Search Holiday Rentals in Southend-on-Sea

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
2 Jan - 4 Jan
In two months
13 Feb - 15 Feb
In three months
13 Mar - 15 Mar
In four months
10 Apr - 12 Apr

Our top choices for Southend-on-Sea holiday rentals

Cottage | Interior
493 Little Wakering Road

493 Little Wakering Road

493 Little Wakering Road
3.5 star property
Southend-on-Sea
The price is Rp6.354.785
Rp7.625.742 total
includes taxes & fees
23 Dec - 24 Dec
493 Little Wakering Road
Miscellaneous
Green Cottages

Green Cottages

Green Cottages
3.0 star property
Sittingbourne
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 Rp5.595.971
Rp6.715.165 total
includes taxes & fees
4 Jan - 5 Jan 2026
Green Cottages
42-inch flat-screen TV with satellite channels, plasma TV, DVD player
Chelmsford Serviced Apartments

Chelmsford Serviced Apartments

Chelmsford Serviced Apartments
5.0 star property
Chelmsford
9.6 out of 10, Exceptional, (52)
"Great apartment and facilities. Was very happy. "
United Kingdom
Tara
The price is Rp2.707.107
Rp3.248.528 total
includes taxes & fees
21 Dec - 22 Dec
Chelmsford Serviced Apartments
Apartment | Property grounds
Countryside Annex- Sleeps 2, Free Parking & Garden

Countryside Annex- Sleeps 2, Free Parking & Garden

Countryside Annex- Sleeps 2, Free Parking & Garden
3.0 star property
Canterbury
10.0 out of 10, Exceptional, (5)
"The flat is very clean and well equipped, the hosts are friendly and helpful, and the area is lovely. I would definitely recommend."
United Kingdom
Dan
The price is Rp2.364.363
Rp2.837.236 total
includes taxes & fees
29 Dec - 30 Dec
Countryside Annex- Sleeps 2, Free Parking & Garden
Free WiFi
Fantastic Large Room with free parking

Fantastic Large Room with free parking

Fantastic Large Room with free parking
2.0 star property
Chatham
8.0 out of 10, Very good, (1)
"House is good comfortable stay, however parking is difficult and is located in a less desired area."
United Kingdom
Scott
The price is Rp2.704.645
Rp3.245.574 total
includes taxes & fees
2 Jan - 3 Jan 2026
Fantastic Large Room with free parking
Cottage | Exterior
Smallcroft

Smallcroft

Smallcroft
3.0 star property
Whitstable
10.0 out of 10, Exceptional, (1)
The price is Rp11.296.277
Rp13.555.533 total
includes taxes & fees
29 Dec - 30 Dec
Smallcroft
Front of property
Beach Retreat With Parking Near the Sea

Beach Retreat With Parking Near the Sea

Beach Retreat With Parking Near the Sea
4.0 star property
Whitstable
6.0 out of 10, (1)
"Unable to use hob. Hot water supply to bath poor Shower okay The description "near the sea" a bit misleading. Insufficient instructions and labelling with regard to bins and TV. Overall standard of property good and comfortable"
United Kingdom
Tom
The price is Rp8.897.177
Rp10.690.059 total
includes taxes & fees
30 Dec - 31 Dec
Beach Retreat With Parking Near the Sea
Exterior
Birds Farm

Birds Farm

Birds Farm
3.0 star property
Colchester
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 Rp2.501.399
Rp3.001.679 total
includes taxes & fees
5 Jan - 6 Jan 2026
Birds Farm
House, 3 Bedrooms | Interior
Peaceful Family Home in Tilbury With Garden & Parking for 3 Cars

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
The price is Rp3.441.471
Rp4.129.765 total
includes taxes & fees
1 Jan - 2 Jan 2026
Peaceful Family Home in Tilbury With Garden & Parking for 3 Cars
Double Room, Ensuite, Park View (Room 2) | 1 bedroom
Hogwarts Bed and Continental Breakfast

Hogwarts Bed and Continental Breakfast

Hogwarts Bed and Continental Breakfast
3.0 star property
Sheerness
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 Rp1.119.194
Rp1.343.033 total
includes taxes & fees
23 Dec - 24 Dec
Hogwarts Bed and Continental Breakfast
Apartment | Private kitchen | Fridge, microwave, oven, stovetop
Cozy Rochester Apartment Retreat

