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Troy Vacation Rentals

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

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

Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
Troy
9.2 out of 10, Wonderful, (155 reviews)
"Had a great stay! Everything was as expected and the property was nice."
United States
Jules R.
$168 nightly
The price is $185
Nov 16 - Nov 17
Total with taxes and fees
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
A compact kitchen with a stove, oven, coffee maker, and a refrigerator.

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

Pine Grove Apartment: Visit Monticello, wineries, UVA
Troy
9.6 out of 10, Exceptional, (7 reviews)
"Was a great place to lay our heads for the night while we were in town for a wedding very cozy and had everything you could need would highly recommend!"
United States
Jordan
$191 nightly
The price is $211
Nov 15 - Nov 16
Total with taxes and fees
Pine Grove Apartment: Visit Monticello, wineries, UVA
A wooden deck with wicker chairs and a table, surrounded by a wooden railing and greenery.

3. Visit Monticello, Wineries, UVA & More

Visit Monticello, Wineries, UVA & More
Troy
9.4 out of 10, Exceptional, (11 reviews)
"Great place to stay! Only a 25 min ride from Charlottesville!"
United States
Camryn S.
$438 nightly
The price is $483
Nov 15 - Nov 16
Total with taxes and fees
Visit Monticello, Wineries, UVA & More
A two-story house with a porch and a garage, surrounded by a well-maintained lawn and trees.

4. Ranchito

Ranchito
2.0 star property
Troy
$891 nightly
The price is $1,018
Nov 25 - Nov 26
Total with taxes and fees
Ranchito
A wooden deck with wicker chairs and a table, surrounded by a wooden railing and greenery.

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

Visit Monticello, Wineries, UVA: Room for a Crowd
Troy
9.2 out of 10, Wonderful, (26 reviews)
"Great place for us, comfortable and well-equipped."
United States
Lynn F.
$571 nightly
The price is $630
Nov 15 - Nov 16
Total with taxes and fees
Visit Monticello, Wineries, UVA: Room for a Crowd
A two-story house with a porch and a garage, surrounded by a well-maintained lawn and trees.

6. Ranchito: Near Keswick Hall & Local Vineyards

Ranchito: Near Keswick Hall & Local Vineyards
Troy
$967 nightly
The price is $1,070
Nov 25 - Nov 26
Total with taxes and fees
Ranchito: Near Keswick Hall & Local Vineyards
Room

7. SONSAK - MONTICELLO

SONSAK - MONTICELLO
3.5 star property
Charlottesville
10.0 out of 10, Exceptional, (12 reviews)
"Excellent For Couples Getaways!!!"
United States
Jonathan
$121 nightly
The price is $138
Nov 15 - Nov 16
Total with taxes and fees
SONSAK - MONTICELLO
A modern kitchen with a large island, a built-in oven, and a window with curtains.

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

Bluebird Cottage B: Quiet, Firepit, Patio, Games
Palmyra
10.0 out of 10, Exceptional, (63 reviews)
"A wonderful cottage that meets all of your needs! Clean, quiet and cozy! Highly recommend!"
United States
Jane C.
$230 nightly
The price is $254
Nov 30 - Dec 1
Total with taxes and fees
Bluebird Cottage B: Quiet, Firepit, Patio, Games
A two-story house with a front porch, a central entrance, and a symmetrical window arrangement.

9. Private Guest Suite by Wineries/Orchards/Cville

Private Guest Suite by Wineries/Orchards/Cville
Palmyra
10.0 out of 10, Exceptional, (56 reviews)
"Excellent experience. Very affordable with the highest standards. Many extras included and everything necessary was included to the highest standards. Great place to bring Fido too. Overall an outstanding place to stay!"
United States
David M.
$209 nightly
The price is $231
Nov 15 - Nov 16
Total with taxes and fees
Private Guest Suite by Wineries/Orchards/Cville
Directly Across Historic Michie Tavern

10. Unit 5 - Cozy Lower Level Studio Suite

Unit 5 - Cozy Lower Level Studio Suite
Charlottesville
10.0 out of 10, Exceptional, (36 reviews)
"Perfect for a short stay."
United States
Gaye W.
$133 nightly
The price is $152
Nov 15 - Nov 16
Total with taxes and fees
Unit 5 - Cozy Lower Level Studio Suite
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

Cavalier Cocoon
2.0 star property
Jefferson Park Avenue
10.0 out of 10, Exceptional, (1 review)
"Love this place! It’s close to campus as well as some great food. Don’t miss Pi Napo for pizza. We stayed at the end of a long road trip so we appreciated the washer and dryer."
United States
Lisa
$217 nightly
The price is $248
Nov 15 - Nov 16
Total with taxes and fees
Cavalier Cocoon
A compact kitchen with a stainless steel refrigerator, a microwave, and a sink.

