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Greenwood Vacation Rentals

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5 mi
50 rentals in Greenwood.
Isolated cottage with good view close to many winery and Brewers., vacation rental in Greenwood
Isolated cottage with good view close to many winery and Brewers., vacation rental in Greenwood
Isolated cottage with good view close to many winery and Brewers., vacation rental in Greenwood

Isolated cottage with good view close to many winery and Brewers.

Rental Home
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Gorgeous Farmhouse at Ramsay Estate | Amazing Blue Ridge Views, vacation rental in Greenwood
Gorgeous Farmhouse at Ramsay Estate | Amazing Blue Ridge Views, vacation rental in Greenwood
Gorgeous Farmhouse at Ramsay Estate | Amazing Blue Ridge Views, vacation rental in Greenwood

Gorgeous Farmhouse at Ramsay Estate | Amazing Blue Ridge Views

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Ramsay Estate | Carriage House w/ Mountain Views, vacation rental in Greenwood
Ramsay Estate | Carriage House w/ Mountain Views, vacation rental in Greenwood
Ramsay Estate | Carriage House w/ Mountain Views, vacation rental in Greenwood

Ramsay Estate | Carriage House w/ Mountain Views

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful Cottage at Historic Ramsay Estate with "WOW" Blue Ridge views, vacation rental in Greenwood
Beautiful Cottage at Historic Ramsay Estate with "WOW" Blue Ridge views, vacation rental in Greenwood
Beautiful Cottage at Historic Ramsay Estate with "WOW" Blue Ridge views, vacation rental in Greenwood

Beautiful Cottage at Historic Ramsay Estate with "WOW" Blue Ridge views

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Gorgeous Modern Mountain Home + Blue Ridge Views, vacation rental in Greenwood
Gorgeous Modern Mountain Home + Blue Ridge Views, vacation rental in Greenwood
Gorgeous Modern Mountain Home + Blue Ridge Views, vacation rental in Greenwood

Gorgeous Modern Mountain Home + Blue Ridge Views

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Luxury 4 Bedroom, close to the Vineyards+Hot Tub! Pets Welcome!, vacation rental in Greenwood
Luxury 4 Bedroom, close to the Vineyards+Hot Tub! Pets Welcome!, vacation rental in Greenwood
Luxury 4 Bedroom, close to the Vineyards+Hot Tub! Pets Welcome!, vacation rental in Greenwood

Luxury 4 Bedroom, close to the Vineyards+Hot Tub! Pets Welcome!

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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The following properties within 20 miles of Greenwood match all your filters:
Rockwell Ridge: The Dogwood Suite-Private Bathroom, vacation rental in Greenwood
Rockwell Ridge: The Dogwood Suite-Private Bathroom, vacation rental in Greenwood
Rockwell Ridge: The Dogwood Suite-Private Bathroom, vacation rental in Greenwood

Rockwell Ridge: The Dogwood Suite-Private Bathroom

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Stylish Carriage House Suite near downtown Crozet, vacation rental in Greenwood
Stylish Carriage House Suite near downtown Crozet, vacation rental in Greenwood
Stylish Carriage House Suite near downtown Crozet, vacation rental in Greenwood

Stylish Carriage House Suite near downtown Crozet

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Sweet Afton | Country House in Heart of VA Wine Country, vacation rental in Greenwood
Sweet Afton | Country House in Heart of VA Wine Country, vacation rental in Greenwood
Sweet Afton | Country House in Heart of VA Wine Country, vacation rental in Greenwood

Sweet Afton | Country House in Heart of VA Wine Country

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Afton Station Cottage -Beautifully Renovated Blue Ridge Scenic Historic Setting, vacation rental in Greenwood
Afton Station Cottage -Beautifully Renovated Blue Ridge Scenic Historic Setting, vacation rental in Greenwood
Afton Station Cottage -Beautifully Renovated Blue Ridge Scenic Historic Setting, vacation rental in Greenwood

Afton Station Cottage -Beautifully Renovated Blue Ridge Scenic Historic Setting

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious, vacation rental in Greenwood
Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious, vacation rental in Greenwood
Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious, vacation rental in Greenwood

Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious

Rental Home
4 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
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Rockwell Ridge: The Inn *Pet Friendly*, vacation rental in Greenwood
Rockwell Ridge: The Inn *Pet Friendly*, vacation rental in Greenwood
Rockwell Ridge: The Inn *Pet Friendly*, vacation rental in Greenwood

