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Troy Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 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, (150 reviews)
"Had a great stay! Everything was as expected and the property was nice."
United States
Jules R.
The price is CA $213
CA $303 total
includes taxes & fees
Oct 21 - Oct 22
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
9.4 out of 10, Exceptional, (6 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
The price is CA $256
CA $345 total
includes taxes & fees
Oct 18 - Oct 19
Pine Grove Apartment: Visit Monticello, wineries, UVA
A spacious kitchen with wooden flooring, a marble island, and white cabinetry.

3. Ranchito

Ranchito
2.0 star property
Troy
The price is CA $496
CA $1,055 total
includes taxes & fees
Oct 29 - Oct 30
Ranchito
A wooden deck with wicker chairs and a table, surrounded by a wooden railing and greenery.

4. 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.
The price is CA $597
CA $798 total
includes taxes & fees
Oct 18 - Oct 19
Visit Monticello, Wineries, UVA & More
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
9.4 out of 10, Exceptional, (25 reviews)
"Great place for us, comfortable and well-equipped."
United States
Lynn F.
The price is CA $782
CA $1,049 total
includes taxes & fees
Oct 18 - Oct 19
Visit Monticello, Wineries, UVA: Room for a Crowd
A modern kitchen with dark cabinetry, a stainless steel refrigerator, a large island with stools, pendant lights, and a herringbone-patterned backsplash.

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

Luxury home near Lake Monticello is nestled in a quiet area, close proximity to Charlottesville
Troy
10.0 out of 10, Exceptional, (7 reviews)
"Modern, clean property. I’d recommend staying here for anyone looking for a place to stay not too far from Charlottesville."
United States
Kevin A.
The price is CA $1,076
CA $2,259 total
includes taxes & fees
Nov 9 - Nov 10
Luxury home near Lake Monticello is nestled in a quiet area, close proximity to Charlottesville
A bedroom with a bed, two bedside tables, a ceiling fan, and a window with blinds.

7. Ranchito: Near Keswick Hall & Local Vineyards

Ranchito: Near Keswick Hall & Local Vineyards
Troy
The price is CA $496
CA $1,169 total
includes taxes & fees
Nov 3 - Nov 4
Ranchito: Near Keswick Hall & Local Vineyards
Room

8. SONSAK - MONTICELLO

SONSAK - MONTICELLO
3.5 star property
Charlottesville
10.0 out of 10, Exceptional, (8 reviews)
"Great property. Clean and well-maintained and picturesque. Will book again."
United States
Ramin
The price is CA $155
CA $177 total
includes taxes & fees
Nov 1 - Nov 2
SONSAK - MONTICELLO
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, (54 reviews)
"Very nice room and suite clean and accomdating "
United States
Nick S.
The price is CA $206
CA $326 total
includes taxes & fees
Oct 20 - Oct 21
Private Guest Suite by Wineries/Orchards/Cville
A modern kitchen with a large island, a built-in oven, and a window with curtains.

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

Bluebird Cottage B: Quiet, Firepit, Patio, Games
Palmyra
10.0 out of 10, Exceptional, (63 reviews)
"The host was very responsive and we thoroughly enjoyed staying there. Beautiful backyard!"
United States
Kelli c.
The price is CA $180
CA $359 total
includes taxes & fees
Oct 19 - Oct 20
Bluebird Cottage B: Quiet, Firepit, Patio, Games
A bathroom with a white sink, a chrome faucet, a soap dispenser, and a toilet paper holder.

11. Riverbluff Nest

Riverbluff Nest
2.0 star property
Woolen Mills
The price is CA $250
CA $490 total
includes taxes & fees
Oct 19 - Oct 20
Riverbluff Nest
Directly Across Historic Michie Tavern

12. Unit 5 - Cozy Lower Level Studio Suite

Unit 5 - Cozy Lower Level Studio Suite
Charlottesville
10.0 out of 10, Exceptional, (35 reviews)
"Perfect for a short stay."
United States
Gaye W.
The price is CA $162
CA $218 total
includes taxes & fees
Nov 1 - Nov 2
Unit 5 - Cozy Lower Level Studio Suite
Directly Across Historic Michie Tavern

13. Unit 3 - Luxury King Suite with Private Balcony

Unit 3 - Luxury King Suite with Private Balcony
Charlottesville
10.0 out of 10, Exceptional, (35 reviews)
"Very nice property. Quiet, clean, efficient. Great place to stay."
United States
martha a.
The price is CA $269
CA $351 total
includes taxes & fees
Oct 25 - Oct 26
Unit 3 - Luxury King Suite with Private Balcony
Directly Across Historic Michie Tavern

14. 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.
The price is CA $269
CA $351 total
includes taxes & fees
Oct 25 - Oct 26
Unit 4 - Luxury King Suite with Private Balcony
A spacious living room with a high ceiling, a staircase, and a television mounted on the wall.

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

Stonemont Farm Cabin with Hot Tub- in Keswick by Vineyards!
Keswick
9.8 out of 10, Exceptional, (51 reviews)
"Nice cabin in a beautiful spot, location is great -- easy access to VA wine country!"
United States
Ethan W.
The price is CA $558
CA $769 total
includes taxes & fees
Nov 5 - Nov 6
Stonemont Farm Cabin with Hot Tub- in Keswick by Vineyards!
A compact kitchen with a stainless steel refrigerator, a microwave, and a sink.

16. Charming Eastham Guesthouse

Charming Eastham Guesthouse
Charlottesville
10.0 out of 10, Exceptional, (12 reviews)
"Great place we loved it! "
United States
Al B.
The price is CA $207
CA $318 total
includes taxes & fees
Oct 21 - Oct 22
Charming Eastham Guesthouse
Directly Across Historic Michie Tavern

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

Unit 1_Expansive Luxury Suite for up to 4 Persons
Charlottesville
10.0 out of 10, Exceptional, (22 reviews)
"Great hosts and beautiful location!"
United States
Mallory B.
The price is CA $405
CA $530 total
includes taxes & fees
Nov 1 - Nov 2
Unit 1_Expansive Luxury Suite for up to 4 Persons
A covered patio with two sofas, a table with food and drinks, and a view of a vineyard.

18. Fern Cottage Summary:

Fern Cottage Summary:
Gordonsville
10.0 out of 10, Exceptional, (23 reviews)
"A perfect house for a relaxing family getaway! Easy 30 min to Charlottesville. "
United States
Lindsey S.
The price is CA $586
CA $1,114 total
includes taxes & fees
Nov 8 - Nov 9
Fern Cottage Summary:
Directly Across Historic Michie Tavern

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

Unit 2_Expansive Luxury Suite for up to 4 Persons
Charlottesville
10.0 out of 10, Exceptional, (15 reviews)
"We enjoy everything about the place. Clean, easy access, outdoor spaces, and new cool design "
United States
Susan
The price is CA $450
CA $588 total
includes taxes & fees
Oct 22 - Oct 23
Unit 2_Expansive Luxury Suite for up to 4 Persons
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.

20. The Ranch at Wine Country - Complimentary Bottle!

The Ranch at Wine Country - Complimentary Bottle!
Gordonsville
10.0 out of 10, Exceptional, (52 reviews)
"Had a great stay! In a perfect location close to all the wineries and downtown of Gordonsville. House was very clean and had everything we needed. "
United States
Marisa G.
The price is CA $377
CA $645 total
includes taxes & fees
Oct 27 - Oct 28
The Ranch at Wine Country - Complimentary Bottle!
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
"The pool was very cold other than thay everything was great."
Wesleyand Crystal 1-night trip
Posted 5 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, 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 $177 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?

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.