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Troy Holiday Rentals

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Our top choices for Troy holiday rentals

9.0 out of 10, Wonderful, (128)
"The cottage was very cute and cozy. Great place for a weekend with family."
United States
Laura M.
The price is AU$327
includes taxes & fees
29 Dec - 30 Dec
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
9.2 out of 10, Wonderful, (18)
"We had a great trip with the family to celebrate our daughter’s graduation at UVA. This property gave us plenty of space to relax, have brunch together, and enjoy the weekend"
United States
Keri B.
The price is AU$1,114
includes taxes & fees
21 Dec - 22 Dec
Visit Monticello, Wineries, UVA: Room for a Crowd
10.0 out of 10, Exceptional, (29)
"Stew was a great surprise, pleasant and very hospitable "
United States
Jeff H.
The price is AU$311
includes taxes & fees
30 Dec - 31 Dec
Moonfire Farm Shenandoah region cozy getaway
10.0 out of 10, Exceptional, (66)
"Loved staying here!"
United States
Rebecca E.
The price is AU$517
includes taxes & fees
29 Dec - 30 Dec
Ivy Rose Cottage nestled b/t Cville & Vineyards
10.0 out of 10, Exceptional, (255)
"We can’t wait to get back! Our cups are full - thank you for everything!"
United States
Ann Miller W. M.
Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious
9.4 out of 10, Exceptional, (22)
"Great stay"
United States
Caroline T.
The price is AU$285
includes taxes & fees
19 Jan - 20 Jan 2026
Glade Cottage at White Lotus Eco Spa Retreat

Holiday Home in Martha Jefferson

Charming Updated 3 Bedroom Home Near Downtown
9.8 out of 10, Exceptional, (65)
"Beautiful house! We absolutely loved our stay!"
United States
H T.
The price is AU$673
includes taxes & fees
30 Dec - 31 Dec
Charming Updated 3 Bedroom Home Near Downtown
10.0 out of 10, Exceptional, (83)
"Mark is very responsive and has been wonderful! Check in was super easy and the lake house was in a perfect location. "
United States
EJ K.
Farmers' Landing - Secluded Private Waterfront Home at Lake Anna in Quiet Cove.
10.0 out of 10, Exceptional, (40)
"The cottage has a fully equiped and very nice kitchen. Very clean, well furnished. Close to shopping and food."
United States
Frank
The price is AU$388
includes taxes & fees
1 Jan - 2 Jan 2026
Rugby Road Residential -RRR- near UVa and downtown
10.0 out of 10, Exceptional, (4)
"The house was immaculate. Well kept and beautiful."
United States
Ed P.
Convenient to everything, without the noise and traffic - quiet residential home

Holiday Home in Jefferson Park Avenue

Stadium Hill House
9.6 out of 10, Exceptional, (32)
"Perfect location next to UVA. House was super clean, lots of room, comfy beds including one downstairs which was great for my daughter after having foot surgery. Backyard was fantastic, private and enjoyed by us and our dog. "
United States
Kelli P.
Stadium Hill House
9.0 out of 10, Wonderful, (46)
"Wonderful place!!"
United States
Brad S.
The Gatsby - Stylish 2 BR 2 BA on Downtown Mall with Rooftop and Amazing View
9.2 out of 10, Wonderful, (5)
"The property accurately matches the online description. The rooms were spacious and cozy and the location was perfect for getting downtown and around to different wineries. The living room is a bit sparse for comfortable seating and there is no communal TV. This was fine for us though as we didn’t spend much time at the house except to sleep (though some of the guys in our group would’ve appreciated it to catch some of the football games!). We had some initial bumps with the check in process and...
United States
Abigail F.
The price is AU$1,270
includes taxes & fees
1 Jan - 2 Jan 2026
Your Centrally Located C-Ville Home Away From Home Vacation Rental
10.0 out of 10, Exceptional, (42)
"Love staying here. It’s always a great place to stay "
United States
Jamie D.
The price is AU$399
includes taxes & fees
15 Jan - 16 Jan 2026
Bluebird Cottage A: Across from Lake Monticello, Near Charlottesville, 1 Dog Ok
9.4 out of 10, Exceptional, (87)
"Great place to stay for parents of college student , very clean and pleasant would recommend ! "
United States
victoria h.
Downtown Carriage House | 1 BR Loft close to the historic downtown mall
10.0 out of 10, Exceptional, (145)
"Everything was in tip top shape. beds comfortable and every thing you could possibly need was furnished"
United States
Susan
The Natchez - quiet front porch & rockers.
9.8 out of 10, Exceptional, (89)
"The apartment was nice and we enjoyed our stay"
United States
Tyler M.
The price is AU$710
includes taxes & fees
2 Jan - 3 Jan 2026
Greensview Apt | 2 Bedroom, 2 Bath - Beautiful views!
9.8 out of 10, Exceptional, (169)
"Cute cottage, clean, very convenient location. Everything we needed!"
United States
Katrina S.
Downtown Mall Cottage just off Main St., breweries/wineries 10-30min drive

Holiday Home in Charlottesville

Cottage at Deer Ridge Farm
10.0 out of 10, Exceptional, (9)
"We had a wonderfully peaceful stay! The house was beautiful and location was amazing. The house was clean and had everything we needed. We look forward to staying again!"
United States
Julie W.
Cottage at Deer Ridge Farm
9.8 out of 10, Exceptional, (54)
"My family (4 adults) had a great time in Belmont. The location was perfect for a walk to "The Mall" and a short drive to campus for a game. The hosts were quick to respond and flexible with checking in. We would definitely stay here again."
United States
Kim E.
The price is AU$359
includes taxes & fees
22 Dec - 23 Dec
Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!
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 favourite 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 depend 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 AU$285 per night. Entering your travel dates in the search wizard might find you 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?

Cottage at Deer Ridge Farm: This holiday home rental outside of Troy is located in a rural location, and has a patio, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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 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.