Shenandoah holiday lettings

We found 1,452 holiday rentals — enter your dates for availability

Discover a selection of 27 homes, 42 cabins and other holiday rentals in Shenandoah that are perfect for your trip. Holiday homes provide the best amenities for your stay with friends, family or just your pet, such as Wi-Fi and parking. Whatever you're looking for, you'll find a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Shenandoah

Showing deals for:22 May - 29 May

Take in the riverfront beauty of Shenandoah

The riverfront and other outdoor surroundings create an inviting atmosphere in Shenandoah. This relaxing city is known for its canoeing, boating and fishing. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in and around Shenandoah

Are you hoping to discover attractions to see during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Shenandoah a fun spot to go on holiday. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Shenandoah Speedway (1.9 mi / 3.1 km)
  • Massanutten Water Park (7.5 mi / 12.1 km)
  • Masanutten Ski Resort (9.6 mi / 15.4 km)
  • White Oak Lavender Farm & The Purple WOLF Vineyard (14.2 mi / 22.9 km)
  • Stone Mountain Vineyards (14.4 mi / 23.2 km)
  • Yogi Bear's Jellystone Park (18.1 mi / 29.1 km)

Exploring the natural landscape of Shenandoah

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Shenandoah is a great place to spend some time outside. These are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Shenandoah National Park (13.6 mi / 21.9 km)
  • Endless Caverns (8 mi / 12.9 km)
  • Swift Run Gap Entrance Shenandoah (9.8 mi / 15.8 km)
  • Dark Hollow Falls (11.2 mi / 18 km)
  • Rose River Falls (12.1 mi / 19.5 km)
  • New Market Battlefield (12.4 mi / 20 km)

How to get to and around Shenandoah

The nearest airport is in Weyers Cave, VA (SHD-Shenandoah Valley Regional), located 21.3 mi (34.4 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Charlottesville, VA (CHO-Charlottesville-Albemarle), which is 25.9 mi (41.6 km) away.

Frequently asked questions

What is the best area to stay in Shenandoah when booking a holiday rental?
When planning a holiday rental in Shenandoah, Virginia, one of the best areas to consider is the charming town of Luray. Nestled in the heart of the Shenandoah Valley, Luray offers a delightful blend of natural beauty and local attractions. The town is renowned for the Luray Caverns, which are a breathtaking underground wonder featuring impressive stalactites and stalagmites, making it a must-visit for nature enthusiasts. Additionally, the picturesque Luray Downtown Historic District provides a lovely setting for leisurely strolls, complete with quaint shops and eateries that showcase local flavours.

Another appealing neighbourhood is Stanley, which serves as a gateway to the Shenandoah National Park. This area is great for those looking to immerse themselves in outdoor activities such as hiking, with trails offering stunning views of the Blue Ridge Mountains. The national park is a highlight, known for its diverse wildlife and tranquil scenery, ideal for picnicking or simply enjoying the natural surroundings.

Both Luray and Stanley have a range of holiday rental properties available, suiting different preferences and budgets. Whether you prefer a cozy cabin in the woods or a charming home in town, you'll find plenty of options to make your stay enjoyable.
How much does it cost to rent a holiday home in Shenandoah?
Prices for holiday rentals in Shenandoah vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Shenandoah to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Shenandoah holiday house rentals?
You can find great discounts on house rentals in Shenandoah on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best Shenandoah ski resort rentals?
For skiing in Shenandoah, Virginia, the best area to consider for rentals is near the Massanutten Resort, which offers access to a range of winter sports. The resort features a variety of accommodation options, including condos and lodges that cater to families and groups. Many of these properties come equipped with essential amenities such as kitchens or kitchenettes, fireplaces, and access to communal facilities like hot tubs and swimming pools, making them ideal for a comfortable stay after a day on the slopes.

In the surrounding towns, such as McGaheysville and Elkton, you'll find additional rental opportunities, including charming cabins and chalets that offer a more rustic experience. These properties often feature scenic views of the mountains, outdoor spaces for barbecues, and cozy living areas great for unwinding. The local area also provides convenient access to dining options and shops, enhancing the overall experience for visitors.

Beyond the skiing, the Shenandoah Valley is renowned for its natural beauty and outdoor activities. Nearby attractions include hiking trails in Shenandoah National Park, where visitors can enjoy breathtaking vistas and tranquil nature walks.
What is the most popular type of holiday rental accomodation in Shenandoah?
In Shenandoah, cabins are the most popular type of holiday rental, with around 148 available in picturesque settings near the Blue Ridge Mountains. These rustic retreats typically feature cosy interiors, fully equipped kitchens, and outdoor spaces like decks or porches, superb for enjoying the serene natural surroundings. For those looking for a bit more space, there are about 104 holiday houses, which often come with multiple bedrooms, spacious living areas, and sometimes even private gardens. Additionally, around 28 cottages provide a quaint and charming atmosphere, while a small number of chalets and apartments add to the variety of options.
Are there any family house rentals in Shenandoah?
In Shenandoah, Virginia, there are numerous family-friendly house rentals available, with around 52 options throughout the region. Visitors will find homes in charming neighbourhoods, ideal for family gatherings and outdoor adventures. Many of these properties boast spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces great for children to play and explore.

