Top Cottages in Maidstone District in 2026

A historic castle with a moat and a reflection in the water, surrounded by a field of daffodils.

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Top Cities in Maidstone District

A large castle with multiple towers and a moat.

Our top choices for Maidstone District cottages

A narrow alleyway with a door marked "Office" and a brick wall on one side.

1. Hogwarts Bed and Continental Breakfast

Sheerness

John

AED 321 total

includes taxes & fees

12 Oct - 13 Oct

A house by a calm lake with a clear reflection, surrounded by trees and a grassy area.

2. Kentish Oast, Cottage and Barn in stunning private grounds with swimming pool

Hollingbourne

Chris C.

A wooden house with a tiled roof, a gravel driveway, and a grassy area in the background.

3. Very high end property for guests to enjoy, with stunning views around.

Harvel, near Gravesend

Jan Bart

4. Pure rural charm in a nutshell.

St Mary’s Platt, Sevenoaks

Trevor Walt

A traditional building with a black and white facade, multiple windows, and a sign for 'Swan Cottage Tea Rooms'.

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

Rye

Robert E.

AED 975 total

includes taxes & fees

31 Oct - 1 Nov

A spacious backyard with a swing set, a brick house, and a large tree.

6. 8 bedroom accommodation in Meopham, Gravesend

Meopham, Gravesend

A large house with a spacious backyard, surrounded by dense trees and fields.

7. The Coach House Stables

Hernhill

"The Coach House Stables is a lovely cottage in a fabulous location. It feels really rural, but is only a short walk from two pubs and a short drive to either Canterbury or Faversham. The owners made us feel very welcome without being intrusive. The cottage was exceptionally well equipped and contained lots of useful information about local activities.The only small downside was the the living/dining area wasn't massive. It worked for us as we didn't cook much in the cottage and there were only...

Kathy Porter

An aerial view of a property with a long, narrow building with a sloped roof, surrounded by green fields and trees.

8. 2 bedroom accommodation in Wormshill

Wormshill

Antoine T.

AED 2,271 total

includes taxes & fees

29 Oct - 30 Oct

A brick house with a sign reading "Ridgeways" and a well-maintained garden with various plants and flowers.

9. Paddock View

Maidstone

AED 1,942 total

includes taxes & fees

12 Oct - 13 Oct

A deck with two blue lounge chairs, a railing, and a view of a body of water and a green hillside.

10. 1 bedroom accommodation in Halling

Halling

Noella

A modern kitchen with blue cabinets, a white island with two chairs, a spiral staircase, and a fireplace.

11. Beautiful Cottage in Central Whitstable

Whitstable

Lucy

A small brick house with a sloped roof, a gravel driveway, and a garden with flowering plants.

12. Riverside Cottage is a quiet haven for two. Right on the East Stour river.

Ashford

GILLIAN R.

A single-story building with a gabled roof, two windows with blue shutters, and a large sliding glass door.

13. 5 bedroom accommodation in St Mary’s Bay, near Romney Marsh

St Mary’s Bay, near Romney Marsh

Sean W.

A small, single-story building with a green door, a window with a hanging flower basket, and a small outdoor seating area with a bench and chairs.

14. 3 bedroom accommodation in Bilsington, near Ashford

Bilsington, near Ashford

PHIL O.

A view through a window with a staircase leading to an outdoor area with palm trees and a green umbrella.

15. Two minutes from beach. Cosy pet-friendly cottage in cool location with garden.

Whitstable

Valerie R.

16. Beach Haven - UK42241

New Romney

Gill Head

A cobblestone street lined with traditional buildings, some with ivy and flower boxes.

17. Bancroft – Hot Tub - Camber Sands

Camber

Elizabeth P.

18. 2 bedroom accommodation in Crowborough

Crowborough

"If you love a peaceful country retreat then this is for you. Wildlife all around. The owner could not be more helpful. Peacocks at the back door herds of dear and flocks of amazing rheas much better than advertised. You do need a car with good clearance for the track through the forest but it's worth it as it all ads to the amazing adventure. Thank you once again to our host Martin who meets guests at the gate to lead you through the forest."

Malcolm Vine

AED 1,409 total

includes taxes & fees

29 Oct - 30 Oct

A traditional building with a conical roof, a rectangular structure with a dark facade, and a garden with a bench and trimmed hedges.

19. 3 Bed in Frittenden (oc-r43311)

Knox Bridge

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

20. Amelia Cottage

Battle

Heather

AED 2,012 total

includes taxes & fees

19 Oct - 20 Oct

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Top Maidstone District Hotel Reviews

Mercure Dartford Brands Hatch Hotel & Spa

8/10 Good

"For the price we payed i cant really complain...the beds arent comfy . Tv needs updating..rooms are all just abit out of date. But it wasnt expensive to stay there.. the bars slow and expensive and the chineese woman who works behind bar looks like she wants to kill everyone. Its a great location for brandshatch. No free parking at hotel"

ABode Canterbury

10/10 Excellent

"Location central. Short walk to the Canterbury Cathedral , easy access to walk on the Wall close by that surrounds the old town.. Lots of shops and places to eat. The walk to the hotel was longer than anticipated but was much more pleasant on the way back to train station back to London being more relaxed knowing the route. Highly recommend visiting Canterbury. Recommend staying two days to see Canterbury."

Luxury Pod-sleeps 2-hot Tub-pets-garden

10/10 Excellent

"We absolutely loved our stay at the Honey Pod. Communication and instructions before arrival were wonderful and made everything so easy. The space itself is compact but has everything you need — a cozy kitchen/lounge area, comfortable bedroom, and clean bathroom. The wood burner hot tub in the garden was such a treat, perfect for relaxing under the stars. It’s beautifully secluded and feels like you’re tucked away in the middle of nowhere — peaceful, quiet, and magical. Highly recommend for anyone looking to unwind and escape! "

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Pickup Car Rentals in Maidstone

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Check prices for these dates

Top Cities in Maidstone District

Maidstone

Our top choices for Maidstone District cottages

1. Hogwarts Bed and Continental Breakfast

2. Kentish Oast, Cottage and Barn in stunning private grounds with swimming pool