Dillwyn Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Dillwyn

5 Bedroom Hilltop Villa with Hot Tub and Magnificent Views
9.8 out of 10, Exceptional, (19)
"We had a fantastic time! House accommodations were exceptional. Very secluded. All needs were met. Would definitely do it again."
5 Bedroom Hilltop Villa with Hot Tub and Magnificent Views
Charming Lakefront Cabin: Fish, Hike & More!
9.8 out of 10, Exceptional, (24)
"Clean small cabin with an amazing view of the lake, was located very close to the property owners house."
Charming Lakefront Cabin: Fish, Hike & More!
Cedar Ridge Lodge Near High Bridge Trail
10.0 out of 10, Exceptional, (35)
"The cabin was wonderful, clean, in a quiet setting in the woods. In my communications with the owner, he was extremely responsive and courteous. I highly recommend this place!"
Cedar Ridge Lodge Near High Bridge Trail
Save an average of 15% on thousands of hotels when you're signed in
⋆Charm and Convenience 2BR in Downtown Scottsville
9.8 out of 10, Exceptional, (17)
"We needed a place to stay for the evening. Had everything we needed and more. Appreciated the coffee/Keurig/creamer and the hair dyer!"
The price is NZ$333
per night
10 Jun - 11 Jun
⋆Charm and Convenience 2BR in Downtown Scottsville
Privacy and Relaxation on the James River!!
10.0 out of 10, Exceptional, (4)
"A really charming and quirky house, perched on an overlook above a bend in the James river. Very friendly host, nice grounds, and plenty to explore in the surroundings. We did some outdoor grilling and a fire in the pit on a very starry night. The kids were disappointed that the hottub wasn't working that weekend, but there were plenty of games and some swings nearby to keep them occupied."
Privacy and Relaxation on the James River!!
106 acre Farm with Animals, River & Private Pond, near Wineries and Breweries
10.0 out of 10, Exceptional, (33)
"Such a lovely stay!! Everything was comfortable, clean, and lots of space to relax and unwind. I don't usually book a shared home, but was sold on the animals. Homeowners were so sweet checking in on us when we arrived while also granting the privacy expected for a booking. Just perfect. A highlight of our stay was the walk to the pond. One of the baby cows, we named Roo, came to greet us and was so precious letting us pet him. Would definitely stay again if in the area."
106 acre Farm with Animals, River & Private Pond, near Wineries and Breweries
Weekend Getaway Cabin
9.8 out of 10, Exceptional, (38)
"Property is immaculate. Spotless! Everything was in working order & the ease of check in and communication from property manager was 5 star ⭐ Within 5 minutes of town but seems a million miles away surrounded by woods and access to trail. This was our second stay.. thank you for making our 5 year anniversary special! Will return for another stay!"
Weekend Getaway Cabin
Charming Virginia Retreat w/ Covered Porch & Yard!
Charming Virginia Retreat w/ Covered Porch & Yard!
Sleeps 5: Hot Tub, Fire Pit, & by Holliday Lake State Park
9.4 out of 10, Exceptional, (9)
"The cabin was adorable. Exactly as it appeared in the pictures. And very clean. The surroundings were beautiful."
The price is NZ$407
per night
11 Jun - 12 Jun
Sleeps 5: Hot Tub, Fire Pit, & by Holliday Lake State Park
Riverview Cabin on the James
9.6 out of 10, Exceptional, (7)
"Have quite a long driveway to the cabin. Far in the woods overlooking the river. Peaceful and comfortable cabin it was a nice stay and pet friendly too."
The price is NZ$511
per night
11 Jun - 12 Jun
Riverview Cabin on the James
Yogi’s Paradise w/ Deck ~ 1 Mi to Yogaville!
9.6 out of 10, Exceptional, (8)
"Our family stayed over the Thanksgiving holiday, and we had a wonderful time! The house is so well stocked and every detail has been thought out. Beds and bathrooms were very comfortable and we loved the large living area. The owner was very communicative and sent us lots of advice about the home and the area!"
Yogi’s Paradise w/ Deck ~ 1 Mi to Yogaville!
Ghost Pine Studio, Scottsville 1 Bedroom Retreat
9.8 out of 10, Exceptional, (34)
