Gordonsville, Virginia

Vacation Rentals in Gordonsville, Virginia

Discover 59 vacation rental properties in Gordonsville. From 1 to 8 bedrooms. Average $229/night. 100% have pools.

59 verified listings Book securely on VRBO Prices updated March 2026

59 properties available

18th Century Charming Bungalow on a historic estate # 127 & pool & wifi & grill

18th Century Charming Bungalow on a historic estate # 127 & pool & wifi & grill

1 bed 1 bath
PoolA/CWiFiBalcony
$133/night
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Historic, Quaint Bungalow # 157 by Cville & pool &wifi & outdoor fire pit/grill

Historic, Quaint Bungalow # 157 by Cville & pool &wifi & outdoor fire pit/grill

3 beds 1 bath
PoolA/CWiFiBalcony
$133/night
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Servants' Cottage on 600 Acre Working Horse/Cattle Estate

Servants' Cottage on 600 Acre Working Horse/Cattle Estate

1 bath
PoolA/CWiFiBalcony
$151/night
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Cozy 2 bedroom on Main St in Gordonsville

Cozy 2 bedroom on Main St in Gordonsville

2 beds 1 bath
PoolA/CWiFiBalcony
$199/night
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Country Cottage with Modern Amenities

Country Cottage with Modern Amenities

2 beds 1 bath
PoolA/CWiFiBalcony
$196/night
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1700"s Summer Kitchen Cottage # 147 & pool& wifi & outdoor fire pit & grill

1700"s Summer Kitchen Cottage # 147 & pool& wifi & outdoor fire pit & grill

1 bed 1 bath
PoolA/CWiFiBalcony
$133/night
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“The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.

“The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.

1 bed 1 bath
PoolA/CWiFiBalcony
$213/night
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Elegant Cottage on 600 Acre Horse & Livestock Farm

Elegant Cottage on 600 Acre Horse & Livestock Farm

2 beds 2 baths
PoolA/CWiFiBalcony
$229/night
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Cottage and working farm in heart of Virginia wine country near UVA & Woodberry

Cottage and working farm in heart of Virginia wine country near UVA & Woodberry

3 beds 2 baths
PoolA/CWiFiBalcony
$319/night
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Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.

Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.

1 bed 1 bath
PoolA/CWiFiBalcony
$161/night
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A Charming Estate Cottage at Grelen's Spotswood Lodge in Central VA

A Charming Estate Cottage at Grelen's Spotswood Lodge in Central VA

3 beds 3 baths
PoolA/CWiFiBalcony
$377/night
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Shenandoah Crossing™ - Gordonsville - 2 Bedroom 1 Bath Resort Cabin

Shenandoah Crossing™ - Gordonsville - 2 Bedroom 1 Bath Resort Cabin

2 beds 1 bath
PoolA/CWiFiBalcony
$177/night
View Details → Book on VRBO
Shenandoah Crossing™ - 2 Bedroom Resort Cabin

Shenandoah Crossing™ - 2 Bedroom Resort Cabin

2 beds 1 bath
PoolA/CWiFiBalcony
$177/night
View Details → Book on VRBO
Historic Charm with a Modern Twist at Grelen's Spotswood Lodge in Central VA

Historic Charm with a Modern Twist at Grelen's Spotswood Lodge in Central VA

8 beds 7 baths
PoolA/CWiFiBalcony
$904/night
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Sumptuous Shenandoah Crossing, 2 Bedroom Resort Cabin, Just A Mile To Your Favorite Destinations

Sumptuous Shenandoah Crossing, 2 Bedroom Resort Cabin, Just A Mile To Your Favorite Destinations

2 beds 1 bath
PoolA/CWiFiBalcony
$177/night
View Details → Book on VRBO
Shenandoah Crossing™ - Gordonsville- 2 Bedroom Resort Cabin

Shenandoah Crossing™ - Gordonsville- 2 Bedroom Resort Cabin

2 beds 1 bath
PoolA/CWiFiBalcony
$177/night
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Shenandoah Crossing, Gordonsville, Virginia, 2 Bedroom Resort Cabin

