Ashland Holiday Rentals

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Our top choices for Ashland holiday rentals

2.0 star property
The price is AU$225
includes taxes & fees
2 Jan - 3 Jan 2026
Charming 1-bedroom RV in Zionville for a cozy getaway
2.0 star property
8.8 out of 10, Excellent, (144)
"Very comfortable cabin, kind staff, fun store onsite, and daily trip for healing waters."
United States
Kim
The Cabins at Healing Springs

Cabin in West Jefferson

Rudy Cabin
9.4 out of 10, Exceptional, (3)
"Was a nice place "
United States
laura m.
The price is AU$197
includes taxes & fees
28 Dec - 29 Dec
Rudy Cabin

Cottage in mouth of wilson

The Grey Cabin at Highland Hideaways
9.8 out of 10, Exceptional, (66)
"The cabin was clean and easy to find."
United States
Matt
The price is AU$325
includes taxes & fees
22 Dec - 23 Dec
The Grey Cabin at Highland Hideaways
9.8 out of 10, Exceptional, (81)
"My family had a lovely stay at this Whitetop Cabin. It was very clean and we had everything we needed. Looking forward to visiting again!"
United States
Gianna F.
The price is AU$277
includes taxes & fees
15 Jan - 16 Jan 2026
Cozy Cabin Near Grayson Highlands State Park
10.0 out of 10, Exceptional, (5)
"We had a great weekend in Boone at"
United States
chris s.
The price is AU$490
includes taxes & fees
12 Jan - 13 Jan 2026
Tiny 1br Cabin w/ Loft & Fire Pit in Boone
9.8 out of 10, Exceptional, (127)
"This was the perfect little house for a weekend away for two people! The views were gorgeous and we had all we needed to be comfortable."
United States
Katelyn B.
The price is AU$182
includes taxes & fees
21 Dec - 22 Dec
A View for Two: Tiny House with BIG VIEWS
9.6 out of 10, Exceptional, (7)
"Everything was great! Check-in and check-out was a breeze, beautiful views from the property, easy to access, clean & kept up well! Will definitely book again when returning to the area. "
United States
Destiny O.
The price is AU$364
includes taxes & fees
15 Jan - 16 Jan 2026
Pet friendly, hdtv°Fireplace°Netflix°Backyard
9.8 out of 10, Exceptional, (56)
"Very nice property in great location."
United States
Bruce M.
The price is AU$717
includes taxes & fees
13 Jan - 14 Jan 2026
Grey Fox Cabin between Boone and Blowing Rock
10.0 out of 10, Exceptional, (4)
"Lodging was great, very clean and comfortable. Everything was as listed. View is AMAZING. Will definitely book again in the future."
United States
Anonymous traveller
The price is AU$551
includes taxes & fees
20 Jan - 21 Jan 2026
Secluded Mountain Getaway 6 miles from Boone
10.0 out of 10, Exceptional, (19)
"Beautifulhome"
United States
Kirsten B.
The price is AU$589
includes taxes & fees
12 Jan - 13 Jan 2026
Rustic Log Cabin TH | Spacious King Suite | Views | Fire Pit | Walk Downtown WJ
10.0 out of 10, Exceptional, (60)
"Very clean and convenient "
United States
Shelton B.
The price is AU$468
includes taxes & fees
2 Jan - 3 Jan 2026
"French Country Barn Loft" Luxurious Couple's Escape on the New River
10.0 out of 10, Exceptional, (140)
"We wanted to get away for a quick family retreat. The house and beautiful countryside were perfect."
United States
Kipp P.
The price is AU$407
includes taxes & fees
27 Dec - 28 Dec
Charming 1930’s Farmhouse located between Boone & West Jefferson, NC!
10.0 out of 10, Exceptional, (1)
"Very clean and convenient to town! "
United States
Anthony R.
The price is AU$487
includes taxes & fees
22 Dec - 23 Dec
Cozy Boone Cabin, Fireplace, Views, 9 Min to Town
10.0 out of 10, Exceptional, (1)
"Cute little cabin for a quick getaway. The views of the valley and mountains on the way to the Sky Retreat are amazing! ! The view from the cabin is beautiful too! We had a very quiet evening looking at the pond and beautiful sunset. "
United States
Debra D.
The price is AU$343
includes taxes & fees
21 Dec - 22 Dec
Cabin #4 The Sky Retreat - Off the Blue Ridge Parkway

Holiday Home in Blowing Rock

3BR / 2 BA Cottage: Blue Mountain Retreat
9.8 out of 10, Exceptional, (40)
"It was great! I so appreciate the attention to many details!!"
United States
Tricia H.
The price is AU$537
includes taxes & fees
24 Dec - 25 Dec
3BR / 2 BA Cottage: Blue Mountain Retreat
10.0 out of 10, Exceptional, (23)
"Great location for our 2 day getaway."
United States
Carrie C.
The price is AU$589
includes taxes & fees
12 Jan - 13 Jan 2026
Modern Log Cabin TH Retreat | Peaceful | Mountain Views | Steps to Downtown WJ
10.0 out of 10, Exceptional, (3)
"We had a great time staying here. The property was clean and the check in process was simple. It was walking distance to downtown. The patio had great views and plenty of seating. "
United States
James H.
The price is AU$589
includes taxes & fees
12 Jan - 13 Jan 2026
New! Hand-Stacked Log Cabin TH | Mountain Views | Short Walk to Downtown WJ

Cabin in Banner Elk

Valle Crucis Farm
2.0 star property
9.2 out of 10, Wonderful, (184)
"We had a fantastic stay and really enjoyed our tiny cabin. The hosts were nice and friendly and the place was very comfortable and exactly as described. We would definitely come back!"
United States
Scott
The price is AU$230
includes taxes & fees
4 Jan - 5 Jan 2026
Valle Crucis Farm
8.0 out of 10, Very good, (22)
"Very adequate for what we needed. Close to the hospital and we enjoyed a walk on the bike trail while we were there"
United States
Rita R.
The price is AU$295
includes taxes & fees
21 Dec - 22 Dec
Cozy little cottage right in the friendly town of Damascus.
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 Ashland Hotel Reviews

Find out more about Ashland

Everything you need to know about Ashland 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 Ashland 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 Ashland holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Ashland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Ashland. 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 Ashland 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 Ashland holiday rentals we have selected for you start as low as AU$182 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Ashland rentals

At Expedia, we put the best Ashland 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 Ashland 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 Ashland 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 Ashland. 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

Can I find holiday rentals in Ashland?

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

A View for Two: Tiny House with BIG VIEWS: This holiday home rental outside of Ashland is located in the mountains, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a coffee maker.

What can I see and do in Ashland?

Explore the area and family-friendly sights such as Adventure Damascus, or get out into nature at a spot like New River. Elk Knob State Park and Mountain Aire Golf Club are a couple of places you'll find in the wider area.

What are holiday rentals like in Ashland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Ashland. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll have everything you want. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for small groups.