Photo by Jason Clay

Troy holiday rentals

We found 393 holiday rentals — enter your dates for availability
Discover a selection of 7 homes and other holiday rentals in Troy that are perfect for your trip. Holiday rentals offer the amenities that you expect for your stay with friends, family or just your pet, such as parking and air conditioning. You're sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Troy

Showing deals for:25 Dec - 1 Jan

Living Area
Thomas Jefferson's Monticello
Private kitchen
Living Area and Dining Area
Exceptional
(143 reviews)

Azalea Cottage - adorable cottage within one mile of the University of Virginia

Charlottesville

11% off
AU$2,793
for 7 nights, 1 cottage
AU$399 per night
includes taxes & fees
Azalea Cottage - adorable cottage within one mile of the University of Virginia
Living area
Exterior
Dining
Interior
Exceptional
(13 reviews)

Luxurious Mountian house right in the Heart of Charlottesville!

Charlottesville

12% off
AU$11,562
for 7 nights, 1 home
AU$1,652 per night
includes taxes & fees
Luxurious Mountian house right in the Heart of Charlottesville!
Tasteful, minimalist decor is carefully placed throughout the home.
The back deck features a gas grill, an outdoor furniture set and bistro lights!
... balcony access, walk-in closet, ceiling fan and full-sized primary bathroom.
The kitchen is fully-stocked and includes everything you need to get cooking!
Exceptional
(72 reviews)

Bright, Spacious Home Perfect for Groups and Families: 4BR, 5 Beds

Charlottesville

21% off
AU$4,532
for 7 nights, 1 home
AU$647 per night
includes taxes & fees
Bright, Spacious Home Perfect for Groups and Families: 4BR, 5 Beds
The kitchen basics are included: plates, bowls, cups, flatware, etc.
The cozy sectional and stylish chairs are bathed in natural light!
The dining room features an expandable dining table for 6-10 to enjoy dinner.
There are mirrors in every bedroom, and several in common spaces.
Exceptional
(37 reviews)

Newly-renovated 5BR home near UVA, Downtown, i64. Weddings/bachelorette parties!

Charlottesville

18% off
AU$4,801
for 7 nights, 1 home
AU$686 per night
includes taxes & fees
Newly-renovated 5BR home near UVA, Downtown, i64. Weddings/bachelorette parties!
Capacious front porch with swing
Dining
Front door
Main entrance
Exceptional
(22 reviews)

Large Country House Near Monticello, UVA, Wineries

Louisa

13% off
AU$4,638
for 7 nights, 1 home
AU$663 per night
includes taxes & fees
Large Country House Near Monticello, UVA, Wineries
Interior
Living area
Property grounds
Room
Excellent
(15 reviews)

Loveshack, a charming tiny house on a 5 acre farm

Charlottesville

8% off
AU$2,443
for 7 nights, 1 cottage
AU$349 per night
includes taxes & fees
Loveshack, a charming tiny house on a 5 acre farm
Living area
Property grounds
Private kitchen
Pool
Exceptional
(15 reviews)

Private Hot Tub, Pool, Firepit 3 Bdrm/2 Bth in Wine Region of Year

Charlottesville

8% off
AU$5,653
for 7 nights, 1 home
AU$808 per night
includes taxes & fees
Private Hot Tub, Pool, Firepit 3 Bdrm/2 Bth in Wine Region of Year
Other end of living room, with working fireplace.
Deck overlooks backyard.
Hallway to bedrooms
Master bedroom with king-sized bed.
Exceptional
(11 reviews)

Visit Monticello, Wineries, UVA & More

Troy

22% off
AU$4,050
for 7 nights, 1 home
AU$579 per night
includes taxes & fees
Visit Monticello, Wineries, UVA & More
Master Bedroom, with king-sized bed.
Large deck overlooks backyard.
Front door entrance foyer with stairs from upper to lower level.
Hallway to bedrooms.
Exceptional
(24 reviews)

Visit Monticello, Wineries, UVA: Room for a Crowd

Troy

22% off
AU$5,228
for 7 nights, 1 home
AU$747 per night
includes taxes & fees
Visit Monticello, Wineries, UVA: Room for a Crowd
Room
Terrace/patio
Exterior
Interior
Exceptional
(8 reviews)

Your Centrally Located C-Ville Home Away From Home Vacation Rental

Charlottesville

16% off
AU$5,897
for 7 nights, 1 home
AU$842 per night
includes taxes & fees
Your Centrally Located C-Ville Home Away From Home Vacation Rental
Private kitchen
Exterior
Bathroom
Living area
Exceptional
(11 reviews)

