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Benenden Holiday Rentals

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Our top choices for Benenden holiday rentals

9.4 out of 10, Exceptional, (13)
"A wonderful place for a holiday Nice location. Good opportunity for excursions to Hastings, Tenterden, Bodiam. Stop off at The Bull or the Milkhouse in Sissinghurst."
United States
Hartmut K.
The price is HK$7,642
HK$7,642 total
includes taxes & fees
5 Jan - 6 Jan 2026
Mafeking by inspirestays-com - a cottage that sleeps 6 guests in 3 bedrooms
10.0 out of 10, Exceptional, (1)
"Nice and Memorable stay "
United Kingdom
Kishore S.
The price is HK$745
HK$2,599 total
includes taxes & fees
22 Dec - 23 Dec
Victory - idyllic holiday home in Hastings
8.8 out of 10, Excellent, (9)
"Fantastic lodge near the beach on a great location in the park. Highly recommend "
United Kingdom
Laura J.
The price is HK$870
HK$2,733 total
includes taxes & fees
22 Dec - 23 Dec
Beach Lodge - 5 minute walk to the sandy beach
2.0 star property
9.4 out of 10, Exceptional, (30)
"The staff are so friendly and helpfull and we all enjoyed out stay."
United Kingdom
georgina
The price is HK$1,312
HK$1,575 total
includes taxes & fees
5 Jan - 6 Jan 2026
Pinewood Camping Pods - At Port Lympne Reserve
10.0 out of 10, Exceptional, (11)
"Fabulous host. Private cabin, lovely log burner, absolutely magnificent bed ! Shower was great, everything you could need, like milk in the fridge, great coffee etc. lovely view in the morning of the horses, donkey and pony in the fields. Look forward to staying there again !"
United Kingdom
Mark
The price is HK$932
HK$1,201 total
includes taxes & fees
14 Dec - 15 Dec
Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest

Cottage in Sittingbourne

Green Cottages
3.0 star property
10.0 out of 10, Exceptional, (11)
"Beautiful cottage in a fantastic, friendly village. It had everything we needed and was located close enough to the places we wanted to visit. Good local walks and a really nice pub over the road. We wouldn't hesitate to stay here again if we are in the area."
United Kingdom
Matthew
The price is HK$2,604
HK$3,125 total
includes taxes & fees
3 Jan - 4 Jan 2026
Green Cottages
9.4 out of 10, Exceptional, (3)
"Our trip to the Shepherds Hut was nothing short of idyllic! Our host Jay was so helpful and kind, even going so far as to give us a lift to Tunbridge Wells when our pre-booked taxi didn't show up. The outdoor kitchen was so easy to use, and made an al fresco breakfast very lovely. We took full advantage of the firepit - logs and kindling provided for us - as well as the lovely walks nearby. I would recommend to anyone looking to get away for a bit of peace and beauty!"
United Kingdom
Josi K.
The price is HK$792
HK$958 total
includes taxes & fees
16 Dec - 17 Dec
Luxury Shepherds Hut, w/large garden, firepit, & Wi-Fi @ Cedar Gables Campsite
10.0 out of 10, Exceptional, (6)
"Perfect location. Perfectly comfortable."
United Kingdom
alex
The price is HK$1,031
HK$1,198 total
includes taxes & fees
14 Dec - 15 Dec
Bexhill Town Centre Flat - Less than 5 mins to the iconic De La Warr Pavillion.

Cottage in Ashford

Berisal
3.0 star property
The price is HK$12,597
HK$15,116 total
includes taxes & fees
23 Dec - 24 Dec
Berisal
3.0 star property
10.0 out of 10, Exceptional, (1)
The price is HK$1,126
HK$1,352 total
includes taxes & fees
15 Dec - 16 Dec
1-bedroom Apartment Sleeps 4, Parking
10.0 out of 10, Exceptional, (3)
"WE had an excellent stay with our two young grandchildren. It was perfectly located as we had visited Chatham historic dockyard and spending the next day at Tenterden heritage railway. So much so the youngest wanted to stay an extra night! The description is spot on, Our host extremely helpful with local knowledge. Highly recommend "
United Kingdom
Malcolm T.
The price is HK$1,125
HK$1,583 total
includes taxes & fees
15 Dec - 16 Dec
2 bed Cosy cottage in the village of mersham Ashford nextdoor to pub and shop.
"We had a very pleasant stay at this spacious and comfortable home, which was well-suited for our larger group. The garden was a particular highlight, offering ample space and the added delight of fresh fruit to pick. The location is great, being within a short walking distance of the beach and sea (20mins). The property was generally tidy, there were a few spiderwebs which luckily didn't have any spiders. If these were removed it would enhance the experience. Parking proved somewhat challenging...
United Kingdom
Tabassum A.
The price is HK$301
HK$2,868 total
includes taxes & fees
14 Dec - 15 Dec
Huge 6 bedroom house, near beach, cliffs & Old Town, 180 square meters
10.0 out of 10, Exceptional, (1)
"We had a very comfortable stay. Clean apartment and easily accessible. Good communication from the host throughout the process. We would happily return."
United States
Craig C.
The price is HK$573
HK$1,614 total
includes taxes & fees
15 Dec - 16 Dec
BridgeCity Central Maidstone Spacious 1 Bed Flat
10.0 out of 10, Exceptional, (11)
"I can’t express just how lovely the Lady Florence is. A perfect weekend to kick back and relax. Lovely host, super easy check-in, and kitted out beautifully. Has absolutely everything you need for a very comfortable stay. I will most definitely be booking again!Thanks so much "
United Kingdom
Yona H.
A Cosy unique luxurious River Boat with Castle Views in Maidstone Lady Florence.

