Photo by Jason Clay

Holiday Rentals in Troy

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Our top choices for Troy holiday rentals

9.0 out of 10, Wonderful, (131)
"Quiet safe neighborhood, large yard comfortable layout, worked well for visiting family in area!"
United States
Sandra S.
The price is €182
includes taxes & fees
5 Jan - 6 Jan
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
9.6 out of 10, Exceptional, (4)
"Nice stay"
United States
Jeff M.
The price is €212
includes taxes & fees
4 Jan - 5 Jan
Pine Grove Apartment: Visit Monticello, wineries, UVA
9.2 out of 10, Wonderful, (18)
"Clean house with everyone as advertised. "
United States
Brett L.
The price is €635
includes taxes & fees
4 Jan - 5 Jan
Visit Monticello, Wineries, UVA: Room for a Crowd
9.0 out of 10, Wonderful, (8)
"Beautiful home, spacious, a surroundings "
United States
Danita C.
The price is €491
includes taxes & fees
4 Jan - 5 Jan
Visit Monticello, Wineries, UVA & More
9.8 out of 10, Exceptional, (85)
"Fifth year at Wolftrap Farm. Booked again for 2025.Thanks!"
United States
J C.
The price is €272
includes taxes & fees
5 Jan - 6 Jan
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
2.0 star property
10.0 out of 10, Exceptional, (18)
"great area and location for quiet, peaceful vacation with lots of active things to do within 30-45 minute drives in all directions."
United States
Matthew L.
The price is €294
includes taxes & fees
2 Jan - 3 Jan
Rosé All Day: Wine Country Getaway! Walk to Dining
10.0 out of 10, Exceptional, (43)
"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 €144
includes taxes & fees
2 Jan - 3 Jan
Newly renovated entire guest suite in Orange County.
10.0 out of 10, Exceptional, (11)
"Great location that was peaceful and made us feel right at home! Highly recommend to anyone in the area. Also loved the proximity to walking/running trails. "
United States
Rachel T.
Charming Historic Carriage House Studio Apartment

Holiday Home in Jefferson Park Avenue

Westerly Haven B: Walk to Scott Stadium!
2.0 star property
10.0 out of 10, Exceptional, (5)
"Was a great place. "
United States
Tripp C.
Westerly Haven B: Walk to Scott Stadium!
9.8 out of 10, Exceptional, (7)
"Nice and quiet like I wanted. Overall great place "
United States
Tyrone S.
The price is €113
includes taxes & fees
4 Jan - 5 Jan
P · Suite Pea at White Lotus Eco Spa Retreat
10.0 out of 10, Exceptional, (4)
"Everything was amazing "
United States
Jeff L.
Lake access w/hot tub, game room,boat slip, kayaks & more
9.8 out of 10, Exceptional, (147)
"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 €256
includes taxes & fees
5 Jan - 6 Jan
Elegant Cottage on 600 Acre Horse & Livestock Farm

Apartment in Fry's Spring

Affordable Suites Charlottesville
2.0 star property
8.0 out of 10, Very good, (80)
"Simple, clean comfortable suite. Full kitchen with frig, stove and microwave. Convenient to UVA campus and football stadium. "
United States
Anonymous traveller
Affordable Suites Charlottesville

Cottage in Charlottesville

Charming Eastham Guesthouse
2.0 star property
9.6 out of 10, Exceptional, (4)
"Lovely spot near Charlottesville, great for families or small groups. Guesthouse was clean and has a nice kitchen. "
United States
Nicholas K.
Charming Eastham Guesthouse

Apartment in Stanardsville

Treehouse at the Castle
8.8 out of 10, Excellent, (5)
"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 €113
includes taxes & fees
11 Jan - 12 Jan
Treehouse at the Castle
Spacious Studio | Free Breakfast + Pool Access
10.0 out of 10, Exceptional, (40)
"It was a lovely place to stay and the hosts were so kind. "
United States
Cooper C.
Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
10.0 out of 10, Exceptional, (1)
"The room was very clean. The bed was comfortable. My only suggestion would be to have a couple more towels and washcloths in the room."
United States
Maura
The price is €124
includes taxes & fees
4 Jan - 5 Jan
1 Bedroom | Free Daily Breakfast + Indoor Pool
10.0 out of 10, Exceptional, (21)
"We had a wonderful stay. The house was perfect and provided everything we needed. Enjoyed our time on the water, especially the kayaking."
United States
Pat M.
The price is €436
includes taxes & fees
5 Jan - 6 Jan
5 BDRM Dog Friendly, Lake Access Getaway w/Playground, Fire Pit & more
10.0 out of 10, Exceptional, (42)
"Very cute and clean rental in a good location to easily access activities ."
United States
Christine T.
The price is €231
includes taxes & fees
1 Feb - 2 Feb
Bluebird Cottage A: Across from Lake Monticello, Near Charlottesville, 1 Dog Ok
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, apart-hotels, 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 €140 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?

Farmers' Landing - Secluded Private Waterfront Home at Lake Anna in Quiet Cove.: This holiday home rental outside of Troy is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 7 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.