Troy Holiday Rentals

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Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Troy holiday rentals

Fridge, microwave, oven, stovetop

Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries

Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
Troy
9.0 out of 10, Wonderful, (131 reviews)
"Quiet safe neighborhood, large yard comfortable layout, worked well for visiting family in area!"
United States
Sandra S.
The price is HK$1,170
HK$1,643 total
includes taxes & fees
19 Jan - 20 Jan
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
Fridge, microwave, oven, stovetop

Pine Grove Apartment: Visit Monticello, wineries, UVA

Pine Grove Apartment: Visit Monticello, wineries, UVA
Troy
9.6 out of 10, Exceptional, (4 reviews)
"Nice stay"
United States
Jeff M.
The price is HK$1,403
HK$1,883 total
includes taxes & fees
19 Jan - 20 Jan
Pine Grove Apartment: Visit Monticello, wineries, UVA
Private kitchen

Oasis Near Charlottesville With Pool Grill

Oasis Near Charlottesville With Pool Grill
2.0 star property
Troy
The price is HK$4,998
HK$10,630 total
includes taxes & fees
18 Jan - 19 Jan
Oasis Near Charlottesville With Pool Grill
Outdoor dining

Visit Monticello, Wineries, UVA & More

Visit Monticello, Wineries, UVA & More
Troy
9.2 out of 10, Wonderful, (9 reviews)
"Beautiful home, spacious, a surroundings "
United States
Danita C.
The price is HK$3,275
HK$4,377 total
includes taxes & fees
19 Jan - 20 Jan
Visit Monticello, Wineries, UVA & More
Outdoor dining

Visit Monticello, Wineries, UVA: Room for a Crowd

Visit Monticello, Wineries, UVA: Room for a Crowd
Troy
9.2 out of 10, Wonderful, (18 reviews)
"Clean house with everyone as advertised. "
United States
Brett L.
The price is HK$4,288
HK$5,719 total
includes taxes & fees
19 Jan - 20 Jan
Visit Monticello, Wineries, UVA: Room for a Crowd
Fridge, microwave, oven, stovetop

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 HK$5,427
HK$11,625 total
includes taxes & fees
18 Jan - 19 Jan
Luxury home near Lake Monticello is nestled in a quiet area, close proximity to Charlottesville
Property grounds

Newly renovated entire guest suite in Orange County.

Newly renovated entire guest suite in Orange County.
Orange
9.8 out of 10, Exceptional, (44 reviews)
"Wonderful rental! Host very friendly! "
United States
Anonymous traveller
The price is HK$842
HK$1,280 total
includes taxes & fees
31 Jan - 1 Feb
Newly renovated entire guest suite in Orange County.
Property grounds

Servants' Cottage on 600 Acre Working Horse/Cattle Estate

Servants' Cottage on 600 Acre Working Horse/Cattle Estate
Gordonsville
9.8 out of 10, Exceptional, (137 reviews)
"Beautiful setting and very peaceful. We enjoyed the friendly horse, too. Next time we are in the area, we will certainly plan on staying here again."
United States
William H.
The price is HK$1,170
HK$1,556 total
includes taxes & fees
28 Jan - 29 Jan
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
Fridge, microwave, oven, stovetop

Bluebird Cottage A: Across from Lake Monticello, Near Charlottesville, 1 Dog Ok

Bluebird Cottage A: Across from Lake Monticello, Near Charlottesville, 1 Dog Ok
Palmyra
10.0 out of 10, Exceptional, (42 reviews)
"Very cute and clean rental in a good location to easily access activities ."
United States
Christine T.
The price is HK$1,146
HK$2,092 total
includes taxes & fees
18 Jan - 19 Jan
Bluebird Cottage A: Across from Lake Monticello, Near Charlottesville, 1 Dog Ok
Smart TV, fireplace

Lovers Lane FarmStay on a working family farm. Horses, cows, sheep, bees & more

Lovers Lane FarmStay on a working family farm. Horses, cows, sheep, bees & more
Gordonsville
9.0 out of 10, Wonderful, (10 reviews)
"The host was very nice as well as the room."
United States
Matt M.
The price is HK$936
HK$1,422 total
includes taxes & fees
18 Jan - 19 Jan
Lovers Lane FarmStay on a working family farm. Horses, cows, sheep, bees & more
Exterior

Private Guest Suite by Wineries/Orchards/Cville

Private Guest Suite by Wineries/Orchards/Cville
Palmyra
10.0 out of 10, Exceptional, (47 reviews)
"The property was exactly as described, very clean and comfy. Beautiful location and the host Made us feel welcome with a little treat in the fridge. Will definitely make this location our go to place when in the area!"
United States
Bonny R.
The price is HK$1,131
HK$1,797 total
includes taxes & fees
5 Feb - 6 Feb
Private Guest Suite by Wineries/Orchards/Cville
Property grounds

Moonfire Farm Shenandoah region cozy getaway

Moonfire Farm Shenandoah region cozy getaway
Barboursville
10.0 out of 10, Exceptional, (31 reviews)
"Stew was a great surprise, pleasant and very hospitable "
United States
Jeff H.
The price is HK$982
HK$1,577 total
includes taxes & fees
20 Jan - 21 Jan
Moonfire Farm Shenandoah region cozy getaway
Exterior

'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.

