Southend-on-Sea Cottages

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Your Southend-on-Sea, Southend-on-Sea search returned 107 cottages

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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 $1021

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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

    3.5★

    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 $667

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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 $707

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A house with a garage and front door at 32 Abbey Gardens
32
Canterbury, Kent, CT2
  • Sleeps7
  • Bedrooms4
  • PetsYes

  • Sykes rating

32 Abbey Gardens is a pleasing, pet-friendly house in Canterbury, Kent, with off-road parking, an enclosed garden, electric fire, and nearby attractions. Whitstable 7.2 miles; Herne Bay 8.1 miles. (Ref. 1189896)

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


for 7 nights $1041

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Bluebird - 1176290 - photo 1
23
Seawick near Jaywick, Essex, CO16
  • Sleeps4
  • Bedrooms2
  • PetsYes

  • Sykes rating

Bluebird is a suitable, pet-friendly, single-storey caravan situated on a holiday park in Seawick near Jaywick in Essex, complete with on-site facilities. Clacton-on-Sea 5.7 miles; Holland-on-Sea 7 miles. (Ref. 1176290)

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


for 7 nights $521

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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 5th Jan to 31st Jan 2026


for 7 nights $1642

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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 $5680

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A caravan with steps and windows at Luisa Family Caravan St. Osyth
18
St. Osyth, Essex, CO16
  • Sleeps6
  • Bedrooms3
  • PetsYes

  • Sykes rating

Lodge is a splendid holiday abode in St. Osyth, Essex, with ground-floor living, boasting entertainment such as karaoke, alongside an indoor swimming pool. Clacton-on-Sea 6.3 miles; Brightlingsea 8.4 miles; Colchester 14 miles; Chelmsford 40.9 miles. (Ref. 1189872)

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


for 7 nights $680

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An entrance with a gate and door at High Tide in Whitstable
23
Whitstable, Kent, CT5
  • Sleeps4
  • Bedrooms2
  • PetsYes

  • Sykes rating

13A Westgate Terrace is a delightful ground-floor apartment situated in charming Whitstable, Kent, boasting off-road parking and a short stroll to a beach. Herne Bay 5.1 miles; Canterbury 8.4 miles. (Ref. 1177797)

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


for 7 nights $663

Last booked 2 days ago
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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 $1024

Last booked yesterday
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WEST LODGE - 1179596 - photo 1
34
Kingsnorth, Kent, TN23
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

WEST LODGE is a charming, family-friendly lodge located near Kingsnorth, Kent, boasting a woodburning stove, ample off-road parking, and countryside views. Bromley Green 1.6 miles; Ashford 4.5 miles; Dymchurch 10.9 miles; Folkestone 16.7 miles. (Ref. 1179596)

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


for 7 nights $855

Last booked yesterday
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An outdoor porch with a door, chairs, and planters at Singh and Leite Family Caravan St. Osyth
17
St. Osyth, Essex, CO16
  • Sleeps10
  • Bedrooms4
  • PetsYes

  • Sykes rating

(Ref. 1183146)

  • Wi-fi
  • Off-road parking
  • Swimming pool
  • Baby-friendly


for 7 nights $823

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A small wooden building with a chimney and two doors beside a brick path and a fenced garden area at The Woodshed in Tendring near Weeley
21
Tendring near Weeley, Essex, CO16
  • Sleeps2
  • Bedrooms1
  • PetsNo

  • Sykes rating

The Woodshed is a delightful, single-storey annexe located on the rural outskirts of Tendring, near Weeley, in Essex, featuring a studio-style design. Holland-on-Sea 7.8 miles; Colchester 14.1 miles. (Ref. 1171032)

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


for 7 nights $636

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An outdoor patio with seating and a bamboo screen at The Old Barn in Manchester
12
Sidcup, London, DA15
  • Sleeps2
  • Bedrooms1
  • PetsNo

  • Tourist Board rating

203 Old Farm Avenue is a pet-friendly lodge in Sidcup, Greater London, with off-road parking and enclosed decking. Greenwich 6.8 miles; Dartford 7.2 miles. (Ref. 1190819)

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


for 7 nights $1250

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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 $1284

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A building with a carport and outdoor seating area at The Hayloft in Charing
39
Charing, Kent, TN27
  • Sleeps4
  • Bedrooms2
  • PetsYes

  • Sykes rating

The Hayloft is a charming Grade II listed annex in Charing, Kent, featuring two bedrooms, a first-floor sitting room, and a patio with outdoor furniture. Egerton 2.4 miles; Ashford 7.5 miles; Faversham 11.6 miles. (Ref. 1179193)

  • Wi-fi
  • Off-road parking


for 7 nights $745

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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 $1124

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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 $1547

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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 $1522

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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 $1664

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