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

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Orange vacation homes

A house with a brick chimney, a small window, and a wooden deck.

1. 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.
The price is ￥17,082
￥25,966 total
includes taxes & fees
Oct 27 - Oct 28
Newly renovated entire guest suite in Orange County.
A red brick building with a white door and windows, a porch, and a stop sign nearby.

2. The Pembroke Room in the historic Holladay House

The Pembroke Room in the historic Holladay House
Orange
9.4 out of 10, Exceptional, (3 reviews)
"The property is in the perfect location for a visit to Montpelier! Great restaurants and events are nearby. Very cozy! Great host! Expect what you would expect from a historic home. We will return."
United States
Robert
The price is ￥30,843
￥45,361 total
includes taxes & fees
Oct 26 - Oct 27
The Pembroke Room in the historic Holladay House
A modern kitchen with dark cabinets, stainless steel appliances, and a wooden dining table.

3. 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
9.6 out of 10, Exceptional, (47 reviews)
"Beautiful property and family friendly."
United States
Tracy
The price is ￥22,776
￥27,833 total
includes taxes & fees
Oct 25 - Oct 26
Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.
A living room with a dark-colored sofa, a glass coffee table, a floor lamp, and a TV mounted on the wall.

4. 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, (39 reviews)
"Beautiful place"
United States
Berhan S.
The price is ￥31,318
￥38,016 total
includes taxes & fees
Oct 25 - Oct 26
Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.
A two-story house with a porch, a front door, and a small garden with a pumpkin.

5. Charming 3-Bed Cottage on Main Street in Historic Gordonsville

Charming 3-Bed Cottage on Main Street in Historic Gordonsville
Gordonsville
9.8 out of 10, Exceptional, (20 reviews)
"This was the cutest house! Our favorite of our weeklong roadtrip. Perfect for our 6 adults. Close to town, which was adorable also. Would love to come back and stay again!"
United States
Cheryl G.
The price is ￥32,314
￥57,416 total
includes taxes & fees
Oct 28 - Oct 29
Charming 3-Bed Cottage on Main Street in Historic Gordonsville
An outdoor patio area with two wicker chairs and a small table, surrounded by a stone wall and a white fence.

6. “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, (38 reviews)
"Absolutely lovely place to stay. Stunning views and conveniently located to so many of the local attractions. Will definitely come back someday."
United States
Kirby R.
The price is ￥35,446
￥50,592 total
includes taxes & fees
Oct 25 - Oct 26
“The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.
A spacious dining area with a central table surrounded by chairs, a chandelier, and wine bottles on the table.

7. Historic Madison Eagle Inn

Historic Madison Eagle Inn
Madison
10.0 out of 10, Exceptional, (19 reviews)
"Great place - clean and very easy parking. The bed was comfortable too!"
United States
Tracy
The price is ￥21,986
￥39,877 total
includes taxes & fees
Nov 2 - Nov 3
Historic Madison Eagle Inn
A living room with a stone fireplace, black leather sofa, and a flat-screen TV mounted on the wall.

8. 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, (35 reviews)
"The home was great, lots of space and sleeping areas. The farm itself was amazing. Would definitely stay again. Having a golf cart was a so fun."
United States
B S.
The price is ￥56,941
￥69,414 total
includes taxes & fees
Oct 27 - Oct 28
Escape the City! Plain Outside; Gorgeous Inside; Huge Horse/Cattle Farm
A modern kitchen with wooden cabinets, a dining area with stools, a flat-screen TV mounted on the wall, and a cozy seating area with a patterned rug.

9. The Ranch at Wine Country - Complimentary Bottle!

The Ranch at Wine Country - Complimentary Bottle!
Gordonsville
10.0 out of 10, Exceptional, (53 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 ￥41,915
￥71,790 total
includes taxes & fees
Oct 26 - Oct 27
The Ranch at Wine Country - Complimentary Bottle!
A geodesic dome structure with a wooden deck and two Adirondack chairs.

10. Private luxury dome with hot tub & fire pit.

Private luxury dome with hot tub & fire pit.
Unionville
The price is ￥40,745
￥66,024 total
includes taxes & fees
Oct 27 - Oct 28
Private luxury dome with hot tub & fire pit.
A two-story house with a stone facade, a front porch, and a well-maintained lawn.

