Southend-on-Sea Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Holiday Rentals in Southend-on-Sea

Our top choices for Southend-on-Sea holiday rentals

Ardens Lodge

2.5 star property
2.4 out of 10, (5)
"Arrived at the property and called to check in. Was told that property was closed for refurbishment and I had to go to a different property managed by them 15 minutes away. Got there and room was minimal and bare. Host was nice but it wasn’t an aparthotel as the original one was advertised as. I left and booked a night at a local Travelodge instead. "
The price is AU$88
includes taxes & fees
30 Aug - 31 Aug
Ardens Lodge

The Lower Bell

3.0 star property
7.8 out of 10, Good, (147)
"Clean comfortable proprty"
The price is AU$124
includes taxes & fees
7 Sept - 8 Sept
The Lower Bell

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 ."
The price is AU$384
includes taxes & fees
2 Sept - 3 Sept
Birds Farm

Staycations Maldon Suites

4.0 star property
10.0 out of 10, Exceptional, (11)
"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."
The price is AU$238
includes taxes & fees
29 Sept - 30 Sept
Staycations Maldon Suites

Hogwarts Bed and Continental Breakfast

3.0 star property
9.4 out of 10, Exceptional, (113)
"Very impressed with our stay the hosts where very friendly very helpful breakfast is good overall very comfortable stay and hosts cant help u enough and we loved the horses "
The price is AU$124
includes taxes & fees
31 Aug - 1 Sept
Hogwarts Bed and Continental Breakfast

Shapelesslodge.com

9.6 out of 10, Exceptional, (35)
"I’ve never been in a property that clean. It’s a touch small, so I wouldn’t stay there for long stretches, but as a weekend getaway it’s perfect. "
Shapelesslodge.com

Lady Florence, Maidstone a Unique River Boat with Castle Views

9.8 out of 10, Exceptional, (9)
"That was a fantastic quite lovely place 100 percent I suggest it to everyone"
Lady Florence, Maidstone a Unique River Boat with Castle Views

Cosy Fisherman’s Cottage, minutes from High Street, Harbour & Beach

9.8 out of 10, Exceptional, (95)
"Beautiful cottage in the heart of whitstable "
Cosy Fisherman’s Cottage, minutes from High Street, Harbour & Beach

Parkway House

3.5 star property
9.6 out of 10, Exceptional, (15)
"The apartment was clean, fresh and very cosy. Its like home away from home. Everything was in place, and in working orders. "
The price is AU$329
includes taxes & fees
31 Aug - 1 Sept
Parkway House

Pet friendly 2 bed caravan in coopers beach

8.4 out of 10, Very good, (6)
"Great caravan close to all activities and would definitely visit again "
The price is AU$429
includes taxes & fees
12 Sept - 13 Sept
Pet friendly 2 bed caravan in coopers beach

Spacious Island beach house. w/Hot Tub

10.0 out of 10, Exceptional, (6)
"It was perfect, cant wait to return, john is a fabulous very caring host "
Spacious Island beach house. w/Hot Tub

Chelmsford Serviced Apartments

5.0 star property
9.6 out of 10, Exceptional, (50)
"Faultless! Can highly recommend. Lovely bonus to have breakfast and bits and pieces supplied such as coffee etc"
The price is AU$301
includes taxes & fees
4 Sept - 5 Sept
Chelmsford Serviced Apartments

Green Cottages

3.0 star property
9.8 out of 10, Exceptional, (10)
"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."
The price is AU$621
includes taxes & fees
28 Sept - 29 Sept
Green Cottages

Cosy Escape Heated Luxury pod and hot tub

3.0 star property
10.0 out of 10, Exceptional, (5)
Cosy Escape Heated Luxury pod and hot tub

Sally

3.0 star property
The price is AU$732
includes taxes & fees
9 Sept - 10 Sept
Sally

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"
Truly Kentish Holiday Lets

8 Berth Holiday Home at St Osyth Holiday Park

2.0 out of 10, (1)
"Disappointed with the service, my holiday home was cancelled as the host doubled booked and couldn’t get us another place to stay and was travelling with my 10 year old disabled child. The host was very unprofessional and rude."
8 Berth Holiday Home at St Osyth Holiday Park

Greyfriars

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

The Artist's Cabin By The Sea

3.0 star property
The Artist's Cabin By The Sea

The Brick Retreat In the heart of Leysdown-On-Sea

The price is AU$308
includes taxes & fees
12 Sept - 13 Sept
The Brick Retreat In the heart of Leysdown-On-Sea
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Southend-on-Sea Hotel Reviews

Find out more about Southend-on-Sea

Find out more about Southend-on-Sea

Everything you need to know about Southend-on-Sea holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Southend-on-Sea holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Southend-on-Sea holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Southend-on-Sea holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Southend-on-Sea. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Southend-on-Sea holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Southend-on-Sea holiday rentals we have selected for you start as low as AU$88 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Southend-on-Sea rentals

At Expedia, we put the best Southend-on-Sea holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Southend-on-Sea rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Southend-on-Sea holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Southend-on-Sea. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 20 holiday rentals for your stay in Southend-on-Sea.

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

Cultural attractions include New Empire Theatre and Southend-On-Sea Pier Museum, 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.