Kent Cottages for Short Breaks

Kent short cottage breaks & weekends away offer the perfect escape to the Garden of England. From coastal retreats and countryside hideaways to picturesque village cottages, Kent is ideal for relaxing weekend getaways, scenic walks, historic sights and quality time with family or friends.

See All Short Break Cottages in Kent
Aylesford, Maidstone, Kent and the River Medway

Popular Short Breaks in Kent

Bathroom | The Challoners, Robertsbridge
Customers' Choice

Robertsbridge, East Sussex

The Challoners

Pets stay free
Luxury
Wifi
Car parking on site
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 2 Pets

4.9

out of 5

7 nights

From

£841
View
Exterior | Coblye Barn, Battle
Customers' Choice

Battle, East Sussex

Coblye Barn

Pets stay free
Wifi
Car parking on site
Pub within 1 mile
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet

4.6

out of 5

7 nights

From

£535
View
Swimming pool | The Old Piggery, Stowting
Customers' Choice

Stowting, Kent

The Old Piggery

Pets stay free
Hot Tub
Luxury
Wifi
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

4.9

out of 5

7 nights

From

£787
View
Rear terrace,outdoor eating area | The Boat House, Canterbury
Customers' Choice

Canterbury, Kent

The Boat House

Pets stay free
Wifi
Car parking on site
Enclosed Garden / Patio
  • 8 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 2 Pets

4.8

out of 5

7 nights

From

£681
View
Lovely view of the house and garden | Manor Farmhouse, Deal
Customers' Choice

Deal, Kent

Manor Farmhouse

Pets stay free
Luxury
Wifi
Car parking on site
  • 12 Guests
  • 6 Bedrooms
  • 4 Bathrooms
  • 3 Pets

5

out of 5

7 nights

From

£1,586
View
Exterior | Keeper’s Cottage, Crowborough
Customers' Choice

Crowborough, East Sussex

Keeper’s Cottage

Pets stay free
Wifi
Car parking on site
Detached
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.4

out of 5

7 nights

From

£375
View
Open plan living space | The Annexe, Kingston, near Canterbury
Customers' Choice

Kingston, near Canterbury, Kent

The Annexe

Wifi
Car parking on site
Enclosed Garden / Patio
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

5

out of 5

7 nights

From

£345
View
Open plan living space | Little Robins, St Mary’s Platt, Sevenoaks
Customers' Choice

St Mary's Platt, Sevenoaks, Kent

Little Robins

Luxury
Wifi
Car parking on site
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet

4.8

out of 5

7 nights

From

£435
View
Swimming pool | Winthorp, Romney Marsh, near Dungeness

Romney Marsh, near Dungeness, Kent

Winthorp

Pets stay free
Coastal
Wifi
Swimming pool
  • 8 Guests
  • 4 Bedrooms
  • 2 Bathrooms
  • 2 Pets

4.4

out of 5

7 nights

From

£1,322
View
Exterior | Maplehurst Barn Stables, Staplehurst, near Maidstone
Customers' Choice

Staplehurst, near Maidstone, Kent

Maplehurst Barn Stables

Wifi
Car parking on site
Pub within 1 mile
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

5

out of 5

7 nights

From

£439
View
Double bedroom | Sawmill Cottage, Tunbridge Wells
Customers' Choice

Tunbridge Wells, Kent

Sawmill Cottage

Luxury
Wifi
Car parking on site
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 2 Pets

4.4

out of 5

7 nights

From

£489
View
Delightful holiday cottage on a former hop farm | Pickdick Stable, Brede, near Rye
Customers' Choice

Brede, near Rye, East Sussex

Pickdick Stable

Luxury
Wifi
Car parking on site
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

5

out of 5

7 nights

From

£499
View

4 Night Short Breaks in Kent

Exterior | Coblye Barn, Battle
Customers' Choice

Battle, East Sussex

Coblye Barn

Pets stay free
Wifi
Car parking on site
Pub within 1 mile
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 1 Pet

4.6

out of 5

7 nights

From

£535
View
Rear terrace,outdoor eating area | The Boat House, Canterbury
Customers' Choice

Canterbury, Kent

The Boat House

Pets stay free
Wifi
Car parking on site
Enclosed Garden / Patio
  • 8 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 2 Pets

