
Holiday houses in Benenden
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Quick stats about holiday rentals in Benenden

Total holiday rentals
Explore 70 holiday rentals in Benenden

Nightly prices starting at
Benenden holiday rentals start at $68 NZD per night before taxes and fees

Verified guest reviews
Over 3,760 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
70 of Benenden holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Benenden rentals

4.9 Average rating
Benenden stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated holiday rentals in Benenden
Guests agree: these stays are highly rated for location, cleanliness and more.

The Summer House Benenden (near Sissinghurst) Kent
Attractive comfortable charming private annexe in the garden of the owner's home. Quiet residential area in Benenden village. Spacious airy accommodation consists of large room with kingsize bed with luxurious cotton bedlinen, a table and chairs, kitchen trolley with fridge kettle toaster. Breakfast : artisan bread preserves apple juice milk from village dairy granola and fresh fruit. Ensuite shower room. Bathrobes. Private courtyard garden. Smart TV Wifi. Iron available on request
ValueLocationComfort

Cosy Cottage with Woodburner & Countryside Views.
Cowbeach Cottage is Grade II listed and has been lovingly restored to a high standard. It features a wealth of old oak beams and an inglenook fireplace with a cosy wood burning stove. It is tastefully decorated throughout to provide a relaxing space. The bespoke oak staircase leads to a beautiful vaulted bedroom with views across the Kent countryside. The cottage benefits from a private south facing garden and patio. It is ideally situated to explore the many National Trust properties close by.
ValueLocationHospitality

Old Fire Station in central Benenden village, Kent
Nestling in the idyllic Weald of Kent countryside, the Old Fire Station is the perfect place for a relaxing stay in the centre of historic Benenden village. The spacious, self-contained accommodation sleeps four, with a separate bedroom with super kingsize bed and sitting room with two single sofa beds. The listed former village fire station is within walking distance of The Oak Barn wedding venue and Benenden School, or a short drive to Benenden Hospital and the gardens of Sissinghurst Castle.
LocationFamilyCheck-in

The Oaks. Beautiful Scandi style cabin on stilts
The Oaks cabin, a romantic escape from daily life - tranquil and luxurious. Relax from the moment you arrive. Nestled next to ancient woodland within a family small holding. Adjoining the High Weald National Landscape, 2 miles from Tenterden in the Kent countryside. From here you can enjoy wonderful experiences in Kent and Sussex and end your day in one of the great local pubs, breweries or vineyards. Immerse yourself in nature from the deck and adjoining field. A cabin of pure, sleek escapism.
LocationValueOutdoor spaces

Goldcrest Lodge Wadhurst
Goldcrest Lodge is a peaceful hideaway within secluded woods on the 140 acre historic estate of Wadhurst Castle. It is designed to blend in to its woodland setting, yet is bright and spacious with modern luxuries - perfect for a romantic break, a restful escape or for reconnecting with nature. It has a double bedroom (5' bed) with huge picture window, a central main room with sofa bed leading to a kitchen area and separate shower room beyond. Decking and private screened bath. Dog friendly.
FamilyLocationKitchen

The Paper Mill Stables
Set in the beautiful grounds of a fifteenth century Wealden hall house, The Stables is a delightful oak framed cottage - a hidden-away and peaceful haven for two. There is a sitting room with woodburner for super cosy nights in, and the pretty bedroom has a luxurious 4000 pocket sprung king size bed, and quality Egyptian cotton linen. Outside is a secluded garden with a terrace, and seventy acres of woodland and pasture to wander through; our resident Labradors will be pleased to join you!
LocationValueBathroom

Contemporary rural retreat with breathtaking views
The Rookery is a well located private space with stunning South-facing views across an Area of Outstanding Natural Beauty. An ideal base to explore countryside & coast, ancient forests & villages, historic castles, famous beaches and cosy local pubs. Just 15 min to Sissinghurst Castle & garden, Bodiam & Scotney Castle, 20 min to Rye & 30 min to the dunes & beach at Camber. Explore local walks, Go Ape at Bedgebury Forest, paddleboarding & watersports or tour our local wineries.
LocationFamilyParks

Chill @ architect designed home with wild swimming
Skywood Barn is a tranquil and peaceful contemporary home, featuring a double height window in the main open plan space overlooking a pretty pond. The barn is secluded and views from the rest of the house are of fields and woodland surrounding the property. By May 2022 we will have finished installing the new deck which will give the perfect spot to soak up the sun or take a cool dip. Gather around the fire pit at night to keep warm whilst having drinks or toasting marshmallows.
FamilyLocationParking

