Book Holiday Homes in Westcliff-on-Sea

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Featured Holiday Homes in Westcliff-on-Sea

Cosy Fisherman’s Cottage, minutes from High Street, Harbour & Beach

Cosy Fisherman’s Cottage, minutes from High Street, Harbour & Beach

Whitstable England
When you a stay at this vacation home in Whitstable, you'll be on the waterfront, within a 5-minute walk of Whitstable Harbour and Horsebridge Arts and Community ...
Opens in a new windowCosy Fisherman’s Cottage, minutes from High Street, Harbour & Beach
Charming 2BD Country Bungalow on Working Farm in Kent Countryside

Charming 2BD Country Bungalow on Working Farm in Kent Countryside

Detling England
With a stay at this vacation home in Maidstone, you'll be within a 15-minute drive of Leeds Castle and Kent Downs.
Opens in a new windowCharming 2BD Country Bungalow on Working Farm in Kent Countryside
Homely 3-bedroom House close to shops and also close to the town center

Homely 3-bedroom House close to shops and also close to the town center

Basildon England
The price is AU$289 per night from 5 Jan to 6 Jan
AU$289
5 Jan - 6 Jan 2026
includes taxes & fees
With a stay at this vacation home in Basildon, you'll be within a 15-minute drive of Lakeside Shopping Centre and Thames River.
Opens in a new windowHomely 3-bedroom House close to shops and also close to the town center
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Ultimate Getaway: 6BR Oasis - Pool, Garden, & More

Ultimate Getaway: 6BR Oasis - Pool, Garden, & More

Canvey Island England
With a stay at this vacation home in Canvey Island, you'll be within a 5-minute drive of Thorney Bay Beach and Castle Point Transport Museum.
Opens in a new windowUltimate Getaway: 6BR Oasis - Pool, Garden, & More
Seascape, Whitstable

Seascape, Whitstable

Whitstable Kent
When you stay at this vacation home in Whitstable, you'll be near the beach, within a 10-minute walk of Whitstable Harbour and Whitstable Beach.
Opens in a new windowSeascape, Whitstable
Stylish 3 bedrooms, three min walk from Whitstable station or high street!

Stylish 3 bedrooms, three min walk from Whitstable station or high street!

Whitstable England
With a stay at this vacation home in Whitstable, you'll be near the beach, within a 15-minute drive of Canterbury Cathedral and Whitstable Museum and ...
Opens in a new windowStylish 3 bedrooms, three min walk from Whitstable station or high street!
Seaside Escape – 4 Mins to the Beach, Cosy for Families & Big Groups!

Seaside Escape – 4 Mins to the Beach, Cosy for Families & Big Groups!

Southend-on-Sea England
With a stay at this vacation home in Southend-on-Sea, you'll be within a 5-minute walk of Sealife Adventure and Southend Beach.
Opens in a new windowSeaside Escape – 4 Mins to the Beach, Cosy for Families & Big Groups!
A Modern One-bedroom Detached Bungalow, With its own Private Entrance and Garden

A Modern One-bedroom Detached Bungalow, With its own Private Entrance and Garden

Greenhithe England
With a stay at this vacation home in Greenhithe, you'll be within a 5-minute drive of Thames River and Bluewater Shopping Centre.
Opens in a new windowA Modern One-bedroom Detached Bungalow, With its own Private Entrance and Garden
2-bedroom House Near Town With Superfast Wi-fi

2-bedroom House Near Town With Superfast Wi-fi

3.5 out of 5
1 Burley Road Sittingbourne England
Located in Sittingbourne, this vacation home is within a 15-minute walk of AquaManda and Sittingbourne and Kemsley Light Railway.
Opens in a new window2-bedroom House Near Town With Superfast Wi-fi
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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.

Westcliff-on-Sea Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Westcliff-on-Sea vacation homes are the perfect way for you to wing it.

Holiday houses in Westcliff-on-Sea let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Westcliff-on-Sea in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Westcliff-on-Sea adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Westcliff-on-Sea with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Westcliff-on-Sea vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Westcliff-on-Sea Holiday Homes essential information

Accommodation
427 Holiday Homes
Lowest Price
AU$98
Highest Price
AU$289
Popular accommodation
Cosy Fisherman’s Cottage, minutes from High Street, Harbour & Beach, Charming 2BD Country Bungalow on Working Farm in Kent Countryside, Homely 3-bedroom House close to shops and also close to the town center, Ultimate Getaway: 6BR Oasis - Pool, Garden, & More, Seascape, Whitstable, Stylish 3 bedrooms, three min walk from Whitstable station or high street!, Seaside Escape – 4 Mins to the Beach, Cosy for Families & Big Groups!, A Modern One-bedroom Detached Bungalow, With its own Private Entrance and Garden, 2-bedroom House Near Town With Superfast Wi-fi

Top trending hotels in Westcliff-on-Sea

Muthu Westcliff Hotel (Near London Southend Airport)

Muthu Westcliff Hotel (Near London Southend Airport)

3 out of 5
18-20 Westcliff Parade Westcliff-on-Sea England
Fully refundableReserve now, pay when you stay
A stay at Muthu Westcliff Hotel (Near London Southend Airport) places you in the heart of Westcliff-on-Sea, steps from Southend Cliff Gardens and 3 minutes by ...
Opens in a new windowMuthu Westcliff Hotel (Near London Southend Airport)
Devine Beach Hotel, Westcliff Southend-On-Sea

Devine Beach Hotel, Westcliff Southend-On-Sea

3 out of 5
21-23 Manor Road Westcliff-on-Sea England
The price is AU$116 per night from 4 Jan to 5 Jan
AU$116
4 Jan - 5 Jan 2026
includes taxes & fees
When you stay at Devine Beach Hotel, Westcliff Southend-On-Sea in Westcliff-on-Sea, you'll be in the entertainment district, within a 5-minute drive of Cliffs ...
Opens in a new windowDevine Beach Hotel, Westcliff Southend-On-Sea
Spring River Ebbsfleet by Marston's Inns

Spring River Ebbsfleet by Marston's Inns

3 out of 5
Talbot Lane Gravesend England
Fully refundableReserve now, pay when you stay
The price is AU$98 per night from 9 Jan to 10 Jan
AU$98
9 Jan - 10 Jan 2026
includes taxes & fees
With a stay at Spring River Ebbsfleet by Marston's Inns in Gravesend, you'll be a 4-minute drive from Bluewater Shopping Centre and 8 minutes from Thames ...
Opens in a new windowSpring River Ebbsfleet by Marston's Inns
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ORIDA Maidstone Hotel

ORIDA Maidstone Hotel

3 out of 5
Bearsted Rd Maidstone England
Fully refundableReserve now, pay when you stay
With a stay at ORIDA Maidstone Hotel in Maidstone, you'll be within a 10-minute drive of Leeds Castle and Vinters Valley Nature Reserve.
Opens in a new windowORIDA Maidstone Hotel
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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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^Subject to availability and chosen travel dates.