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Check prices for these dates

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

Our top choices for Troy holiday homes

A wooden deck with wicker chairs and a table, surrounded by a wooden railing and greenery.

1. Visit Monticello, Wineries, UVA & More

Visit Monticello, Wineries, UVA & More
Troy
9.4 out of 10, Exceptional, (11 reviews)
"Great place to stay! Only a 25 min ride from Charlottesville!"
United States
Camryn S.
The price is £381
includes taxes & fees
25 Oct - 26 Oct
Visit Monticello, Wineries, UVA & More
A spacious living room with a ceiling fan, a large flat-screen TV, a white dresser, a patterned armchair, and a small round table.

2. Ranchito: Near Keswick Hall & Local Vineyards

Ranchito: Near Keswick Hall & Local Vineyards
Troy
The price is £618
includes taxes & fees
28 Oct - 29 Oct
Ranchito: Near Keswick Hall & Local Vineyards
A spacious kitchen with wooden flooring, a marble island, and white cabinetry.

3. Ranchito

Ranchito
2.0 star property
Troy
The price is £554
includes taxes & fees
28 Oct - 29 Oct
Ranchito
A wooden deck with wicker chairs and a table, surrounded by a wooden railing and greenery.

4. Visit Monticello, Wineries, UVA: Room for a Crowd

Visit Monticello, Wineries, UVA: Room for a Crowd
Troy
9.4 out of 10, Exceptional, (25 reviews)
"Great place for us, comfortable and well-equipped."
United States
Lynn F.
The price is £484
includes taxes & fees
26 Oct - 27 Oct
Visit Monticello, Wineries, UVA: Room for a Crowd
A covered patio with two sofas, a table with food and drinks, and a view of a vineyard.

5. 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 £455
includes taxes & fees
3 Nov - 4 Nov
Fern Cottage Summary:
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.

6. 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 £721
includes taxes & fees
26 Oct - 27 Oct
Pine and Vine: 8 Acres + Winery & Family Retreat
A house with a brick chimney, a small window, and a wooden deck.

7. 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 £126
includes taxes & fees
27 Oct - 28 Oct
Newly renovated entire guest suite in Orange County.
A wicker basket with brochures on a glass table, a white vase with white flowers, and a white chair in a room with a window.

8. 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, (19 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 £269
includes taxes & fees
28 Oct - 29 Oct
Charming 3-Bed Cottage on Main Street in Historic Gordonsville
A compact kitchen with a microwave, toaster, and sink. There is a dining area with a table and chairs in the background.

9. The Country Retreat – Cozy Comfort Meets Peaceful Countryside

The Country Retreat – Cozy Comfort Meets Peaceful Countryside
Scottsville
9.4 out of 10, Exceptional, (6 reviews)
"Nice clean place out in the country. We were there for Memorial Day weekend and had a nice relaxing time."
United States
Michael L.
The price is £261
includes taxes & fees
2 Nov - 3 Nov
The Country Retreat – Cozy Comfort Meets Peaceful Countryside
A modern kitchen with dark cabinets, stainless steel appliances, and a wooden dining table.

10. 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, (46 reviews)
"Beautiful property and family friendly."
United States
Tracy
The price is £134
includes taxes & fees
26 Oct - 27 Oct
Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.
Exterior

11. Pine and Vine

Pine and Vine
2.0 star property
Gordonsville
The price is £637
includes taxes & fees
26 Oct - 27 Oct
Pine and Vine
An outdoor patio area with two wicker chairs and a small table, surrounded by a stone wall and a white fence.

12. “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 £244
includes taxes & fees
26 Oct - 27 Oct
“The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.
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.

13. 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 £340
includes taxes & fees
28 Oct - 29 Oct
The Ranch at Wine Country - Complimentary Bottle!
A living room with a black wood stove, a leather sofa, a wooden coffee table, and a television mounted on the wall.

14. Rugby Road Residential -RRR- near UVa and downtown

Rugby Road Residential -RRR- near UVa and downtown
Barracks Rugby
10.0 out of 10, Exceptional, (58 reviews)
"Spacious, quiet and very near to everything Charlottesville has to offer!"
United States
Kate M.
The price is £210
includes taxes & fees
26 Oct - 27 Oct
Rugby Road Residential -RRR- near UVa and downtown
A cozy room with a brick wall, two sofas with blue pillows, a round wooden table with a vase and wine glasses, and large windows with blinds.

15. Walk to UVA & Stadium! Close to everything! Charming renovated house

Walk to UVA & Stadium! Close to everything! Charming renovated house
Fry's Spring
10.0 out of 10, Exceptional, (4 reviews)
"Very cute house and convenient location! We enjoyed our stay!"
United States
Kristin B.
The price is £303
includes taxes & fees
16 Nov - 17 Nov
Walk to UVA & Stadium! Close to everything! Charming renovated house
A modern living room with a wooden dining table, two blue bar stools, a mounted TV, and a hanging plant.

16. Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!

Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!
Belmont
9.8 out of 10, Exceptional, (66 reviews)
"Cozy house, close to the downtown mall."
United States
JOEL H.
The price is £217
includes taxes & fees
2 Nov - 3 Nov
Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!
A living room with a dark-colored sofa, a glass coffee table, a floor lamp, and a TV mounted on the wall.

17. 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 £180
includes taxes & fees
26 Oct - 27 Oct
Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.
Private kitchen

18. Walk to UVA, Hospital, 4 BDR, Game Room

Walk to UVA, Hospital, 4 BDR, Game Room
Fifeville
10.0 out of 10, Exceptional, (3 reviews)
"Just as described!"
United States
Cristin R.
The price is £352
includes taxes & fees
26 Oct - 27 Oct
Walk to UVA, Hospital, 4 BDR, Game Room
A modern kitchen with a large island, bar stools, stainless steel appliances, and pendant lighting.

19. Beautiful New Townhome with Mountain Views. Close to downtown!

Beautiful New Townhome with Mountain Views. Close to downtown!
Charlottesville
9.0 out of 10, Wonderful, (24 reviews)
"Very beautiful property with plenty of space and nice accommodations. Close to downtown as well!"
United States
Channing B.
The price is £335
includes taxes & fees
27 Oct - 28 Oct
Beautiful New Townhome with Mountain Views. Close to downtown!
A spacious living area with a teal armchair, a white railing, and a ceiling fan.

20. 7 Mins to UVA Grounds, Peaceful 3BR House

7 Mins to UVA Grounds, Peaceful 3BR House
The Meadows
8.0 out of 10, Very good, (3 reviews)
"Great little place to stay for a work trip!"
United States
joesh3lton S.
The price is £208
includes taxes & fees
28 Oct - 29 Oct
7 Mins to UVA Grounds, Peaceful 3BR House
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 Troy Hotel Reviews

Virginia Guesthouse Hotel

Virginia Guesthouse Hotel

10/10 Excellent
"Had a great stay at the Virginia Guest House! Staff were extremely friendly and helpful. Rooms were nice. Good location to campus. We would stay there again!"
Mary 3-night trip
Posted 2 hours ago
Virginia Guesthouse Hotel

Find out more about Troy

Troy Holiday Homes information

Number of reviews
419
Accommodation
234 Holiday Homes
Lowest Price
£126
Highest Price
£721