Vacation Rentals & House Rentals in Greenwood

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Air conditioning
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Climbing frame
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Private fishing lake or river
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Pets
Pets allowed
Parking
Car not required

Children under 5
Smoking allowed
Non-Smoking property
Smoking - Ask
Elevator access
Wheelchair adapted
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Secure parking

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City breaks
Skiing – property near ski resort
Walking trips
Tennis in town

Water sports
Horse riding
Fishing
Golf within 30mins drive
Mountain Views
Waterfront

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23 Houses

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Paradise Mountain Estate

Greenwood apartment

1 bedroom
1 bathroom

sleeps 4

Match: Air conditioning

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Price per night from

$276

Great rentals within 20 miles that match your search

Maren Estate (Mountain Estate 20 min to UVA)

Afton house

6 bedrooms
7 bathrooms

sleeps 14

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Price per night from

$1,955

Avon House in Historic Downtown near the mall, UVA, restaurants & free trolley

Charlottesville house

4 bedrooms
2 bathrooms

sleeps 10

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Price per night from

$1,265

1223-27 Park Street

Charlottesville house

3 bedrooms
2 bathrooms

sleeps 8

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Price per night from

$713

The Cottage at Still Pond Farm

Stanardsville cottage

4 bedrooms
2 bathrooms

sleeps 8

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Price per night from

$344

La Maison des Ours

Earlysville house

3 bedrooms
2 bathrooms

sleeps 5

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Price per night from

$317

Breathtaking luxury rental

Wintergreen house

5 bedrooms
5 bathrooms

sleeps 10

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Price per night from

$3,219

Cozy Condo in Wintergreen Resort Just 3 Minutes Walk To Slopes Restaurants

Wintergreen condo

1 bedroom
1 bathroom

sleeps 4

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Price per night from

$110

July Available: Luxury Mountain House on Golf Course w/ Resort Membership

Wintergreen house

3 bedrooms
4 bathrooms

sleeps 8

“Mountain Resort in Va” Cozy ski getaway or family retreat. Soaring wood ceilings and stone fireplace; huge windows. Lovely views of lush green lawn and several tall trees. Peaceful and quiet. Huge kitchen and dining area, full amenites, and very clean. You will love it! It is also perfect for 2-3 couples with 3 1/2 baths and 3 private bedrooms. The master suite is gorgeous!

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Price per night from

$340

2BR Walkout Condo Private and Cozy!

Wintergreen apartment

2 bedrooms
2 bathrooms

sleeps 5

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Price per night from

$138

Arbor House basement for the VA Film Fest in Nov.

Charlottesville house

3 bedrooms
2 bathrooms

sleeps 5

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Price per night from

$196

The Lodge in Sugar Hollow

Crozet house

4 bedrooms
5 bathrooms

sleeps 10

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Price per night from

$460

Big bronze house in Waynesboro

Waynesboro house

4 bedrooms
2 bathrooms

sleeps 8

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Price per night from

$225

Touchstone Manor

Dyke manor house

7 bedrooms
9 bathrooms

sleeps 14

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Price per night from

$1,610

The Blue Ridge Blue Lllama | Minutes to 151 | Pets OK | Hikes, Brews and Wine

Nellysford house

3 bedrooms
3 bathrooms

sleeps 10

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Price per night from

$265

Cozy Wintergreen Mountain Condo - King bed/dog friendly

Wintergreen condo

1 bedroom
1 bathroom

sleeps 4

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Price per night from

$144

Fully Furnished, Countryside Apt. near UVA; 2 Kings or King+2 Twins

Charlottesville apartment

2 bedrooms
1 bathroom

sleeps 6

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Price per night from

$248

Charlottesville, 1830's Row-house 1 Block from Downtown Pedestrian Mall

Charlottesville house

4 bedrooms
1 bathroom

sleeps 9

Responds fast! avg. 28 minutes

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Price per night from

$689

Enjoy Mountain Living at the Woolly Bull Château

Roseland house

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$206

The Recycled House - Walk Downtown

Charlottesville house

1 bedroom
2 bathrooms

sleeps 6

“Great Visit!” My friends and I stayed here for a UVa football game and this place was perfect! Debra was very warm and welcoming. We are already planning out next trip!

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Price per night from

$317

Howl at the Moon Farm and Cabin

Charlottesville log cabin

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$287

Cozy cabin, perfect for couples or the single traveler!

Schuyler house

1 bedroom
1 bathroom

sleeps 2

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Price per night from

$173

Spacious house located in Shenandoah Valley

Waynesboro house

4 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$104

Also consider

Virginia Beach 223 properties
Chincoteague Island 96 properties
Williamsburg 91 properties
Arlington 53 properties
Luray 50 properties
Alexandria 44 properties
Fairfax County 26 properties
Massanutten 24 properties
Hampton 23 properties
Norfolk 17 properties
Charlottesville 13 properties
Syria 15 properties
Richmond 14 properties
Stanley 14 properties
Rileyville 14 properties
Loudoun County 13 properties
Lexington 12 properties
Prince William County 9 properties
Moneta 8 properties
Jefferson Manor 7 properties
Lightfoot 7 properties
Abingdon 7 properties
Fancy Gap 7 properties
Newport News 7 properties
Shenandoah 6 properties
Keswick 6 properties
Gordonsville 6 properties
Lynchburg 5 properties
Roanoke 5 properties
Wintergreen 5 properties
McGaheysville 5 properties

Greenwood Rentals

Per night

23 Houses

Paradise Mountain Estate

Maren Estate (Mountain Estate 20 min to UVA)

Avon House in Historic Downtown near the mall, UVA, restaurants & free trolley

1223-27 Park Street

The Cottage at Still Pond Farm

La Maison des Ours

Breathtaking luxury rental

Cozy Condo in Wintergreen Resort Just 3 Minutes Walk To Slopes Restaurants

July Available: Luxury Mountain House on Golf Course w/ Resort Membership

2BR Walkout Condo Private and Cozy!

Arbor House basement for the VA Film Fest in Nov.

The Lodge in Sugar Hollow

Big bronze house in Waynesboro

Touchstone Manor

The Blue Ridge Blue Lllama | Minutes to 151 | Pets OK | Hikes, Brews and Wine

Cozy Wintergreen Mountain Condo - King bed/dog friendly

Fully Furnished, Countryside Apt. near UVA; 2 Kings or King+2 Twins

Charlottesville, 1830's Row-house 1 Block from Downtown Pedestrian Mall

Enjoy Mountain Living at the Woolly Bull Château

The Recycled House - Walk Downtown

Howl at the Moon Farm and Cabin

Cozy cabin, perfect for couples or the single traveler!

Spacious house located in Shenandoah Valley

Viewing 23 of 23
rentals in Greenwood

Also consider

Greenwood Rentals

Per night

23 Houses

Viewing 23 of 23rentals in Greenwood

Also consider

Viewing 23 of 23
rentals in Greenwood