A green barn with white trim, a wooden fence, and a large tree in the background.

Holiday Rentals in Orange County

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Our top choices for Orange County holiday rentals

Property grounds

Servants' Cottage on 600 Acre Working Horse/Cattle Estate

Servants' Cottage on 600 Acre Working Horse/Cattle Estate
Gordonsville
9.8 out of 10, Exceptional, (142 reviews)
"Loved the privacy we felt the whole time we were there"
United States
Erica S.
The price is €181
includes taxes & fees
20 Jul - 21 Jul
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
Property grounds

Newly renovated entire guest suite in Orange County.

Newly renovated entire guest suite in Orange County.
Orange
9.8 out of 10, Exceptional, (45 reviews)
"Wonderful rental! Host very friendly! "
United States
Anonymous traveller
The price is €148
includes taxes & fees
16 Jul - 17 Jul
Newly renovated entire guest suite in Orange County.
Fridge, microwave, oven, stovetop

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

Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.
Gordonsville
9.8 out of 10, Exceptional, (44 reviews)
"Beautiful property and family friendly."
United States
Tracy
The price is €175
includes taxes & fees
20 Jul - 21 Jul
Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.
Property grounds

Elegant Cottage on 600 Acre Horse & Livestock Farm

Elegant Cottage on 600 Acre Horse & Livestock Farm
Gordonsville
9.8 out of 10, Exceptional, (158 reviews)
"So beautiful very relaxing highly recommend "
United States
John Wright S.
The price is €259
includes taxes & fees
16 Jul - 17 Jul
Elegant Cottage on 600 Acre Horse & Livestock Farm
Exterior

Romantic A-Frame for 2 w/ Hot Tub + Fire Pit

Romantic A-Frame for 2 w/ Hot Tub + Fire Pit
Unionville
The price is €242
includes taxes & fees
28 Jul - 29 Jul
Romantic A-Frame for 2 w/ Hot Tub + Fire Pit
Exterior

'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.

'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
Gordonsville
9.8 out of 10, Exceptional, (88 reviews)
"Location stood out.4th time at the Pond House."
United States
Jeff C.
The price is €270
includes taxes & fees
20 Jul - 21 Jul
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
Fridge, microwave, oven, stovetop

Pre-Civil War Servants' Cottage on Huge Horse and Cattle Farm near Charlottesville, Virginia

Pre-Civil War Servants' Cottage on Huge Horse and Cattle Farm near Charlottesville, Virginia
Gordonsville
The price is €180
includes taxes & fees
20 Jul - 21 Jul
Pre-Civil War Servants' Cottage on Huge Horse and Cattle Farm near Charlottesville, Virginia
Exterior

Charming 3-Bed Cottage on Main Street in Historic Gordonsville

Charming 3-Bed Cottage on Main Street in Historic Gordonsville
Gordonsville
10.0 out of 10, Exceptional, (15 reviews)
"Wonderful home, great location. "
United States
Jeanna S.
The price is €299
includes taxes & fees
19 Jul - 20 Jul
Charming 3-Bed Cottage on Main Street in Historic Gordonsville
Smart TV, fireplace, table football, ping pong

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.
Gordonsville
9.4 out of 10, Exceptional, (38 reviews)
"Very easy Checkin and lots of outdoor space"
United States
Bryan T.
The price is €238
includes taxes & fees
20 Jul - 21 Jul
Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.
Terrace/patio

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

“The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.
Gordonsville
10.0 out of 10, Exceptional, (34 reviews)
"Tracy was very welcoming and friendly. The accommodation was great."
United States
Linda N.
The price is €315
includes taxes & fees
31 Jul - 1 Aug
“The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.
Terrace/patio

Private luxury dome with hot tub & fire pit.

