Dillwyn holiday lettings

We found 5 holiday rentals — enter your dates for availability

Scroll through and select from holiday rentals in Dillwyn to find one that's perfect for your trip. Holiday homes provide the best amenities for you and your friends, family or even pets, such as parking and a hot tub. No matter what you're looking for, you'll find a property to rent for everyone's needs, including a place that is accessible or non-smoking.
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  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Find out more about Dillwyn

Find out more about Dillwyn

Find the perfect holiday rental for your Dillwyn getaway

Learn about the unique charm of Dillwyn with a stay in a holiday home rental. This city has something for everyone. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Exploring the natural features in Dillwyn

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Dillwyn is a great place to get out in nature. These are some of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Bear Creek Lake State Park (10.3 mi / 16.6 km)
  • Holliday Lake State Park (13.9 mi / 22.4 km)
  • Horsepen Lake (5.2 mi / 8.4 km)
  • Appomattox River (16.8 mi / 27 km)
  • Buckingham Courthouse Historic District (5.2 mi / 8.3 km)
  • James River at Wingina (15.6 mi / 25.1 km)

Frequently asked questions

What is the best area to stay in Dillwyn when booking a holiday rental?
When considering a holiday rental in Dillwyn, Virginia, a great area to stay in is the town centre. This charming location offers a blend of quaint local shops, eateries, and easy access to the surrounding countryside. Staying in the centre allows you to immerse yourself in the local culture and enjoy the friendly atmosphere that Dillwyn is known for.

One of the top attractions nearby is the historic Buckingham County Courthouse, an impressive structure that reflects the area's rich history. Additionally, the scenic views found in the nearby Bear Creek Lake State Park provide a great spot for outdoor enthusiasts, with opportunities for hiking, fishing, and picnicking.
How much does it cost to rent a holiday home in Dillwyn?
Prices for holiday rentals in Dillwyn 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 Dillwyn 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 Dillwyn holiday house rentals?
You can find great discounts on house rentals in Dillwyn 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.
Can I find long-stay holiday rentals in Dillwyn?
A long-stay holiday rental in Dillwyn 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there any Dillwyn holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Dillwyn 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 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.
When is the best time to visit Dillwyn for a holiday rental?
April marks the beginning of the peak season in Dillwyn, Virginia, when nature awakens and the landscape bursts into vibrant colours, making it a delightful time for holiday rentals. This month attracts visitors eager to explore the picturesque countryside, with warmer temperatures averaging around 18°C, setting the stage for outdoor activities like hiking and picnicking in the area's scenic parks.

As spring progresses into May and June, the weather remains pleasantly warm, great for enjoying local attractions and events. The peak season is particularly appealing for those interested in immersing themselves in the local culture, with farmers' markets and community festivals providing an authentic experience of Dillwyn's charm.

For travellers looking for a more budget-friendly option, December offers a quieter experience. While it's low season, this month presents a unique opportunity to enjoy Dillwyn's peace and tranquillity, along with the chance to appreciate the region's winter beauty.
How early should I book a Dillwyn holiday rental?
Book your Dillwyn holiday 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 holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Dillwyn home rental booking on Vrbo?
To find Dillwyn holiday 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 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 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, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Dillwyn holiday 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.

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