Vacation Rentals & Cottages in Littlestone

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Private, quiet en-suite shepherds hut, glorious views to lake and South Downs.

Hadlow Down shepherds hut

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Shared outdoor pool (unheated) Internet access Iron Staffed property

All filters match

Price per night from

$180

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Hopgarden Glamping - Luxury 6m Bell Tent - Magpie

Wadhurst tipi/teepee

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

3 of 4 match: Shared outdoor pool (unheated), Internet access, Iron, Staffed property

3 of 4 filters match

Price per night from

$288

Royal Oak Inn

Dover b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Shared outdoor pool (unheated), Internet access, Iron, Staffed property

3 of 4 filters match

Price per night from

$95

3 Weaver's Cottage - ideal retreat for exploring

Benenden cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Shared outdoor pool (unheated), Internet access, Iron, Staffed property

3 of 4 filters match

Price per night from

$216

1 Weaver's Cottage - tranquil haven in rural Kent

Benenden cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Shared outdoor pool (unheated), Internet access, Iron, Staffed property

3 of 4 filters match

Price per night from

$216

2 Weaver's Cottage - family break at a farm

Benenden cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Shared outdoor pool (unheated), Internet access, Iron, Staffed property

3 of 4 filters match

Price per night from

$216

4 Weaver's Cottage - countryside haven near the sea

Benenden cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Shared outdoor pool (unheated), Internet access, Iron, Staffed property

3 of 4 filters match

Price per night from

$216

1-6 Weaver's Cottages, Frame Farm

Benenden cottage

  • 10 bedrooms
  • 6 bathrooms
  • sleeps 20

3 of 4 match: Shared outdoor pool (unheated), Internet access, Iron, Staffed property

3 of 4 filters match

Price per night from

$1,365

5 Weaver's Cottage - sumptuous cottage for two

Benenden cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Shared outdoor pool (unheated), Internet access, Iron, Staffed property

3 of 4 filters match

Price per night from

$216

6 Weaver's Cottage - a luxurious retreat

Benenden cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Shared outdoor pool (unheated), Internet access, Iron, Staffed property

3 of 4 filters match

Price per night from

$388

Judge Melish A Grand Georgian Grade II* Townhouse in Central Maidstone

Maidstone private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Shared outdoor pool (unheated), Internet access, Iron, Staffed property

3 of 4 filters match

Price per night from

$202

Alpaca Lodge

Borden lodge

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

3 of 4 match: Shared outdoor pool (unheated), Internet access, Iron, Staffed property

3 of 4 filters match

Price per night from

$410

The Admiral Penn

Deal house

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 10

3 of 4 match: Shared outdoor pool (unheated), Internet access, Iron, Staffed property

3 of 4 filters match

Price per night from

$719

Tudor Style Farmhouse 7beds beautiful rural location Nr Tenterden. Sleeps 8 -22

Biddenden farmhouse

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 22

Responds fast! avg. 2 hours 28 minutes

3 of 4 match: Shared outdoor pool (unheated), Internet access, Iron, Staffed property

3 of 4 filters match

Price per night from

$1,222

Luxury Romantic Break - The Pavilion at Brunger House (Dog Friendly)

Tenterden cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Shared outdoor pool (unheated), Internet access, Iron, Staffed property

3 of 4 filters match

Price per night from

$223

Strand Beach View House

Gillingham house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 5

Responds fast! avg. 3 hours 5 minutes

3 of 4 match: Shared outdoor pool (unheated), Internet access, Iron, Staffed property

3 of 4 filters match

Price per night from

$216

Igguldene Retreat with Exclusive Jacuzzi

Ham b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 47 minutes

3 of 4 match: Shared outdoor pool (unheated), Internet access, Iron, Staffed property

3 of 4 filters match

Price per night from

$216

Snaffles

Frant cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Shared outdoor pool (unheated), Internet access, Iron, Staffed property

3 of 4 filters match

Price per night from

$180

Seaside Charming Mobile Home - Holiday Park

Whitstable caravan/mobile home

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 27 minutes

3 of 4 match: Staffed property, Shared outdoor pool (unheated), Internet access, Iron

3 of 4 filters match

Price per night from

$101

Snug, peaceful and secluded Lakeside Fishermans hut for a truly relaxing break.

