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Orange Holiday Apartments

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50 rentals in Orange.
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Cozy Cottage near Montpelier, holiday rental in Orange
Cozy Cottage near Montpelier, holiday rental in Orange
Cozy Cottage near Montpelier, holiday rental in Orange

Cozy Cottage near Montpelier

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Newly renovated entire guest suite in Orange County., holiday rental in Orange
Newly renovated entire guest suite in Orange County., holiday rental in Orange
Newly renovated entire guest suite in Orange County., holiday rental in Orange

Newly renovated entire guest suite in Orange County.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Luxury Accommodations for Two

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Historic Charm with a Modern Twist

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Apartment for your own use on a horse farm surrounded by open land, holiday rental in Orange
Apartment for your own use on a horse farm surrounded by open land, holiday rental in Orange
Apartment for your own use on a horse farm surrounded by open land, holiday rental in Orange

Apartment for your own use on a horse farm surrounded by open land

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Mountain View 65 Acre Private Retreat  Pool  Hot tub  Wineries Charlottesville, holiday rental in Orange
Mountain View 65 Acre Private Retreat  Pool  Hot tub  Wineries Charlottesville, holiday rental in Orange
Mountain View 65 Acre Private Retreat  Pool  Hot tub  Wineries Charlottesville, holiday rental in Orange

Mountain View 65 Acre Private Retreat Pool Hot tub Wineries Charlottesville

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 19
Match: Sleeps
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VILLA ROSA - Charming restored cottage w/ handicap amenities & 2 full baths, holiday rental in Orange
VILLA ROSA - Charming restored cottage w/ handicap amenities & 2 full baths, holiday rental in Orange
VILLA ROSA - Charming restored cottage w/ handicap amenities & 2 full baths, holiday rental in Orange

VILLA ROSA - Charming restored cottage w/ handicap amenities & 2 full baths

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Blue Ridge Mountain House Getaway!, holiday rental in Orange
Blue Ridge Mountain House Getaway!, holiday rental in Orange
Blue Ridge Mountain House Getaway!, holiday rental in Orange

Blue Ridge Mountain House Getaway!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful vacation home at Lake Anna, holiday rental in Orange
Beautiful vacation home at Lake Anna, holiday rental in Orange
Beautiful vacation home at Lake Anna, holiday rental in Orange

Beautiful vacation home at Lake Anna

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 18
Match: Sleeps
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'Pond House' - on Huge Horse Farm; Great for Young Families, holiday rental in Orange
'Pond House' - on Huge Horse Farm; Great for Young Families, holiday rental in Orange
'Pond House' - on Huge Horse Farm; Great for Young Families, holiday rental in Orange

'Pond House' - on Huge Horse Farm; Great for Young Families

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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UVA, wineries, weddings, craft breweries nearby: your Farm Stay at Wildwood, holiday rental in Orange
UVA, wineries, weddings, craft breweries nearby: your Farm Stay at Wildwood, holiday rental in Orange
UVA, wineries, weddings, craft breweries nearby: your Farm Stay at Wildwood, holiday rental in Orange

UVA, wineries, weddings, craft breweries nearby: your Farm Stay at Wildwood

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Servants' Cottage on 600 Acre Working Horse/Cattle Estate, holiday rental in Orange
Servants' Cottage on 600 Acre Working Horse/Cattle Estate, holiday rental in Orange
Servants' Cottage on 600 Acre Working Horse/Cattle Estate, holiday rental in Orange

Servants' Cottage on 600 Acre Working Horse/Cattle Estate

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Enjoy the peace and quiet at Lucky Star Farm, holiday rental in Orange
Enjoy the peace and quiet at Lucky Star Farm, holiday rental in Orange
Enjoy the peace and quiet at Lucky Star Farm, holiday rental in Orange

Enjoy the peace and quiet at Lucky Star Farm

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Shade Tree Cottage, A Southern Gem Located In The Heart Of Wine Country Near Uva, holiday rental in Orange
Shade Tree Cottage, A Southern Gem Located In The Heart Of Wine Country Near Uva, holiday rental in Orange
Shade Tree Cottage, A Southern Gem Located In The Heart Of Wine Country Near Uva, holiday rental in Orange

Shade Tree Cottage, A Southern Gem Located In The Heart Of Wine Country Near Uva

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Farmers' Landing - Secluded Private Waterfront Home at Lake Anna in Quiet Cove., holiday rental in Orange
Farmers' Landing - Secluded Private Waterfront Home at Lake Anna in Quiet Cove., holiday rental in Orange
Farmers' Landing - Secluded Private Waterfront Home at Lake Anna in Quiet Cove., holiday rental in Orange

Farmers' Landing - Secluded Private Waterfront Home at Lake Anna in Quiet Cove.

