Family-friendly vacation rentals in Southend-on-Sea

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Top-rated family-friendly rentals in Southend-on-Sea

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Guest favorite

A minimalist corner displays a grey dresser beside a rustic wooden storage box. A decorative model sailboat rests on the dresser, while a neatly stacked log pile serves as a focal point beneath a framed artwork. Soft lighting is provided by string lights.

Home in Whitstable

4.93 out of 5 average rating, 832 reviews

Soak up the Cool, Coastal Style at a Harbour Hideaway

Snuggle up in the azure, panelled bedroom at this cosy bolthole after a day at the beach in the sea air. Step through the dusky-pink door, whip up a snack in the snug, chic kitchen, then curl up on the sofa next to the rustic log pile. Featured in Cosmopolitan 2020 “10 of the coolest places to stay in Whitstable” https://www.cosmopolitan.com/uk/entertainment/travel/g33322282/airbnb-whitstable/ And Time Out 2021 “The best Airbnbs in Whitstable” https://www.timeout.com/whitstable/travel/best-airbnbs-in-whitstable-kent This quaint, seaside haven sits directly opposite Whitstable's iconic harbour and beach. The central location is on the doorstep of the town's fashionable restaurants, bars, and boutiques.

Top guest favorite

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.

Guest suite in Southend-on-Sea

4.92 out of 5 average rating, 571 reviews

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 !

Top guest favorite

An inviting collage features a comfortable open-plan living area with a gray two-seater sofa. A serene double bedroom is highlighted alongside images showcasing sailing and scenic walks. Details on dog-friendly accommodation and convenient parking are included, emphasizing the appeal for couples or small families.

Bungalow in West Mersea

4.95 out of 5 average rating, 222 reviews

Secret Mersea Retreat - late booking discounts!

You won't be disappointed! This Secret Mersea Island retreat offers stylish contemporary-styled self-contained accommodation in West Mersea just minutes from the anchorage, restaurants, world-famous Company shed, yacht club and local cafes. This is a real couples or small family getaway. The living area is open plan to the dining and kitchen areas, the double bedroom overlooks the courtyard garden and a contemporary-styled bathroom has both a bath and walk-in shower. Small pets welcome. Parking

Guest favorite

A view down a sloped street, lined with parked cars, leads to an estuary visible in the distance. Trees displaying autumn foliage frame the image, while houses in various styles are positioned on either side of the street.

Apartment in Leigh on Sea

4.9 out of 5 average rating, 172 reviews

SEA VIEW apartment - 3 min walk from Old Leigh

The apartment is perfectly positioned with Old Leigh cockle sheds and pubs a 3-minute walk down the hill and the shops & cafes of Leigh just 3 minutes walk up the hill. The apartment has a splendid view of the estuary from the main living area. There are 2 bedrooms, one of which has a view of the sea too! Being a ground floor flat there is easy access to the shared lawn outside. There is a designated car-parking space. Leigh station is a 15-minute walk away and 55 mins from London Fenchurch st.

Top guest favorite

A view of the cottage's outdoor area reveals a combination of paved and gravel surfaces, alongside ornamental plants. A patio table with chairs and a charcoal barbecue are visible. The cottage's white siding contrasts with the natural tones of the garden, creating an inviting space.

Cottage in Whitstable

4.99 out of 5 average rating, 404 reviews

Dough Cottage, a stylish stay in Whitstable

Welcome to Dough Cottage, Whitstable. We offer a personal touch; a homely and comfortable space, where you can cook in our modern, fully stocked kitchen, then dine indoors, or venture out to the sunny, enclosed garden. Make use of the charcoal barbecue and comfy sun-trap seating area. In the evening, stay cosy around the smart TV with Netflix, and library of DVDs or listen to music, play board games and have a leisurely look through the varied books and magazines. We welcome well behaved dogs.

Top guest favorite

A spacious garden area is showcased, featuring a manicured lawn bordered by vibrant greenery. A stone path leads to a charming detached apartment, complemented by seating arrangements and a wooden table under the clear sky, promoting relaxation in a serene outdoor environment.

Cottage in Walderslade

4.92 out of 5 average rating, 472 reviews

PJ's @ Willow Cottage

Small but beautifully created detached one bedroom apartment with kitchen, living room/study, dining room and shower room/bathroom. Close to places of interest, train station, bus routes and M2 / M20 motorways . Superfast Wi-Fi, flat screen TV, fridge/freezer, combination microwave, hob, coffee/hot water machines and many extras. Double bed with Simba memory foam mattress , Chesterfield sofa Off-road parking and full access to large garden area. A secure bicycle store also available.

