Skyland vacation rentals

We found 251 vacation rentals — enter your dates for availability

Select from 248 houses, 55 apartments, and other vacation rentals to find the perfect place for your stay in Skyland. Whether you're traveling with a group or just with your pet, vacation homes have the amenities you need and want for your stay, which might include WiFi and a washer and dryer. No matter what you're looking for, you'll find a rental for everyone's needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - Skyland

Showing deals for:Nov 14 - Nov 21
  • 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, yards and more
  • More for less

    More space, more privacy, more amenities — more value

Find out more about Skyland

Find out more about Skyland

Why visit Skyland

  1. Breathtaking vistas: Experience stunning views along Skyline Drive, offering panoramic sights of the Shenandoah Valley.
  2. Outdoor adventures: Engage in hiking, horseback riding, and camping in the natural beauty of Shenandoah National Park.
  3. Rich history: Explore local history museums and learn about the cultural heritage of the region.
  4. Tranquil picnics: Enjoy serene picnics at Skyland Resort amidst picturesque surroundings.
  5. Cozy accommodations: Choose from charming cabins and vacation rentals that blend comfort with nature.

Popular types of accommodation around Skyland

Vrbo offers a variety of vacation rentals in Skyland, perfect for your Canadian getaway. Whether you're seeking a cozy cabin, a charming cottage, or a private vacation home, there's something for everyone. Popular options include Skyland lodge and Skyland rooms, all nestled in the stunning Shenandoah region. Choosing the right accommodation depends on your travel companions and planned activities, ensuring a memorable experience for all.

  • Cabins: The top choice for visitors to Skyland, offering a rustic and immersive experience amidst nature.
  • Houses: A popular selection for families and groups, providing spacious and comfortable accommodations.
  • Cottages: A delightful option for a quaint and cosy getaway, perfect for couples or small families.
  • Chalets: Inviting and charming, these mountain-style homes enhance your stay with their unique character.
  • Condos: Ideal for those seeking modern amenities and a convenient location while enjoying their vacation.**

Top attractions around Skyland

Skyland, Luray, Virginia, is a delightful destination for outdoor enthusiasts and culture seekers alike. Explore stunning caves, visit local history museums, and enjoy the natural beauty of national and state parks. Don't miss the chance to picnic at Skyland Resort, take in breathtaking views along Skyline Drive, or embark on an adventure at Skyland Stables. Camping options are also available for those looking to immerse themselves in nature.

  1. Luray Caverns: Explore stunning underground formations in one of the largest caverns in the USA, featuring impressive stalactites and stalagmites. The adventure vibes are amplified by guided tours that reveal the cave's geological wonders.
  2. Stony Man: A quaint neighbourhood with city vibes, Stony Man offers charming shops and local eateries, perfect for a leisurely stroll and experiencing the community's warm hospitality.
  3. Thorton Gap Entrance Shenandoah: This national park entrance invites you to immerse yourself in breathtaking scenery and outdoor adventures, with hiking trails that showcase the natural beauty of the Shenandoah Valley.

Things to do recommended for couples

For a romantic getaway near Skyland, explore Wisteria Farm and Vineyard for a charming wine experience just 9.7km away, or visit Little Washington Winery, 17.7km away, for delightful entertainment. Don't miss Sweely Estate Winery, located 29.0km away, offering beautiful outdoor vibes perfect for couples.

Things to do recommended for families

Your family vacation in Skyland, Luray, Virginia, promises delightful experiences. Explore The Garden Maze at Luray Caverns for fun, unwind at the Elkwallow Picnic Area for relaxation, or enjoy the serene Woodstock Recreational Area. Each locale offers unique family-friendly vibes for memorable moments together.

Things to do recommended for groups

Groups visiting Skyland can enjoy a camping adventure at Yogi Bear's Jellystone Park, tee off at the Caverns Country Club for a round of golf, or hike the scenic Massanutten Storybook Trail for breathtaking views and outdoor exploration.

What do I need to keep in mind when booking a vacation around Skyland

If you're planning a getaway with a group, family, or pets, or if you're considering an extended stay, it's important to prioritize your preferences when filtering options. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Skyland with a group: Think about how many bedrooms you'll require, as well as amenities like a complete kitchen or outdoor area for group gatherings. Thankfully, you can easily apply filters for all of these options and more on Vrbo.
  • Traveling to Skyland with young kids: Travelling with young children can present its challenges. It’s important to prioritize their comfort and safety, along with ensuring access to age-appropriate amenities like a private swimming pool. Additionally, thinking about your closeness to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Skyland: For many families, a trip wouldn’t feel complete without their furry companion. If you can relate, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds to ensure that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Skyland: If you’re searching for vacation rentals that offer great deals for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay around Skyland

Your vacation in Skyland, Luray, Virginia, promises a blend of historical charm and breathtaking scenery. Explore the stunning vistas of Shenandoah National Park, where you can find excellent lodging options and scenic lookouts. Enjoy the tranquil atmosphere of the Shenandoah Valley and take in the magnificent mountain views. Whether you're seeking family-friendly activities or a secluded retreat, Skyland offers the perfect backdrop for an unforgettable getaway.