4.8

out of 5

7 nights

From

£681
View
Open plan living space | The Annexe, Kingston, near Canterbury
Customers' Choice

Kingston, near Canterbury, Kent

The Annexe

Wifi
Car parking on site
Enclosed Garden / Patio
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

5

out of 5

7 nights

From

£345
View
Delightful holiday cottage on a former hop farm | Pickdick Stable, Brede, near Rye
Customers' Choice

Brede, near Rye, East Sussex

Pickdick Stable

Luxury
Wifi
Car parking on site
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 0 Pets

5

out of 5

7 nights

From

£499
View
Exterior | Deer Cottage 2 - Deer Cottages, Biddenden
Customers' Choice

Biddenden, Kent

Deer Cottages - Deer Cottage 2

Wifi
Car parking on site
Enclosed Garden / Patio
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

4.8

out of 5

7 nights

From

£355
View
Delightful detached barn conversion | Ivy Cottage, Ewhurst Green, near Bodiam
Customers' Choice

Ewhurst Green, near Bodiam, East Sussex

Ivy Cottage

Wifi
Car parking on site
Pub within 1 mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

5

out of 5

7 nights

From

£529
View
Living room/dining room | Sunset Bay, Birchington, Margate

Birchington, Margate, Kent

Sunset Bay

Coastal
Wifi
Car parking on site
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

4.7

out of 5

7 nights

From

£415
View
Sitting-out-area | 66 Fish, Rye
Customers' Choice

Rye, East Sussex

66 Fish

Pets stay free
Coastal
Wifi
Car parking on site
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

4.2

out of 5

7 nights

From

£445
View
Exterior | The Fairway, Westgate-on-Sea
Customers' Choice

Westgate-on-Sea, Kent

The Fairway

Pets stay free
Coastal
Luxury
Wifi
  • 12 Guests
  • 5 Bedrooms
  • 3 Bathrooms
  • 1 Pet

5

out of 5

7 nights

From

£641
View
Exterior | Hop Cottage, Sellindge, near Folkestone
Customers' Choice

Sellindge, near Folkestone, Kent

Hop Cottage

Pets stay free
Wifi
Car parking on site
Pub within 1 mile
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 1 Pet

5

out of 5

7 nights

From

£429
View
Open plan living space | The Honey House, Eastry, near Sandwich

Eastry, near Sandwich, Kent

The Honey House

Pets stay free
Coastal
Wifi
Car parking on site
  • 3 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 2 Pets

4.7

out of 5

7 nights

From

£345
View
Lovely holiday cottage | The Coach House - Old Downs Farm, Sandwich Bay, near Sandwich
Customers' Choice

Sandwich Bay, near Sandwich, Kent

Old Downs Farm - The Coach House

Pets stay free
Coastal
Luxury
Wifi
  • 8 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • 1 Pet

4.9

out of 5

7 nights

From

£1,216
View

3 Night Short Breaks in Kent

Double bedroom | Sawmill Cottage, Tunbridge Wells
Customers' Choice

Tunbridge Wells, Kent

Sawmill Cottage

Luxury
Wifi
Car parking on site
  • 2 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 2 Pets

4.4

out of 5

7 nights

From

£489
View
Exterior | Deer Cottage 2 - Deer Cottages, Biddenden
Customers' Choice

Biddenden, Kent

Deer Cottages - Deer Cottage 2

Wifi
Car parking on site
Enclosed Garden / Patio
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

4.8

out of 5

7 nights

From

£355
View
Open plan living space | The Honey House, Eastry, near Sandwich

Eastry, near Sandwich, Kent

The Honey House

Pets stay free
Coastal
Wifi
Car parking on site
  • 3 Guests
  • 1 Bedroom
  • 1 Bathroom
  • 2 Pets

4.7

out of 5

7 nights

From

£345
View
Living area | Botany Bay Bungalow, Kingsgate, Broadstairs

Kingsgate, Broadstairs, Kent

Botany Bay Bungalow

Pets stay free
Coastal
Wifi
Car parking on site
  • 5 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.1

out of 5

7 nights

From

£385
View
Exterior | The Tractor Shed, Matfield
Customers' Choice

Matfield, Kent

The Tractor Shed

Pets stay free
Luxury
Wifi
Car parking on site
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 1 Pet