Superhost

A well-maintained exterior features a brick building with large glass doors leading to a private lawn. Colorful flower beds in the foreground display a mixture of vibrant red, pink, and purple blooms, enhancing the serene atmosphere of the outdoor space.

Farm stay in Medway

4.8 out of 5 average rating, 249 reviews

Sandown - West Street

Newly refurbished - Sandown, like its twin Ascot, has an ample sized, well equipped kitchen with a table and four chairs and a comfy sofa that turns down into a bed in seconds. The kitchen has a electric hob and oven, a fridge and a washing -dryer machine is in the adjoing outhouse. A TV is included in the kitchen. The French windows look out over your private lawn onto farmland. From the Entrance lobby turn right straight into the kitchen or left into the ensuite bedroom with TV.

Top guest favorite

A two-story wooden house features a spacious deck with seating, surrounded by natural grasses and open skies. Large windows allow ample light, and the rooftop area suggests potential for outdoor enjoyment. The structure reflects a unique coastal charm while standing in a tranquil environment.

Chalet in Lee-over-Sands

4.95 out of 5 average rating, 231 reviews

Solitude 2 hours from London. Sea. Sky. Space.

Now with super-fast Fibre Max internet, The Beach House is situated on the Essex Sunshine Coast, right on the bank of a tidal creek with stunning views of the sea in front and the river behind. Being in the Nature Reserve, we cannot accept dogs or pets of any kind; sorry. We do not let to groups; we only let to families or two couples maximum. Absolutely no groups of more than four guests or parties of any kind. High tide sometimes cuts off the house so please be aware of this.

Guest favorite

A children's bedroom features a bed with colorful bedding and a playful rug. A sturdy bookshelf holds toys and books. Natural light is provided by large windows, complemented by blue curtains. A small table and chair are positioned nearby, creating a cozy play area.

Home in Whitstable

4.94 out of 5 average rating, 130 reviews

Beachside, stylish, spacious 5 bed home Whitstable

Our holiday home is a five bedroom self contained chalet bungalow by the beach with sea views. The house contains 3 x King bedrooms, 2 x double bedroom, open plan kitchen / living / dining, separate snug/TV area with sofa bed, 2 x shower rooms, a bathroom & utility. There is a large private garden & parking for 4 cars. The house is in the quiet private Granville Estate in Seasalter. We are approx 30 mins walk, 5 mins drive from central Whitstable & 30mins walk to the Sportsman.

Guest favorite

The exterior of the cottage showcases a blend of dark wood and brick, with a welcoming front door framed by large windows. A small garden area is visible, providing a natural touch. A dog is seen in the foreground, adding to the homey atmosphere.

Cottage in West Mersea

4.9 out of 5 average rating, 149 reviews

Cosy quiet beach cottage for walking & seafood

'The Cabin' is a comfortable two bedroom cottage on Mersea Island, near Colchester, a few steps from the sea on a much sought after quiet lane. There are two double bedrooms, one with a Super King bed the other with a King size bed and a bunk bed. There are great walks and bike rides either along the sea wall or on the beach, and some fantastic seafood eateries. Mersea Island is off the coast of Essex, 9 miles southeast of Colchester, just one hour from London.

Guest favorite

A charming cottage is seen from the front, featuring a pitched roof and large windows. A simple pathway leads to the white front door. The well-kept lawn and low stone wall provide an inviting entrance, with green fields stretching out beyond the property.

Cottage in Clacton-on-Sea

4.85 out of 5 average rating, 176 reviews

Humperdink 2 Beach Rd St Osyth Clacton

Our house is uniquely situated on a quiet 750 acre bird reserve with walks beside tidal creeks, a close shingle/sand beach or even across fields. The house is situated so enable you to see the sunrise and sunset. The house has all that you need as a family, group of friends or a couple for a restful stay away from the hustle and bustle of life to recharge your batteries and enjoy nature at its best!

Guest favorite

The exterior of a charming building is presented, featuring a mix of white and black siding. Outdoor seating areas with wooden benches invite guests, with people enjoying the lively atmosphere. The waterfront can be seen in the background, enhancing the coastal ambiance.

Apartment in Leigh-on-Sea

4.91 out of 5 average rating, 384 reviews

Billet Wharf House

My place is at the heart of Leigh-on-Sea Old Town, with its cockle boats, waterside pubs and restaurants, sea birds and beach. You’ll love my place because of the location, the views, and being at the cosy centre of a lively seaside village. My place is good for couples, solo adventurers, business travellers, and families (with kids).