Skyland holiday homes

We found 282 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:8 Jan - 15 Jan

Stairway to upstairs from the main floor
Cabin and parking area
Room
View of living room and dining area and kitchen
Exceptional
(44 reviews)

Rustic Log Lodge Overlooking Water and Mountain Views

Luray

8% off
NZ$7,160
for 7 nights, 1 room
NZ$1,023 per night
includes taxes & fees
Rustic Log Lodge Overlooking Water and Mountain Views
Exterior
Living area
Private kitchen
Dining
Exceptional
(9 reviews)

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

Luray

11% off
NZ$4,210
for 7 nights, 1 cabin
NZ$601 per night
includes taxes & fees
Modern A-Frame Cabin in the Heart of the Shenandoah Valley
Kitchen and top level seating area
Property grounds
Side view of Cabin
Kitchen and dining area
Exceptional
(107 reviews)

Cabin Fever in the foothills of the Blue Ridge Mountains

Luray

8% off
NZ$3,027
for 7 nights, 1 cabin
NZ$432 per night
includes taxes & fees
Cabin Fever in the foothills of the Blue Ridge Mountains
Living area
Exterior
Welcome to the farmhouse!
Living area
Exceptional
(29 reviews)

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

Etlan

7% off
NZ$5,216
for 7 nights, 1 home
NZ$745 per night
includes taxes & fees
Walk to Old Rag | Hot Tub | Dog-Friendly Farmhouse
Room
Living area
Private kitchen
Exterior
Exceptional
(30 reviews)

Shenandoah Valley Yurt

Stanley

8% off
NZ$2,462
for 7 nights, 1 home
NZ$352 per night
includes taxes & fees
Shenandoah Valley Yurt
Exterior
Cozy living room
Dining
Room
Exceptional
(88 reviews)

Family Friendly Cozy Cabin Located On The Shenandoah River.

Luray

8% off
NZ$2,370
for 7 nights, 1 cabin
NZ$339 per night
includes taxes & fees
Family Friendly Cozy Cabin Located On The Shenandoah River.
Fire Pit and Picnic Table
Kitchen and Dining Area
Master Bedroom with Full Size Bed
Cottage Side View
Wonderful
(113 reviews)

Walk to White Oak Canyon Trail in Shenandoah National Park

Syria

10% off
NZ$1,758
for 7 nights, 1 cabin
NZ$251 per night
includes taxes & fees
Walk to White Oak Canyon Trail in Shenandoah National Park
Dining
Terrace/patio
Exterior detail
Living area
Exceptional
(226 reviews)

Cozy Cabin with Beautiful Mountain Views Near Shenandoah National Park in Luray

Luray

16% off
NZ$2,913
for 7 nights, 1 cabin
NZ$416 per night
includes taxes & fees
Cozy Cabin with Beautiful Mountain Views Near Shenandoah National Park in Luray
Welcome! This comfortable entry room/yoga room/office welcomes you on arrival
Property grounds
Exterior
Exterior
Exceptional
(28 reviews)

Walk to Old Rag | Hot Tub | Mountain Farmhouse

Etlan

7% off
NZ$5,293
for 7 nights, 1 home
NZ$756 per night
includes taxes & fees
Walk to Old Rag | Hot Tub | Mountain Farmhouse
Fire Pit
Front of Cabin
Gas Log Fireplace
Porch View
Exceptional
(172 reviews)

Fox Den Cabin--Secluded Mountain Getaway Near Shenandoah National Park

Luray

16% off
NZ$2,615
for 7 nights, 1 cabin
NZ$374 per night
includes taxes & fees
Fox Den Cabin--Secluded Mountain Getaway Near Shenandoah National Park
Front Entrance
Front of House
This is the view from Skyline Meadow!
Front door entrance
Exceptional
(74 reviews)

Skyline Meadow: Luxury Modern Victorian, 26 Acres, Views, Nature 360 ° Open 6/2018

Luray

11% off
NZ$5,556
for 7 nights, 1 home
NZ$794 per night
includes taxes & fees
Skyline Meadow: Luxury Modern Victorian, 26 Acres, Views, Nature 360 ° Open 6/2018
Room
Exterior
Interior
Property grounds
Exceptional
(50 reviews)

The Historic Poorhouse at Cardinal Springs

Sperryville

8% off
NZ$5,722
for 7 nights, 1 home
NZ$817 per night
includes taxes & fees
The Historic Poorhouse at Cardinal Springs
Interior
Relax
Exterior
Room
Exceptional
(17 reviews)

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

Etlan

5% off
NZ$2,425
for 7 nights, 1 home
NZ$346 per night
includes taxes & fees
Charming 2-bedroom barn with WiFi, AC in brilliant Etlan, minutes from Old Rag.
Great Room with a view!
Barn in Snow
Property grounds
Property grounds
Exceptional
(112 reviews)

Serenity and Adventure on Historic Blue Ridge Farm

Sperryville

8% off
NZ$6,342
for 7 nights, 1 home
NZ$906 per night
includes taxes & fees
Serenity and Adventure on Historic Blue Ridge Farm
Living area
Private kitchen
Private kitchen
Living area
Exceptional
(111 reviews)

Historical home, walkable to many restaurants and shops.

Luray

7% off
NZ$2,232
for 7 nights, 1 home
NZ$319 per night
includes taxes & fees
Historical home, walkable to many restaurants and shops.
New, Modern Eat-in Kitchen in both suites with stunning views
The pond and covered dock
Living area
Summer garden with historic barn, grainery, and large pond in background
Exceptional
(117 reviews)

Serenity and adventure at historic Blue Ridge Farm

Sperryville

8% off
NZ$7,032
for 7 nights, 1 home
NZ$1,005 per night
includes taxes & fees
Serenity and adventure at historic Blue Ridge Farm
Exterior
Room
Interior
Interior
Exceptional
(6 reviews)

Shenandoah Valley Cottage

Stanley

8% off
NZ$2,462
for 7 nights, 1 cottage
NZ$352 per night
includes taxes & fees
Shenandoah Valley Cottage
Private kitchen
Room
Old door from another property between living and bath.
3 steps into the studio. Privacy fence between the studio and full time tenants
Exceptional
(96 reviews)

Lovely, clean and walkable in the town of Luray.

Luray

8% off
NZ$1,871
for 7 nights, 1 apartment
NZ$267 per night
includes taxes & fees
Lovely, clean and walkable in the town of Luray.
  • 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. 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)
  • Sharp Rock Vineyards (7.4 mi / 11.8 km)
  • Caverns Country Club (8.8 mi / 14.1 km)
  • Shenandoah Speedway (14.9 mi / 24 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)
  • Stony Man (0.5 mi / 0.9 km)
  • Old Rag Mountain (4.6 mi / 7.4 km)
  • Dark Hollow Falls (5.6 mi / 9.1 km)
  • Thorton Gap Entrance Shenandoah (5.8 mi / 9.3 km)
  • Luray Caverns (7.3 mi / 11.8 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

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. 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.
How many holiday rentals are there in Skyland?
With 264 Expedia holiday rentals, you're guaranteed 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 wider area.
What's a holiday rental in Skyland like?
Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Skyland. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from public hotel lifts and busy 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 option for a family getaway.