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Diddlebury holiday lettings

We found 463 holiday rentals — enter your dates for availability

Discover a selection of 20 cottages and other holiday rentals in Diddlebury that are perfect for your trip. Whether you're staying in a holiday rental with friends, family or even just your pets, you'll have the amenities that you expect and more, which might include cable TV and a washer and dryer. What you'll find is a property to rent that has what everyone needs, including options that are accessible or non-smoking.
  • Peace of mind

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  • More quality time

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  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Find the perfect holiday rental for your Diddlebury getaway

Learn about the unique charm of Diddlebury with a stay in a holiday home rental. This city has something for everyone. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around Diddlebury

Are you looking for top things to see and do in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Diddlebury a fun spot to go on holiday. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Clee Hills (4 mi / 6.4 km)
  • Ludlow Food Centre (5.4 mi / 8.6 km)
  • Astbury Golf Course (13.4 mi / 21.5 km)
  • Telford Golf Club (16.9 mi / 27.1 km)
  • Haughmond Hill (17.6 mi / 28.4 km)
  • Imagine Spa (18.3 mi / 29.5 km)

Exploring the natural features in Diddlebury

Whether you're looking for adventure or just want to spend some time taking in the scenery, Diddlebury is a great place to spend some time outside. These are some of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Shropshire Hills Discovery Centre (4.9 mi / 7.9 km)
  • Shropshire Hills (5.9 mi / 9.6 km)
  • Titterstone Clee Hill (7.2 mi / 11.6 km)
  • Carding Mill Valley and the Long Mynd (7.3 mi / 11.8 km)
  • Mortimer Forest (8.2 mi / 13.2 km)
  • National Trust's Croft Castle and Parkland (12.7 mi / 20.4 km)

Frequently asked questions

What is the best area to stay in Diddlebury when booking a holiday rental?
When considering a holiday rental in Diddlebury, the area surrounding the village offers a charming and tranquil atmosphere, ideal for those looking to unwind in the English countryside. The village itself is small and quaint, boasting a handful of properties, making it a peaceful retreat.

For a more immersive experience, you might want to explore the nearby neighbourhoods, such as Church Stretton, which is just a short drive away. This area is renowned for its stunning scenery and proximity to the Shropshire Hills Area of Outstanding Natural Beauty, making it a fantastic spot for outdoor enthusiasts. You can enjoy walking trails that lead to breathtaking viewpoints, superb for a day of exploration.

Another excellent option is to consider staying near Ludlow, a historic market town not far from Diddlebury. Ludlow is famous for its impressive castle and vibrant food scene, often hosting farmers' markets that showcase local produce. The town's picturesque streets and rich history provide ample opportunities for sightseeing and leisurely strolls.

Overall, whether you choose to stay in Diddlebury or one of the surrounding areas, you'll find a selection of comfortable properties to enjoy.
How much does it cost to rent a holiday home in Diddlebury?
Prices for holiday rentals in Diddlebury 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 Diddlebury 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 Diddlebury holiday house rentals?
You can find great discounts on house rentals in Diddlebury 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.
Can I find long-stay holiday rentals in Diddlebury?
A long-stay holiday rental in Diddlebury 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 any Diddlebury holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Diddlebury 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.
When is the best time to visit Diddlebury for a holiday rental?
April is the most popular time to visit Diddlebury, as the peak season runs from March to May. During this vibrant period, visitors flock to the picturesque village to enjoy the blossoming countryside and partake in various outdoor activities, making it an ideal time for those seeking a blend of relaxation and adventure.

Spring in Diddlebury brings mild temperatures, typically ranging from 5 to 15 degrees Celsius, which creates a comfortable environment for exploring the charming lanes and local attractions. This season is particularly superb for hiking in the nearby Shropshire Hills, where stunning views and fresh blooms abound, ensuring memorable experiences for nature enthusiasts.

For travellers looking for a more budget-friendly option, consider planning your visit in December. While this month is quieter, it offers a unique opportunity to enjoy the serene beauty of the area during the winter months, and you might even catch a glimpse of festive local events.

Ultimately, the best time to book a holiday rental in Diddlebury depends on whether you prefer the lively energy of springtime adventures or the tranquil charm of the winter season.
How early should I book a Diddlebury holiday rental?
Book your Diddlebury 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 Diddlebury?
In Diddlebury, visitors can experience a charming rural atmosphere, with the stunning Shropshire Hills nearby, ideal for walking and outdoor activities. The village itself is known for its picturesque countryside and quaint architecture, superb for leisurely strolls. Not far from Diddlebury, the historic market town of Ludlow offers attractions such as Ludlow Castle and a vibrant food scene, particularly during its famous food festivals. For those interested in local culture, the nearby Stokesay Castle provides a glimpse into the region's history with its well-preserved medieval architecture.
Can I change or cancel my Diddlebury home rental booking on Vrbo?
To find Diddlebury 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 Diddlebury 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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