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Benenden holiday lettings

We found 461 holiday rentals — enter your dates for availability

Discover a selection of 13 cottages and other holiday rentals in Benenden that are perfect for your trip. Holiday rentals provide the best amenities for your family, friends or furry companion, such as a hot tub and garden. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.

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Why visit Benenden

  • Charming Village Atmosphere: Benenden offers a delightful blend of historical charm and a friendly atmosphere, perfect for leisurely strolls.
  • Outdoor Adventures: The picturesque Wealden countryside invites families and couples to enjoy a range of outdoor activities amidst stunning landscapes.
  • Cultural Escapes: Ideal for culture enthusiasts, with nearby attractions including elegant shops and parks in Tunbridge Wells.
  • Romantic Getaways: The tranquil setting of Benenden is perfect for couples seeking relaxation and romance in the countryside.
  • Diverse Accommodation: A variety of vacation rentals, from cosy cottages to spacious homes, cater to all needs for a memorable stay.

Popular types of accommodation in Benenden

Planning a getaway to Benenden? Discover the charm of this picturesque village with a variety of vacation rentals to suit your needs. From cosy cottages to spacious private homes and modern apartments, there’s something for everyone. Whether you're interested in proximity to Benenden School or seeking the best holiday rentals, we’ve got you covered. Explore the top cottages and comfortable bedroom houses to make your stay truly memorable.

  • Cottages: The most sought-after accommodation option in Benenden, offering quaint charm and comfort for a delightful stay.
  • Houses: These homes provide a homely atmosphere, ideal for families or groups wanting privacy and space.
  • Apartments: A convenient choice, perfect for couples or solo travellers looking for a self-catering experience.
  • Chalets: Cosy and unique, chalets offer a rustic retreat amidst the beautiful countryside.
  • Cabins: A popular choice for nature enthusiasts, these cabins provide a tranquil escape in serene surroundings.**

Top attractions near Benenden

Benenden is an ideal destination for culture enthusiasts and couples seeking a romantic getaway, as well as those who enjoy outdoor adventures. Visitors can explore a variety of attractions, including castles, beaches, and nature reserves, making it perfect for families and outdoor enthusiasts alike. With its charming surroundings, Benenden offers a delightful blend of culture and nature for an unforgettable holiday experience.

  • Sissinghurst Castle and Garden: A romantic castle renowned for its stunning gardens, featuring a blend of history and horticulture, just 1.9km from Benenden. Explore the charming towers and enjoy the beautifully designed gardens.
  • Great Dixter House and Gardens: A historic house with a rich cultural heritage, located 3.1km away. Its vibrant gardens showcase innovative planting designs, making it a must-see for garden enthusiasts.
  • Camber Sands: A picturesque beach 11.9km from Benenden, famous for its expansive sandy shores and rolling dunes, perfect for a relaxing day by the sea.

Things to do recommended for couples

For a romantic getaway in Benenden, visit the Chapel Down Winery for a delightful wine tasting experience. Enjoy an adventurous day at Bewl Water Outdoor Centre, then unwind with a show at the White Rock Theatre for a perfect evening together. Each offers unique charm and entertainment.

Things to do recommended for families

Your family will delight in a day at Bewl Water, just 5.0km away, offering a serene spot for relaxation. For adventure, head to Hop Farm Family Park, 7.5km from Benenden, featuring exciting activities. Don't miss the thrill of a match at Gallagher Stadium, 9.3km away!

Things to do recommended for groups

Groups visiting Benenden can enjoy a round of golf at Cranbrook Golf Club, indulge in shopping at the Ashford Designer Outlet, and embark on the scenic 1066 Country Walk for a taste of adventure amidst beautiful landscapes.

