Dryden Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Dryden

Roomy 1896 Victorian Farmhouse Farm Stay in Lee Virginia

10.0 out of 10, Exceptional, (9)
"We enjoyed our stay at the farmhouse. Close enough to Pennington Gap for groceries and restaurants. "
Roomy 1896 Victorian Farmhouse Farm Stay in Lee Virginia

Charming 4-bedroom Cabin in Rogersville with Fireplace

10.0 out of 10, Exceptional, (1)
"This cabin was everything we were hoping for. It was cozy and rustic, but also super clean, spacious, and clearly well taken care of. The open layout was great for hanging out, but there was still plenty of space when you needed a little quiet. My girlfriend and I (plus our two dogs) stayed for a quick getaway so I could propose, and it couldn’t have been a better spot.The kitchen was stocked with great cookware and appliances, and we had no trouble making a couple of solid meals with just a...
Charming 4-bedroom Cabin in Rogersville with Fireplace

Secluded cabin on the Clinch river, kayaks & canoes available! Sleeps 6. WIFI.

2.0 star property
9.6 out of 10, Exceptional, (8)
"It was a great place would love to stay again perfect for my little family "
The price is AU$254
includes taxes & fees
1 Oct - 2 Oct
Secluded cabin on the Clinch river, kayaks & canoes available! Sleeps 6. WIFI.

Cabin 1, Cozy Cottage with WiFi, Fireplace and Whirlpool Tub in Duffield, VA

10.0 out of 10, Exceptional, (3)
"Cabin was very clean and well stocked and in a beautiful setting. We really enjoyed our stay. Thanks !"
Cabin 1, Cozy Cottage with WiFi, Fireplace and Whirlpool Tub in Duffield, VA

"Getaway" to this private beautiful chalet.

9.0 out of 10, Wonderful, (7)
"Very peaceful. Loved the cows."
"Getaway" to this private beautiful chalet.

Spacious and Accessible 2 BR Cabin in Duffield, VA near Devil's Bathtub

9.0 out of 10, Wonderful, (2)
"Great spot to explore the area!!"
Spacious and Accessible 2 BR Cabin in Duffield, VA near Devil's Bathtub

Posh Mountain Camping w/ 120" Screen Theater ·Hot-Tub · Firepit · Hiking Trails

9.2 out of 10, Wonderful, (24)
"Everything was good!"
The price is AU$365
includes taxes & fees
28 Sept - 29 Sept
Posh Mountain Camping w/ 120" Screen Theater ·Hot-Tub · Firepit · Hiking Trails

Cozy log cabin near Pennington Gap and Jonesville, VA known as "The Duck Pond"

2.0 star property
10.0 out of 10, Exceptional, (1)
"Great cabin and beautiful location!!!"
Cozy log cabin near Pennington Gap and Jonesville, VA known as "The Duck Pond"

Tiny Treehouse Escape with Wi-Fi, Modern Amenities, BBQ Deck + Mountain Views

10.0 out of 10, Exceptional, (2)
"My friends and I had a wonderful time.It’s a very clean, peaceful and pretty place to stay!I would definitely recommend it to anyone who is looking for a nice getaway!"
The price is AU$396
includes taxes & fees
28 Sept - 29 Sept
Tiny Treehouse Escape with Wi-Fi, Modern Amenities, BBQ Deck + Mountain Views

4BR 2 bath house with full kitchen, living room, hot tub and game room.

10.0 out of 10, Exceptional, (2)
"Nice place great for rzr riding "
4BR 2 bath house with full kitchen, living room, hot tub and game room.

Bed and Biscuit Inn Pet friendly ! Near Kingdom come park & Pine mtn.

9.8 out of 10, Exceptional, (7)
"Perfect little place to hang with the pups and use as a base camp for lots of great hiking in the area. "
Bed and Biscuit Inn Pet friendly ! Near Kingdom come park & Pine mtn.

Appalachian country views and hikes.

