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

Holiday Homes in Troy

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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: 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 AU$1,028
includes taxes & fees
2 Sept - 3 Sept
Visit Monticello, Wineries, UVA: Room for a Crowd
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)
"Would surely return . Very clean , plenty of room , huge yard , loved the outdoor set up. Mattress was so comfy . We all really enjoyed our stay ."
United States
Jammie B.
The price is AU$777
includes taxes & fees
2 Sept - 3 Sept
Visit Monticello, Wineries, UVA & More
A spacious kitchen with wooden flooring, a marble island, and white cabinetry.

3. Ranchito

Ranchito
2.0 star property
Troy
The price is AU$1,331
includes taxes & fees
20 Sept - 21 Sept
Ranchito
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$2,311
includes taxes & fees
30 Sept - 1 Oct
Luxury home near Lake Monticello is nestled in a quiet area, close proximity to Charlottesville

5. Ranchito: Near Keswick Hall & Local Vineyards

Ranchito: Near Keswick Hall & Local Vineyards
Troy
Ranchito: Near Keswick Hall & Local Vineyards

6. Pine and Vine

Pine and Vine
2.0 star property
Gordonsville
The price is AU$1,199
includes taxes & fees
27 Sept - 28 Sept
Pine and Vine
A modern kitchen with dark cabinets, stainless steel appliances, and a wooden dining table.

7. 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 AU$274
includes taxes & fees
1 Sept - 2 Sept
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.

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$479
includes taxes & fees
1 Sept - 2 Sept
The Country Retreat – Cozy Comfort Meets Peaceful Countryside
A cozy living room with a white sofa, a dining table with chairs, and a kitchen area with blue cabinets and large windows.

9. 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 AU$220
includes taxes & fees
1 Sept - 2 Sept
High Street Inn W High St Room
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.
The price is AU$502
includes taxes & fees
1 Sept - 2 Sept
Charming 3-Bed Cottage on Main Street in Historic Gordonsville
A living room with a black wood stove, a leather sofa, a wooden coffee table, and a television mounted on the wall.

11. 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 AU$369
includes taxes & fees
1 Sept - 2 Sept
Rugby Road Residential -RRR- near UVa and downtown

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

Walk to UVA, Hospital, 4 BDR, Game Room
Fifeville
10.0 out of 10, Exceptional, (1 review)
"Highly Recommended We stayed at this home for a week while in town for a wedding, and it worked very well for our group. The house had plenty of room for seven adults, with comfortable beds, good air conditioning, and a quiet neighborhood setting. Parking was easy, with space for two cars in the driveway and additional street parking available. Main Street is about a 30-minute walk away, which some of us enjoyed several times during our stay. The dining area included seating for six at the...
United States
Cheston G.
The price is AU$669
includes taxes & fees
1 Sept - 2 Sept
Walk to UVA, Hospital, 4 BDR, Game Room
A modern living room with a wooden dining table, two blue bar stools, a mounted TV, and a hanging plant.

13. 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.
The price is AU$393
includes taxes & fees
9 Sept - 10 Sept
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.

14. “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 AU$443
includes taxes & fees
1 Sept - 2 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.

15. 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 AU$615
includes taxes & fees
1 Sept - 2 Sept
The Ranch at Wine Country - Complimentary Bottle!
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.

16. 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)
"Very nice cozy and clean residence. Everything was just as advertised. Perfect for our short stay!"
United States
Michael N.
The price is AU$568
includes taxes & fees
1 Sept - 2 Sept
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.

17. 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 AU$619
includes taxes & fees
2 Sept - 3 Sept
Beautiful New Townhome with Mountain Views. Close to 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)
"Very easy Checkin and lots of outdoor space"
United States
Bryan T.
The price is AU$372
includes taxes & fees
1 Sept - 2 Sept
Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.

19. New Home, Between UVA & Downtown Mall, Wine Country

New Home, Between UVA & Downtown Mall, Wine Country
Fifeville
10.0 out of 10, Exceptional, (2 reviews)
"The gold star of VRBO stays - seriously, an amazing home and seamless process. Book this place and stay here! I stayed here with my three little kids, and we loved it, felt comfortable, and had everything we needed. Just wow - very clean and well done home!"
United States
Cara H.
The price is AU$613
includes taxes & fees
13 Sept - 14 Sept
New Home, Between UVA & Downtown Mall, Wine Country
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

Oakhurst Inn at the University

Oakhurst Inn at the University

8/10 Good
"The room was clean and comfortable, however very basic. No frills. We did enjoy the extra space. The floor above was squeaky so when other guests were awake, it was difficult to sleep. I would recommend the Oakhurst Inn's convenience to the University of VA. With accommodations so tight in Charlottesville, the Oakhurst provides a better stay for the price than many of the other hotels."
Margaret 1-night trip
Posted 3 hours ago
Oakhurst Inn at the University

Find out more about Troy

Troy Holiday Homes information

Number of reviews
382
Accommodation
240 Holiday Homes
Lowest Price
AU$220
Highest Price
AU$2,311