Search Cottages in Southend-on-Sea

    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
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct
Hogwarts Bed and Continental Breakfast
Stroll down this charming alleyway to the entrance of our building.

Hogwarts Bed and Continental Breakfast

3.0 star property
9.4 out of 10, Exceptional, (110)
"Very friendly welcome. Clean, spacious room and great choice of breakfast! "
The price is HK$528
HK$634 total
includes taxes & fees
11 Aug - 12 Aug
Hogwarts Bed and Continental Breakfast
1 bedroom accommodation in Halling
Property grounds

1 bedroom accommodation in Halling

10.0 out of 10, Exceptional, (2)
"Lodge was clean with everything you need for a short break, lovely views over the lake and hot tub is a bonus"
1 bedroom accommodation in Halling
Mabel
Fridge, dishwasher, electric kettle, toaster

Mabel

3.0 star property
The price is HK$3,344
HK$4,013 total
includes taxes & fees
14 Aug - 15 Aug
Mabel
The Artist's Cabin By The Sea
Outdoor dining

The Artist's Cabin By The Sea

3.0 star property
The Artist's Cabin By The Sea
The Dairy - Seaside Couples Escape in Whitstable
Stroll through the serene outdoor space, featuring a stone-paved pathway, a bench, and a cushioned bench surrounded by lush greenery.

The Dairy - Seaside Couples Escape in Whitstable

3.0 star property
9.6 out of 10, Exceptional, (4)
"The property was everything we needed for our one night stay in Whitstable. It was very cosy, and had everything we needed. The host was easy to contact and responded really quickly. Would definitely recommend and return."
The price is HK$720
HK$1,118 total
includes taxes & fees
25 Aug - 26 Aug
The Dairy - Seaside Couples Escape in Whitstable
Milk Shed - Couples Seaside Retreat Whitstable
Cozy room with a rustic-style wooden ceiling and exposed beams, featuring a desk, chairs, and a cabinet with kitchenware.

Milk Shed - Couples Seaside Retreat Whitstable

10.0 out of 10, Exceptional, (2)
"The Milk She’d is just as it appears in photos. Lots of lovely quirky touches to the decor.Quick and easy stroll to the High St where there are many restaurants. Be sure to book!I didn’t meet Jo but she was very attentive via text.If you want to stay somewhere which personality, this is it"
The price is HK$1,130
HK$1,341 total
includes taxes & fees
12 Aug - 13 Aug
Milk Shed - Couples Seaside Retreat Whitstable
Sally
Fridge, dishwasher, electric kettle, toaster

Sally

3.0 star property
The price is HK$3,115
HK$3,738 total
includes taxes & fees
14 Aug - 15 Aug
Sally
Wayside Cottage Vacation Home
Stunning two-story building with a bright yellow door and a charming brown roof.

Wayside Cottage Vacation Home

10.0 out of 10, Exceptional, (43)
"Beautiful little cottage, hosts were amazing in their communication,very welcoming and had everything you can need to make your stay comfortable. "
Wayside Cottage Vacation Home
Beautiful beach front property close to amenities.
Terrace/patio

Beautiful beach front property close to amenities.

Beautiful beach front property close to amenities.
Pet Friendly 2 Bedroom Orchard Cottage near Canterbury
Situated in a serene garden, this cabin features a cozy porch and a door leading to its interior.

Pet Friendly 2 Bedroom Orchard Cottage near Canterbury

10.0 out of 10, Exceptional, (2)
"Sarah and her son were fantastic hosts. Very welcoming, friendly and helpful. Lovely cottage in a great setting too. Good size and dog/family friendly. Comfy bed & sofa & the equipped kitchen was handy. Would certainly stay again!"
Pet Friendly 2 Bedroom Orchard Cottage near Canterbury
1 bedroom accommodation in Hollingbourne
Exterior

