Photo by Jason Clay

Troy holiday rentals

We found 393 holiday rentals — enter your dates for availability
Discover a selection of 7 homes and other holiday rentals in Troy that are perfect for your trip. Holiday rentals offer the amenities that you expect for your stay with friends, family or just your pet, such as parking and air conditioning. You're sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Troy

Showing deals for:13 Nov - 20 Nov

Dining
Outdoor spa tub
Property grounds
Private kitchen
Exceptional
(33 reviews)

Cowboy hide-a-way cottage with hot tub on historic farm close to everything

Charlottesville

8% off
AU$2,696
for 7 nights, 1 cottage
AU$385 per night
includes taxes & fees
Cowboy hide-a-way cottage with hot tub on historic farm close to everything
Interior
Private kitchen
Outdoor dining
Interior
Exceptional
(6 reviews)

Modern Farmhouse in Keswick 5BR/4BA

Keswick

8% off
AU$12,765
for 7 nights, 1 home
AU$1,824 per night
includes taxes & fees
Modern Farmhouse in Keswick 5BR/4BA
Main entrance
Dining
Capacious front porch with swing
Front door
Exceptional
(21 reviews)

Large Country House Near Monticello, UVA, Wineries

Louisa

12% off
AU$4,713
for 7 nights, 1 home
AU$673 per night
includes taxes & fees
Large Country House Near Monticello, UVA, Wineries
Master Bedroom, with king-sized bed.
Large deck overlooks backyard.
Hallway to bedrooms.
Front door entrance foyer with stairs from upper to lower level.
Exceptional
(24 reviews)

Visit Monticello, Wineries, UVA: Room for a Crowd

Troy

21% off
AU$5,311
for 7 nights, 1 home
AU$759 per night
includes taxes & fees
Visit Monticello, Wineries, UVA: Room for a Crowd
Living area
Pool
Terrace/patio
Exterior
Exceptional
(65 reviews)

Cottage on quiet farm close to town and wineries

Charlottesville

8% off
AU$2,536
for 7 nights, 1 room
AU$362 per night
includes taxes & fees
Cottage on quiet farm close to town and wineries
looking out from fire pit and dual hammocks
Property grounds
Interior
Exterior
Exceptional
(110 reviews)

1802 cottage once part of Monticello and owned by Thomas Jefferson

Charlottesville

15% off
AU$2,280
for 7 nights, 1 cottage
AU$326 per night
includes taxes & fees
1802 cottage once part of Monticello and owned by Thomas Jefferson
Living area
Living area
Room
Property grounds
Excellent
(14 reviews)

Loveshack, a charming tiny house on a 5 acre farm

Charlottesville

8% off
AU$2,427
for 7 nights, 1 cottage
AU$347 per night
includes taxes & fees
Loveshack, a charming tiny house on a 5 acre farm
Hallway to bedrooms
Deck overlooks backyard.
Other end of living room, with working fireplace.
Breakfast table. Pantry door in corner.
Exceptional
(11 reviews)

Visit Monticello, Wineries, UVA & More

Troy

21% off
AU$4,116
for 7 nights, 1 home
AU$588 per night
includes taxes & fees
Visit Monticello, Wineries, UVA & More
Interior
Property grounds
Private kitchen
Room
Exceptional
(46 reviews)

Enderly - c1859 - English Basement Apartment

Charlottesville

8% off
AU$3,493
for 7 nights, 1 apartment
AU$499 per night
includes taxes & fees
Enderly - c1859 - English Basement Apartment
Washer & dryer.
Full kitchen, with plenty of cooking equipment and dishes, dishwasher.
Patio, with patio table & chairs, gas grill & fire pit (firewood in deck box)
Master bedroom with queen sized, Temperpaedic-type mattress.
Wonderful
(145 reviews)

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

Troy

17% off
AU$1,677
for 7 nights, 1 cottage
AU$240 per night
includes taxes & fees
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
Interior
Gas fire to enjoy the cool evenings
Exterior
Interior
Exceptional
(8 reviews)

Walk to UVA,breweries, live music, restaurants, parking, fenced yard.

