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Greenwood Vacation Rentals

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Check prices for these dates

In two weeks
Jan 23 - Jan 25
In two months
Mar 6 - Mar 8
In three months
Apr 3 - Apr 5
In four months
May 1 - May 3

Our top choices for Greenwood vacation rentals

Hanging Rock Cabin, 2 Bedrooms, Jetted Tub, Mountain View | Terrace/patio
Love Ridge Mountain Lodging

Cabin in Lyndhurst

Love Ridge Mountain Lodging
3.0 star property
10.0 out of 10, Exceptional, (14)
"Amazing stay I had, very peaceful and very quiet. "
United States
Abby
The price is NT$4,061
NT$6,445 total
includes taxes & fees
Feb 3 - Feb 4
Love Ridge Mountain Lodging
Studio Suite | Private kitchen | Full-size fridge, microwave, oven, stovetop
Valley Extended Suites

Apartment in Fishersville

Valley Extended Suites
3.0 star property
9.0 out of 10, Wonderful, (216)
"Nice stay"
United States
swati
The price is NT$3,581
NT$3,985 total
includes taxes & fees
Jan 6 - Jan 7
Valley Extended Suites
Luxury Room, Ensuite (The Storefront) | Bar (on property)
The Storefront

Townhouse in Staunton

The Storefront
3.5 star property
8.8 out of 10, Excellent, (58)
"Great place to stay in charming Staunton!"
United States
Kate
The price is NT$4,680
NT$7,126 total
includes taxes & fees
Jan 6 - Jan 7
The Storefront
Standard Suite, 1 Queen Bed | Living area | LCD TV, DVD player
Affordable Suites of America Waynesboro

Apartment in Waynesboro

Affordable Suites of America Waynesboro
2.5 star property
9.4 out of 10, Exceptional, (53)
"Always a pleasant stay."
United States
MARJORIE
The price is NT$2,607
NT$2,902 total
includes taxes & fees
Jan 19 - Jan 20
Affordable Suites of America Waynesboro
Interior detail
Afton Mountain Vineyards

Cabin in Afton

Afton Mountain Vineyards
2.5 star property
10.0 out of 10, Exceptional, (1)
"Amazing little cottage with everything you need. Loved the back porch and listening to music from the winery and enjoying the view. Good news, did not hear the music inside. "
United States
Kristin
The price is NT$10,994
NT$12,346 total
includes taxes & fees
Jan 6 - Jan 7
Afton Mountain Vineyards
Terrace/patio
Affordable Suites Charlottesville

Apartment in Fry's Spring

Affordable Suites Charlottesville
2.0 star property
8.0 out of 10, Very Good, (80)
"Simple, clean comfortable suite. Full kitchen with frig, stove and microwave. Convenient to UVA campus and football stadium. "
United States
Anonymous traveler
Affordable Suites Charlottesville
House (3 Bedrooms) | Interior
Modern Nellysford Getaway on 40 Private Acres!

Cottage in Nellysford

Modern Nellysford Getaway on 40 Private Acres!
3.0 star property
Modern Nellysford Getaway on 40 Private Acres!
Apartment | 4 bedrooms
Stoney Creek Cottage Wintergreen w EV Charger

Apartment in Nellysford

Stoney Creek Cottage Wintergreen w EV Charger
2.0 star property
The price is NT$6,266
NT$15,856 total
includes taxes & fees
Jan 6 - Jan 7
Stoney Creek Cottage Wintergreen w EV Charger
Cabin, Private Bathroom (Blackwood Chalet) | Exterior
Blackwood Chalet

Cabin in Nellysford

Blackwood Chalet
2.0 star property
10.0 out of 10, Exceptional, (3)
"Love the area"
United States
Toni
The price is NT$7,287
NT$14,466 total
includes taxes & fees
Jan 6 - Jan 7
Blackwood Chalet
Apartment, Private Bathroom (North Central Loft) | Exterior
North Central Loft

Apartment in Staunton

North Central Loft
2.0 star property
10.0 out of 10, Exceptional, (4)
"Clean, comfortable, fun, well appointed and thoughtful details. A great place. "
United States
Stacey
The price is NT$5,654
NT$11,829 total
includes taxes & fees
Jan 11 - Jan 12
North Central Loft
Apartment, Private Bathroom (The Bohemian Suite) | Lobby
The Bohemian Suite

Apartment in Staunton

The Bohemian Suite
2.0 star property
10.0 out of 10, Exceptional, (6)
"It was really nice. A bit pricey. "
United States
Bonny
The price is NT$2,795
NT$5,016 total
includes taxes & fees
Jan 7 - Jan 8
The Bohemian Suite
Apartment, Private Bathroom (The Urban Cowboy) | Exterior
The Urban Cowboy

Apartment in Staunton

The Urban Cowboy
2.0 star property
8.6 out of 10, Excellent, (7)
"The space,the location,the parking,the details! It truly felt like my apartment away from home! This place is a must stay!"
United States
Dorothy
The price is NT$2,795
NT$5,016 total
includes taxes & fees
Jan 7 - Jan 8
The Urban Cowboy
Apartment, Private Bathroom (The Serendipity Suite) | Exterior
The Serendipity Suite

Apartment in Staunton

The Serendipity Suite
2.0 star property
10.0 out of 10, Exceptional, (6)
"Cute and tidy. Easy check in and out. Easy parking and walk to dining. EV charge is for teslas, you'll need an adapter."
United States
Jennifer
The price is NT$2,795
NT$5,016 total
includes taxes & fees
Jan 7 - Jan 8
The Serendipity Suite
House | Private kitchen
Waynesboro Home Near Wintergreen Charlottesville

Vacation Home in Waynesboro

Waynesboro Home Near Wintergreen Charlottesville
2.0 star property
The price is NT$7,933
NT$21,953 total
includes taxes & fees
Jan 7 - Jan 8
Waynesboro Home Near Wintergreen Charlottesville
Apartment, Private Bathroom (The Bons Amis Suite) | Lounge
The Bons Amis Suite

Apartment in Staunton

The Bons Amis Suite
2.0 star property
9.4 out of 10, Exceptional, (3)
"Quiet homey environment in a great location. Clean and cozy. Really appreciated the coffee and other amenities. Would definitely stay here again !"
United States
Areej
The price is NT$2,795
NT$5,016 total
includes taxes & fees
Jan 8 - Jan 9
The Bons Amis Suite
Apartment, Private Bathroom (The Shenandoah Suite) | Exterior
The Shenandoah Suite

Apartment in Staunton

The Shenandoah Suite
2.0 star property
10.0 out of 10, Exceptional, (5)
"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 NT$2,795
NT$5,016 total
includes taxes & fees
Jan 11 - Jan 12
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

English Inn of Charlottesville

English Inn of Charlottesville

10/10 Excellent
"Staff, clean rooms, lobby is inviting"
mary 2-night trip
Posted 8 hours ago
English Inn of Charlottesville

Find out more about Greenwood

Search for holiday rentals in Greenwood on Expedia! 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 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 Charlottesville Ice Park, or get out into nature at a spot like Shenandoah National Park. 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.