Family-friendly holiday rentals in Westcliff-on-Sea

Guest suite in Southend-on-Sea

A comfortable double bed is featured with crisp white linens and a decorative cushion. Natural light filters in through patio doors, revealing a garden view filled with colorful flowers and greenery.

Quiet & Cosy Annex, Garden Outlook

Clean & bright 'Ground Floor Annex'; double room & separate en-suite area, 'The Annex' has a lovely garden outlook & its own entrance. Guests have the privacy of 'The Annex' (Adjoined - Guest Suite) with its own entrance to come-&-go as and when they please. A short distance to Southend Airport & Railway links to London. Explore the area - Southend Seafront, Pier & Town; Garons Festivals & Sports; Southends Events & Theatres . Early 'Check in' on request for Events, Weddings etc Relax & Enjoy !

Indoor spacesKitchenDecor

4.92 out of 5 average rating, 605 reviews

A vibrant blue house with white accents, labeled 'Sunset Waves,' stands proudly. A small garden with green plants is visible in front, complemented by a bright blue picket fence. The entrance features a welcoming door adorned with decorative elements, enhancing the home's charming exterior.

4.92 out of 5 average rating, 141 reviews

Mediterranean inspired home/garden opposite beach

Indulge in seaside bliss at our Mediterranean-styled retreat, moments away from the beach. Ideal for couples and families, this pet-friendly haven is local to Southchurch Park and trendy eateries like Cameilla Hotel and Ocean Beach. Also, a short 10-minute walk brings you to the mile long Southend Pier, offering many local amusements. Complete with FREE roadside parking and freshly redecorated interiors; this charming sanctuary offers a unique getaway, our beautiful garden is perfect to chill.

Indoor spacesKitchenAmenities

A serene view of the sea features multiple sailboats gently bobbing on the calm water. The scene is set against a clear blue sky, creating a peaceful atmosphere that invites relaxation and enjoyment of the coastal surroundings.

4.87 out of 5 average rating, 101 reviews

Stunning sea views. Local for beach & eateries

Situated in Leigh on Sea, a stunning 2 bedroom maisonette a stones throw from the beach. You have clear sea views from both bedrooms, kitchen and sitting room There is a private balcony leading from both bedrooms and also from the sitting/dinning room. All balconies have seating to allow you to relax and read a book or have your morning cuppa. Whichever way you walk you will find tasty restaurants and cute coffee bars within minutes. Available on the beach-sup lessons, photography & yoga.

FamilyIndoor spacesWalkability

4.95 out of 5 average rating, 439 reviews

A gently curving path leads through a grassy area surrounded by trees and fruit-bearing plants. Sunlight filters through the branches, casting soft shadows on the lawn. The scene conveys a tranquil outdoor space suitable for relaxation and exploration.

Barn in Rochford

Canewdon home with a view.

Our detached lodge is set in the grounds of our gated property overlooking the hot tub and stable yard. It has 2 bedrooms and a large lounge with 2 sets of French doors to take in the views. TV,dining table and 4 chairs and comfy sofa. Fully equipped kitchen with cooker, microwave and toaster. Gas central heating and heated towel rail in bathroom. Private parking outside lodge and free airport parking for those flying from Southend airport. Cot and high chair available. DVD players and dvds

Indoor spacesFamilyCleanliness

A spacious living area features plush green sofas arranged around a central coffee table. A large decorative mirror reflects light, while a modern chandelier hangs above. Natural light pours in through large windows, dressed with elegant shades.

4.99 out of 5 average rating, 136 reviews

Amazing house with sea views in Leigh-on-Sea

Amazing character 3 storey house dating from 1860’s with sea views, modernised and expanded in 2009 to provide 3 king size luxury bedrooms, (2 with en-suite) 1 large dressing room, 1 large family bathroom with bath, sink, large walk on shower and double sinks and large open plan ground floor set over two levels with large luxury sitting room, stepping down to open plan dining area, kitchen with central island unit and rear seating area with bi-fold doors opening onto a luxury garden area.

FamilyKitchenCondition

Apartment in Southend-on-Sea

A balcony view is captured through bi-fold glass doors, featuring a small round table and two folding chairs. A decorative pumpkin sits at the center, with panoramic sea views of the estuary and boats in the distance, framed by a serene sunset.