Holiday Rental House
8 bedrooms
4 bathrooms
Sleeps 20
Match: Sleeps
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Elegant Cottage on 600 Acre Horse & Cattle Farm, holiday rental in Orange
Elegant Cottage on 600 Acre Horse & Cattle Farm, holiday rental in Orange
Elegant Cottage on 600 Acre Horse & Cattle Farm, holiday rental in Orange

Elegant Cottage on 600 Acre Horse & Cattle Farm

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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The 'Little House' at Shade Tree Cottage, it's NEW and adorable! Couples retreat, holiday rental in Orange
The 'Little House' at Shade Tree Cottage, it's NEW and adorable! Couples retreat, holiday rental in Orange
The 'Little House' at Shade Tree Cottage, it's NEW and adorable! Couples retreat, holiday rental in Orange

The 'Little House' at Shade Tree Cottage, it's NEW and adorable! Couples retreat

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Log home on secluded horse & cattle farm, holiday rental in Orange
Log home on secluded horse & cattle farm, holiday rental in Orange
Log home on secluded horse & cattle farm, holiday rental in Orange

Log home on secluded horse & cattle farm

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Gordonsville: Charlottesville's Small-Town Neighbor, holiday rental in Orange
Gordonsville: Charlottesville's Small-Town Neighbor, holiday rental in Orange
Gordonsville: Charlottesville's Small-Town Neighbor, holiday rental in Orange

Gordonsville: Charlottesville's Small-Town Neighbor

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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1856 Manor House on 600-Acre Working Horse/Cattle Estate, holiday rental in Orange
1856 Manor House on 600-Acre Working Horse/Cattle Estate, holiday rental in Orange
1856 Manor House on 600-Acre Working Horse/Cattle Estate, holiday rental in Orange

1856 Manor House on 600-Acre Working Horse/Cattle Estate

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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11-acre Rustic Farm House & Cottage In Beautiful Central Virginia, holiday rental in Orange
11-acre Rustic Farm House & Cottage In Beautiful Central Virginia, holiday rental in Orange
11-acre Rustic Farm House & Cottage In Beautiful Central Virginia, holiday rental in Orange

11-acre Rustic Farm House & Cottage In Beautiful Central Virginia

Holiday Rental House
8 bedrooms
8 bathrooms
Sleeps 20
Match: Sleeps
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Escape the Pandemic! Plain Outside; Gorgeous Inside; Huge Horse/Cattle Farm, holiday rental in Orange
Escape the Pandemic! Plain Outside; Gorgeous Inside; Huge Horse/Cattle Farm, holiday rental in Orange
Escape the Pandemic! Plain Outside; Gorgeous Inside; Huge Horse/Cattle Farm, holiday rental in Orange

Escape the Pandemic! Plain Outside; Gorgeous Inside; Huge Horse/Cattle Farm

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 15
Match: Sleeps
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Ride Out the Pandemic Away from the Crowds on our 600 Acre Horse/Cattle Farm., holiday rental in Orange
Ride Out the Pandemic Away from the Crowds on our 600 Acre Horse/Cattle Farm., holiday rental in Orange
Ride Out the Pandemic Away from the Crowds on our 600 Acre Horse/Cattle Farm., holiday rental in Orange

Ride Out the Pandemic Away from the Crowds on our 600 Acre Horse/Cattle Farm.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Dog-friendly, lakefront cabin on three acres w/ lake views & two kitchens, holiday rental in Orange
Dog-friendly, lakefront cabin on three acres w/ lake views & two kitchens, holiday rental in Orange
Dog-friendly, lakefront cabin on three acres w/ lake views & two kitchens, holiday rental in Orange

Dog-friendly, lakefront cabin on three acres w/ lake views & two kitchens

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 21
Match: Sleeps
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Nature lover’s lakefront home w/ a beach, dock, fire ring, & more!, holiday rental in Orange
Nature lover’s lakefront home w/ a beach, dock, fire ring, & more!, holiday rental in Orange
Nature lover’s lakefront home w/ a beach, dock, fire ring, & more!, holiday rental in Orange

Nature lover’s lakefront home w/ a beach, dock, fire ring, & more!

