24/7 “On Holiday” Support

Our friendly UK team are here to help, in case of any emergency.

Award Winning Holiday Experts

Over 30 years of experience in UK self-catering holidays.

B Corp Certified Business

Committed to making a positive social and environmental impact.

Safe & Secure Payments

Flexible payment options for peace of mind.

Southend-on-Sea Cottages

REFINE SEARCH

Your Southend-on-Sea, Southend-on-Sea search returned 96 cottages

Most relevant
  • Distance to Location
  • Most relevant
  • Price (lowest first)
  • Price (highest first)
  • Sleeps (lowest first)
  • Sleeps (highest first)
  • Tick Rating (lowest first)
  • Tick Rating (highest first)
  • Guest Rated (highest first)
20
  • 10
  • 20
  • 50
  • 100
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A homely ground-floor cottage tucked away on the rural outskirts of West Peckham near Hadlow, Kent. Underfloor heating. Private garden. WiFi. Tonbridge 5.8 miles; Maidstone 9.1 miles; Royal Tunbridge Wells 10.8 miles. (Ref. 1068731)

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

7 nights from £760

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.2

    Good

  • Sykes rating

This large, semi-detached house rests in Southend-On-Sea, Essex. Close to beach. Enclosed garden. Close to amenities. Off-road parking. Wallesea Island 12.5 miles; Chelmsford 21.6 miles; London 45.8 miles. (Ref. 1100573)

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

7 nights from £459

Last booked 4 hours ago
See more details
  • Sleeps10
  • Bedrooms5
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Berisal is a detached, pet-friendly holiday home situated in the charming wooded village of Challock in Kent with a private hot tub and open-plan space. Ashford 6.2 miles; Faversham 7.6 miles; Canterbury 11.5 miles (Ref. 1162616)

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

7 nights from £1914

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A charming ground-floor lodge resting on a rural farm in the village of Graveney, Kent. Accessible accommodation. Outstanding views. Private decking. Whitstable 5.9 miles; Canterbury 10 miles. Sorry, no children (Ref. 1040406)

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

7 nights from £428

  • 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

7 nights from £4334

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Fabulous, detached bungalow in the quiet coastal village of Seasalter. Spacious and very comfortable. Large conservatory. WiFi. Fantastic base for exploring, walking and cycling. Just minutes' from the village centre and beach. Whitstable 2 miles. (Ref. 932511)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from £610

Last booked yesterday
See more details
  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0

    Perfect

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

The Hayloft is a beautiful, detached barn-conversion settled in Chislet near Herne Bay, Kent. Near Kent Downs AONB. Woodburning stove. Thatched roof. Whitstable 9.6 miles; Canterbury 7.8 miles; Broadstairs 13.5 miles; Dover 21.2 miles. (Ref. 1143828)

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

7 nights from £811

  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A contemporary holiday home nestled in the heart of Canterbury, Kent. Enclosed garden. Close to amenities. Woodburning stove. Whitstable 6.5 miles; Herne Bay 7.7 miles. (Ref. 1087113)

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

7 nights from £808

  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A detached bungalow situated in the village of Seasalter, Kent. All ground floor. Patio areas with furniture. Whitstable 2 miles; Herne Bay 6 miles. (Ref. 930347)

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

7 nights from £426

Last booked 1 hour ago
See more details
  • Sleeps8
  • Bedrooms4
  • PetsNo

    3.5

    Good

  • 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

7 nights from £843

  • Sleeps22
  • Bedrooms7
  • PetsYes
  • Sykes rating

Hardy's Way 34 is a pleasant, pet-friendly detached holiday home located in the town of Canvey Island in Essex near the beach and with a private garden. Basildon 7.2 miles, Southend-on-Sea 9 miles, Grays 16.9 miles (Ref. 1168497)

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

7 nights from £3125

  • Sleeps18
  • Bedrooms9
  • PetsNo
  • Sykes rating

Joy Lane Mansion is an appealing detached house in Whitstable, Kent located near the beach boasting a swimming pool, barbecue, and off-road parking. Herne Bay 6.6 miles; Canterbury 6.4 miles. (Ref. 1168496)

