Westcliff-on-Sea Vacation Rentals

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Our top choices for Westcliff-on-Sea holiday rentals

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 RM1,370
RM1,644 total
includes taxes & fees
5 Jan - 6 Jan 2026
Green Cottages

Chelmsford Serviced Apartments

5.0 star property
Chelmsford
9.6 out of 10, Exceptional, (52)
"Faultless! Can highly recommend. Lovely bonus to have breakfast and bits and pieces supplied such as coffee etc"
United Kingdom
Lee
The price is RM663
RM795 total
includes taxes & fees
18 Dec - 19 Dec
Chelmsford Serviced Apartments

Smallcroft

3.0 star property
Whitstable
10.0 out of 10, Exceptional, (1)
The price is RM1,628
RM1,953 total
includes taxes & fees
13 Dec - 14 Dec
Smallcroft

Cosy Escape Heated Luxury pod and hot tub

3.0 star property
Sheerness
10.0 out of 10, Exceptional, (6)
The price is RM827
RM827 total
includes taxes & fees
17 Dec - 18 Dec
Cosy Escape Heated Luxury pod and hot tub

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 RM663
RM795 total
includes taxes & fees
1 Jan - 2 Jan 2026
Fantastic Large Room with free parking

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

2.0 star property
Tilbury
The price is RM840
RM1,008 total
includes taxes & fees
17 Dec - 18 Dec
Peaceful Family Home in Tilbury With Garden & Parking for 3 Cars

Hogwarts Bed and Continental Breakfast

3.0 star property
Sheerness
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 RM274
RM329 total
includes taxes & fees
14 Dec - 15 Dec
Hogwarts Bed and Continental Breakfast

Sally

3.0 star property
Whitstable
10.0 out of 10, Exceptional, (1)
The price is RM1,690
RM2,028 total
includes taxes & fees
19 Dec - 20 Dec
Sally

The Dairy - Seaside Couples Escape in Whitstable

3.0 star property
Whitstable
9.2 out of 10, Wonderful, (5)
"Easy check in, clean room, comfortable bed "
United Kingdom
Rachel
The price is RM316
RM511 total
includes taxes & fees
11 Dec - 12 Dec
The Dairy - Seaside Couples Escape in Whitstable

Home Like Yours In Grays, Essex

2.0 star property
Aveley
Home Like Yours In Grays, Essex

Luxurious ONE Bedroom Apartment IN Bond Street

3.5 star property
Chelmsford
10.0 out of 10, Exceptional, (2)
The price is RM603
RM888 total
includes taxes & fees
14 Dec - 15 Dec
Luxurious ONE Bedroom Apartment IN Bond Street

Westgate Cottage

3.0 star property
Sittingbourne
The price is RM1,748
RM1,748 total
includes taxes & fees
15 Dec - 16 Dec
Westgate Cottage

Cosy Escape Heated Luxury pod With hot tub

3.0 star property
Sheerness
9.8 out of 10, Exceptional, (7)
"Lovely place to stay ,very private with own garden and hot tub ,well equipped with everything you need ,plenty of room for 2 people ,easy to find ,host was quick to respond with any queries, highly recommend 😊"
United Kingdom
Tracey
The price is RM737
RM885 total
includes taxes & fees
10 Dec - 11 Dec
Cosy Escape Heated Luxury pod With hot tub

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 RM635
RM1,030 total
includes taxes & fees
21 Dec - 22 Dec
Luxurious 2 Bedroom Apartment With Free Parking

Mabel

3.0 star property
Whitstable
The price is RM1,754
RM2,105 total
includes taxes & fees
7 Jan - 8 Jan 2026
Mabel

Stunning Modern Apartment in Rochester, England

3.0 star property
Rochester
9.0 out of 10, Wonderful, (9)
"Nice space & location "
United Kingdom
Asim
The price is RM882
RM987 total
includes taxes & fees
24 Dec - 25 Dec
Stunning Modern Apartment in Rochester, England

493 Little Wakering Road

3.5 star property
Southend-on-Sea
The price is RM1,525
RM1,831 total
includes taxes & fees
22 Dec - 23 Dec
493 Little Wakering Road

The View

3.0 star property
Faversham
The price is RM1,398
RM1,677 total
includes taxes & fees
22 Dec - 23 Dec
The View

Fishermans Cottage

3.5 star property
Whitstable
The price is RM2,226
RM2,672 total
includes taxes & fees
14 Dec - 15 Dec
Fishermans Cottage

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 RM603
RM888 total
includes taxes & fees
14 Dec - 15 Dec
Parkway House
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

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:

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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 Southend Cliff Gardens and Chalkwell Beach 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.