Best Cottages in Chatham in 2026

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Our top choices for Chatham cottages

A two-story brick building with a guest parking sign, a covered entrance, and a small garden area with potted plants.

1. Denmark House

Chatham

includes taxes & fees

15 Sept - 16 Sept

2. Green Cottages

Sittingbourne

Nicholas

includes taxes & fees

12 Sept - 13 Sept

A single-story house with a gravel driveway, a wooden fence, and a small window.

3. Westgate Cottage

Sittingbourne

includes taxes & fees

25 Sept - 26 Sept

A modern kitchen with white cabinets, a built-in oven, and a window with a view of greenery.

4. Tranquil Cottage Oasis in Rainham

South Hornchurch

includes taxes & fees

3 Oct - 4 Oct

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

5. Hogwarts Bed and Continental Breakfast

Sheerness

John

includes taxes & fees

8 Sept - 9 Sept

A mobile home with a patio area, a sliding door, and a small garden.

6. Estuary View

Rochester

includes taxes & fees

12 Sept - 13 Sept

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

7. Knights Cottage

Maidstone

"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

includes taxes & fees

11 Sept - 12 Sept

A stone building with a tiled roof, a lawn, and a patio with a table and chairs.

8. Battel Hall

Maidstone

includes taxes & fees

24 Sept - 25 Sept

A black wooden house with a sloped roof surrounded by a well-maintained garden with red tulips.

9. Cherry Orchard Farm

Maidstone

includes taxes & fees

11 Sept - 12 Sept

A quaint cottage with a brick exterior, a white door, and a small garden with potted plants and flowers.

10. Oast Cottage

Maidstone

includes taxes & fees

26 Sept - 27 Sept

A traditional brick house with a stone wall and a large tree in front.

11. Keepers House

Maidstone

includes taxes & fees

29 Sept - 30 Sept

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

12. Paddock View

Maidstone

includes taxes & fees

16 Sept - 17 Sept

A bedroom with a bed, a sofa, a dresser, and a staircase.

13. Ditsys Den

Tonbridge

includes taxes & fees

2 Oct - 3 Oct

A single-story mobile home with a front door, a small porch, and a patio area with a table and chairs.

14. Watersmeet - 85 @ Park Avenue Holiday Village

Sheerness

includes taxes & fees

14 Sept - 15 Sept

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

15. Vine Cottage

Tenterden

includes taxes & fees

2 Oct - 3 Oct

A garden with a wooden house, a bench, and potted plants.

16. The Barn at Sandhole Cottage

Tonbridge

"Pets welcome but advise in advance, perfect location, cozy, easy access for local sight seeing and there’s lots of places to go and see. There’s an M&S food at the garage about 200 metres away, good pub within walking distance but allow 30 mins there, and about an hour to get back in the dark 🙂 There is a microwave and induction hob with fridge and toaster in the kitchen but no oven, all you need unless you brought a pizza, no big deal we just froze it and had it when we got home. All in all a...

Stuart

includes taxes & fees

17 Sept - 18 Sept