Estuary Views Penthouse with Private Parking

A Beachfront Coastal Retreat with private driveway parking & situated in the sort after area Thorpe Bay. Boasting unspoilt Panoramic Sea Views. Central to Blue Flag Beaches, 2 mins from award winning restaurants, superb location for coastal walks, watching the seabirds & a short walk to the longest Pier in the world. Re-Designed with Bi-Folding Glass doors, bringing the Outside Inside. Intricately Designed embracing tiny details that define our property for a Luxury & cosy stay.

Indoor spacesKitchenView

4.99 out of 5 average rating, 437 reviews

4.86 out of 5 average rating, 160 reviews

Flat in Southend-on-Sea

Spacious homely seaside maisonette with balcony

This charming two-floor flat offers comfort and convenience. You’re ideally located minutes from the Cliffs Pavilion, cliff gardens, and seafront. The station is a 4-minute walk for quick links to London. Leigh on sea with its vibrant cafes and boutique shops is 2 stops away and the airport is a 10-minute drive. Enjoy the games room including table football, darts, and a PS4. With nearby restaurants, shops, and Adventure Island, there is something for everyone.

FamilyIndoor spacesNearby

Bungalow in Southend-on-Sea

A well-maintained garden offers a seating area with a light-colored sofa and a table, surrounded by lush grass. Several lounge chairs are positioned on the patio, with a pathway leading to a shed and greenery along the fences, creating a peaceful outdoor space.

Quaint 2 Bed Bungalow 1 Mile from the Seafront

Book my entire home to stay in when I’m away in London or Spain. The bungalow is located 1.1 miles from the seafront, Southend High Street and The Cliffs theatre, in a quiet road with a corner shop a few steps away. 2 Bedrooms (1 double bed, 1 small double bed) sleeps 4. Nicely decorated so very comfortable, a home away from home. All mod cons, Wi-Fi, Sky TV, Netflix, computer desk set up etc. Parking for two medium sized cars on the front drive x

KitchenFamilyParking

4.95 out of 5 average rating, 110 reviews

Serviced apartment in Southend-on-Sea

A cozy bedroom features a spacious bed with neutral bedding and decorative pillows. Two bedside lamps provide soft lighting, and framed artwork is displayed above the bed. Light-colored walls and wooden flooring contribute to a fresh and clean ambiance.

Cozy brand new serviced apartment

A beautifully designed one bedroom apartment, recently refurbished to a high standard. Dream Yard is situated in the heart of the vibrant Hamlet Court Road with immediate access to cafes, restaurants and shops. Less than five minutes to the Westcliff train station and less than 10 min to the beach. The flat is self catered comprising bedroom, shower, kitchen and living room with access to the Chéri’s Cafe. Guests enjoy 10% discount on food.

KitchenFamilyNearby

4.88 out of 5 average rating, 100 reviews

Apartment in Southend-on-Sea

A well-furnished living area features a pair of brown leather sofas with accent pillows, positioned around a light coffee table. A comfortable blue chair adds to the seating options. A flat-screen television is mounted on the wall, while natural light filters through the bay window.

Peep o’ the Sea - Seaside Apartment

Relax in this beautiful newly furnished seaside apartment. Brand new bathroom with large shower cubicle. Brand new kitchen for those who wish to cook. Less than a 30 second walk to the beach (popular with paddle boarders as well as sunbathers). In the opposite direction, less than a minute’s walk to beautiful Southchurch Park (gardens, lake, cafe, playground). Great selection of cafes and restaurants nearby as well as a local newsagents.

FamilyKitchenCheckout

4.86 out of 5 average rating, 171 reviews

4.97 out of 5 average rating, 208 reviews

A cozy bedroom is presented with a double bed featuring an ornate headboard. Two cushions in navy blue rest on the crisp white linens. A piece of wall art depicting vibrant lips adds a pop of color. A flat-screen TV is mounted on the wall opposite the bed.

