Southend-on-Sea Cottages

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Your Southend-on-Sea, Southend-on-Sea search returned 101 cottages

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A front door and window on a brick wall at 21
16
Colchester, Essex, CO2
  • Sleeps5
  • Bedrooms3
  • PetsNo

  • Tourist Board rating

21 Holt Drive is a cosy cottage near Colchester with a hot tub and enclosed patio. Mersea Island 6.4 miles; Clacton-on-Sea 16.8 miles. (Ref. 1190827)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Dishwasher


for 7 nights £1077

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A small building with wooden doors surrounded by stone steps and hedges at Willow Cottage in Hawley
24
Hawley, Kent, DA1
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.1★

    Good

  • Sykes rating

A pretty annex resting within the owners' grounds the town of Dartford, Kent. Shared hot tub. Off-road parking. Serene location. Rochester 15.2 miles; London 19.7 miles. (Ref. 1105580)

  • Wi-fi
  • Swimming pool
  • Ground floor bedroom
  • Hot Tub
  • Washing machine


for 7 nights £512

Last booked yesterday
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A living room with a fireplace a red sofa a yellow armchair and sliding glass doors at Kent Downs Cottage in Chartham
10
Chartham, Kent, CT4
  • Sleeps8
  • Bedrooms4
  • PetsYes

  • Sykes rating

Kent Downs Cottage is a vibrant and stylish, semi-detached home located in Petham near Chartham, Kent, enjoying countryside views and a woodburning stove. Canterbury 5.3 miles; Chilham 5.3 miles; Whitstable 11.6 miles; Dover 17.5 miles. (Ref. 1155687)

  • Wi-fi
  • Baby-friendly


for 7 nights £1144

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A Tudor style house with a garden and outdoor seating area at Home by the Sea in Clacton-On-Sea
45
Clacton-On-Sea, Essex, CO15
  • Sleeps8
  • Bedrooms4
  • PetsYes

  • Sykes rating

Home by the Sea, a beautiful house situated in the town of Clacton-on-Sea in Essex. Woodburning stove. Near beach. Dishwasher. Smart TV. Electric fire. Colchester 16 miles. (Ref. 1016410)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine


for 7 nights £1208

Last booked yesterday
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An exterior view of a building with windows and a door at Woolwich Apartment in Woolwich
6
Woolwich, London, SE18
  • Sleeps2
  • Bedrooms1
  • PetsNo

  • Sykes rating

Woolwich Apartment is a charming flat in Woolwich, Greater London, boasting an open-plan living area and a mezzanine level with a spiral staircase. Welling 4 miles; Belvedere 5.5 miles; London 11.6 miles (Ref. 1178783)

  • Wi-fi
  • Dishwasher


for 7 nights £510

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A wooden cabin with a tiled roof surrounded by small trees and gravel at Yew Tree Cottage in Dartford
18
Dartford, Kent, DA1
  • Sleeps4
  • Bedrooms2
  • PetsNo

  • Sykes rating

Yew Tree Cottage, a lovely, single-storey lodge tucked away on the peaceful outskirts of Dartford, Kent. Swimming pool. Hot tub. Near shop and pub. Rochester 14.9 miles; London 18.6 miles. (Ref. 1160229)

  • Wi-fi
  • Swimming pool
  • Ground floor bedroom
  • Hot Tub
  • Washing machine


for 7 nights £685

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A caravan with a wooden deck patio and outdoor dining set with umbrella at Caravan 941 in Clacton-On-Sea
25
Clacton-On-Sea, Essex, CO15
  • Sleeps6
  • Bedrooms3
  • PetsYes

  • Sykes rating

Caravan 941 is a suitable single-storey lodge located in bustling Clacton-On-Sea in Essex, boasting on-site facilities and a short walk to a beach and pub. Colchester 18.5 miles. (Ref. 1174649)

  • Wi-fi
  • Off-road parking
  • Swimming pool
  • Ground floor bedroom


for 7 nights £482

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A living room with a sofa and dining table at the property
15
Ashford, Kent, TN23
  • Sleeps10
  • Bedrooms4
  • PetsNo

  • Tourist Board rating

44 College Row is a spacious contemporary home in Ashford, Kent, with four bedrooms and a rear garden. Kingsnorth 2 miles; Dover 24 miles. (Ref. 1190786)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights £1137

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A brick house with a gravel courtyard and yellow flowering bushes at Rookwoods in Sible Hedingham
18
Sible Hedingham, Essex, CO9
  • Sleeps5
  • Bedrooms2
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

Delightful, detached coach house conversion within a short walk of the historic village of Sible Hedingham. Spacious open plan living accommodation with open fire, beams, boot room and large enclosed garden. Halstead 4 miles. (Ref. 29621)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher


for 7 nights £783

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Front view of a brick house with green door and windows with plants around at 256 London Road in Colchester
30
Colchester, Essex, CO3
  • Sleeps6
  • Bedrooms3
  • PetsNo

    3.3★

  • Sykes rating

This lovely three-bedroom abode residing in Colchester, Essex. Off-road parking. Close to amenities. Ground-floor living. Smart TV. Mersea Island 11.2 miles; Clacton on Sea 21 miles; London 61.5 miles. (Ref. 1129212)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine


for 7 nights £524

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A row of terraced houses with different colored doors and chimneys on a brick-paved street at Fishermans Cottage in Whitstable
29
Whitstable, Kent, CT5
  • Sleeps6
  • Bedrooms3
  • PetsNo