12. Charming Eastham Guesthouse

Charming Eastham Guesthouse
Charlottesville
10.0 out of 10, Exceptional, (13 reviews)
"Great place we loved it! "
United States
Al B.
$185 nightly
The price is $211
Nov 15 - Nov 16
Total with taxes and fees
Charming Eastham Guesthouse
Directly Across Historic Michie Tavern

13. Unit 4 - Luxury King Suite with Private Balcony

Unit 4 - Luxury King Suite with Private Balcony
Charlottesville
10.0 out of 10, Exceptional, (16 reviews)
"Great location, clean and organized and comfortable. Hope to stay here again. "
United States
Ellie T.
$197 nightly
The price is $225
Dec 1 - Dec 2
Total with taxes and fees
Unit 4 - Luxury King Suite with Private Balcony
Directly Across Historic Michie Tavern

14. Unit 3 - Luxury King Suite with Private Balcony

Unit 3 - Luxury King Suite with Private Balcony
Charlottesville
10.0 out of 10, Exceptional, (37 reviews)
"These units were very well thought out and comfortable. Bed was great, kitchen stocked with useful tools and basics that were so nice to have at our disposal. It’s clean, modern and our stay was very restful. Checking in and out is a breeze - door code sent to you 15 minutes before check-in. Would definitely go back if we’re ever in the area again."
United States
Linda
$197 nightly
The price is $225
Dec 1 - Dec 2
Total with taxes and fees
Unit 3 - Luxury King Suite with Private Balcony
A house with a brick chimney, a small window, and a wooden deck.

15. Newly renovated entire guest suite in Orange County.

Newly renovated entire guest suite in Orange County.
Orange
9.8 out of 10, Exceptional, (45 reviews)
"The stay was great. Very close to all the nearby attractions and 30 minutes to skyline drive"
United States
vishal k.
$145 nightly
The price is $156
Nov 16 - Nov 17
Total with taxes and fees
Newly renovated entire guest suite in Orange County.
A group of people toasting at a table with a view of the mountains.

16. Old Met 202 | Downtown Mall | The 100 Collection

Old Met 202 | Downtown Mall | The 100 Collection
North Downtown
9.4 out of 10, Exceptional, (60 reviews)
"the apartment was absolutely beautiful & extremely clean. i would highly recommend staying at this location"
United States
Donna
$238 nightly
The price is $272
Dec 10 - Dec 11
Total with taxes and fees
Old Met 202 | Downtown Mall | The 100 Collection
A compact kitchen with white cabinetry, a blue door, and a white refrigerator.

17. Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy

Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
Ivy
10.0 out of 10, Exceptional, (59 reviews)
"It was a couple very cozy place for us to stay in the perfect location."
United States
Linda W.
$191 nightly
The price is $218
Dec 1 - Dec 2
Total with taxes and fees
Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
A grassy field with a wooden fence, trees, and a distant building.

18. Servants' Cottage on 600 Acre Working Horse/Cattle Estate

Servants' Cottage on 600 Acre Working Horse/Cattle Estate
Gordonsville
9.8 out of 10, Exceptional, (143 reviews)
"The cottage had everything you need."
United States
William J.
$162 nightly
The price is $174
Nov 16 - Nov 17
Total with taxes and fees
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
A natural landscape with trees and wildflowers.

19. Charming Historic Carriage House Studio Apartment

Charming Historic Carriage House Studio Apartment
Charlottesville
10.0 out of 10, Exceptional, (24 reviews)
"Cozy and charmy. Enjoyed the stay and would do again."
United States
Michael I.
$234 nightly
The price is $267
Nov 16 - Nov 17
Total with taxes and fees
Charming Historic Carriage House Studio Apartment
A brown front door with a glass panel and a metal handle, flanked by two glass panels with a metal frame, set in a beige siding house with a stone base and a doormat in front.

20. Spacious 4-bedroom building in wonderful Louisa with AC

Spacious 4-bedroom building in wonderful Louisa with AC
Louisa
$564 nightly
The price is $633
Nov 19 - Nov 20
Total with taxes and fees
Spacious 4-bedroom building in wonderful Louisa with AC
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

English Inn of Charlottesville

English Inn of Charlottesville

10/10 Excellent
"Great free breakfast"
Matt 1-night trip
Posted 10 hours ago
English Inn of Charlottesville

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.