Top Cottages in Medway in 2026

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Top Cities in Medway

A waterfront cityscape with a prominent castle, a river, and surrounding urban development.

Our top choices for Medway cottages

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

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

Hollingbourne

"Our group stayed in all 3 properties and they are all beautiful and exceptionally well equipped. The grounds are stunning, with ample outside seating to enjoy watching the birds and butterflies. The swimming pool, table tennis & pool tables were a lot of fun as well. Fantastic walks on the chalkhill downs, the vineyard next door, great local pubs and friendly helpful hosts, we'd definitely stay again."

Tracy R.

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

2. Hogwarts Bed and Continental Breakfast

Sheerness

John

AED 343 total

includes taxes & fees

12 Nov - 13 Nov

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

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

4. Paddock View

Maidstone

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

5. 2 bedroom accommodation in Wormshill

Wormshill

Antoine T.

AED 2,142 total

includes taxes & fees

12 Nov - 13 Nov

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

6. Beautiful Cottage in Central Whitstable

Whitstable

Lucy

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

7. 1 bedroom accommodation in Halling

Halling

Noella

A two-story brick building with a white facade and a small balcony.

8. Minutes from Whitstable beach and high street. Sleeps up to 6

Whitstable

Janice M.

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

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

Whitstable

Joanne P.

AED 853 total

includes taxes & fees

12 Nov - 13 Nov

A beach with a lifeguard tower, a cafe sign, and buildings in the background.

10. Railway Cottage | Stylish Home - Central Whistable

Whitstable

Antony C.

AED 1,162 total

includes taxes & fees

28 Nov - 29 Nov

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

11. 3 Bed in Frittenden (oc-r43311)

Knox Bridge

A Tudor-style house with a symmetrical facade, multiple windows, and a well-maintained lawn.

12. 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

A modern two-story residential building with a garage, a red car parked in front, and a clear blue sky.

13. 3 bedroom accommodation in Whitstable

Whitstable

Colin Mead

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

14. The Cottage at Harple Farm

Detling, near Maidstone

Lindsey Grant

AED 966 total

includes taxes & fees

17 Nov - 18 Nov

A riverside property with a bridge, a large tree, and a house with a brick exterior.

15. Stunning high end house in the gorgeous setting of the English countryside.

Wye, near Ashford

The Flint Wall Company D.

A brick house with a green door, a small garden, and a tree in the foreground.

16. Twynholm

Sheerness

AED 3,514 total

includes taxes & fees

28 Nov - 29 Nov

A coastal residential area with houses, a beach, and a clear sky.

17. 4 Bed in Whitstable (oc-s28124)

Whitstable

An outdoor dining area with a table set for breakfast, chairs, and a rustic wooden structure in the background.

18. A stunning property in beautiful location with some amazing views.

Maidstone

Gary

An aerial view of a property with a large house, a pond, and a tennis court.

19. 1 bedroom accommodation in Hollingbourne

Hollingbourne

Susan Belcher

A rustic wooden building with a metal roof, a wooden staircase leading to a door, and a picnic table with an umbrella.

20. 3 bedroom accommodation in Chelmsford

Chelmsford

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Top Medway Hotel Reviews

Village Hotel Maidstone

10/10 Excellent

"The whole experience was like being in a big pinball machine. Massive TVs everywhere and full on crowds of people everywhere you looked or went. Ok value for money and a massive car park which is always important. Happily stay again."

Moxy London Excel

10/10 Excellent

"Stayed here for three nights at the beginning of November 2026. From check in to checkout the staff, were pleasant, kind and couldn’t do enough to make our stay as enjoyable as possible. Particular thanks to Andrea and the duty manager on the morning of 9th November both of whom went above and beyond to make our stay memorable. I particularly appreciated the pancakes! Breakfast was plentiful, freshly prepared and I was particularly impressed that all the gluten free items were kept completely separate from the rest of the breakfast items, as were the utensils used to serve and heat/cook them. The bedroom was clean and tidy with a very comfortable bed. The windows could be opened for fresh air and when closed blocked out the road noise from the road behind the hotel. I would have appreciated a chest of drawers so that I could have completely unpacked, rather than using my case for storage. However that is a personal preference. The Moxy is an easy, level, five minute walk from the Royal Albert DLR station. It takes about forty minutes to get to central London, but there is plenty to do within a couple of train stops, including the O2 arena, access to the river and cable cars. Overall a very pleasant stay. Thank you to all concerned."

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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Check prices for these dates

Top Cities in Medway

Gillingham

Our top choices for Medway cottages

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

2. Hogwarts Bed and Continental Breakfast

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

4. Paddock View

5. 2 bedroom accommodation in Wormshill

6. Beautiful Cottage in Central Whitstable

7. 1 bedroom accommodation in Halling

8. Minutes from Whitstable beach and high street. Sleeps up to 6

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

10. Railway Cottage | Stylish Home - Central Whistable

11. 3 Bed in Frittenden (oc-r43311)

12. 3 bedroom accommodation in Little Chart, near Ashford

13. 3 bedroom accommodation in Whitstable

14. The Cottage at Harple Farm

15. Stunning high end house in the gorgeous setting of the English countryside.

16. Twynholm

17. 4 Bed in Whitstable (oc-s28124)

18. A stunning property in beautiful location with some amazing views.

19. 1 bedroom accommodation in Hollingbourne

20. 3 bedroom accommodation in Chelmsford

Find vacation rentals that suit your style

Top Medway Hotel Reviews

Village Hotel Maidstone

ILFORD GRAND HOTEL (Fully Air Conditioned)

Moxy London Excel

Courtyard by Marriott London City Airport

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

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