"Comfortable apartment in private house, in the Virginia countryside."
Ghost Pine Studio, Scottsville 1 Bedroom Retreat
Beautiful 1815 cottage with solid beams, slate floor and two fireplaces.
9.2 out of 10, Wonderful, (23)
"This is a very unique, historic property in the quiet country atmosphere of Buckingham County - but also close to some historic sites and beautiful natural areas. The host, Nancy, is very friendly and welcoming. When we found we were short a few kitchen items, she very promptly made them available. The VRBO cottage, attached to the larger historic bed and breakfast, affords its own special privacy and atmosphere. The grounds, with tables for eating outside, slope down to an inviting gazebo. We...
Beautiful 1815 cottage with solid beams, slate floor and two fireplaces.
Charming Lakefront Cabin: Fish, Hike & More!
3.5 star property
Charming Lakefront Cabin: Fish, Hike & More!
Seven Springs 500 acres of Seclusion and Disc Golf
10.0 out of 10, Exceptional, (4)
"The property was as advertised — secluded, elegant and therefore so relaxing! The house itself was beautiful and versatile no matter where you spent your time. It really had everything we needed to cook, explore and feel at home."
Seven Springs 500 acres of Seclusion and Disc Golf
Woodland Cottage near Yogaville, nestled in woods
10.0 out of 10, Exceptional, (5)
"Very clean, quiet, and peaceful."
Woodland Cottage near Yogaville, nestled in woods
Newly Renovated: Hot Tub, Fire Pit, River, Fishing, and Hiking
10.0 out of 10, Exceptional, (1)
"The house provided an amazing getaway out in the country. It is close to hiking, wineries, breweries, fishing, and was very peaceful. We loved relaxing by the backyard stream at fire pit after a day of hiking and adventuring."
The price is NZ$592
per night
2 Jul - 3 Jul
Newly Renovated: Hot Tub, Fire Pit, River, Fishing, and Hiking
Yogis Paradise w/ Deck ~ 1 Mi to Yogaville!
3.5 star property
Yogis Paradise w/ Deck ~ 1 Mi to Yogaville!
Serene Apt Along James River w/ BBQ & Gazebo!
9.8 out of 10, Exceptional, (18)
"This was the most relaxing peaceful vacation my family has ever experienced. It was a family 4 night getaway. Everyone including my 94 yr young mother had a wonderful time! The location in the mountains was majestic. The house was very nicely decorated and fully stocked with everything you would ever need. The master bedroom mattress was the most comfortable mattress we've ever slept on. In fact we plan to purchase that mattress! I loved sitting out on the patio and simply enjoying the view. We...
Serene Apt Along James River w/ BBQ & Gazebo!
2023 Forest River X-Lite- sleeps 10
2023 Forest River X-Lite- sleeps 10
Don't see what you're looking for?
See all available properties in Dillwyn
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.

Other types of properties in Dillwyn you may be interested in

Days Inn by Wyndham Farmville
2.0 star property
8.2 out of 10, Very good, (102)
"Older property. Cost for stay was higher than overall value, but the staff made it worthwhile. Inner hallway needs renovation. Room looks good with what was done already renovation."
The price is NZ$109
per night
16 Jun - 17 Jun
Days Inn by Wyndham Farmville
Hotel Weyanoke
3.5 star property
9.4 out of 10, Exceptional, (898)
"Lovely hotel in a lovely little town. "
The price is NZ$191
per night
9 Jun - 10 Jun
Hotel Weyanoke
Tru by Hilton Farmville
2.5 star property
8.6 out of 10, Excellent, (564)
"receptionist needs to be friendlier to people. Other staff were wonderful."
The price is NZ$169
per night
16 Jun - 17 Jun
Tru by Hilton Farmville
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.

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 Hot Tub and 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, Holliday Lake State Park and Bear Creek Lake State Park are a couple of picturesque spots to get outside and enjoy nature. Buckingham Historic Village and The Light Of Truth Universal Shrine 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.

Recent reviews of Dillwyn properties
Expedia verified reviews