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Check prices for these dates

Tonight
20 Dec - 21 Dec
Tomorrow
21 Dec - 22 Dec
Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan

Our top choices for Skyland holiday rentals

Exterior
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Cabin in Stanardsville

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
2.0 star property
9.6 out of 10, Exceptional, (55)
"Everything is wonderful and comfortable!"
United States
Yasmine
The price is ฿3,109
฿4,946 total
includes taxes & fees
19 Jan - 20 Jan 2026
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
Garden
Roadhaven1830

Apartment in Mount Jackson

Roadhaven1830
3.0 star property
9.6 out of 10, Exceptional, (38)
"Great place to stay! It’s clean cozy and quiet! I would definitely stay again in the future!"
United States
Carri
The price is ฿4,240
฿4,762 total
includes taxes & fees
21 Dec - 22 Dec
Roadhaven1830
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 Skyland Hotel Reviews

Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America

10/10 Excellent
"Excellent "
Dena 1-night trip
Posted 8 days ago
Mimslyn Inn Historic Hotels Of America

Find out more about Skyland

Search for holiday rentals in Skyland on Expedia! You can easily find your home rentals, villas, holiday apartments in Skyland using one of the methods below:

  • View our selection of featured holiday rentals in Skyland
  • Use the map to find apartments and other holiday homes in the Skyland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Skyland while they last

Look no further and take a look at our great range of rental properties in Skyland!

Frequently asked questions

Are there holiday rentals in Skyland?

Yes, there are holiday rentals close to the most popular sights in Skyland, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and mountain landscape in Skyland. Make sure you allow time to enjoy the parks during your holiday.

What can I see and do in Skyland?

While exploring the area, visit family-friendly sights like Yogi Bear's Jellystone Park, or get outside and enjoy nature at Old Rag Mountain. In the wider area, you’ll find Dark Hollow Falls and Thorton Gap Entrance Shenandoah.

What are holiday rentals like in Skyland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Skyland. Holiday rentals feature amenities like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from public hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for family trips or small group gatherings.