A sunset over a beach with a pier extending into the water.

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Southend-on-Sea cottages

A bedroom with a bed, bedside table, lamp, curtains, and a painting on the wall.

1. 493 Little Wakering Road

493 Little Wakering Road
3.5 star property
Southend-on-Sea
The price is ฿13,027
฿15,632 total
includes taxes & fees
17 Nov - 18 Nov
493 Little Wakering Road
A narrow alleyway with a door marked "Office" and a brick wall on one side.

2. Hogwarts Bed and Continental Breakfast

Hogwarts Bed and Continental Breakfast
3.0 star property
Sheerness
9.4 out of 10, Exceptional, (127 reviews)
"Lovely stay and great location. Easy check in and no complaints from us. I would stay here again."
United Kingdom
John
The price is ฿2,637
฿3,165 total
includes taxes & fees
8 Nov - 9 Nov
Hogwarts Bed and Continental Breakfast
An outdoor patio with wooden tables and chairs, overlooking a body of water.

3. Estuary View

Estuary View
3.0 star property
Rochester
The price is ฿12,452
฿14,942 total
includes taxes & fees
16 Nov - 17 Nov
Estuary View
A brick house with a garden in front.

4. Green Cottages

Green Cottages
2.0 star property
Sittingbourne
10.0 out of 10, Exceptional, (12 reviews)
"A lovely cottage with everything we needed. "
United Kingdom
Nicholas
The price is ฿11,303
฿13,564 total
includes taxes & fees
22 Nov - 23 Nov
Green Cottages
A house with a red-tiled roof, a glass conservatory, and a patio with outdoor furniture.

5. Headland Barn

Headland Barn
3.0 star property
Maldon
The price is ฿66,459
฿79,751 total
includes taxes & fees
9 Nov - 10 Nov
Headland Barn
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

Village Hotel Maidstone

Village Hotel Maidstone

10/10 Excellent
"Stayed during a business trip - Helpful staff, excellent service. Great room with large comfortable bed"
Phil 1-night trip
Posted 4 hours ago
Village Hotel Maidstone

Find out more about Southend-on-Sea

Southend-on-Sea Cottages information

Number of reviews
139
Accommodation
97 Cottages
Lowest Price
฿3,165
Highest Price
฿79,751

Frequently asked questions

Why book your cottage in Southend-on-Sea with Expedia?
Expedia has some great cottages in Southend-on-Sea, so start planning for an unforgettable holiday on nature's doorstep. If you have a budget, select how much you're willing to spend and the star rating of your property. Or take advantage of our filters to search for cottages with a pool or free WiFi. We'll help you find the right place whatever your bank balance or plans.
How can I find cheap cottages in Southend-on-Sea?
With Expedia's user-friendly filter tool, getting your hands on cheap cottages in Southend-on-Sea couldn't be easier. To find stays that are very pocket friendly, narrow your search by budget, star rating and amenities.
What is there to do in Southend-on-Sea near my cottage?
Southend-on-Sea has enough sights and experiences to keep you busy for weeks (or months!), beginning with Adventure Island. New Empire Theatre, Southend Pier and Sealife Adventure are other terrific attractions. If you're hanging around a while, Beecroft Art Gallery and Shoebury East Beach will put the finishing touches on your itinerary.