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 94 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
Ninety Eight - 1100573 - photo 1
24
Southend-On-Sea, Essex, SS1
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.2★

    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 £506

View cottage
The Hayloft - 1143828 - photo 1
33
Chislet near Herne Bay, Kent, CT3
  • 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 £739

View cottage
4 Country View Park - 1040406 - photo 1
26
Graveney near Seasalter, Kent, ME13
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A charming ground-floor lodge resting on a rural farm in the village of Graveney, Kent. Accessible accommodation. Outstanding views. Private decking. Whitstable 5.9 miles; Canterbury 10 miles. Sorry, no children (Ref. 1040406)

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

7 nights from £407

Last booked yesterday
View cottage
Hardy's Way 34 - 1168497 - photo 1
New property
64
Canvey Island, Essex, SS8
  • Sleeps22
  • Bedrooms7
  • PetsNo

  • Sykes rating

Hardy's Way 34 is a pleasant, pet-friendly detached holiday home located in the town of Canvey Island in Essex near the beach and with a private garden. Basildon 7.2 miles, Southend-on-Sea 9 miles, Grays 16.9 miles (Ref. 1168497)

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

7 nights from £2293

Last booked 7 hours ago
View cottage
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 £853

View cottage
Berisal - 1162616 - photo 1
Offer
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

  • 5% off - Tue 7th Jan to 28th Feb 2025

7 nights from £1665

Last booked yesterday
View cottage
Gingerbread Cottage - 1087113 - photo 1
26
Canterbury, Kent, CT2
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

A contemporary holiday home nestled in the heart of Canterbury, Kent. Enclosed garden. Close to amenities. Woodburning stove. Whitstable 6.5 miles; Herne Bay 7.7 miles. (Ref. 1087113)

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

7 nights from £741

View cottage
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
  • Baby-friendly
  • Sky TV

7 nights from £556

View cottage
Amazing Cottage - 1133707 - photo 1
36
Warden, Kent, ME12
  • Sleeps8
  • Bedrooms4
  • PetsNo

    3.5★

    Good

  • Sykes rating

Highwater View is an attractive dormer bungalow resting in Warden on the Isle of Sheppy, Kent. Hot tub. Private driveway parking. Pet-friendly. Family-friendly. Eastchurch 3.9 miles; Sittingbourne 14.1 miles; Kent Downs AONB 38.1 miles. (Ref. 1133707)

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

7 nights from £819

View cottage
Yellow House on the Corner - 1056959 - photo 1
34
Frinton-On-Sea, Essex, CO13
  • Sleeps9
  • Bedrooms4
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

This fabulous four-bedroom house rests in the seaside town of Frinton-On-Sea, Essex. Off-road parking. Close to amenities and beach. Open fire. Pet-free. Garden with furniture. Colchester 17.9 miles; Ipswich 24.9 miles (Ref. 1056959)

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

7 nights from £1124

View cottage
Newden Cottage - 997074 - photo 1
30
Whitstable, Kent, CT5
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.5★

    Outstanding

  • 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

7 nights from £582

View cottage
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 £335

View cottage
Rough Hill House - 1162293 - photo 1
85
East Hanningfield near Bicknacre, Essex, CM3
  • Sleeps16
  • Bedrooms8
  • PetsYes

  • Sykes rating

Rough Hill House, a beautiful, grand abode set in East Hanningfield near Bicknacre in Essex, enjoying a hot tub, outdoor swimming pool, and barbecue. Danbury 3.4 miles; South Woodham Ferrers 4.1 miles; Chelmsford 6.3 miles; Southend-on-Sea 15.2 miles. (Ref. 1162293)

  • Wi-fi
  • Off-road parking
  • Swimming pool
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room

7 nights from £3219

View cottage
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 £385

Last booked 2 days ago
View cottage
Brew Cottage - 28653 - photo 1
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

7 nights from £408

View cottage
Oakleaves - 1165468 - photo 1
New property
22
West Mersea, Essex, CO5
  • Sleeps2
  • Bedrooms1
  • PetsNo

  • 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
  • Washing machine

7 nights from £431

Last booked 2 days ago
View cottage
Westgate Cottage - 960985 - photo 1
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 £349

Last booked yesterday
View cottage
256 London Road - 1129212 - photo 1
30
Colchester, Essex, CO3
  • Sleeps6
  • Bedrooms3
  • PetsNo

    3.1★

  • Sykes rating

This lovely three-bedroom abode residing in Colchester, Essex. Off-road parking. Close to amenities. Ground-floor living. Smart TV. Mersea Island 11.2 miles; Clacton on Sea 21 miles; London 61.5 miles. (Ref. 1129212)

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

7 nights from £530

View cottage
Jasmine Cottage - 1161759 - photo 1
42
Herne Bay, Kent, CT6
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

Jasmine Cottage, a lovely, single-storey bungalow located in the seaside town of Herne Bay in Kent with off-road parking and a short walk from the beach. Whitstable 4.6 miles; Canterbury 7.6 miles; Broadstairs 17 miles; Dover 23 miles. (Ref. 1161759)

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

7 nights from £447

View cottage
Fishermans Cottage - 19653 - photo 1
29
Whitstable, Kent, CT5
  • Sleeps6
  • Bedrooms3
  • PetsNo

    3.7★

    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 £503

View cottage
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.