Photo by Paul Devall

Westcliff-on-Sea Vacation Rentals

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Vacation Rentals in Westcliff-on-Sea

View from property
Entire property in Southend & Luxury Jacuzzi Pool, Wi-fi, Parking
Entire property in Southend & Luxury Jacuzzi Pool, Wi-fi, Parking
Deluxe Suite, Ensuite, Courtyard View
The Lower Bell
3.0 star property
7.8 out of 10, Good, (120)
"Had to leave the key for the room in the door, as the main building was locked up when I left. Not a big drama though"
The price is CA $101
CA $121 total
includes taxes & fees
May 23 - May 24
The Lower Bell
Apartment | Balcony
Romantic Escape Luxury Hobbit House With Hot Tub!
3.0 star property
10.0 out of 10, Exceptional, (5)
Romantic Escape Luxury Hobbit House With Hot Tub!
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Exterior
Hogwarts Bed and Continental Breakfast
3.0 star property
9.2 out of 10, Wonderful, (90)
"The property was very clean and tidy. The Continental Breakfast provided was varied, plentiful and fresh. We only met the owner, Rosie and one other member of staff called Linda. Both were very welcoming, nice, friendly and helpful. Unfortunately we didn’t really have time to investigate the area as our stay there had been for the purpose of visiting friends who we had met on previous holidays abroad and to attend their daughter’s wedding. We wouldn’t hesitate to book to stay at Hogwarts again...
The price is CA $99
CA $119 total
includes taxes & fees
May 22 - May 23
Hogwarts Bed and Continental Breakfast
Living area
Cosy Fisherman’s Cottage, minutes from High Street, Harbour & Beach
10.0 out of 10, Exceptional, (52)
"We will be back! It was perfect for the longbweekend and wonderfully positioned."
Cosy Fisherman’s Cottage, minutes from High Street, Harbour & Beach
Fridge, microwave, oven, stovetop
Lady Florence, Maidstone a Unique River Boat with Castle Views
9.4 out of 10, Exceptional, (3)
"The lady Florence is in such an amazing tranquil location with very beautiful design as well well equipped. We had a wonderful time and not to mention the lovely host who was very helpful. Thank you so much!"
Lady Florence, Maidstone a Unique River Boat with Castle Views
Exterior
Staycations Maldon Suites
4.0 star property
10.0 out of 10, Exceptional, (3)
"Such a beautiful property, Host was brilliant Will definitely book again "
The price is CA $195
CA $234 total
includes taxes & fees
May 27 - May 28
Staycations Maldon Suites
Iron/ironing board, rollaway beds, free WiFi
Chelmsford Serviced Apartments
5.0 star property
9.8 out of 10, Exceptional, (45)
"Really nice, spacious apartment. Comfortable bed. Excellent communication, even when i had a small issue getting into the apartment. They had me sorted within a couple of minutes."
The price is CA $190
CA $229 total
includes taxes & fees
May 23 - May 24
Chelmsford Serviced Apartments
Outdoor dining
Beach Retreat - the perfect seaside escape.
10.0 out of 10, Exceptional, (92)
"Great views both sides of this very comfortable chalet home."
Beach Retreat - the perfect seaside escape.
Apartment (2 Bedrooms) | Private kitchen
Pilgrim's Lookout Whitstable Holiday Home
3.0 star property
Pilgrim's Lookout Whitstable Holiday Home
Paper towels
2 Double rooms with 1 ensuite and 1 separate bathrooms plus kitchen and lounge.
6.0 out of 10, (1)
"Beautiful apartment, lovely decor and well equipped."
The price is CA $112
CA $140 total
includes taxes & fees
May 24 - May 25
2 Double rooms with 1 ensuite and 1 separate bathrooms plus kitchen and lounge.
Interior
Ultra modern 3 story Town house in the centre of Whitstable town , with parking.
9.6 out of 10, Exceptional, (4)
"Amazing location, never used our car as could walk everywhere. Massive main bedroom and nice lounge. Good kitchen and internal courtyard. Excellent communication with the host, thank you."
Ultra modern 3 story Town house in the centre of Whitstable town , with parking.
House | Private kitchen
Beautiful Cottage in Central Whitstable
10.0 out of 10, Exceptional, (1)
"Beautiful cottage, extremely clean and with plenty of facilities… also the bed was really comfortable. Great location in Whitstable!! "
Beautiful Cottage in Central Whitstable
Private kitchen
2 Bedroom Chalet Isle of sheppey Holiday Village
2 Bedroom Chalet Isle of sheppey Holiday Village
Exterior
Country Manor House with indoor pool and hot tub
8.8 out of 10, Excellent, (6)
"We had a lovely stay at Higham Manor. The property is spacious with a great pool and hot tub. We had 3 generations of our family and a dog and everyone enjoyed themselves. The property is a quirky mix of shabby chic and gothic. With everything we needed for our stay. Lots of parking and no stress at checkin or checkout. Would definitely recommend this house."
Country Manor House with indoor pool and hot tub
Apartment | Beach
Beautiful 2-bed Holiday Home
10.0 out of 10, Exceptional, (1)
Beautiful 2-bed Holiday Home
Fridge, microwave, stovetop, cookware/dishes/utensils
Quiet Hideout
2.0 out of 10, (1)
"The host mixed up with the order and said cannot let us stay in the very last minute."
The price is CA $169
CA $197 total
includes taxes & fees
May 24 - May 25
Quiet Hideout
Fridge, microwave, oven, stovetop
Beautiful period fisherman's cottage
10.0 out of 10, Exceptional, (3)
"Lovely old cottage, furnished well with a nice kitchen having everything you need for eating in (except for a sieve or collander). Clay tiles on ground floor make the floor cold so bring slippers in low season. Some very low beams so tall people beware. Couldn't light the gas fire though. Surprised to find slow-moving bees on window sills or on floor each day when returning from day out."
Beautiful period fisherman's cottage
Exterior
Stunning Seaside House - Sea Views & Hot Tub - Few Minutes Walk to sea and Beach
8.0 out of 10, Very good, (1)
"Beautiful home! A spacious and stunning property. My 5 children had a wonderful time with the games room and hot tub they felt like celebs. The kitchen was high spec and the bedrooms very comfortable Minutes walk to the shore, stunning views"
Stunning Seaside House - Sea Views & Hot Tub - Few Minutes Walk to sea and Beach
4 bedrooms, WiFi, bed sheets
Wadhurst - Stunning 4 bed (all en-suite) house
Wadhurst - Stunning 4 bed (all en-suite) house
Don't see what you're looking for?
See all available properties in Westcliff-on-Sea
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.

