Troy Vacation Rentals

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Vacation Rentals in Troy

Our top choices for Troy vacation rentals

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 CA $206
CA $291 total
includes taxes & fees
Sep 1 - Sep 2
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries

Ivy Rose Cottage nestled b/t Cville & Vineyards

10.0 out of 10, Exceptional, (59)
"The cottage was super adorable and perfect for our little weekend getaway!!! "
The price is CA $246
CA $465 total
includes taxes & fees
Sep 1 - Sep 2
Ivy Rose Cottage nestled b/t Cville & Vineyards

1802 cottage once part of Monticello and owned by Thomas Jefferson

9.4 out of 10, Exceptional, (87)
"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

Unique Cypress cottage, close to Charlottesville with mountain views.

10.0 out of 10, Exceptional, (38)
"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 CA $220
CA $413 total
includes taxes & fees
Sep 2 - Sep 3
Unique Cypress cottage, close to Charlottesville with mountain views.

Cottage at Deer Ridge Farm

10.0 out of 10, Exceptional, (1)
"as advertised"
Cottage at Deer Ridge Farm

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

9.4 out of 10, Exceptional, (75)
"Second stay here and all good!! "
Downtown Carriage House | 1 BR Loft close to the historic downtown mall

Mechum Hill Cottage: Central to Crozet & Cville

9.4 out of 10, Exceptional, (13)
"The location and very clean cottage"
The price is CA $177
CA $385 total
includes taxes & fees
Sep 2 - Sep 3
Mechum Hill Cottage: Central to Crozet & Cville

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

9.8 out of 10, Exceptional, (157)
"My sister and I hubbed out of Charlottesville for three days as we traveled around Western VA visiting family. The cottage is quiet, in a safe little neighborhood a block from West Main St, where we found lots of great dining and shopping options. It was a perfect little base from which to explore the nearby mountains and countryside. "
Downtown Mall Cottage just off Main St., breweries/wineries 10-30min drive

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

10.0 out of 10, Exceptional, (36)
"This is the third time we have stayed and are never disappointed. If you are visiting friends or family in Lake Monticello, this is a perfect spot."
Bluebird Cottage A: Near Charlottesville, Wineries: Firepit, Patio, Dogs OK

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

9.8 out of 10, Exceptional, (16)
"Easy check in and great description. Good location near Shenandoah National Park."
The price is CA $137
CA $265 total
includes taxes & fees
Sep 2 - Sep 3
Charming Family Getaway; Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+

Crows Nest at White Lotus Eco Spa Retreat

9.0 out of 10, Wonderful, (14)
"Great place to stay. "
The price is CA $62
CA $134 total
includes taxes & fees
Sep 7 - Sep 8
Crows Nest at White Lotus Eco Spa Retreat

Charming Updated 3 Bedroom Home Near Downtown

9.8 out of 10, Exceptional, (57)
"Super accommodating host and very nice property— clean and comfortable. "
The price is CA $278
CA $605 total
includes taxes & fees
Sep 1 - Sep 2
Charming Updated 3 Bedroom Home Near Downtown

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

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

10.0 out of 10, Exceptional, (245)
"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

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 CA $307
CA $738 total
includes taxes & fees
Sep 3 - Sep 4
5 BDRM Dog Friendly, Lake Access Getaway w/Playground, Fire Pit & more

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.

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

10.0 out of 10, Exceptional, (82)
"Loved this property! Our group of 18 stayed comfortably at this beautiful lake house. We had great access to the lake and opportunities to use the provided kayaks and canoe. We had multiple meals outside on the deck and nights around the fire! Check in, check out and communication with the host were fantastic. Strongly recommend this property. Hoping to be back soon! "
Farmers' Landing - Secluded Private Waterfront Home at Lake Anna in Quiet Cove.

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 CA $131
CA $230 total
includes taxes & fees
Sep 9 - Sep 10
Glade Cottage at White Lotus Eco Spa Retreat

The Natchez - quiet front porch & rockers.

10.0 out of 10, Exceptional, (137)
"Nice place to stay. Hospitality and kindness of host. Was amazing! Thanks for letting my family stay!"
The Natchez - quiet front porch & rockers.

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 CA $76
CA $162 total
includes taxes & fees
Sep 4 - Sep 5
Treehouse at the Castle
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Troy vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Troy vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Troy vacation rentals we have selected for you start as low as CA $62 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 vacation 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 vacation.

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 vacation rental in Troy?

Yes, you can find vacation 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's the top vacation rental that Troy has to offer?

Pet-Friendly Lake Monticello Home w/ Perks!: You might want to consider this vacation home rental near Troy, which offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a coffee maker to make your meal-planning easier. Kick off your shoes and enjoy yourself with a garden and an arcade game room.

How many vacation rentals will I find in Troy?

Choose from 5 Expedia vacation rentals in Troy for a memorable vacation.

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 larger area, you’ll find Keswick Vineyards and Winery and Castle Hill Cider.

What’s a vacation rental in Troy like?

Vacation rentals are private properties where you can stay for several days or longer in Troy. Vacation rentals feature amenities like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, vacation rentals can provide a sense of security away from shared hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for family trips.