Photo by Paul Devall

Westcliff-on-Sea Holiday Rentals

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Our top choices for Westcliff-on-Sea holiday rentals

3.0 star property
9.4 out of 10, Exceptional, (114)
"This was a lovely place to stay! The breakfast was wonderful also."
Canada
Philip Raymond
The price is NZ$139
includes taxes & fees
22 Dec - 23 Dec
Hogwarts Bed and Continental Breakfast
3.0 star property
9.2 out of 10, Wonderful, (5)
"Easy check in, clean room, comfortable bed "
United Kingdom
Rachel
The price is NZ$166
includes taxes & fees
5 Jan - 6 Jan 2026
The Dairy - Seaside Couples Escape in Whitstable

Cottage in Whitstable

Smallcroft
3.0 star property
10.0 out of 10, Exceptional, (1)
The price is NZ$1,406
includes taxes & fees
29 Dec - 30 Dec
Smallcroft
7.0 out of 10, Good, (4)
"Very nice hotel. its very new and an excellent experience. Very friendly staff."
United Kingdom
steven
The price is NZ$128
includes taxes & fees
2 Jan - 3 Jan 2026
Palms Hotel & Retreat By Palette|Sta Double
The price is NZ$13,073
includes taxes & fees
22 Dec - 23 Dec
Joy Lane Mansion—Luxe Stay, Poolside Fun & Comfort

Apartment in Stanford-le-Hope

Amazing studio room in a beautiful house
2.0 star property
The price is NZ$149
includes taxes & fees
22 Dec - 23 Dec
Amazing studio room in a beautiful house

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 NZ$334
includes taxes & fees
22 Dec - 23 Dec
Chelmsford Serviced Apartments
9.2 out of 10, Wonderful, (5)
"The property was clean, in good working order with a good-sized communal space. Good access to beach and amenities. We had a lovely stay."
United Kingdom
Heidi H.
The price is NZ$325
includes taxes & fees
26 Dec - 27 Dec
Lighthouse Retreat - A stones throw from West Mersea beach
9.4 out of 10, Exceptional, (3)
"Good acsess to town"
United Kingdom
Sonya
The price is NZ$330
includes taxes & fees
29 Dec - 30 Dec
1 Bedroom apartment with a 5 minute walk into the town. Enclosed garden.
The price is NZ$339
includes taxes & fees
22 Dec - 23 Dec
The Brick Retreat In the heart of Leysdown-On-Sea

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 NZ$697
includes taxes & fees
3 Jan - 4 Jan 2026
Green Cottages
2.0 star property
The price is NZ$210
includes taxes & fees
22 Dec - 23 Dec
3 Bed Caravan - Sleeps 6 - Pets - Parking - Wifi

Cottage in Sittingbourne

Westgate Cottage
3.0 star property
The price is NZ$756
includes taxes & fees
29 Dec - 30 Dec
Westgate Cottage
10.0 out of 10, Exceptional, (1)
"Comfortable "
United Kingdom
Chris C.
The price is NZ$235
includes taxes & fees
22 Dec - 23 Dec
Charming Smart 1-bedroom apartment close to Sheerness beach/ WiFi and parking
10.0 out of 10, Exceptional, (7)
"Me and my partner stayed here for our anniversary over the weekend and it was everything we were expecting. It was a lovely little cabin with everything you need in it."
United Kingdom
Robert P.
Luxury Pod-Sleeps 2-Hot Tub-Pets-Garden
The price is NZ$10,458
includes taxes & fees
23 Dec - 24 Dec
Perfect Wedding/Event Location With 80-500 Capacity For A Memorable night!

Apartment in Rochester

Quantock Lodge 2
9.0 out of 10, Wonderful, (2)
"Comfortable (if hot!) flat in a good location easily accesible for stations and Rochester. Parking was challenging though!"
United Kingdom
Anonymous traveller
The price is NZ$223
includes taxes & fees
30 Dec - 31 Dec
Quantock Lodge 2
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 NZ$337
includes taxes & fees
1 Jan - 2 Jan 2026
Fantastic Large Room with free parking
2.0 star property
The price is NZ$3,781
includes taxes & fees
1 Jan - 2 Jan 2026
5 bedroom accommodation in Althorne
The price is NZ$424
includes taxes & fees
22 Dec - 23 Dec
Peaceful Family Home in Tilbury With Garden & Parking for 3 Cars
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 favorite 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 depends 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 NZ$128 per night. Entering your travel dates in the search wizard you might find 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 10 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.