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 90 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)
20
  • 10
  • 20
  • 50
  • 100
  • Sleeps4
  • Bedrooms2
  • PetsYes
  • Sykes rating

46 Tower Road is a splendid, first-floor apartment resting in Clacton-on-Sea, Essex. Close to amenities and a beach. Off-road parking. Balcony. Colchester 16.4 miles. (Ref. 1143142)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from €492

  • Sleeps3
  • Bedrooms1
  • PetsNo
  • Sykes rating

The View is a pleasant single-storey cottage resting in Goodnestone near Faversham, Kent. Romantic. Countryside views. Open-plan. Off-road parking. Faversham 2.1 miles; Chilham 6.3 miles; Whitstable 6 miles; Canterbury 8.8 miles. (Ref. 1150231)

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

7 nights from €406

Last booked 2 days ago
See more details
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.4

    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 €632

  • Sleeps6
  • Bedrooms3
  • PetsNo
  • Sykes rating

Ivy Cottage is a detached cottage situated on a quiet road leading to the coast, tucked away on the idyllic Mersea Island, Essex. Near a beach. Colchester 10.3 miles; Clacton-on-Sea 23.7 miles. (Ref. 1141167)

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

7 nights from €617

Last booked 2 days ago
See more details
  • Sleeps4
  • Bedrooms2
  • PetsYes
  • Sykes rating

Seasalt, a delightful little holiday lodge resting on the small Mersea Island, West Mersea. Smart TV. En-suite. Single-storey. Open-plan. Pet-friendly. Colchester 10.7 miles; Ipswich 26.3 miles. (Ref. 1147455)

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

7 nights from €600

  • Sleeps4
  • Bedrooms1
  • PetsYes
  • Sykes rating

Mabel is a ground-floor apartment set just paces from the highstreet in Whitstable, Kent. Pet-friendly. Smart TV. Enclosed garden. Near a beach. Herne Bay 5.2 miles; Canterbury 6.7 miles. (Ref. 1143301)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher
  • Baby-friendly

7 nights from €475

  • Sleeps2
  • Bedrooms1
  • PetsYes
  • Sykes rating

Cabin at 44 Reculver Drive is a quirky cabin resting in the coastal town of Herne Bay, Kent. Close to a beach. Couple’s retreat. Woodburning stove. Birchington-on-Sea 8.1 miles; Canterbury 9.7 miles; Ramsgate 14 miles. (Ref. 1149042)

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

7 nights from €511

  • Sleeps4
  • Bedrooms1
  • PetsYes
  • Sykes rating

Sally, a well-presented, first-floor apartment set near the highstreet of Whitstable, Kent. Close to a shop, pub and beach. Pets welcome. Smart TV. Herne Bay 5.2 miles; Canterbury 6.7 miles. (Ref. 1143308)

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

7 nights from €469

Last booked 2 days ago
See more details
  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

The Milking Parlour is a characterful, two-bedroom cottage residing in Frittenden near Cranbrook, Kent. Near the High Weald AONB. Woodburning stove. Goudhurst 8.3 miles; Tenterden 8.4 miles; Maidstone 12.9 miles. (Ref. 1138166)

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

7 nights from €683

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A beautiful oast house now transformed into a luxury holiday home, 4 bedrooms all en-suite. Huge open plan living with stunning views over countryside. 2nd sitting room with kitchen on ground floor. WiFi. Fantastic walks and cycling area. Detling 4 mls. (Ref. 12140)

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

7 nights from €1521

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

This three-storey townhouse can be found in Whitstable, Kent. Dog-friendly. Private courtyard. Amenities within walking distance. Herne Bay 5.1 miles; Canterbury 7.2 miles. (Ref. 1038316)

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

7 nights from €698

  • 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 €419

  • 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 €845

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

A delectable little cottage set in the pretty seaside town of Whitstable in Kent. Wooden beams. Amenities walking distance. Delightful garden. Herne Bay 5 miles. (Ref. 960930)

  • Wi-fi
  • Washing machine

7 nights from €460

  • 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 €487

  • 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 €1150

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A homely cottage located in the village of Herne Bay, Kent. Enclosed garden. Two woodburning stoves. Ideal for families. Whitstable 5 miles; Canterbury 7 miles. (Ref. 990801)

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

7 nights from €602

Last booked yesterday
See more details
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

This delightful, two-bedroom holiday home rests in St. Osyth, Essex. Smart TV. Open plan. Ground-floor living. Clacton-on-Sea 4.6 miles; Brightlingsea 7.4 miles; Colchester 12.8 miles. (Ref. 1122487)

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

7 nights from €548

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.2

    Good

  • Sykes rating

A charming, one-bedroom annexe perched in Whitstable, Kent. Ground-floor accommodation. Off-road parking. Close to amenities and a beach. Canterbury 7.8 miles; Margate 16.8 miles; Broadstairs 19.6 miles; Dover 30.4 miles. (Ref. 1131940)

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

7 nights from €448

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.2

    Good

  • Sykes rating

A bright and airy annexe resting in Barling Magna near Little Wakering, Essex. Open-plan. Washing machine. Close to amenities. Rochford 4.1 miles; Southend-on-Sea 5.7 miles; Essex 16.7 miles. (Ref. 1105037)

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

7 nights from €411

 

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.

Please find below a selection of self-catering cottages to rent in Southend-on-Sea, Essex.