Troy Vacation Rentals from $138: Search Short-Term Rentals

Q: What's the top vacation rental that Troy has to offer?

Group Getaway ~ 15 Mi to Charlottesville! : Visitors give good reviews to this Troy vacation home rental, which offers a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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Our top choices for Troy vacation rentals

A modern kitchen with stainless steel appliances, a dining table with chairs, and a window with blinds.

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

Troy

Jules R.

$190 nightly

Sep 29 - Sep 30

Total with taxes and fees

A wooden deck with wicker chairs and a table, surrounded by a wooden railing and greenery.

2. Visit Monticello, Wineries, UVA: Room for a Crowd

Troy

Lynn F.

$623 nightly

Sep 29 - Sep 30

Total with taxes and fees

3. Visit Monticello, Wineries, UVA & More

Troy

Camryn S.

$477 nightly

Sep 29 - Sep 30

Total with taxes and fees

A modern kitchen with dark cabinetry, a stainless steel refrigerator, a large island with stools, pendant lights, and a herringbone-patterned backsplash.

4. Luxury home near Lake Monticello is nestled in a quiet area, close proximity to Charlottesville

Troy

Kevin A.

$1,394 nightly

Oct 5 - Oct 6

Total with taxes and fees

A compact kitchen with a stove, oven, coffee maker, and a refrigerator.

5. Pine Grove Apartment: Visit Monticello, wineries, UVA

Troy

Jordan

$215 nightly

Sep 29 - Sep 30

Total with taxes and fees

A spacious kitchen with wooden flooring, a marble island, and white cabinetry.

6. Ranchito

Troy

$674 nightly

Oct 28 - Oct 29

Total with taxes and fees

A bedroom with a bed, two bedside tables, a ceiling fan, and a window with blinds.

7. Ranchito: Near Keswick Hall & Local Vineyards

Troy

$727 nightly

Oct 28 - Oct 29

Total with taxes and fees

A two-story house with a front porch, a central entrance, and a symmetrical window arrangement.

8. Private Guest Suite by Wineries/Orchards/Cville

Palmyra

Nick S.

$205 nightly

Sep 29 - Sep 30

Total with taxes and fees

A covered patio with two sofas, a table with food and drinks, and a view of a vineyard.

9. Fern Cottage Summary:

Gordonsville

Lindsey S.

10. SONSAK - MONTICELLO

Charlottesville

Crystal

$121 nightly

Sep 29 - Sep 30

Total with taxes and fees

A modern kitchen with a large island, a built-in oven, and a window with curtains.

11. Bluebird Cottage B: Quiet, Firepit, Patio, Games

Palmyra

Kelli c.

$221 nightly

Oct 5 - Oct 6

Total with taxes and fees

12. Unit 1_Expansive Luxury Suite for up to 4 Persons

Charlottesville

Mallory B.

$248 nightly

Sep 29 - Sep 30

Total with taxes and fees

An outdoor patio area with two wicker chairs and a small table, surrounded by a stone wall and a white fence.

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

Gordonsville

Linda N.

$284 nightly

Sep 29 - Sep 30

Total with taxes and fees

A modern kitchen with wooden cabinets, a dining area with stools, a flat-screen TV mounted on the wall, and a cozy seating area with a patterned rug.

14. The Ranch at Wine Country - Complimentary Bottle!

Gordonsville

Irma S.

$400 nightly

Sep 29 - Sep 30

Total with taxes and fees

15. Pine and Vine

Gordonsville

$700 nightly

Oct 20 - Oct 21

Total with taxes and fees

16. Unit 4 - Luxury King Suite with Private Balcony

Charlottesville

Ellie T.

$191 nightly

Oct 6 - Oct 7

Total with taxes and fees

A spacious living room with a high ceiling, a staircase, and a television mounted on the wall.

17. Stonemont Farm Cabin with Hot Tub- in Keswick by Vineyards!

Keswick

Ethan W.

$381 nightly

Sep 30 - Oct 1

Total with taxes and fees

Two people sitting at a wooden table outdoors, holding glasses of a beverage.

18. Elegant Cottage on 600 Acre Horse & Livestock Farm

Gordonsville

Todd R.

$260 nightly

Sep 29 - Sep 30

Total with taxes and fees

A dining area with a table and chairs, large windows with a view of hills and trees, and a potted plant on the windowsill.

19. Greensview Apartment | 2 Bedroom, 2 Bath - Beautiful views!

Belmont

Jason W.

