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Troy Holiday Rentals

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Holiday Rentals in Troy

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

Troy
9.0 out of 10, Wonderful, (126)
"Everything was as described, easy check-in process, convenient location."
United States
Adam C.
The price is NZ$377
includes taxes & fees
1 Dec - 2 Dec
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries

Pine Grove Apartment: Visit Monticello, wineries, UVA

Troy
9.6 out of 10, Exceptional, (4)
"Nice stay"
United States
Jeff M.
The price is NZ$438
includes taxes & fees
25 Nov - 26 Nov
Pine Grove Apartment: Visit Monticello, wineries, UVA

Visit Monticello, Wineries, UVA & More

Troy
9.0 out of 10, Wonderful, (8)
"Beautiful home, spacious, a surroundings "
United States
Danita C.
The price is NZ$1,000
includes taxes & fees
25 Nov - 26 Nov
Visit Monticello, Wineries, UVA & More

Visit Monticello, Wineries, UVA: Room for a Crowd

Troy
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 NZ$1,315
includes taxes & fees
25 Nov - 26 Nov
Visit Monticello, Wineries, UVA: Room for a Crowd

Servants' Cottage on 600 Acre Working Horse/Cattle Estate

Gordonsville
9.8 out of 10, Exceptional, (137)
"Beautiful setting and very peaceful. We enjoyed the friendly horse, too. Next time we are in the area, we will certainly plan on staying here again."
United States
William H.
The price is NZ$356
includes taxes & fees
25 Nov - 26 Nov
Servants' Cottage on 600 Acre Working Horse/Cattle Estate

'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.

Gordonsville
9.8 out of 10, Exceptional, (84)
"Fifth year at Wolftrap Farm. Booked again for 2025.Thanks!"
United States
J C.
The price is NZ$537
includes taxes & fees
27 Nov - 28 Nov
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.

Elegant Cottage on 600 Acre Horse & Livestock Farm

Gordonsville
9.8 out of 10, Exceptional, (147)
"Nice little place to stay and close to downtown Orange and Gordonsville with great food and such. Would recommend if you are in the area and looking for a peaceful getaway and relaxing stay."
United States
Jason L.
The price is NZ$518
includes taxes & fees
25 Nov - 26 Nov
Elegant Cottage on 600 Acre Horse & Livestock Farm

Lovers Lane FarmStay on a working family farm. Horses, cows, sheep, bees & more

Gordonsville
9.0 out of 10, Wonderful, (10)
"We attended a special dinner at Barboursville and this was a convenient place to stay. "
United States
Brett H.
The price is NZ$325
includes taxes & fees
1 Dec - 2 Dec
Lovers Lane FarmStay on a working family farm. Horses, cows, sheep, bees & more

Newly renovated entire guest suite in Orange County.

Orange
10.0 out of 10, Exceptional, (43)
"Nice piece of property for our dogs to run around. Clean and had we had a great experience. "
United States
amy c.
The price is NZ$275
includes taxes & fees
25 Nov - 26 Nov
Newly renovated entire guest suite in Orange County.

Charming Eastham Guesthouse

2.0 star property
Charlottesville
9.6 out of 10, Exceptional, (4)
"Lovely spot near Charlottesville, great for families or small groups. Guesthouse was clean and has a nice kitchen. "
United States
Nicholas K.
The price is NZ$397
includes taxes & fees
7 Dec - 8 Dec
Charming Eastham Guesthouse

Private Guest Suite by Wineries/Orchards/Cville

Palmyra
10.0 out of 10, Exceptional, (47)
"A perfect place to stay! Very clean and quiet!"
United States
Joanne
The price is NZ$411
includes taxes & fees
25 Nov - 26 Nov
Private Guest Suite by Wineries/Orchards/Cville

Moonfire Farm Shenandoah region cozy getaway

Barboursville
10.0 out of 10, Exceptional, (29)
"Great place, great people! Quiet, comfortable and lots of character! You'll love it here!"
United States
Jack H.
The price is NZ$363
includes taxes & fees
25 Nov - 26 Nov
Moonfire Farm Shenandoah region cozy getaway

Glade Cottage at White Lotus Eco Spa Retreat

Stanardsville
9.4 out of 10, Exceptional, (22)
"Great stay"
United States
Caroline T.
The price is NZ$339
includes taxes & fees
1 Dec - 2 Dec
Glade Cottage at White Lotus Eco Spa Retreat

Westerly Haven B: Walk to Scott Stadium!

2.0 star property
Jefferson Park Avenue
10.0 out of 10, Exceptional, (5)
"Was a great place. "
United States
Tripp C.
The price is NZ$684
includes taxes & fees
25 Nov - 26 Nov
Westerly Haven B: Walk to Scott Stadium!

Mechum Hill Cottage: Central to Crozet & Cville

Charlottesville
9.6 out of 10, Exceptional, (17)
"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."
United States
Steven
The price is NZ$497
includes taxes & fees
1 Dec - 2 Dec
Mechum Hill Cottage: Central to Crozet & Cville

“The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.

Gordonsville
10.0 out of 10, Exceptional, (33)
"Absolutely lovely place to stay. Stunning views and conveniently located to so many of the local attractions. Will definitely come back someday."
United States
Kirby R.
The price is NZ$578
includes taxes & fees
30 Nov - 1 Dec
“The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.

Stonemont Farm Cabin - in Keswick by VIneyards!

Keswick
9.8 out of 10, Exceptional, (37)
"Charming cabin. We loved the peaceful quiet outdoors. "
United States
Molly C. T.
The price is NZ$664
includes taxes & fees
30 Nov - 1 Dec
Stonemont Farm Cabin - in Keswick by VIneyards!

Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy

Ivy
10.0 out of 10, Exceptional, (40)
"It was a lovely place to stay and the hosts were so kind. "
United States
Cooper C.
The price is NZ$333
includes taxes & fees
2 Dec - 3 Dec
Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy

Charming 3-Bed Cottage on Main Street in Historic Gordonsville

Gordonsville
9.8 out of 10, Exceptional, (7)
"We had a wonderful stay at Sage Cottage this weekend. The house itself was beautiful and gorgeously decorated. Great location! "
United States
Amy H.
The price is NZ$491
includes taxes & fees
8 Dec - 9 Dec
Charming 3-Bed Cottage on Main Street in Historic Gordonsville

Riverview Cabin on the James

Cumberland County
9.8 out of 10, Exceptional, (21)
"Cabin was clean and well kept. "
United States
Ricardo S.
The price is NZ$593
includes taxes & fees
25 Nov - 26 Nov
Riverview Cabin on the James
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 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$285 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?

Farmers' Landing - Secluded Private Waterfront Home at Lake Anna in Quiet Cove.: This holiday home rental outside of Troy is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease 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. You can relax into your holiday 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 Virginia Discovery Museum, 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.