Skyland holiday rentals

We found 274 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Skyland that are perfect for your trip. Whether you're going on holiday with family or friends, holiday homes have the amenities that you expect for your stay, which might include Wi-Fi and a fireplace. No matter what you're looking for, you'll be sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Skyland

Showing deals for:25 Dec - 1 Jan

Interior
S'mores anyone?
Living area
Living area
Exceptional
(28 reviews)

Walk to Old Rag | Hot Tub | Dog-Friendly Farmhouse

Etlan

8% off
AU$7,138
for 7 nights, 1 home
AU$1,020 per night
includes taxes & fees
Walk to Old Rag | Hot Tub | Dog-Friendly Farmhouse
Room
Cozy living room
Private kitchen
Exterior
Exceptional
(88 reviews)

Family Friendly Cozy Cabin Located On The Shenandoah River.

Luray

8% off
AU$1,841
for 7 nights, 1 cabin
AU$263 per night
includes taxes & fees
Family Friendly Cozy Cabin Located On The Shenandoah River.
Master bedroom with fireplace, full bath and in room 2-person tub.
Massive, stamped concrete firepit area. Seats 8.
Living room with sleeper sofa and fireplace.
Full kitchen, dining table seats 8.
Exceptional
(55 reviews)

Mountain Log Home LURAY Hot Tub 4 Fireplaces Near Shenandoah National Park

Stanley

8% off
AU$3,965
for 7 nights, 1 cabin
AU$566 per night
includes taxes & fees
Mountain Log Home LURAY Hot Tub 4 Fireplaces Near Shenandoah National Park
Property grounds
Barn in Snow
Great Room with a view!
View of deck and Blue Ridge from kitchen and great room
Exceptional
(112 reviews)

Serenity and Adventure on Historic Blue Ridge Farm

Sperryville

8% off
AU$5,083
for 7 nights, 1 home
AU$726 per night
includes taxes & fees
Serenity and Adventure on Historic Blue Ridge Farm
Room
Private kitchen
Living area
Interior
Exceptional
(16 reviews)

Treasured Moments Tiny Cabin Cottage in town and close to everything...

Stanley

8% off
AU$2,257
for 7 nights, 1 cottage
AU$322 per night
includes taxes & fees
Treasured Moments Tiny Cabin Cottage in town and close to everything...
Interior
Living area
Property grounds
Catch your favorite streaming services on the 65” smart tv.
Exceptional
(26 reviews)

Walk to Old Rag | Hot Tub | Mountain Farmhouse

Etlan

8% off
AU$6,915
for 7 nights, 1 home
AU$988 per night
includes taxes & fees
Walk to Old Rag | Hot Tub | Mountain Farmhouse
Interior
Living area
Dining
Exterior
Exceptional
(9 reviews)

Modern A-Frame Cabin in the Heart of the Shenandoah Valley

Luray

11% off
AU$3,258
for 7 nights, 1 cabin
AU$465 per night
includes taxes & fees
Modern A-Frame Cabin in the Heart of the Shenandoah Valley
Living area
The pond and covered dock
Summer garden with historic barn, grainery, and large pond in background
Living area
Exceptional
(117 reviews)

Serenity and adventure at historic Blue Ridge Farm

Sperryville

8% off
AU$5,636
for 7 nights, 1 home
AU$805 per night
includes taxes & fees
Serenity and adventure at historic Blue Ridge Farm
Master Bedroom with Full Size Bed
Kitchen and Dining Area
Cottage Side View
Living and Dining Area
Wonderful
(113 reviews)

Walk to White Oak Canyon Trail in Shenandoah National Park

Syria

12% off
AU$1,310
for 7 nights, 1 cabin
AU$187 per night
includes taxes & fees
Walk to White Oak Canyon Trail in Shenandoah National Park
Interior
Relax
Exterior
Room
Exceptional
(17 reviews)

Charming 2-bedroom barn with WiFi, AC in brilliant Etlan, minutes from Old Rag.

Etlan

5% off
AU$1,950
for 7 nights, 1 home
AU$279 per night
includes taxes & fees
Charming 2-bedroom barn with WiFi, AC in brilliant Etlan, minutes from Old Rag.
Terrace/patio
Living area
Private kitchen
Room
Exceptional
(29 reviews)

Shenandoah Valley Yurt

Stanley

8% off
AU$1,959
for 7 nights, 1 home
AU$280 per night
includes taxes & fees
Shenandoah Valley Yurt
Interior
Exterior
Property grounds
Interior
Exceptional
(49 reviews)

The Historic Poorhouse at Cardinal Springs

Sperryville

8% off
AU$4,509
for 7 nights, 1 home
AU$644 per night
includes taxes & fees
The Historic Poorhouse at Cardinal Springs
Kitchen and top level seating area
Property grounds
Side view of Cabin
Pano pic of front porch
Exceptional
(107 reviews)

Cabin Fever in the foothills of the Blue Ridge Mountains

Luray

8% off
AU$2,408
for 7 nights, 1 cabin
AU$344 per night
includes taxes & fees
Cabin Fever in the foothills of the Blue Ridge Mountains
Exterior
Room
Interior
Exterior
Exceptional
(5 reviews)

Shenandoah Valley Cottage

Stanley

8% off
AU$1,959
for 7 nights, 1 cottage
AU$280 per night
includes taxes & fees
Shenandoah Valley Cottage
Room
Exterior
Private kitchen
Private kitchen
Exceptional
(74 reviews)

Cozy Log Cabin #9 - Stone Fireplace Hot Tub & Scenic Mountain View near LURAY

Stanley

8% off
AU$3,320
for 7 nights, 1 cabin
AU$474 per night
includes taxes & fees
Cozy Log Cabin #9 - Stone Fireplace Hot Tub & Scenic Mountain View near LURAY
Living area
Private kitchen
Living area
Dining
Exceptional
(107 reviews)

Historical home, walkable to many restaurants and shops.

