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Dillwyn Holiday Rentals

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Our top choices for Dillwyn holiday rentals

1. 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, (31 reviews)
"Great location and had everything needed for a great stay. "
United States
Jeff S.
The price is NZ$430
includes taxes & fees
24 Aug - 25 Aug
Cozy Cabin w/ Hot Tub | State Park | Near Lake

2. 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, (17 reviews)
"We thoroughly enjoyed our stay at the beautiful Hygge House! It is beautifully decorated & every comfort was considered. Our girls were "unplugged" through the whole weekend. They rotated between the hot tub, the swings on the pergola, playing in the creek and roasting marshmallows. The host was very responsive when we called with a question. The Hygge House is a perfect retreat for families!"
United States
Al W.
The price is NZ$497
includes taxes & fees
8 Sept - 9 Sept
Hot Tub | Fire Pit | River | State Park | King Bed

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, (16 reviews)
"An excellent stay. Great location! Great amenities & attention to details! Thanks for a great stay!"
United States
Kristen C.
The price is NZ$598
includes taxes & fees
8 Sept - 9 Sept
Walk to Longwood • Sleeps 6 • Cozy Cottage Near Hampden-Sydney

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

Getaway Cabin | Hot tub + Fire Pit + Trail Access
Farmville
9.8 out of 10, Exceptional, (71 reviews)
"We love that it is off the beaten path and the hot tub. It is perfect for a family of four."
United States
Rochelle
The price is NZ$562
includes taxes & fees
25 Aug - 26 Aug
Getaway Cabin | Hot tub + Fire Pit + Trail Access

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

Hot Tub | King Suites | Outdoor Fireplace & Lounge
Wingina
10.0 out of 10, Exceptional, (2 reviews)
"Great country house and beautiful night sky"
United States
Cynthia A.
The price is NZ$610
includes taxes & fees
3 Sept - 4 Sept
Hot Tub | King Suites | Outdoor Fireplace & Lounge

6. Trailside Cottage | 1BR Near Greenfront

Trailside Cottage | 1BR Near Greenfront
Farmville
The price is NZ$495
includes taxes & fees
23 Aug - 24 Aug
Trailside Cottage | 1BR Near Greenfront

7. Trailside 2BR Cottage | Walk Downtown + Greenfront

Trailside 2BR Cottage | Walk Downtown + Greenfront
Farmville
The price is NZ$548
includes taxes & fees
23 Aug - 24 Aug
Trailside 2BR Cottage | Walk Downtown + Greenfront

8. Cozy Trailside 1BR | Walk to Green Front

Cozy Trailside 1BR | Walk to Green Front
Farmville
The price is NZ$499
includes taxes & fees
20 Sept - 21 Sept
Cozy Trailside 1BR | Walk to Green Front

9. Trailside Cottage | Spacious 2BR Near Greenfront

Trailside Cottage | Spacious 2BR Near Greenfront
Farmville
The price is NZ$493
includes taxes & fees
30 Aug - 31 Aug
Trailside Cottage | Spacious 2BR Near Greenfront

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

Cedar Ridge Cabin | Hot Tub + Fire + Trail Access
Farmville
10.0 out of 10, Exceptional, (64 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$761
includes taxes & fees
2 Sept - 3 Sept
Cedar Ridge Cabin | Hot Tub + Fire + Trail Access

11. Shireton: Fantasy-Inspired Underground Cottage

Shireton: Fantasy-Inspired Underground Cottage
Arvonia
The price is NZ$458
includes taxes & fees
20 Sept - 21 Sept
Shireton: Fantasy-Inspired Underground Cottage
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?

Hot Tub | Fire Pit | River | State Park | King Bed: This holiday home rental outside of Dillwyn is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and 1 hot tub.

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 James River at Wingina 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.