An ancient stone archway with intricate carvings and columns, surrounded by trees and a clear blue sky.

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Our top choices for Orange holiday homes

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)
"The stay was great. Very close to all the nearby attractions and 30 minutes to skyline drive"
United States
vishal k.
Newly renovated entire guest suite in Orange County.

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 HK$1,529
HK$2,248 total
includes taxes & fees
21 Jul - 22 Jul
The Pembroke Room in the historic Holladay House

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, (45 reviews)
"Beautiful property and family friendly."
United States
Tracy
The price is HK$1,254
HK$1,523 total
includes taxes & fees
21 Jul - 22 Jul
Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.

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 HK$1,725
HK$2,086 total
includes taxes & fees
21 Jul - 22 Jul
Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.

Historic Madison Eagle Inn

Historic Madison Eagle Inn
Madison
10.0 out of 10, Exceptional, (18 reviews)
"Host was communicative with easy check in instructions. Loved the location in relation to a local brewery and winery. The bakery and breakfast restaurant on the Main Street were fantastic as easy to walk to. "
United States
Sophie
The price is HK$1,090
HK$1,977 total
includes taxes & fees
27 Jul - 28 Jul
Historic Madison Eagle Inn

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 HK$1,454
HK$2,687 total
includes taxes & fees
22 Jul - 23 Jul
Charming 3-Bed Cottage on Main Street in Historic Gordonsville

Charming 4-bedroom house in Madison centrally located!

Charming 4-bedroom house in Madison centrally located!
Madison
10.0 out of 10, Exceptional, (3 reviews)
"Our stay was excellent. The host was responsive to every need. The house was beautiful. The view from the front window is beautiful!! The bathtub and shower in the main bathroom is luxurious!! We would be willing to stay there again."
United States
Lori K.
The price is HK$1,333
HK$2,958 total
includes taxes & fees
28 Jul - 29 Jul
Charming 4-bedroom house in Madison centrally located!

Private luxury dome with hot tub & fire pit.

Private luxury dome with hot tub & fire pit.
Unionville
The price is HK$1,616
HK$2,747 total
includes taxes & fees
21 Jul - 22 Jul
Private luxury dome with hot tub & fire pit.

Barn Apartment on Farm Near Old Rag and Shenandoah National Park

Barn Apartment on Farm Near Old Rag and Shenandoah National Park
Etlan
10.0 out of 10, Exceptional, (22 reviews)
"Fantastic place, so relaxing and beautiful. Host was responsive and extremely helpful. "
United States
Mack
The price is HK$996
HK$1,571 total
includes taxes & fees
22 Jul - 23 Jul
Barn Apartment on Farm Near Old Rag and Shenandoah National Park

Family Getaway; Skiing, Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+

Family Getaway; Skiing, Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+
Stanardsville
10.0 out of 10, Exceptional, (27 reviews)
"The property is perfect for a weekend getaway for a couple of a small family with kids. I really enjoyed my stay and would recommend it."
United States
Ronald
The price is HK$980
HK$1,768 total
includes taxes & fees
26 Jul - 27 Jul
Family Getaway; Skiing, Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+

The House in the Holla at the foot of Shenandoah National Park

The House in the Holla at the foot of Shenandoah National Park
Stanardsville
9.8 out of 10, Exceptional, (91 reviews)
"Great location and cute house! Loved the stream along the property."
United States
McGowan B.
The price is HK$1,019
HK$2,061 total
includes taxes & fees
2 Aug - 3 Aug
The House in the Holla at the foot of Shenandoah National Park

RiverFront Country Home with Blue Mountain Views

RiverFront Country Home with Blue Mountain Views
Free Union
9.8 out of 10, Exceptional, (33 reviews)
"Enjoyed our stay."
United States
Katrecia B.
The price is HK$826
HK$1,504 total
includes taxes & fees
27 Jul - 28 Jul
RiverFront Country Home with Blue Mountain Views

The Ranch at Wine Country - Complimentary Bottle!

The Ranch at Wine Country - Complimentary Bottle!
Gordonsville
10.0 out of 10, Exceptional, (47 reviews)
"Had a great stay! In a perfect location close to all the wineries and downtown of Gordonsville. House was very clean and had everything we needed. "
United States
Marisa G.
The price is HK$2,078
HK$3,558 total
includes taxes & fees
21 Jul - 22 Jul
The Ranch at Wine Country - Complimentary Bottle!

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 HK$3,136
HK$3,794 total
includes taxes & fees
21 Jul - 22 Jul
Escape the City! Plain Outside; Gorgeous Inside; Huge Horse/Cattle Farm

Beavers Bungalow-Hot-tub/WIFI

Beavers Bungalow-Hot-tub/WIFI
Mineral
9.0 out of 10, Wonderful, (29 reviews)
"The bungalow was so nice and peaceful for a quick getaway for me and my husband!! "
United States
Nicole D.
The price is HK$972
HK$2,914 total
includes taxes & fees
21 Jul - 22 Jul
Beavers Bungalow-Hot-tub/WIFI

Charming 3-bdrm house in Ruckersville offering great location for your vacation

Charming 3-bdrm house in Ruckersville offering great location for your vacation
Ruckersville
9.8 out of 10, Exceptional, (10 reviews)
"Nice home, we enjoyed our stay. "
United States
Carol T.
The price is HK$1,679
HK$3,697 total
includes taxes & fees
21 Jul - 22 Jul
Charming 3-bdrm house in Ruckersville offering great location for your vacation

5 BDRM Dog Friendly, Lake Access Getaway w/Playground, Fire Pit & more

5 BDRM Dog Friendly, Lake Access Getaway w/Playground, Fire Pit & more
Louisa
10.0 out of 10, Exceptional, (29 reviews)
"Everything was wonderful. "
United States
Joseph D.
5 BDRM Dog Friendly, Lake Access Getaway w/Playground, Fire Pit & more

Gated 4 BR, With Lake Access, HotTub

Gated 4 BR, With Lake Access, HotTub
Windwood Coves
9.4 out of 10, Exceptional, (6 reviews)
"Loved the hot tub!!"
United States
Margaret L.
The price is HK$1,756
HK$4,121 total
includes taxes & fees
21 Jul - 22 Jul
Gated 4 BR, With Lake Access, HotTub

Pine and Vine

Pine and Vine
2.0 star property
Gordonsville
The price is HK$2,548
HK$6,163 total
includes taxes & fees
21 Jul - 22 Jul
Pine and Vine

Lakefront Access - Hour from DC - Kayaks Provided

Lakefront Access - Hour from DC - Kayaks Provided
Locust Grove
The price is HK$2,038
HK$4,400 total
includes taxes & fees
11 Aug - 12 Aug
Lakefront Access - Hour from DC - Kayaks Provided
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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