Photo by Erica R Hopper

Skyland Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Our top choices for Skyland holiday rentals

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
2.0 star property
Stanardsville
9.6 out of 10, Exceptional, (55)
"Everything is wonderful and comfortable!"
United States
Yasmine
The price is NZ$273
includes taxes & fees
4 Jan - 5 Jan 2026
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Cozy Retreat - Hot tub + Mountain Views + Pets

Cozy Retreat - Hot tub + Mountain Views + Pets
Fort Valley
9.8 out of 10, Exceptional, (54)
"It was a beautiful getaway from all of the busy mess from our normal lives"
United States
Tailor N.
The price is NZ$401
includes taxes & fees
22 Dec - 23 Dec
Cozy Retreat - Hot tub + Mountain Views + Pets

Roadhaven1830

Roadhaven1830
3.0 star property
Mount Jackson
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 NZ$262
includes taxes & fees
21 Dec - 22 Dec
Roadhaven1830

Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park

Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park
Etlan
9.8 out of 10, Exceptional, (6)
"Loved it, clean and as described, great farm."
United States
Trent R.
The price is NZ$210
includes taxes & fees
3 Jan - 4 Jan 2026
Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park

New/MountainViews/Rustic/HotTub

New/MountainViews/Rustic/HotTub
Stanley
10.0 out of 10, Exceptional, (4)
"Lovely cabin in the foothills which was perfect for my sons and I. The hot tub was a hit. "
United States
PaulAbby L.
The price is NZ$514
includes taxes & fees
14 Jan - 15 Jan 2026
New/MountainViews/Rustic/HotTub

New! Sunset Mountain Retreat

New! Sunset Mountain Retreat
Stanley
10.0 out of 10, Exceptional, (4)
"This location is amazing from views to the house itself. Everything very clean pretty much anything you would need plus more was available.Cant wait to come back "
United States
Thunder T.
The price is NZ$663
includes taxes & fees
14 Jan - 15 Jan 2026
New! Sunset Mountain Retreat

NEW Colorful Cottage + Hot Tub + Pets + 15 min to LAKE

NEW Colorful Cottage + Hot Tub + Pets + 15 min to LAKE
Stanley
9.8 out of 10, Exceptional, (14)
"We enjoyed our stay at the Colorful Cottage. So beautifully decorated and it had everything we needed. The hot tub was perfect for easing our aching muscles after long days of hiking. "
United States
Liesl E.
The price is NZ$693
includes taxes & fees
8 Jan - 9 Jan 2026
NEW Colorful Cottage + Hot Tub + Pets + 15 min to LAKE

The Depot Loft at Shenandoah

The Depot Loft at Shenandoah
Shenandoah
10.0 out of 10, Exceptional, (22)
"We only stayed for one night but the rental was great"
United States
Mike B.
The price is NZ$418
includes taxes & fees
1 Jan - 2 Jan 2026
The Depot Loft at Shenandoah

Mountain Cabin w Hot Tub, Deck, Grill & Fire Pit

Mountain Cabin w Hot Tub, Deck, Grill & Fire Pit
Stanley
10.0 out of 10, Exceptional, (2)
"This was a perfect rental with everything you might need especially if you want to cook your meals. It’s clean, quiet, and comfy. We would book again if in the area. "
United States
April D.
The price is NZ$680
includes taxes & fees
22 Dec - 23 Dec
Mountain Cabin w Hot Tub, Deck, Grill & Fire Pit

The Zen Garden by Zen Living

The Zen Garden by Zen Living
Page County
9.6 out of 10, Exceptional, (15)
"King size bed, fenced yard for our dog, and good mid-week price are what made us choose this place for a short get away. It really suited our needs and we'll be back! Bed was comfortable. House was clean, nicely decorated, and felt welcoming. Could not get WiFi to work, but our cell phone reception was fine."
United States
Joyce F.
The Zen Garden by Zen Living

Cozy & Curated w Fire Pit, Fireplace & Fast WiFi

Cozy & Curated w Fire Pit, Fireplace & Fast WiFi
New Market
10.0 out of 10, Exceptional, (2)
"Nice comfy cabin in a quiet location & close to lots to do. I had a little trouble finding the address/driveway because of the leaf cover but the property mgr was very responsive. Enjoyed my stay!"
United States
Christine M.
The price is NZ$493
includes taxes & fees
14 Jan - 15 Jan 2026
Cozy & Curated w Fire Pit, Fireplace & Fast WiFi

Tiny Barn w/Modern Charm on 3 Acres, Mountain and Pasture Views- Sleeps 4

Tiny Barn w/Modern Charm on 3 Acres, Mountain and Pasture Views- Sleeps 4
Luray
10.0 out of 10, Exceptional, (65)
"Charming and clean, beautiful area, and very quiet."
United States
Justin S.
The price is NZ$443
includes taxes & fees
12 Jan - 13 Jan 2026
Tiny Barn w/Modern Charm on 3 Acres, Mountain and Pasture Views- Sleeps 4

Lakefront, Swim, Fish, Kayak, fire pit, star gazing, pet friendly. All on site!