Rockwell Ridge: The Inn *Pet Friendly*

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Stay in Crozet Train Suite in Downtown Crozet, vacation rental in Greenwood
Stay in Crozet Train Suite in Downtown Crozet, vacation rental in Greenwood
Stay in Crozet Train Suite in Downtown Crozet, vacation rental in Greenwood

Stay in Crozet Train Suite in Downtown Crozet

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Birds and Bees Cottage, vacation rental in Greenwood
Birds and Bees Cottage, vacation rental in Greenwood
Birds and Bees Cottage, vacation rental in Greenwood

Birds and Bees Cottage

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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In the center of Nelson County's wine and beer region, 19 miles to UVA/Cville, vacation rental in Greenwood
In the center of Nelson County's wine and beer region, 19 miles to UVA/Cville, vacation rental in Greenwood
In the center of Nelson County's wine and beer region, 19 miles to UVA/Cville, vacation rental in Greenwood

In the center of Nelson County's wine and beer region, 19 miles to UVA/Cville

Rental Home
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Next Door to Veritas Vineyard Charlottesville-Afton Mountain Virginia, vacation rental in Greenwood
Next Door to Veritas Vineyard Charlottesville-Afton Mountain Virginia, vacation rental in Greenwood
Next Door to Veritas Vineyard Charlottesville-Afton Mountain Virginia, vacation rental in Greenwood

Next Door to Veritas Vineyard Charlottesville-Afton Mountain Virginia

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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High Street | Walk to Everything Crozet | Pet-Friendly, vacation rental in Greenwood
High Street | Walk to Everything Crozet | Pet-Friendly, vacation rental in Greenwood
High Street | Walk to Everything Crozet | Pet-Friendly, vacation rental in Greenwood

High Street | Walk to Everything Crozet | Pet-Friendly

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Near Wineries & C'ville this is the perfect getaway space to relax & enjoy!, vacation rental in Greenwood
Near Wineries & C'ville this is the perfect getaway space to relax & enjoy!, vacation rental in Greenwood
Near Wineries & C'ville this is the perfect getaway space to relax & enjoy!, vacation rental in Greenwood

Near Wineries & C'ville this is the perfect getaway space to relax & enjoy!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Luxury Apt Crozet | Near King Family | Mtn Views Suite 303, vacation rental in Greenwood
Luxury Apt Crozet | Near King Family | Mtn Views Suite 303, vacation rental in Greenwood
Luxury Apt Crozet | Near King Family | Mtn Views Suite 303, vacation rental in Greenwood

Luxury Apt Crozet | Near King Family | Mtn Views Suite 303

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Guesthouse, vacation rental in Greenwood
Guesthouse, vacation rental in Greenwood
Guesthouse, vacation rental in Greenwood

Guesthouse

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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CritzerShop - route 151- walk to the Brewey!, vacation rental in Greenwood
CritzerShop - route 151- walk to the Brewey!, vacation rental in Greenwood
CritzerShop - route 151- walk to the Brewey!, vacation rental in Greenwood

CritzerShop - route 151- walk to the Brewey!

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Piedmont Place 401 | Modern Apartment in Heart of Crozet | Near King Family, vacation rental in Greenwood
Piedmont Place 401 | Modern Apartment in Heart of Crozet | Near King Family, vacation rental in Greenwood
Piedmont Place 401 | Modern Apartment in Heart of Crozet | Near King Family, vacation rental in Greenwood

Piedmont Place 401 | Modern Apartment in Heart of Crozet | Near King Family

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Studio Loft Apartment In Historic Downtown Crozet - walk to everything Crozet, vacation rental in Greenwood
Studio Loft Apartment In Historic Downtown Crozet - walk to everything Crozet, vacation rental in Greenwood
Studio Loft Apartment In Historic Downtown Crozet - walk to everything Crozet, vacation rental in Greenwood

Studio Loft Apartment In Historic Downtown Crozet - walk to everything Crozet

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Mountain Retreat Nestled in the Virginia Foothills, vacation rental in Greenwood
Mountain Retreat Nestled in the Virginia Foothills, vacation rental in Greenwood
Mountain Retreat Nestled in the Virginia Foothills, vacation rental in Greenwood

Mountain Retreat Nestled in the Virginia Foothills

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Boutique 2 Bed, 2 Bath Suite 304 | Near King Family Vineyards!, vacation rental in Greenwood
Boutique 2 Bed, 2 Bath Suite 304 | Near King Family Vineyards!, vacation rental in Greenwood
Boutique 2 Bed, 2 Bath Suite 304 | Near King Family Vineyards!, vacation rental in Greenwood

