Holiday Rentals in Southend-on-Sea

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Holiday Rentals in Southend-on-Sea

Plum Pudding Barn

2.0 star property
Faversham
10.0 out of 10, Exceptional, (1)
"This place is amazing … the pictures do not do it justice The hosts are the most wonderful friendly couple and we can’t wait to go back The hot tub and pool were amazing "
United States
Alex Q.
Plum Pudding Barn

The Lower Bell

3.0 star property
Aylesford
7.8 out of 10, Good, (148)
"Clean comfortable proprty"
United Kingdom
Pete
The price is €80
includes taxes & fees
9 Nov - 10 Nov
The Lower Bell

Hogwarts Bed and Continental Breakfast

3.0 star property
Sheerness
9.4 out of 10, Exceptional, (114)
"Very welcoming and informative Excellent accommodation couldn’t fault it at all clean and comfortable will definitely stay again when in the area "
United Kingdom
Trevor
The price is €68
includes taxes & fees
9 Nov - 10 Nov
Hogwarts Bed and Continental Breakfast

Palms Hotel & Retreat By Palette|Sta Double

Emerson Park
7.0 out of 10, Good, (4)
"Stayed a few times… Great staff, clean and "
United Kingdom
Katie
The price is €62
includes taxes & fees
10 Nov - 11 Nov
Palms Hotel & Retreat By Palette|Sta Double

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

Whitstable
9.8 out of 10, Exceptional, (102)
"Very nice cottage. Location is perfect. "
Sweden
Rikard J.
Cosy Fisherman’s Cottage, minutes from High Street, Harbour & Beach

Chelmsford Serviced Apartments

5.0 star property
Chelmsford
9.6 out of 10, Exceptional, (52)
"great location and very clean property. Would stay again"
United Kingdom
stephen
The price is €159
includes taxes & fees
9 Nov - 10 Nov
Chelmsford Serviced Apartments

Staycations Maldon Suites

4.0 star property
Maldon
9.6 out of 10, Exceptional, (13)
"Such a beautiful property, Host was brilliant Will definitely book again "
United Kingdom
Louise
The price is €131
includes taxes & fees
18 Nov - 19 Nov
Staycations Maldon Suites

Green Cottages

3.0 star property
Sittingbourne
10.0 out of 10, Exceptional, (11)
"Lovely property in a small village location. great pub over the road and great food. Perfect for my work trip. the cottage has everything you could possibly want. Thank You"
United Kingdom
martin
The price is €341
includes taxes & fees
9 Nov - 10 Nov
Green Cottages

Kensington Bliss - 3 Bedroom House in Colchester

2.0 star property
Colchester
The price is €168
includes taxes & fees
9 Nov - 10 Nov
Kensington Bliss - 3 Bedroom House in Colchester

3 Bed Caravan - Sleeps 6 - Pets - Parking - Wifi

2.0 star property
Sheerness
The price is €101
includes taxes & fees
1 Dec - 2 Dec
3 Bed Caravan - Sleeps 6 - Pets - Parking - Wifi

House - Sleeps 7, Private Garden & Parking

2.0 star property
Basildon
House - Sleeps 7, Private Garden & Parking

Cosy Escape Heated Luxury pod and hot tub

3.0 star property
Sheerness
10.0 out of 10, Exceptional, (5)
The price is €162
includes taxes & fees
17 Nov - 18 Nov
Cosy Escape Heated Luxury pod and hot tub

Kentish Oast, Cottage and Barn in stunning private grounds with swimming pool

Hollingbourne
9.4 out of 10, Exceptional, (3)
"Excellent property fabulous grounds great host couldn't fault it "
United Kingdom
Chris C.
Kentish Oast, Cottage and Barn in stunning private grounds with swimming pool

Mabel

3.0 star property
Whitstable
The price is €452
includes taxes & fees
11 Nov - 12 Nov
Mabel

Truly Kentish Holiday Lets

3.5 star property
Sittingbourne
10.0 out of 10, Exceptional, (7)
"Amazing property in a beautiful setting. Thete was nothing l could fault and the owners wete vwry friendly and helpful. Would definitely spend time there again "
United Kingdom
Carole
Truly Kentish Holiday Lets

Pet friendly 2 bed caravan in coopers beach

Mersea Island
7.8 out of 10, Good, (7)
"Great caravan close to all activities and would definitely visit again "
United Kingdom
Julie
The price is €238
includes taxes & fees
9 Nov - 10 Nov
Pet friendly 2 bed caravan in coopers beach

Coast Guard House

3.5 star property
Herne Bay
The price is €1,786
includes taxes & fees
11 Nov - 12 Nov
Coast Guard House

Birds Farm

3.0 star property
Colchester
9.2 out of 10, Wonderful, (10)
"Birds farm is a lovely place to stay for the local Essex or Sussex area. Very quiet in the evenings, despite being just off a busy road. Great facilities, good comfy beds, very warm heating and well supplied cooking facilities. A pool for summer, grounds and a Summer house and a well stocked games room for kids if the weather is bad. We found it superb for our short trip and would happily return. As we were a little out of season it seemed that some of the cottages opposite ours were being...
United Kingdom
Roger
The price is €154
includes taxes & fees
9 Nov - 10 Nov
Birds Farm

Elegant 3Br w/ Free Parking, Garden, Pet Friendly

2.0 star property
Sittingbourne
The price is €327
includes taxes & fees
9 Nov - 10 Nov
Elegant 3Br w/ Free Parking, Garden, Pet Friendly

Home Like Yours In Grays, Essex

2.0 star property
Aveley
The price is €264
includes taxes & fees
9 Nov - 10 Nov
Home Like Yours In Grays, Essex
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

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 €62 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 17 holiday rentals for your stay in Southend-on-Sea.

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

Cultural attractions include Southend-On-Sea Pier Museum 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.