The price is RM572
RM887 total
includes taxes & fees
15 Jul - 16 Jul
Love Ridge Mountain Lodging
Interior

Modern Nellysford Getaway on 40 Private Acres!

Modern Nellysford Getaway on 40 Private Acres!
3.0 star property
Nellysford
The price is RM1,113
RM2,482 total
includes taxes & fees
21 Jul - 22 Jul
Modern Nellysford Getaway on 40 Private Acres!
4 bedrooms

Stoney Creek Cottage Wintergreen w EV Charger

Stoney Creek Cottage Wintergreen w EV Charger
2.0 star property
Nellysford
The price is RM935
RM2,103 total
includes taxes & fees
13 Jul - 14 Jul
Stoney Creek Cottage Wintergreen w EV Charger
Interior detail

Afton Mountain Vineyards

Afton Mountain Vineyards
3.0 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 RM1,591
RM1,787 total
includes taxes & fees
12 Jul - 13 Jul
Afton Mountain Vineyards
Exterior

Nelson Cozy Cabin

Nelson Cozy Cabin
2.0 star property
Nellysford
The price is RM771
RM1,667 total
includes taxes & fees
15 Jul - 16 Jul
Nelson Cozy Cabin
Exterior

Bear Tracks Cottage

Bear Tracks Cottage
2.0 star property
Nellysford
The price is RM779
RM1,699 total
includes taxes & fees
13 Jul - 14 Jul
Bear Tracks Cottage
Exterior

Mountain Mindset

Mountain Mindset
2.0 star property
Laurel Ridge
The price is RM1,284
RM2,358 total
includes taxes & fees
13 Jul - 14 Jul
Mountain Mindset
Exterior

Laurelwood Hollow

Laurelwood Hollow
2.0 star property
Nellysford
The price is RM457
RM1,124 total
includes taxes & fees
15 Jul - 16 Jul
Laurelwood Hollow
Dining

The Mariposa

The Mariposa
2.0 star property
Staunton
The price is RM510
RM1,142 total
includes taxes & fees
4 Aug - 5 Aug
The Mariposa
Exterior

The Woodward

The Woodward
2.0 star property
Staunton
The price is RM742
RM1,630 total
includes taxes & fees
16 Jul - 17 Jul
The Woodward
Lounge

Mountain View Vista

Mountain View Vista
2.0 star property
Nellysford
The price is RM567
RM1,049 total
includes taxes & fees
22 Jul - 23 Jul
Mountain View Vista
Interior

The Hideaway Suite

The Hideaway Suite
2.0 star property
Staunton
The price is RM693
RM1,142 total
includes taxes & fees
13 Jul - 14 Jul
The Hideaway Suite
Terrace/patio

Staunton Underground

Staunton Underground
2.0 star property
Staunton
The price is RM379
RM881 total
includes taxes & fees
5 Aug - 6 Aug
Staunton Underground
Exterior

Red Bud Suite

Red Bud Suite
2.0 star property
Staunton
The price is RM420
RM813 total
includes taxes & fees
12 Jul - 13 Jul
Red Bud Suite
Exterior

Artisan's Cottage

Artisan's Cottage
2.0 star property
Afton
The price is RM485
RM1,117 total
includes taxes & fees
13 Jul - 14 Jul
Artisan's Cottage
Lounge

Firefly on The Ridge

Firefly on The Ridge
2.0 star property
Nellysford
The price is RM734
RM1,397 total
includes taxes & fees
12 Jul - 13 Jul
Firefly on The Ridge
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 Express & Suites Waynesboro East by IHG

Holiday Inn Express & Suites Waynesboro East by IHG

10/10 Excellent
"Great breakfast with plenty of options! They had eggs, both pork and turkey sausage, biscuits and gravy, fresh bagels, a pancake maker, delicious cinnamon rolls, and a wide variety of drinks. Everything was well-stocked and tasted great. There was something for everyone, and it was a wonderful way to start the day. Highly recommend!"
Iza Nadine 1-night trip
Posted 2 hours ago
Holiday Inn Express & Suites Waynesboro East by IHG

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:

  • View our selection of featured holiday rentals in Greenwood
  • Use the map to find apartments and other holiday homes in the Greenwood neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Greenwood while they last

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 War Fields, 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.