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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Southend-on-Sea holiday rentals

Cottage | Interior
493 Little Wakering Road

Cottage in Southend-on-Sea

493 Little Wakering Road
3.5 star property
The price is Rp6.362.490
Rp7.634.988 total
includes taxes & fees
27 Dec - 28 Dec
493 Little Wakering Road
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 Rp5.602.756
Rp6.723.307 total
includes taxes & fees
3 Jan - 4 Jan 2026
Green Cottages
42-inch flat-screen TV with satellite channels, plasma TV, DVD player
Chelmsford Serviced Apartments

Apartment in Chelmsford

Chelmsford Serviced Apartments
5.0 star property
9.6 out of 10, Exceptional, (53)
"Nothing negative to say - location & cleanliness all superb. Code system for doors worked well & parking useful "
United Kingdom
stephen
The price is Rp2.710.389
Rp3.252.466 total
includes taxes & fees
1 Jan - 2 Jan 2026
Chelmsford Serviced Apartments
Apartment | Property grounds
Countryside Annex- Sleeps 2, Free Parking & Garden

Apartment in Canterbury

Countryside Annex- Sleeps 2, Free Parking & Garden
3.0 star property
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 Rp2.384.124
Rp2.860.949 total
includes taxes & fees
29 Dec - 30 Dec
Countryside Annex- Sleeps 2, Free Parking & Garden
Free WiFi
Fantastic Large Room with free parking

Apartment in Chatham

Fantastic Large Room with free parking
2.0 star property
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 Rp2.707.924
Rp3.249.509 total
includes taxes & fees
2 Jan - 3 Jan 2026
Fantastic Large Room with free parking
Cottage | Exterior
Smallcroft

Cottage in Whitstable

Smallcroft
3.0 star property
10.0 out of 10, Exceptional, (1)
The price is Rp11.390.688
Rp13.668.826 total
includes taxes & fees
29 Dec - 30 Dec
Smallcroft
Front of property
Beach Retreat With Parking Near the Sea

Holiday Home in Whitstable

Beach Retreat With Parking Near the Sea
4.0 star property
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 Rp8.338.784
Rp10.146.650 total
includes taxes & fees
30 Dec - 31 Dec
Beach Retreat With Parking Near the Sea
Exterior
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 Rp2.504.432
Rp3.005.318 total
includes taxes & fees
22 Jan - 23 Jan 2026
Birds Farm
House, 3 Bedrooms | Interior
Peaceful Family Home in Tilbury With Garden & Parking for 3 Cars

Holiday Home in Tilbury

Peaceful Family Home in Tilbury With Garden & Parking for 3 Cars
2.0 star property
The price is Rp3.442.184
Rp4.130.621 total
includes taxes & fees
4 Jan - 5 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

Cottage in Sheerness

Hogwarts Bed and Continental Breakfast
3.0 star property
9.2 out of 10, Wonderful, (115)
"This was a lovely place to stay! The breakfast was wonderful also."
Canada
Philip Raymond
The price is Rp1.120.551
Rp1.344.661 total
includes taxes & fees
29 Dec - 30 Dec
Hogwarts Bed and Continental Breakfast
Apartment | Private kitchen | Fridge, microwave, oven, stovetop
Cozy Rochester Apartment Retreat

Apartment in Rochester

Cozy Rochester Apartment Retreat
3.0 star property
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 Rp2.386.774
Rp3.401.993 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

Apartment in Chelmsford

Luxurious ONE Bedroom Apartment IN Bond Street
3.5 star property
10.0 out of 10, Exceptional, (2)
The price is Rp2.035.668
Rp3.316.832 total
includes taxes & fees
30 Dec - 31 Dec
Luxurious ONE Bedroom Apartment IN Bond Street
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 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

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 Rp2.035.668
Rp3.316.832 total
includes taxes & fees
27 Dec - 28 Dec
Parkway House
Apartment | Living area | 30-inch TV with digital channels
Stunning Modern Apartment in Rochester, England

Apartment in Rochester

Stunning Modern Apartment in Rochester, England
3.0 star property
9.0 out of 10, Wonderful, (9)
"Nice space & location "
United Kingdom
Asim
The price is Rp3.369.411
Rp3.798.779 total
includes taxes & fees
25 Dec - 26 Dec
Stunning Modern Apartment in Rochester, England
Cottage | Private kitchen | Microwave, stovetop, dishwasher, cookware/dishes/utensils
Westgate Cottage

Cottage in Sittingbourne

Westgate Cottage
3.0 star property
The price is Rp7.292.099
Rp7.292.099 total
includes taxes & fees
29 Dec - 30 Dec
Westgate Cottage
Superior Apartment, Private Bathroom (D'Arcy Suite) | Interior
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 Rp2.165.673
Rp2.598.808 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

Residence in Gillingham

Gillingham 4-bed Stay - Wifi, Parking, Ldn Access
2.0 star property
The price is Rp3.381.263
Rp4.057.516 total
includes taxes & fees
4 Jan - 5 Jan 2026
Gillingham 4-bed Stay - Wifi, Parking, Ldn Access
1 bedroom
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 Rp2.427.861
Rp2.913.433 total
includes taxes & fees
2 Jan - 3 Jan 2026
Frinton Escapes
Apartment, Private Bathroom | Shared kitchen
Luxurious 2 Bedroom Apartment With Free Parking

Apartment in Chelmsford

Luxurious 2 Bedroom Apartment With Free Parking
2.0 star property
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 Rp2.595.944
Rp4.213.272 total
includes taxes & fees
22 Jan - 23 Jan 2026
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.
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Top Southend-on-Sea Hotel Reviews

Holiday Inn Southend by IHG

Holiday Inn Southend by IHG

10/10 Excellent
"Another great welcoming stay by check in staff, personal welcome to loyalty guest. Comfortable stay n nice breakfast. Smooth and convenient. Only issue, some of shower fittings trims were coming off notified check out staff to attend. "
Vincent 1-night trip
Posted 1 day ago
Holiday Inn Southend by IHG

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.