A beach with a cloudy sky and a distant shoreline.

Westcliff-on-Sea Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Westcliff-on-Sea vacation rentals

1. Hogwarts Bed and Continental Breakfast

Hogwarts Bed and Continental Breakfast
3.0 star property
Sheerness
9.4 out of 10, Exceptional, (127 reviews)
"Lovely stay and great location. Easy check in and no complaints from us. I would stay here again."
United Kingdom
John
The price is CA $110
CA $132 total
includes taxes & fees
Nov 9 - Nov 10
Hogwarts Bed and Continental Breakfast

2. Pier View Self Catering Apartments

Pier View Self Catering Apartments
3.0 star property
Southend-on-Sea
The price is CA $191
CA $229 total
includes taxes & fees
Nov 30 - Dec 1
Pier View Self Catering Apartments

3. Coastal House Opposite Beach Sleeps 6 Pet Friendly

Coastal House Opposite Beach Sleeps 6 Pet Friendly
3.5 star property
Southend-on-Sea
The price is CA $220
CA $332 total
includes taxes & fees
Nov 10 - Nov 11
Coastal House Opposite Beach Sleeps 6 Pet Friendly

4. Salvation View 2 Bed Apartment

Salvation View 2 Bed Apartment
2.0 star property
Benfleet
8.0 out of 10, Very good, (1 review)
"Clean spacious flat although it's on a very busy main road. We booked it because of the garden but it was unusable because it was totally overgrown so nowhere to sit or stand. Another point I would like to make is that for safety we think there should be a hand rail on the stairs as they are quite steep and there is nothing to hold on to. Location is central to going places in the area."
United Kingdom
Jennifer
The price is CA $183
CA $265 total
includes taxes & fees
Nov 29 - Nov 30
Salvation View 2 Bed Apartment

5. Chelmsford Serviced Apartments

Chelmsford Serviced Apartments
5.0 star property
Chelmsford
9.8 out of 10, Exceptional, (61 reviews)
"Very handy location close to where we needed to be in Chelmsford. Certainly more room that a budget hotel wih everything you need, including safe parking."
United Kingdom
Paul
The price is CA $228
CA $274 total
includes taxes & fees
Nov 9 - Nov 10
Chelmsford Serviced Apartments

6. Estuary View

Estuary View
3.0 star property
Rochester
The price is CA $577
CA $693 total
includes taxes & fees
Nov 11 - Nov 12
Estuary View

7. Staycations Maldon Suites

Staycations Maldon Suites
4.0 star property
Maldon
9.2 out of 10, Wonderful, (20 reviews)
"Fantastic suite. Unique. Comfortable. Spacious. Has everything you'll need for short or longer term stays."
United Kingdom
Jonathon
The price is CA $167
CA $200 total
includes taxes & fees
Nov 9 - Nov 10
Staycations Maldon Suites

8. Apartment Sleeps 2 With Parking

Apartment Sleeps 2 With Parking
3.5 star property
Wickford
The price is CA $167
CA $201 total
includes taxes & fees
Nov 9 - Nov 10
Apartment Sleeps 2 With Parking

9. Luxurious 2 Bedroom Apartment With Free Parking

Luxurious 2 Bedroom Apartment With Free Parking
2.0 star property
Chelmsford
9.8 out of 10, Exceptional, (9 reviews)
"The host made the check in easy and was responsive to all our questions and issues. The apartment, facilities and utensils were spotless and in great condition. For a stay in Chelmsford, the location is an easy walk or drive to any and all destinations."
United States
Paul
The price is CA $219
CA $375 total
includes taxes & fees
Nov 9 - Nov 10
Luxurious 2 Bedroom Apartment With Free Parking

10. House Sleeps 6 With Wifi

House Sleeps 6 With Wifi
3.5 star property
Basildon
The price is CA $194
CA $346 total
includes taxes & fees
Dec 6 - Dec 7
House Sleeps 6 With Wifi

11. Green Cottages

Green Cottages
2.0 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 $472
CA $566 total
includes taxes & fees
Nov 22 - Nov 23
Green Cottages

12. Peaceful Cabin Retreat in Gillingham

Peaceful Cabin Retreat in Gillingham
3.0 star property
Gillingham
The price is CA $113
CA $192 total
includes taxes & fees
Nov 15 - Nov 16
Peaceful Cabin Retreat in Gillingham

13. The Lower Bell

The Lower Bell
3.0 star property
Aylesford
7.8 out of 10, Good, (157 reviews)
"Small clean well appointed room in outbuilding. Large free car park. Good WiFi. Friendly helpful staff. No food available on sight."
United Kingdom
John
The price is CA $110
CA $132 total
includes taxes & fees
Nov 9 - Nov 10
The Lower Bell

14. Comfortable Private Ensuite

Comfortable Private Ensuite
2.0 star property
Stanford-le-Hope
The price is CA $121
CA $146 total
includes taxes & fees
Nov 9 - Nov 10
Comfortable Private Ensuite

15. Luxurious One Bedroom Apartment in Bond Street

Luxurious One Bedroom Apartment in Bond Street
3.5 star property
Chelmsford
10.0 out of 10, Exceptional, (3 reviews)
The price is CA $171
CA $300 total
includes taxes & fees
Nov 9 - Nov 10
Luxurious One Bedroom Apartment in Bond Street

16. 493 Little Wakering Road

493 Little Wakering Road
3.5 star property
Southend-on-Sea
The price is CA $604
CA $725 total
includes taxes & fees
Nov 11 - Nov 12
493 Little Wakering Road

17. Parkway House

Parkway House
3.5 star property
Chelmsford
9.2 out of 10, Wonderful, (19 reviews)
"Very clean, comfortable bed and sofa, nice to have a desk. Kitchen mostly equipped, just needed to get a couple cleaning supplies and a tea pot! Would stay again."
United Kingdom
Christopher
The price is CA $171
CA $300 total
includes taxes & fees
Nov 9 - Nov 10
Parkway House

18. Charming 4-bed House in Chatham Free Parking

Charming 4-bed House in Chatham Free Parking
4.0 star property
Chatham
The price is CA $285
CA $477 total
includes taxes & fees
Nov 15 - Nov 16
Charming 4-bed House in Chatham Free Parking

19. Luxury Pod-sleeps 2-hot Tub-pets-garden

Luxury Pod-sleeps 2-hot Tub-pets-garden
3.0 star property
Sheerness
10.0 out of 10, Exceptional, (6 reviews)
"We absolutely loved our stay at the Honey Pod. Communication and instructions before arrival were wonderful and made everything so easy. The space itself is compact but has everything you need — a cozy kitchen/lounge area, comfortable bedroom, and clean bathroom. The wood burner hot tub in the garden was such a treat, perfect for relaxing under the stars. It’s beautifully secluded and feels like you’re tucked away in the middle of nowhere — peaceful, quiet, and magical. Highly recommend for...
United Kingdom
Michael
The price is CA $248
CA $276 total
includes taxes & fees
Nov 24 - Nov 25
Luxury Pod-sleeps 2-hot Tub-pets-garden

20. Garden Lodge - Sleeps 1 - Parking Available

Garden Lodge - Sleeps 1 - Parking Available
3.0 star property
Gravesend
The price is CA $94
CA $147 total
includes taxes & fees
Nov 12 - Nov 13
Garden Lodge - Sleeps 1 - Parking Available
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.
Save an average of 15% on thousands of hotels when you're signed in

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.

Explore a world of travel with Expedia

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?

Luxury Pod-sleeps 2-hot Tub-pets-garden: 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 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, Roots Hall Stadium and Genting Casino 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.