Pittsylvania County vacation rentals

We found 681 vacation rentals — enter your dates for availability

Discover a selection of 27 homes and other vacation rentals in Pittsylvania County that are perfect for your trip. Whether you’re staying in a vacation home with friends, family, or just with your pet, you'll have the best amenities for spending time at your home away from home, which might include WiFi and a washer and dryer. Whatever you're looking for, you'll be sure to find a rental that has what everyone needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Pittsylvania County

Showing deals for:Jul 3 - Jul 10

Find out more about Pittsylvania County

Why visit Pittsylvania County

  • Outdoor Adventures: Enjoy a variety of activities in the beautiful natural landscapes of Pittsylvania County.
  • Charming Neighborhoods: Explore the historic streets of Danville, perfect for leisurely strolls and family-friendly attractions.
  • Local History: Visit military museums to delve into the rich history of the region.
  • Relaxing Getaways: Experience romantic retreats with cozy cabins and charming cottages for comfortable stays.
  • Scenic Marinas: Relax by the water at picturesque marinas, ideal for a day of leisure.

Popular types of accommodation in Pittsylvania County

If you’re considering a getaway in Pittsylvania County, you’re in for a treat. The most popular types of vacation rentals here include houses, cozy cabins, and charming cottages. Whether you’re looking for spacious home rentals, cozy bedroom rentals, or even apartment living in nearby Davidson County, we’ve got the options to fit your needs. Discover the perfect accommodation for your next adventure with us.

  • Houses: These spacious and fully-equipped homes are the top choice for travelers seeking comfort and privacy during their stay in Pittsylvania County.
  • Cabins: Ideal for those who love nature, these rustic retreats offer a peaceful escape with scenic views and a cozy atmosphere.
  • Cottages: Perfect for a romantic getaway or a quaint family vacation, these charming accommodations provide a warm and inviting setting.**

Top attractions in Pittsylvania County

Pittsylvania County, Virginia, offers a perfect blend of outdoor adventures and romantic getaways. Visitors can explore scenic marinas, delve into local history at military museums, and enjoy the region's natural beauty. Whether you're seeking a thrilling outdoor experience or a relaxing beach day, this area has it all. Additionally, consider exploring rental homes by neighborhood for a comfortable stay while you enjoy all that Pittsylvania County has to offer.

  • AAF Tank Museum: This military museum offers an impressive collection of armored vehicles and military artifacts, showcasing the history and evolution of tank warfare. Visitors can explore exhibits that highlight the culture and significance of military service.
  • Lakeside Marina: A perfect spot for adventure lovers, Lakeside Marina provides opportunities for boating, fishing, and enjoying the beach. The outdoor atmosphere makes it an ideal place for family picnics and water sports.
  • The Hughes Center: This medical center is focused on health and wellness, offering family-oriented services and programs. It fosters a sense of community while promoting business partnerships in healthcare.

Things to do recommended for couples

Looking for a romantic getaway in Pittsylvania County? Explore the charming local wineries for tastings, take a scenic hike together at Fairy Stone State Park, or enjoy a cozy picnic by the Dan River. Don't miss a sunset stroll through the picturesque downtown area for unforgettable memories.

Things to do recommended for families

Families visiting Pittsylvania County can explore the beautiful outdoors at the Smith Mountain Lake State Park, enjoy a fun-filled day at the Danville Science Center, and experience the thrill of the Virginia International Raceway with go-kart racing for all ages.

Things to do recommended for groups

Groups visiting Pittsylvania County can enjoy outdoor adventures at the beautiful Lake Hartwell, explore local history at the Danville Museum of Fine Arts and History, and engage in team-building activities at the scenic Smith Mountain Lake. Don't miss the charming local dining experiences to savor Southern cuisine.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Pittsylvania County

If you’re traveling with a group, family, or pets, or if you’re seeking extended stays, be sure to use the appropriate filters to match your priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Pittsylvania County with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Pittsylvania County with young kids: Traveling with young kids can be quite demanding. It’s important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Pittsylvania County: For many families, a trip isn't truly complete without their furry companion. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Pittsylvania County: If you're in search of vacation rentals that offer great deals for month-long stays, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like parking, a spacious kitchen, or a private pool in your search criteria as well.

