Southend-on-Sea Cottages

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

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A two-story house with brick and gray siding exterior and multiple windows with shutters at Berisal in Challock
73
Challock, Kent, TN25
  • Sleeps10
  • Bedrooms5
  • PetsYes

  • 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


for 7 nights £1915

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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

    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


for 7 nights £814

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An entrance view of a house with a gravel driveway at The Old Workshop Wormshill near Harrietsham
38
Wormshill near Harrietsham, Kent, ME9
  • Sleeps8
  • Bedrooms4
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

The Old Workshop is an amazing, single-storey barn conversion in Wormshill, Kent, with a private hot tub, a barbecue, a fire pit, EV charging, and a piano. Maidstone 9.1 miles; Rochester 16.5 miles. (Ref. 1175408)

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

  • 10% off - Thu 1st Jan to 31st Jan 2026


for 7 nights £1126

Last booked 2 days ago
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A grassy lawn with trees and a black wooden building with outdoor chairs at The Goose Shed in Adisham near Wingham
40
Adisham near Wingham, Kent, CT3
  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

A beautiful single-storey barn conversion settled into a working farm in Adisham, near Wingham, Kent. Pet-friendly. Open-plan. Off-road parking. Wingham 5 miles; Canterbury 8.1 miles; Dover 12.9 miles. (Ref. 1066479)

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


for 7 nights £573

Last booked 1 hour ago
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An exterior view of a brick building with wooden doors and a parking area at The Milking Parlour Frittenden near Cranbrook Kent
38
Frittenden near Cranbrook, Kent, Kent, TN17
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0★

    Perfect

  • 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


for 7 nights £556

Last booked yesterday
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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

  • 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


for 7 nights £450

Last booked yesterday
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A brick house with a tiled roof driveway garden and purple flowers at Island House in Mersea Island
40
Mersea Island, Essex, CO5
  • 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


for 7 nights £790

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A black wooden house with gravel and a patio area with a wooden picnic table and green umbrella at The Old Dairy in Adisham near Wingham
45
Adisham near Wingham, Kent, CT3
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A beautiful rural barn conversion resting in the hamlet of Adisham, near Wingham, Kent. Pet-friendly. Rural location. Garden. Wingham 5 miles; Canterbury 8.1 miles; Dover 12.9 miles. (Ref. 1092150)

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


for 7 nights £569

Last booked yesterday
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An outdoor patio with a glass table and four chairs under a closed umbrella next to a brick building with white door and windows at Brew Cottage in Marshside
27
Marshside, Kent, CT3
  • Sleeps5
  • Bedrooms2
  • PetsYes

  • Sykes rating

Lovely, detached 18th century cottage with character beams, inglenook fireplace and woodburner. Perfect location for walking, cycling and fishing. Ideal choice for families. Herne Bay 5 miles. (Ref. 28653)

  • Washing machine
  • Baby-friendly


for 7 nights £408

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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


for 7 nights £436

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An outdoor area with a table and chairs next to a shed at The Artist's Cabin By The Sea Herne Bay
30
Herne Bay, Kent, CT6
  • Sleeps2
  • Bedrooms1
  • PetsYes

  • 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


for 7 nights £417

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An outdoor patio with a sectional sofa a table stools and a hot tub at The Hide in Mersea Island
60
Mersea Island, Essex, CO5
  • Sleeps8
  • Bedrooms4
  • PetsNo

  • Sykes rating

Reeves Hall is a stunning barn conversion, boasting an open-plan living space, and an outside hot tub with countryside views on Mersea Island, Essex. Colchester 10.4 miles; Ipswich 25.9 miles. (Ref. 1159020)

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


for 7 nights £1611

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A dark painted wooden door with a name sign that reads Sally at Sally in Whitstable
27
Whitstable, Kent, CT5
  • Sleeps4
  • Bedrooms1
  • PetsYes

    4.8★

    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


for 7 nights £447

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The exterior of a white wooden house with a chimney a bench and a gravel driveway at Little Melrose Collier Street near Yalding
20
Collier Street near Yalding, Kent, TN12
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

Lovely, detached bungalow in owner's grounds overlooking orchards. Spacious, modern and well equipped. Close to fishing lakes. Superb base for exploring Kent and Sussex. Yalding 2 miles. (Ref. 917453)

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


for 7 nights £315

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A brick garage with wooden doors and a tiled roof next to a brick wall with a wooden gate at Orchard Retreat in Paddock Wood Kent
33
Paddock Wood, Kent, Kent, TN12
  • Sleeps4
  • Bedrooms1
  • PetsYes

    4.8★

    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


for 7 nights £401

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A brick terraced house with white window shutters and a green door at Newden Cottage in Whitstable
30
Whitstable, Kent, CT5
  • Sleeps6
  • Bedrooms3
  • PetsYes

  • Sykes rating

This end-terrace property is nestled within the town of Whitstable. Luxury interiors. Pet friendly. WiFi. Herne Bay 5 miles. (Ref. 997074)

  • Wi-fi
  • Washing machine
  • Baby-friendly
  • Sky TV


for 7 nights £582

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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


for 7 nights £382

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A brick house with multiple windows and a white door on a paved driveway with potted plants and a hedge in the background at Little Aluph in Wye
35
Wye, Kent, TN25
  • Sleeps3
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Aluph House is a well-appointed, two-bedroom cottage resting in Boughton Aluph near Wye, Kent. Enclosed garden. Use of tennis court. Close to amenities. Near AONB. Ashford 4.3 miles; Canterbury 11.7 miles; Folkestone 18.2 miles. (Ref. 1138367)

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


for 7 nights £591

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A green door with a black sign displaying the word MABEL at Mabel in Whitstable
25
Whitstable, Kent, CT5
  • 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


for 7 nights £459

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A modern house with a garden in front and large glass doors at The Artists House by The Sea in Herne Bay
28
Herne Bay, Kent, CT6
  • Sleeps5
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

A stylish and contemporary beachfront cottage resting on the outskirts of Herne Bay, Kent. Outstanding sea views. Chic interiors. Pet-friendly. Birchington-on-Sea 8.1 miles; Canterbury 9.7 miles; Ramsgate 14 miles. (Ref. 1056164)

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


for 7 nights £869

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