Skyland Vacation Rentals

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Our top choices for Skyland vacation rentals

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
2.0 star property
Stanardsville
9.4 out of 10, Exceptional, (89 reviews)
"Second time staying with the family here. We had so much fun! Kids love the experience! Highly recommended! "
United States
Yan
The price is CA $192
CA $280 total
includes taxes & fees
Apr 27 - Apr 28
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, (62 reviews)
"We enjoyed the hot tub, the views, and the easy check in/check out."
United States
Dakota B.
The price is CA $121
CA $367 total
includes taxes & fees
May 6 - May 7
Cozy Retreat - Hot tub + Mountain Views + Pets

Lookout Cabin in the mountains, Amazing Views!

Lookout Cabin in the mountains, Amazing Views!
Page County
9.8 out of 10, Exceptional, (37 reviews)
"Nice cabin for Holliday getaway. great views"
United States
Raymond F.
The price is CA $266
CA $557 total
includes taxes & fees
Apr 15 - Apr 16
Lookout Cabin in the mountains, Amazing Views!

Roadhaven1830

Roadhaven1830
3.0 star property
Mount Jackson
9.6 out of 10, Exceptional, (39 reviews)
"Great place to stay! It’s clean cozy and quiet! I would definitely stay again in the future!"
United States
Carri
The price is CA $187
CA $209 total
includes taxes & fees
Apr 12 - Apr 13
Roadhaven1830

Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities

Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities
Luray
9.6 out of 10, Exceptional, (74 reviews)
"Very nice place and very well set up and welcoming."
United States
Adam Y.
The price is CA $181
CA $432 total
includes taxes & fees
Apr 12 - Apr 13
Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities

Conductor's Suite at the Depot in charming Shenandoah

Conductor's Suite at the Depot in charming Shenandoah
Shenandoah
9.2 out of 10, Wonderful, (10 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.
The price is CA $93
CA $235 total
includes taxes & fees
Apr 19 - Apr 20
Conductor's Suite at the Depot in charming Shenandoah

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, (35 reviews)
"Awesome spot…clean, cozy, private. Hosts were very responsive- can’t ask for anything more "
United States
Asim K.
The price is CA $206
CA $466 total
includes taxes & fees
Apr 12 - Apr 13
Private Cabin in the woods w/ firepit right next to Shenandoah River

Luray 'black Walnut Cabin' on 2 Acres w/ Fire Pit!

Luray 'black Walnut Cabin' on 2 Acres w/ Fire Pit!
3.0 star property
Luray
Luray 'black Walnut Cabin' on 2 Acres w/ Fire Pit!

The Cabin at the Lake

The Cabin at the Lake
Madison
9.8 out of 10, Exceptional, (48 reviews)
"Wonderful host and stay! "
United States
Donna H.
The price is CA $218
CA $402 total
includes taxes & fees
Apr 15 - Apr 16
The Cabin at the Lake

"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA

"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA
Rileyville
9.8 out of 10, Exceptional, (319 reviews)
"Cabin had rustic vibes but is very well taken care of and clean."
United States
Heidi
The price is CA $242
CA $418 total
includes taxes & fees
Apr 29 - Apr 30
"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA

Stargaze from Hot Tub Pet-Friendly Mtn Cabin

Stargaze from Hot Tub Pet-Friendly Mtn Cabin
Page County
9.6 out of 10, Exceptional, (15 reviews)
"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 price is CA $135
CA $375 total
includes taxes & fees
Apr 12 - Apr 13
Stargaze from Hot Tub Pet-Friendly Mtn Cabin

Barn Apartment on Farm Near Old Rag and Shenandoah National Park

Barn Apartment on Farm Near Old Rag and Shenandoah National Park
Etlan
10.0 out of 10, Exceptional, (16 reviews)
"Fantastic property in a really cool location!"
United States
Eric D.
The price is CA $187
CA $288 total
includes taxes & fees
Apr 14 - Apr 15
Barn Apartment on Farm Near Old Rag and Shenandoah National Park

Historic Madison Eagle Inn

Historic Madison Eagle Inn
Madison
10.0 out of 10, Exceptional, (14 reviews)
"Host was communicative with easy check in instructions. Loved the location in relation to a local brewery and winery. The bakery and breakfast restaurant on the Main Street were fantastic as easy to walk to. "
United States
Sophie
The price is CA $192
CA $349 total
includes taxes & fees
Apr 13 - Apr 14
Historic Madison Eagle Inn

Private w Screened Porch, Deck & Dog-Friendly!