Where to stay in Pittsylvania County

Pittsylvania County, Virginia, is a hidden gem perfect for outdoor enthusiasts and romantic getaways. Explore charming neighborhoods like Danville, where cobblestone streets invite leisurely strolls, and family-friendly attractions abound. Experience the stunning scenery and embark on excursions that showcase the area’s natural beauty. Whether you're looking for a peaceful retreat or a vibrant atmosphere, Pittsylvania County offers an array of experiences that cater to all travelers.

  • Danville: Danville is a charming city nestled in Pittsylvania County, known for its romantic ambiance and rich history. Travelers seeking an urban experience will enjoy exploring its lively downtown area, filled with unique shops and local eateries. The city is famous for its motor racing events, drawing adrenaline enthusiasts to the nearby racetrack. Outdoor lovers will appreciate the scenic lakes and recreational areas perfect for a day of fishing or picnicking. The Danville Stadium hosts various events, adding to the city's vibrant atmosphere. Whether you're looking to unwind or engage in thrilling activities, Danville has something for everyone.
  • Gretna: Gretna is a picturesque city that offers stunning scenery and a peaceful outdoor experience. This charming locale is surrounded by natural beauty, making it ideal for romantic getaways or family outings. Visitors can explore the nearby national state park, which features beautiful hiking trails and serene picnic spots. The local lake provides opportunities for fishing and boating, enhancing the outdoor adventure. Additionally, Gretna is home to a modern college university, offering cultural and educational events throughout the year. With its inviting atmosphere and scenic landscapes, Gretna is a delightful destination for nature lovers.
  • Chatham: Chatham, another gem in Pittsylvania County, captivates visitors with its beautiful scenery and outdoor attractions. The city boasts easy access to recreational areas and a national state park, perfect for hiking and enjoying the great outdoors. Those looking for a romantic escape will find the picturesque lake an ideal spot for relaxing afternoons. Chatham is also home to a modern college university, which enriches the community with educational opportunities and cultural experiences. With its blend of natural beauty and urban charm, Chatham is a wonderful destination for anyone seeking adventure or tranquility.

Booking with Vrbo is a breeze

Are you hoping to save on your next adventure? Being flexible with your travel dates can really help, as prices tend to vary. Additionally, if you opt for a longer stay, you’ll often enjoy significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to narrow down options by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's Trip Board is a fantastic tool that allows you to plan new adventures, pick up right where you left off, or easily view and organize your travel plans. You can find all the properties you've saved or booked in the sections for Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Book a vacation rental for your Pittsylvania County getaway

Learn about the unique charm of Pittsylvania County with a stay in a private vacation home. This city has something for everyone. With a vacation rental, you get a home away from home. Many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in Pittsylvania County

Do you want to find attractions to visit in the city? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that Pittsylvania County 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 center:

  • Goodyear Golf Club (18.6 mi / 29.9 km)
  • Southern Hills Golf Club (18.7 mi / 30 km)
  • Virginia International Raceway (20.7 mi / 33.3 km)
  • Martinsville Speedway (28.3 mi / 45.6 km)
  • Hickory Hill Vineyards (24.7 mi / 39.7 km)
  • Oak Hill Golf Course (28.9 mi / 46.4 km)

Exploring the natural landscape of Pittsylvania County

Whether you're an active traveler or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your vacation in Pittsylvania County. These are some of the area's most enchanting sights, all within 30 miles (48.2 km) of the city center:

