Southend-on-Sea guest houses, Cottages and apartments

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Price per night

£143 Average

Price per night

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Bedrooms

Bathrooms

Location

  • England
  • Essex
  • Maldon

Location

  • All locations
  • Leigh-on Sea (3)
  • Shoeburyness (1)
  • Westcliff-on-Sea (4)

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50 Holiday homes

1 / 23

Holiday home in Southend-on-Sea

Essex / Southend-on-Sea

2 4 3 nights min stay

House / 2 bedrooms / sleeps 4 / 3 nights min stay

Add to shortlist

from £150 / night

£1000 / week

Book

from £150 / night

(15) Excellent 

1 / 24

Holiday cottage with golf nearby in Leigh-on Sea

Southend-on-Sea / Leigh-on Sea

3 8 Min stay varies

Cottage / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £99 / night

£1795 / week

Book

from £99 / night

(3) Excellent 

1 / 17

Southend-on-Sea holiday apartment rental

Essex / Southend-on-Sea

4 10 3 nights min stay

Apartment / 4 bedrooms / sleeps 10 / 3 nights min stay

Add to shortlist

from £585 / night

£3150 / week

Book

from £585 / night

1 / 12

Apartment rental in Leigh-on Sea

Southend-on-Sea / Leigh-on Sea

2 4 3 nights min stay

Apartment / 2 bedrooms / sleeps 4 / 3 nights min stay

Add to shortlist

from £100 / night

£500 / week

Book

from £100 / night

(4) Good 

1 / 7

Holiday apartment in Southend-on-Sea

Essex / Southend-on-Sea

2 3 2 nights min stay

Apartment / 2 bedrooms / sleeps 3 / 2 nights min stay

Add to shortlist

from £48 / night

£300 / week

Book

from £48 / night

1 / 19

Westcliff-on-Sea holiday apartment rental

Southend-on-Sea / Westcliff-on-Sea

3 6 2 nights min stay

Apartment / 3 bedrooms / sleeps 6 / 2 nights min stay

Add to shortlist

from £100 / night

£650 - £850 / week

Book

from £100 / night

(3) Very Good 

1 / 18

Holiday apartment in Southend-on-Sea

Essex / Southend-on-Sea

1 2 1 night min stay

Apartment / 1 bedroom / sleeps 2 / 1 night min stay

Add to shortlist

from £65 / night

£455 / week

Book

from £65 / night

(3) Excellent 

1 / 12

Holiday home in Southend-on-Sea

Essex / Southend-on-Sea

4 10 Min stay varies

House / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £400 / night

£2800 / week

Book

from £400 / night

1 / 6

Holiday apartment in Westcliff-on-Sea

Southend-on-Sea / Westcliff-on-Sea

2 4 2 nights min stay

Apartment / 2 bedrooms / sleeps 4 / 2 nights min stay

Add to shortlist

from £84 / night

£595 / week

Book

from £84 / night

(4) Very Good 

1 / 33

Holiday home in Shoeburyness

Southend-on-Sea / Shoeburyness

3 7 Min stay varies

House / 3 bedrooms / sleeps 7 / Min stay varies

Add to shortlist

from £80 / night

£625 - £861 / week

Book

from £80 / night

1 / 12

Holiday private room in Leigh-on Sea

Southend-on-Sea / Leigh-on Sea

3 2 1 night min stay

Private room / 3 bedrooms / sleeps 2 / 1 night min stay

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from £30 / night

£210 / week

Book

from £30 / night

(1) Excellent 

1 / 11

Holiday apartment accommodation

Southend-on-Sea / Westcliff-on-Sea

1 2 1 night min stay

Apartment / 1 bedroom / sleeps 2 / 1 night min stay

Add to shortlist

from £100 / night

£740 / week

Book

from £100 / night

1 / 21

Apartment accommodation in Westcliff-on-Sea

Southend-on-Sea / Westcliff-on-Sea

4 6 2 nights min stay

Apartment / 4 bedrooms / sleeps 6 / 2 nights min stay

Add to shortlist

from £96 / night

£675 - £975 / week

Enquire

from £96 / night

(8) Very Good 

1 / 4

Holiday apartment rental

Essex / Southend-on-Sea

2 5 Min stay varies

Apartment / 2 bedrooms / sleeps 5 / Min stay varies

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from £70 / night

£490 - £563 / week

Enquire

from £70 / night

More results near

Distance approx 7.07 miles from Southend-on-Sea Show on Map

1 / 11

Maldon holiday home rental

Essex / Maldon

1 4 7 nights min stay

House / 1 bedroom / sleeps 4 / 7 nights min stay

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from £47 / night

