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Westcliff-on-Sea Holiday Rentals

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Our top choices for Westcliff-on-Sea holiday rentals

3.5 star property
10.0 out of 10, Exceptional, (2)
The price is AU$297
includes taxes & fees
30 Dec - 31 Dec
Luxurious ONE Bedroom Apartment IN Bond Street

Apartment in Chelmsford

Chelmsford Serviced Apartments
5.0 star property
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 AU$289
includes taxes & fees
1 Jan - 2 Jan 2026
Chelmsford Serviced Apartments

Apartment in Rochester

Cozy Rochester Apartment Retreat
3.0 star property
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 AU$303
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy Rochester Apartment Retreat
2.0 star property
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 AU$291
includes taxes & fees
1 Jan - 2 Jan 2026
Fantastic Large Room with free parking

Cottage in Whitstable

Sally
3.0 star property
10.0 out of 10, Exceptional, (1)
The price is AU$758
includes taxes & fees
2 Jan - 3 Jan 2026
Sally
The price is AU$362
includes taxes & fees
31 Dec - 1 Jan 2026
Peaceful Family Home in Tilbury With Garden & Parking for 3 Cars

Apartment in Chelmsford

Parkway House
3.5 star property
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 AU$297
includes taxes & fees
30 Dec - 31 Dec
Parkway House
3.0 star property
8.8 out of 10, Excellent, (6)
"Easy check in, clean room, comfortable bed "
United Kingdom
Rachel
The price is AU$144
includes taxes & fees
5 Jan - 6 Jan 2026
The Dairy - Seaside Couples Escape in Whitstable

Cottage in Southend-on-Sea

493 Little Wakering Road
3.5 star property
The price is AU$685
includes taxes & fees
2 Jan - 3 Jan 2026
493 Little Wakering Road
3.0 star property
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 AU$121
includes taxes & fees
30 Dec - 31 Dec
Hogwarts Bed and Continental Breakfast
3.5 star property
The price is AU$540
includes taxes & fees
30 Dec - 31 Dec
Sunrise Haven in Kent 2 bed Apartment Sleeps 7

Cottage in Whitstable

Mabel
3.0 star property
The price is AU$787
includes taxes & fees
4 Jan - 5 Jan 2026
Mabel

Holiday Home in Whitstable

Fishermans Cottage
3.5 star property
The price is AU$998
includes taxes & fees
2 Jan - 3 Jan 2026
Fishermans Cottage

Cottage in Sittingbourne

Westgate Cottage
3.0 star property
The price is AU$654
includes taxes & fees
2 Jan - 3 Jan 2026
Westgate Cottage

Cottage in Faversham

The View
3.0 star property
The price is AU$627
includes taxes & fees
4 Jan - 5 Jan 2026
The View

Cottage in Sittingbourne

Green Cottages
3.0 star property
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 AU$603
includes taxes & fees
3 Jan - 4 Jan 2026
Green Cottages
2.0 star property
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 AU$378
includes taxes & fees
30 Dec - 31 Dec
Luxurious 2 Bedroom Apartment With Free Parking

Aparthotel in Maldon

Staycations Maldon Suites
4.0 star property
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 AU$231
includes taxes & fees
6 Jan - 7 Jan 2026
Staycations Maldon Suites
2.0 star property
The price is AU$271
includes taxes & fees
30 Dec - 31 Dec
3 Bed Caravan - Sleeps 6 - Pets - Parking - Wifi
3.0 star property
The price is AU$254
includes taxes & fees
30 Dec - 31 Dec
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

Find out more about Westcliff-on-Sea

Everything you need to know about Westcliff-on-Sea holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Westcliff-on-Sea holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Westcliff-on-Sea holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Westcliff-on-Sea holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Westcliff-on-Sea. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Westcliff-on-Sea holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Westcliff-on-Sea holiday rentals we have selected for you start as low as AU$111 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Westcliff-on-Sea rentals

At Expedia, we put the best Westcliff-on-Sea holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Westcliff-on-Sea rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Westcliff-on-Sea holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Westcliff-on-Sea. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 of 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.