A rocky shoreline with a blue paddle, calm water reflecting clouds, and vegetation growing around.

Troy Vacation 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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Dates

November 2026

December 2026

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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.

￥29,358 total

includes taxes & fees

Nov 11 - Nov 12

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

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

Troy

Jordan

￥33,353 total

includes taxes & fees

Nov 9 - Nov 10

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

3. Visit Monticello, Wineries, UVA & More

Troy

Camryn S.

￥76,086 total

includes taxes & fees

Nov 8 - Nov 9

A two-story house with a porch and a garage, surrounded by a well-maintained lawn and trees.

4. Ranchito

Troy

￥140,048 total

includes taxes & fees

Nov 10 - Nov 11

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

Troy

Lynn F.

￥99,885 total

includes taxes & fees

Nov 9 - Nov 10

6. Ranchito: Near Keswick Hall & Local Vineyards

Troy

￥148,535 total

includes taxes & fees

Nov 10 - Nov 11

7. SONSAK - MONTICELLO

Charlottesville

Jonathan

￥19,603 total

includes taxes & fees

Nov 11 - Nov 12

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

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

Palmyra

Kelli c.

￥40,823 total

includes taxes & fees

Nov 11 - Nov 12

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

9. Private Guest Suite by Wineries/Orchards/Cville

Palmyra

Nick S.

￥36,306 total

includes taxes & fees

Nov 9 - Nov 10

10. Unit 5 - Cozy Lower Level Studio Suite

Charlottesville

Gaye W.

￥23,329 total

includes taxes & fees

Nov 8 - Nov 9

A spacious living area with a sofa, armchairs, a coffee table, and a TV. There is a dining area with chairs and a table. The room has a wooden floor and white walls.

11. Cavalier Cocoon

Jefferson Park Avenue

Lisa

￥39,091 total

includes taxes & fees

Nov 8 - Nov 9

12. Unit 3 - Luxury King Suite with Private Balcony

Charlottesville

Linda

￥34,364 total

includes taxes & fees

Dec 1 - Dec 2

13. Unit 4 - Luxury King Suite with Private Balcony

Charlottesville

Ellie T.

￥34,364 total

includes taxes & fees

Dec 1 - Dec 2

A compact kitchen with a stainless steel refrigerator, a microwave, and a sink.

14. Charming Eastham Guesthouse

Charlottesville

Al B.

￥33,303 total

includes taxes & fees

Nov 12 - Nov 13

A house with a brick chimney, a small window, and a wooden deck.

15. Newly renovated entire guest suite in Orange County.

Orange

vishal k.

￥24,504 total

includes taxes & fees

Nov 9 - Nov 10

A living room with a black wood stove, a leather sofa, a wooden coffee table, and a television mounted on the wall.

16. Rugby Road Residential -RRR- near UVa and downtown

Barracks Rugby

Kate M.

￥44,823 total

includes taxes & fees

Dec 1 - Dec 2

A compact bedroom with a single bed, a wooden nightstand, a small table with a vase, and a chair. A bathroom is visible through an open door.

17. Charming Historic Carriage House Studio Apartment

Charlottesville

Michael I.

￥42,935 total

includes taxes & fees

Nov 9 - Nov 10

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

Charlottesville

Mallory B.

￥44,554 total

includes taxes & fees

Dec 1 - Dec 2

A two-story house with a stone facade, a front porch, and a well-maintained lawn.

19. Skyline Dr; Wineries; Small Family; Games; Skiing, Sleeps 4; Short Stays; EV+

Stanardsville

Jason

￥29,085 total

includes taxes & fees

Nov 15 - Nov 16

A forested area with a fire pit and Adirondack chairs.

20. Moonfire Farm Shenandoah region cozy getaway

Barboursville

Matt

￥32,222 total

includes taxes & fees

Nov 12 - Nov 13

View all properties

Find vacation rentals that suit your style

Top Troy Hotel Reviews

A swimming pool with a blue and white color scheme, surrounded by a lounge area with seating and a staircase.

Hampton Inn By Hilton Gordonsville

Gordonsville

10/10 Excellent

The hotel is modern, clean, and convenient, and it's a great value. The staff, especially the General Manager Mr. Abdul Rab, is a gem. **pedia basically screwed up this booking due to website errors during payment ("Oops, something went wrong on our end, please try again"). They ended up booking the hotel five times, all on the wrong dates which had apparently re-loaded from the previous cached page for the booking I had just completed at a different hotel, for the day before this one. What a...

Norm

A reception area with a counter, seating, and artwork on the walls.