  • Shenandoah: Situated 25.7km from Skyland, Shenandoah is a charming city that attracts visitors seeking outdoor adventure and breathtaking scenery. Nestled at the foothills of the Blue Ridge Mountains, this area is known for its recreational opportunities, including hiking, skiing, and exploring the vast ski fields. Nature lovers can enjoy nearby landmarks such as the stunning Shenandoah National Park and several serene lakes, making it an ideal spot for a day of exploration or relaxation amidst the natural beauty of Virginia.
  • Skyland: As a quaint village located merely 1.6km from its namesake, Skyland is a haven for outdoor enthusiasts and adventure seekers. Known for its stunning vistas and abundant recreational activities, visitors can partake in skiing, hiking, and exploring the nearby ski fields. The village is surrounded by natural treasures, including the renowned Shenandoah National Park and a visitor centre that offers insights into the area's rich history and ecology. Skyland provides a perfect base for experiencing the captivating landscapes and vibrant wildlife of the region.
  • Stanley: Just 12.9km from Skyland, Stanley is a delightful city that captures the essence of outdoor adventure and scenic landscapes. This area is perfect for those looking to immerse themselves in nature, with ample opportunities for skiing and enjoying the local parks. Stanley is in close proximity to both the national state park and the picturesque Shenandoah National Park, making it a fantastic choice for hiking, picnicking, and exploring the breathtaking views that this region has to offer.

Best time to go to Skyland

If you're planning a trip to Skyland, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in July to August and October, while off-peak times, like January to March tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January31.6°F (-0.2°C)Light RainMostly SunnySlightly LowSlightly High
February35.2°F (1.8°C)Light RainMostly SunnySlightly LowAverage
March42.8°F (6.0°C)Light RainMostly SunnySlightly LowSlightly Low
April53.2°F (11.8°C)Light RainMostly SunnyAverageSlightly Low
May62.6°F (17.0°C)Light RainMostly SunnyAverageAverage
June70.7°F (21.5°C)Light RainMostly SunnyAverageAverage
July75.4°F (24.1°C)Light RainMostly SunnySlightly HighSlightly High
August73.0°F (22.8°C)Light RainMostly SunnySlightly HighAverage
September66.6°F (19.2°C)Light RainMostly SunnyAverageSlightly Low
October55.6°F (13.1°C)Light RainMostly SunnySlightly HighAverage
November43.5°F (6.4°C)Light RainMostly SunnyAverageAverage
December36.9°F (2.7°C)Light RainMostly SunnyAverageSlightly High

Booking with Vrbo is simple

Are you aiming to save on your upcoming trip? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway!

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a dedicated space to plan new adventures, pick up right where you left off, or manage your travel arrangements with ease. You can easily access the properties you've saved and booked, now neatly categorized under Potential, Upcoming, or Current Trips. To explore the Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Travel to historic Skyland

The area's museums and history are just a few of the reasons to vacation in Skyland. This city is scenic and cosmopolitan, recognized for its mountain views, hiking and camping. With a vacation 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

Do you want to discover top things to see and do while you're in the area? Travelers enjoy fun activities like hiking and camping. Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Skyland a one-of-a-kind vacation spot. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Yogi Bear's Jellystone Park (5.5 mi / 8.9 km)
  • Wisteria Farm and Vineyard (5.2 mi / 8.4 km)
  • Sharp Rock Vineyards (7.3 mi / 11.7 km)
  • Caverns Country Club (8.9 mi / 14.3 km)
  • Little Washington Winery (12.4 mi / 20 km)
  • Jordan Hollow Stables (6.7 mi / 10.8 km)

Exploring the mountains and other natural features in Skyland

Whether you're an active traveler or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Skyland. These are some of the area's most enchanting features, all within 30 miles (48.2 km) of the city center:

  • Luray Caverns (7.4 mi / 12 km)
  • Shenandoah National Park (26.3 mi / 42.3 km)
  • Stony Man (0.5 mi / 0.8 km)
  • Old Rag Mountain (4.5 mi / 7.2 km)
  • Dark Hollow Falls (5.6 mi / 9 km)
  • Thorton Gap Entrance Shenandoah (5.8 mi / 9.3 km)

Transportation options to and around Skyland

Fly into Weyers Cave, VA (SHD-Shenandoah Valley Regional), the closest airport, located 36.2 mi (58.2 km) from the city center.

More Vacation Rentals ideas

People also search for