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Dillwyn Holiday Rentals

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Our top choices for Dillwyn holiday rentals

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

Hot Tub | Fire Pit | River | State Park | King Bed
Wingina
9.8 out of 10, Exceptional, (19 reviews)
"Relaxing"
United States
Sami M.
The price is NZ$572
includes taxes & fees
4 Nov - 5 Nov
Hot Tub | Fire Pit | River | State Park | King Bed

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

Cozy Cabin w/ Hot Tub | State Park | Near Lake
Appomattox
9.8 out of 10, Exceptional, (32 reviews)
"Great location and had everything needed for a great stay. "
United States
Jeff S.
The price is NZ$496
includes taxes & fees
8 Oct - 9 Oct
Cozy Cabin w/ Hot Tub | State Park | Near Lake

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

Walk to Longwood • Sleeps 6 • Cozy Cottage Near Hampden-Sydney
Farmville
10.0 out of 10, Exceptional, (17 reviews)
"The house is a charming older home. Great location, very clean, would stay here again!"
United States
Tracy F.
The price is NZ$660
includes taxes & fees
1 Nov - 2 Nov
Walk to Longwood • Sleeps 6 • Cozy Cottage Near Hampden-Sydney

4. Shireton: Fantasy-Inspired Underground Cottage

Shireton: Fantasy-Inspired Underground Cottage
Arvonia
The price is NZ$495
includes taxes & fees
6 Oct - 7 Oct
Shireton: Fantasy-Inspired Underground Cottage

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

Cedar Ridge Cabin | Hot Tub + Fire + Trail Access
Farmville
10.0 out of 10, Exceptional, (65 reviews)
"Second time we have stayed at this property and it is excellent! Very convenient to town also"
United States
Brandi P.
The price is NZ$802
includes taxes & fees
14 Oct - 15 Oct
Cedar Ridge Cabin | Hot Tub + Fire + Trail Access

6. Trailside Cottage | Spacious 2BR Near Greenfront

Trailside Cottage | Spacious 2BR Near Greenfront
Farmville
10.0 out of 10, Exceptional, (1 review)
"This adorable 2 bedroom cottage was perfect for a weekend visit to FarmVille with another couple. Each bedroom has its own bathroom. Beds were comfortable. A short walk to the High Bridge Trail that can also take you right into town. It is also a short drive to Main St"
United States
Steven C.
The price is NZ$521
includes taxes & fees
13 Oct - 14 Oct
Trailside Cottage | Spacious 2BR Near Greenfront

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

Getaway Cabin | Hot tub + Fire Pit + Trail Access
Farmville
9.8 out of 10, Exceptional, (74 reviews)
"I give this cabin a five-star rating! It was incredibly cozy, spotless, and made me feel right at home. Communication with the owner was excellent—they were friendly, responsive, and very accommodating throughout my stay. I highly recommend this cabin to anyone looking for a relaxing getaway. I would definitely stay here again!"
United States
Michelle R.
The price is NZ$563
includes taxes & fees
6 Oct - 7 Oct
Getaway Cabin | Hot tub + Fire Pit + Trail Access

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

Hot Tub | King Suites | Outdoor Fireplace & Lounge
Wingina
9.4 out of 10, Exceptional, (3 reviews)
"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...
United States
Susan
The price is NZ$554
includes taxes & fees
26 Oct - 27 Oct
Hot Tub | King Suites | Outdoor Fireplace & Lounge

9. Trailside 2BR Cottage | Walk Downtown + Greenfront

Trailside 2BR Cottage | Walk Downtown + Greenfront
Farmville
The price is NZ$581
includes taxes & fees
6 Oct - 7 Oct
Trailside 2BR Cottage | Walk Downtown + Greenfront

10. Trailside Cottage | 1BR Near Greenfront

Trailside Cottage | 1BR Near Greenfront
Farmville
The price is NZ$525
includes taxes & fees
19 Oct - 20 Oct
Trailside Cottage | 1BR Near Greenfront

11. Cozy Trailside 1BR | Walk to Green Front

Cozy Trailside 1BR | Walk to Green Front
Farmville
The price is NZ$516
includes taxes & fees
6 Oct - 7 Oct
Cozy Trailside 1BR | Walk to Green Front
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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Dillwyn holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Dillwyn. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Dillwyn. Seeing all the best attractions is bound to make you fall in love with Dillwyn. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Dillwyn short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Dillwyn?

Yes, there are holiday rentals close to the most popular sights in Dillwyn, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Dillwyn has to offer?

5 Bedroom Hilltop Villa with Magnificent Views: This holiday home rental outside of Dillwyn is located on a river, and has a patio, 1 hot tub and a BBQ 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 that you can cook with friends or family. Make the most of 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 wider area.

What are holiday rentals like in Dillwyn?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Dillwyn. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can provide a sense of safety away from shared hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for a small group gathering.