Pittsville vacation rentals

We found 555 vacation rentals — enter your dates for availability

Scroll through and select from vacation rentals in Pittsville to find one that's perfect for your trip. Whether you’re staying in a vacation home with your kids or with friends, you'll have the amenities you expect and more, which might include WiFi and a hot tub. Whatever you're looking for, you'll be sure to find a rental for everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Pittsville

Showing deals for:Aug 14 - Aug 21

Image gallery for Wind Family Compound--Best LARGE Rental on SML! 8000sq feet!

Entrance to paradise!
9.2 out of 10, Wonderful, (89 reviews)
Wonderful
(89 reviews)

Wind Family Compound--Best LARGE Rental on SML! 8000sq feet!

Moneta

8% off
Price is $1,263
$8,844 for 7 nights
All fees included
Wind Family Compound--Best LARGE Rental on SML! 8000sq feet!

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Find out more about Pittsville

Find the perfect vacation rental for your Pittsville getaway

Learn about the unique charm of Pittsville with a stay in a private vacation home. This city has something for everyone. Many of our vacation rentals offer full kitchens, spacious living quarters, and sometimes even a hot tub for a relaxing getaway.

Activities and attractions in and around Pittsville

Are you looking for things to do in the area? Venture out of your cozy vacation rental and experience everything that makes Pittsville a one-of-a-kind vacation spot. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Tomahawk Mill Vineyard and Winery (8.1 mi / 13 km)
  • Hickory Hill Vineyards (13.8 mi / 22.3 km)

Exploring the natural features in Pittsville

Whether you're an adventurous traveler or just want to take in the scenery, Pittsville is a great place to get outside. Here are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city center:

  • Leesville Lake (7.5 mi / 12.1 km)
  • Smith Mountain Lake State Park (10.2 mi / 16.5 km)
  • Smith Mountain Lake (10.9 mi / 17.5 km)
  • Smith Mountain Lake Community Park (11.3 mi / 18.2 km)
  • Moneta Park (17.3 mi / 27.8 km)
  • Shreve Park (13.2 mi / 21.2 km)

How to get to and around Pittsville

The nearest airport is in Lynchburg, VA (LYH-Lynchburg Regional), located 28.3 mi (45.5 km) from the city center. If you can't find a flight that's convenient for your trip, you can also fly into Danville, VA (DAN-Danville Regional), which is 28.9 mi (46.5 km) away.

Frequently asked questions

What is the best area to stay in Pittsville, Virginia, United States of America when booking a vacation rental?
When considering the best area to stay in Pittsville, Virginia, you might want to explore the neighborhoods surrounding this charming town. The vicinity is known for its picturesque landscapes and a relaxed atmosphere, making it an ideal retreat for vacationers.

One of the standout areas is the neighborhood close to the scenic Smith Mountain Lake. This area not only offers stunning waterfront views but also provides access to various outdoor activities such as boating, fishing, and hiking. The nearby Smith Mountain Lake State Park is a top attraction, superb for those who enjoy nature trails and picnicking by the water.

Another appealing option is the vicinity of the Blue Ridge Parkway, renowned for its breathtaking views and vibrant fall foliage. This area attracts visitors looking for a serene environment to unwind and enjoy nature. The parkway itself is a popular point of interest, offering numerous overlooks and trails that showcase the beauty of the Appalachian Mountains.

In terms of vacation rentals, the region boasts a variety of properties, ranging from cozy cabins to larger homes suitable for families.
How much does it cost to rent a vacation home in Pittsville?
Prices for vacation rentals in Pittsville 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Pittsville to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Pittsville vacation house rentals?
You can find great discounts on house rentals in Pittsville on Vrbo, 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.
What is the most popular type of vacation rental accomodation in Pittsville?
In Pittsville, cabins are the most popular type of vacation rental, with several available throughout the area. These cabins often offer a rustic charm and are typically equipped with amenities like full kitchens, cozy living areas, and outdoor spaces for enjoying the natural surroundings. Additionally, several cottages can be found, providing a quaint and comfortable option for travelers looking for a peaceful getaway. Vacation houses are also available, offering more spacious rooms that are ideal for families or larger groups. These homes usually come with multiple bedrooms, ample living space, and outdoor areas for relaxation.
Are there any family house rentals in Pittsville?
In Pittsville, Virginia, there are several family-friendly house rentals available, making it an excellent choice for groups. This charming area offers spacious homes that often feature amenities such as full kitchens, cozy living rooms, and outdoor spaces for kids to enjoy. Visitors can expect comfortable accommodations that cater to families, ensuring everyone has a pleasant stay.

The locale is also close to natural attractions, with opportunities for hiking, fishing, and exploring the scenic beauty of the surrounding countryside.
Can I find long-stay vacation rentals in Pittsville?
A long-stay vacation rental in Pittsville is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* 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.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Pittsville?
In Pittsville, travelers will find several pet-friendly house rentals that cater to both humans and their furry companions. Many of these homes come with amenities such as spacious yards, ensuring that pets have plenty of room to roam and play. Additionally, some properties feature outdoor areas like decks or patios, great for enjoying the serene surroundings.

The area around Pittsville offers a tranquil atmosphere, with opportunities for outdoor activities that are great for pet owners. Nearby parks and natural spaces provide options for walks and exploration, allowing pets to enjoy the beautiful Virginia landscape.
Are there any remote work vacation rentals in Pittsville?
In Pittsville, Virginia, there are several vacation rentals suitable for remote work. These properties often offer amenities tailored for productivity, including free Wi-Fi in both private rooms and public areas, dedicated desk spaces, and laptop-friendly workspaces. This makes it easy for travelers to balance work and leisure while enjoying the serene surroundings of this charming area. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Pittsville vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Pittsville with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo 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.
What are popular rental amenities in Pittsville?
In Pittsville, popular vacation rental amenities include well-equipped kitchens, allowing travelers to prepare their own meals. Many rentals also feature patios or decks, providing outdoor spaces for relaxation and enjoying the fresh air. Additionally, some properties come with blenders, which can be handy for making smoothies or cocktails. Onsite parking is another common amenity, making it convenient for guests traveling with their own vehicles.
How early should I book a Pittsville vacation rental?
Book your Pittsville vacation rental 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 Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Pittsville, Virginia, United States of America?
In Pittsville, Virginia, visitors can enjoy a tranquil rural atmosphere with a variety of attractions nearby. The area is known for its access to outdoor activities, particularly around the picturesque Smith Mountain Lake, which offers opportunities for boating, fishing, and swimming. Vacation rentals near the lake often provide stunning views and easy access to the water.

For those seeking a taste of local history, the nearby town of Martinsville features the Martinsville Museum, where guests can learn about the region's heritage. Additionally, the nearby Blue Ridge Parkway offers breathtaking scenic drives and hiking trails, great for nature enthusiasts.
Can I change or cancel my Pittsville home rental booking on Vrbo?
To find Pittsville vacation rentals with free cancellation, just use Vrbo'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". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers 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, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Pittsville vacation rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing 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 favorites, and build the perfect itinerary together.

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