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, (122)
"Close to good food and attractions in the area. Monticello, Trump Winery, Downtown CVille. "
The price is NZ$362
includes taxes & fees
16 Oct - 17 Oct
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries

Visit Monticello, Wineries, UVA: Room for a Crowd

9.0 out of 10, Wonderful, (16)
"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 NZ$1,258
includes taxes & fees
12 Oct - 13 Oct
Visit Monticello, Wineries, UVA: Room for a Crowd

Visit Monticello, Wineries, UVA & More

9.0 out of 10, Wonderful, (8)
"Great stay in Troy. Easy to get in and the rooms/beds were very good. Did not realize there were two locations on the same property/house. It was ok, because there were not other tenants but it would have been weird. May consider an option to separate the rental better?"
The price is NZ$951
includes taxes & fees
12 Oct - 13 Oct
Visit Monticello, Wineries, UVA & More

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

9.8 out of 10, Exceptional, (160)
"Cute cottage, clean, very convenient location. Everything we needed!"
Downtown Mall Cottage just off Main St., breweries/wineries 10-30min drive

Loveshack, a charming tiny house on a 5 acre farm

9.6 out of 10, Exceptional, (9)
"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

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

9.8 out of 10, Exceptional, (17)
"Easy check in and great description. Good location near Shenandoah National Park."
The price is NZ$335
includes taxes & fees
13 Oct - 14 Oct
Charming Family Getaway; Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+

Ivy Rose Cottage nestled b/t Cville & Vineyards

10.0 out of 10, Exceptional, (61)
"Loved staying here!"
The price is NZ$632
includes taxes & fees
30 Oct - 31 Oct
Ivy Rose Cottage nestled b/t Cville & Vineyards

Mechum Hill Cottage: Central to Crozet & Cville

9.6 out of 10, Exceptional, (16)
"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 NZ$571
includes taxes & fees
22 Oct - 23 Oct
Mechum Hill Cottage: Central to Crozet & Cville

Charming Historic Carriage House Studio Apartment

10.0 out of 10, Exceptional, (3)
"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. "
The price is NZ$293
includes taxes & fees
20 Oct - 21 Oct
Charming Historic Carriage House Studio Apartment

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

9.4 out of 10, Exceptional, (79)
"Perfect place for our group of four. We were there for a long weekend and they had everything we needed for a quick and easy stay. "
Downtown Carriage House | 1 BR Loft close to the historic downtown mall

Glade Cottage at White Lotus Eco Spa Retreat

9.4 out of 10, Exceptional, (20)
"The location was remote and quiet, there was much privacy and the amenities were great, understanding hosts. Would stay again if given the chance! Thank you!!"
The price is NZ$290
includes taxes & fees
19 Oct - 20 Oct
Glade Cottage at White Lotus Eco Spa Retreat

The Natchez - quiet front porch & rockers.

10.0 out of 10, Exceptional, (139)
"The Natchez in Ruckersville is equidistant from the Shenandoah National Park entrance at Swift Gap and Charlottesville. We spent time in both, in this well equipped, cozy cabin as our home base. And there are plenty of fine wineries nearby as well. Enjoyed our stay!"
The Natchez - quiet front porch & rockers.

Farmers' Landing - Secluded Private Waterfront Home at Lake Anna in Quiet Cove.

10.0 out of 10, Exceptional, (82)
"The perfect house, very spacious. We brought the boat and spent the day at the sandbar. Mark’s responses were so quick. Would stay here again!"
Farmers' Landing - Secluded Private Waterfront Home at Lake Anna in Quiet Cove.

Unique Cypress cottage, close to Charlottesville with mountain views.

10.0 out of 10, Exceptional, (39)
"The cabin was beautiful and a perfect place for us to relax. The location was phenomenal and closely located to Shenandoah and many amazing towns to explore."
The price is NZ$508
includes taxes & fees
27 Oct - 28 Oct
Unique Cypress cottage, close to Charlottesville with mountain views.

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

10.0 out of 10, Exceptional, (17)
"Great space, quiet neighborhood, and convenient access to the water! "
The price is NZ$943
includes taxes & fees
13 Oct - 14 Oct
5 BDRM Dog Friendly, Lake Access Getaway w/Playground, Fire Pit & more

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

9.6 out of 10, Exceptional, (32)
"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

Cottage at Deer Ridge Farm

10.0 out of 10, Exceptional, (5)
Cottage at Deer Ridge Farm

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

10.0 out of 10, Exceptional, (40)
"Love staying here. It’s always a great place to stay "
Bluebird Cottage A: Near Charlottesville, Wineries: Firepit, Patio, Dogs OK

Crows Nest at White Lotus Eco Spa Retreat

9.2 out of 10, Wonderful, (15)
"Great place to stay. "
The price is NZ$169
includes taxes & fees
14 Oct - 15 Oct
Crows Nest at White Lotus Eco Spa Retreat

Stonemont Farm Cabin - in Keswick by VIneyards!

9.8 out of 10, Exceptional, (35)
"Charming cabin. We loved the peaceful quiet outdoors. "
Stonemont Farm Cabin - in Keswick by VIneyards!
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 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$169 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?

Downtown Mall Cottage just off Main St., breweries/wineries 10-30min drive: This holiday home rental outside of Troy is located in the city centre, and has a balcony, a selection of games 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.