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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License to Chill Waterfront home Sleeps 24, holiday rental in Orange
License to Chill Waterfront home Sleeps 24, holiday rental in Orange
License to Chill Waterfront home Sleeps 24, holiday rental in Orange

License to Chill Waterfront home Sleeps 24

Holiday Rental House
7 bedrooms
5 bathrooms
Sleeps 24
Match: Sleeps
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NEW! Pet-Friendly Farmhouse w/BBQ, 18Mi to C-Ville, holiday rental in Orange
NEW! Pet-Friendly Farmhouse w/BBQ, 18Mi to C-Ville, holiday rental in Orange
NEW! Pet-Friendly Farmhouse w/BBQ, 18Mi to C-Ville, holiday rental in Orange

NEW! Pet-Friendly Farmhouse w/BBQ, 18Mi to C-Ville

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Cabin on 1,000 Acre Resort Horse-riding 60 Acre Lake; Pools, Hot Tubs, Game Room, holiday rental in Orange
Cabin on 1,000 Acre Resort Horse-riding 60 Acre Lake; Pools, Hot Tubs, Game Room, holiday rental in Orange
Cabin on 1,000 Acre Resort Horse-riding 60 Acre Lake; Pools, Hot Tubs, Game Room, holiday rental in Orange

Cabin on 1,000 Acre Resort Horse-riding 60 Acre Lake; Pools, Hot Tubs, Game Room

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Escape the Pandemic; Social Distancing at its Best at our 600 acre horse farm., holiday rental in Orange
Escape the Pandemic; Social Distancing at its Best at our 600 acre horse farm., holiday rental in Orange
Escape the Pandemic; Social Distancing at its Best at our 600 acre horse farm., holiday rental in Orange

Escape the Pandemic; Social Distancing at its Best at our 600 acre horse farm.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Shade Tree Cottage, a southern gem!, holiday rental in Orange
Shade Tree Cottage, a southern gem!, holiday rental in Orange
Shade Tree Cottage, a southern gem!, holiday rental in Orange

Shade Tree Cottage, a southern gem!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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New listing! Two-story, lakefront, family-friendly getaway w/ a dock & beach, holiday rental in Orange
New listing! Two-story, lakefront, family-friendly getaway w/ a dock & beach, holiday rental in Orange
New listing! Two-story, lakefront, family-friendly getaway w/ a dock & beach, holiday rental in Orange

New listing! Two-story, lakefront, family-friendly getaway w/ a dock & beach

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Charming Cottage at Spotswood Lodge, holiday rental in Orange
Charming Cottage at Spotswood Lodge, holiday rental in Orange
Charming Cottage at Spotswood Lodge, holiday rental in Orange

Charming Cottage at Spotswood Lodge

Holiday Rental House
0 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Servants' Cottage on Huge Horse/Cattle Farm, holiday rental in Orange
Servants' Cottage on Huge Horse/Cattle Farm, holiday rental in Orange
Servants' Cottage on Huge Horse/Cattle Farm, holiday rental in Orange

Servants' Cottage on Huge Horse/Cattle Farm

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Pond House on Huge Horse Farm, holiday rental in Orange
Pond House on Huge Horse Farm, holiday rental in Orange
Pond House on Huge Horse Farm, holiday rental in Orange

Pond House on Huge Horse Farm

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Shenandoah Crossing 2 bdrm cabin sleeps 6 New Years Eve weekend 12/28-12/31/18, holiday rental in Orange
Shenandoah Crossing 2 bdrm cabin sleeps 6 New Years Eve weekend 12/28-12/31/18, holiday rental in Orange
Shenandoah Crossing 2 bdrm cabin sleeps 6 New Years Eve weekend 12/28-12/31/18, holiday rental in Orange

Shenandoah Crossing 2 bdrm cabin sleeps 6 New Years Eve weekend 12/28-12/31/18

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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7 Homes, One 600-Acre Farm = Perfect For Wedding/Reunion/Big Family Gathering, holiday rental in Orange
7 Homes, One 600-Acre Farm = Perfect For Wedding/Reunion/Big Family Gathering, holiday rental in Orange
7 Homes, One 600-Acre Farm = Perfect For Wedding/Reunion/Big Family Gathering, holiday rental in Orange

7 Homes, One 600-Acre Farm = Perfect For Wedding/Reunion/Big Family Gathering

Holiday Rental House
17 bedrooms
13 bathrooms
Sleeps 47
Match: Sleeps
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The Little House at Shade Tree Cottage, holiday rental in Orange
The Little House at Shade Tree Cottage, holiday rental in Orange
The Little House at Shade Tree Cottage, holiday rental in Orange

