A rocky shoreline with a blue paddle, calm water reflecting clouds, and vegetation growing around.

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

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 £414
includes taxes & fees
7 Sept - 8 Sept
Visit Monticello, Wineries, UVA & More
A wooden deck with wicker chairs and a table, surrounded by a wooden railing and greenery.

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

Visit Monticello, Wineries, UVA: Room for a Crowd
Troy
9.4 out of 10, Exceptional, (24 reviews)
"Great place for us, comfortable and well-equipped."
United States
Lynn F.
The price is £550
includes taxes & fees
7 Sept - 8 Sept
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.

3. 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 £1,117
includes taxes & fees
15 Sept - 16 Sept
Luxury home near Lake Monticello is nestled in a quiet area, close proximity to Charlottesville
A spacious kitchen with wooden flooring, a marble island, and white cabinetry.

4. Ranchito

Ranchito
2.0 star property
Troy
The price is £614
includes taxes & fees
7 Oct - 8 Oct
Ranchito
A stone fireplace with a bench, surrounded by potted plants and a wooden door.

5. Ranchito: Near Keswick Hall & Local Vineyards

Ranchito: Near Keswick Hall & Local Vineyards
Troy
The price is £677
includes taxes & fees
7 Oct - 8 Oct
Ranchito: Near Keswick Hall & Local Vineyards

6. Pine and Vine

Pine and Vine
2.0 star property
Gordonsville
The price is £581
includes taxes & fees
7 Oct - 8 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.

7. 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 £260
includes taxes & fees
9 Sept - 10 Sept
The Country Retreat – Cozy Comfort Meets Peaceful Countryside
A modern kitchen with dark cabinets, stainless steel appliances, and a wooden dining table.

8. 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 £148
includes taxes & fees
8 Sept - 9 Sept
Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.
A living room with a black wood stove, a leather sofa, a wooden coffee table, and a television mounted on the wall.

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

Rugby Road Residential -RRR- near UVa and downtown
Barracks Rugby
10.0 out of 10, Exceptional, (56 reviews)
"Spacious, quiet and very near to everything Charlottesville has to offer!"
United States
Kate M.
The price is £200
includes taxes & fees
7 Sept - 8 Sept
Rugby Road Residential -RRR- near UVa and downtown
A two-story house with a porch, a front door, and a small garden with a pumpkin.

10. 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, (16 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.
Charming 3-Bed Cottage on Main Street in Historic Gordonsville
A modern living room with a wooden dining table, two blue bar stools, a mounted TV, and a hanging plant.

11. 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, (64 reviews)
"We really enjoyed our stay! Thank you so much such a cute cottage. Thank you and the goats very responsive! Again great place to stay will stay again."
United States
Karen W.
Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!
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, (35 reviews)
"Tracy was very welcoming and friendly. The accommodation was great."
United States
Linda N.
The price is £244
includes taxes & fees
7 Sept - 8 Sept
“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, (49 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 £341
includes taxes & fees
7 Sept - 8 Sept
The Ranch at Wine Country - Complimentary Bottle!
A cozy living room with a white sofa, a dining table with chairs, and a kitchen area with blue cabinets and large windows.

14. High Street Inn W High St Room

High Street Inn W High St Room
North Downtown
8.0 out of 10, Very good, (2 reviews)
"The building is gorgeous and the room had some really nice touches. The location to UVA and the Downtown Mall were both really good. My only issue was the TV didn’t work and the room was a little warm. Overall I would definitely stay here again and hope to in the future."
United States
Mike M.
The price is £118
includes taxes & fees
9 Sept - 10 Sept
High Street Inn W High St Room
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, (2 reviews)
"We had a great stay. Clean, well equipped and cozy. The location is great for visiting campus in a nice quiet neighborhood. We are already planning our next visit."
United States
Jesse S.
Walk to UVA & Stadium! Close to everything! Charming renovated house
A modern kitchen with a large island, bar stools, stainless steel appliances, and pendant lighting.

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

Beautiful New Townhome with Mountain Views. Close to downtown!
Charlottesville
9.2 out of 10, Wonderful, (23 reviews)
"Lovely home, great views, hosts were responsive. We enjoyed our stay and would stay again!"
United States
Katrina L.
The price is £343
includes taxes & fees
8 Sept - 9 Sept
Beautiful New Townhome with Mountain Views. Close to downtown!

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

Walk to UVA, Hospital, 4 BDR, Game Room
Fifeville
10.0 out of 10, Exceptional, (2 reviews)
"Just as described!"
United States
Cristin R.
The price is £360
includes taxes & fees
7 Oct - 8 Oct
Walk to UVA, Hospital, 4 BDR, Game Room
A two-story house with a stone facade, a front porch, and a well-maintained lawn.

18. 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 £170
includes taxes & fees
8 Sept - 9 Sept
Family Getaway; Skiing, Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+
A living room with a dark-colored sofa, a glass coffee table, a floor lamp, and a TV mounted on the wall.

19. 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)
"Very easy Checkin and lots of outdoor space"
United States
Bryan T.
The price is £204
includes taxes & fees
7 Sept - 8 Sept
Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.
A modern kitchen with white cabinets, a central island with bar stools, a flat-screen TV, and a balcony with a view of greenery.

20. Montrose Manor- In the heart of Belmont!

Montrose Manor- In the heart of Belmont!
Belmont
9.6 out of 10, Exceptional, (8 reviews)
"Nice stay. Well appointed finishes."
United States
Julie F.
Montrose Manor- In the heart of Belmont!
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

Days Inn by Wyndham Charlottesville/University Area

Days Inn by Wyndham Charlottesville/University Area

8/10 Good
"There was a person outside making a loud noise, seemingly calling someone"
Xiaoqing 1-night trip
Posted 2 hours ago
Days Inn by Wyndham Charlottesville/University Area

Find out more about Troy

Troy Holiday Homes information

Number of reviews
416
Accommodation
234 Holiday Homes
Lowest Price
£118
Highest Price
£1,117