£327 - £665 / week

Enquire

from £47 / night

Distance approx 7.08 miles from Southend-on-Sea Show on Map

(7) Excellent 

1 / 33

Holiday home with golf nearby in Harty Ferry

Isle of Sheppey / Harty Ferry

3 4 Min stay varies

House / 3 bedrooms / sleeps 4 / Min stay varies

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from £95 / night

£650 - £1210 / week

Book

from £95 / night

Distance approx 7.67 miles from Southend-on-Sea Show on Map

1 / 13

Holiday boathouse in Burnham-on-Crouch

Essex / Burnham-on-Crouch

1 4 1 night min stay

Boathouse / 1 bedroom / sleeps 4 / 1 night min stay

Add to shortlist

from £99 / night

£650 / week

Book

from £99 / night

Distance approx 7.68 miles from Southend-on-Sea Show on Map

(13) Very Good 

1 / 24

Holiday barn with golf nearby in Burnham-on-Crouch

Essex / Burnham-on-Crouch

2 4 3 nights min stay

Barn / 2 bedrooms / sleeps 4 / 3 nights min stay

Add to shortlist

from £100 / night

£480 - £690 / week

Enquire

from £100 / night

Distance approx 7.68 miles from Southend-on-Sea Show on Map

(6) Excellent 

1 / 24

Holiday barn with golf nearby in Burnham-on-Crouch

Essex / Burnham-on-Crouch

4 10 3 nights min stay

Barn / 4 bedrooms / sleeps 10 / 3 nights min stay

Add to shortlist

from £220 / night

£1380 - £1750 / week

Enquire

from £220 / night

Distance approx 7.68 miles from Southend-on-Sea Show on Map

(28) Excellent 

1 / 23

Burnham-on-Crouch holiday barn rental

Essex / Burnham-on-Crouch

12 35 Min stay varies

Barn / 12 bedrooms / sleeps 35 / Min stay varies

Add to shortlist

from £820 / night

£4300 - £5540 / week

Enquire

from £820 / night

Distance approx 7.68 miles from Southend-on-Sea Show on Map

(2) Excellent 

1 / 24

Holiday barn with golf nearby in Burnham-on-Crouch

Essex / Burnham-on-Crouch

1 3 Min stay varies

Barn / 1 bedroom / sleeps 3 / Min stay varies

Add to shortlist

from £80 / night

£390 - £450 / week

Enquire

from £80 / night

Distance approx 7.68 miles from Southend-on-Sea Show on Map

(6) Excellent 

1 / 24

Holiday barn with golf nearby in Burnham-on-Crouch

Essex / Burnham-on-Crouch

2 5 3 nights min stay

Barn / 2 bedrooms / sleeps 5 / 3 nights min stay

Add to shortlist

from £100 / night

£480 - £690 / week

Enquire

from £100 / night

Distance approx 7.68 miles from Southend-on-Sea Show on Map

(5) Excellent 

1 / 24

Holiday barn with golf nearby in Burnham-on-Crouch

Essex / Burnham-on-Crouch

3 6 3 nights min stay

Barn / 3 bedrooms / sleeps 6 / 3 nights min stay

Add to shortlist

from £120 / night

£580 - £790 / week

Enquire

from £120 / night

Distance approx 8.27 miles from Southend-on-Sea Show on Map

(3) Very Good 

1 / 9

Rochester holiday cottage rental

Rochester / High Halstow

2 4 Min stay varies

Cottage / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £72 / night

£500 / week

Enquire

from £72 / night

Distance approx 8.27 miles from Southend-on-Sea Show on Map

(1) Excellent 

1 / 10

Rochester holiday cottage rental

Rochester / High Halstow

1 2 Min stay varies

Cottage / 1 bedroom / sleeps 2 / Min stay varies

Add to shortlist

from £60 / night

£400 / week

Enquire

from £60 / night

Distance approx 8.27 miles from Southend-on-Sea Show on Map

(1) Very Good 

1 / 10

Rochester holiday cottage rental

Rochester / High Halstow

2 6 Min stay varies

Cottage / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £100 / night

£700 / week

Enquire

from £100 / night

Distance approx 8.61 miles from Southend-on-Sea Show on Map

1 / 10

Apartment rental in Westward Ho

Bideford / Westward Ho

2 5 Min stay varies

Apartment / 2 bedrooms / sleeps 5 / Min stay varies

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from £130 / night

£1185 / week

Book

from £130 / night

Distance approx 9.59 miles from Southend-on-Sea Show on Map

(4) Good 

1 / 11

Holiday caravan/mobile home with shared pool in Minster on Sea

Isle of Sheppey / Minster on Sea

3 6 Min stay varies

Caravan/Mobile Home / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £30 / night

