Southend-on-Sea Cottages

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Your Southend-on-Sea, Southend-on-Sea search returned 97 cottages

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A black wooden house with multiple windows surrounded by greenery and a flowering tree in the foreground at Bramley Cottage in St Osyth
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


for 7 nights £438

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An outdoor patio area with a table and chairs next to a two-story house with wooden beams and a balcony surrounded by grass and trees at The Barn at Mulberry Lodge in Langley
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


for 7 nights £818

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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

    5.0★

    Perfect

  • 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 £570

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An exterior view of a single-story house with white wooden siding and multiple chimneys surrounded by grass and trees at Holm Oak Lodge in Tendring near Weeley
38
Tendring near Weeley, Essex, CO16
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

Holm Oak Lodge is a delightful, single-storey lodge located near Tendring, Essex, well-positioned to nearby amenities and boasting a woodburning stove. Holland-on-Sea 8.1 miles; Frinton-on-Sea 19.8 miles; Colchester 19.8 miles. (Ref. 1163023)

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


for 7 nights £589

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The exterior of a black wooden house with solar panels on the roof and a small patio with two chairs at Pippin Cottage in St Osyth
19
St. Osyth, Essex, CO16
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

This charming, one-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. 1122485)

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


for 7 nights £391

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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 £364

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A grassy yard with two small horses near a small building surrounded by trees at Badger View in Culverstone Green near Chatham
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


for 7 nights £384

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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

    4.5★

    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


for 7 nights £355

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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

    4.9★

    Outstanding

  • 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

  • 20% off - Fri 31st Oct to 7th Nov 2025

  • 10% off - Fri 26th Dec 2025 to 2nd Jan 2026


for 7 nights £1581

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

    4.9★

    Outstanding

  • 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 £413

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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

    4.9★

    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


for 7 nights £389

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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 £600

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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

    4.8★

    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


for 7 nights £459

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A brick building with a tiled roof a wooden pergola with outdoor furniture and plants in a grassy area at The Snug at Pickelden Farmhouse Mystole near Chilham
31
Mystole near Chilham, Kent, CT4
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A delightful, single-storey cottage resting in Mystole near Chilham, Kent. Hot tub. Rural. Near AONB. Romantic. Open-plan living. Stylish. Canterbury 5.6 miles; Ashford 10.1 miles; Folkestone 19.9 miles. (Ref. 1129449)

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


for 7 nights £527

Last booked yesterday
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A brick house with white framed windows a wooden door and a gravel driveway next to a wooden shed at 3 Apsley Cottages in Chartham near Canterbury
13
Chartham near Canterbury, Kent, CT4
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

Delightful terrace cottage in village of Chartham with excellent links to Canterbury. Very comfortable sitting room and glorious country views. Canterbury 3 miles. (Ref. 23423)

  • Wi-fi
  • Off-road parking
  • Dishwasher


for 7 nights £327

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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 £372

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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

    5.0★

    Perfect

  • 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


for 7 nights £339

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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 £816

Last booked today
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A brick house with white-framed windows a wooden fence and plants outside at Knights Cottage in Broomfield near Hollingbourne
29
Broomfield near Hollingbourne, Kent, ME17
  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0★

    Perfect

  • 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


for 7 nights £894

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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 £306

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