Flat in Southend-on-Sea

Lovely studio for two in central Leigh on Sea

This is a very calm space decorated in F&B elephants breath paint with contrasting furnishings. A double bed + a sofa bed + travel cot. Cooking facilities, dining table table & 2 chairs. A microwave is situated in the utility room on the landing outside the studio door. Very nice shower room It’s ideal as a compact living space to use when visiting relatives or just on a break in lovely Leigh on Sea. No outside space is available.

FamilyIndoor spacesSolo travel

A spacious lounge area is designed with light blue furniture, including a sectional sofa and bean bags. A large television is positioned on a stylish chest of drawers. Natural light enters through glass doors leading to a small outdoor space, enhancing the bright, airy feel.

4.92 out of 5 average rating, 178 reviews

Spacious House by the sea

A beautiful spacious home 2 large bedrooms New bathroom Spacious lounge T/v Room Separate dinning area Small Garden & Patio area Step outside and you are a few steps away from the beach and lovely Southchurch Park ( Lake , pretty garden , cafe , live music in the summer months ) Close to many great Restaurants & Cafes A Free Car Park is available directly opposite the house .

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Popular amenities for Westcliff-on-Sea family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest suite in North Benfleet

A two-story white building features large glass panels on the front, allowing natural light to illuminate the interior. The entrance is accentuated by decorative stone columns on either side. A paved area with gravel is visible in the foreground.

Adorable 4 bedroom annex with hot tub

FamilyKitchenHeating

4.97 out of 5 average rating, 463 reviews

4.92 out of 5 average rating, 209 reviews

A highland cow grazes leisurely in a green pasture, framed by trees in the background. The image captures a serene rural landscape visible through a partially open window, inviting glimpses of nature.

Cabin in Essex

Hideaway 1 -Romantic Cabin - wood-fired hot tub

KitchenFamilyHospitality

4.92 out of 5 average rating, 374 reviews

A single-story cabin featuring light blue siding and a wooden front door adorned with a seasonal wreath. The entrance is framed by potted plants, and the spacious patio is made of stone tiles. A jacuzzi hot tub is visible nearby, enhancing the outdoor area.

Place to stay in Danbury

St George’s Cosy Cabin with Jacuzzi Hot Tub

Indoor spacesKitchenQuiet

4.91 out of 5 average rating, 233 reviews

Cabin in South Benfleet

OutbackShack HottubSaunaCinema Pooltable adventure

Indoor spacesKitchenWifi

4.97 out of 5 average rating, 503 reviews

The charming exterior of a wooden lodge features a welcoming front entrance with a sturdy door framed by decorative round topiary. Windows are positioned symmetrically on either side, allowing natural light to illuminate the space. A gravel pathway enhances the rustic appeal.

Barn in Blackmore

Adorable secluded lodge with wood fired hot tub

Indoor spacesFamilyTV

4.91 out of 5 average rating, 350 reviews

A decked outdoor area features a concrete dining table accompanied by a bench, set against a backdrop of vibrant greenery. A Canadian spa hot tub is positioned nearby, enclosed by dark wooden fencing for privacy.

Flat in Thurrock

Modern equipped apartment - Private garden/hot tub

FamilyIndoor spacesValue

5.0 out of 5 average rating, 10 reviews

Flat in Southend-on-Sea

Garden flat/Hottub/newly remdld/pets ok/2-3 bdrm

Indoor spacesCleanlinessHospitality

4.95 out of 5 average rating, 61 reviews

Stylish 4 bed retreat with Hot Tub near London.

Indoor spacesFamilyAmenities

Family- and pet-friendly home rentals

Guest suite in Southend-on-Sea

An open living space is showcased with light yellow walls and wood accents. A skylight above offers natural illumination. A comfortable chair and small desk are positioned near the window, while a cozy sleeping area with a quilted bedspread is visible in the background.

Light and Airy. En-suite with own private access.

Indoor spacesFamilyPets

4.89 out of 5 average rating, 266 reviews

Cottage in Southend-on-Sea

A balcony scene offers a view of masts rising from moored boats in the estuary. A metal table and chair set sits surrounded by potted plants, with a backdrop of sunny blue skies and scattered clouds.

