Westcliff-on-Sea Vacation Rentals

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Check prices for these dates

In two weeks
16 Jan - 18 Jan
In two months
27 Feb - 1 Mar
In three months
27 Mar - 29 Mar
In four months
24 Apr - 26 Apr

Our top choices for Westcliff-on-Sea holiday rentals

Lounge
Luxurious ONE Bedroom Apartment IN Bond Street

Luxurious ONE Bedroom Apartment IN Bond Street

Luxurious ONE Bedroom Apartment IN Bond Street
3.5 star property
Chelmsford
10.0 out of 10, Exceptional, (2)
The price is RM495
RM758 total
includes taxes & fees
14 Jan - 15 Jan 2026
Luxurious ONE Bedroom Apartment IN Bond Street
1 bedroom, iron/ironing board, rollaway beds, free WiFi
Chelmsford Serviced Apartments

Chelmsford Serviced Apartments

Chelmsford Serviced Apartments
5.0 star property
Chelmsford
9.6 out of 10, Exceptional, (53)
"Nothing negative to say - location & cleanliness all superb. Code system for doors worked well & parking useful "
United Kingdom
stephen
The price is RM589
RM707 total
includes taxes & fees
3 Jan - 4 Jan 2026
Chelmsford Serviced Apartments
Living area
Cozy Rochester Apartment Retreat

Cozy Rochester Apartment Retreat

Cozy Rochester Apartment Retreat
3.0 star property
Rochester
8.8 out of 10, Excellent, (3)
"We had a lovely weekend stay at this apartment. It was spotlessly clean, modern and very comfortable-perfect for a relaxing getaway. The kitchen was well-equipped, the beds were cosy and the whole place had a fresh, welcoming feel. The only small thing we noticed was that there weren’t many mirrors, which would have been handy-but that didn’t take away from the overall great experience. Would definitely stay again! "
United Kingdom
Sheniz
The price is RM584
RM832 total
includes taxes & fees
8 Jan - 9 Jan 2026
Cozy Rochester Apartment Retreat
Reception
Fantastic Large Room with free parking

Fantastic Large Room with free parking

Fantastic Large Room with free parking
2.0 star property
Chatham
8.0 out of 10, Very good, (1)
"House is good comfortable stay, however parking is difficult and is located in a less desired area."
United Kingdom
Scott
The price is RM662
RM795 total
includes taxes & fees
1 Jan - 2 Jan 2026
Fantastic Large Room with free parking
Fridge, dishwasher, electric kettle, toaster
Sally

Sally

Sally
3.0 star property
Whitstable
10.0 out of 10, Exceptional, (1)
The price is RM1,724
RM2,069 total
includes taxes & fees
3 Jan - 4 Jan 2026
Sally
Laundry
Peaceful Family Home in Tilbury With Garden & Parking for 3 Cars

Peaceful Family Home in Tilbury With Garden & Parking for 3 Cars

Peaceful Family Home in Tilbury With Garden & Parking for 3 Cars
2.0 star property
Tilbury
The price is RM838
RM1,006 total
includes taxes & fees
5 Jan - 6 Jan 2026
Peaceful Family Home in Tilbury With Garden & Parking for 3 Cars
Shared kitchen
Parkway House

Parkway House

Parkway House
3.5 star property
Chelmsford
9.6 out of 10, Exceptional, (17)
"The apartment was clean, fresh and very cosy. Its like home away from home. Everything was in place, and in working orders. "
United Kingdom
Miss Sophia P C
The price is RM495
RM758 total
includes taxes & fees
14 Jan - 15 Jan 2026
Parkway House
Terrace/patio
The Dairy - Seaside Couples Escape in Whitstable

The Dairy - Seaside Couples Escape in Whitstable

The Dairy - Seaside Couples Escape in Whitstable
3.0 star property
Whitstable
8.8 out of 10, Excellent, (6)
"Easy check in, clean room, comfortable bed "
United Kingdom
Rachel
The price is RM219
RM394 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Dairy - Seaside Couples Escape in Whitstable
Interior
493 Little Wakering Road

493 Little Wakering Road

493 Little Wakering Road
3.5 star property
Southend-on-Sea
The price is RM1,556
RM1,868 total
includes taxes & fees
3 Jan - 4 Jan 2026
493 Little Wakering Road
Exterior
Hogwarts Bed and Continental Breakfast

Hogwarts Bed and Continental Breakfast

Hogwarts Bed and Continental Breakfast
3.0 star property
Sheerness
9.2 out of 10, Wonderful, (116)
"This was a lovely place to stay! The breakfast was wonderful also."
Canada
Philip Raymond
The price is RM320
RM384 total
includes taxes & fees
1 Jan - 2 Jan 2026
Hogwarts Bed and Continental Breakfast
2 bedrooms, free WiFi, bed sheets
Sunrise Haven in Kent 2 bed Apartment Sleeps 7

Sunrise Haven in Kent 2 bed Apartment Sleeps 7

Sunrise Haven in Kent 2 bed Apartment Sleeps 7
3.5 star property
Gravesend
The price is RM752
RM1,481 total
includes taxes & fees
1 Jan - 2 Jan 2026
Sunrise Haven in Kent 2 bed Apartment Sleeps 7
Fridge, dishwasher, electric kettle, toaster
Mabel