Cozy Home with Walking Distance to Scott Stadium

Charlottesville

8% off
AU$4,850
for 7 nights, 1 home
AU$693 per night
includes taxes & fees
Cozy Home with Walking Distance to Scott Stadium
Layout of our studio
This is the view of our private pool from our main house
Property entrance.
Interior
Exceptional
(12 reviews)

Barn Studio in country setting but close to town

Charlottesville

8% off
AU$2,768
for 7 nights, 1 apartment
AU$395 per night
includes taxes & fees
Barn Studio in country setting but close to town
Interior
Living area
800sqft. Spacious, comfortable and relaxing.
Back deck under a row of tall cedars
Exceptional
(59 reviews)

Honey House—beautiful modern loft near UVA, Monticello and downtown

Charlottesville

16% off
AU$2,212
for 7 nights, 1 home
AU$316 per night
includes taxes & fees
Honey House—beautiful modern loft near UVA, Monticello and downtown
Downstairs Apartment entrance.
Full kitchen.
Dining area.
Bedroom, with king size bed.
Exceptional
(6 reviews)

Pine Grove Apartment: Visit Monticello, wineries, UVA

Troy

17% off
AU$1,794
for 7 nights, 1 apartment
AU$256 per night
includes taxes & fees
Pine Grove Apartment: Visit Monticello, wineries, UVA

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Choose a holiday rental for your Troy getaway

Learn about the unique charm of Troy with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in Troy

Are you hoping to find attractions to visit in the city? Venture out of your holiday home and experience everything that Troy has to offer. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Keswick Vineyards and Winery (9.2 mi / 14.8 km)
  • Castle Hill Cider (10 mi / 16.1 km)
  • Jefferson Vineyards (11.1 mi / 17.9 km)
  • Trump Winery (13.7 mi / 22.1 km)
  • Blenheim Vineyards (13.9 mi / 22.3 km)
  • Barboursville Vineyards (14.5 mi / 23.4 km)

Exploring the natural features in Troy

Whether you're looking for adventure or just want to spend some time taking in the scenery, Troy is a great place to get outside. Here are some of the area’s most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Carter Mountain Orchard (12.6 mi / 20.3 km)
  • Main Beach (4.2 mi / 6.8 km)
  • Fluvanna Heritage Trail (6.3 mi / 10.1 km)
  • Rivanna Trails (12.3 mi / 19.8 km)
  • Ix Art Park (13.8 mi / 22.3 km)
  • Rapidan River (23.5 mi / 37.9 km)

Transport options to and around Troy

Fly into Charlottesville, VA (CHO-Charlottesville-Albemarle), the closest airport, located 16.9 mi (27.1 km) from the city centre.

