Holiday Homes in Southend-on-Sea

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Holiday Homes in Southend-on-Sea and around

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

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

9.8 out of 10, Exceptional, (94)
"We are repeat customers and always have an exceptional stay. This time was no different - chic decor, comfortable bed and linens, located in an adorable coastal seaside town. Very happy with our stay!"
Cosy Fisherman’s Cottage, minutes from High Street, Harbour & Beach
St Osyth New Holiday Home
Cabin | Pool

St Osyth New Holiday Home

3.0 star property
St Osyth New Holiday Home
Ultimate Getaway: 6BR Oasis - Pool, Garden, & More
Fridge, microwave, oven, stovetop

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

Ultimate Getaway: 6BR Oasis - Pool, Garden, & More
Stylish 3 bedrooms, three min walk from Whitstable station or high street!
Outdoor dining

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

9.0 out of 10, Wonderful, (2)
"Spacious property in great location to explore Whitstable."
The price is €261
includes taxes & fees
27 Aug - 28 Aug
Stylish 3 bedrooms, three min walk from Whitstable station or high street!
Sundance Cosy Getaway
Exterior detail

Sundance Cosy Getaway

10.0 out of 10, Exceptional, (4)
"Property was lovely, clean had no problems. Whitstable is an amazing place loved our few day there. Very lucky with having the perfect weather "
Sundance Cosy Getaway
Bay Cottage in Whitstable's Conservation Area - 5 mins walk from shops & beach
Outdoor dining

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

10.0 out of 10, Exceptional, (46)
"This was the perfect place for a long weekend break with the family. We would definitely stay again."
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.
Dining

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.
Charming House with Hot Tub / sleeps 5
TV

Charming House with Hot Tub / sleeps 5

7.0 out of 10, Good, (2)
"House was clean, tidy & as described.During our stay the heating decided it didn't want to work and the bathroom light went out in support. Response was quick and hassle free. The bathroom light was fixed promptly and whilst the heating issue didn't get resolved immediately as it was complicated, convection heaters were supplied as a temporary fix. We'd stay again. "
Charming House with Hot Tub / sleeps 5
4 Bed Bungalow with hot tub , parking for 4 cars, large garden. Dog friendly.
Interior

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.
3 Bedroom House, 2 Free Parking Spaces, Free WiFi, Close to University and Town!
Fridge, microwave, oven, stovetop

3 Bedroom House, 2 Free Parking Spaces, Free WiFi, Close to University and Town!

3 Bedroom House, 2 Free Parking Spaces, Free WiFi, Close to University and Town!
2br-sleeps6-fireplace-parking-patio-seaside
Cabin | Private kitchen

2br-sleeps6-fireplace-parking-patio-seaside

3.0 star property
8.0 out of 10, Very good, (3)
"Very nice property. Communication with the owner was easy. Would definitely recommend!"
2br-sleeps6-fireplace-parking-patio-seaside
Cosy Escape Heated Luxury pod and hot tub
Cabin | Balcony

Cosy Escape Heated Luxury pod and hot tub

3.0 star property
10.0 out of 10, Exceptional, (5)
Cosy Escape Heated Luxury pod and hot tub
Shapelesslodge.com
Exterior detail

Shapelesslodge.com

9.6 out of 10, Exceptional, (33)
"I’ve never been in a property that clean. It’s a touch small, so I wouldn’t stay there for long stretches, but as a weekend getaway it’s perfect. "
Shapelesslodge.com
Cosy 3 Bedroom House in Rochester, close to the must see sights in Rochester
Private kitchen

Cosy 3 Bedroom House in Rochester, close to the must see sights in Rochester

The price is €501
includes taxes & fees
7 Aug - 8 Aug
Cosy 3 Bedroom House in Rochester, close to the must see sights in Rochester
Historic Manor House - Sleeps 16 - Pool & Hot Tub
TV, fireplace, stereo

Historic Manor House - Sleeps 16 - Pool & Hot Tub

7.6 out of 10, Good, (9)
"Lovely stay we felt very welcomed. Would happily book again and recommend!"
Historic Manor House - Sleeps 16 - Pool & Hot Tub
3 Bedroom House With Free Parking
Interior

3 Bedroom House With Free Parking

The price is €286
includes taxes & fees
7 Aug - 8 Aug
3 Bedroom House With Free Parking
Cosy Escape Heated Luxury pod With hot tub
Apartment | Property grounds

Cosy Escape Heated Luxury pod With hot tub

3.0 star property
9.8 out of 10, Exceptional, (6)
"It was a perfect place for relaxation "
Cosy Escape Heated Luxury pod With hot tub
Spacious Island beach house. w/Hot Tub
Beach nearby

Spacious Island beach house. w/Hot Tub

10.0 out of 10, Exceptional, (6)
"It was perfect, cant wait to return, john is a fabulous very caring host "
Spacious Island beach house. w/Hot Tub
Poker Dot Getaway 2 - Stay-play-getaway
Cabin | Exterior

Poker Dot Getaway 2 - Stay-play-getaway

3.5 star property
10.0 out of 10, Exceptional, (2)
"Was every happy and kids enjoyed it"
Poker Dot Getaway 2 - Stay-play-getaway
Seaside Bliss Retreat in heart of Isle of Sheppy
Beach nearby

Seaside Bliss Retreat in heart of Isle of Sheppy

The price is €132
includes taxes & fees
12 Aug - 13 Aug
Seaside Bliss Retreat in heart of Isle of Sheppy
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
Sign in
Sign up, it's free

Top Southend-on-Sea Hotel Reviews

ORIDA Maidstone Hotel

ORIDA Maidstone Hotel

10/10 Excellent
"I recently had the pleasure of staying at Orida and my experience was nothing short of exceptional. From the moment I arrived, the friendly and attentive staff made me feel welcome and valued. Their professionalism and willingness to assist with any request truly stood out, enhancing my overall experience. The hotel boasts a fantastic swimming pool, perfect for relaxation after a long day of exploring. It was well-maintained and provided a serene atmosphere, making it a highlight of my stay. Additionally, the gym was equipped with modern equipment, allowing me to maintain my fitness routine while away from home. One of the significant advantages of this hotel is its convenient location. Situated in [mention location specifics, it offered easy access to local attractions, restaurants, and shopping, making it an ideal base for my travels. Parking was also hassle-free, with ample space available, which is a rarity in many hotels today. This feature made my stay even more comfortable, as I didn’t have to worry about finding a spot after a day of sightseeing. Overall, Orida exceeded my expectations in every aspect. I highly recommend this hotel to anyone looking for a blend of comfort, convenience, and top-notch service. I look forward to my next visit!"
Lamin 1-night trip
Posted 2 days ago
ORIDA Maidstone Hotel