Dillwyn Vacation Rentals

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Our top choices for Dillwyn vacation rentals

10.0 out of 10, Exceptional, (8)
"The weekend I had planned changed significantly and owner was so kind to accommodate! Fantastic house and location. "
United States
Katherine M.
$248 nightly
The price is $279
Jan 6 - Jan 7, 2026
Total with taxes and fees
Charming 2 bedroom cottage in D-town Farmville. Close to Longwood & Hampden S.

Cabin in Farmville

Weekend Getaway Cabin
9.8 out of 10, Exceptional, (60)
"Impressive secluded cabin with all the amenities including full kitchen and a Jacuzzi on the back porch."
United States
Dave A.
$184 nightly
The price is $194
Jan 6 - Jan 7, 2026
Total with taxes and fees
Weekend Getaway Cabin
9.6 out of 10, Exceptional, (18)
"Nice quiet cabin, wish we could have booked it longer."
United States
John S.
$215 nightly
The price is $231
Jan 14 - Jan 15, 2026
Total with taxes and fees
Cozy Cabin w/ Hot Tub | State Park | Near Lake
10.0 out of 10, Exceptional, (6)
"Absolutely great property. There's enough to do there that you don't have to go off the property. I highly recommend. "
United States
Aaron m.
$278 nightly
The price is $295
Jan 5 - Jan 6, 2026
Total with taxes and fees
Hot Tub | Fire Pit | River | State Park | King Bed

Vacation Home in Cumberland County

Riverview Cabin on the James
9.8 out of 10, Exceptional, (22)
"Cabin was clean and well kept. "
United States
Ricardo S.
$322 nightly
The price is $333
Jan 6 - Jan 7, 2026
Total with taxes and fees
Riverview Cabin on the James
10.0 out of 10, Exceptional, (57)
"Great location and the cabin was the perfect size for our group."
United States
Kimberly
$299 nightly
The price is $315
Jan 4 - Jan 5, 2026
Total with taxes and fees
Cedar Ridge Lodge Near High Bridge Trail
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 Dillwyn Hotel Reviews

Find out more about Dillwyn

Everything you need to know about Dillwyn 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 Dillwyn vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Dillwyn vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Dillwyn vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Dillwyn. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Dillwyn in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $194 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Dillwyn rentals

At Expedia, we put the best Dillwyn 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 Dillwyn 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 Dillwyn 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 Dillwyn. 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

Are there vacation rentals in Dillwyn?

Yes, we have vacation rentals near popular attractions in Dillwyn, or you can go with a secluded option if you're looking for relaxation.

What's the top vacation rental in Dillwyn?

Riverview Cabin on the James: This vacation home rental near Dillwyn is located on a river and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the hot tub in this rental home to help you unwind.

What can I see and do in Dillwyn?

While you're exploring the area, Bear Creek Lake State Park and Holliday Lake State Park are a couple of picturesque spots to get outside and enjoy nature. Buckingham Historic Village and Appomattox River are a couple of places you'll find in the larger area.

What are vacation rentals like in Dillwyn?

Vacation rentals are private accommodations you can stay in for a couple days or more in Dillwyn. Vacation rentals feature extras like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for a small group gathering.