Luxury architectural retreat/ East Sussex views
Oliveswood barn a self contained contemporary Architect designed Barn is a luxurious couples retreat, a detached structure surrounded by beautiful AONB countryside with outstanding views. Dog friendly. Close to many famous houses and gardens ,Sissinghurst Castle, Great Dixter, Chartwell, Batemans and Scotney Castle. The Spa town of Royal Tunbridge Wells is a 20 minute drive away. Wadhurst our nearest village has 2 small supermarkets, great butcher, deli, 2 pubs and takeaways.
ValueLocationBathroom

The Wren Pod
The Wren Pod at Little Halden Farm is situated in area of outstanding natural beauty with a fantastic view across the valley towards Tenterden. Our Pod comes with everything you need to make your stay easy and memorable offering the perfect place to relax and getaway, including bedroom, bathroom, well equipped kitchen not to mention a decked area with hot tub, BBQ, outside seating and dining all for your exclusive use. Plus a fire pit on a stoned area to watch the stars by.
FamilyValueHospitality

Little Batchelors - Idyllic escape
Set in the grounds of a stunning 400 year old Tudor Hall and gardens, this beautiful new property is 1.5 miles away from the gorgeous Sissinghurst Castle Garden and within easy reach of Biddenden, with its renowned vineyard and Michelin starred restaurant. A perfect setting for couples, small families or friends. It has a very large open plan living/dining/kitchen area with doors onto a decked terrace and two en-suite double bedrooms, with ample room for parking.
LocationValueIndoor spaces

Relaxing Luxury Retreat
Hop Pickers Retreat is found in the heart of an Area of Outstanding Natural Beauty (AONB) on the Kent and East Sussex border. Located on an farm you are surrounded by wildlife, birdsong, mooing cows, stunning views and in the summertime the sound of a combine, combining the crops in the surrounding fields. It is the ideal place to turn off that phone and unwind with your glass of your favourite tipple in the woodfired hot tub underneath the big starry sky.
FamilyValuePets
Popular amenities for Benenden holiday rentals
Other great holiday rentals in Benenden

The Granary, Organic Vineyard stay with Pool.
ValueFamilyBathroom

Dog friendly country retreat near forest.
FamilyValueSleep quality

Gordon's View Shepherd's Hut
ValueFamilyAccess

Orchard View Studio
LocationDecorView

Charming cottage with minstrels gallery in 7 acres
FamilyValueLaundry

Mafeking - 3 bedroom cottage with games room
LocationFamilyCleanliness

1 Weaver's Cottage - tranquil haven in rural Kent
FamilyLocationOutdoor spaces

Peaceful beamed country Cottage.
LocationFamilyView
When is the best time to visit Benenden?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $348 NZD | $335 NZD | $347 NZD | $392 NZD | $374 NZD | $386 NZD | $343 NZD | $333 NZD | $345 NZD | $340 NZD | $335 NZD | $353 NZD |
| Avg. temp | 5°C | 5°C | 7°C | 10°C | 13°C | 16°C | 18°C | 18°C | 15°C | 12°C | 8°C | 6°C |
Frequently Asked Questions
Are there family-friendly vacation rentals in Benenden?
Benenden has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Benenden?
Experience the best of Benenden with our house rentals, starting at about $140 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Benenden?
Four-legged friends are welcome in Benenden. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Benenden?
Yes! Work meets play with ease at over 20 vacation rentals in Benenden featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do cottage rentals in Benenden have a kitchen?
Absolutely! We offer over 20 cottage rentals with a kitchen in Benenden. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Benenden have wifi?
Absolutely! We offer over 20 cottage rentals with wifi in Benenden. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Benenden have free parking?
Absolutely! We offer over 10 house rentals with free parking in Benenden. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Benenden?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with a kitchen, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Destinations to explore
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- Brighton Seafront
- St Pancras International
- London Bridge
- The O2
- Emirates Stadium
- Tower Bridge
- Tottenham Hotspur Stadium
- Clapham Common
- Buckingham Palace
- Victoria Park
- Alexandra Palace
- London Stadium
- Big Ben
- London Eye
- British Museum
- Primrose Hill
- Regent's Park
- St Paul's Cathedral
- Hampton Court Palace
- Trafalgar Square





