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Troy Holiday Rentals

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Our top choices for Troy holiday rentals

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 NZ$370
includes taxes & fees
12 Jan - 13 Jan
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
9.6 out of 10, Exceptional, (4 reviews)
"Nice stay"
United States
Jeff M.
The price is NZ$422
includes taxes & fees
11 Jan - 12 Jan
Pine Grove Apartment: Visit Monticello, wineries, UVA
2.0 star property
The price is NZ$2,371
includes taxes & fees
11 Jan - 12 Jan
Oasis Near Charlottesville With Pool Grill
9.0 out of 10, Wonderful, (8 reviews)
"Beautiful home, spacious, a surroundings "
United States
Danita C.
The price is NZ$948
includes taxes & fees
11 Jan - 12 Jan
Visit Monticello, Wineries, UVA & More
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 NZ$2,503
includes taxes & fees
11 Jan - 12 Jan
Luxury home near Lake Monticello is nestled in a quiet area, close proximity to Charlottesville
9.2 out of 10, Wonderful, (18 reviews)
"Clean house with everyone as advertised. "
United States
Brett L.
The price is NZ$1,253
includes taxes & fees
11 Jan - 12 Jan
Visit Monticello, Wineries, UVA: Room for a Crowd
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 NZ$347
includes taxes & fees
13 Jan - 14 Jan
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
9.8 out of 10, Exceptional, (44 reviews)
"Nice piece of property for our dogs to run around. Clean and had we had a great experience. "
United States
amy c.
The price is NZ$286
includes taxes & fees
11 Jan - 12 Jan
Newly renovated entire guest suite in Orange County.
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 NZ$317
includes taxes & fees
11 Jan - 12 Jan
Lovers Lane FarmStay on a working family farm. Horses, cows, sheep, bees & more
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 NZ$461
includes taxes & fees
15 Jan - 16 Jan
Bluebird Cottage A: Across from Lake Monticello, Near Charlottesville, 1 Dog Ok
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 NZ$397
includes taxes & fees
12 Jan - 13 Jan
Private Guest Suite by Wineries/Orchards/Cville
9.4 out of 10, Exceptional, (22 reviews)
"Great stay"
United States
Caroline T.
The price is NZ$283
includes taxes & fees
12 Jan - 13 Jan
Glade Cottage at White Lotus Eco Spa Retreat
9.8 out of 10, Exceptional, (148 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 NZ$504
includes taxes & fees
13 Jan - 14 Jan
Elegant Cottage on 600 Acre Horse & Livestock Farm
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 NZ$524
includes taxes & fees
12 Jan - 13 Jan
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.

Cottage in Charlottesville

Charming Eastham Guesthouse
2.0 star property
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 NZ$378
includes taxes & fees
20 Jan - 21 Jan
Charming Eastham Guesthouse
10.0 out of 10, Exceptional, (31 reviews)
"Stew was a great surprise, pleasant and very hospitable "
United States
Jeff H.
The price is NZ$350
includes taxes & fees
11 Jan - 12 Jan
Moonfire Farm Shenandoah region cozy getaway
9.8 out of 10, Exceptional, (7 reviews)
"Nice and quiet like I wanted. Overall great place "
United States
Tyrone S.
The price is NZ$224
includes taxes & fees
11 Jan - 12 Jan
P · Suite Pea at White Lotus Eco Spa Retreat
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 NZ$221
includes taxes & fees
21 Jan - 22 Jan
Unit 5 - Cozy Lower Level Studio Suite
9.4 out of 10, Exceptional, (6 reviews)
"Lovely stay at the castle. Quiet, unique, and very comfy bed!!"
United States
Carol
The price is NZ$273
includes taxes & fees
8 Feb - 9 Feb
Castle Suite at White Lotus Eco Spa Retreat

Holiday Home in Cumberland County

Riverview Cabin on the James
9.8 out of 10, Exceptional, (22 reviews)
"Cabin was clean and well kept. "
United States
Ricardo S.
The price is NZ$565
includes taxes & fees
12 Jan - 13 Jan
Riverview Cabin on the James
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

Find out more about Troy

Everything you need to know about Troy holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Troy holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Troy holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Troy holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Troy. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Troy holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Troy holiday rentals we have selected for you start as low as NZ$245 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Troy rentals

At Expedia, we put the best Troy holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Troy rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Troy holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Troy. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 Charlottesville Ice Park, or get outside and enjoy nature at Carter Mountain Orchard. In the wider area, you’ll find Keswick Vineyards and Winery and Jefferson Vineyards.

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.