Best Western Plus Crossroads Inn & Suites

Gordonsville

10/10 Excellent

Very nice Hotel ,well situated with plenty of dining opportunities very close by. My two complaints are the pillows are so small and so soft that they were useless and the bathtub is very slippery. We mentioned about the bathtub at checkout and were told all we had to do was ask and we would have been given a bath mat. So I'm ready to take a shower and now and I'm going to walk downstairs to get a mat for the shower. It should be in the room ready to use.

peggy

A modern cafe with seating arrangements, a counter, and a large window providing a view.

Holiday Inn Express & Suites Charlottesville by IHG

Pantops

10/10 Excellent

James

A modern lobby with a fireplace, comfortable seating, and a large window.

Residence Inn by Marriott Charlottesville Downtown

Starr Hill

10/10 Excellent

Anonymous traveler

A courtyard with a brick pathway, surrounded by neatly trimmed hedges and trees, leading to a building with a tiled roof and brick walls.

English Inn of Charlottesville

The Meadows

10/10 Excellent

Tina

A multi-story hotel with a glass entrance and a parking lot.

Hyatt Place Charlottesville

Hydraulic

10/10 Excellent

John

A cozy living room with a fireplace, a green table with bottles, and a couch with colorful pillows.

Hilton Garden Inn Charlottesville

Pantops

10/10 Excellent

Suzanne

A large, elegant building with multiple balconies, a well-lit lawn with tables, and a grand staircase.

Keswick Hall

Keswick

10/10 Excellent

Louis

A modern living room with a fireplace, dark blue and grey furniture, and a large abstract painting on the wall.

Kimpton The Forum Hotel by IHG

UVA

10/10 Excellent

Todd

An outdoor patio area with a fire pit, seating, and a pergola structure.

Staybridge Suites Charlottesville Airport by IHG

Hollymead

10/10 Excellent

James

A modern hotel with a covered entrance, multiple floors, and a parking lot.

Country Inn & Suites by Radisson, Charlottesville-UVA, VA

The Meadows

10/10 Excellent

Rodney

A hotel room with two beds, a sofa, a coffee table, and framed pictures on the wall.

Comfort Inn & Suites Charlottesville Hollymead Town Center

Hollymead

10/10 Excellent

This is a brand new property and very clean. We had a larger suite with the small pull out sofa. Overall we are a family of five and I always notice the size of a room and this one was on the larger size. If you have younger children they would have room to play on the floor. The breakfast was typical but stocked, clean, and decent. My teens ate without complaints. The staff was friendly and accommodating. We left a piece of jewelry behind, realized it about an hour later and called and...

Billie

A Holiday Inn Express hotel with a brick facade, a covered entrance, and a well-lit exterior.

Holiday Inn Express & Suites Charlottesville - Ruckersville by IHG

Barboursville

10/10 Excellent

traveler

A spacious hotel lobby with high ceilings, multiple seating areas, and a central bar.

Homewood Suites by Hilton Charlottesville, VA

The Meadows

10/10 Excellent

William

A breakfast sandwich on a plate with a Starbucks cup in the background.

Courtyard by Marriott Charlottesville

Hydraulic

10/10 Excellent

Anonymous traveler

Find out more about Troy

Search for holiday rentals in Troy on Expedia! You can easily find your home rentals, villas, holiday apartments in Troy using one of the methods below:

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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.

Troy Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Troy vacation rentals

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

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

3. Visit Monticello, Wineries, UVA & More

4. Ranchito

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

6. Ranchito: Near Keswick Hall & Local Vineyards

7. SONSAK - MONTICELLO

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

9. Private Guest Suite by Wineries/Orchards/Cville

10. Unit 5 - Cozy Lower Level Studio Suite

11. Cavalier Cocoon

12. Unit 3 - Luxury King Suite with Private Balcony

13. Unit 4 - Luxury King Suite with Private Balcony

14. Charming Eastham Guesthouse

15. Newly renovated entire guest suite in Orange County.

16. Rugby Road Residential -RRR- near UVa and downtown

17. Charming Historic Carriage House Studio Apartment

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

19. Skyline Dr; Wineries; Small Family; Games; Skiing, Sleeps 4; Short Stays; EV+

20. Moonfire Farm Shenandoah region cozy getaway

Find vacation rentals that suit your style

Top Troy Hotel Reviews

Hampton Inn By Hilton Gordonsville

10/10 Excellent

Find out more about Troy

Frequently Asked Questions

Can I find a vacation rental in Troy?

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

How many vacation rentals will I find in Troy?

What’s there to see and do in Troy?

What’s a vacation rental in Troy like?