Photo by Erica R Hopper

Skyland Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Jan 30 - Feb 1
In two months
Mar 13 - Mar 15
In three months
Apr 10 - Apr 12
In four months
May 8 - May 10

Our top choices for Skyland vacation rentals

Garden

Roadhaven1830

Roadhaven1830
3.0 star property
Mount Jackson
9.6 out of 10, Exceptional, (38 reviews)
"Great place to stay! It’s clean cozy and quiet! I would definitely stay again in the future!"
United States
Carri
$135 nightly
The price is $152
Jan 17 - Jan 18
Total with taxes and fees
Roadhaven1830
Exterior

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
2.0 star property
Stanardsville
9.8 out of 10, Exceptional, (61 reviews)
"Great Staff Great Getaway Great Everything "
United States
LaToya
$124 nightly
The price is $141
Jan 26 - Jan 27
Total with taxes and fees
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
Smart TV, stereo

Cozy Retreat - Hot tub + Mountain Views + Pets

Cozy Retreat - Hot tub + Mountain Views + Pets
Fort Valley
9.8 out of 10, Exceptional, (58 reviews)
"This house was super charming and perfect for our weekend getaway!"
United States
Beth S.
$204 nightly
The price is $225
Jan 26 - Jan 27
Total with taxes and fees
Cozy Retreat - Hot tub + Mountain Views + Pets
Property grounds

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 reviews)
"We enjoyed our two night stay. We had plenty of space for our family to relax. The location was perfect for exploring luray caverns and the town. "
United States
Chelsea F.
$289 nightly
The price is $333
Jan 21 - Jan 22
Total with taxes and fees
NEW Colorful Cottage + Hot Tub + Pets + 15 min to LAKE
Interior

The Depot Loft at Shenandoah

The Depot Loft at Shenandoah
Shenandoah
10.0 out of 10, Exceptional, (22 reviews)
"We only stayed for one night but the rental was great"
United States
Mike B.
$200 nightly
The price is $230
Jan 18 - Jan 19
Total with taxes and fees
The Depot Loft at Shenandoah
Terrace/patio

Elegant Retreat w/Vintage Charm & Modern Comforts

Elegant Retreat w/Vintage Charm & Modern Comforts
Luray
9.8 out of 10, Exceptional, (6 reviews)
"Quaint house in a small town with a wonderdul trail right behind the residence."
United States
Amber K.
$127 nightly
The price is $144
Jan 18 - Jan 19
Total with taxes and fees
Elegant Retreat w/Vintage Charm & Modern Comforts
Exterior

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 reviews)
"Loved it, clean and as described, great farm."
United States
Trent R.
$101 nightly
The price is $111
Jan 17 - Jan 18
Total with taxes and fees
Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park
1 bedroom, iron/ironing board, WiFi, bed sheets

Conductor's Suite at the Depot in charming Shenandoah

Conductor's Suite at the Depot in charming Shenandoah
Shenandoah
9.0 out of 10, Wonderful, (8 reviews)
"Super cute place in an amazing location. Everyone in town was very friendly and the scenery was incredible. I wish we had more time to explore the area."
United States
Jamison D.
$140 nightly
The price is $161
Jan 25 - Jan 26
Total with taxes and fees
Conductor's Suite at the Depot in charming Shenandoah
Smart TV, Hulu, streaming services

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 reviews)
"This property was very clean and conveniently located to everything we wanted to do. We enjoyed our stay"
United States
Cindy H.
$185 nightly
The price is $213
Jan 20 - Jan 21
Total with taxes and fees
Tiny Barn w/Modern Charm on 3 Acres, Mountain and Pasture Views- Sleeps 4
Dining

New/MountainViews/Rustic/HotTub

New/MountainViews/Rustic/HotTub
Stanley
10.0 out of 10, Exceptional, (4 reviews)
"Lovely cabin in the foothills which was perfect for my sons and I. The hot tub was a hit. "
United States
PaulAbby L.
$273 nightly
The price is $303
Jan 19 - Jan 20
Total with taxes and fees
New/MountainViews/Rustic/HotTub
Exterior

New! Sunset Mountain Retreat

New! Sunset Mountain Retreat
Stanley
10.0 out of 10, Exceptional, (4 reviews)
"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.
$332 nightly
The price is $383
Feb 10 - Feb 11
Total with taxes and fees
New! Sunset Mountain Retreat
Dining

Historic Madison Eagle Inn

Historic Madison Eagle Inn
Madison
10.0 out of 10, Exceptional, (12 reviews)
"The place was great! It was clean and comfortable - a great jumping off point for a weekend of hiking in Shenandoah. Would definitely stay again. "
United States
Anonymous traveler
$242 nightly
The price is $252
Feb 1 - Feb 2
Total with taxes and fees
Historic Madison Eagle Inn
Property grounds

Lydia Schoolhouse Rm. 112

Lydia Schoolhouse Rm. 112
Stanardsville
10.0 out of 10, Exceptional, (19 reviews)
"Love staying at this lodge when I hike the shanandoah mountains."
United States
Patricia S.
$176 nightly
The price is $200
Jan 17 - Jan 18
Total with taxes and fees
Lydia Schoolhouse Rm. 112
Exterior