What do I need to keep in mind when booking a vacation in 'Benenden

If you're travelling with a group, as a family, bringing your pets along, or seeking longer stays, it’s important to filter according to your key priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Benenden with a group: Think about how many bedrooms you'll require, as well as any additional features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these options and many more on Vrbo.
  • Traveling to Benenden with young kids: Travelling with young children can present its difficulties. It's important to prioritise their comfort and safety, as well as access to suitable amenities, like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that are suitable for families.
  • Taking your pets with you to Benenden: For many families, a holiday isn’t truly fulfilling without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Benenden: If you’re in search of holiday rentals offering discounts 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 options like a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Where to stay near Benenden

Benenden offers a delightful escape into the heart of the English countryside, perfect for culture-themed and romantic getaways. Explore the charming village itself, with its friendly atmosphere and historical charm. Nearby, the picturesque Tunbridge Wells beckons with its elegant shops and parks, while the beautiful Wealden countryside invites outdoor adventures. This tranquil setting is ideal for families and couples seeking relaxation amidst stunning landscapes.

  • Rye: Rye is a charming town located 6.8km from Benenden, renowned for its stunning seaside scenery and historical charm. Visitors flock to Rye for its beautiful beaches and scenic landscapes, making it a perfect spot for outdoor enthusiasts. The town boasts a variety of recreational areas and golf courses, ideal for leisurely activities. Notable attractions include the picturesque family beach and the surrounding dunes, where you can take in the breathtaking coastal views. Rye’s quaint streets, lined with medieval buildings, offer a delightful glimpse into England’s rich history.
  • Cranbrook: Just 1.9km from Benenden, Cranbrook is a delightful market town that combines outdoor adventure with a touch of romance and culture. The area is perfect for those seeking a relaxing getaway, featuring lovely parks and golf courses for recreation. Visitors can explore local landmarks such as the historic Cranbrook Castle and several private gardens that breathe life into the town’s serene atmosphere. With its cultural heritage and charming streets, Cranbrook is a wonderful destination for history buffs and nature lovers alike.
  • Tenterden: Located 3.1km from Benenden, Tenterden is a picturesque town known for its romantic ambiance and vibrant entertainment scene. The town’s wide range of outdoor activities, including golf and nearby beaches, make it a favourite among visitors. Tenterden is home to remarkable historical sites, including a stunning castle, adding to its allure. The charming high street offers a mix of shops, cafés, and pubs, making it an ideal spot to unwind and soak in the local atmosphere. Whether you’re exploring history or enjoying the outdoors, Tenterden has something for everyone.

Best time to go to Benenden

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January40.6°F (4.8°C)Light RainMostly CloudyAverageAverage
February41.5°F (5.3°C)Light RainMostly CloudyAverageSlightly Low
March44.2°F (6.8°C)No Rain (Dry)Mostly CloudySlightly HighAverage
April48.2°F (9.0°C)No Rain (Dry)Mostly SunnySlightly HighAverage
May53.6°F (12.0°C)Light RainMostly SunnyAverageAverage
June59.4°F (15.2°C)Light RainMostly SunnyAverageAverage
July63.3°F (17.4°C)Light RainMostly SunnySlightly HighSlightly High
August63.3°F (17.4°C)Light RainMostly SunnyAverageSlightly High
September59.5°F (15.3°C)Light RainMostly SunnyAverageSlightly Low
October54.3°F (12.4°C)Light RainMostly CloudySlightly LowAverage
November47.5°F (8.6°C)Light RainMostly CloudySlightly LowSlightly Low
December43.2°F (6.2°C)Light RainMostly CloudySlightly LowSlightly High

Booking with Vrbo is a breeze

Are you hoping to cut costs on your upcoming journey? It’s worth considering some flexibility with your travel dates, as prices can vary quite a bit. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, make use of our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board provides you with a convenient platform to plan new holidays, pick up where you last stopped, or manage your travel arrangements. You can easily access properties you've saved or booked, now categorised under Potential, Upcoming, or Current Trips. To make the most of Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Find the perfect holiday rental for your Benenden getaway

Learn about the unique charm of Benenden with a stay in a holiday home rental. This city has something for everyone. 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 Benenden

Do you want to discover top things to see and do in the area? Venture out of your holiday home and check out everything that Benenden has to offer. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Biddenden Vineyards (3.2 mi / 5.2 km)
  • The Chapel Down Winery (5.5 mi / 8.8 km)
  • Balfour Winery (6.4 mi / 10.3 km)
  • Gusbourne Estate Winery (9.6 mi / 15.4 km)
  • Carr Taylor Vineyard (10.8 mi / 17.3 km)
  • Hop Farm Family Park (12.2 mi / 19.6 km)

