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, (115)
"The listing is very accurate and was clean. My entire family loved staying!"
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries

Group Getaway ~ 15 Mi to Charlottesville!

10.0 out of 10, Exceptional, (3)
"Very clean, nice, updated. "
Group Getaway ~ 15 Mi to Charlottesville!

Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!

9.8 out of 10, Exceptional, (47)
"This was a perfect spot for exploring Charlottesville for a few days. Loved being so close to the downtown mall, an easy walk to explore shops and restaurants there, and also the great restaurants in the Belmont neighborhood. "
Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!

Numerous On-Site Trails: Earlysville Wooded Cabin

10.0 out of 10, Exceptional, (71)
"We absolutely loved how beautiful this little cabin is. Loved sitting on the front porch drinking my coffee in the mornings and listening to the birds chirp. This place is so peaceful and relaxing. Barbara was a wonderful host and came over to check to see if we needed anything. Great location to visit all the local towns around the area and only 30 minutes from the Byrd visitor center and Shenandoah national Park. We would definitely stay here again."
Numerous On-Site Trails: Earlysville Wooded Cabin

Ivy Rose Cottage nestled b/t Cville & Vineyards

10.0 out of 10, Exceptional, (57)
"The cottage was super adorable and perfect for our little weekend getaway!!! "
Ivy Rose Cottage nestled b/t Cville & Vineyards

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

9.4 out of 10, Exceptional, (69)
"Second stay here and all good!! "
Downtown Carriage House | 1 BR Loft close to the historic downtown mall

Unique Cypress cottage, close to Charlottesville with mountain views.

10.0 out of 10, Exceptional, (32)
"The Ivy Rose Cottage was very comfortable and creatively decorated. The kitchen is nicely supplied for cooking simple meals. The trains did not disturb us and were fun to watch, especially the Amtrak. Great pizza and local brewery in nearby Crozet plus an excellent Harris Teeter grocery. Highly recommend this location for anyone looking for an out-of-town stay. "
Unique Cypress cottage, close to Charlottesville with mountain views.

1802 cottage once part of Monticello and owned by Thomas Jefferson

9.4 out of 10, Exceptional, (81)
"This is a great place to stay. Close to town but out on a large very private farm. Highly recommend. "
1802 cottage once part of Monticello and owned by Thomas Jefferson

Glade Cottage at White Lotus Eco Spa Retreat

9.4 out of 10, Exceptional, (18)
" 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."
Glade Cottage at White Lotus Eco Spa Retreat

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

10.0 out of 10, Exceptional, (12)
"Perfect home for our yearly Christmas gathering. Would definitely book again and highly recommend this property. "
5 BDRM Dog Friendly, Lake Access Getaway w/Playground, Fire Pit & more

Charming Updated 3 Bedroom Home Near Downtown

9.8 out of 10, Exceptional, (57)
"Very clean, nicely updated rental. The beds were comfortable and the family room/kitchen in the r back of the house is a great place to relax and play games. The owners were very helpful and communicative. "
Charming Updated 3 Bedroom Home Near Downtown

Newly renovated entire guest suite in Orange County.

10.0 out of 10, Exceptional, (43)
"Myla was such a wonderful hostess. She shared cucumbers from her garden with us. This place was like a home away from home. Cozy and had everything you need. We stayed here 5 nights. My dog loved trying to hunt the squirrels. And the flowers smelled amazing when you stepped outside every morning. I highly recommend staying here. "
Newly renovated entire guest suite in Orange County.

Old Met #306 | 1 Bedroom, 2 Bath

9.6 out of 10, Exceptional, (61)
"Great spot and roomy apartment!"
Old Met #306 | 1 Bedroom, 2 Bath

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

10.0 out of 10, Exceptional, (243)
"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

The White Elephant Inn Getaway w/ Pool & Hot Tub!

10.0 out of 10, Exceptional, (71)
"Enjoyed our stay!"
The White Elephant Inn Getaway w/ Pool & Hot Tub!

Lakeside retreat with a firepit, dock, sprawling deck, pool table - dog friendly

9.0 out of 10, Wonderful, (21)
"We spent a week at this house and enjoyed the location and accommodations. (Family with 5 adults for the stay.)"
Lakeside retreat with a firepit, dock, sprawling deck, pool table - dog friendly

The Natchez - quiet front porch & rockers.

10.0 out of 10, Exceptional, (135)
"This was a nice place to spend a couple of days."
The Natchez - quiet front porch & rockers.

The Pop Inn - Your Ultimate Getaway

10.0 out of 10, Exceptional, (8)
"My friends and I had an amazing weekend getaway! The house is comfortable and lovely, and the location is great. We hope to visit again! "
The Pop Inn - Your Ultimate Getaway

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

Private studio apartment in the heart of Ivy, Virginia

10.0 out of 10, Exceptional, (50)
"As a non coffee drinker, it was great to see several hot tea options!"
Private studio apartment in the heart of Ivy, Virginia
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

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?

Group Getaway ~ 15 Mi to Charlottesville!: This highly rated holiday home rental in Troy offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable 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. Kick off your shoes and enjoy yourself 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 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.