Southend-on-Sea Cottages

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Southend-on-Sea Cottages

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Your Southend-on-Sea, Southend-on-Sea search returned 99 cottages

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Map View
A brick garage with white doors and a reserved parking sign with plants in pots on a paved driveway at Little Haven in Kirby Cross
27
Kirby Cross, Essex, CO13
  • Sleeps4
  • Bedrooms1
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

Little Haven is a spacious garage conversion situated on a residential development the village of Kirby Cross, Essex. Open-plan. Wheelchair-friendly. Frinton-on-Sea 2.3 miles; Walton-on-the-Naze 2.7 miles. (Ref. 1146110)

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

7 nights from €490

Last booked yesterday
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A living room with a brown sofa a patterned rug a black TV stand and a small dining table next to an open doorway leading to a kitchen at 37 Hanbury Gardens Colchester
20
Colchester, Essex, CO4
  • Sleeps4
  • Bedrooms3
  • PetsYes

  • Sykes rating

37 Hanbury Gardens is a pet-friendly, semi-detached holiday home, with an enclosed garden, resting in the historical town of Colchester in Essex. Mersea Island 11.1 miles; Clacton on Sea 16.1 miles; London 68.8 miles. (Ref. 1163469)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from €489

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A brick house with a white door and a red mailbox in a garden with a tree and wooden fence at Weir Cottage in Hollingbourne
26
Hollingbourne, Kent, ME17
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

This terraced property is located in Broomfield near the village of Hollingbourne in Kent. Large garden. Woodland setting. Maidstone 5.7 miles; Rochester 13.1 miles; Canterbury 23.2 miles. (Ref. 1002756)

  • Wi-fi
  • Off-road parking

7 nights from €854

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An outdoor patio area with chairs a fire pit and plants at Ditsys Den in Paddock Wood Kent
14
Paddock Wood, Kent, Kent, TN12
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.5★

    Outstanding

  • Sykes rating

This wonderful ground-floor studio apartment rests on the outskirts of Paddock Wood, Kent. Pet-friendly. Off-road parking. Open-plan. Maidstone 8.7 miles; Tonbridge 9 miles; Royal Tunbridge Wells 9.9 miles. (Ref. 1080904)

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

7 nights from €494

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A gravel driveway leading to a small house with wooden doors and windows surrounded by trees and shrubs at The Old Stables in Headcorn
38
Headcorn, Kent, TN27
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

The Old Stables is a charming annexe, within extensive grounds boasting a lake, meadow, fields, and orchards, in the quaint village of Headcorn, Kent. Staplehurst 4.2 miles; Maidstone 9.2 miles; High Weald National Landscape 14.2 miles. (Ref. 1162125)

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

7 nights from €579

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A small light blue wooden cabin with glass doors leading to a wooden deck with plants and a table with two glasses of white wine at The Artist's Cabin By The Sea in Herne Bay
20
Herne Bay, Kent, CT6
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

The Artist's Cabin By The Sea 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
  • Ground floor bedroom

7 nights from €542

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A house exterior with a turquoise door and two windows next to a gravel pathway and a tree at The Garden House Cottage in Whitstable
24
Whitstable, Kent, CT5
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.5★

    Outstanding

  • 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 €511

Last booked 1 hour ago
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A wooden farmhouse with hanging flower baskets and a gravel driveway with a Bolton Farmhouse sign on a wooden post at Bolton Barn in Lenham Heath near Ashford
24
Lenham Heath near Ashford, Kent, ME17
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A cosy, comfortable barn conversion in a rural setting near Lenham. All ground floor. Beams. Excellent location for walking and cycling. Lenham 3 miles. (Ref. 27285)

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

7 nights from €423

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An outdoor area with a wooden fence gravel ground plants and a white door at Westgate Cottage in Sittingbourne
35
Sittingbourne, Kent, ME9
  • 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 €436

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A garden with lawn chairs a table hedges and a brick house at Little Pontus in Molash near Challock
41
Molash near Challock, Kent, CT4
  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

A romantic cottage sitting in Molash near Challock, Kent. Off-road parking. Woodburning stove. Smart TV. Swimming pool. Rural location. Bedroom with en-suite. Faversham 8.5 miles; Ashford 8.6 miles; Canterbury 10.8 miles. (Ref. 1070677)