1 bedroom accommodation in Hollingbourne

9.8 out of 10, Exceptional, (7)
"We stayed in the barn at the end of the driveway. It has its own private patio and use of the grounds and pool. The barn itself was clean and well equipped with views across the countryside. The check-in was non-contact which is perfect for me as I'm clinically vulnerable. The welcome box was a nice touch. A perfect, peaceful place to relax while visiting family in the area. "
1 bedroom accommodation in Hollingbourne
3 bedroom accommodation in Chelmsford
Exterior

3 bedroom accommodation in Chelmsford

3 bedroom accommodation in Chelmsford
4 bedroom accommodation in Peldon, near Colchester
Property grounds

4 bedroom accommodation in Peldon, near Colchester

10.0 out of 10, Exceptional, (1)
"Longridge is a lovely place to stay. The owners have equipped this home very thoughtfully and everything you need for an enjoyable stay is available. The home is clean, calm and welcoming. The beds are comfortable and there is plenty of space. We brought carers with us to enable our family to have a holiday together. They were able to enjoy their own space and privacy when taking breaks. Longridge provides an ideal base for accessing local attractions and has the irresistible allure of a...
4 bedroom accommodation in Peldon, near Colchester
3 bedroom accommodation in Chelmsford
Exterior

3 bedroom accommodation in Chelmsford

9.0 out of 10, Wonderful, (2)
"A great base for visiting local gardens......Hyde Hall, Beth Chatto etc."
The price is HK$3,759
HK$3,759 total
includes taxes & fees
4 Sept - 5 Sept
3 bedroom accommodation in Chelmsford
2 bedroom accommodation in West Mersea
Exterior

2 bedroom accommodation in West Mersea

9.4 out of 10, Exceptional, (3)
"It was clean and well stocked. Hosts were very kind and friendly. Would go back and stay again in my next trip to the Uk"
2 bedroom accommodation in West Mersea
Green Cottages
Traditional two-story home with a pitched roof and well-manicured garden.

Green Cottages

3.0 star property
9.8 out of 10, Exceptional, (8)
"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 HK$2,640
HK$3,168 total
includes taxes & fees
8 Sept - 9 Sept
Green Cottages
Sandhurst Farm Forge
Traditional two-story building with a black door and windows, surrounded by a garden and a gravel driveway.

Sandhurst Farm Forge

4.0 star property
9.8 out of 10, Exceptional, (31)
"Lovely place, very clean with everything we could possibly need supplied. Would highly recommend "
Sandhurst Farm Forge
Bellropes - Modern & spacious countryside retreat, perfect for large groups!
Situated in a rural setting, this charming cottage offers a serene escape amidst a well-maintained lawn and mature trees.

Bellropes - Modern & spacious countryside retreat, perfect for large groups!

10.0 out of 10, Exceptional, (1)
"We needed a property big enough to accommodate 13 people and Bellropes was perfect. Great kitchen, big enough to seat everyone and fully equipped with everything we needed. Garden was huge and being able to get to the beach was an added bonus, if a little further away than the 5 minutes stated.Would definitely recommend for large families wanting a homely place to get-together.Garde "
Bellropes - Modern & spacious countryside retreat, perfect for large groups!
2 bedroom accommodation in Whitstable
Terrace/patio

2 bedroom accommodation in Whitstable

The price is HK$4,583
HK$4,583 total
includes taxes & fees
29 Aug - 30 Aug
2 bedroom accommodation in Whitstable
Japanese Tea House
Set amidst a serene garden, this building features a contemporary design with clean lines and large windows.

Japanese Tea House

Japanese Tea House
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
Sign in
Sign up, it's free

Top Southend-on-Sea Hotel Reviews

ORIDA Maidstone Hotel

ORIDA Maidstone Hotel

10/10 Excellent
"Lovely hotel, and a good price for the facilities. There was a wedding in the hotel, and I am pleased to say the late night music didnt travel. Good breakfast selection, being constantly replenished including GF options. Very handy as a stop off on the way to France. £6 overnight parking charge, but was very secure. I would stay here again"
Beverley 1-night trip
Posted 3 days ago
ORIDA Maidstone Hotel

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.