Boutique 2 Bed, 2 Bath Suite 304 | Near King Family Vineyards!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Batesville Creek Cottage near Charlottesville, vacation rental in Greenwood
Batesville Creek Cottage near Charlottesville, vacation rental in Greenwood
Batesville Creek Cottage near Charlottesville, vacation rental in Greenwood

Batesville Creek Cottage near Charlottesville

Condo/Apartment
0 bedrooms
0 bathrooms
Sleeps 4
Match: Sleeps
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Studio with close proximity to the wineries and hiking, vacation rental in Greenwood
Studio with close proximity to the wineries and hiking, vacation rental in Greenwood
Studio with close proximity to the wineries and hiking, vacation rental in Greenwood

Studio with close proximity to the wineries and hiking

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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The Bungalow * Afton Mountain Retreat wine country, vacation rental in Greenwood
The Bungalow * Afton Mountain Retreat wine country, vacation rental in Greenwood
The Bungalow * Afton Mountain Retreat wine country, vacation rental in Greenwood

The Bungalow * Afton Mountain Retreat wine country

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Monticello Wine Trail Cottage - Close to Hiking!, vacation rental in Greenwood
Monticello Wine Trail Cottage - Close to Hiking!, vacation rental in Greenwood
Monticello Wine Trail Cottage - Close to Hiking!, vacation rental in Greenwood

Monticello Wine Trail Cottage - Close to Hiking!

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Renovated Studio on 5 Acres - Near Vineyards!, vacation rental in Greenwood
Renovated Studio on 5 Acres - Near Vineyards!, vacation rental in Greenwood
Renovated Studio on 5 Acres - Near Vineyards!, vacation rental in Greenwood

Renovated Studio on 5 Acres - Near Vineyards!

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Piedmont Place 402 | Modern Apartment in Heart of Crozet | Near King Family, vacation rental in Greenwood
Piedmont Place 402 | Modern Apartment in Heart of Crozet | Near King Family, vacation rental in Greenwood
Piedmont Place 402 | Modern Apartment in Heart of Crozet | Near King Family, vacation rental in Greenwood

Piedmont Place 402 | Modern Apartment in Heart of Crozet | Near King Family

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Rockwell Ridge:The Chestnut Suite-Private Bathroom, vacation rental in Greenwood
Rockwell Ridge:The Chestnut Suite-Private Bathroom, vacation rental in Greenwood
Rockwell Ridge:The Chestnut Suite-Private Bathroom, vacation rental in Greenwood

Rockwell Ridge:The Chestnut Suite-Private Bathroom

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Tiny Home Mountain Retreat In the Virginia Foothills, vacation rental in Greenwood
Tiny Home Mountain Retreat In the Virginia Foothills, vacation rental in Greenwood
Tiny Home Mountain Retreat In the Virginia Foothills, vacation rental in Greenwood

Tiny Home Mountain Retreat In the Virginia Foothills

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Hayes Branch Cottage, vacation rental in Greenwood
Hayes Branch Cottage, vacation rental in Greenwood
Hayes Branch Cottage, vacation rental in Greenwood

Hayes Branch Cottage

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Bright Crozet Apartment w/ Mountain Views!, vacation rental in Greenwood
Bright Crozet Apartment w/ Mountain Views!, vacation rental in Greenwood
Bright Crozet Apartment w/ Mountain Views!, vacation rental in Greenwood

Bright Crozet Apartment w/ Mountain Views!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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The Sanctuary, vacation rental in Greenwood
The Sanctuary, vacation rental in Greenwood
The Sanctuary, vacation rental in Greenwood

The Sanctuary

Rental Home
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Modern Apartment Heart of Crozet | Near King Family Vineyards | Mtn Views 302, vacation rental in Greenwood
Modern Apartment Heart of Crozet | Near King Family Vineyards | Mtn Views 302, vacation rental in Greenwood
Modern Apartment Heart of Crozet | Near King Family Vineyards | Mtn Views 302, vacation rental in Greenwood

Modern Apartment Heart of Crozet | Near King Family Vineyards | Mtn Views 302

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Modern Apartment Heart of Crozet Suite 301 | Near King Family Vineyards | Mtn, vacation rental in Greenwood
Modern Apartment Heart of Crozet Suite 301 | Near King Family Vineyards | Mtn, vacation rental in Greenwood
Modern Apartment Heart of Crozet Suite 301 | Near King Family Vineyards | Mtn, vacation rental in Greenwood

