Holiday Rentals in Southend-on-Sea

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Holiday Rentals in Southend-on-Sea

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 €49
includes taxes & fees
1 Sept - 2 Sept
Ardens Lodge

The Lower Bell

3.0 star property
7.8 out of 10, Good, (147)
"Clean comfortable proprty"
The price is €69
includes taxes & fees
7 Sept - 8 Sept
The Lower Bell

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 €69
includes taxes & fees
1 Sept - 2 Sept
Hogwarts Bed and Continental Breakfast

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 €146
includes taxes & fees
1 Oct - 2 Oct
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 €133
includes taxes & fees
15 Sept - 16 Sept
Staycations Maldon Suites

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

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

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

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

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 €168
includes taxes & fees
8 Sept - 9 Sept
Chelmsford Serviced Apartments

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 €184
includes taxes & fees
3 Sept - 4 Sept
Parkway House

Cozy Rochester Apartment Retreat

3.0 star property
10.0 out of 10, Exceptional, (2)
"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! "
The price is €175
includes taxes & fees
7 Sept - 8 Sept
Cozy Rochester Apartment Retreat

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

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 €347
includes taxes & fees
15 Sept - 16 Sept
Green Cottages

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

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

The Artist's Cabin By The Sea

3.0 star property
The Artist's Cabin By The Sea

Stylish 3 bedrooms, three min walk from Whitstable station or high street!

9.0 out of 10, Wonderful, (2)
"Spacious property in great location to explore Whitstable."
The price is €243
includes taxes & fees
1 Sept - 2 Sept
Stylish 3 bedrooms, three min walk from Whitstable station or high street!

Mabel

3.0 star property
The price is €439
includes taxes & fees
4 Sept - 5 Sept
Mabel
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

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, apart-hotels, 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 favorite 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 depends 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 €49 per night. Entering your travel dates in the search wizard you might find 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.