$275 nightly

Sep 29 - Sep 30

Total with taxes and fees

20. Unit 2_Expansive Luxury Suite for up to 4 Persons

Charlottesville

Susan

$225 nightly

Sep 29 - Sep 30

Total with taxes and fees

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Top Troy Hotel Reviews

English Inn of Charlottesville

10/10 Excellent

"Breakfast was healthy"

Virginia Guesthouse Hotel

10/10 Excellent

"We checked into this amazing property after a not so great rental home at 11:30 at night after a 6 Hour drive. We were greeted by Autumn who was not only super helpful but very pleasant at that time of night. She went above and beyond to help us get into our room as well as giving us two free lunches for the next day. I can honestly say there was not one staff member that did not ask if we need help the entire stay. My son goes to the Keswick School so I visit that area often and now I have the best hotels to say when I come down! I made sure the other parents at the school knew as well that this is the place to stay."

Kimpton The Forum Hotel by IHG

10/10 Excellent

"This was my first time staying at a Kimpton property and I was really impressed! We loved everything about it. The bath products you provided were amazing, the robes were super comfortable, the pillows and the bed were extremely comfortable. The breakfast at the restaurant was delicious! And, the grounds and arboretum were gorgeous! Thank you for a wonderful experience!"

DoubleTree by Hilton Hotel Charlottesville

8/10 Good

"The lobby and a few other areas had been updated and were very nice. The late night guest services gentleman who checked us in was super friendly and made us feel welcome. And, of course, there were the warm cookies! The room was also very nice and had all the amenities needed for comfort--plenty of options for recharging devices, refrigerator, microwave, and coffee pot. Unfortunately, the bathroom was out of date and needed some maintenance. The bathtub had a few black marks that, at first, looked like dirt, but were actually wear marks or stains. The bottom of the door was ragged and beyond repair. In addition to that, the bath gel was nearly empty--better attention about replenishing is needed. The best part of the room, however, was the bed. Incredibly comfortable mattress and crisp, fresh sheets. Best sleep in a long time!"

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

10/10 Excellent

"Cute house, felt welcoming upon walking in. Kitchen had everything needed for basic cooking, if you want a crock pot, etc, bring yours along. Bathroom is roomy, plenty of towels, etc.. beds were super comfy. House sits on a dead end street, 3/4 mile walk total, perfect for walking our dog.... Short path in woods as well, but apply bug spray. Visited several wineries, all within a 30 min drive. Walmart, abc store, fast food, etc just 4 miles away in Zion crossroads. Enjoyed firepit, used gas grill, enjoyed sitting outside on patio. Bring a fire stick or Roku for watching TV, if you choose to do so. We thoroughly enjoyed our time there, and would come again if we have the opportunity. Host replied to all inquires promptly..... Thank you for having us."

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Troy in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $138 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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?

Group Getaway ~ 15 Mi to Charlottesville!: Visitors give good reviews to this Troy vacation home rental, which offers a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals will I find in Troy?

Choose from 7 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 Virginia Discovery Museum, 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.

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Check prices for these dates

Our top choices for Troy vacation rentals

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

2. Visit Monticello, Wineries, UVA: Room for a Crowd

3. Visit Monticello, Wineries, UVA & More

4. Luxury home near Lake Monticello is nestled in a quiet area, close proximity to Charlottesville

5. Pine Grove Apartment: Visit Monticello, wineries, UVA

6. Ranchito

7. Ranchito: Near Keswick Hall & Local Vineyards

8. Private Guest Suite by Wineries/Orchards/Cville

9. Fern Cottage Summary:

10. SONSAK - MONTICELLO

11. Bluebird Cottage B: Quiet, Firepit, Patio, Games

12. Unit 1_Expansive Luxury Suite for up to 4 Persons

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

14. The Ranch at Wine Country - Complimentary Bottle!

15. Pine and Vine

16. Unit 4 - Luxury King Suite with Private Balcony

17. Stonemont Farm Cabin with Hot Tub- in Keswick by Vineyards!

18. Elegant Cottage on 600 Acre Horse & Livestock Farm

19. Greensview Apartment | 2 Bedroom, 2 Bath - Beautiful views!

20. Unit 2_Expansive Luxury Suite for up to 4 Persons

Find vacation rentals that suit your style

Top Troy Hotel Reviews

English Inn of Charlottesville

Holiday Inn Charlottesville-Univ Area by IHG

Sonesta ES Suites Charlottesville University

Comfort Inn & Suites Charlottesville Hollymead Town Center

Virginia Guesthouse Hotel

Days Inn by Wyndham Charlottesville/University Area

Kimpton The Forum Hotel by IHG

DoubleTree by Hilton Hotel Charlottesville

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

Find out more about Troy

Frequently asked questions

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