Sunset at Westcliff, near Southend-on-Sea, Essex, England, United Kingdom

Westcliff-on-Sea Vacation Rentals

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Our top choices for Westcliff-on-Sea vacation rentals

Green Cottages

Green Cottages
3.0 star property
Sittingbourne
10.0 out of 10, Exceptional, (12 reviews)
"A lovely cottage with everything we needed. "
United Kingdom
Nicholas
The price is CA $469
CA $562 total
includes taxes & fees
Jul 6 - Jul 7
Green Cottages

The Old Workshop

The Old Workshop
3.0 star property
Sittingbourne
The price is CA $1,669
CA $2,002 total
includes taxes & fees
Jul 6 - Jul 7
The Old Workshop

Brentwood Detached Bungalow With Garden Parking

Brentwood Detached Bungalow With Garden Parking
2.0 star property
Shenfield
The price is CA $1,215
CA $1,459 total
includes taxes & fees
Jun 28 - Jun 29
Brentwood Detached Bungalow With Garden Parking

Salvation View 2 Bed Apartment

Salvation View 2 Bed Apartment
2.0 star property
Benfleet
The price is CA $181
CA $263 total
includes taxes & fees
Jun 28 - Jun 29
Salvation View 2 Bed Apartment

Sunrise Haven Sleeps 7 With Parking

Sunrise Haven Sleeps 7 With Parking
3.5 star property
Gravesend
The price is CA $359
CA $629 total
includes taxes & fees
Jun 29 - Jun 30
Sunrise Haven Sleeps 7 With Parking

Hogwarts Bed and Continental Breakfast

Hogwarts Bed and Continental Breakfast
3.0 star property
Sheerness
9.4 out of 10, Exceptional, (121 reviews)
"The room was lovely. The people so friendly couldnt do enough for you absolutely amazing cant wait to go back there "
United Kingdom
Angela
The price is CA $103
CA $124 total
includes taxes & fees
Jun 29 - Jun 30
Hogwarts Bed and Continental Breakfast

Twynholm

Twynholm
3.0 star property
Sheerness
The price is CA $1,415
CA $1,698 total
includes taxes & fees
Jun 29 - Jun 30
Twynholm

Chelmsford Serviced Apartments

Chelmsford Serviced Apartments
5.0 star property
Chelmsford
9.6 out of 10, Exceptional, (55 reviews)
"Lovely apartment "
United Kingdom
Patricia
The price is CA $218
CA $261 total
includes taxes & fees
Jul 5 - Jul 6
Chelmsford Serviced Apartments

The Lower Bell

The Lower Bell
3.0 star property
Aylesford
8.0 out of 10, Very good, (151 reviews)
"Rooms are spotless, comfy bed, staff are lovely. Easy check in and out. "
United Kingdom
Eleanor
The price is CA $109
CA $131 total
includes taxes & fees
Jul 2 - Jul 3
The Lower Bell

Smallcroft

Smallcroft
3.0 star property
Whitstable
10.0 out of 10, Exceptional, (1 review)
The price is CA $944
CA $1,133 total
includes taxes & fees
Jul 17 - Jul 18
Smallcroft

Headland Barn

Headland Barn
3.0 star property
Maldon
The price is CA $2,502
CA $3,003 total
includes taxes & fees
Jul 7 - Jul 8
Headland Barn

Westgate Cottage

Westgate Cottage
3.0 star property
Sittingbourne
The price is CA $627
CA $627 total
includes taxes & fees
Jul 6 - Jul 7
Westgate Cottage

Mabel

Mabel
3.0 star property
Whitstable
The price is CA $612
CA $735 total
includes taxes & fees
Jul 15 - Jul 16
Mabel

Charming 4-bedroom House Rental in Basildon, UK

Charming 4-bedroom House Rental in Basildon, UK
2.0 star property
Basildon
The price is CA $296
CA $617 total
includes taxes & fees
Jun 30 - Jul 1
Charming 4-bedroom House Rental in Basildon, UK

Charming 2-bed Apartment in Brentwood Free Parking

Charming 2-bed Apartment in Brentwood Free Parking
3.0 star property
Brentwood Town Centre
The price is CA $276
CA $444 total
includes taxes & fees
Jun 28 - Jun 29
Charming 2-bed Apartment in Brentwood Free Parking

Curry Farm

Curry Farm
3.0 star property
Southminster
The price is CA $560
CA $672 total
includes taxes & fees
Jul 10 - Jul 11
Curry Farm

Fishermans Cottage

Fishermans Cottage
3.5 star property
Whitstable
The price is CA $797
CA $956 total
includes taxes & fees
Jun 29 - Jun 30
Fishermans Cottage

Sally

Sally
3.0 star property
Whitstable
10.0 out of 10, Exceptional, (3 reviews)
"Lovely property in a great location "
United Kingdom
Christina
The price is CA $604
CA $725 total
includes taxes & fees
Jul 6 - Jul 7
Sally

Staycations Maldon Suites

Staycations Maldon Suites
4.0 star property
Maldon
9.6 out of 10, Exceptional, (19 reviews)
"Very convenient location next to the car park close to where I was going on my short spring holiday. The rooms had a comfortable big bed and a lovely bath, separate shower and toilet. Thank you."
United Kingdom
Helen
The price is CA $195
CA $234 total
includes taxes & fees
Jul 9 - Jul 10
Staycations Maldon Suites

The View

The View
3.0 star property
Faversham
The price is CA $501
CA $601 total
includes taxes & fees
Jul 18 - Jul 19
The View
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Westcliff-on-Sea. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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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?

Spacious Island beach house. w/Hot Tub: Visitors like this Westcliff-on-Sea vacation home rental. It is located by the ocean and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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

With 12 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.