Private luxury dome with hot tub & fire pit.
Unionville
The price is €316
includes taxes & fees
28 Jul - 29 Jul
Private luxury dome with hot tub & fire pit.
TV, books

The Pembroke Room in the historic Holladay House

The Pembroke Room in the historic Holladay House
Orange
9.0 out of 10, Wonderful, (2 reviews)
"I have previously stayed at this location when it was operated as a bed and breakfast, this time it is only a lodging spot with complimentary drinks which was conveyed in the listing. The home is lovely and easily located in Orange, with quick access to many historical areas. While the Fenton is listed as having a bathroom, which it does, it is a tiny water closet at best. There is no standard size mirror or sink, the shower is also quite small. Overall, our stay was fine, but I did not like the...
United States
Angie A.
The price is €259
includes taxes & fees
14 Aug - 15 Aug
The Pembroke Room in the historic Holladay House
Interior

Lakefront Access - Hour from DC - Kayaks Provided

Lakefront Access - Hour from DC - Kayaks Provided
Locust Grove
The price is €457
includes taxes & fees
16 Jul - 17 Jul
Lakefront Access - Hour from DC - Kayaks Provided
Property grounds

The Blenheim Suite in historic Holladay House

The Blenheim Suite in historic Holladay House
Orange
10.0 out of 10, Exceptional, (5 reviews)
"Had a weekend visit and location worked very well. Enjoyed my visit."
United States
Merrie Mac S.
The price is €310
includes taxes & fees
14 Aug - 15 Aug
The Blenheim Suite in historic Holladay House
Smart TV, fireplace, DVD player, table football

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

Escape the City! Plain Outside; Gorgeous Inside; Huge Horse/Cattle Farm
Gordonsville
9.6 out of 10, Exceptional, (34 reviews)
"Had a wonderful time and highly recommend staying. "
United States
Kathy M.
The price is €431
includes taxes & fees
20 Jul - 21 Jul
Escape the City! Plain Outside; Gorgeous Inside; Huge Horse/Cattle Farm
Coffee/tea maker, fridge, microwave, oven

Spacious Modular Rental on Huge Horse and Cattle Farm near Charlottesville, Virginia

Spacious Modular Rental on Huge Horse and Cattle Farm near Charlottesville, Virginia
Gordonsville
The price is €468
includes taxes & fees
27 Jul - 28 Jul
Spacious Modular Rental on Huge Horse and Cattle Farm near Charlottesville, Virginia
Exterior

Charming Cottage Overlooking Gorgeous Citation Bass and Bream Pond near Charlottesville

Charming Cottage Overlooking Gorgeous Citation Bass and Bream Pond near Charlottesville
Gordonsville
The price is €253
includes taxes & fees
27 Jul - 28 Jul
Charming Cottage Overlooking Gorgeous Citation Bass and Bream Pond near Charlottesville
Outdoor dining

Classic Cottage Rental on Huge Horse and Cattle Farm near Charlottesville

Classic Cottage Rental on Huge Horse and Cattle Farm near Charlottesville
Gordonsville
The price is €258
includes taxes & fees
16 Jul - 17 Jul
Classic Cottage Rental on Huge Horse and Cattle Farm near Charlottesville
Exterior detail

1856 Manor Vacation Rental on Huge Horse and Cattle Farm near Charlottesville, Virginia

1856 Manor Vacation Rental on Huge Horse and Cattle Farm near Charlottesville, Virginia
Gordonsville
The price is €544
includes taxes & fees
27 Jul - 28 Jul
1856 Manor Vacation Rental on Huge Horse and Cattle Farm near Charlottesville, Virginia
Exterior

Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park

Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park
Etlan
9.6 out of 10, Exceptional, (17 reviews)
"Great host. Super clean. Excellent driving directions and walking info to get to the cabin. Awesome solution for people who love camping"
United States
Patrick
The price is €102
includes taxes & fees
19 Jul - 20 Jul
Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park
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 Orange County Hotel Reviews

English Inn of Charlottesville

English Inn of Charlottesville

10/10 Excellent
"100% satisfying! Thank you! Oh"
Debra 2-night trip
Posted 3 hours ago
English Inn of Charlottesville

Find out more about Orange County

Holiday Homes in Orange County

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