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Holiday Rentals in Skyland

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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, (57)
"Everything is wonderful and comfortable!"
United States
Yasmine
The price is €134
includes taxes & fees
5 Jan - 6 Jan 2026
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

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 €129
includes taxes & fees
29 Dec - 30 Dec
Roadhaven1830

Cozy Retreat - Hot tub + Mountain Views + Pets

Cozy Retreat - Hot tub + Mountain Views + Pets
Fort Valley
9.8 out of 10, Exceptional, (55)
"It was a beautiful getaway from all of the busy mess from our normal lives"
United States
Tailor N.
The price is €235
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Retreat - Hot tub + Mountain Views + Pets

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 €334
includes taxes & fees
11 Jan - 12 Jan 2026
NEW Colorful Cottage + Hot Tub + Pets + 15 min to LAKE

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 €99
includes taxes & fees
3 Jan - 4 Jan 2026
Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park

Skyline View: New build! A+ views! Spacious!

Skyline View: New build! A+ views! Spacious!
Stanley
10.0 out of 10, Exceptional, (67)
"We had a wonderful stay — the property was beautiful, spacious, and had amazing views. Everything was clean and comfortable, and we truly enjoyed our time here.Overall, it was a great experience and I’d be happy to stay again."
United States
Hana K.
The price is €370
includes taxes & fees
11 Jan - 12 Jan 2026
Skyline View: New build! A+ views! Spacious!

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 €209
includes taxes & fees
8 Jan - 9 Jan 2026
The Depot Loft at Shenandoah

Elegant Retreat w/Vintage Charm & Modern Comforts

Elegant Retreat w/Vintage Charm & Modern Comforts
Luray
9.8 out of 10, Exceptional, (6)
"Quaint house in a small town with a wonderdul trail right behind the residence."
United States
Amber K.
The price is €117
includes taxes & fees
4 Jan - 5 Jan 2026
Elegant Retreat w/Vintage Charm & Modern Comforts

Peaceful Mountain Hideout | Luray Charm

Peaceful Mountain Hideout | Luray Charm
2.0 star property
Luray
10.0 out of 10, Exceptional, (5)
"The stay was beautiful. Beautiful scenery and great for families with pets. Awesome rental property!"
United States
Amy R.
The price is €295
includes taxes & fees
31 Dec - 1 Jan 2026
Peaceful Mountain Hideout | Luray Charm

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 €350
includes taxes & fees
8 Jan - 9 Jan 2026
Mountain Cabin w Hot Tub, Deck, Grill & Fire Pit

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 €297
includes taxes & fees
8 Jan - 9 Jan 2026
New/MountainViews/Rustic/HotTub

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)
"The place was clean, tidy, and spacious. Everything was well-maintained, making it a comfortable and pleasant stay."
United States
Magali B.
The price is €100
includes taxes & fees
5 Jan - 6 Jan 2026
Fully Furnished 1 Bedroom Flat in Historic Downtown New Market

Private Cabin in the woods w/ firepit right next to Shenandoah River

Private Cabin in the woods w/ firepit right next to Shenandoah River
Bentonville
10.0 out of 10, Exceptional, (32)
"We really enjoyed everything about this property!"
United States
Sharon W.
The price is €311
includes taxes & fees
4 Jan - 5 Jan 2026
Private Cabin in the woods w/ firepit right next to Shenandoah River

Peaceful cottage in farmland - close to Luray, Shenandoah River & National Park

Peaceful cottage in farmland - close to Luray, Shenandoah River & National Park
2.0 star property
Luray
10.0 out of 10, Exceptional, (12)
"Great stay- only one night for a friends wedding in Shenandoah. Nice place to stay, no issues! "
United States
Jacquelin S.
The price is €246
includes taxes & fees
29 Dec - 30 Dec
Peaceful cottage in farmland - close to Luray, Shenandoah River & National Park

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, (48)
"Great stay! "
United States
Kristen F.
The price is €318
includes taxes & fees
5 Jan - 6 Jan 2026
Amazing Grace log cabin home with 3 bedrooms, WiFi and AC in breathtaking Luray

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 €299
includes taxes & fees
4 Jan - 5 Jan 2026
Luxury Mountain Home - Shenandoah - Private Retreat

Anne's Retreat

Anne's Retreat
2.0 star property
Luray
10.0 out of 10, Exceptional, (4)
"Great location for hiking. Had everything we needed. "
United States
Mona D.
The price is €458
includes taxes & fees
4 Jan - 5 Jan 2026
Anne's Retreat

Creekside Cabin~SNP~Hot Tub

Creekside Cabin~SNP~Hot Tub
2.0 star property
Luray
10.0 out of 10, Exceptional, (3)
"This cozy cabin was nicely remodeled and decorated. Although a little tight with large dogs and little yard space, there are a lot of parks and trails to choose to walk them. The cabin is fully stocked with almost every item you could need and having the outdoor entertainment was a plus as well. Although you can't see the creek that runs right behind the cabin due to overgrowth, the sound of the creek is very relaxing. The owner, Giselle was very easy and pleasant to work with. You can tell...
United States
Tim D.
The price is €366
includes taxes & fees
21 Jan - 22 Jan 2026
Creekside Cabin~SNP~Hot Tub

Balk Retreat/MountainViews/HotTub/Firepit

Balk Retreat/MountainViews/HotTub/Firepit
Stanley
10.0 out of 10, Exceptional, (4)
"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 €287
includes taxes & fees
12 Jan - 13 Jan 2026
Balk Retreat/MountainViews/HotTub/Firepit

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 €189
includes taxes & fees
12 Jan - 13 Jan 2026
Tiny Barn w/Modern Charm on 3 Acres, Mountain and Pasture Views- Sleeps 4
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

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, apart-hotels, 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 €129 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?

Lone Bear Cabin: Lv2 EV, WiFi, River Access, Mountain Views, fireplace, hot tub: 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. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. 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.