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Westcliff-on-Sea Holiday Rentals

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Our top choices for Westcliff-on-Sea holiday 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 NZ$167
includes taxes & fees
12 Nov - 13 Nov
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 NZ$290
includes taxes & fees
30 Nov - 1 Dec
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 NZ$399
includes taxes & fees
22 Nov - 23 Nov
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 NZ$336
includes taxes & fees
29 Nov - 30 Nov
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 NZ$343
includes taxes & fees
15 Nov - 16 Nov
Chelmsford Serviced Apartments

6. Estuary View

Estuary View
3.0 star property
Rochester
The price is NZ$876
includes taxes & fees
14 Nov - 15 Nov
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 NZ$298
includes taxes & fees
15 Nov - 16 Nov
Staycations Maldon Suites

8. Wickford Apartment Sleeps 2 - Street Parking

Wickford Apartment Sleeps 2 - Street Parking
3.5 star property
Wickford
The price is NZ$254
includes taxes & fees
12 Nov - 13 Nov
Wickford Apartment Sleeps 2 - Street 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 NZ$475
includes taxes & fees
17 Nov - 18 Nov
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 NZ$438
includes taxes & fees
6 Dec - 7 Dec
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 NZ$716
includes taxes & fees
22 Nov - 23 Nov
Green Cottages

12. Peaceful Cabin Retreat in Gillingham

Peaceful Cabin Retreat in Gillingham
3.0 star property
Gillingham
The price is NZ$248
includes taxes & fees
29 Nov - 30 Nov
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 NZ$167
includes taxes & fees
12 Nov - 13 Nov
The Lower Bell

14. Comfortable Private Ensuite

Comfortable Private Ensuite
2.0 star property
Stanford-le-Hope
The price is NZ$184
includes taxes & fees
19 Nov - 20 Nov
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 NZ$379
includes taxes & fees
15 Nov - 16 Nov
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 NZ$917
includes taxes & fees
14 Nov - 15 Nov
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 NZ$379
includes taxes & fees
12 Nov - 13 Nov
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 NZ$559
includes taxes & fees
10 Dec - 11 Dec
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 NZ$388
includes taxes & fees
12 Nov - 13 Nov
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 NZ$186
includes taxes & fees
12 Nov - 13 Nov
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.
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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 holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Westcliff-on-Sea holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Westcliff-on-Sea. 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 Westcliff-on-Sea. 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 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 holiday 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 Westcliff-on-Sea short-term rentals, that won’t be hard to do.

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?

Luxury Pod-sleeps 2-hot Tub-pets-garden: 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 12 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, Roots Hall Stadium and Genting Casino 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.