Skyland holiday homes

We found 256 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:6 Nov - 13 Nov

Living area
Property grounds
Dining
Living area
Exceptional
(12 reviews)

Rustic Farmhouse with Pool/hot tub/fire pits/6.5 acres Mountain Views

Luray

8% off
NZ$7,807
for 7 nights, 1 room
NZ$1,115 per night
includes taxes & fees
Rustic Farmhouse with Pool/hot tub/fire pits/6.5 acres Mountain Views
New, Modern Eat-in Kitchen in both suites with stunning views
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
NZ$6,781
for 7 nights, 1 home
NZ$969 per night
includes taxes & fees
Serenity and adventure at historic Blue Ridge Farm
Interior
Living area
Property grounds
Bedroom 2, king bed
Exceptional
(24 reviews)

Walk to Old Rag | Hot Tub | Mountain Farmhouse

Etlan

16% off
NZ$6,422
for 7 nights, 1 home
NZ$917 per night
includes taxes & fees
Walk to Old Rag | Hot Tub | Mountain Farmhouse
Property grounds
Barn in Snow
Great Room with a view!
Property grounds
Exceptional
(112 reviews)

Serenity and Adventure on Historic Blue Ridge Farm

Sperryville

8% off
NZ$6,119
for 7 nights, 1 home
NZ$874 per night
includes taxes & fees
Serenity and Adventure on Historic Blue Ridge Farm
Interior
Exterior
Interior
Property grounds
Exceptional
(47 reviews)

The Historic Poorhouse at Cardinal Springs

Sperryville

8% off
NZ$5,462
for 7 nights, 1 home
NZ$780 per night
includes taxes & fees
The Historic Poorhouse at Cardinal Springs
Interior
Relax
Room
Interior
Exceptional
(15 reviews)

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

Etlan

5% off
NZ$2,517
for 7 nights, 1 home
NZ$360 per night
includes taxes & fees
Charming 2-bedroom barn with WiFi, AC in brilliant Etlan, minutes from Old Rag.
Room
Living area
Terrace/patio
Exterior
Exceptional
(22 reviews)

Shenandoah Valley Yurt

Stanley

8% off
NZ$2,103
for 7 nights, 1 home
NZ$300 per night
includes taxes & fees
Shenandoah Valley Yurt
Dining
Cozy living room
Room
Exterior
Exceptional
(84 reviews)

Family Friendly Cozy Cabin Located On The Shenandoah River.

Luray

8% off
NZ$2,234
for 7 nights, 1 cabin
NZ$319 per night
includes taxes & fees
Family Friendly Cozy Cabin Located On The Shenandoah River.
Side view of Cabin
Property grounds
Pano pic of front porch
Kitchen and dining area
Exceptional
(105 reviews)

Cabin Fever in the foothills of the Blue Ridge Mountains

Luray

8% off
NZ$2,855
for 7 nights, 1 cabin
NZ$408 per night
includes taxes & fees
Cabin Fever in the foothills of the Blue Ridge Mountains
Master Bedroom with Full Size Bed
Kitchen and Dining Area
Cottage Side View
Living and Dining Area
Wonderful
(112 reviews)

Walk to White Oak Canyon Trail in Shenandoah National Park

Syria

12% off
NZ$1,519
for 7 nights, 1 cabin
NZ$217 per night
includes taxes & fees
Walk to White Oak Canyon Trail in Shenandoah National Park
Porch View
Front of Cabin
Fire Pit
50 inch HD TV
Exceptional
(169 reviews)

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

Luray

16% off
NZ$2,467
for 7 nights, 1 cabin
NZ$352 per night
includes taxes & fees
Fox Den Cabin--Secluded Mountain Getaway Near Shenandoah National Park
Private kitchen
Private kitchen
Living area
Living area
Exceptional
(102 reviews)

Historical home, walkable to many restaurants and shops.

Luray

7% off
NZ$2,099
for 7 nights, 1 home
NZ$300 per night
includes taxes & fees
Historical home, walkable to many restaurants and shops.
Front Entrance
Front of House
This is the view from Skyline Meadow!
Front door entrance
Exceptional
(73 reviews)

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

Luray

11% off
NZ$5,390
for 7 nights, 1 home
NZ$770 per night
includes taxes & fees
Skyline Meadow: Luxury Modern Victorian, 26 Acres, Views, Nature 360 ° Open 6/2018
  • 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)
  • 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)
  • 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)
  • Dark Hollow Falls (5.6 mi / 9.1 km)
  • Thorton Gap Entrance Shenandoah (5.8 mi / 9.3 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. Luray Caverns and Stony Man 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.