Troy Holiday Rentals

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Holiday Rentals in Troy

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

9.0 out of 10, Wonderful, (118)
"Very convenient location, comfortable and great for the pup. "
The price is AU$323
includes taxes & fees
22 Sept - 23 Sept
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries

Visit Monticello, Wineries, UVA: Room for a Crowd

9.0 out of 10, Wonderful, (15)
"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"
The price is AU$1,132
includes taxes & fees
22 Sept - 23 Sept
Visit Monticello, Wineries, UVA: Room for a Crowd

Ivy Rose Cottage nestled b/t Cville & Vineyards

10.0 out of 10, Exceptional, (59)
"Loved staying here!"
The price is AU$522
includes taxes & fees
10 Sept - 11 Sept
Ivy Rose Cottage nestled b/t Cville & Vineyards

Downtown Mall Cottage just off Main St., breweries/wineries 10-30min drive

9.8 out of 10, Exceptional, (158)
"Clean house and great location! Easy to walk to downtown mall and house has everything we needed for the weekend. "
Downtown Mall Cottage just off Main St., breweries/wineries 10-30min drive

Unique Cypress cottage, close to Charlottesville with mountain views.

10.0 out of 10, Exceptional, (39)
"Perfect location for winery, golf, dining and shopping in the Crozet and Charlottesville area. I would definitely recommend and consider staying here again."
The price is AU$453
includes taxes & fees
10 Sept - 11 Sept
Unique Cypress cottage, close to Charlottesville with mountain views.

Downtown Carriage House | 1 BR Loft close to the historic downtown mall

9.4 out of 10, Exceptional, (76)
"Great Quite getaway near down town"
Downtown Carriage House | 1 BR Loft close to the historic downtown mall

Charming Family Getaway; Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+

9.8 out of 10, Exceptional, (16)
"Even better than the pictures and incredibly responsive/helpful host! "
The price is AU$273
includes taxes & fees
10 Sept - 11 Sept
Charming Family Getaway; Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+

1802 cottage once part of Monticello and owned by Thomas Jefferson

9.4 out of 10, Exceptional, (88)
"Historic property just minutes from Monticello (sightseeing) and the Clifton Inn (dinner). While a bit small, it is a very cozy and appealing place. And very quiet. Having your own hot tub and hammock, and practically your own salt pool, is very special."
1802 cottage once part of Monticello and owned by Thomas Jefferson

Cottage at Deer Ridge Farm

10.0 out of 10, Exceptional, (2)
"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!"
Cottage at Deer Ridge Farm

Mechum Hill Cottage: Central to Crozet & Cville

9.6 out of 10, Exceptional, (15)
"Very quiet and peaceful. Large, secluded property. Good base from which to explore area wineries, local beer, food, and hike im the Shenandoah National Park."
The price is AU$432
includes taxes & fees
10 Sept - 11 Sept
Mechum Hill Cottage: Central to Crozet & Cville

Family-friendly single home/Walking distance to shopping center and restaurants

9.6 out of 10, Exceptional, (29)
"Perfect location close to UVA and other points of interest. Happy with the stay."
Family-friendly single home/Walking distance to shopping center and restaurants

Loveshack, a charming tiny house on a 5 acre farm

9.6 out of 10, Exceptional, (7)
"My wife and I had a great weekend getaway. Property was great. Close to restaurants and hiking. Great hosts."
Loveshack, a charming tiny house on a 5 acre farm

Bluebird Cottage A: Near Charlottesville, Wineries: Firepit, Patio, Dogs OK

10.0 out of 10, Exceptional, (36)
"Had a very pleasant stay!! The host was super nice and very helpful- definitely recommend this property if you are planning a visit to Charlottesville "
Bluebird Cottage A: Near Charlottesville, Wineries: Firepit, Patio, Dogs OK

Crows Nest at White Lotus Eco Spa Retreat

9.0 out of 10, Wonderful, (14)
"Great place to stay. "
The price is AU$151
includes taxes & fees
22 Sept - 23 Sept
Crows Nest at White Lotus Eco Spa Retreat

The Poseidon - Studio apartment attached to Downtown Mall

9.6 out of 10, Exceptional, (34)
"This studio loft has a great location adjacent to the downtown mall. Perfect place to hit wineries during the day and dine in town at night. The room has nice updated finishes and the bed was super comfy. It was very noisy in the mornings and evenings being tight on the main road, so if you go to bed early or like to sleep in, may not be the best choice. "
The price is AU$329
includes taxes & fees
10 Sept - 11 Sept
The Poseidon - Studio apartment attached to Downtown Mall

Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious

10.0 out of 10, Exceptional, (246)
"Thanks for a wonderful stay at your beautiful farm! Great location for visiting wineries and Charlottesville."
Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious

Treehouse at the Castle

8.6 out of 10, Excellent, (4)
"One (probably the smallest) of several lodgings on the property. Overall, a pretty cool place to stay. The whole unit has a subtle sway to rock you to sleep. Personally, I loved it. We stayed in 90 degree weather and the A/C was a LIFESAVER. My only real complaint was one of the other guests in the castle kept leaving the common kitchen a bit messy. Thinking about coming back and trying the hobbit house. We pretty much kept to ourselves, but there are plenty of common areas to hang out."
The price is AU$182
includes taxes & fees
10 Sept - 11 Sept
Treehouse at the Castle

5 BDRM Dog Friendly, Lake Access Getaway w/Playground, Fire Pit & more

10.0 out of 10, Exceptional, (14)
"Perfect home for our yearly Christmas gathering. Would definitely book again and highly recommend this property. "
The price is AU$899
includes taxes & fees
11 Sept - 12 Sept
5 BDRM Dog Friendly, Lake Access Getaway w/Playground, Fire Pit & more

The Natchez - quiet front porch & rockers.

10.0 out of 10, Exceptional, (137)
"This was a nice place to spend a couple of days."
The Natchez - quiet front porch & rockers.

Glade Cottage at White Lotus Eco Spa Retreat

9.4 out of 10, Exceptional, (19)
" A very charming and relaxing getaway. The atmosphere was peaceful and inviting—perfect for a short escape. I felt completely at ease and truly enjoyed my time here. I’ll definitely be coming back."
The price is AU$259
includes taxes & fees
18 Sept - 19 Sept
Glade Cottage at White Lotus Eco Spa Retreat
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

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$151 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?

Charming Family Getaway; Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+: This holiday home rental outside of Troy is located near skiing, and has a garden, a selection of games and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave and an electric kettle.

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.