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, (8 reviews)
"The place was clean, tidy, and spacious. Everything was well-maintained, making it a comfortable and pleasant stay."
United States
Magali B.
$104 nightly
The price is $116
Jan 21 - Jan 22
Total with taxes and fees
Fully Furnished 1 Bedroom Flat in Historic Downtown New Market
Exterior detail

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 reviews)
"Great stay- only one night for a friends wedding in Shenandoah. Nice place to stay, no issues! "
United States
Jacquelin S.
$246 nightly
The price is $284
Jan 17 - Jan 18
Total with taxes and fees
Peaceful cottage in farmland - close to Luray, Shenandoah River & National Park
Terrace/patio

Families Paradise with walkable river access, playground, fire pit, BBQ, dogs OK

Families Paradise with walkable river access, playground, fire pit, BBQ, dogs OK
Shenandoah
10.0 out of 10, Exceptional, (7 reviews)
"The experience was amazing. The cabin has everything you could need and the host has a great communication all the time."
United States
Abel A.
$300 nightly
The price is $346
Feb 2 - Feb 3
Total with taxes and fees
Families Paradise with walkable river access, playground, fire pit, BBQ, dogs OK
Terrace/patio

Sojourners Rest: Old Rag Views, Hot Tub, Fire Pit

Sojourners Rest: Old Rag Views, Hot Tub, Fire Pit
2.0 star property
Etlan
10.0 out of 10, Exceptional, (2 reviews)
"We had an amazing time! Such a beautiful location and stay! We hope to come back!"
United States
Jade R.
$380 nightly
The price is $429
Jan 20 - Jan 21
Total with taxes and fees
Sojourners Rest: Old Rag Views, Hot Tub, Fire Pit
Property grounds

Hot tub • Pet Friendly • EV charger • Firepit • Secluded

Hot tub • Pet Friendly • EV charger • Firepit • Secluded
2.0 star property
New Market
10.0 out of 10, Exceptional, (2 reviews)
"We had the absolute best time during our stay. Everything was perfect and the house and host were wonderful! "
United States
Courtney T.
$272 nightly
The price is $300
Jan 21 - Jan 22
Total with taxes and fees
Hot tub • Pet Friendly • EV charger • Firepit • Secluded
Outdoor spa tub

Storybook Lodge: Hot tub. 75 inch TV. Near Luray

Storybook Lodge: Hot tub. 75 inch TV. Near Luray
2.0 star property
New Market
9.8 out of 10, Exceptional, (6 reviews)
$325 nightly
The price is $352
Jan 19 - Jan 20
Total with taxes and fees
Storybook Lodge: Hot tub. 75 inch TV. Near Luray
Outdoor spa tub

Sunset Views~HotTub~Fireplace~Mountain Escape

Sunset Views~HotTub~Fireplace~Mountain Escape
2.0 star property
New Market
10.0 out of 10, Exceptional, (1 review)
"My wife and I had a great time during our stay! The cabin was exactly what we were looking for to ring in the new year - a quiet, comfy & relaxing stay in the mountains.We loved building a fire during the day and hanging out in the hot tub by night (and needless to say our dog loved all the sights & smells of the woods!)Highly recommend & looking forward to returning sometime soon. Thanks again for hosting us!"
United States
Andrew S.
$335 nightly
The price is $363
Jan 19 - Jan 20
Total with taxes and fees
Sunset Views~HotTub~Fireplace~Mountain Escape
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Skyland Hotel Reviews

Adorable river front cabin ,with hot tub on the River

Adorable river front cabin ,with hot tub on the River

10/10 Excellent
"The cabin was perfect for our girls weekend! I totally missed the fact that there is no wifi, but we were there to relax and disconnect from our everyday lives anyway. Watching sunsets over the river was beautiful, and the fact it was chilly enough for our swimsuits to freeze in between dips in the hot tub was HILARIOUS! The only thing we might suggest is having a map of trails that it is okay for us to walk on near the cabin, since we walked the road, but there were a lot of no trespassing signs on either side. I figured since the area had horseback and atv activities there would be more well-marked trails close by."
Jessica P. 2-night trip
Posted 1 day ago
Adorable river front cabin ,with hot tub on the River

Find out more about Skyland

Everything you need to know about Skyland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Skyland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Skyland vacation 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 low season months. For more hustle and bustle, you may prefer to visit Skyland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $141 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Skyland rentals

At Expedia, we put the best Skyland vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Skyland?

Yes, we give you a choice of vacation rentals close to well known sights in Skyland, or you can select a secluded option if you'd like a relaxing place to stay. Visitors like the top-notch restaurants and mountain landscape in Skyland. Make sure you allow time to enjoy the parks during your vacation.

What are some of the best vacation rentals in Skyland?

Hot Tub, Scenic Views, Pet Friendly!: Visitors like this Skyland vacation home rental. It is located near skiing and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with an arcade game room and a hot tub.

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 Rose River Falls. In the larger area, you’ll find Old Rag Mountain and Dark Hollow Falls.

What are vacation rentals like in Skyland?

Vacation rentals are privately owned properties you can book for several days or longer in Skyland. Vacation rentals feature amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from public hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for family trips.