Southend-on-Sea Cottages

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

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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

Southend-on-Sea

includes taxes & fees

7 Nov - 8 Nov

A narrow alleyway with a door marked "Office" and a brick wall on one side.

2. Hogwarts Bed and Continental Breakfast

Sheerness

John

includes taxes & fees

4 Nov - 5 Nov

An outdoor patio with wooden tables and chairs, overlooking a body of water.

3. Estuary View

Rochester

includes taxes & fees

14 Nov - 15 Nov

A two-story house with a red roof, a small porch, and a visible garage door.

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

Latchingdon, near Maldon

includes taxes & fees

11 Nov - 12 Nov

A view through a window with a staircase leading to an outdoor area with palm trees and a green umbrella.

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

Whitstable

Joanne P.

includes taxes & fees

4 Nov - 5 Nov

A brick house with a wooden door and a small porch.

6. Countryside Escape in Beautiful Cosy Cottage

Cobham

includes taxes & fees

4 Nov - 5 Nov

A white two-story house with a front porch, a picket fence, and a gravel driveway.

7. 1 bedroom accommodation in Birch, near Colchester

Birch, near Colchester

Julie Harris

includes taxes & fees

4 Nov - 5 Nov

A white cottage with a tiled roof, a wooden gate, and a gravel path leading to the entrance.

8. The Cottage at Harple Farm

Detling, near Maidstone

Lindsey Grant

includes taxes & fees

28 Nov - 29 Nov

A white building with the sign 'The Cottage Little Channels.' It has a brick chimney, a small window, and a black gate.

9. 3 bedroom accommodation in Chelmsford

Chelmsford

John M.

includes taxes & fees

13 Nov - 14 Nov

An aerial view of a property with a long, narrow building with a sloped roof, surrounded by green fields and trees.

10. 2 bedroom accommodation in Wormshill

Wormshill

Antoine T.

includes taxes & fees

3 Dec - 4 Dec

A brick building with a glass door entrance, a wooden bench outside, and a sign reading 'Half Turn Cottage.'

11. 2 bedroom accommodation in Whitstable

Whitstable

Elizabeth Stevens

includes taxes & fees

17 Nov - 18 Nov

12. Green Cottages

Sittingbourne

Nicholas

includes taxes & fees

22 Nov - 23 Nov

A house with a red-tiled roof, a glass conservatory, and a patio with outdoor furniture.

13. Headland Barn

Maldon

includes taxes & fees

9 Nov - 10 Nov

A glass-enclosed outdoor seating area with wicker furniture and a view of a rural landscape.

14. 2 bedroom accommodation in Peldon

Peldon

Hooper

includes taxes & fees

26 Nov - 27 Nov

A wooden house with a red-tiled roof, a glass door, and a small porch.

15. 1 bedroom accommodation in Clacton-on-Sea

Clacton-on-Sea

"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."

Rona Dodds

includes taxes & fees

11 Nov - 12 Nov

A brick house with a black picket fence, a white door, and a window.

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

Herne Common, near Herne Bay

Phil

includes taxes & fees

5 Nov - 6 Nov

A residential property with a brick exterior, a glass conservatory, and a well-maintained lawn.

17. Spacious family house close to beach and amenities.

Clacton on Sea

includes taxes & fees

5 Nov - 6 Nov

A two-story brick house with a white picket fence, a green door, and a chimney.

18. 1 bedroom accommodation in Birch, near Colchester

Birch, near Colchester

David R.

includes taxes & fees

4 Nov - 5 Nov

A wooden building with a large window and brick walls.

19. 3 bedroom accommodation in Wormshill

Wormshill

Raymond Vlasveld

includes taxes & fees

19 Nov - 20 Nov

A house with a black fence, a sign labeled 'Oak,' and a garden with rocks and plants.

20. 1 bedroom accommodation in Herne Common, near Herne Bay

Herne Common, near Herne Bay

Mark Howard

includes taxes & fees

8 Nov - 9 Nov

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Top Southend-on-Sea Hotel Reviews

Holiday Inn Southend by IHG

10/10 Excellent

"Nothing to complain about. The staff went over and beyond to be accommodating & help or assist you. Perfect weekend away."

Luxury Pod-sleeps 2-hot Tub-pets-garden

10/10 Excellent

"We absolutely loved our stay at the Honey Pod. Communication and instructions before arrival were wonderful and made everything so easy. The space itself is compact but has everything you need — a cozy kitchen/lounge area, comfortable bedroom, and clean bathroom. The wood burner hot tub in the garden was such a treat, perfect for relaxing under the stars. It’s beautifully secluded and feels like you’re tucked away in the middle of nowhere — peaceful, quiet, and magical. Highly recommend for anyone looking to unwind and escape! "

Find out more about Southend-on-Sea

Southend-on-Sea Cottages information

Number of reviews	220
Accommodation	360 Cottages
Lowest Price	€84
Highest Price	€2,107

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.

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Things to do in Southend-on-Sea

Search Cottages in Southend-on-Sea

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Southend-on-Sea cottages

1. 493 Little Wakering Road

2. Hogwarts Bed and Continental Breakfast

3. Estuary View

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

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

6. Countryside Escape in Beautiful Cosy Cottage

7. 1 bedroom accommodation in Birch, near Colchester

8. The Cottage at Harple Farm

9. 3 bedroom accommodation in Chelmsford

10. 2 bedroom accommodation in Wormshill

11. 2 bedroom accommodation in Whitstable

12. Green Cottages

13. Headland Barn

14. 2 bedroom accommodation in Peldon

15. 1 bedroom accommodation in Clacton-on-Sea

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

17. Spacious family house close to beach and amenities.

18. 1 bedroom accommodation in Birch, near Colchester

19. 3 bedroom accommodation in Wormshill

20. 1 bedroom accommodation in Herne Common, near Herne Bay

Find holiday rentals that suit your style

Top Southend-on-Sea Hotel Reviews

Holiday Inn Southend by IHG

Find out more about Southend-on-Sea

Southend-on-Sea Cottages information

Frequently asked questions

Explore a world of travel with Expedia