Stephenson holiday rentals

We found 81 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Stephenson that are perfect for your trip. Holiday rentals offer the amenities that you expect for you and your friends, family or even pets, such as parking and air conditioning. You're sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.

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  • More quality time

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Find the perfect holiday rental for your Stephenson getaway

Learn about the unique charm of Stephenson with a stay in a holiday home rental. This city has something for everyone. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in Stephenson

Are you searching for top things to see and do while you're in town? Venture out of your holiday home and experience everything that Stephenson has to offer. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Rock Harbor Golf Course (6.6 mi / 10.7 km)
  • Summit Point Motorsports Park (7.3 mi / 11.8 km)
  • Dinosaur Land (12.4 mi / 19.9 km)
  • Bluemont Vineyard (17.4 mi / 28.1 km)
  • Rocking S Ranch (6.7 mi / 10.8 km)
  • Locust Hill Golf Course (11.4 mi / 18.4 km)

Exploring the natural features in Stephenson

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

  • Jim Barnett Park (5 mi / 8 km)
  • Lake Frederick Boat Launch (13.7 mi / 22.1 km)
  • Shenandoah Lake Beach (15.8 mi / 25.4 km)
  • Shenandoah River (20.7 mi / 33.4 km)
  • Clearbrook Park (1.4 mi / 2.3 km)
  • Poor House Farm Park (15.8 mi / 25.4 km)

Transport to and around Stephenson

Fly into Martinsburg, WV (MRB-Eastern West Virginia Regional), the closest airport, located 13.2 mi (21.2 km) from the city centre.

Frequently asked questions

What is the best area to stay in Stephenson when booking a holiday rental?
When considering a holiday rental in Stephenson, Virginia, a popular area to stay is the surrounding Clarke County, which offers a charming blend of rural beauty and local attractions. This region is known for its picturesque landscapes and a sense of tranquillity, making it a delightful escape from the hustle and bustle.In nearby Berryville, you'll find a lovely town with a rich history and welcoming atmosphere. Here, you can explore the historic downtown area and visit local shops and cafes that reflect the community's character. Another highlight is the Berryville Historic District, where you can admire beautifully preserved architecture and learn about the area's past.For those who enjoy outdoor activities, the vicinity also features the stunning Appalachian Trail, great for hiking enthusiasts looking to experience Virginia's natural beauty. Additionally, the nearby Shenandoah Valley is renowned for its wineries and breathtaking views, providing a great day out for those interested in local produce and scenic drives.Overall, the area surrounding Stephenson offers a variety of holiday rental options, each providing a great experience and easy access to local attractions.
What are the top attractions in Stephenson?
In Stephenson, Virginia, visitors can enjoy a blend of natural beauty and local attractions. The nearby Shenandoah National Park offers stunning hiking trails and breathtaking views of the Blue Ridge Mountains, making it a popular spot for outdoor enthusiasts. The park's proximity allows for easy access from holiday rentals in the area.The historic downtown of Winchester, just a short drive away, features charming shops, restaurants, and significant Civil War sites, including the Museum of the Shenandoah Valley, which showcases local history and art. Additionally, the nearby Apple Blossom Mall provides shopping options for those looking to indulge in retail therapy.For wine lovers, the surrounding Loudoun County is known for its vineyards and wineries, offering scenic tours and tastings.
Are all fees included in the Stephenson holiday homes prices shown on Stayz?
Stayz 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.
Are there any Stephenson holiday homes with parking?
Stayz offers a wide selection of holiday homes in Stephenson 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 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.
Are there any discounts for Stephenson holiday homes?
You can find great discounts on holiday homes in Stephenson on Stayz, 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.
Can I change or cancel my Stephenson holiday home booking on Stayz?
To find Stephenson holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Stephenson?
A long-stay holiday home in Stephenson 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
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.
How early should I book a Stephenson holiday home?
Book your Stephenson holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Stephenson?
Prices for holiday homes in Stephenson 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Stephenson to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ 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.
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.
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.