Luray

7% off
AU$1,729
for 7 nights, 1 home
AU$247 per night
includes taxes & fees
Historical home, walkable to many restaurants and shops.

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Travel to historical Skyland

The area's museums and history are just some of the reasons to come on holiday to Skyland. This city is scenic and cosmopolitan, recognised for its mountain views, hiking and camping. Shenandoah National Park and Luray Caverns are just a couple of the must-see attractions in the area. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in Skyland

Are you hoping to find attractions to see in the city? Travellers enjoy fun activities like hiking and camping. Venture out of your holiday home and check out everything that makes Skyland a fun place to get away to. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Yogi Bear's Jellystone Park (5.5 mi / 8.8 km)
  • Little Washington Winery (12.5 mi / 20.1 km)
  • Wisteria Farm and Vineyard (5.1 mi / 8.3 km)
  • Caverns Country Club (8.8 mi / 14.1 km)
  • Shenandoah Speedway (14.9 mi / 24 km)
  • Jordan Hollow Stables (6.6 mi / 10.7 km)

Exploring the mountains and other natural features in Skyland

Whether you're an active traveller or just want to appreciate the scenery, Skyland is a great place to spend some time outside. Here are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Shenandoah National Park (6 mi / 9.6 km)
  • Luray Caverns (7.3 mi / 11.8 km)
  • Stony Man (0.5 mi / 0.9 km)
  • Old Rag Mountain (4.6 mi / 7.4 km)
  • Thorton Gap Entrance Shenandoah (5.8 mi / 9.3 km)
  • Massanutten Storybook Trail (12.3 mi / 19.8 km)

Transport options to and around Skyland

Fly into Weyers Cave, VA (SHD-Shenandoah Valley Regional), the closest airport, located 36.1 mi (58.1 km) from the city centre.

Frequently asked questions

What are the best holiday rentals near Skyland?
The best holiday rentals near Skyland are primarily found in the scenic Blue Ridge Mountains region, with nearby Luray being a popular base. You will find a great selection of properties, including cosy cabins and private holiday houses, many offering stunning mountain views. If you are willing to drive a bit further, renting in nearby areas can be an affordable option for finding larger properties. You can choose from a range of styles when looking for the best holiday rentals near Skyland.Many top-rated rentals feature amenities such as a deck or patio for enjoying the mountain air and a firepit for evening gatherings. These homes are ideal for those seeking a tranquil escape or a family holiday.
What are the best pet-friendly holiday rentals near Skyland?
There are 12 pet-friendly holiday rentals near Skyland, primarily found in the surrounding areas of Luray. These properties, often cabins or private holiday houses, offer comfortable stays for guests and their pets. Many feature essential amenities like kitchens, Wi-Fi, and private outdoor spaces, ensuring a relaxing base for your adventures.When searching for the best pet-friendly holiday rentals near Skyland, remember to review individual property policies regarding pet size, breed restrictions, or additional fees.
What are the best family holiday rentals near Skyland?
There are approximately 18 family-friendly holiday homes available near Skyland, primarily cabins and private homes, providing ample space and comfort for groups. These properties often feature multiple bedrooms and bathrooms, full kitchens for preparing meals, and essential amenities like washers and dryers to manage laundry during your stay. Many also offer outdoor play areas such as gardens or patios, along with entertainment options like books and games for children, ensuring a comfortable home base for everyone.When selecting the ideal holiday rental for your family, consider properties that offer distinct areas for adults and children to relax, and prioritise those with practical features like well-equipped kitchens to simplify meal preparation. Choosing a home within a convenient driving distance to Skyland will minimise travel time, allowing for more enjoyment of the area.
Are there any luxury holiday rentals near Skyland?
There are several luxury holiday rentals near Skyland that combine natural scenery with modern comfort. These properties often feature amenities such as Mountain Views, Fireplaces, and Air Conditioning. Many also offer Golf onsite or Lake Views.These homes are ideal for families or larger groups. Many of these top-tier stays are managed by highly rated Stayz hosts, ensuring a professional and premium experience.
Where should I stay when visiting Skyland?
When planning your stay near Skyland, several lovely areas offer unique advantages for your holiday rental.For direct access to the Shenandoah National Park and panoramic views, consider properties located within the park itself, close to Skyland. These rentals offer immediate proximity to hiking trails and scenic overlooks, allowing guests to fully experience the natural beauty.Just outside the park, the charming town of Luray provides a wider selection of holiday rentals. Many properties here are a short drive from Skyland, offering convenient access to local attractions such as the Luray Caverns whilst still being close to the park entrance.Another excellent option is the area around Sperryville, known for its picturesque landscapes and rural charm. Rentals here are a pleasant drive from Skyland and provide a peaceful retreat for those looking to explore the wider region.
What is the cheapest month to stay near Skyland?
The cheapest time to find holiday rentals near Skyland is typically during the late Winter to early Spring (January and March). January is frequently the single cheapest month, often providing lower rates on properties compared to the peak seasons. Guests can often find various savings during these months, along with greater availability of homes.
Are there any lakefront holiday rentals near Skyland
Lakefront holiday rentals near Skyland are available on nearby lakes, such as Lake Arrowhead, offering a wonderful blend of comfort and outdoor activities. These properties are a short drive from Skyland, offering convenient access to water activities like kayaking, fishing, paddleboating, or simply relaxing by the shore.These homes often feature spacious decks, fire pits, hot tubs, and full kitchens, making them ideal for families and larger groups. Guests can enjoy lake views and unwind in peaceful surroundings.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Stayz customer service and Stayz™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare customer service is available 24/7 to support you every step of the way.Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.