Mabel

Mabel
3.0 star property
Whitstable
The price is RM1,780
RM2,136 total
includes taxes & fees
11 Jan - 12 Jan 2026
Mabel
Dining
Fishermans Cottage

Fishermans Cottage

Fishermans Cottage
3.5 star property
Whitstable
The price is RM2,269
RM2,723 total
includes taxes & fees
3 Jan - 4 Jan 2026
Fishermans Cottage
Interior
Westgate Cottage

Westgate Cottage

Westgate Cottage
3.0 star property
Sittingbourne
Westgate Cottage
Property grounds
The View

The View

The View
3.0 star property
Faversham
The price is RM1,426
RM1,711 total
includes taxes & fees
3 Jan - 4 Jan 2026
The View
Miscellaneous
Green Cottages

Green Cottages

Green Cottages
3.0 star property
Sittingbourne
10.0 out of 10, Exceptional, (11)
"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."
United Kingdom
Matthew
The price is RM1,363
RM1,636 total
includes taxes & fees
29 Jan - 30 Jan 2026
Green Cottages
2 bedrooms
Luxurious 2 Bedroom Apartment With Free Parking

Luxurious 2 Bedroom Apartment With Free Parking

Luxurious 2 Bedroom Apartment With Free Parking
2.0 star property
Chelmsford
9.8 out of 10, Exceptional, (6)
"Only stayed for one night but thoroughly enjoyed it and would definitely stay again. "
United Kingdom
Gillian
The price is RM632
RM1,025 total
includes taxes & fees
14 Jan - 15 Jan 2026
Luxurious 2 Bedroom Apartment With Free Parking
Exterior
Staycations Maldon Suites

Staycations Maldon Suites

Staycations Maldon Suites
4.0 star property
Maldon
9.4 out of 10, Exceptional, (14)
"The place was huge the value wonderful parking right out back great people food, just walk everywhere myself wife and daughter came all the way from the USA and couldn't have ask for better."
United States
Hunter
The price is RM525
RM630 total
includes taxes & fees
6 Jan - 7 Jan 2026
Staycations Maldon Suites
Living area
3 Bed Caravan - Sleeps 6 - Pets - Parking - Wifi

3 Bed Caravan - Sleeps 6 - Pets - Parking - Wifi

3 Bed Caravan - Sleeps 6 - Pets - Parking - Wifi
2.0 star property
Sheerness
3 Bed Caravan - Sleeps 6 - Pets - Parking - Wifi
Pool
Hidden Treasure- 2 Beds Sleeps 3 Gillingham

Hidden Treasure- 2 Beds Sleeps 3 Gillingham

Hidden Treasure- 2 Beds Sleeps 3 Gillingham
3.0 star property
Gillingham
The price is RM690
RM690 total
includes taxes & fees
7 Jan - 8 Jan 2026
Hidden Treasure- 2 Beds Sleeps 3 Gillingham
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 Westcliff-on-Sea Hotel Reviews

Holiday Inn Southend by IHG

Holiday Inn Southend by IHG

10/10 Excellent
"Friendly and courteous staff, room clean and spacious. Breakfast was good and enjoyed looking out onto the runway. Hotel modern , stylish and very clean. Will definitely stay again. "
Sandra 3-night trip
Posted 4 days ago
Holiday Inn Southend by IHG

Find out more about Westcliff-on-Sea

Search for holiday rentals in Westcliff-on-Sea on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Westcliff-on-Sea using one of the methods below:

  • View our selection of featured holiday rentals in Westcliff-on-Sea
  • Use the map to find apartments and other holiday homes in the Westcliff-on-Sea neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Westcliff-on-Sea while they last

Look no further and take a look at our great range of rental properties in Westcliff-on-Sea!

Frequently asked questions

Can I find holiday rentals in Westcliff-on-Sea?

Yes, there are holiday rentals close to the most popular sights in Westcliff-on-Sea, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Westcliff-on-Sea speak positively about the scenic seaside and top-notch restaurants in this destination. Allow plenty of time to check out the theatre scene and bars during your visit.

What are some of the best holiday rentals that Westcliff-on-Sea has to offer?

Cosy Escape Heated Luxury pod and hot tub: This holiday home rental outside Westcliff-on-Sea is located on the waterfront, and has an outdoor pool, a private garden and free WiFi to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and an electric kettle.

How many holiday rentals will I find in Westcliff-on-Sea?

With 8 Expedia holiday rentals, you're guaranteed to find just the right place for your Westcliff-on-Sea stay.

What can I see and do in Westcliff-on-Sea?

Cultural attractions include Cliffs Pavilion and Palace Theatre, whereas Chalkwell Beach and Southend Cliff Gardens are a couple of picturesque spots to enjoy the outdoors. While here, Genting Casino and Roots Hall Stadium are other places worth a visit.

What are holiday rentals like in Westcliff-on-Sea?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Westcliff-on-Sea. Holiday rentals feature extras like laundry facilities and kitchens so you'll have everything you want. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from shared hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for families.