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Search Vacation Homes in Southend-on-Sea

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Our top choices for Southend-on-Sea vacation homes

Perfect Wedding/Event Location With 80-500 Capacity For A Memorable night!

Perfect Wedding/Event Location With 80-500 Capacity For A Memorable night!
Rainham
$6,021 nightly
The price is $6,021
Dec 28 - Dec 29
Total with taxes and fees
Perfect Wedding/Event Location With 80-500 Capacity For A Memorable night!

Joy Lane Mansion—Luxe Stay, Poolside Fun & Comfort

Joy Lane Mansion—Luxe Stay, Poolside Fun & Comfort
Whitstable
$7,576 nightly
The price is $7,576
Jan 7 - Jan 8, 2026
Total with taxes and fees
Joy Lane Mansion—Luxe Stay, Poolside Fun & Comfort

Cosy 3 Bedroom House in Colchester/pet-friendly

Cosy 3 Bedroom House in Colchester/pet-friendly
Colchester
$283 nightly
The price is $283
Dec 26 - Dec 27
Total with taxes and fees
Cosy 3 Bedroom House in Colchester/pet-friendly

Peaceful Family Home in Tilbury With Garden & Parking for 3 Cars

Peaceful Family Home in Tilbury With Garden & Parking for 3 Cars
2.0 star property
Tilbury
$195 nightly
The price is $235
Jan 7 - Jan 8, 2026
Total with taxes and fees
Peaceful Family Home in Tilbury With Garden & Parking for 3 Cars

Coastal Charm In Clacton On Sea

Coastal Charm In Clacton On Sea
Essex
$157 nightly
The price is $157
Jan 11 - Jan 12, 2026
Total with taxes and fees
Coastal Charm In Clacton On Sea

Ama comfort stay

Ama comfort stay
2.0 star property
Colchester
$191 nightly
The price is $191
Jan 7 - Jan 8, 2026
Total with taxes and fees
Ama comfort stay

Charming 3Bed Whole House in Strood Rochester Kent

Charming 3Bed Whole House in Strood Rochester Kent
Rochester
7.0 out of 10, Good, (2)
"Averge good 👍. Keep up.. Make sure all the amenities listed available could earn more star."
United Kingdom
Chi Shan
$245 nightly
The price is $245
Jan 4 - Jan 5, 2026
Total with taxes and fees
Charming 3Bed Whole House in Strood Rochester Kent

3-Bed House Near Lakeside Mall | Free Parking

3-Bed House Near Lakeside Mall | Free Parking
Essex
8.8 out of 10, Excellent, (6)
"Stayed with a couple friends and it was a lovely time. Very spacious living room and welcoming area. Fantastic for a getaway."
United Kingdom
Pamorlai K.
$274 nightly
The price is $274
Jan 11 - Jan 12, 2026
Total with taxes and fees
3-Bed House Near Lakeside Mall | Free Parking

Homely 3-bedroom House close to shops and also close to the town center

Homely 3-bedroom House close to shops and also close to the town center
Basildon
10.0 out of 10, Exceptional, (1)
"Such a lovely stay! The place felt warm and welcoming, very clean and comfortable. I really enjoyed my time here and would happily come back again. Thank you."
United Kingdom
Marian A.
$191 nightly
The price is $191
Jan 5 - Jan 6, 2026
Total with taxes and fees
Homely 3-bedroom House close to shops and also close to the town center

3 Bedroom House With Free Parking

3 Bedroom House With Free Parking
chatham
$325 nightly
The price is $325
Dec 24 - Dec 25
Total with taxes and fees
3 Bedroom House With Free Parking

Seaside Bliss Retreat in heart of isle of sheppy

Seaside Bliss Retreat in heart of isle of sheppy
Sheerness
$205 nightly
The price is $205
Dec 30 - Dec 31
Total with taxes and fees
Seaside Bliss Retreat in heart of isle of sheppy

River View Flat, 5 minutes Drive to Bluewater and Greenhithe Station

River View Flat, 5 minutes Drive to Bluewater and Greenhithe Station
2.0 star property
Greenhithe
$172 nightly
The price is $172
Jan 9 - Jan 10, 2026
Total with taxes and fees
River View Flat, 5 minutes Drive to Bluewater and Greenhithe Station

"Spacious 4-Bed Family Home in Chatham – Modern Comfort & Prime Location!"

"Spacious 4-Bed Family Home in Chatham – Modern Comfort & Prime Location!"
Medway
$376 nightly
The price is $376
Jan 22 - Jan 23, 2026
Total with taxes and fees
"Spacious 4-Bed Family Home in Chatham – Modern Comfort & Prime Location!"

3 Bed Caravan - Sleeps 6 - Pets - Parking - Wifi

3 Bed Caravan - Sleeps 6 - Pets - Parking - Wifi
Isle of sheppy
$213 nightly
The price is $213
Dec 30 - Dec 31
Total with taxes and fees
3 Bed Caravan - Sleeps 6 - Pets - Parking - Wifi

Fishermans Cottage

Fishermans Cottage
3.5 star property
Whitstable
$558 nightly
The price is $669
Jan 2 - Jan 3, 2026
Total with taxes and fees
Fishermans Cottage

Eusty 3-Bedrooms Guest House Sittingbourne, Kent.

Eusty 3-Bedrooms Guest House Sittingbourne, Kent.
2.0 star property
Sittingbourne
$238 nightly
The price is $238
Dec 24 - Dec 25
Total with taxes and fees
Eusty 3-Bedrooms Guest House Sittingbourne, Kent.

Enchanting Elegance on 6 Acres: Riverview Manor Wedding Venue

Enchanting Elegance on 6 Acres: Riverview Manor Wedding Venue
Rochester
$5,737 nightly
The price is $5,737
Dec 24 - Dec 25
Total with taxes and fees
Enchanting Elegance on 6 Acres: Riverview Manor Wedding Venue

Olive, 3 Bedroom House, Garden, Free Car Park.

Olive, 3 Bedroom House, Garden, Free Car Park.
Chafford Hundred
$318 nightly
The price is $318
Dec 28 - Dec 29
Total with taxes and fees
Olive, 3 Bedroom House, Garden, Free Car Park.

Beautiful furnished 3 bedroom house plus a TV room in the basement

Beautiful furnished 3 bedroom house plus a TV room in the basement
Chatham
$183 nightly
The price is $183
Dec 24 - Dec 25
Total with taxes and fees
Beautiful furnished 3 bedroom house plus a TV room in the basement
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Southend-on-Sea Hotel Reviews

Find out more about Southend-on-Sea

Southend-on-Sea Vacation Homes information

Number of reviews
6
Accommodation
540 Vacation Homes
Lowest Price
$157
Highest Price
$7,576

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