COVID-19 Update: The impact of COVID-19 on travel is unprecedented. Like you, we’re monitoring the situation. Rest assured, we’re here to help with questions about your plans. Learn more here: About the coronavirus outbreak (COVID-19)

Updating

Cottages in Isle of Sheppey and Chalets - Holiday Lettings - Holiday Rentals Isle of Sheppey

All filters

Filters

469 Holiday homes

Holiday bungalow in Minster on Sea

Minster on Sea bungalow

2 bedrooms • 1 bathroom • sleeps 6

26 reviews

from £60 / night

£417 / week

1 / 20

Holiday chalet in Leysdown-on-Sea

Leysdown-on-Sea chalet

2 bedrooms • 1 bathroom • sleeps 3

12 reviews

from £68 / night

£473 / week

1 / 22

Holiday apartment rental

Sheerness apartment

1 bedroom • 1 bathroom • sleeps 2

6 reviews

from £75 / night

£521 / week

1 / 26

Caravan/mobile home rental in Eastchurch with shared pool

Eastchurch caravan/mobile home

1 bedroom • 1 bathroom • sleeps 4

2 reviews

from £81 / night

£504 - £584 / week

1 / 9

Holiday chalet in Leysdown-on-Sea

Leysdown-on-Sea chalet

2 bedrooms • 1 bathroom • sleeps 5

“Nice clean accommodation” The chalet was clean and tidy and perfect for our stay. Jane was very helpful and ensured everything was perfect.