Hadlow Down shepherds hut

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

3 of 4 match: Staffed property, Shared outdoor pool (unheated), Internet access, Iron

3 of 4 filters match

Price per night from

$123

Judge Huddlestone A Grand Georgian Grade II* Townhouse in Central Maidstone

Maidstone private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Shared outdoor pool (unheated), Internet access, Iron, Staffed property

2 of 4 filters match

Price per night from

$216

Judge Kay A Grand Georgian Grade II* Townhouse in Central Maidstone

Maidstone private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Shared outdoor pool (unheated), Internet access, Iron, Staffed property

2 of 4 filters match

Price per night from

$202

Judge Rigby at Stone Court House

Maidstone private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Shared outdoor pool (unheated), Internet access, Iron, Staffed property

2 of 4 filters match

Price per night from

$187

Tastefully designed apartment with garden view

Dartford apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

2 of 4 match: Shared outdoor pool (unheated), Iron, Internet access, Staffed property

2 of 4 filters match

Price per night from

$171

Tudor Wing, Chiddingstone

Chiddingstone Hoath house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 17

3 of 4 match: Staffed property, Shared outdoor pool (unheated), Internet access, Iron

3 of 4 filters match

Price per night from

$660

Quiet, peaceful and secluded lakeside shepherds hut.

Hadlow Down shepherds hut

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Staffed property, Shared outdoor pool (unheated), Internet access, Iron

3 of 4 filters match

Price per night from

$151

Pure Abodes Serviced Accommodation. Ashford, Kent.

Ashford apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

2 of 4 match: Shared outdoor pool (unheated), Internet access, Iron, Staffed property

2 of 4 filters match

Price per night from

$180

The Old Gate House

Southborough house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

2 of 4 match: Shared outdoor pool (unheated), Internet access, Iron, Staffed property

2 of 4 filters match

Price per night from

$1,581

Pear Tree Cottage at Hawthorn Farm

Ash cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Shared outdoor pool (unheated), Internet access, Iron, Staffed property

2 of 4 filters match

Price per night from

$166

Judge Alverstone A Grand Georgian Grade II* Townhouse in Central Maidstone

Maidstone private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Shared outdoor pool (unheated), Iron, Internet access, Staffed property

2 of 4 filters match

Price per night from

$158

Hoath House, Chiddingstone

Chiddingstone Hoath house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 26

2 of 4 match: Iron, Staffed property, Shared outdoor pool (unheated), Internet access

2 of 4 filters match

Price per night from

$1,017

Romantic escape luxury Hobbit house with Hot tub!

Minster on Sea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Iron, Staffed property, Shared outdoor pool (unheated), Internet access

2 of 4 filters match

Price per night from

$191

Romantic escape luxury hobbit house with hot tub

Minster on Sea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Iron, Staffed property, Shared outdoor pool (unheated), Internet access

2 of 4 filters match

Price per night from

$222

Finchcocks Oast 1-22

Goudhurst house

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 22

Responds fast! avg. 18 minutes

2 of 4 match: Iron, Staffed property, Shared outdoor pool (unheated), Internet access

2 of 4 filters match

Price per night from

$4,625

The Countryman Hideaway - Funky Loft Room

Gillingham house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 31 minutes

2 of 4 match: Shared outdoor pool (unheated), Staffed property, Internet access, Iron

2 of 4 filters match

Price per night from

$144

Craddock Retreat - Perfect Getaway

Canterbury house

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 14

Responds fast! avg. 31 minutes

2 of 4 match: Shared outdoor pool (unheated), Staffed property, Internet access, Iron

2 of 4 filters match

Price per night from

$719

Vibrant Duplex at Central Gillingham

Gillingham house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 31 minutes

2 of 4 match: Shared outdoor pool (unheated), Staffed property, Internet access, Iron

2 of 4 filters match

Price per night from

$719

Executive Corporate Suite - Sleeps 5

Gillingham apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 31 minutes

2 of 4 match: Shared outdoor pool (unheated), Staffed property, Internet access, Iron

2 of 4 filters match

Price per night from

$719

Viewing 38 of 1,197
rentals in Littlestone

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