Private w Screened Porch, Deck & Dog-Friendly!
Luray
9.4 out of 10, Exceptional, (3 reviews)
"The stay was very pirvate, so peaceful."
United States
Debbie H.
The price is CA $222
CA $490 total
includes taxes & fees
Apr 12 - Apr 13
Private w Screened Porch, Deck & Dog-Friendly!

"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.
Rileyville
10.0 out of 10, Exceptional, (351 reviews)
"Wonderful getaway!"
United States
Samantha T.
The price is CA $247
CA $427 total
includes taxes & fees
Apr 16 - Apr 17
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

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
9.8 out of 10, Exceptional, (68 reviews)
"This property was very clean and conveniently located to everything we wanted to do. We enjoyed our stay"
United States
Cindy H.
The price is CA $159
CA $361 total
includes taxes & fees
May 5 - May 6
Tiny Barn w/Modern Charm on 3 Acres, Mountain and Pasture Views- Sleeps 4

Remote Riverfront Cabin: Hot Tub * Fast Wi-Fi * Disc Golf * Pool Table * Games!

Remote Riverfront Cabin: Hot Tub * Fast Wi-Fi * Disc Golf * Pool Table * Games!
Luray
10.0 out of 10, Exceptional, (21 reviews)
"Great location. Amenities were great and place was nice."
United States
YOUNESS B.
The price is CA $218
CA $624 total
includes taxes & fees
Apr 14 - Apr 15
Remote Riverfront Cabin: Hot Tub * Fast Wi-Fi * Disc Golf * Pool Table * Games!

Luray Escape . Hot Tub . 15 Min to Skyline Drive

Luray Escape . Hot Tub . 15 Min to Skyline Drive
Luray
9.6 out of 10, Exceptional, (12 reviews)
"Such a cute place and just perfect!"
United States
Anonymous traveller
The price is CA $135
CA $395 total
includes taxes & fees
Apr 29 - Apr 30
Luray Escape . Hot Tub . 15 Min to Skyline Drive

The White Pine Loft: Perfect for Couples!

The White Pine Loft: Perfect for Couples!
Stanley
9.8 out of 10, Exceptional, (74 reviews)
"We were impressed how everything was clean and orderly!"
United States
Diane B.
The price is CA $290
CA $377 total
includes taxes & fees
Apr 12 - Apr 13
The White Pine Loft: Perfect for Couples!

Whispering Hillside -Coffee Bar, Hot Tub Fire Pit

Whispering Hillside -Coffee Bar, Hot Tub Fire Pit
Stanley
9.4 out of 10, Exceptional, (46 reviews)
"Beautiful views great host great time!"
United States
Dakota P.
The price is CA $210
CA $484 total
includes taxes & fees
Apr 14 - Apr 15
Whispering Hillside -Coffee Bar, Hot Tub Fire Pit
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Skyland. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Skyland?

Yes, there are vacation rentals near top local attractions in Skyland, or you can choose a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the majestic mountain landscape in Skyland. Make sure you have time to check out the museums while you're in the area.

What are some of the best vacation rentals that Skyland has to offer?

Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly: This vacation home rental near Skyland is located on a river and has a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Skyland?

With 264 Expedia vacation rentals, you're sure to find just the right place for your Skyland stay.

What’s there to see and do in Skyland?

Explore the area and family-friendly sights such as Yogi Bear's Jellystone Park, or get out into nature at a spot like Shenandoah National Park. Stony Man and Old Rag Mountain are a couple of places you'll find in the larger area.

What’s a vacation rental in Skyland like?

Vacation rentals are private properties you can book for a few weeks or just a few days in Skyland. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have all the conveniences of home. If you're concerned about a clean environment, vacation rentals can provide a sense of privacy away from shared hotel elevators and bustling concierge desks while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for a family trip or a small group gathering.