Other types of properties in Westcliff-on-Sea you may be interested in

Superior Twin Room
Muthu Westcliff Hotel (Near London Southend Airport)
3.0 star property
7.8 out of 10, Good, (880)
"Comfortable bed's, hot water, shower and bath, lift"
The price is CA $121
CA $145 total
includes taxes & fees
Jun 2 - Jun 3
Muthu Westcliff Hotel (Near London Southend Airport)
Front of property
OYO Devine Beach Hotel, Westcliff Southend-On-Sea
3.0 star property
6.8 out of 10, (198)
"I stay with OYO regularly when I visit Westcliff,they have not dissatisfied ."
The price is CA $86
CA $109 total
includes taxes & fees
May 22 - May 23
OYO Devine Beach Hotel, Westcliff Southend-On-Sea
Bar (on property)
Spring River Ebbsfleet by Marston's Inns
3.0 star property
9.0 out of 10, Wonderful, (1004)
"The hotel is very clean and friendly. Noisy laundry was an issue in the night. The post code was not on my car sat nav"
The price is CA $69
CA $82 total
includes taxes & fees
Jun 16 - Jun 17
Spring River Ebbsfleet by Marston's Inns
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.

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.

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?

Romantic Escape Luxury Hobbit House With Hot Tub!: You might want to consider this vacation home rental near Westcliff-on-Sea, which 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.

Recent reviews of Westcliff-on-Sea properties
Expedia verified reviews