£75 - £525 / week

Book

from £30 / night

Distance approx 9.74 miles from Southend-on-Sea Show on Map

1 / 16

Holiday home in Whitstable

Kent / Whitstable

3 7 7 nights min stay

House / 3 bedrooms / sleeps 7 / 7 nights min stay

Add to shortlist

from £85 / night

£595 - £1189 / week

Enquire

from £85 / night

Distance approx 9.87 miles from Southend-on-Sea Show on Map

1 / 10

Holiday home in Gravesend

Kent / Gravesend

2 4 7 nights min stay

House / 2 bedrooms / sleeps 4 / 7 nights min stay

Add to shortlist

from £51 / night

£352 - £790 / week

Enquire

from £51 / night

Distance approx 9.87 miles from Southend-on-Sea Show on Map

1 / 10

Holiday home in Gravesend

Kent / Gravesend

2 4 7 nights min stay

House / 2 bedrooms / sleeps 4 / 7 nights min stay

Add to shortlist

from £46 / night

£317 - £579 / week

Enquire

from £46 / night

Distance approx 9.87 miles from Southend-on-Sea Show on Map

1 / 8

Gravesend holiday home rental

Kent / Gravesend

1 2 7 nights min stay

House / 1 bedroom / sleeps 2 / 7 nights min stay

Add to shortlist

from £42 / night

£292 - £582 / week

Enquire

from £42 / night

Distance approx 10.37 miles from Southend-on-Sea Show on Map

1 / 9

Caravan/mobile home rental in Eastchurch with shared pool

Isle of Sheppey / Eastchurch

1 4 1 night min stay

Caravan/Mobile Home / 1 bedroom / sleeps 4 / 1 night min stay

Add to shortlist

from £70 / night

£440 - £650 / week

Book

from £70 / night

Distance approx 10.51 miles from Southend-on-Sea Show on Map

(1) Excellent 

1 / 6

Holiday caravan/mobile home in Isle of Sheppey

Kent / Isle of Sheppey

2 4 3 nights min stay

Caravan/Mobile Home / 2 bedrooms / sleeps 4 / 3 nights min stay

Add to shortlist

from £40 / night

£200 - £450 / week

Book

from £40 / night

Distance approx 10.68 miles from Southend-on-Sea Show on Map

(1) Very Good 

1 / 10

Holiday caravan/mobile home in Isle of Sheppey

Kent / Isle of Sheppey

2 4 3 nights min stay

Caravan/Mobile Home / 2 bedrooms / sleeps 4 / 3 nights min stay

Add to shortlist

from £40 / night

£200 - £475 / week

Book

from £40 / night

Distance approx 10.68 miles from Southend-on-Sea Show on Map

1 / 9

Caravan/mobile home rental in Isle of Sheppey

Kent / Isle of Sheppey

3 6 3 nights min stay

Caravan/Mobile Home / 3 bedrooms / sleeps 6 / 3 nights min stay

Add to shortlist

from £40 / night

£200 - £450 / week

Book

from £40 / night

Distance approx 10.71 miles from Southend-on-Sea Show on Map

(2) Excellent 

1 / 10

Holiday bungalow in Minster on Sea

Isle of Sheppey / Minster on Sea

2 4 2 nights min stay

Bungalow / 2 bedrooms / sleeps 4 / 2 nights min stay

Add to shortlist

from £75 / night

£350 - £450 / week

Book

from £75 / night

Distance approx 11.23 miles from Southend-on-Sea Show on Map

1 / 33

Holiday apartment in Sittingbourne

Kent / Sittingbourne

2 4 Min stay varies

Apartment / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £60 / night

£420 / week

Book

from £60 / night

Distance approx 11.24 miles from Southend-on-Sea Show on Map

1 / 9

Holiday caravan/mobile home letting

Isle of Sheppey / Eastchurch

2 7 Min stay varies

Caravan/Mobile Home / 2 bedrooms / sleeps 7 / Min stay varies

Add to shortlist

from £18 / night

£126 - £392 / week

Book

from £18 / night