The Little House at Shade Tree Cottage

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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2 Bedroom Cabin Sleeps 6, holiday rental in Orange
2 Bedroom Cabin Sleeps 6, holiday rental in Orange
2 Bedroom Cabin Sleeps 6, holiday rental in Orange

2 Bedroom Cabin Sleeps 6

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Shenandoah Crossing Resort August 31 thru Sept 7th 2019 Cabin rental, holiday rental in Orange
Shenandoah Crossing Resort August 31 thru Sept 7th 2019 Cabin rental, holiday rental in Orange
Shenandoah Crossing Resort August 31 thru Sept 7th 2019 Cabin rental, holiday rental in Orange

Shenandoah Crossing Resort August 31 thru Sept 7th 2019 Cabin rental

Cabin Holiday Rental
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Outdoor Perfection Meets Rustic Elegance, holiday rental in Orange
Outdoor Perfection Meets Rustic Elegance, holiday rental in Orange
Outdoor Perfection Meets Rustic Elegance, holiday rental in Orange

Outdoor Perfection Meets Rustic Elegance

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Beautiful Shenandoah Crossing , holiday rental in Orange
Beautiful Shenandoah Crossing , holiday rental in Orange
Beautiful Shenandoah Crossing , holiday rental in Orange

Beautiful Shenandoah Crossing

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Shenandoah Crossing, Gordonsville, VA -746 sq. ft. 2bd/2bh Townhouse sleeps 6., holiday rental in Orange
Shenandoah Crossing, Gordonsville, VA -746 sq. ft. 2bd/2bh Townhouse sleeps 6., holiday rental in Orange
Shenandoah Crossing, Gordonsville, VA -746 sq. ft. 2bd/2bh Townhouse sleeps 6., holiday rental in Orange

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

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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2 BEDROOM CABIN SHENANDOAH CROSSING GORDENSVILLE VIRGINIA, holiday rental in Orange
2 BEDROOM CABIN SHENANDOAH CROSSING GORDENSVILLE VIRGINIA, holiday rental in Orange
2 BEDROOM CABIN SHENANDOAH CROSSING GORDENSVILLE VIRGINIA, holiday rental in Orange

2 BEDROOM CABIN SHENANDOAH CROSSING GORDENSVILLE VIRGINIA

Cabin Holiday Rental
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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2 Bedroom Cabin in the heart of the Shenandoah Valley Hot tub and Pool, holiday rental in Orange
2 Bedroom Cabin in the heart of the Shenandoah Valley Hot tub and Pool, holiday rental in Orange
2 Bedroom Cabin in the heart of the Shenandoah Valley Hot tub and Pool, holiday rental in Orange

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

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Milker's Cottage - Horses in the Bach Yard, holiday rental in Orange
Milker's Cottage - Horses in the Bach Yard, holiday rental in Orange
Milker's Cottage - Horses in the Bach Yard, holiday rental in Orange

Milker's Cottage - Horses in the Bach Yard

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Shenandoah Crossing 1 BR townhome on resort in the heart of Jefferson Country, holiday rental in Orange
Shenandoah Crossing 1 BR townhome on resort in the heart of Jefferson Country, holiday rental in Orange
Shenandoah Crossing 1 BR townhome on resort in the heart of Jefferson Country, holiday rental in Orange

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

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Blue Ridge Bungalow, holiday rental in Orange
Blue Ridge Bungalow, holiday rental in Orange
Blue Ridge Bungalow, holiday rental in Orange

Blue Ridge Bungalow

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Try glamping in a Yurt in the Shenandoah Valley, VA, holiday rental in Orange
Try glamping in a Yurt in the Shenandoah Valley, VA, holiday rental in Orange
Try glamping in a Yurt in the Shenandoah Valley, VA, holiday rental in Orange

Try glamping in a Yurt in the Shenandoah Valley, VA

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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A private lake oasis!, holiday rental in Orange
A private lake oasis!, holiday rental in Orange
A private lake oasis!, holiday rental in Orange

A private lake oasis!

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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The Beach House at LKA, Waterfront with large yard, deck, boathouse, great views, holiday rental in Orange
The Beach House at LKA, Waterfront with large yard, deck, boathouse, great views, holiday rental in Orange
The Beach House at LKA, Waterfront with large yard, deck, boathouse, great views, holiday rental in Orange

The Beach House at LKA, Waterfront with large yard, deck, boathouse, great views

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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