    3.8★

    Good

  • Sykes rating

A delightful, three-bedroom cottage resting in the heart of Whitstable, Kent. Close to amenities. Open fire. Off-road parking. Herne Bay 5.3 miles; Canterbury 7.4 miles; Margate 19.4 miles (Ref. 19653)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Sky TV


for 7 nights £594

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A street view with a beige house and a red brick house by the waterfront at Ivy Cottage in Mersea Island
32
Mersea Island, Essex, CO5
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.0★

    Good

  • Sykes rating

Ivy Cottage is a detached cottage tucked away on the idyllic Mersea Island, Essex that is close to the beach for seaside fun and near plenty of amenities. Colchester 10.3 miles; Clacton-on-Sea 23.7 miles. (Ref. 1174659)

  • Wi-fi
  • Off-road parking
  • Washing machine


for 7 nights £493

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A living room with a gray sofa and a dining table with chairs in the background at The Farmhouse in St Osyth
39
St. Osyth, Essex, CO16
  • Sleeps8
  • Bedrooms4
  • PetsYes

    3.8★

    Good

  • Sykes rating

The Farmhouse is a substantial, detached property in St Osyth near Clacton-on-Sea in Essex. Family-friendly. Countryside views. Off-road parking. Clacton-on-Sea 3.3 miles. Brightlingsea 7 miles. Colchester 12.4 miles. (Ref. 1152471)

  • Wi-fi
  • Off-road parking
  • Washing machine
  • Baby-friendly


for 7 nights £765

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A wooden building with outdoor seating and a terrace at Haymens Wharf Wouldham
32
Wouldham, Kent, ME1
  • Sleeps4
  • Bedrooms0
  • PetsNo

    3.7★

    Good

  • Sykes rating

Haymans Wharf is a charming, single-storey lodge overlooking the River Medway in Wouldham, Kent, boasting open-plan living, fire-pit, and shared hot tub. Rochester 4.9 miles; Maidstone 7.3 miles; Canterbury 32.8 miles. (Ref. 1169355)

  • Wi-fi
  • Off-road parking
  • Hot Tub


for 7 nights £528

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A brick house with two dormer windows and solar panels on the roof and a paved driveway at Amazing Cottage in Warden
36
Warden, Kent, ME12
  • Sleeps8
  • Bedrooms4
  • PetsNo

    3.3★

  • Sykes rating

Highwater View is an attractive dormer bungalow resting in Warden on the Isle of Sheppy, Kent. Hot tub. Private driveway parking. Pet-friendly. Family-friendly. Eastchurch 3.9 miles; Sittingbourne 14.1 miles; Kent Downs AONB 38.1 miles. (Ref. 1133707)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine


for 7 nights £868

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The front of a white house with a black door and large windows next to a tree covered in ivy at Crud Yr Awel in Bridge Kent
39
Bridge, Kent, Kent, CT4
  • Sleeps6
  • Bedrooms3
  • PetsYes

  • Sykes rating

A Grade II listed townhouse set in Bridge, Kent. Pet-friendly. Woodburning stove. Summer house. WiFi. Canterbury 4 miles; Dover 13.1 miles. (Ref. 1116669)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly

  • 5% off - Mon 1st Dec to 22nd Dec 2025

  • 5% off - Mon 5th Jan to 31st Jan 2026


for 7 nights £1214

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A stone building with wooden doors and windows with a garden and patio with chairs and a table at Battel Hall in Leeds near Hollingbourne
51
Leeds near Hollingbourne, Kent, ME17
  • Sleeps10
  • Bedrooms5
  • PetsNo

  • Sykes rating

This historic 14th century medieval hall is now luxury accommodation within the Leeds Castle Estate in Kent. En-suite. Enclosed garden. Grand interior and furnishings. Maidstone 6.9 miles; Cantebury 23.2 miles. (Ref. 1002747)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights £4230

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An outdoor area with brick walls a black door a window and a tiled roof at The Old Post Office in Canterbury
25
Canterbury, Kent, CT1
  • Sleeps4
  • Bedrooms2
  • PetsNo

    3.5★

    Good

  • Sykes rating

Canterbury Retreat is a delightful, first-floor apartment resting in Canterbury, Kent. Close to amenities. Near an AONB. Open plan. Smart TV. Whitstable 7.9 miles; Herne Bay 9.2 miles. (Ref. 1142043)

  • Wi-fi
  • Dishwasher


for 7 nights £385

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A yellow brick building with multiple black framed windows and a wooden gate on a street at The Old Fish Bar in Margate
36
Margate, Kent, CT9
  • Sleeps6
  • Bedrooms2
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

A stylish holiday home resting in Margate, Kent. Roof terrace. Close to beach. Close to local amenities. Contemporary décor. Dog-friendly. Broadstairs 3.8 miles; Ramsgate 4.8 miles; Canterbury 15.1 miles; Whitstable 16.2 miles. (Ref. 1100703)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £1126

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A brick cottage with timber framing and white windows and door in a rural setting at Battel Hall Cottage in Broomfield near Harrietsham
27
Broomfield near Harrietsham, Kent, ME17
  • Sleeps4
  • Bedrooms2
  • PetsYes

  • Sykes rating

A well-presented, period cottage nestled on the edge of the Leeds Castle Estate, Kent. Feature fireplace. Garden. Off-road parking. Maidstone 6.6 miles; Rochester 14.1 miles. (Ref. 1103881)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine


for 7 nights £839

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