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

Search Southend-on-Sea Cottage Rentals from CA $124

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

Our top choices for Southend-on-Sea cottages

1. 493 Little Wakering Road

493 Little Wakering Road
3.5 star property
Southend-on-Sea
The price is CA $549
CA $659 total
includes taxes & fees
Oct 23 - Oct 24
493 Little Wakering Road

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 CA $104
CA $124 total
includes taxes & fees
Oct 15 - Oct 16
Hogwarts Bed and Continental Breakfast

3. New! Amazing 4BR Cottage w/ SEA VIEW, Terrace & Parking - Near the beach!

New! Amazing 4BR Cottage w/ SEA VIEW, Terrace & Parking - Near the beach!
Southend-on-Sea
6.0 out of 10, (2 reviews)
"The host was pleasant and easily reachable. Good sea view from the property and walkable distance to the seafront. Cleaning arrangements needs to be improved. Kitchen and crockery wasn't clean enough. The cleaners were still cleaning the property after we arrived which was past our checkin time. And they started cleaning the property while we were away before the checkout. Microwave oven didn't work while we were there which was quite inconvenient."
United States
R S.
The price is CA $396
CA $452 total
includes taxes & fees
Oct 28 - Oct 29
New! Amazing 4BR Cottage w/ SEA VIEW, Terrace & Parking - Near the beach!

4. Estuary View

Estuary View
2.0 star property
Rochester
The price is CA $577
CA $692 total
includes taxes & fees
Nov 9 - Nov 10
Estuary View

5. Bright spacious house with hot tub close to all amenities.

Bright spacious house with hot tub close to all amenities.
Latchingdon, near Maldon
The price is CA $609
CA $609 total
includes taxes & fees
Nov 3 - Nov 4
Bright spacious house with hot tub close to all amenities.

6. Railway Cottage | Stylish Home - Central Whistable

Railway Cottage | Stylish Home - Central Whistable
Whitstable
10.0 out of 10, Exceptional, (6 reviews)
"We had a lovely weekend here and would definitely recommend."
United Kingdom
Antony C.
The price is CA $315
CA $462 total
includes taxes & fees
Oct 22 - Oct 23
Railway Cottage | Stylish Home - Central Whistable

7. Minutes from Whitstable beach and high street. Sleeps up to 6

Minutes from Whitstable beach and high street. Sleeps up to 6
Whitstable
10.0 out of 10, Exceptional, (13 reviews)
"Great comfy home and location, with a great host Thankyou "
United Kingdom
Janice M.
The price is CA $296
CA $380 total
includes taxes & fees
Oct 21 - Oct 22
Minutes from Whitstable beach and high street. Sleeps up to 6

8. Countryside Escape in Beautiful Cosy Cottage

Countryside Escape in Beautiful Cosy Cottage
Cobham
The price is CA $257
CA $402 total
includes taxes & fees
Oct 22 - Oct 23
Countryside Escape in Beautiful Cosy Cottage

9. The Cottage at Harple Farm

The Cottage at Harple Farm
Detling, near Maidstone
9.6 out of 10, Exceptional, (9 reviews)
"Lovely relaxing stay in Harple Cottage, beautiful location, lovely welcome pack. Lots of places to visit nearby."
United States
Lindsey Grant
The price is CA $439
CA $439 total
includes taxes & fees
Nov 8 - Nov 9
The Cottage at Harple Farm

10. 3 bedroom accommodation in Chelmsford

3 bedroom accommodation in Chelmsford
Chelmsford
9.4 out of 10, Exceptional, (3 reviews)
"A great base for visiting local gardens......Hyde Hall, Beth Chatto etc."
United Kingdom
John M.
The price is CA $522
CA $522 total
includes taxes & fees
Nov 13 - Nov 14
3 bedroom accommodation in Chelmsford

11. 2 bedroom accommodation in Wormshill

2 bedroom accommodation in Wormshill
Wormshill
9.8 out of 10, Exceptional, (12 reviews)
"Very nice house, clean, calm, comfortable ..."
France
Antoine T.
The price is CA $824
CA $824 total
includes taxes & fees
Oct 29 - Oct 30
2 bedroom accommodation in Wormshill