'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
Gordonsville
9.8 out of 10, Exceptional, (87 reviews)
"Fifth year at Wolftrap Farm. Booked again for 2025.Thanks!"
United States
J C.
The price is HK$1,832
HK$2,409 total
includes taxes & fees
21 Jan - 22 Jan
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
Property grounds

Elegant Cottage on 600 Acre Horse & Livestock Farm

Elegant Cottage on 600 Acre Horse & Livestock Farm
Gordonsville
9.8 out of 10, Exceptional, (149 reviews)
"Nice little place to stay and close to downtown Orange and Gordonsville with great food and such. Would recommend if you are in the area and looking for a peaceful getaway and relaxing stay."
United States
Jason L.
The price is HK$1,715
HK$2,267 total
includes taxes & fees
19 Jan - 20 Jan
Elegant Cottage on 600 Acre Horse & Livestock Farm
Interior

Glade Cottage at White Lotus Eco Spa Retreat

Glade Cottage at White Lotus Eco Spa Retreat
Stanardsville
9.4 out of 10, Exceptional, (22 reviews)
"Great stay"
United States
Caroline T.
The price is HK$702
HK$1,268 total
includes taxes & fees
19 Jan - 20 Jan
Glade Cottage at White Lotus Eco Spa Retreat
Exterior

Unit 5 - Cozy Lower Level Studio Suite

Unit 5 - Cozy Lower Level Studio Suite
Charlottesville
10.0 out of 10, Exceptional, (28 reviews)
"This VRBO was super clean, great accommodations, and very nice owners."
United States
Elizabeth B.
The price is HK$711
HK$991 total
includes taxes & fees
18 Jan - 19 Jan
Unit 5 - Cozy Lower Level Studio Suite
Interior

Treehouse at the Castle

Treehouse at the Castle
Stanardsville
8.8 out of 10, Excellent, (5 reviews)
"Nice spot out in the woods with people around to hang out with if you choose to, or you can stay in your own little world."
United States
Troy M.
The price is HK$515
HK$1,003 total
includes taxes & fees
19 Jan - 20 Jan
Treehouse at the Castle
Exterior

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, (22 reviews)
"This property was one of the best we have stayed at. It was everything we needed, the bedroom and bathroom luxurious. The kitchen area was the perfect size, stocked with a choice of coffees, teas and snacks. It’s perfectly located to go to the many wineries, restaurants and shopping in the area, It is an easy drive into Charlottesville. Our hostess was great, texting to check if we needed anything. I highly recommend a stay here."
United States
william
The price is HK$975
HK$1,740 total
includes taxes & fees
20 Jan - 21 Jan
Family Getaway; Skiing, Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+
Microwave, oven, stovetop, dishwasher

Charming Eastham Guesthouse

Charming Eastham Guesthouse
2.0 star property
Charlottesville
9.6 out of 10, Exceptional, (4 reviews)
"Lovely spot near Charlottesville, great for families or small groups. Guesthouse was clean and has a nice kitchen. "
United States
Nicholas K.
The price is HK$1,131
HK$1,693 total
includes taxes & fees
19 Jan - 20 Jan
Charming Eastham Guesthouse
Exterior

Studio | Free Daily Breakfast, Free Wi-fi

Studio | Free Daily Breakfast, Free Wi-fi
Hollymead
10.0 out of 10, Exceptional, (1 review)
"Everything was great, very comfortable."
United States
maria-ines T.
The price is HK$916
HK$1,190 total
includes taxes & fees
1 Feb - 2 Feb
Studio | Free Daily Breakfast, Free Wi-fi
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

10/10 Excellent
"The breakfast was a treat every morning! Delicious every bite. The staff warm and welcoming!!!! Loved"
Tricia 2-night trip
Posted 3 days ago
English Inn of Charlottesville

Find out more about Troy

Search for holiday rentals in Troy on Expedia! You can easily find your home rentals, villas, holiday apartments in Troy using one of the methods below:

  • View our selection of featured holiday rentals in Troy
  • Use the map to find apartments and other holiday homes in the Troy neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Troy while they last

Look no further and take a look at our great range of rental properties in Troy!

Frequently asked questions

Can I find a holiday rental in Troy?

Yes, there are holiday rentals close to the most popular sights in Troy, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Troy has to offer?

Visit Monticello, Wineries, UVA: Room for a Crowd: This highly rated holiday home rental in Troy is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals will I find in Troy?

Choose from 5 Expedia holiday rentals in Troy for a memorable holiday.

What’s there to see and do in Troy?

While exploring the area, visit family-friendly sights like Louisa Town Park, or get outside and enjoy nature at Carter Mountain Orchard. In the wider area, you’ll find Keswick Vineyards and Winery and Castle Hill Cider.

What’s a holiday rental in Troy like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Troy. Holiday rentals feature extras like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from shared hotel lifts and busy reception areas while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for families.