Modern Apartment Heart of Crozet Suite 301 | Near King Family Vineyards | Mtn

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Newly Renovated Crozet Home, vacation rental in Greenwood
Newly Renovated Crozet Home, vacation rental in Greenwood
Newly Renovated Crozet Home, vacation rental in Greenwood

Newly Renovated Crozet Home

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Carter Street | Walkable Crozet | Pet-friendly, vacation rental in Greenwood
Carter Street | Walkable Crozet | Pet-friendly, vacation rental in Greenwood
Carter Street | Walkable Crozet | Pet-friendly, vacation rental in Greenwood

Carter Street | Walkable Crozet | Pet-friendly

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Mountain view home in Shenandoah Wine Country., vacation rental in Greenwood
Mountain view home in Shenandoah Wine Country., vacation rental in Greenwood
Mountain view home in Shenandoah Wine Country., vacation rental in Greenwood

Mountain view home in Shenandoah Wine Country.

Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Entire Mid-Century Modern Farmhouse-Style Cottage hosted by Heather, vacation rental in Greenwood
Entire Mid-Century Modern Farmhouse-Style Cottage hosted by Heather, vacation rental in Greenwood
Entire Mid-Century Modern Farmhouse-Style Cottage hosted by Heather, vacation rental in Greenwood

Entire Mid-Century Modern Farmhouse-Style Cottage hosted by Heather

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Gracious Elegance in Downtown, vacation rental in Greenwood
Gracious Elegance in Downtown, vacation rental in Greenwood
Gracious Elegance in Downtown, vacation rental in Greenwood

Gracious Elegance in Downtown

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Winery, Breweries hiking w/ hot tub & firepit, vacation rental in Greenwood
Winery, Breweries hiking w/ hot tub & firepit, vacation rental in Greenwood
Winery, Breweries hiking w/ hot tub & firepit, vacation rental in Greenwood

Winery, Breweries hiking w/ hot tub & firepit

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Home in Crozet! Extended Stays Welcome! Nearby Vineyards!, vacation rental in Greenwood
Beautiful Home in Crozet! Extended Stays Welcome! Nearby Vineyards!, vacation rental in Greenwood
Beautiful Home in Crozet! Extended Stays Welcome! Nearby Vineyards!, vacation rental in Greenwood

Beautiful Home in Crozet! Extended Stays Welcome! Nearby Vineyards!

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Clonmel Acres: Private Pond + Hot Tub + Mtn Views, vacation rental in Greenwood
Clonmel Acres: Private Pond + Hot Tub + Mtn Views, vacation rental in Greenwood
Clonmel Acres: Private Pond + Hot Tub + Mtn Views, vacation rental in Greenwood

Clonmel Acres: Private Pond + Hot Tub + Mtn Views

Rental Home
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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A Must Stay Estate Located by Numerous Wineries & Breweries in Afton, Va, vacation rental in Greenwood
A Must Stay Estate Located by Numerous Wineries & Breweries in Afton, Va, vacation rental in Greenwood
A Must Stay Estate Located by Numerous Wineries & Breweries in Afton, Va, vacation rental in Greenwood

A Must Stay Estate Located by Numerous Wineries & Breweries in Afton, Va

Rental Home
5 bedrooms
5 bathrooms
Sleeps 13
Match: Sleeps
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NEW Modern barnhouse w/heated pool, views & 21 acres - close to UVA & Vineyards!, vacation rental in Greenwood
NEW Modern barnhouse w/heated pool, views & 21 acres - close to UVA & Vineyards!, vacation rental in Greenwood
NEW Modern barnhouse w/heated pool, views & 21 acres - close to UVA & Vineyards!, vacation rental in Greenwood

NEW Modern barnhouse w/heated pool, views & 21 acres - close to UVA & Vineyards!

Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Estate in Blue Ridge Foothills - 20 min to Charlottesville, vacation rental in Greenwood
Estate in Blue Ridge Foothills - 20 min to Charlottesville, vacation rental in Greenwood
Estate in Blue Ridge Foothills - 20 min to Charlottesville, vacation rental in Greenwood

Estate in Blue Ridge Foothills - 20 min to Charlottesville

Rental Home
5 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps
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Maren Estate (Mountain Estate 20 min to UVA), vacation rental in Greenwood
Maren Estate (Mountain Estate 20 min to UVA), vacation rental in Greenwood
Maren Estate (Mountain Estate 20 min to UVA), vacation rental in Greenwood

Maren Estate (Mountain Estate 20 min to UVA)

Rental Home
6 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps
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Frequently Asked Questions about Greenwood