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

7 nights from £4369

  • Sleeps10
  • Bedrooms5
  • PetsNo

    4.4

    Good

  • Sykes rating

This wonderful cottage rests in the village of Broomfield, in the Maidstone district of Kent. Woodburning stove. County views. Maidstone 5.7 miles. (Ref. 1022847)

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

7 nights from £1525

  • Sleeps7
  • Bedrooms4
  • PetsNo
  • Sykes rating

A beautifully-presented holiday home resting on Mersea Island, Essex. Private garden. Off-road parking. Close to beach. Smart TV. Colchester 9.6 miles; Ipswich 25.1 miles. (Ref. 1110486)

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

7 nights from £763

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A ground floor annexe situated near the hamlet of Oad Street near Sittingbourne in Kent. Pet-friendly. Garden with patio area. Sittingbourne 1.7 miles; Rochester 10.2 miles; Tunbridge Wells 31.2 miles. (Ref. 960985)

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

7 nights from £367

  • Sleeps4
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

This delightful holiday property rests in Paddock Wood, Kent. Countryside views. Woodburning stove. Large, lawned area. Tonbridge 6.2 miles; Royal Tunbridge Wells 7.2 miles; Maidstone 11.6 miles (Ref. 1127384)

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

7 nights from £428

  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Perfect

  • Sykes rating

Delightful, detached lodge, Elevated location with wonderful views, Forest to the rear and a haven for wildlife, ideally suited to animal lovers, Perfect romantic retreat, Ideal for walking, touring and relaxing, WiFi, Sevenoaks 11.5 miles. (Ref. 946987)

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

7 nights from £422

  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

This superb barn conversion rests in the small village of Broomfield, in the Maidstone district of Kent. Electric woodburning stove. Private parking. Maidstone 5.7 miles. (Ref. 1002750)

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

7 nights from £850

  • Sleeps16
  • Bedrooms6
  • PetsNo
  • Sykes rating

Maisonwyck is a large detached house in Canvey Island, Essex, near the beach and River Thames, this property boasts a Smart TV, indoor pool and games room. Basildon 8.1 miles, Southend-on-Sea 12.1 miles, Grays 17.9 miles (Ref. 1168485)

  • Wi-fi
  • Off-road parking
  • Swimming pool
  • Hot Tub
  • Washing machine
  • Baby-friendly
  • Games room

7 nights from £3105

Last booked yesterday
See more details
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.2

    Good

  • Sykes rating

A Victorian mid-terrace cottage resting in Swalecliffe, Kent. Pet-friendly. Close to beach. Open fire. Enclosed courtyard. Whitstable 3 miles; Herne Bay 3.3 miles; Canterbury 7.2 miles; Dover 23.5 miles. (Ref. 1080794)

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

7 nights from £891

 

Just show me Southend-on-Sea Cottages

Visit Southend-on-Sea and discover a vibrant township that strikes the perfect balance between traditional and contemporary. For decades, this lively seaside town has been a popular weekend holiday destination for hectic Londoners, and is now considered one of the most up and coming coastal destinations in the UK- take a step down the town's extraordinary 7 mile seafront, and you'll soon discover why! Here at Sykes, we recognise a good holiday destination when we see one, and now offer wonderful self-catering accommodation to rent in Southend-on-Sea. Enjoy all the benefits of a Sykes' self-catering holiday home during your stay in this vibrant coastal town, and look forward to a holiday you'll never forget.

Attractions near your Southend-on-Sea holiday home

During a visit to Southend-on-Sea, some may wish to stay close to the town's remarkably long seafront, whilst others will want to venture further afield in search of things to see and do. However you plan on spending your holiday in Southend, you'll be well catered for and central to most attractions should you rent a Southend-on-Sea holiday cottage. Seafront attractions include a bustling pier, penny arcades and mile after mile of sandy beaches, whilst in the town, independent boutiques, mouth-watering eateries and charming pubs await.

From Southend-on-Sea Pier and the Marine Activities Centre, to Southend Planetarium and the Central Museum, there's a wealth of things to see and do in this wonderful seaside town. Rent a self-catering cottage in or near Southend-on-Sea today, and discover one of the UK's favourite coastal destinations today.

If you still haven't found what you're looking for, check out the full list of cottages in Essex or these Essex short breaks. If you're bringing your dog along, then these dog-friendly cottages in Essex might be more helpful.