The locale is also close to Shenandoah National Park, offering stunning natural beauty and an abundance of hiking trails suitable for all ages. Families can enjoy picnics at nearby scenic spots or take part in outdoor activities such as fishing and wildlife watching.
Can I rent a holiday home with a pool or hot tub in Shenandoah?
In Shenandoah, Virginia, there are several holiday homes available for rent that feature pools and hot tubs, making it an attractive option for those seeking relaxation amidst beautiful surroundings. This charming area is located in the heart of the Shenandoah Valley, offering a blend of natural beauty and outdoor activities.

Travellers can expect amenities such as private pools and hot tubs, spacious outdoor areas for lounging, and well-equipped kitchens for preparing meals. Many properties also provide stunning views of the surrounding mountains and easy access to nearby hiking trails and parks, great for family gatherings or romantic getaways.
Can I find long-stay holiday rentals in Shenandoah?
A long-stay holiday rental in Shenandoah is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Shenandoah?
In Shenandoah, there are numerous pet-friendly house rentals available, with options that cater to a variety of preferences and needs. Visitors can expect amenities such as spacious outdoor areas, fully equipped kitchens, and comfortable living spaces, making them suitable for families or groups travelling with pets.

The area offers easy access to several local attractions, including the stunning Shenandoah National Park, which features an array of hiking trails that welcome pets on leashes. Additionally, nearby towns provide charming shops and restaurants with outdoor seating, allowing for a pleasant outing with your furry companion.
Are there any remote work holiday rentals in Shenandoah?
In Shenandoah, Virginia, there are numerous remote work holiday rentals available, with around 284 options to choose from. This picturesque region offers a blend of natural beauty and tranquillity, making it an ideal setting for those looking to work remotely. Many of the properties are equipped with essential amenities such as free Wi-Fi, ensuring you stay connected while enjoying the serene surroundings.

Travellers can expect a variety of accommodations, from charming cabins located in the woods to spacious homes with stunning views of the Shenandoah Valley. These properties often feature comfortable workspaces, fully equipped kitchens, and outdoor areas where one can take breaks and immerse in nature. The proximity to attractions like Shenandoah National Park provides ample opportunities for outdoor activities after a productive day. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Shenandoah holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Shenandoah with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Shenandoah?
In Shenandoah, popular rental amenities include kitchens, allowing guests to prepare their own meals conveniently. Many properties also feature decks or patios, great for enjoying the stunning views of the surrounding landscape. For those seeking warmth and comfort, fireplaces are a common amenity, creating a cosy atmosphere during cooler months. Onsite parking is widely available, making it easy for travellers to explore the area. Additionally, many rentals permit pets, suiting those who wish to bring their furry friends along for the adventure.
When is the best time to visit Shenandoah for a holiday rental?
The best time to visit Shenandoah for a holiday rental is during the peak season from May to July, with July being the most popular month. This vibrant period attracts outdoor enthusiasts keen to explore the stunning landscapes of Shenandoah National Park, famous for its hiking trails and breathtaking views of the Blue Ridge Mountains. The weather is typically warm, with temperatures ranging from 15 to 30 degrees Celsius, creating ideal conditions for outdoor activities such as hiking, wildlife watching, and scenic drives along Skyline Drive.

As summer unfolds, visitors can take part in a bustling atmosphere filled with fellow nature lovers and families enjoying the great outdoors. July, in particular, is great for experiencing the park's lush greenery and vibrant flora, making it a feast for the senses.

For those considering a more budget-friendly option, visiting in December can be a delightful alternative. While this is the low season, the quiet charm of Shenandoah during winter offers a great experience. Visitors can enjoy the serene beauty of the snow-dusted landscapes and the tranquillity that comes with fewer tourists, making it a great time for peaceful walks or cosy evenings in a holiday rental.

Ultimately, the best time to visit Shenandoah hinges on your preference for lively summer adventures or the calm beauty of the winter months.
How early should I book a Shenandoah holiday rental?
Book your Shenandoah holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Shenandoah?
In Shenandoah, Virginia, visitors can enjoy a range of attractions that highlight the area's natural beauty and rich history. The Shenandoah National Park is a major draw, offering stunning vistas, hiking trails, and opportunities for wildlife viewing along the Blue Ridge Mountains. Popular sites within the park include Skyline Drive, which provides breathtaking views, and numerous hiking trails like those leading to Old Rag Mountain and Dark Hollow Falls.

The charming town of Luray, located nearby, features the famous Luray Caverns, where visitors can explore impressive underground formations. The town also has quaint shops and local dining options, making it a pleasant stop for a day trip.

For history enthusiasts, the historic district of Front Royal provides a glimpse into the region's past, with well-preserved architecture and sites related to the Civil War.
Can I change or cancel my Shenandoah home rental booking on Vrbo?
To find Shenandoah holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo 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 Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Shenandoah holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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 Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo 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 Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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