20 reviews

from £81 / night

£401 - £916 / week

1 / 9

Caravan/mobile home rental in Minster on Sea with shared pool

Minster on Sea caravan/mobile home

3 bedrooms • 2 bathrooms • sleeps 6

1 review

from £109 / night

£762 / week

1 / 10

Holiday chalet in Leysdown-on-Sea

Leysdown-on-Sea chalet

2 bedrooms • 1 bathroom • sleeps 5

16 reviews

from £57 / night

£470 / week

1 / 8

Leysdown-on-Sea holiday bungalow rental

Leysdown-on-Sea bungalow

2 bedrooms • 1 bathroom • sleeps 5

14 reviews

from £86 / night

£516 - £676 / week

1 / 14

Chalet rental in Leysdown-on-Sea

Leysdown-on-Sea chalet

2 bedrooms • 1 bathroom • sleeps 2

from £68 / night

£401 - £458 / week

1 / 9

Holiday chalet in Leysdown-on-Sea

Leysdown-on-Sea chalet

1 bedroom • 1 bathroom • sleeps 4

3 reviews

from £68 / night

£473 / week

1 / 12

Holiday chalet letting

Leysdown-on-Sea chalet

2 bedrooms • 1 bathroom • sleeps 6

from £81 / night

£487 / week

1 / 12

Holiday log cabin in Leysdown-on-Sea

Leysdown-on-Sea log cabin

2 bedrooms • 1 bathroom • sleeps 6

4 reviews

from £76 / night

£523 - £920 / week

1 / 21

Home accommodation in Leysdown-on-Sea with shared pool

Leysdown-on-Sea house

1 bedroom • 1 bathroom • sleeps 4

from £79 / night

£532 / week

1 / 10

Holiday apartment with shared pool in Minster on Sea

Minster on Sea apartment

1 bedroom • 1 bathroom • sleeps 2

2 reviews

from £100 / night

£695 - £1,085 / week

1 / 36

Leysdown-on-Sea holiday log cabin rental

Leysdown-on-Sea log cabin

3 bedrooms • 1 bathroom • sleeps 6

from £98 / night

£681 - £756 / week

1 / 10

Holiday home in Leysdown-on-Sea

Leysdown-on-Sea house

2 bedrooms • 1 bathroom • sleeps 4

from £103 / night

£722 / week

1 / 16

Holiday chalet in Leysdown-on-Sea

Leysdown-on-Sea chalet

2 bedrooms • 1 bathroom • sleeps 6

from £115 / night

£802 / week

1 / 12

Holiday apartment with shared pool in Minster on Sea

Minster on Sea apartment

1 bedroom • 1 bathroom • sleeps 2

from £130 / night

£904 - £1,414 / week

1 / 16

Holiday chalet in Leysdown-on-Sea

Leysdown-on-Sea chalet

2 bedrooms • 1 bathroom • sleeps 4

5 reviews

from £69 / night

£367 / week

1 / 36

Caravan/mobile home rental in Eastchurch

Eastchurch caravan/mobile home

3 bedrooms • 1 bathroom • sleeps 8

from £58 / night

£401 / week

1 / 37

Leysdown-on-Sea holiday chalet rental

Leysdown-on-Sea chalet

2 bedrooms • 1 bathroom • sleeps 6

from £52 / night

£355 / week

1 / 11

Great rentals within 20 miles that match your search

Home rental in Basildon

Basildon house

3 bedrooms • 1 bathroom • sleeps 5

from £137 / night

£954 / week

1 / 40

Holiday b&b accommodation

Bethersden b&b

2 bedrooms • 2 bathrooms • sleeps 4

from £109 / night

£762 / week

1 / 8

Holiday b&b rental

Bethersden b&b

2 bedrooms • 2 bathrooms • sleeps 4

from £109 / night

£762 / week

1 / 12

Holiday b&b in Playden

Playden b&b

3 bedrooms • 3 bathrooms • sleeps 2

1 review

from £103 / night

£687 / week

1 / 4

Ashford holiday apartment rental

Ashford apartment

2 bedrooms • 1 bathroom • sleeps 5

from £144 / night

£1,002 / week

1 / 4

Cottage rental in Canterbury

Canterbury cottage

2 bedrooms • 2 bathrooms • sleeps 4

from £207 / night

£1,374 / week

1 / 20

Holiday b&b rental

Chilham b&b

1 bedroom • 1 bathroom • sleeps 2

from £178 / night

£1,243 / week

1 / 4

Holiday cottage rental

Sutton Valence cottage

2 bedrooms • 2 bathrooms • sleeps 6

from £138 / night

£962 / week

1 / 6

Holiday apartment in Chatham

Chatham apartment

2 bedrooms • 2 bathrooms • sleeps 4

from £155 / night

£1,082 / week

1 / 36

Rochester holiday home rental

Rochester house

3 bedrooms • 2 bathrooms • sleeps 8

from £166 / night

£1,163 / week

1 / 18

Southend-on-Sea holiday apartment rental

Southend-on-Sea apartment

2 bedrooms • 2 bathrooms • sleeps 6

1 review

from £155 / night

£962 - £1,764 / week

1 / 23

Holiday cottage in Sutton Valence

Sutton Valence cottage

3 bedrooms • 2 bathrooms • sleeps 6

5 reviews

from £172 / night

£1,203 / week

1 / 27

Apartment rental in Rochester

Rochester apartment

1 bedroom • 1 bathroom • sleeps 4

from £136 / night

£946 / week

1 / 12

Holiday home in Gillingham

Gillingham house

4 bedrooms • 2 bathrooms • sleeps 2

from £34 / night

£233 / week

1 / 5

Whitstable holiday home let

Whitstable house

3 bedrooms • 2 bathrooms • sleeps 7

1 review

from £201 / night

£1,403 / week

1 / 21

Rochester holiday apartment rental

Rochester apartment

2 bedrooms • 1 bathroom • sleeps 6

from £148 / night

£1,034 / week

1 / 13

Holiday apartment in Rochester

Rochester apartment

2 bedrooms • 1 bathroom • sleeps 6

from £148 / night

£1,034 / week

1 / 14

Apartment rental in Whitstable

Whitstable apartment

1 bedroom • 1 bathroom • sleeps 4

21 reviews

from £98 / night

£516 - £602 / week

1 / 21

Holiday barn in Maidstone

Maidstone barn

3 bedrooms • 3 bathrooms • sleeps 6

3 reviews

from £241 / night

£997 / week

1 / 13

×

Top Destination reviews

Modern 2 bedroom chalet leysdown ken 2 double bedrooms sleeps 4t
Fantastic stay!

We've just got back from a fab stay at Barry's chalet! The chalet is very clean and tidy,we have 2 children who are 4 and 10 and they had so much fun they didn't want to leave they really enjoyed the park which is oppersite Barry's chalet and the big field which they would often play tennis on (rackets and balls where provided by Barry which is a great idea for the children.barry was a great host and we will defo be booking again with him we highly recommend a stay at Barry's chaletsee more
AJ's Chalet, Isle of sheppey Chalet in quiet location
Chalet Leysdown

Amazing little chalet! Loved our stay, and the little touches like the bottle of wine and tea and milk in the fridge, definitely not far from the beach! Only thing is we didn’t realise it wasn’t very child proof but we made it work, loved the shower! And our son loved the outside space, Definitely will be booking again very very soon!see more
66 Vanity Farm
Great stay

The chalet was tidy, clean and comfortable, Julie was extremely helpful, we would definitely recommend. … see more
Beautiful 'Rose-Dene' - detached self catering bungalow with ample parking
Great garden

The most helpful and friendly owners and a very well equipped bungalow with all you need for a stay. Welcoming breakfast items and glorious garden to relax in. Nature reserves and coastal walks plus Canterbury within easy reach. … see more
Modern Chalet
Very nice little place

Place was spotless inside. Had to call the owner to show us how to turn the cooker and fridge on. Very simple just turn the switch on. Would go back again. Not sure why people have complained. This has to be one of the best value for money stays you will find. Would stay again and hope we will. One gripe. A mirror in both bedrooms please. Otherwise fab. Thank you.see more
Leysdown Holiday Bungalow to Rent
sheerness

We had a great stay. Bungalow was lovely and clean homely had everything we needed. Alison is such a lovely lady. We will be staying again. Thank you for letting us stay 5star … see more

Also consider