Dillwyn Vacation Rentals from $288: Search Short-Term Rentals

Q: What's the top vacation rental in Dillwyn?

5 Bedroom Hilltop Villa with Magnificent Views : This vacation home near Dillwyn is located on a river and has a patio, a hot tub, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the books in this rental home to help you unwind.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Dillwyn vacation rentals

A modern kitchen with a wooden island, white cabinetry, and a dining area with wooden chairs.

1. Hot Tub | Fire Pit | River | State Park | King Bed

Wingina

Stephen H.

$298 nightly

Nov 9 - Nov 10

Total with taxes and fees

A cozy living room with a brick fireplace, a flat-screen TV mounted above it, and a dining area with a wooden table and chairs.

2. Cozy Cabin w/ Hot Tub | State Park | Near Lake

Appomattox

Jeff S.

$268 nightly

Nov 12 - Nov 13

Total with taxes and fees

A log cabin with a porch, a small deck, and a fire pit area.

3. Getaway Cabin | Hot tub + Fire Pit + Trail Access

Farmville

Michelle R.

A wooden deck with wicker chairs and a swing, overlooking a green landscape.

4. Hot Tub | King Suites | Outdoor Fireplace & Lounge

Wingina

"Loved our time here! It was a clean and beautiful house! The communication with the owner was great. The mountain roads to the house were a little scary. The freezer had 3-4 old fashioned ice trays which were inconvenient if you needed more ice. The refrigerator temperature was so cold that our milk and our pitcher of water was turning into ice. There was some food stuck on the coffee table out at the hot tub area. The hot faucet in one of the bedroom bathrooms needs to be tightened. Everything...

Susan

$314 nightly

Nov 2 - Nov 3

Total with taxes and fees

A Hobbit-style house with a green door and circular windows, surrounded by a grassy hill and trees.

5. Shireton: Fantasy-Inspired Underground Cottage

Arvonia

$259 nightly

Nov 1 - Nov 2

Total with taxes and fees

A brick house with a chimney, a front porch, and a mailbox.

6. Walk to Longwood • Sleeps 6 • Cozy Cottage Near Hampden-Sydney

Farmville

Tracy F.

$350 nightly

Nov 30 - Dec 1

Total with taxes and fees

A log cabin interior with a fireplace, a television mounted on the wall, and a dining area.

7. Cedar Ridge Cabin | Hot Tub + Fire + Trail Access

Farmville

Brandi P.

$393 nightly

Nov 3 - Nov 4

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Cabins

Private vacation homes

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Dillwyn Hotel Reviews

Hotel Weyanoke

10/10 Excellent

"Eventhougg the staff couldn't help with room service it was ok tgey were so sweet tge tavern was closed but it was a week day. Me and 2 of my hubby and 5 babies needed a mental health day and this place didnt disappoint we looooove ot we will be back again"

Castello Segreto -Charming 2-bedroom cabin-

10/10 Excellent

"Beautiful and cozy property. Loved the European feel. The smoke detector was chirping when we arrived. Contacted the owner and not only did they fix it right away, they left us a bottle of champagne. Just a short drive to an apple orchard. Highly recommend this property and host."

Cozy Cabin w/ Hot Tub | State Park | Near Lake

10/10 Excellent

"Overall the conditions of the cabin was great hot tub work great.. I used to have one myself. We enjoyed the seclusion being in the woods. Fires in the fire pit.. communications with the hosts was excellent. We will stay there again possibly one day. Usually Every October wedding anniversary we try to find a new place to go. Like using VRBO.."

Maysville Manor Bed & Breakfast

10/10 Excellent

"I’m going to start off with saying The manor is beautiful. I found this gem kinda last minute and I’m glad I did. It is very clean, quiet and I felt mostly like I had it to myself. There were other guests who were staying but unless if I seen their vehicle or faintly heard them when I went to the Bathroom, I’d have never known. So as many others state, there is no breakfast, the owner you have to call upon arrival, they explain why and they are so nice. But I didn’t stay there for the breakfast, I stayed for the experience and I’m glad I did. It was very clean, there are 2kitchens to choose from and you have full reign of cooking and such, the back one has a dishwasher a well. The owner said any room with the doors open you can go in and check it out, now the not so great but still worth it part… the steps to the manor need work, there are a lot of stairs… different rooms you need to go up or down into this rooms by stairs. One of the bathrooms I had to step up then step down to get into the bathroom it was weird. But I loved this place and recommend for an adventure. I would and will go back. And last but not least this gem is up for sale!"

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 $288 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.

Explore a world of travel with Expedia

Things to do in Central Virginia

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?

5 Bedroom Hilltop Villa with Magnificent Views: This vacation home near Dillwyn is located on a river and has a patio, a hot tub, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the books 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. Horsepen Lake 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.

Room 1

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Dillwyn vacation rentals

1. Hot Tub | Fire Pit | River | State Park | King Bed

2. Cozy Cabin w/ Hot Tub | State Park | Near Lake

3. Getaway Cabin | Hot tub + Fire Pit + Trail Access

4. Hot Tub | King Suites | Outdoor Fireplace & Lounge

5. Shireton: Fantasy-Inspired Underground Cottage

6. Walk to Longwood • Sleeps 6 • Cozy Cottage Near Hampden-Sydney

7. Cedar Ridge Cabin | Hot Tub + Fire + Trail Access

Find vacation rentals that suit your style

Top Dillwyn Hotel Reviews

Hotel Weyanoke

Days Inn by Wyndham Farmville

Holiday Inn Express & Suites Farmville by IHG

Castello Segreto -Charming 2-bedroom cabin-

Cedar Ridge Cabin | Hot Tub + Fire + Trail Access

Cozy Cabin w/ Hot Tub | State Park | Near Lake

Hampton Inn Farmville, VA

Maysville Manor Bed & Breakfast

Stunning View at the Lotus View Retreat in Yogaville/ Cabin

Find out more about Dillwyn

Explore a world of travel with Expedia

Frequently asked questions

Expedia's Latest Trends

Go further with the Expedia app