Cozy Rochester Apartment Retreat

Cozy Rochester Apartment Retreat
3.0 star property
Rochester
8.8 out of 10, Excellent, (3)
"We had a lovely weekend stay at this apartment. It was spotlessly clean, modern and very comfortable-perfect for a relaxing getaway. The kitchen was well-equipped, the beds were cosy and the whole place had a fresh, welcoming feel. The only small thing we noticed was that there weren’t many mirrors, which would have been handy-but that didn’t take away from the overall great experience. Would definitely stay again! "
United Kingdom
Sheniz
The price is Rp2.383.884
Rp3.397.875 total
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Rochester Apartment Retreat
Apartment, Private Bathroom, City View | Dining
Luxurious ONE Bedroom Apartment IN Bond Street

Luxurious ONE Bedroom Apartment IN Bond Street

Luxurious ONE Bedroom Apartment IN Bond Street
3.5 star property
Chelmsford
10.0 out of 10, Exceptional, (2)
The price is Rp2.033.203
Rp3.559.038 total
includes taxes & fees
22 Dec - 23 Dec
Luxurious ONE Bedroom Apartment IN Bond Street
Chalet | Terrace/patio
The Dairy - Seaside Couples Escape in Whitstable

The Dairy - Seaside Couples Escape in Whitstable

The Dairy - Seaside Couples Escape in Whitstable
3.0 star property
Whitstable
9.2 out of 10, Wonderful, (5)
"Easy check in, clean room, comfortable bed "
United Kingdom
Rachel
The price is Rp894.947
Rp1.611.800 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Dairy - Seaside Couples Escape in Whitstable
Apartment, Accessible, Private Bathroom | Shared kitchen
Parkway House

Parkway House

Parkway House
3.5 star property
Chelmsford
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 Rp2.033.203
Rp3.559.038 total
includes taxes & fees
22 Dec - 23 Dec
Parkway House
Apartment | Living area | 30-inch TV with digital channels
Stunning Modern Apartment in Rochester, England

Stunning Modern Apartment in Rochester, England

Stunning Modern Apartment in Rochester, England
3.0 star property
Rochester
9.0 out of 10, Wonderful, (9)
"Nice space & location "
United Kingdom
Asim
Stunning Modern Apartment in Rochester, England
Cottage | Private kitchen | Microwave, stovetop, dishwasher, cookware/dishes/utensils
Westgate Cottage

Westgate Cottage

Westgate Cottage
3.0 star property
Sittingbourne
The price is Rp7.283.268
Rp7.283.268 total
includes taxes & fees
29 Dec - 30 Dec
Westgate Cottage
Superior Apartment, Private Bathroom (D'Arcy Suite) | Interior
Staycations Maldon Suites

Staycations Maldon Suites

Staycations Maldon Suites
4.0 star property
Maldon
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 Rp2.145.122
Rp2.574.146 total
includes taxes & fees
6 Jan - 7 Jan 2026
Staycations Maldon Suites
House | Private kitchen | Fridge, microwave, oven, stovetop
Gillingham 4-bed Stay - Wifi, Parking, Ldn Access

Gillingham 4-bed Stay - Wifi, Parking, Ldn Access

Gillingham 4-bed Stay - Wifi, Parking, Ldn Access
2.0 star property
Gillingham
The price is Rp3.377.169
Rp4.052.603 total
includes taxes & fees
2 Jan - 3 Jan 2026
Gillingham 4-bed Stay - Wifi, Parking, Ldn Access
1 bedroom
Frinton Escapes

Frinton Escapes

Frinton Escapes
3.5 star property
Frinton-on-Sea
10.0 out of 10, Exceptional, (16)
"Great place to stay definitely recommend "
United Kingdom
Michele
The price is Rp2.424.846
Rp2.909.905 total
includes taxes & fees
2 Jan - 3 Jan 2026
Frinton Escapes
Apartment, Private Bathroom | Shared kitchen
Luxurious 2 Bedroom Apartment With Free Parking

Luxurious 2 Bedroom Apartment With Free Parking

Luxurious 2 Bedroom Apartment With Free Parking
2.0 star property
Chelmsford
9.8 out of 10, Exceptional, (6)
"Only stayed for one night but thoroughly enjoyed it and would definitely stay again. "
United Kingdom
Gillian
The price is Rp2.592.800
Rp4.454.393 total
includes taxes & fees
21 Dec - 22 Dec
Luxurious 2 Bedroom Apartment With Free Parking
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southend-on-Sea Hotel Reviews

The Inn on the Lake Hotel

The Inn on the Lake Hotel

10/10 Excellent
"The room was clean and well equipped, the mattress was comfortable, temperature was perfect all night during sleep. "
Beau 1-night trip
Posted 2 days ago
The Inn on the Lake Hotel

Find out more about Southend-on-Sea

Search for holiday rentals in Southend-on-Sea on Expedia.co.id! 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 Beach and Thorpe Bay 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.