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Holiday Homes in Troy

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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 NZ$877
includes taxes & fees
25 Oct - 26 Oct
Visit Monticello, Wineries, UVA & More
A spacious kitchen with wooden flooring, a marble island, and white cabinetry.

2. Ranchito

Ranchito
2.0 star property
Troy
The price is NZ$1,302
includes taxes & fees
28 Oct - 29 Oct
Ranchito
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 NZ$1,145
includes taxes & fees
1 Nov - 2 Nov
Visit Monticello, Wineries, UVA: Room for a Crowd
A spacious kitchen with wooden flooring, a marble island, and white cabinetry.

4. Ranchito: Near Keswick Hall & Local Vineyards

Ranchito: Near Keswick Hall & Local Vineyards
Troy
The price is NZ$1,418
includes taxes & fees
29 Oct - 30 Oct
Ranchito: Near Keswick Hall & Local Vineyards
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 NZ$1,254
includes taxes & fees
16 Nov - 17 Nov
Fern Cottage Summary:
Exterior

6. Pine and Vine

Pine and Vine
2.0 star property
Gordonsville
The price is NZ$1,501
includes taxes & fees
26 Oct - 27 Oct
Pine and Vine
A two-story house with a porch, a front door, and a small garden with a pumpkin.

7. 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 NZ$635
includes taxes & fees
28 Oct - 29 Oct
Charming 3-Bed Cottage on Main Street in Historic Gordonsville
A house with a brick chimney, a small window, and a wooden deck.

8. 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 NZ$288
includes taxes & fees
27 Oct - 28 Oct
Newly renovated entire guest suite in Orange County.
A modern kitchen with dark cabinets, stainless steel appliances, and a wooden dining table.

9. 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 NZ$310
includes taxes & fees
25 Oct - 26 Oct
Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.
A compact kitchen with a microwave, toaster, and sink. There is a dining area with a table and chairs in the background.

10. 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 NZ$604
includes taxes & fees
25 Oct - 26 Oct
The Country Retreat – Cozy Comfort Meets Peaceful Countryside
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.

11. 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 NZ$787
includes taxes & fees
23 Nov - 24 Nov
The Ranch at Wine Country - Complimentary Bottle!
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 NZ$559
includes taxes & fees
25 Oct - 26 Oct
“The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.
A living room with a black wood stove, a leather sofa, a wooden coffee table, and a television mounted on the wall.

13. 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 NZ$473
includes taxes & fees
1 Nov - 2 Nov
Rugby Road Residential -RRR- near UVa and downtown
A fire pit surrounded by Adirondack chairs in a forested area.

14. 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 NZ$1,683
includes taxes & fees
26 Oct - 27 Oct
Pine and Vine: 8 Acres + Winery & Family Retreat
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 NZ$749
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 NZ$465
includes taxes & fees
11 Nov - 12 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 NZ$417
includes taxes & fees
25 Oct - 26 Oct
Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.
A modern kitchen with a large island, bar stools, stainless steel appliances, and pendant lighting.

18. 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 NZ$772
includes taxes & fees
27 Oct - 28 Oct
Beautiful New Townhome with Mountain Views. Close to downtown!
Exterior

19. 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 NZ$797
includes taxes & fees
26 Oct - 27 Oct
Walk to UVA, Hospital, 4 BDR, Game Room
A modern living room with a black leather sofa, a black and white cowhide rug, and large windows with bamboo blinds.

20. Stylish Belmont Studio: Walk to Downtown Mall

Stylish Belmont Studio: Walk to Downtown Mall
Belmont
9.6 out of 10, Exceptional, (106 reviews)
"Room clean place was perfect for what we needed . "
United States
Bebe B.
The price is NZ$480
includes taxes & fees
1 Nov - 2 Nov
Stylish Belmont Studio: Walk to Downtown Mall
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

Clarion Pointe Charlottesville

Clarion Pointe Charlottesville

10/10 Excellent
"The staff was all so incredibly friendly and helpful, we had lots of great conversations that didnt feel forced or fake. Location was great although sometimes hard to get across all the lanes to turn into the parking lot during peak traffic. A lot of things to do and see nearby!"
Connor 3-night trip
Posted 9 hours ago
Clarion Pointe Charlottesville

Find out more about Troy

Troy Holiday Homes information

Number of reviews
524
Accommodation
233 Holiday Homes
Lowest Price
NZ$288
Highest Price
NZ$1,683