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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for Southend-on-Sea holiday rentals

Exterior
Hogwarts Bed and Continental Breakfast

Cottage in Sheerness

Hogwarts Bed and Continental Breakfast
3.0 star property
9.4 out of 10, Exceptional, (114)
"This was a lovely place to stay! The breakfast was wonderful also."
Canada
Philip Raymond
The price is ₹6,045
₹7,254 total
includes taxes & fees
14 Dec - 15 Dec
Hogwarts Bed and Continental Breakfast
Restaurant
The Lower Bell

Apartment in Aylesford

The Lower Bell
3.0 star property
7.8 out of 10, Good, (149)
"Clean comfortable proprty"
United Kingdom
Pete
The price is ₹7,052
₹8,463 total
includes taxes & fees
15 Dec - 16 Dec
The Lower Bell
Exterior
Staycations Maldon Suites

Aparthotel in Maldon

Staycations Maldon Suites
4.0 star property
9.6 out of 10, Exceptional, (13)
"The place was huge the value wonderful parking right out back great people food, just walk everywhere myself wife and daughter came all the way from the USA and couldn't have ask for better."
United States
Hunter
The price is ₹11,586
₹13,904 total
includes taxes & fees
6 Jan - 7 Jan 2026
Staycations Maldon Suites
Miscellaneous
Green Cottages

Cottage in Sittingbourne

Green Cottages
3.0 star property
10.0 out of 10, Exceptional, (11)
"Beautiful cottage in a fantastic, friendly village. It had everything we needed and was located close enough to the places we wanted to visit. Good local walks and a really nice pub over the road. We wouldn't hesitate to stay here again if we are in the area."
United Kingdom
Matthew
The price is ₹30,225
₹36,270 total
includes taxes & fees
3 Jan - 4 Jan 2026
Green Cottages
Chalet | Terrace/patio
The Dairy - Seaside Couples Escape in Whitstable

Cottage in Whitstable

The Dairy - Seaside Couples Escape in Whitstable
3.0 star property
9.2 out of 10, Wonderful, (5)
"Easy check in, clean room, comfortable bed "
United Kingdom
Rachel
The price is ₹4,780
₹8,638 total
includes taxes & fees
15 Dec - 16 Dec
The Dairy - Seaside Couples Escape in Whitstable
Fridge, microwave, oven, stovetop
Kensington Bliss - 3 Bedroom House in Colchester

Residence in Colchester

Kensington Bliss - 3 Bedroom House in Colchester
2.0 star property
The price is ₹14,881
₹17,857 total
includes taxes & fees
15 Dec - 16 Dec
Kensington Bliss - 3 Bedroom House in Colchester
Duplex, 2 Bedrooms | Private kitchen | Mini-fridge, microwave, oven, stovetop
Birds Farm

Aparthotel in Colchester

Birds Farm
3.0 star property
9.2 out of 10, Wonderful, (10)
"We loved it here, had a a good couple of nights with friends. Beautiful apartment, amazing mattresses and pillows, very quiet environment. The pool wasn’t open and some work was happening but you can tell it’s going to look amazing once they put it all together and summer prep work is expected at this time of year. Kara was fab and we met a super helpful housekeeper who is doing a degree who was a literal walking tourist information centre. Great atmosphere all round ."
United Kingdom
Karen
The price is ₹12,985
₹15,583 total
includes taxes & fees
13 Jan - 14 Jan 2026
Birds Farm
Miscellaneous
Frinton Escapes

Apartment in Frinton-on-Sea

Frinton Escapes
3.5 star property
10.0 out of 10, Exceptional, (16)
"Great place to stay definitely recommend "
United Kingdom
Michele
The price is ₹13,097
₹15,717 total
includes taxes & fees
29 Dec - 30 Dec
Frinton Escapes
Fridge, microwave, oven, stovetop
House - Sleeps 7, Private Garden & Parking

Residence in Basildon

House - Sleeps 7, Private Garden & Parking
2.0 star property
The price is ₹29,018
₹34,822 total
includes taxes & fees
1 Jan - 2 Jan 2026
House - Sleeps 7, Private Garden & Parking
Comfort Cabin, Private Bathroom (Cherry Pickers) | Exterior
Truly Kentish Holiday Lets

Cabin in Sittingbourne

Truly Kentish Holiday Lets
3.5 star property
10.0 out of 10, Exceptional, (7)
"Lovely peaceful location. Property accurately depicted in the photos. Lovely grounds and great hosts"
United Kingdom
Elizabeth
Truly Kentish Holiday Lets
1 bedroom, iron/ironing board, rollaway beds, free WiFi
Chelmsford Serviced Apartments

Apartment in Chelmsford

Chelmsford Serviced Apartments
5.0 star property
9.6 out of 10, Exceptional, (52)
"Faultless! Can highly recommend. Lovely bonus to have breakfast and bits and pieces supplied such as coffee etc"
United Kingdom
Lee
The price is ₹14,475
₹17,371 total
includes taxes & fees
22 Dec - 23 Dec
Chelmsford Serviced Apartments
Fridge, dishwasher, electric kettle, toaster
Mabel