Frequently asked questions

What is the best area to stay in Troy when booking a holiday rental?
When considering a holiday rental in Troy, Virginia, the area around the picturesque countryside and the charming small-town atmosphere is particularly appealing. One of the standout neighbourhoods is the vicinity surrounding the historic downtown. This area offers a delightful blend of local shops, cafés, and restaurants, great for experiencing the warm hospitality of the region.While in Troy, visitors can take advantage of the nearby attractions such as the beautiful scenic vistas of the Blue Ridge Mountains, which provide a stunning backdrop for outdoor activities like hiking and picnicking. Additionally, the area is not far from the iconic Monticello, the historic plantation of Thomas Jefferson, which draws history enthusiasts and offers a glimpse into the past.The number of holiday rental properties in this area tends to be modest, creating a more intimate and personal experience for visitors. Staying in this neighbourhood allows guests to enjoy both the tranquillity of rural Virginia and easy access to enriching cultural experiences.
What is the most popular type of holiday rental accomodation in Troy?
In Troy, holiday houses are the most popular type of holiday rental, with several options available throughout the area. These spacious homes typically feature multiple bedrooms, fully equipped kitchens, and inviting living spaces, making them ideal for families or groups seeking a comfortable base. Many of these properties also come with outdoor areas, such as gardens or decks, superb for enjoying the serene surroundings. Additionally, several cottages can be found, offering a quaint and charming atmosphere, while a selection of apartments provides more compact and convenient accommodations for smaller parties.
Are there any family house rentals in Troy?
In Troy, Virginia, family-friendly house rentals are available, providing visitors with a comfortable base for exploring the picturesque area. These homes often feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces superb for children to play. Many properties include amenities such as Wi-Fi and air conditioning, ensuring a pleasant stay.The locale is close to beautiful natural attractions, including the scenic landscapes of the surrounding countryside and nearby parks, ideal for family outings and outdoor activities.
Can I rent a holiday home with a pool or hot tub in Troy?
In Troy, Virginia, there are several holiday homes available for rent that feature pools or hot tubs. This charming area offers a peaceful retreat amidst the natural beauty of the Virginia countryside. Many of these properties come equipped with private pools, hot tubs, and outdoor spaces where guests can unwind and enjoy the serene surroundings. Additionally, travellers can expect amenities such as fully equipped kitchens, spacious living areas, and sometimes even fire pits for evening gatherings.
Are there pet-friendly house rentals in Troy?
In Troy, Virginia, there are several pet-friendly house rentals available for visitors looking to enjoy the serene countryside. Many of these properties come with amenities like spacious backyards, fully equipped kitchens, and comfortable living spaces, making them suitable for families or groups. The tranquil setting allows for a relaxing getaway, with some rentals featuring outdoor spaces that are superb for pets to roam.While staying in Troy, guests can explore the surrounding natural beauty, including nearby parks and trails that offer opportunities for hiking and outdoor activities. The area's charming rural atmosphere, combined with pet-friendly accommodations, provides an inviting environment for both travellers and their furry companions.
Are there any remote work holiday rentals in Troy?
In Troy, Virginia, there are several remote work holiday rentals available, making it a suitable destination for those blending work and leisure. Many of these properties come equipped with essential amenities such as high-speed internet, free Wi-Fi, and dedicated workspaces featuring desk chairs. This allows for a comfortable and productive environment while enjoying the peaceful surroundings of the area.The town is located amidst picturesque landscapes, providing a serene backdrop for remote work. Guests can expect comfortable accommodations that often include features like fully equipped kitchens and relaxing living areas, superb for unwinding after a day's work. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Troy?
In Troy, popular rental amenities include kitchens, which allow guests to prepare their own meals, and decks or patios that provide outdoor spaces for relaxation and enjoying the surroundings. Many properties also feature coffee and tea makers for a convenient caffeine fix, along with fireplaces that add a cosy touch, especially during cooler months. Additionally, some rentals are pet-friendly, making it easier for travellers to bring their furry companions along.
When is the best time to visit Troy for a holiday rental?
April is the most popular time to visit Troy, Virginia, as it falls within the peak season from March to May. This vibrant period attracts visitors keen to experience the blooming landscapes and engage in outdoor activities, such as hiking the scenic trails of the nearby Blue Ridge Mountains. The weather during this time is generally mild, with temperatures typically ranging from 5 to 20 degrees Celsius, making it an ideal environment for leisurely sightseeing and outdoor adventures.March and May also offer wonderful opportunities for exploration, with the spring foliage enhancing the natural beauty of the area. If you're interested in local events, Troy often hosts seasonal festivities that allow visitors to immerse themselves in the community spirit.For those looking for a more budget-friendly time to visit, December is a great option. Although it's considered the low season, the charm of Troy in winter can be enchanting, with opportunities for cosy indoor activities and holiday events that highlight the region's culture.Ultimately, your choice of when to visit Troy will depend on whether you prefer the lively option of springtime activities or the tranquil, festive feel of winter.
What are the top attractions in Troy?
In Troy, Virginia, visitors can enjoy several captivating attractions that showcase the region's natural beauty and history. The nearby Charlottesville offers a wealth of activities, including the stunning Monticello, the historic home of Thomas Jefferson, which is just a short drive away. This area is rich in cultural heritage, and exploring the local wineries along the Monticello Wine Trail can be a delightful experience for wine enthusiasts.For outdoor lovers, the surrounding area features beautiful landscapes superb for hiking and nature walks. The Blue Ridge Mountains are accessible from Troy, providing breathtaking views and numerous trails for various skill levels. Additionally, the South Fork Rivanna River offers opportunities for kayaking and fishing, making it an excellent spot for those looking to enjoy the great outdoors.
Are all fees included in the Troy holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Troy holiday homes with parking?
Stayz offers a wide selection of holiday homes in Troy with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Troy holiday homes?
You can find great discounts on holiday homes in Troy on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Troy holiday home booking on Stayz?
To find Troy holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Troy?
A long-stay holiday home in Troy is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Troy holiday home?
Book your Troy holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Troy?
Prices for holiday homes in Troy vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Troy to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.