Ashland Holiday Rentals

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Our top choices for Ashland holiday rentals

The Cabins at Healing Springs

The Cabins at Healing Springs
2.0 star property
Crumpler
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

Valle Crucis Farm

Valle Crucis Farm
2.0 star property
Banner Elk
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 S$196
includes taxes & fees
4 Jan - 5 Jan, 2026
Valle Crucis Farm
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

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 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.