Shenandoah Crossing, Gordonsville, Virginia, 2 Bedroom Resort Cabin

2 beds 1 bath
PoolA/CWiFiBalcony
$177/night
View Details → Book on VRBO
Shenandoah Crossing™ - 2 Bedroom Cabin

Shenandoah Crossing™ - 2 Bedroom Cabin

2 beds 1 bath
PoolA/CWiFiBalcony
$177/night
View Details → Book on VRBO
Enjoy 1000 acres of rolling hillside on this equestrian themed resort 1BD condo

Enjoy 1000 acres of rolling hillside on this equestrian themed resort 1BD condo

1 bed 1 bath
PoolA/CWiFiBalcony
$202/night
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2 bedroom Yurt

2 bedroom Yurt

2 beds 1 bath
PoolA/CWiFiBalcony
$211/night
View Details → Book on VRBO
Sumptuous Shenandoah Crossing, 2 Bedroom Resort Cabin, Just A Mile To Your Favorite Destinations

Sumptuous Shenandoah Crossing, 2 Bedroom Resort Cabin, Just A Mile To Your Favorite Destinations

2 beds 1 bath
PoolA/CWiFiBalcony
$177/night
View Details → Book on VRBO
Shenandoah Crossing™ - 2 Bedroom 1 Bath Deluxe Cabin

Shenandoah Crossing™ - 2 Bedroom 1 Bath Deluxe Cabin

2 beds 1 bath
PoolA/CWiFiBalcony
$177/night
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Shenandoah Crossing™ - 2 Bedroom Resort Cabin

Shenandoah Crossing™ - 2 Bedroom Resort Cabin

2 beds 1 bath
PoolA/CWiFiBalcony
$177/night
View Details → Book on VRBO
Stunning Shenandoah Crossing, 2 Bedroom Resort Cabin, Just A Mile To Your Favorite Destinations

Stunning Shenandoah Crossing, 2 Bedroom Resort Cabin, Just A Mile To Your Favorite Destinations

2 beds 1 bath
PoolA/CWiFiBalcony
$177/night
View Details → Book on VRBO
Shenandoah Crossing, Gordonsville, Virginia, 2 Bedroom Resort Cabin

Shenandoah Crossing, Gordonsville, Virginia, 2 Bedroom Resort Cabin

2 beds 1 bath
PoolA/CWiFiBalcony
$177/night
View Details → Book on VRBO
Commodious Shenandoah Crossing, 2 Bedroom Resort Cabin

Commodious Shenandoah Crossing, 2 Bedroom Resort Cabin

2 beds 1 bath
PoolA/CWiFiBalcony
$177/night
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Sumptuous Shenandoah Crossing, 2 Bedroom Resort Cabin, Just A Mile To Your Favorite Destinations

Sumptuous Shenandoah Crossing, 2 Bedroom Resort Cabin, Just A Mile To Your Favorite Destinations

2 beds 1 bath
PoolA/CWiFiBalcony
$177/night
View Details → Book on VRBO
Luxurious Shenandoah Crossing, 2 Bedroom Resort Cabin

Luxurious Shenandoah Crossing, 2 Bedroom Resort Cabin

2 beds 1 bath
PoolA/CWiFiBalcony
$177/night
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Luxurious Shenandoah Crossing, 2 Bedroom Resort Cabin

Luxurious Shenandoah Crossing, 2 Bedroom Resort Cabin

2 beds 1 bath
PoolA/CWiFiBalcony
$177/night
View Details → Book on VRBO
Shenandoah Crossing™ - 2 Bedroom Resort Cabin

Shenandoah Crossing™ - 2 Bedroom Resort Cabin

2 beds 1 bath
PoolA/CWiFiBalcony
$177/night
View Details → Book on VRBO
Shenandoah Crossing, Gordonsville, Virginia, 2 Bedroom Resort Cabin

Shenandoah Crossing, Gordonsville, Virginia, 2 Bedroom Resort Cabin

2 beds 1 bath
PoolA/CWiFiBalcony
$177/night
View Details → Book on VRBO
Shenandoah Crossing™ - 2 Bedroom Cabin

