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

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18 Holiday homes

Holiday bungalow in Minster on Sea

Minster on Sea bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £69 / night

£481 / week

1 / 20

Holiday caravan/mobile home in Leysdown-on-Sea

Leysdown-on-Sea caravan/mobile home

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £86 / night

£602 / week

1 / 14

Holiday caravan/mobile home in Eastchurch

Eastchurch caravan/mobile home

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £115 / night

£802 / week

1 / 9

Holiday chalet rental

Leysdown-on-Sea chalet

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £89 / night

£651 - £1,603 / week

1 / 17

Holiday apartment rental

Sheerness apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £75 / night

£521 / week

1 / 26

Leysdown-on-Sea holiday chalet accommodation

Leysdown-on-Sea chalet

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

from £86 / night

£573 - £630 / week

1 / 28

Leysdown-on-Sea holiday home rental

Leysdown-on-Sea house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £265 / night

£868 - £2,960 / week

1 / 36

Cottage rental in Leysdown-on-Sea

Leysdown-on-Sea cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £193 / night

£1,341 - £2,064 / week

1 / 40

Holiday home in Queenborough

Queenborough house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from £161 / night

£1,008 / week

1 / 15

Leysdown-on-Sea holiday chalet let

Leysdown-on-Sea chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £98 / night

£682 / week

1 / 17

Holiday chalet in Leysdown-on-Sea

Leysdown-on-Sea chalet

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £68 / night

£473 / week

1 / 12

Holiday chalet in Leysdown-on-Sea

Leysdown-on-Sea chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

from £138 / night

£962 / week

1 / 19

Holiday apartment with shared pool in Minster on Sea

Minster on Sea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £176 / night

£1,221 - £1,271 / week

1 / 35

Holiday chalet in Leysdown-on-Sea

Leysdown-on-Sea chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £119 / night

£831 - £863 / week

1 / 12

Holiday apartment with shared pool in Minster on Sea

Minster on Sea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £152 / night

£1,054 - £1,070 / week

1 / 41

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.

from £103 / night

£504 - £905 / week

1 / 12

Caravan/mobile home rental in Eastchurch with shared pool

Eastchurch caravan/mobile home

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £98 / night

£682 / week

1 / 11

Holiday home in Eastchurch

Eastchurch house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

from £378 / night

£2,640 - £4,177 / week

1 / 33

Great rentals within 20 miles that match your search

Ashford holiday cottage rental

Ashford cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £115 / night

£745 / week

1 / 19

Holiday home in West Beach

West Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

from £370 / night

£1,950 - £2,400 / week

1 / 27

Holiday cottage in Sutton Valence

Sutton Valence cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £201 / night

£1,203 / week

1 / 31

Whitstable holiday apartment rental

Whitstable apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £126 / night

£794 / week

1 / 9

Cottage rental in East Malling

East Malling cottage

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from £109 / night

£724 / week

1 / 19

Thurnham holiday apartment rental

Thurnham apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £144 / night

£859 / week

1 / 12

Southend-on-Sea holiday apartment rental

Southend-on-Sea apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £516 / night

£3,607 / week

1 / 17

Holiday home with golf nearby in Whitstable

Whitstable house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £378 / night

£1,649 - £3,206 / week

1 / 31

Holiday apartment in Whitstable

Whitstable apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £126 / night

£794 / week

1 / 9

Holiday home with golf nearby in Canterbury

Canterbury house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £146 / night

£438 - £1,223 / week

1 / 23

Canterbury holiday cottage rental

Canterbury cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £115 / night

£802 / week

1 / 15

Cottage accommodation in Bishopsbourne

Bishopsbourne cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £126 / night

£802 - £1,260 / week

1 / 26

Holiday apartment in Southend-on-Sea

Southend-on-Sea apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £155 / night

£871 / week

1 / 41

Home rental in Oare

Oare house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £103 / night

£630 - £1,111 / week

1 / 15

Holiday b&b rental

Bethersden b&b

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £109 / night

£762 / week

1 / 12

Holiday home in Whitstable

Whitstable house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £189 / night

£1,117 / week

1 / 23

Holiday b&b rental

Chilham b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £178 / night

£1,243 / week

1 / 4

Holiday b&b accommodation

Bethersden b&b

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £109 / night

£762 / week

1 / 8

Whitstable holiday bungalow rental

Whitstable bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £161 / night

£1,066 / week

1 / 9

Boughton Lees holiday cottage rental

Boughton Lees cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

from £343 / night

£3,435 / week

1 / 42

Holiday home in Canterbury

Canterbury house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £132 / night

£906 / week

1 / 15

Home rental in Herne with golf nearby

Herne house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from £131 / night

£392 - £1,188 / week

1 / 12

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Top Destination reviews

Winter escape luxury hobbit house with hot tub
Love it and will be back

We had a couple of nights at the Groundhouse Leisure Hobbit Style Pop in the Isle Of Sheppey in Kent The hosts were great and really helpful The facilities were supurb as was the hot tub A really great way to just chill and relax We will be back soon … see more
The Beach Hut Home from Home in Leysdown on Sea
Marvellous chalet in Leysdown

We stayed at this gorgeous and comfortable little chalet in May 2022. The chalet is well equipped and decorated beautifully. It's a short walk to the beach, restaurants and amusements on the prom. We were lucky with the weather and even luckier with our hosts, who could not have been more welcoming and helpful. We'll be back!see more
Minimalist 1 bed flat near beach
Lovely flat

Stayed at this lovely flat for jan and feb. Flat is lovely and clean. Very near highstreet and beach. 5 stars. Excellent amenities. Ideal for 1 or 2 persons. All mod cons. Would definately reccomend. … 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

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