Book Holiday Homes in Southend-on-Sea

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Featured Holiday Homes in Southend-on-Sea

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

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

Whitstable
With a stay at this vacation home in Whitstable, you'll be on the waterfront, within a 10-minute drive of University of Kent and Whitstable Harbour.
Cosy Fisherman’s Cottage, minutes from High Street, Harbour & Beach
St Osyth New Holiday Home

St Osyth New Holiday Home

3 out of 5
Seawick Holiday Park Beach Road, St Osyth, Clacton-on-Sea, England
With a stay at this vacation home in Clacton-on-Sea, you'll be within a 15-minute walk of St. Osyth Beach and Jaywick Martello Tower.
St Osyth New Holiday Home
Ultimate Getaway: 6BR Oasis - Pool, Garden, & More

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

Canvey Island
With a stay at this vacation home in Canvey Island, you'll be within a 5-minute drive of Thorney Bay Beach and Dutch Cottage Museum.
Ultimate Getaway: 6BR Oasis - Pool, Garden, & More
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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
The price is AU$474 per night from 25 Aug to 26 Aug
AU$474
25 Aug - 26 Aug
includes taxes & fees
Located in Whitstable, this vacation home is within a 15-minute drive of University of Kent and Canterbury Cathedral.
Stylish 3 bedrooms, three min walk from Whitstable station or high street!
Sundance Cosy Getaway

Sundance Cosy Getaway

whitstable
Located in Whitstable, this vacation home is within a 15-minute drive of University of Kent and Canterbury Cathedral.
Sundance Cosy Getaway
Bay Cottage in Whitstable's Conservation Area -  5 mins walk from shops & beach

Bay Cottage in Whitstable's Conservation Area - 5 mins walk from shops & beach

Whitstable
With a stay at this vacation home in Whitstable, you'll be by the sea, within a 10-minute drive of University of Kent and Tankerton Slopes.
Bay Cottage in Whitstable's Conservation Area - 5 mins walk from shops & beach
Victoria's Place : 1 km from Chelmsford Station and 5mins to the city center.

Victoria's Place : 1 km from Chelmsford Station and 5mins to the city center.

Chelmsford
With a stay at this vacation home in Chelmsford, you'll be within a 10-minute walk of Bond Street and Chelmsford Cathedral.
Victoria's Place : 1 km from Chelmsford Station and 5mins to the city center.
Charming House with Hot Tub / sleeps 5

Charming House with Hot Tub / sleeps 5

Rainham
Located in Gillingham, this vacation home is a 5-minute drive from Upchurch River Valley Golf Course and 6 minutes from Gillingham Business Park.
Charming House with Hot Tub / sleeps 5
4 Bed Bungalow with hot tub , parking for 4 cars, large garden. Dog friendly.

4 Bed Bungalow with hot tub , parking for 4 cars, large garden. Dog friendly.

Whitstable
With a stay at this vacation home in Whitstable, you'll be within a 15-minute drive of University of Kent and All Saints Church.
4 Bed Bungalow with hot tub , parking for 4 cars, large garden. Dog friendly.
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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.

Southend-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 Southend-on-Sea vacation homes are the perfect way for you to wing it.

Holiday houses in Southend-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 Southend-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 Southend-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 Southend-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 Southend-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.

Southend-on-Sea Holiday Homes essential information

Accommodation
546 Holiday Homes
Lowest Price
AU$135
Highest Price
AU$474
Popular accommodation
Cosy Fisherman’s Cottage, minutes from High Street, Harbour & Beach, St Osyth New Holiday Home, Ultimate Getaway: 6BR Oasis - Pool, Garden, & More, Stylish 3 bedrooms, three min walk from Whitstable station or high street!, Sundance Cosy Getaway, Bay Cottage in Whitstable's Conservation Area - 5 mins walk from shops & beach, Victoria's Place : 1 km from Chelmsford Station and 5mins to the city center., Charming House with Hot Tub / sleeps 5, 4 Bed Bungalow with hot tub , parking for 4 cars, large garden. Dog friendly.

Top trending hotels in Southend-on-Sea

Park Inn by Radisson Palace Southend-on-Sea

Park Inn by Radisson Palace Southend-on-Sea

3 out of 5
Church Road, Southend-on-Sea, England
Fully refundableReserve now, pay when you stay
The price is AU$160 per night from 17 Aug to 18 Aug
AU$160
17 Aug - 18 Aug
includes taxes & fees
When you a stay at Park Inn by Radisson Palace Southend-on-Sea in Southend-on-Sea, you'll be by the sea, within a 5-minute walk of Adventure Island and Southend ...
Park Inn by Radisson Palace Southend-on-Sea
Holiday Inn Southend by IHG

Holiday Inn Southend by IHG

4 out of 5
77 Eastwoodbury Crescent, Southend-on-Sea, England
Fully refundable
The price is AU$135 per night from 31 Aug to 1 Sept
AU$135
31 Aug - 1 Sept
includes taxes & fees
When you stay at Holiday Inn Southend by IHG in Southend-on-Sea, you'll be near the airport, within a 5-minute drive of Rollacity and Roots Hall Stadium.
Holiday Inn Southend by IHG
Seven Hotel

Seven Hotel

4 out of 5
5-7 Clifton Terrace, Southend-on-Sea, England
The price is AU$188 per night from 17 Aug to 18 Aug
AU$188
17 Aug - 18 Aug
includes taxes & fees
A stay at Seven Hotel places you in the heart of Southend-on-Sea, steps from Southend Cliff Gardens and Southend Pier Museum.
Seven Hotel
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The Hope Hotel

The Hope Hotel

3 out of 5
34 Marine Parade, Southend-on-Sea, England
Fully refundableReserve now, pay when you stay
Located in Southend-on-Sea, The Hope Hotel is on the beach, within a 5-minute walk of Southend Pier and Rendezvous Southend Casino.
The Hope 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.