4.9

out of 5

7 nights

From

£475
View
Converted hop picker’s cottage | Hoppers Cottage, Wadhurst, near Tunbridge Wells
Customers' Choice

Wadhurst, near Tunbridge Wells, East Sussex

Hoppers Cottage

Pets stay free
Wifi
Car parking on site
Garden / Patio
  • 4 Guests
  • 2 Bedrooms
  • 2 Bathrooms
  • 2 Pets

4.9

out of 5

7 nights

From

£545
View
Delightful single storey conversion set amidst working farmland | The Peacock Barn, Burwash
Customers' Choice

Burwash, East Sussex

The Peacock Barn

Wifi
Car parking on site
Enclosed Garden / Patio
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 2 Pets

4.8

out of 5

7 nights

From

£499
View
Exterior | Deer Cottage 1 - Deer Cottages, Biddenden
Customers' Choice

Biddenden, Kent

Deer Cottages - Deer Cottage 1

Wifi
Car parking on site
Enclosed Garden / Patio
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

4.8

out of 5

7 nights

From

£355
View
Beautifully restored Victorian holiday home | SeaScape, Ramsgate
Customers' Choice

Ramsgate, Kent

SeaScape

Pets stay free
Coastal
Wifi
Pub within 1 mile
  • 3 Guests
  • 1 Bedroom
  • 2 Bathrooms
  • 1 Pet

5

out of 5

7 nights

From

£375
View
Surrounding area | Duckling Cottage, Canterbury

Canterbury, Kent

Duckling Cottage

Coastal
Luxury
Wifi
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathroom
  • 0 Pets

4.8

out of 5

7 nights

From

£631
View
Exterior | Deerson Barn, Preston, near Canterbury
Customers' Choice

Preston, near Canterbury, Kent

Deerson Barn

Hot Tub
Wifi
Car parking on site
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • 0 Pets

4.9

out of 5

7 nights

From

£1,027
View
Gorgeous rural property with stunning views | Coombe Wood Coach House, Hawkinge, near Folkestone
Customers' Choice

Hawkinge, near Folkestone, Kent

Coombe Wood Coach House

Pets stay free
Coastal
Hot Tub
Luxury
  • 9 Guests
  • 5 Bedrooms
  • 3 Bathrooms
  • 2 Pets

4.9

out of 5

7 nights

From

£1,322
View

Book Your Holiday Cottage Short Break in Kent

If you’re ready for a refreshing escape, it’s time to book your holiday cottage short break in Kent. Known as the Garden of England, Kent offers the perfect mix of rolling countryside, charming villages and stunning coastline, ideal for a relaxing weekend away or midweek getaway.

From the iconic White Cliffs of Dover to the sandy beaches of Broadstairs and Whitstable, Kent’s coastline is packed with character. Enjoy bracing seaside walks, fresh seafood by the harbour or peaceful afternoons watching the waves roll in. Inland, you’ll find picturesque market towns, historic castles and miles of scenic walking and cycling routes through orchards, vineyards and gentle hills.

When you book your holiday cottage short break in Kent, you can enjoy the flexibility and comfort of your own private space. Holiday cottages provide a true home-from-home experience, with cosy living areas, well-equipped kitchens and often outdoor spaces perfect for relaxing after a day of exploring. Whether you’re travelling as a couple, with family or bringing the dog along, there’s a cottage to suit every type of short break.

A romantic countryside retreat is ideal for couples looking to unwind, while larger cottages make the perfect base for family gatherings or catching up with friends. Many properties are close to local attractions, beaches and walking trails, so you can step straight out and start exploring. After a busy day visiting historic sites like Canterbury Cathedral or Leeds Castle, return to your cottage to cook a leisurely meal, play board games or simply put your feet up.

Kent is also a wonderful year-round destination. Spring brings blossom-filled orchards, summer offers long beach days, autumn showcases colourful countryside walks, and winter is perfect for cosy evenings by the fire.

Whatever the season, there’s no better time to book your holiday cottage short break in Kent and discover why this beautiful county remains one of the UK’s favourite weekend destinations.


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