Cooper Cottage - Old Leigh Fishing Cottage

KitchenIndoor spacesSleep quality

4.97 out of 5 average rating, 264 reviews

Cottage in Southend-on-Sea

The exterior of a quaint cottage is shown, featuring white walls and light blue shutters. A welcoming front door, painted in the same soft blue, is complemented by a picket fence. A small tree provides a touch of greenery to the setting.

Old Leigh Cottage

Indoor spacesFamilyLocation

4.85 out of 5 average rating, 173 reviews

4.94 out of 5 average rating, 216 reviews

A charming barn conversion is depicted amidst a grassy landscape, with a gravel driveway leading to its entrance. The structure features black wooden siding and a metal roof, surrounded by rows of pear orchards and open farmland under a partly cloudy sky.

Farm stay in Medway

Unique barn conversion with beautiful marsh views

FamilyKitchenNearby

Serviced apartment in Medway

A well-maintained exterior is shown, featuring a brick building with large glass doors leading out to a grassy area. Colorful flowers in various shades of red, yellow, and purple flourish in the foreground, providing a vibrant contrast to the serene landscape.

Ascot – West Street

FamilyKitchenView

4.92 out of 5 average rating, 274 reviews

4.85 out of 5 average rating, 248 reviews

Apartment in Kent

Spacious & Stylish 2 Storey, 3 Bed Apartment

Indoor spacesFamilyGetting around

Farm stay in Minster on Sea

Sunflower Stay at Seacliffe Staycation

KitchenIndoor spacesNearby

4.89 out of 5 average rating, 206 reviews

4.96 out of 5 average rating, 198 reviews

A wooden cabin with a green roof is surrounded by grass and trees. Two arched windows and a double door provide a welcoming entrance. A small outdoor seating area features two chairs and a table, complemented by decorative stones along the pathway.

Hut in Thurrock

The duckhouse

Indoor spacesFamilyDecor

Family-friendly home rentals with a pool

4.87 out of 5 average rating, 162 reviews

A spacious holiday home is situated on a well-maintained grassy area. The exterior features light-colored cladding with large windows allowing natural light. A small set of steps leads to the entrance, and the surrounding landscape is flat and neatly trimmed.

Holiday park in Leysdown

"The Bethel - A holiday home by the sea"

FamilyKitchenGetting around

4.95 out of 5 average rating, 38 reviews

Home in Essex

8 bedroom Countryside Farmhouse

Indoor spacesKitchenGrill

Camper van/Motorhome in Allhallows

The exterior of the holiday home features a raised white decking area with white railings, offering a welcoming entry. Patio doors are partially open, revealing glimpses of the interior. The surrounding grass adds a natural touch to the inviting atmosphere.

Haven Holiday Park, Kent Coast

KitchenIndoor spacesPool

4.74 out of 5 average rating, 23 reviews

4.95 out of 5 average rating, 92 reviews

A spacious living area features two floral-patterned sofas facing a central wooden coffee table. The space is enhanced by natural light from multiple windows and includes a small kitchen area with essential appliances. A neutral tone is complemented by accents of greenery in the decor.

Farm stay in Essex

Countryside 2 bedroom stay and heated private pool

FamilyIndoor spacesOutdoor spaces

Holiday park in Allhallows

A spacious dining area is presented with a variety of colorful seating arrangements, including wooden and upholstered chairs. Decorative plants and overhead lights enhance the vibrant atmosphere, while tables are set up for both small and larger gatherings.

Kent Coast 2 Bedroom Holiday Home Haven

KitchenFamilyAmenities

4.93 out of 5 average rating, 14 reviews

Camper van/Motorhome in Allhallows

A holiday home is depicted at dusk, featuring a spacious wrap-around deck. The exterior walls are beige, with multiple windows reflecting the evening light. A low hedge surrounds the area, providing privacy and greenery.

Hillside Holiday Home

KitchenIndoor spacesParking

4.92 out of 5 average rating, 25 reviews

Holiday park in Allhallows

A bright living area features large windows with scenic views, allowing natural light to fill the space. A comfortable grey sofa is complemented by a wooden dining table set with place settings. Soft curtains frame the windows, enhancing the cozy atmosphere.

6 Berth - 2 Bedroom 2023edition Caravan at Haven

KitchenIndoor spacesAccuracy

4.97 out of 5 average rating, 74 reviews