Vacation Rentals & Cottages in Littlestone

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1,068 Houses

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

Tenterden cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Linen provided Staffed property Horse riding

All filters match

Price per night from

$223

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

Maidstone private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Linen provided Staffed property Horse riding

All filters match

Price per night from

$201

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

Maidstone private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Linen provided Staffed property Horse riding

All filters match

Price per night from

$158

6 Weaver's Cottage - a luxurious retreat

Benenden cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Linen provided Staffed property Horse riding

All filters match

Price per night from

$388

1 Weaver's Cottage - tranquil haven in rural Kent

Benenden cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Linen provided Staffed property Horse riding

All filters match

Price per night from

$216

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

Hadlow Down shepherds hut

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Linen provided Staffed property Horse riding

All filters match

Price per night from

$180

1-6 Weaver's Cottages, Frame Farm

Benenden cottage

  • 10 bedrooms
  • 6 bathrooms
  • sleeps 20

Match: Linen provided Staffed property Horse riding

All filters match

Price per night from

$1,363

3 Weaver's Cottage - ideal retreat for exploring

Benenden cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Linen provided Staffed property Horse riding

All filters match

Price per night from

$216

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

Maidstone private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Linen provided Staffed property Horse riding

All filters match

Price per night from

$216

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

Maidstone private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Linen provided Staffed property Horse riding

All filters match

Price per night from

$201

2 Weaver's Cottage - family break at a farm

Benenden cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Linen provided Staffed property Horse riding

All filters match

Price per night from

$216

4 Weaver's Cottage - countryside haven near the sea

Benenden cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Linen provided Staffed property Horse riding

All filters match

Price per night from

$216

Judge Rigby at Stone Court House

Maidstone private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Linen provided Staffed property Horse riding

All filters match

Price per night from

$187

5 Weaver's Cottage - sumptuous cottage for two

Benenden cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Linen provided Staffed property Horse riding

All filters match

Price per night from

$216

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Molly Dishwasher and Skylark

Bells Yew Green b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Horse riding, Linen provided, Staffed property

2 of 3 filters match

Price per night from

$165

Stay At Forest Edge: Shepherds Hut on the edge of Bedgebury Forest

Flimwell house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 47 minutes

2 of 3 match: Horse riding, Linen provided, Staffed property

2 of 3 filters match

Price per night from

$129

Tastefully designed apartment with garden view

Dartford apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

2 of 3 match: Horse riding, Linen provided, Staffed property

2 of 3 filters match

Price per night from

$171

The Old Apple Shed

Bethersden lodge

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Staffed property, Horse riding, Linen provided

2 of 3 filters match

Price per night from

$144

Hopgarden Glamping - Luxury 6m Bell Tent - Magpie

Wadhurst tipi/teepee

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

2 of 3 match: Horse riding, Linen provided, Staffed property

2 of 3 filters match

Price per night from

$287

Royal Oak Inn

Dover b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Horse riding, Linen provided, Staffed property

2 of 3 filters match

Price per night from

$95

The Manor Pen

Lenham house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Staffed property, Horse riding, Linen provided

2 of 3 filters match

Price per night from

$172

Court Lodge Farmhouse B&B and Holiday Cottage

Bishopsbourne cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 2 hours 2 minutes

2 of 3 match: Staffed property, Horse riding, Linen provided

2 of 3 filters match

Price per night from

$158

Apple Barn at Great Field Farm, Stelling Minnis, Canterbury

Canterbury barn

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Staffed property, Horse riding, Linen provided

2 of 3 filters match

Price per night from

$359

The Admiral Penn

Deal house

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 10

2 of 3 match: Horse riding, Linen provided, Staffed property

2 of 3 filters match

Price per night from

$717

Pure Abodes Serviced Accommodation. Ashford, Kent.

Ashford apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

2 of 3 match: Horse riding, Linen provided, Staffed property

2 of 3 filters match

Price per night from

$180

Pear Tree Cottage at Hawthorn Farm

Ash cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Horse riding, Linen provided, Staffed property

2 of 3 filters match

Price per night from

$165

The Old Gate House

Southborough house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

2 of 3 match: Horse riding, Linen provided, Staffed property

2 of 3 filters match

Price per night from

$1,578

May Beach Cottage

Leysdown-on-Sea chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 3 hours 32 minutes

2 of 3 match: Staffed property, Horse riding, Linen provided

2 of 3 filters match

Price per night from

$122

Barons Grange Bed & Breakfast Rose Room

Iden b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 3 match: Staffed property, Horse riding, Linen provided

2 of 3 filters match

Price per night from

$144

Shepherds Huts - Strawberry

Bethersden shepherds hut

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Staffed property, Horse riding, Linen provided

2 of 3 filters match

Price per night from

$144

Medieval cottage in the heart of Sandwich

Sandwich house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 47 minutes

2 of 3 match: Staffed property, Horse riding, Linen provided

2 of 3 filters match

Price per night from

$201

Delightful caravan with clubhouse and swimming pool

Birchington caravan/mobile home

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Staffed property, Horse riding, Linen provided

2 of 3 filters match

Price per night from

$137

2 of 3 match: Staffed property, Horse riding, Linen provided

2 of 3 filters match

Price per night from

$187

The Cabin at Howe Court with Hot Tub - Dog friendly

Thurnham log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 18 minutes

2 of 3 match: Staffed property, Horse riding, Linen provided

2 of 3 filters match

Price per night from

$287

Thurnham Keep Stables

Thurnham apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 2 hours 11 minutes

2 of 3 match: Staffed property, Horse riding, Linen provided

2 of 3 filters match

Price per night from

$180

Large Flat, close to beach, allocated parking

Broadstairs apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Staffed property, Horse riding, Linen provided

2 of 3 filters match

Price per night from

$141

Foxglove Cottage, Hawthorn Farm, Kent

Canterbury cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Staffed property, Horse riding, Linen provided

2 of 3 filters match

Price per night from

$188

Kindling Cottage

Ashford cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Staffed property, Horse riding, Linen provided

2 of 3 filters match

Price per night from

$144

Viewing 38 of 1,068
rentals in Littlestone

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