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Holiday Homes in Troy

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Troy holiday homes

A spacious kitchen with wooden flooring, a marble island, and white cabinetry.

1. Ranchito

Ranchito
2.0 star property
Troy
The price is AU$1,062
includes taxes & fees
1 Nov - 2 Nov
Ranchito
A wooden deck with wicker chairs and a table, surrounded by a wooden railing and greenery.

2. 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 AU$794
includes taxes & fees
20 Oct - 21 Oct
Visit Monticello, Wineries, UVA & More
A wooden deck with wicker chairs and a table, surrounded by a wooden railing and greenery.

3. 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 AU$1,055
includes taxes & fees
18 Oct - 19 Oct
Visit Monticello, Wineries, UVA: Room for a Crowd
A modern kitchen with dark cabinetry, a stainless steel refrigerator, a large island with stools, pendant lights, and a herringbone-patterned backsplash.

4. Luxury home near Lake Monticello is nestled in a quiet area, close proximity to Charlottesville

Luxury home near Lake Monticello is nestled in a quiet area, close proximity to Charlottesville
Troy
10.0 out of 10, Exceptional, (7 reviews)
"Modern, clean property. I’d recommend staying here for anyone looking for a place to stay not too far from Charlottesville."
United States
Kevin A.
The price is AU$2,805
includes taxes & fees
15 Nov - 16 Nov
Luxury home near Lake Monticello is nestled in a quiet area, close proximity to Charlottesville
A bedroom with a bed, two bedside tables, a ceiling fan, and a window with blinds.

5. Ranchito: Near Keswick Hall & Local Vineyards

Ranchito: Near Keswick Hall & Local Vineyards
Troy
Ranchito: Near Keswick Hall & Local Vineyards
A covered patio with two sofas, a table with food and drinks, and a view of a vineyard.

6. Fern Cottage Summary:

Fern Cottage Summary:
Gordonsville
10.0 out of 10, Exceptional, (23 reviews)
"A perfect house for a relaxing family getaway! Easy 30 min to Charlottesville. "
United States
Lindsey S.
The price is AU$956
includes taxes & fees
3 Nov - 4 Nov
Fern Cottage Summary:
Exterior

7. Pine and Vine

Pine and Vine
2.0 star property
Gordonsville
The price is AU$1,222
includes taxes & fees
29 Oct - 30 Oct
Pine and Vine
A compact kitchen with a microwave, toaster, and sink. There is a dining area with a table and chairs in the background.

8. 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 AU$485
includes taxes & fees
20 Oct - 21 Oct
The Country Retreat – Cozy Comfort Meets Peaceful Countryside
A house with a brick chimney, a small window, and a wooden deck.

9. 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 AU$238
includes taxes & fees
19 Oct - 20 Oct
Newly renovated entire guest suite in Orange County.
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 AU$281
includes taxes & fees
18 Oct - 19 Oct
Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.
A two-story house with a porch, a front door, and a small garden with a pumpkin.

11. 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 AU$509
includes taxes & fees
20 Oct - 21 Oct
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.

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 AU$449
includes taxes & fees
18 Oct - 19 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 AU$629
includes taxes & fees
20 Oct - 21 Oct
The Ranch at Wine Country - Complimentary Bottle!
A bedroom with a bed, curtains, a lamp, and a view of the outdoors.

14. The 1st Street Bungalow: Walk Downtown + Hot Tub

The 1st Street Bungalow: Walk Downtown + Hot Tub
Ridge St.
The 1st Street Bungalow: Walk Downtown + Hot Tub
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 AU$604
includes taxes & fees
11 Nov - 12 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 AU$391
includes taxes & fees
4 Nov - 5 Nov
Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!
A living room with a black wood stove, a leather sofa, a wooden coffee table, and a television mounted on the wall.

17. 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 AU$415
includes taxes & fees
27 Oct - 28 Oct
Rugby Road Residential -RRR- near UVa and downtown
A living room with a dark-colored sofa, a glass coffee table, a floor lamp, and a TV mounted on the wall.

18. 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 AU$378
includes taxes & fees
18 Oct - 19 Oct
Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.
A hallway with a door leading to a dining area, a potted plant, and a welcome sign on the wall.

19. Hill Street House walk to UVA Stadium/Fry's Spring

Hill Street House walk to UVA Stadium/Fry's Spring
Fry's Spring
10.0 out of 10, Exceptional, (38 reviews)
"Great place to stay. "
United States
Christopher L.
The price is AU$569
includes taxes & fees
26 Oct - 27 Oct
Hill Street House walk to UVA Stadium/Fry's Spring
A two-story house with a stone facade, a front porch, and a well-maintained lawn.

20. 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 AU$328
includes taxes & fees
21 Oct - 22 Oct
Skyline Dr; Wineries; Small Family; Games; Skiing, Sleeps 4; Short Stays; EV+
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

English Inn of Charlottesville

English Inn of Charlottesville

8/10 Good
"We picked this hotel because of the English theme. We enjoyed the cookies and tea in the afternoon when we arrived. In the morning we ate the complimentary breakfast. It was pretty standard for a free hotel buffet: english sausages, scrambled eggs, potatoes, pancakes, muffins, biscuits and gravy, yogurt, juice and fruit and it was good quality. The hotel is walking distance to the John Paul Jones Concert Venue which was also why we picked it. We would stay here again and we recommend this hotel."
kathryn 1-night trip
Posted 6 hours ago
English Inn of Charlottesville

Find out more about Troy

Troy Holiday Homes information

Number of reviews
466
Accommodation
233 Holiday Homes
Lowest Price
AU$238
Highest Price
AU$2,805