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

Search Southend-on-Sea Cottage Rentals from CA $123

  • 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 $544
CA $653 total
includes taxes & fees
Sep 21 - Sep 22
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 $103
CA $123 total
includes taxes & fees
Sep 10 - Sep 11
Hogwarts Bed and Continental Breakfast

3. Estuary View

Estuary View
2.0 star property
Rochester
The price is CA $571
CA $685 total
includes taxes & fees
Oct 2 - Oct 3
Estuary View

4. Country Cottage with moat

Country Cottage with moat
Ingatestone
10.0 out of 10, Exceptional, (2 reviews)
"Absolutely beautiful inside and out. Was perfect for what we needed. Peaceful and very comfortable. Definitely would stay again."
United Kingdom
keeley
The price is CA $233
CA $263 total
includes taxes & fees
Sep 30 - Oct 1
Country Cottage with moat

5. The School House Cottage

The School House Cottage
Bradwell-on-Sea
The School House Cottage

6. Two minutes from beach. Cosy pet-friendly cottage in cool location with garden.

Two minutes from beach. Cosy pet-friendly cottage in cool location with garden.
Whitstable
9.6 out of 10, Exceptional, (13 reviews)
"Would definitely recommend it. Ideally located for beach shops pubs restaurants. The cottage had everything we needed. "
United Kingdom
Valerie R.
The price is CA $254
CA $398 total
includes taxes & fees
Sep 14 - Sep 15
Two minutes from beach. Cosy pet-friendly cottage in cool location with garden.

7. Countryside Escape in Beautiful Cosy Cottage

Countryside Escape in Beautiful Cosy Cottage
Cobham
The price is CA $159
CA $284 total
includes taxes & fees
Sep 10 - Sep 11
Countryside Escape in Beautiful Cosy Cottage

8. 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 $525
CA $525 total
includes taxes & fees
Oct 4 - Oct 5
The Cottage at Harple Farm

9. MegaPod 2 at Lee Wick Farm Glamping

MegaPod 2 at Lee Wick Farm Glamping
Clacton on Sea
The price is CA $222
CA $222 total
includes taxes & fees
Sep 11 - Sep 12
MegaPod 2 at Lee Wick Farm Glamping

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 $573
CA $573 total
includes taxes & fees
Sep 27 - Sep 28
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 $995
CA $995 total
includes taxes & fees
Sep 24 - Sep 25
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 $467
CA $560 total
includes taxes & fees
Sep 12 - Sep 13
Green Cottages

13. Watersmeet - 85 @ Park Avenue Holiday Village

Watersmeet - 85 @ Park Avenue Holiday Village
2.0 star property
Sheerness
The price is CA $543
CA $651 total
includes taxes & fees
Sep 14 - Sep 15
Watersmeet - 85 @ Park Avenue Holiday Village

14. 2 bedroom accommodation in Whitstable

2 bedroom accommodation in Whitstable
Whitstable
The price is CA $603
CA $603 total
includes taxes & fees
Sep 26 - Sep 27
2 bedroom accommodation in Whitstable

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 $879
CA $879 total
includes taxes & fees
Oct 1 - Oct 2
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 $659
CA $659 total
includes taxes & fees
Sep 24 - Sep 25
1 bedroom accommodation in Herne Common, near Herne Bay

17. 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 $930
CA $930 total
includes taxes & fees
Oct 3 - Oct 4
2 bedroom accommodation in Peldon

18. 3 bedroom accommodation in Brightlingsea

3 bedroom accommodation in Brightlingsea
Brightlingsea
6.0 out of 10, (2 reviews)
"A lovely, comfortable, well equipped, cottage. A perfect location, with plenty to do. Lots of useful info and recommendations from Jo, the owner. Lovely walks with the dog...a co-op just seconds away in case you forgot something. We had a gorgeous Sunday roast at the Yachtsmans Arms...Maggie, my hungry springer, was welcomed too and even got her own lunch! I totally recommend a trip here..."
United Kingdom
Anonymous traveller
The price is CA $435
CA $435 total
includes taxes & fees
Sep 24 - Sep 25
3 bedroom accommodation in Brightlingsea

19. Armadilla 1 at Lee Wick Farm - cozy glamping for 2 adults with optional hot tub

Armadilla 1 at Lee Wick Farm - cozy glamping for 2 adults with optional hot tub
Clacton on Sea
The price is CA $222
CA $222 total
includes taxes & fees
Sep 15 - Sep 16
Armadilla 1 at Lee Wick Farm - cozy glamping for 2 adults with optional hot tub

20. Lushna Petite 6 at Lee Wick Farm Glamping

Lushna Petite 6 at Lee Wick Farm Glamping
Clacton on Sea
The price is CA $222
CA $222 total
includes taxes & fees
Sep 15 - Sep 16
Lushna Petite 6 at Lee Wick Farm Glamping
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
200
Accommodation
361 Cottages
Lowest Price
CA $123
Highest Price
CA $995

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