9.6 out of 10, Exceptional, (14)
"What a lovely place. Everything we needed and then some. Would stay here again. So relaxing. The view, ping pong, & super happy to discover puzzles for us to do on the rainy day!(Only issue we had was it was wasp season & they kept getting in. Glad they were slow ones!)"
Appalachian country views and hikes.

Ramblin Rose Mountain Camping with Theater, Hot-Tub, Fire-Pit & Hiking Trails

10.0 out of 10, Exceptional, (9)
"Enjoyed the hot tub and outdoor TV. Looking forward to renting again."
The price is AU$365
includes taxes & fees
28 Sept - 29 Sept
Ramblin Rose Mountain Camping with Theater, Hot-Tub, Fire-Pit & Hiking Trails

Luxe Mountain Camping with Theater, Hot Tub, Fire Pit & Hiking Trails

10.0 out of 10, Exceptional, (7)
"It is a great place for a little relaxation in the hot-tub and as an amazing romantic getaway! "
Luxe Mountain Camping with Theater, Hot Tub, Fire Pit & Hiking Trails

Harlan, KY Modern Private Guesthouse 302 Historic Downtown (Vela's Villas)

8.8 out of 10, Excellent, (3)
"We will rent this property again :)"
Harlan, KY Modern Private Guesthouse 302 Historic Downtown (Vela's Villas)

Charming 2-bedroom cabin in Duffield, VA. Near Devil's Bathtub & Natural Tunnel

9.8 out of 10, Exceptional, (8)
"The cabin exceeded expectations. The perfect Virginia stay in a beautiful forest. "
Charming 2-bedroom cabin in Duffield, VA. Near Devil's Bathtub & Natural Tunnel

Charming 1-bedroom house in welcoming Big Stone Gap Virginia!

10.0 out of 10, Exceptional, (2)
"This newly remodeled home was perfect for our family. There were four of us but there was room for two more to sleep. Everything was so clean! We loved the fact that the owner immediately responded when we had questions. The house is walking distance to the cute main street in Big Stone Gap and there are lots of beautiful hiking paths in the nearby mountains. We would definitely stay here again. "
Charming 1-bedroom house in welcoming Big Stone Gap Virginia!

Pappy's Coal Miner's Cabin

10.0 out of 10, Exceptional, (1)
"Only problem I saw was no chlorine tablets in hot tub other than that perfect stay"
Pappy's Coal Miner's Cabin

Peaceful tranquility from a river view cabin

2.0 star property
10.0 out of 10, Exceptional, (1)
"The cabin itself is the perfect size for 2 people! We loved the view and how excluded the property was from any other houses. The view of the river and mountains from the porch is breathtaking. If you have any questions the host is quick to respond and is very helpful. We will absolutely be coming back next year! "
Peaceful tranquility from a river view cabin

Harlan, KY GuestHouse 300 Vacation/Weddings/Events (Cole Mansion)

10.0 out of 10, Exceptional, (1)
"Had a few issues but they were resolved."
Harlan, KY GuestHouse 300 Vacation/Weddings/Events (Cole Mansion)
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Dryden Hotel Reviews

Find out more about Dryden

Find out more about Dryden

Everything you need to know about Dryden holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Dryden holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 Dryden holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Dryden holiday rentals: An excellent choice for every season

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

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Dryden holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Dryden holiday rentals we have selected for you start as low as AU$254 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Dryden rentals

At Expedia, we put the best Dryden holiday 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 Dryden 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 Dryden holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Dryden. 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 holiday rentals in Dryden?

Yes, there are holiday rentals close to the most popular sights in Dryden, 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 Dryden has to offer?

Roomy 1896 Victorian Farmhouse Farm Stay in Lee Virginia: This highly rated holiday home rental in Dryden is located in the mountains, and has a balcony, a private garden 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’s there to see and do in Dryden?

While you're exploring the area, Jefferson National Forest and Black Mountain are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Natural Tunnel State Park and Devil's Bathtub.

What’s a holiday rental in Dryden like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Dryden. Holiday rentals feature amenities like kitchens and laundry facilities so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for families.