Exploring the natural features in Benenden

Whether you're an adventurous traveller or just want to take in the scenery, Benenden is a great place to spend some time outside. Here are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Sissinghurst Castle and Garden (3.3 mi / 5.4 km)
  • Great Dixter House and Gardens (4.9 mi / 7.9 km)
  • Bedgebury National Pinetum and Forest (5.6 mi / 9.1 km)
  • Bewl Water Outdoor Centre (8.1 mi / 13.1 km)
  • Bewl Water (8.2 mi / 13.1 km)
  • 1066 Country Walk (10.4 mi / 16.8 km)

Transport to and around Benenden

Fly into Gatwick Airport (LGW), the closest airport, located 32.9 mi (52.9 km) from the city centre.

Frequently asked questions

What is the best area to stay in Benenden when booking a holiday rental?
Benenden is a charming village in Kent, located in the beautiful High Weald Area of Outstanding Natural Beauty. For a delightful holiday rental experience, the village centre is an excellent choice. Here, you can find a variety of properties that cater to different tastes and budgets, allowing you to immerse yourself in the local atmosphere.

Staying in the village centre places you within easy reach of key attractions, such as the historic St. George's Church, which dates back to the 12th century and features stunning architecture. The picturesque surroundings also provide ample opportunities for leisurely walks and cycling, making it a superb base for outdoor enthusiasts.

Another appealing area is the vicinity around the village green, where you can enjoy the quintessential English countryside vibe. This area is characterised by charming cottages and offers a selection of holiday rentals that provide a homely feel. From here, you can easily explore nearby attractions, such as the stunning gardens at Sissinghurst Castle and the historic town of Cranbrook.

In summary, Benenden offers a serene and picturesque setting for your holiday rental, with the village centre and the area around the village green being particularly inviting.
How much does it cost to rent a holiday home in Benenden?
Prices for holiday rentals in Benenden 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 Benenden 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 Benenden holiday house rentals?
You can find great discounts on house rentals in Benenden 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 Benenden?
A long-stay holiday rental in Benenden 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 Benenden holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Benenden 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 Benenden for a holiday rental?
The most popular time to visit Benenden for a holiday rental is during the peak season from March to May. This spring period sees the countryside come alive with vibrant blooms and lush greenery, making it an ideal backdrop for outdoor activities and leisurely strolls. Visitors can take advantage of mild temperatures, ranging from 5 to 15 degrees Celsius, which are great for exploring the charming village and its surrounding nature trails.

In July, the atmosphere in Benenden is particularly lively, as many people flock to enjoy the warm weather and local events. This month offers an excellent opportunity to immerse yourself in the community spirit, with various festivals and outdoor gatherings taking place, ensuring a memorable experience.

For those seeking a more budget-friendly option, December presents a quieter alternative to the bustling peak season. It's cooler, the festive charm of this month brings a unique appeal, with the village beautifully decorated for the holidays, creating a cosy atmosphere great for a relaxing retreat.

Ultimately, your choice of when to visit Benenden will depend on your preferences for vibrant springtime activities or the serene and festive winter charm.
How early should I book a Benenden holiday rental?
Book your Benenden 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 Benenden?
In Benenden, visitors can appreciate the charm of this picturesque village, which is steeped in history. One of the main attractions is the stunning St. George's Church, known for its beautiful architecture and tranquil churchyard. Nearby, the Benenden School, a historic independent school, showcases impressive grounds and buildings, contributing to the village's character.

Nature enthusiasts can enjoy the surrounding countryside, with opportunities for walking and cycling, particularly along the scenic paths that lead through the Kentish landscape. The area is also close to the larger town of Cranbrook, where you can explore additional attractions like the Cranbrook Museum and the beautiful Sissinghurst Castle Garden, a short drive away.
Can I change or cancel my Benenden home rental booking on Vrbo?
To find Benenden 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 Benenden 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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