Mobile Home in Rye Harbour

River View - Overlooking the river
8.8 out of 10, Excellent, (20)
"Fantastic stay amazing location and very luxurious"
United Kingdom
nicholas t.
The price is HK$1,118
HK$3,002 total
includes taxes & fees
17 Dec - 18 Dec
River View - Overlooking the river

Apartment in Bexhill-on-Sea

Bexlet
2.0 star property
8.6 out of 10, Excellent, (50)
"A very peaceful place for a weekend getaway."
United Kingdom
Ian
The price is HK$682
HK$818 total
includes taxes & fees
18 Dec - 19 Dec
Bexlet
9.4 out of 10, Exceptional, (3)
"Excellent"
United Kingdom
Melanie G.
The price is HK$1,035
HK$1,657 total
includes taxes & fees
15 Dec - 16 Dec
Coghurst Hall Holiday Home Sleeps 6, 2 bedrooms

Apartment in Dymchurch

Ocean Sea View Suite
10.0 out of 10, Exceptional, (4)
"Our stay at the Ocean Sea View Suite was lovely. We had a great experience from the booking to the checkout. The property is well kept and clean. Amazing location with shops, food and entertainment options just on the door step. The cherry on the cake was the beautiful sandy beach. "
United Kingdom
Djanicie M.
The price is HK$1,375
HK$2,400 total
includes taxes & fees
4 Jan - 5 Jan 2026
Ocean Sea View Suite

Cottage in Heathfield

Gun Hill Cottage
3.5 star property
10.0 out of 10, Exceptional, (2)
"Gun Hill Cottage is a truly charming little place, really clean, nicely decorated, with everything you need. Chris was an amazing host, let us know all the details in advance, then checked in by email that everything was good. we really enjoyed our stay. Thanks! Tom"
United Kingdom
Thomas
The price is HK$6,212
HK$7,454 total
includes taxes & fees
11 Jan - 12 Jan 2026
Gun Hill Cottage

Cottage in Cowbeech, near Hailsham

1 bedroom accommodation in Cowbeech, near Hailsham
10.0 out of 10, Exceptional, (2)
"Cedar Lodge was exactly what we were looking for and we felt at home as soon as we arrived. The accommodation was clean, cosy and very well equipped and the hosts Caroline and Neil were very welcoming. The comments in the visitors book showed that many people have visited here several times and feel it’s the best holiday home they have stayed in. The location is very quiet and the view from the deck is beautiful. I wouldn’t hesitate to stay here again if we are visiting the area."
United States
Carolyn Armstrong
The price is HK$1,574
HK$1,574 total
includes taxes & fees
11 Jan - 12 Jan 2026
1 bedroom accommodation in Cowbeech, near Hailsham
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Benenden Hotel Reviews

Find out more about Benenden

Search for holiday rentals in Benenden on Expedia! You can easily find your home rentals, villas, holiday apartments in Benenden using one of the methods below:

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Frequently asked questions

Are there holiday rentals in Benenden?

Yes, there are holiday rentals close to the most popular sights in Benenden, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Benenden has to offer?

Samsara Retreat and Yoga - Adults Only: This holiday home rental outside of Benenden offers a patio, a private garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and kitchenware.

How many holiday rentals will I find in Benenden?

With 4 Expedia holiday rentals, you're guaranteed to find just the right place for your Benenden stay.

What can I see and do in Benenden?

Hole Park Gardens and High Weald are a couple of lovely local spots to get outside and enjoy nature. Sissinghurst Castle and Garden and Great Dixter House and Gardens are a couple of places you'll find in the wider area.

What’s a holiday rental in Benenden like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Benenden. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about cleanliness, holiday rentals can provide a sense of safety away from public hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for family trips.