12. 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 CA $471
CA $565 total
includes taxes & fees
Oct 23 - Oct 24
Green Cottages

13. 2 bedroom accommodation in Peldon

2 bedroom accommodation in Peldon
Peldon
8.8 out of 10, Excellent, (3 reviews)
"Cracking property, lovely views , we really enjoyed our stay and would be happy to return and recommend."
United States
Hooper
The price is CA $854
CA $854 total
includes taxes & fees
Oct 19 - Oct 20
2 bedroom accommodation in Peldon

14. Watersmeet - 85 @ Park Avenue Holiday Village

Watersmeet - 85 @ Park Avenue Holiday Village
2.0 star property
Sheerness
The price is CA $548
CA $657 total
includes taxes & fees
Oct 18 - Oct 19
Watersmeet - 85 @ Park Avenue Holiday Village

15. 2 bedroom accommodation in Whitstable

2 bedroom accommodation in Whitstable
Whitstable
10.0 out of 10, Exceptional, (11 reviews)
"Excellent location with own parking space and immediate access to the high street and less than a 5 minutes walk to the seafront - Tankerton is another ten minutes along the seaside path. Cottage itself spotlessly clean - idea for a small family."
United States
Elizabeth Stevens
The price is CA $816
CA $816 total
includes taxes & fees
Oct 29 - Oct 30
2 bedroom accommodation in Whitstable

16. 1 bedroom accommodation in Herne Common, near Herne Bay

1 bedroom accommodation in Herne Common, near Herne Bay
Herne Common, near Herne Bay
10.0 out of 10, Exceptional, (6 reviews)
"Great place very well provided, clean tidy in excellent condition."
United States
Phil
The price is CA $628
CA $628 total
includes taxes & fees
Oct 29 - Oct 30
1 bedroom accommodation in Herne Common, near Herne Bay

17. The Telephone Exchange

The Telephone Exchange
Whitstable
9.0 out of 10, Wonderful, (2 reviews)
"Great locationAwkward entrance for low ground clearance cars"
United States
Alison Edwards
The price is CA $1,177
CA $1,177 total
includes taxes & fees
Oct 17 - Oct 18
The Telephone Exchange

18. 1 bedroom accommodation in Clacton-on-Sea

1 bedroom accommodation in Clacton-on-Sea
Clacton-on-Sea
10.0 out of 10, Exceptional, (2 reviews)
"A very cosy, comfortable place to stay to explore the surrounding area. Just a few minutes from beaches, local towns and historic places to explore. Lamb Barn had everything we needed for a week's stay and the owners were very helpful and approachable. As others have mentioned the noise from the road was the negative. Dog friendly with an enclosed garden and super dog bean bag that out wee dog loved."
United States
Rona Dodds
The price is CA $496
CA $496 total
includes taxes & fees
Oct 30 - Oct 31
1 bedroom accommodation in Clacton-on-Sea

19. Spacious family house close to beach and amenities.

Spacious family house close to beach and amenities.
Clacton on Sea
The price is CA $786
CA $786 total
includes taxes & fees
Nov 5 - Nov 6
Spacious family house close to beach and amenities.

20. 3 bedroom accommodation in Wormshill

3 bedroom accommodation in Wormshill
Wormshill
9.4 out of 10, Exceptional, (14 reviews)
"Very comfortable house, easy for 6 people, well equipped kitchen. Hospitable hosts. Is a barn so there's some spiders and flies. But overall great house. Quite area, lovely views."
United States
Raymond Vlasveld
The price is CA $1,227
CA $1,227 total
includes taxes & fees
Oct 31 - Nov 1
3 bedroom accommodation in Wormshill
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

Southend-on-Sea Cottages information

Number of reviews
222
Accommodation
357 Cottages
Lowest Price
CA $124
Highest Price
CA $1,227

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 vacay 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.

Explore a world of travel with Expedia