Lakefront, Swim, Fish, Kayak, fire pit, star gazing, pet friendly. All on site!
New Market
10.0 out of 10, Exceptional, (34)
"Thank you for the wonderful stay. We enjoyed the getaway. Nice relaxing and quiet. "
United States
amy y.
The price is NZ$398
includes taxes & fees
21 Dec - 22 Dec
Lakefront, Swim, Fish, Kayak, fire pit, star gazing, pet friendly. All on site!

Fully Furnished 1 Bedroom Flat in Historic Downtown New Market

Fully Furnished 1 Bedroom Flat in Historic Downtown New Market
New Market
10.0 out of 10, Exceptional, (6)
"Well stocked kitchen with modern appliances. Historic general store and market next store to apartment. Easy check in & out. Off street parking available. Coffee shop across the street and multiple restaurants within walking distance. Will stay there again for future trips."
United States
David
The price is NZ$216
includes taxes & fees
6 Jan - 7 Jan 2026
Fully Furnished 1 Bedroom Flat in Historic Downtown New Market

Jax Mountain Getaway MovieRoom Hot Tub yard games

Jax Mountain Getaway MovieRoom Hot Tub yard games
Stanley
10.0 out of 10, Exceptional, (3)
"Had a great time at Jax Mt getaway! My children loved the movie room and all the inside and outside games! We were only able to use the hot tub once since it was so hot but it was relaxing!! Beautiful mountain escape and if we are ever back to the area we will stay again! Close to Luray and Shenandoah caverns!"
United States
Amanda K.
The price is NZ$598
includes taxes & fees
13 Jan - 14 Jan 2026
Jax Mountain Getaway MovieRoom Hot Tub yard games

Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*

Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*
Luray
9.8 out of 10, Exceptional, (81)
"Great place. Really enjoyed our mountain getaway!"
United States
Evan C.
The price is NZ$563
includes taxes & fees
4 Jan - 5 Jan 2026
Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*

Luxury Mountain Home - Shenandoah - Private Retreat

Luxury Mountain Home - Shenandoah - Private Retreat
2.0 star property
Luray
10.0 out of 10, Exceptional, (2)
"They thought of every detail you could think of. Truly amazing little home in the mountains. Loved it !! "
United States
JR R.
The price is NZ$630
includes taxes & fees
4 Jan - 5 Jan 2026
Luxury Mountain Home - Shenandoah - Private Retreat

Lovely home, wonderful location.

Lovely home, wonderful location.
Luray
9.8 out of 10, Exceptional, (80)
"We really enjoyed our stay! Great and clean space! "
United States
Emily S.
The price is NZ$477
includes taxes & fees
21 Dec - 22 Dec
Lovely home, wonderful location.

Balk Retreat/MountainViews/HotTub/Firepit

Balk Retreat/MountainViews/HotTub/Firepit
Stanley
10.0 out of 10, Exceptional, (3)
"The property was very pet friendly. We enjoyed how spacious the cabin is and the kids were well entertained with games down stairs. The view is nice and the location is great for exploring the area."
United States
Mark W.
The price is NZ$570
includes taxes & fees
12 Jan - 13 Jan 2026
Balk Retreat/MountainViews/HotTub/Firepit

Amazing Grace log cabin home with 3 bedrooms, WiFi and AC in breathtaking Luray

Amazing Grace log cabin home with 3 bedrooms, WiFi and AC in breathtaking Luray
2.0 star property
Luray
10.0 out of 10, Exceptional, (47)
"Great stay! "
United States
Kristen F.
The price is NZ$633
includes taxes & fees
22 Dec - 23 Dec
Amazing Grace log cabin home with 3 bedrooms, WiFi and AC in breathtaking Luray
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 Skyland Hotel Reviews

Find out more about Skyland

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

Skyland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Skyland. 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Skyland 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 Skyland holiday rentals we have selected for you start as low as NZ$262 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Skyland rentals

At Expedia, we put the best Skyland 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 Skyland 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 Skyland 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 Skyland. 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 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 are some of the best holiday rentals that Skyland has to offer?

Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly: This holiday home rental outside of Skyland is located on a river, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in 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.