Cottage in Whitstable

Mabel
3.0 star property
The price is ₹39,075
₹46,890 total
includes taxes & fees
4 Jan - 5 Jan 2026
Mabel
Cabin | Balcony
Cosy Escape Heated Luxury pod and hot tub

Holiday Home in Sheerness

Cosy Escape Heated Luxury pod and hot tub
3.0 star property
10.0 out of 10, Exceptional, (6)
The price is ₹18,239
₹18,239 total
includes taxes & fees
15 Dec - 16 Dec
Cosy Escape Heated Luxury pod and hot tub
Apartment, Private Bathroom, City View | Lounge
Luxurious ONE Bedroom Apartment IN Bond Street

Apartment in Chelmsford

Luxurious ONE Bedroom Apartment IN Bond Street
3.5 star property
10.0 out of 10, Exceptional, (2)
The price is ₹13,299
₹19,586 total
includes taxes & fees
14 Dec - 15 Dec
Luxurious ONE Bedroom Apartment IN Bond Street
Cottage | Interior
Coast Guard House

Cottage in Herne Bay

Coast Guard House
3.5 star property
The price is ₹159,760
₹191,711 total
includes taxes & fees
17 Dec - 18 Dec
Coast Guard House
Living area
House - Sleeps 9 - Garden - Pet Friendly - Parking

Residence in Sittingbourne

House - Sleeps 9 - Garden - Pet Friendly - Parking
2.0 star property
The price is ₹15,484
₹29,461 total
includes taxes & fees
19 Dec - 20 Dec
House - Sleeps 9 - Garden - Pet Friendly - Parking
Apartment | Private kitchen | Fridge, microwave, oven, stovetop
Charming 2-bed Apartment in Brentwood Free Parking

Apartment in Brentwood Town Centre

Charming 2-bed Apartment in Brentwood Free Parking
3.0 star property
The price is ₹12,876
₹22,705 total
includes taxes & fees
15 Dec - 16 Dec
Charming 2-bed Apartment in Brentwood Free Parking
Apartment, Accessible, Private Bathroom | Lounge
Parkway House

Apartment in Chelmsford

Parkway House
3.5 star property
9.6 out of 10, Exceptional, (17)
"The apartment was clean, fresh and very cosy. Its like home away from home. Everything was in place, and in working orders. "
United Kingdom
Miss Sophia P C
The price is ₹13,299
₹19,586 total
includes taxes & fees
14 Dec - 15 Dec
Parkway House
Fridge, dishwasher, electric kettle, toaster
Sally

Cottage in Whitstable

Sally
3.0 star property
10.0 out of 10, Exceptional, (1)
The price is ₹37,651
₹45,180 total
includes taxes & fees
19 Dec - 20 Dec
Sally
Apartment | Living area | Flat-screen TV
Greyfriars

Apartment in Clacton-on-Sea

Greyfriars
3.0 star property
9.6 out of 10, Exceptional, (15)
"Great flat for a holiday"
United Kingdom
Robert
Greyfriars
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

ORIDA Maidstone Hotel

ORIDA Maidstone Hotel

10/10 Excellent
"Amazing room size, staff very attentive, easy check in, lovely breakfast "
Eashaa 1-night trip
Posted 3 days ago
ORIDA Maidstone Hotel

Find out more about Southend-on-Sea

Holiday Rentals in Southend-on-Sea

Search for holiday rentals in Southend-on-Sea on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Southend-on-Sea using one of the methods below:

  • View our selection of featured holiday rentals in Southend-on-Sea
  • Use the map to find apartments and other holiday homes in the Southend-on-Sea neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Southend-on-Sea while they last

Look no further and take a look at our great range of rental properties in Southend-on-Sea!

Frequently asked questions

Are there holiday rentals in Southend-on-Sea?

Yes, there are holiday rentals in Southend-on-Sea close to Southend Pier, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Southend-on-Sea speak positively about the scenic seaside and lively bars in this destination. Make sure you have time to check out the gardens and golf courses during your trip.

What are some of the best holiday rentals that Southend-on-Sea has to offer?

Cosy Escape Heated Luxury pod and hot tub: This holiday home rental outside of Southend-on-Sea is located on the waterfront, and has an outdoor pool, a private garden and free WiFi to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and an electric kettle.

How many holiday rentals are there in Southend-on-Sea?

Expedia has 19 holiday rentals for your stay in Southend-on-Sea.

What can I see and do in Southend-on-Sea?

Cultural attractions include Prittlewell Priory and Leigh Heritage Centre, whereas Southend Cliff Gardens and Southend Beach are a couple of picturesque spots to enjoy the outdoors. While here, Southend Pier and Adventure Island are other places worth a visit.

What are holiday rentals like in Southend-on-Sea?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Southend-on-Sea. Holiday rentals offer extras such as laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from public hotel lifts and busy front desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a small group gathering.