11. Skyline Dr; Wineries; Small Family; Games; Skiing, Sleeps 4; Short Stays; EV+

Skyline Dr; Wineries; Small Family; Games; Skiing, Sleeps 4; Short Stays; EV+
Stanardsville
10.0 out of 10, Exceptional, (33 reviews)
"Stayed here for a weekend while hiking Old Rag in Shenandoah. Cozy little place that was well equipped with all the amenities we needed! It's conveniently located close to Shenandoah as well as plenty of vineyards. Would not hesitate to stay here again the next time we're in the area!"
United States
Jason
The price is ￥19,771
￥35,843 total
includes taxes & fees
Oct 26 - Oct 27
Skyline Dr; Wineries; Small Family; Games; Skiing, Sleeps 4; Short Stays; EV+
A modern kitchen with white cabinets, stainless steel appliances, and a marble countertop.

12. Charming 4-bedroom house in Madison centrally located!

Charming 4-bedroom house in Madison centrally located!
Madison
10.0 out of 10, Exceptional, (4 reviews)
"The home met all our family’s needs during a weekend stay for a party at nearby farm. The layout and outdoor spaces were a bonus. In fact, the view of Hawksbill Mountain from the porch while enjoying our morning coffee: priceless. And importantly easy access to Rt 29 and the town but yet secluded and bucolic."
United States
B D.
The price is ￥38,032
￥73,665 total
includes taxes & fees
Oct 25 - Oct 26
Charming 4-bedroom house in Madison centrally located!
Living area

13. 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, (30 reviews)
"Our vacation was great! We really enjoyed everything about this property. Our interaction with our host was amazing!!!We definitely would recommend this property!"
United States
Gloria W.
The price is ￥39,543
￥111,727 total
includes taxes & fees
Oct 26 - Oct 27
5 BDRM Dog Friendly, Lake Access Getaway w/Playground, Fire Pit & more
Exterior

14. Pine and Vine

Pine and Vine
2.0 star property
Gordonsville
The price is ￥60,834
￥134,927 total
includes taxes & fees
Oct 26 - Oct 27
Pine and Vine
A modern kitchen with a central island, stainless steel appliances, wooden cabinets, and a cat sitting by the counter.

15. 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, (17 reviews)
"Nice home, we enjoyed our stay. "
United States
Carol T.
The price is ￥33,880
￥74,587 total
includes taxes & fees
Oct 25 - Oct 26
Charming 3-bdrm house in Ruckersville offering great location for your vacation
A modern kitchen with a central island, bar stools, and pendant lighting.

16. 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, (34 reviews)
"Kids absolutely loved the property with many kinds of animals!"
United States
Ikuo
The price is ￥18,688
￥29,954 total
includes taxes & fees
Oct 28 - Oct 29
Barn Apartment on Farm Near Old Rag and Shenandoah National Park
A spacious kitchen with modern appliances, a dining area with a large table, and a cozy living area with a sofa and coffee table.

17. Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues

Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues
Madison
8.0 out of 10, Very good, (1 review)
"Positive Highlights: quiet location still close to Skyline Drive, amenities, fresh interior recently modernized, love for details (charging cables, coffee bar, etc)"
United States
Birgit W.
The price is ￥39,028
￥74,774 total
includes taxes & fees
Oct 25 - Oct 26
Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues
A covered patio with two sofas, a table with food and drinks, and a view of a vineyard.

18. Fern Cottage Summary:

Fern Cottage Summary:
Gordonsville
10.0 out of 10, Exceptional, (23 reviews)
"We had a great stay. The house was clean and well furnished. Recommend for anyone staying in the area."
United States
Gary W.
The price is ￥42,706
￥95,184 total
includes taxes & fees
Nov 3 - Nov 4
Fern Cottage Summary:
A river with a sandy bank, surrounded by trees and a building on the right.

19. 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 ￥17,082
￥55,419 total
includes taxes & fees
Nov 16 - Nov 17
Beavers Bungalow-Hot-tub/WIFI
A four-poster bed with a white bedspread and pillows, a small bedside table with a lamp, a large mirror, and a window with curtains.

20. Pine and Vine: 8 Acres + Winery & Family Retreat

Pine and Vine: 8 Acres + Winery & Family Retreat
Gordonsville
10.0 out of 10, Exceptional, (1 review)
"Spectacular escape! Excellent place to relax and unwind!"
United States
TREY D.
The price is ￥60,834
￥154,108 total
includes taxes & fees
Oct 26 - Oct 27
Pine and Vine: 8 Acres + Winery & Family Retreat
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 Hotel Reviews

Motel 6 Culpeper, VA

Motel 6 Culpeper, VA

10/10 Excellent
"I was a little worried about staying at a Motel 6 because I have had a few bad experiences at them. But this hotel was very clean and the room spacious. The bed was comfy and staff friendly and professional."
Patricia 4-night trip
Posted 8 hours ago
Motel 6 Culpeper, VA

Find out more about Orange

Orange Vacation Homes information

Number of reviews
426
Accommodation
661 Vacation Homes
Lowest Price
￥25,966
Highest Price
￥154,108