Charlottesville

8% off
AU$5,986
for 7 nights, 1 apartment
AU$855 per night
includes taxes & fees
Walk to UVA,breweries, live music, restaurants, parking, fenced yard.
Interior
This is the view of our private pool from our main house
Property entrance.
View from our salt water pool
Exceptional
(12 reviews)

Barn Studio in country setting but close to town

Charlottesville

8% off
AU$2,789
for 7 nights, 1 apartment
AU$398 per night
includes taxes & fees
Barn Studio in country setting but close to town
Back deck under a row of tall cedars
Living area
Full kitchen with sky lights
Interior
Exceptional
(58 reviews)

Honey House—beautiful modern loft near UVA, Monticello and downtown

Charlottesville

14% off
AU$2,198
for 7 nights, 1 home
AU$314 per night
includes taxes & fees
Honey House—beautiful modern loft near UVA, Monticello and downtown
Bedroom, with king size bed.
Full kitchen.
Living room, with sleeper sofa.
Downstairs Apartment entrance.
Exceptional
(6 reviews)

Pine Grove Apartment: Visit Monticello, wineries, UVA

Troy

17% off
AU$1,825
for 7 nights, 1 apartment
AU$261 per night
includes taxes & fees
Pine Grove Apartment: Visit Monticello, wineries, UVA
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    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Choose a holiday rental for your Troy getaway

Learn about the unique charm of Troy with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in Troy

Are you hoping to find attractions to visit in the city? Venture out of your holiday home and experience everything that Troy has to offer. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Keswick Vineyards and Winery (9.2 mi / 14.8 km)
  • Castle Hill Cider (10 mi / 16.1 km)
  • Jefferson Vineyards (11.1 mi / 17.9 km)
  • Trump Winery (13.7 mi / 22.1 km)
  • Blenheim Vineyards (13.9 mi / 22.3 km)
  • Tasting Room & Taphouse at Mount Ida Reserve (14 mi / 22.6 km)

Exploring the natural features in Troy

Whether you're looking for adventure or just want to spend some time taking in the scenery, Troy is a great place to get outside. Here are some of the area’s most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Carter Mountain Orchard (12.6 mi / 20.3 km)
  • Rapidan River (23.5 mi / 37.9 km)
  • Main Beach (4.2 mi / 6.8 km)
  • Rivanna Trails (12.3 mi / 19.8 km)
  • Fluvanna Heritage Trail (6.3 mi / 10.1 km)
  • Billyville (9.3 mi / 15 km)

Transport options to and around Troy

Fly into Charlottesville, VA (CHO-Charlottesville-Albemarle), the closest airport, located 16.9 mi (27.1 km) from the city centre.

Frequently asked questions

How much does it cost to rent a holiday home in Troy?
Different factors influence what you'll pay for your holiday home in Troy, like the time of year, property type and length of stay. However, all Stayz homes have one thing in common — unbeatable value. Just add your travel dates to find your perfect fit.
How much does it cost to rent a beach house in Troy?
The average price for a holiday home near the beach in Troy depends on when you'll be there and the type and size of property you want. You can find prices easily and quickly on Stayz by entering your dates of travel. Then use the filters to pick the number of bedrooms and amenities that you prefer, such as air conditioning, WiFi and a hot tub.
What are the top attractions for families in Troy?
If you're looking for some family-friendly fun close to the centre of Troy, check out Spring Creek Golf Club.
How old do you have to be to rent a holiday home in Troy?
The minimum age is typically 16, 18 or 21. It can differ across properties on Stayz, so check the rules of your chosen Troy stay before booking your stay.
How long can I rent a holiday home in Troy for?
How long you can rent a holiday home in Troy differs according to the property. Simply enter your chosen dates to see a list of options offering extended stays. With tons of creature comforts like air conditioning and full kitchens, as well as some offering discounted weekly or monthly prices, you're sure to get someplace just right to call your home away from home in Troy.