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

7 nights from €727

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An outdoor area with two chairs and a table beside a dark green hut under trees at The Shepherds Hut at Marley in Marley near Barham Kent
12
Marley near Barham, Kent, Kent, CT4
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Pretty shepherd's hut located on the fringes of Canterbury, near Barham in Kent. WiFi. Countryside views. Log burner. Pub 1.2 miles. Canterbury 7.4 miles; Dover 14.2 miles (Ref. 1075279)

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

7 nights from €446

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A living room with beige sofas red cushions a red carpet and a dining table with red floral placemats at Barons Mews in Herne Bay
26
Herne Bay, Kent, CT6
  • Sleeps3
  • Bedrooms2
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

A lovely, two-bedroom cottage resting in the heart of Herne Bay, Kent. Close to the beach and amenities. Pet-friendly. Ground-floor accommodation. Enclosed garden. Whitstable 5.5 miles; Canterbury 8.1 miles; Broadstairs 16 miles; Dover 29.1 miles. (Ref. 1126171)

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

7 nights from €810

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A small backyard with wooden pergola posts gravel ground and a wooden bench at 493 Little Wakering Road Barling Magna near Little Wakering
13
Barling Magna near Little Wakering, Essex, SS3
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.4★

    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 €467

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A garden patio with a small table and chairs outside a house with open doors at The Annex in Thorrington
20
Thorrington, Essex, CO7
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

The Annex is a pleasant, single-storey cottage resting in the village of Thorrington, Essex. Ground-floor living. Off-road parking. Near pub and shop. Brightlingsea 3.1 miles; Clacton-on-Sea 7.3 miles; Colchester 8.5 miles. (Ref. 1111076)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Dishwasher
  • Baby-friendly

7 nights from €462

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A house with white siding brown framed windows a brick driveway and garden at Oakleaves in West Mersea
22
West Mersea, Essex, CO5
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

Oakleaves, a charming, ground-floor cottage resting in West Mersea in Essex, boasting off-road parking, an open-plan layout, and a short walk to a beach. Peldon 3.7 miles; Abberton 4.6 miles; Colchester 10 miles. (Ref. 1165468)

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

7 nights from €570

Last booked 2 days ago
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A small outdoor seating area with a white table and chair next to a black wooden house surrounded by colorful flowers at Cherry Orchard Farm in Wateringbury
22
Wateringbury, Kent, ME15
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Cherry Orchard Farm, a lovely barn conversion resting just outside Wateringbury, Kent. Single-storey. Private garden. Open-plan. Private parking. Maidstone 4.8 miles; Tonbridge 10.9 miles; High Weald National Landscape 17.2 miles. (Ref. 1148600)

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

7 nights from €646

Last booked yesterday
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A brick house with a green door and outdoor table with four chairs at The View in Goodnestone near Faversham
34
Goodnestone near Faversham, Kent, ME13
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.6★

    Outstanding

  • 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
  • Ground floor bedroom
  • Dishwasher

7 nights from €457

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A group of vintage railway carriages on tracks near trees at The Brake Wagon at High Barn Heritage Greenstead Green near Halstead
26
Greenstead Green near Halstead, Essex, CO9
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A lovingly converted passenger train carriage resting in Greenstead Green near Halstead, Essex. Countryside views. Rural. Ground-floor living. Romantic. Original features. Braintree 5 miles; Colchester 14.9 miles. (Ref. 1117637)

  • Off-road parking
  • Ground floor bedroom
  • Dishwasher

7 nights from €486

Last booked 3 days ago
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An outdoor seating area with a round wooden table, chairs, a large umbrella, and a red railway carriage in the background at The Carriage at High Barn Heritage in Greenstead Green near Halstead
20
Greenstead Green near Halstead, Essex, CO9
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A single storey, converted passenger train settled in the village of Greenstead Green near Halstead. Open-plan. Unique. Perfect for couples. Braintree 5.7 miles. (Ref. 1075120)

  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from €486

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A driveway leading to a white cottage and a black wooden garage with garden and trees at Oast Cottage in West Peckham near Hadlow
68
West Peckham near Hadlow, Kent, ME18
  • 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 €893

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Map View

 

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.