Southend-on-Sea Cottages

Within 30 miles
  • Within 1 mile
  • Within 2 miles
  • Within 3 miles
  • Within 5 miles
  • Within 10 miles
  • Within 20 miles
  • Within 30 miles
  • Within 50 miles
1
2
0
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
32
33
34
35
36
0
0
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
32
33
34
35
36
0
0
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
32
33
34
35
36
0
0
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
32
33
34
35
36
Pets
  • Pets
  • 1
  • 2
  • 3
  • 4
  • 5
  • 6
  • Property pet free
7
  • 7
  • 3
  • 4
  • -
  • 2
  • 5
  • 6
  • 8
  • 9
  • 10
  • 11
  • 12
  • 13
  • 14
  • 15
  • 16
  • 17
  • 18
  • 19
  • 20
  • 21
  • 22
  • 23
  • 24
  • 25
  • 26
  • 27
  • 28
3 Days +/-
  • Exact Dates
  • 1 Day +/-
  • 2 Days +/-
  • 3 Days +/-

British Travel Award Winners!

We are delighted to announce that we have been awarded 'Best UK Holiday Cottage/Self Catering Booking Company' at the British Travel Awards.

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 93 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
Map View
Baron’s Mews - 1126171 - photo 1
26
Herne Bay, Kent, CT6
  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • 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 £664

Last booked today
See more details
Ninety Eight - 1100573 - photo 1
24
Southend-On-Sea, Essex, SS1
  • 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 £551

See more details
493 Little Wakering Road - 1105037 - photo 1
13
Barling Magna near Little Wakering, Essex, SS3
  • 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 £382

Last booked 2 days ago
See more details
4 Fishermans Wharf - 1038316 - photo 1
22
Whitstable, Kent, CT5
  • 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 £599

See more details
Ivy Cottage - 1141167 - photo 1
32
Mersea Island, Essex, CO5
  • 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 £528

See more details
Keeper’s House - 1022847 - photo 1
31
Broomfield near Hollingbourne, Kent, ME17
  • Sleeps10
  • Bedrooms5
  • PetsNo

    4.3★

    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

See more details
Knights Cottage - 1002755 - photo 1
29
Broomfield near Hollingbourne, Kent, ME17
  • Sleeps6
  • Bedrooms3
  • PetsNo

  • Sykes rating

This delightful cottage rests in Broomfield, in the district of Maidstone, Kent. Woodburning stove. Enclosed garden. Maidstone 5.7 miles. (Ref. 1002755)

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

7 nights from £985

See more details
46 By The Creek - 1048980 - photo 1
49
Faversham, Kent, ME13
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

46 By The Creek is a delightful, two-bedroom cottage enjoying riverside views in Faversham, Kent. Close to amenities. River views. Near AONB. Chilham 7.7 miles; Whitstable 8.9 miles; Canterbury 10.1 miles. (Ref. 1048980)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £563

See more details
The Barn at Mulberry Lodge - 1077629 - photo 1
30
Langley, Kent, ME17
  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

A lovely three-bedroom first-floor apartment resting in Kingswood, near Langley in Kent. Open-plan. Smart TVs. Off-road parking. Private garden. Otham 3.4 miles; Maidstone 6.1 miles; Kent Downs AONB 19 miles. (Ref. 1077629)

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

7 nights from £941

Last booked 2 days ago
See more details
Badger View - 946987 - photo 1
23
Culverstone Green near Chatham, Kent, DA13
  • 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

See more details
Bramley Cottage - 1122487 - photo 1
26
St. Osyth, Essex, CO16
  • 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 £469

Last booked 2 days ago
See more details
Holly Tree House - 990801 - photo 1
39
Herne Bay, Kent, CT6
  • 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 £516

See more details
The Old Dairy - 3975 - photo 1
26
Herne near Herne Bay, Kent, CT6
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.5★

    Outstanding

  • Sykes rating

A detached, single-storey Herne Bay cottage in the village of Herne, near to its larger neighbour Herne Bay. Cosy accommodation with vaulted ceiling. Walking distance to shop and pubs. (Ref. 3975)

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

7 nights from £360

Last booked yesterday
See more details
9 Birch Grove - 1108769 - photo 1
21
St. Osyth, Essex, CO16
  • Sleeps4
  • Bedrooms1
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A lovely single-storey lodge resting on Oaklands Holiday Park in St. Osyth, Essex. Pet-friendly. Ground-floor living. On-site facilities. Close to amenities. Brightlingsea 5.6 miles; Clacton-on-Sea 5.8 miles; Colchester 11.3 miles; Chelmsford 37.8 miles. (Ref. 1108769)

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

7 nights from £437

See more details
Ivy Cottage - 977193 - photo 1
19
Rowhedge, Essex, CO5
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Attractive three bedroom cottage on the banks of the River Colne in Rowhedge. Stunning views. Pet-friendly. WiFi. En-suite. Colchester 3 miles. (Ref. 977193)

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

7 nights from £573

Last booked 4 hours ago
See more details
Cherry Orchard Farm - 1148600 - photo 1
New property
22
Wateringbury, Kent, ME15
  • Sleeps2
  • Bedrooms1
  • PetsNo

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

7 nights from £441

See more details
The Carriage at High Barn Heritage - 1075120 - photo 1
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 £398

Last booked yesterday
See more details
Fishermans Cottage - 19653 - photo 1
29
Whitstable, Kent, CT5
  • Sleeps6
  • Bedrooms3
  • PetsNo

    3.6★

    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

7 nights from £535

Last booked yesterday
See more details
Sally - 1143308 - photo 1
27
Whitstable, Kent, CT5
  • Sleeps4
  • Bedrooms1
  • PetsYes

    4.9★

    Outstanding

  • 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 £403

Last booked 2 days ago
See more details
The View - 1150231 - photo 1
30
Goodnestone near Faversham, Kent, ME13
  • 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
  • Ground floor bedroom
  • Dishwasher

7 nights from £349

See more details
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.

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