Best Cottages in Medway in 2026

A historic cityscape with a river, a castle, and a church.

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Medway Accommodation: Most Popular Cities to Stay

A large ship docked at a port with colorful flags, a bridge, and a clear sky.

Our top choices for Medway cottages

1. Hogwarts Bed and Continental Breakfast

Sheerness

John

includes taxes & fees

22 Sept - 23 Sept

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

Hollingbourne

Chris C.

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

Harvel, near Gravesend

Jan Bart

4. 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

5. Paddock View

Maidstone

includes taxes & fees

26 Sept - 27 Sept

6. 2 bedroom accommodation in Wormshill

Wormshill

Antoine T.

includes taxes & fees

24 Sept - 25 Sept

7. 1 bedroom accommodation in Halling

Halling

Noella

House | Private kitchen | Fridge, microwave, oven, stovetop

8. Beautiful Cottage in Central Whitstable

Whitstable

Lucy

Standard Cottage, Private Bathroom (Candy Cottage) | Exterior

9. Green Cottages

Sittingbourne

Nicholas

includes taxes & fees

15 Oct - 16 Oct

10. 1 bedroom accommodation in Hollingbourne

Hollingbourne

Susan Belcher

11. Railway Cottage - Stylish & Central Oasis in Whitstable

Whitstable

Antony C.

includes taxes & fees

25 Sept - 26 Sept

12. 8 bedroom accommodation in Meopham, Gravesend

Meopham, Gravesend

13. 3 Bed in Frittenden (oc-r43311)

Knox Bridge

14. 3 bedroom accommodation in Little Chart, near Ashford

Little Chart, near Ashford

"Beautiful house in a quiet area. Garden was amazing and the pool was a big hit! The cleanliness though was very poor. When the sun shone, the cobwebs over the fireplace etc were shocking! Slug trails on the rugs most mornings. Dead flies in the display cabinet. The house just needs a really good cleaning blitz and then it would be much more comfortable. It also needs at least one electric shower, or at the very least, wall mounted showers as it’s very hard to hold a hand held one whilst...

Helen