  • Leesville Lake (17.5 mi / 28.2 km)
  • Danville's Riverwalk Trail (17.6 mi / 28.4 km)
  • Anglers Park (18.4 mi / 29.6 km)
  • Hudson Heritage Farms (18.4 mi / 29.7 km)
  • Smith Mountain Lake (20.4 mi / 32.9 km)
  • Smith Mountain Lake State Park (21.1 mi / 33.9 km)

Frequently asked questions

What is the best area to stay in Pittsylvania County when booking a vacation rental?
Callands-Gretna is among the more popular locations where you can book a vacation rental in Pittsylvania County. Have a look at our collection of relaxing stays and then prepare to experience this destination like a local.
What is the most popular type of vacation rental accommodation in Pittsylvania County?
The most desirable types of vacation rentals in Pittsylvania County are cabins. Ready for more choices? Vrbo has a variety of options to match the needs of our guests, so you'll see vacation properties in lots of shapes and sizes. The ideal fit is ready and waiting for you — find yours today.
How much does it cost to rent a vacation rental in Pittsylvania County?
Property type, season and length of stay are some of the conditions that can affect the price of a vacation home. Simply add your travel dates to find the ultimate escape. From homey country cottages to sprawling villas, all Vrbo vacation rentals offer unbeatable value.
How much does it cost to rent a beach house in Pittsylvania County?
Prices for beach houses in Pittsylvania County can vary depending on the style and size of the property and when you're traveling. All you have to do is enter your travel dates into Vrbo and how many guests to view your options and prices. From there you can use our filter tool to tailor your search by amenities, ratings, nearby activities and more.
Are there pet-friendly vacation rentals in Pittsylvania County?
Good news! Yes. You'll have a choice of five vacation rentals that cater to pets in Pittsylvania County. Several of our pet-friendly vacation rentals even have a backyard for your furry pal to play in, dog beds, complimentary treats and proximity to parks. Apply the "Pets allowed" filter to find your pawfect digs on Vrbo.
Are there large group vacation rentals in Pittsylvania County?
Pittsylvania County has 10 vacation homes that can cater to 10 or more people. These properties come with the space you need to enjoy good times with your nearest and dearest.
Are there one-bedroom vacation rentals in Pittsylvania County?
Yes, you'll find 4 one-bedroom properties in Pittsylvania County to choose from. A one-bedroom vacation rental is an excellent option if it's only you and your partner or if you're vacationing alone. Add in more privacy, space and convenience compared to a hotel, and you have yourself a break to remember.
Can I find two-bedroom vacation rentals in Pittsylvania County?
Pick from three two-bedroom vacation rentals in Pittsylvania County. Put the kids in the second room or maybe fill it with a couple of your besties. There's plenty of space for whoever's fortunate enough to be coming along.
Are there vacation rentals with WiFi in Pittsylvania County?
Pittsylvania County has 15 vacation rentals with WiFi, so you can stay connected while you're away. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming movie blockbusters to sending emails, these Vrbo homes make it a cinch to go online.
How can I find vacation rentals with air conditioning in Pittsylvania County?
Pick from 20 Vrbo vacation rentals with air conditioning in Pittsylvania County offering that cooling breeze and extra bit of comfort. Simply enter your preferred travel dates and then make use of our filter tool to look for properties with air conditioning.
How old do you have to be to rent a vacation rental in Pittsylvania County?
You should check with the Pittsylvania County vacation home you're considering on Vrbo as the age limit differs. However, it's normally 16, 18 or 21.
How long can I rent a vacation rental in Pittsylvania County for?
How long you can book a vacation rental in Pittsylvania County is up to the property. Just enter your selected travel dates to see a list of options offering extended stays. With loads of creature comforts such as air conditioning and kitchens, as well as some offering discounted weekly or monthly prices, you're sure to find a perfect place to call your home away from home in Pittsylvania County.
Does Vrbo offer discounts for vacation homes in Pittsylvania County?
In Pittsylvania County, you'll find some fantastic deals and discounts for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether you're wanting a weekend escape or an extended stay, we've got plenty of options to match your style.

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