Best Cottages in Benenden in 2026

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Our top choices for Benenden cottages

A garden leading to a house with a white door, surrounded by tall grass and various plants.

1. Mafeking by inspirestays-com - a cottage that sleeps 6 guests in 3 bedrooms

Benenden

Hartmut K.

includes taxes & fees

11 Nov - 12 Nov

A wooden deck with a wooden chair and table, a blanket, and breakfast items.

2. Ernest - a holiday let by Bloom Stays that sleeps 2 guests in 1 bedroom

Tenterden

Harry I.

includes taxes & fees

9 Nov - 10 Nov

A cozy cottage with a sloped roof, a small porch, and a well-maintained garden.

3. The Garden Room - a holiday let that sleeps 2 guests in 1 bedroom

Rye

Anonymous traveller

includes taxes & fees

9 Nov - 10 Nov

A wooden house with a dark roof, a chimney, and a small front porch with steps.

4. B’s lodge at Church Elms Farm. Tennis court, games room, sleeps 4. Pet friendly

Woodchurch

includes taxes & fees

30 Nov - 1 Dec

A brick house with a large open doorway leading to a dining area.

5. Vine Cottage

Tenterden

includes taxes & fees

13 Nov - 14 Nov

A modern house with a dark exterior, a sloped roof, and a well-maintained garden.

6. The Grain Store - a holiday let that sleeps 2 guests in 1 bedroom

Rye

"Beautiful accommodation, with lovely vaulted ceiling making it bright and airy High quality finishes all round Kitchen has everything you need and a bottle of milk waiting in the fridge was a lovely touch Tea bags, coffee pods, crisps and biscuits also provided Bed was comfortable and high quality bedding Lovely big fluffy towels and M&S toiletries provided. It was so quiet at night meaning a great night sleep A lovely stay and would recommend a trip to Caster sands and Rye center"

Lynn B.

includes taxes & fees

9 Nov - 10 Nov

A rustic wooden cabin with a covered outdoor seating area, surrounded by lush greenery and a gravel path.

7. Birch Cottage: Starlit Soaks and Wood-Fired Warmth hot tub

maidstone

Samuel

includes taxes & fees

9 Nov - 10 Nov

A cozy living room with a fireplace, a television, and a collection of books and DVDs on a table.

8. An unusual two-storey apartment with beams and an open fire.

Rye

Robert E.

includes taxes & fees

12 Nov - 13 Nov

A building with a sloped roof, wooden entrance, and large windows.

9. 3 bedroom accommodation in Smarden, near Ashford

Smarden, near Ashford

"A wonderful 4 nights spent at Romden farm, couldnt have been bette. It was great, just to open the back door and walk for miles with the dogs, come back chill out and relax in the hot tub in the evenings. At the big pond we enjoyed feeding the fish and watching the barn owl hunt at dusk. The barn was clean, comfortable and the perfect place to get away from everything. The owners made us feel so welcome we will definitley be back in the future."

Louise

includes taxes & fees

15 Nov - 16 Nov

A wooden staircase leading to a backyard with a garden, a small shed, and a house with a sloped roof.

10. 2 bedroom accommodation in Rye

Rye

Sheila Davies

includes taxes & fees

30 Nov - 1 Dec

A wooden house with a tiled roof, a patio with a table and chairs, and a fenced yard.

11. Harvest View, Tilmangate Farm

Ulcombe

Laura

includes taxes & fees

9 Nov - 10 Nov

A brick house with a small patio, a white door, and a wooden fence.

12. 1 bedroom accommodation in Winchelsea Beach, near Rye

Winchelsea Beach, near Rye

Duncan Mackrill

includes taxes & fees

9 Nov - 10 Nov

13. Green Cottages

Sittingbourne

Nicholas

includes taxes & fees

22 Nov - 23 Nov

A dining area with a table set for a meal, surrounded by bookshelves and a television.

14. 4 bedroom accommodation in Pett

Pett

Sarah Gunner

includes taxes & fees

10 Nov - 11 Nov

A white brick building with a black door, multiple windows, and a visible sign on the right side.

15. 3 Cinque Ports Street

Rye

includes taxes & fees

12 Nov - 13 Nov

A small, single-story wooden cabin with a deck, surrounded by green grass and trees.

16. 1 bedroom accommodation in Herstmonceux, Hailsham

Herstmonceux, Hailsham

PERRY CAMPBELL

includes taxes & fees

12 Nov - 13 Nov

A two-story brick house with a white exterior, a visible chimney, and a small garden area with a potted plant.

17. 2 bedroom accommodation in Lydd, Romney Marsh

Lydd, Romney Marsh

Stephen Docherty

includes taxes & fees

9 Nov - 10 Nov

A property with a wooden exterior, a visible staircase, and a well-maintained lawn.

18. 1 bedroom accommodation in Herstmonceux, near Hailsham

Herstmonceux, near Hailsham

Rhiannon L

includes taxes & fees

9 Nov - 10 Nov

A two-story wooden building with a sloped roof, a front door, and a small porch area.

19. Hay Fields, Tilmangate Farm

Ulcombe

Richard

includes taxes & fees

4 Dec - 5 Dec

A white cottage with a tiled roof, a wooden gate, and a gravel path leading to the entrance.

20. The Cottage at Harple Farm

Detling, near Maidstone

Lindsey Grant

includes taxes & fees

17 Nov - 18 Nov

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Learn more about Benenden

Check out the local area in Benenden—home to attractions like High Weald and Hole Park Gardens.

See all hotels in Benenden

A statue on a pedestal in a grassy area beside a road.

Top reviews in Benenden

Green Cottages

Sittingbourne

10/10 Excellent

Nicholas

A two-story house with a brick facade and a tiled roof.

Amelia Cottage

Battle

10/10 Excellent

Colin

A two-story house with a dark roof and white walls, surrounded by a well-maintained lawn and dense shrubbery.

Gun Hill Cottage

Heathfield

10/10 Excellent

Patricia

A white two-story house with a blue door and a white picket fence.

Hakuna Matata

Rye

10/10 Excellent

Anonymous traveller

A brick house with a garden pathway leading to the entrance.

Knights Cottage

Maidstone

10/10 Excellent

Beautiful cottage in an amazing setting - ideal for people who don’t want to use their cars once there! Communication with Skykes Cottages was very process heavy tho - we received so many useless emails before the booking, then during the trip there was so many different people to talk to for every problem. They took time to help. They don’t reply to WhatsApp for Hours tho they say to contact you there. Some improvements needed there to make it seamless please 🙏

Lucy

Combe Haven Holiday Park - Holiday Accommodation 17062

St Leonards-On-Sea

10/10 Excellent

The accommodation was excellent and we had the best stay. The only problem was on checking in the the campsite as our info didn't match the caravan. We booked through the Tesco club card scheme, which on payment we couldn't use. So we paid in full. After payment we were contacted by Sykes holidays as the money went to them?? On arrival the campsite didn't recognise the info and said that we might have been scammed which was very worrying and confusing. We called the emergency number on the...

Jill