Westcliff-on-Sea Vacation Rentals

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Check prices for these dates

Tonight
Dec 21 - Dec 22
Tomorrow
Dec 22 - Dec 23
Next weekend
Dec 26 - Dec 28
In two weeks
Jan 2 - Jan 4

Our top choices for Westcliff-on-Sea vacation rentals

Exterior
Hogwarts Bed and Continental Breakfast

Cottage in Sheerness

Hogwarts Bed and Continental Breakfast
3.0 star property
9.2 out of 10, Wonderful, (115)
"This was a lovely place to stay! The breakfast was wonderful also."
Canada
Philip Raymond
The price is P3,928
P4,714 total
includes taxes & fees
Dec 22 - Dec 23
Hogwarts Bed and Continental Breakfast
Terrace/patio
The Dairy - Seaside Couples Escape in Whitstable

Cottage in Whitstable

The Dairy - Seaside Couples Escape in Whitstable
3.0 star property
9.2 out of 10, Wonderful, (5)
"Easy check in, clean room, comfortable bed "
United Kingdom
Rachel
The price is P3,138
P5,651 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Dairy - Seaside Couples Escape in Whitstable
Interior
Smallcroft

Cottage in Whitstable

Smallcroft
3.0 star property
10.0 out of 10, Exceptional, (1)
The price is P39,602
P47,523 total
includes taxes & fees
Dec 29 - Dec 30
Smallcroft
1 bedroom, iron/ironing board, rollaway beds, free WiFi
Chelmsford Serviced Apartments

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 P9,502
P11,402 total
includes taxes & fees
Dec 22 - Dec 23
Chelmsford Serviced Apartments
Miscellaneous
Green Cottages

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 P19,642
P23,571 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Green Cottages
Living area
3 Bed Caravan - Sleeps 6 - Pets - Parking - Wifi

Residence in Sheerness

3 Bed Caravan - Sleeps 6 - Pets - Parking - Wifi
2.0 star property
The price is P10,710
P10,710 total
includes taxes & fees
Dec 23 - Dec 24
3 Bed Caravan - Sleeps 6 - Pets - Parking - Wifi
Interior
Westgate Cottage

Cottage in Sittingbourne

Westgate Cottage
3.0 star property
The price is P25,565
P25,565 total
includes taxes & fees
Dec 29 - Dec 30
Westgate Cottage
Reception
Fantastic Large Room with free parking

Apartment in Chatham

Fantastic Large Room with free parking
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 P9,493
P11,392 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Fantastic Large Room with free parking
Laundry
Peaceful Family Home in Tilbury With Garden & Parking for 3 Cars

Vacation Home in Tilbury

Peaceful Family Home in Tilbury With Garden & Parking for 3 Cars
2.0 star property
The price is P12,068
P14,481 total
includes taxes & fees
Dec 22 - Dec 23
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

ORIDA Maidstone Hotel

ORIDA Maidstone Hotel

10/10 Excellent
"Good"
Felix 1-night trip
Posted 4 days ago
ORIDA Maidstone Hotel

Find out more about Westcliff-on-Sea

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

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

Frequently asked questions

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

Yes, we have vacation rentals close to top local attractions in Westcliff-on-Sea, or you can select a secluded option if you want a relaxing place to 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 theater scene and bars during your visit.

What's the top vacation rental in Westcliff-on-Sea?

Cosy Escape Heated Luxury pod and hot tub: Visitors like this Westcliff-on-Sea vacation home rental. It is located on the waterfront and has an outdoor pool, a private yard, 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 vacation rentals will I find in Westcliff-on-Sea?

With 10 Expedia vacation rentals, you're sure 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 vacation rentals like in Westcliff-on-Sea?

Vacation rentals are private properties you can reserve for several days or more in Westcliff-on-Sea. Vacation rentals offer amenities like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about cleanliness, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a great option for families.