Distance approx 11.46 miles from Southend-on-Sea Show on Map

1 / 12

Holiday home letting

Kent / Sittingbourne

3 6 7 nights min stay

House / 3 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £63 / night

£440 - £1060 / week

Enquire

from £63 / night

Distance approx 11.75 miles from Southend-on-Sea Show on Map

(3) Excellent 

1 / 17

Holiday caravan/mobile home in Maldon

Essex / Maldon

2 6 Min stay varies

Caravan/Mobile Home / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £35 / night

£475 / week

Book

from £35 / night

Distance approx 12.43 miles from Southend-on-Sea Show on Map

1 / 12

Holiday caravan/mobile home in Leysdown-on-Sea

Isle of Sheppey / Leysdown-on-Sea

3 8 1 night min stay

Caravan/Mobile Home / 3 bedrooms / sleeps 8 / 1 night min stay

Add to shortlist

from £80 / night

£550 / week

Book

from £80 / night

Distance approx 12.46 miles from Southend-on-Sea Show on Map

(1) Excellent 

1 / 4

Holiday chalet with shared pool in Leysdown-on-Sea

Isle of Sheppey / Leysdown-on-Sea

1 3 Min stay varies

Chalet / 1 bedroom / sleeps 3 / Min stay varies

Add to shortlist

from £50 / night

£200 - £350 / week

Book

from £50 / night

Distance approx 12.46 miles from Southend-on-Sea Show on Map

1 / 5

Holiday caravan/mobile home with shared pool in Leysdown-on-Sea

Isle of Sheppey / Leysdown-on-Sea

2 6 3 nights min stay

Caravan/Mobile Home / 2 bedrooms / sleeps 6 / 3 nights min stay

Add to shortlist

from £40 / night

£250 - £425 / week

Book

from £40 / night

Distance approx 12.46 miles from Southend-on-Sea Show on Map

(8) Very Good 

1 / 7

Holiday chalet in Leysdown-on-Sea

Isle of Sheppey / Leysdown-on-Sea

2 4 2 nights min stay

Chalet / 2 bedrooms / sleeps 4 / 2 nights min stay

Add to shortlist

from £25 / night

£175 / week

Book

from £25 / night

Distance approx 12.5 miles from Southend-on-Sea Show on Map

1 / 11

Holiday bungalow rental

Isle of Sheppey / Leysdown-on-Sea

2 6 3 nights min stay

Bungalow / 2 bedrooms / sleeps 6 / 3 nights min stay

Add to shortlist

from £50 / night

£350 / week

Book

from £50 / night

Distance approx 12.51 miles from Southend-on-Sea Show on Map

1 / 7

Chalet rental in Leysdown-on-Sea

Isle of Sheppey / Leysdown-on-Sea

2 6 2 nights min stay

Chalet / 2 bedrooms / sleeps 6 / 2 nights min stay

Add to shortlist

from £50 / night

£350 / week

Book

from £50 / night

Distance approx 12.51 miles from Southend-on-Sea Show on Map

(2) Very Good 

1 / 15

Holiday home accommodation

Kent / Ashford

3 7 7 nights min stay

House / 3 bedrooms / sleeps 7 / 7 nights min stay

Add to shortlist

from £36 / night

£250 - £450 / week

Book

from £36 / night

Distance approx 12.53 miles from Southend-on-Sea Show on Map

1 / 12

Leysdown-on-Sea holiday caravan/mobile home rental

Isle of Sheppey / Leysdown-on-Sea

3 6 Min stay varies

Caravan/Mobile Home / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £50 / night

£300 - £620 / week

Book

from £50 / night

Distance approx 12.64 miles from Southend-on-Sea Show on Map

1 / 12

Holiday home in Ashford

Kent / Ashford

3 7 7 nights min stay

House / 3 bedrooms / sleeps 7 / 7 nights min stay

Add to shortlist

from £36 / night

£250 - £450 / week

Book

from £36 / night

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