Shenandoah Crossing™ - 2 Bedroom Cabin

2 beds 1 bath
PoolA/CWiFiBalcony
$177/night
View Details → Book on VRBO
Shenandoah Crossing™ - Spacious 1 Bedroom Yurt

Shenandoah Crossing™ - Spacious 1 Bedroom Yurt

1 bed 1 bath
PoolA/CWiFiBalcony
$196/night
View Details → Book on VRBO
1,000 Acre Resort Horseback Riding 60 Acre Lake; Pools, whirlpool, games room

1,000 Acre Resort Horseback Riding 60 Acre Lake; Pools, whirlpool, games room

2 beds 1 bath
PoolA/CWiFiBalcony
$314/night
View Details → Book on VRBO
Shenandoah Crossing Resort with acres of wilderness

Shenandoah Crossing Resort with acres of wilderness

2 beds 1 bath
PoolA/CWiFiBalcony
$272/night
View Details → Book on VRBO
Charming Cottage in the Heart of Gordonsville

Charming Cottage in the Heart of Gordonsville

2 beds 1 bath
PoolA/CWiFiBalcony
$196/night
View Details → Book on VRBO
Shenandoah Crossing Resort - 2 Bedroom Fully Furnished Cabin

Shenandoah Crossing Resort - 2 Bedroom Fully Furnished Cabin

2 beds 1 bath
PoolA/CWiFiBalcony
$100/night
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Shenandoah Crossing Resort with acres of wilderness

Shenandoah Crossing Resort with acres of wilderness

3 beds 2 baths
PoolA/CWiFiBalcony
$415/night
View Details → Book on VRBO
2 Bedroom Cabin in the heart of the Shenandoah Valley Hot tub and Pool

2 Bedroom Cabin in the heart of the Shenandoah Valley Hot tub and Pool

2 beds 1 bath
PoolA/CWiFiBalcony
$151/night
View Details → Book on VRBO
Shenandoah Crossing, Gordonsville, VA -746 sq. ft. 2bd/2bh Townhouse sleeps 6.

Shenandoah Crossing, Gordonsville, VA -746 sq. ft. 2bd/2bh Townhouse sleeps 6.

2 beds 2 baths
PoolA/CWiFiBalcony
$175/night
View Details → Book on VRBO
Cabin on 1,000 Acre Resort Horse-riding Huge Lake; Pools, Hot Tub,Games Kitchen

Cabin on 1,000 Acre Resort Horse-riding Huge Lake; Pools, Hot Tub,Games Kitchen

2 beds 1 bath
PoolA/CWiFiBalcony
$212/night
View Details → Book on VRBO
Shenandoah Crossing Resort with acres of wilderness

Shenandoah Crossing Resort with acres of wilderness

2 beds 1 bath
PoolA/CWiFiBalcony
$284/night
View Details → Book on VRBO
Three Bedroom Condo, Shenandoah Crossing 11111

Three Bedroom Condo, Shenandoah Crossing 11111

3 beds 2 baths
PoolA/CWiFiBalcony
$180/night
View Details → Book on VRBO
Shenandoah Crossing 1 BR townhome on resort in the heart of Jefferson Country

Shenandoah Crossing 1 BR townhome on resort in the heart of Jefferson Country

1 bed 1 bath
PoolA/CWiFiBalcony
$141/night
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2BR Yurt Shenandoah Xing Resort w/Amenities

2BR Yurt Shenandoah Xing Resort w/Amenities

2 beds 1 bath
PoolA/CWiFiBalcony
$281/night
View Details → Book on VRBO
Shenandoah Crossing™ - 2 Bedroom 1 Bath Yurt

Shenandoah Crossing™ - 2 Bedroom 1 Bath Yurt

2 beds 1 bath
PoolA/CWiFiBalcony
$215/night
View Details → Book on VRBO
Shenandoah Crossing™ - 1 Bedroom 1 Bath Yurt

Shenandoah Crossing™ - 1 Bedroom 1 Bath Yurt

1 bed 1 bath
PoolA/CWiFiBalcony
$213/night
View Details → Book on VRBO
Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.

Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.

3 beds 2 baths
PoolA/CWiFiBalcony
$221/night
View Details → Book on VRBO

Showing 48 of 59 properties

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