Family-friendly vacation rentals in Leigh-on-Sea, Southend-on-Sea

4.93 out of 5 average rating, 823 reviews

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

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.

4.87 out of 5 average rating, 193 reviews

Two blue lounge chairs are positioned on a grassy area near the barn, surrounded by blooming flowers and lush greenery. A light-colored building stands in the background, complemented by a wooden fence and trees, creating a relaxed outdoor setting.

Home in Newington

Spacious barn with pool ideal for exploring Kent

Nunfield Barn is a beautifully converted barn and one portion of the house is internally separated for our Airbnb guests, with its own entrance, downstairs toilet, kitchen/dining area and living room with doors leading to a private patio. Upstairs there are two double bedrooms and a bathroom with bath and shower. There is an above ground pool for use in summer, a front garden shared with us when we are here. There are fields &orchards across the road and we are 15 minute drive to Leeds Castle

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.

4.92 out of 5 average rating, 570 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 !

4.94 out of 5 average rating, 217 reviews

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

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

Apartment in Southend-on-Sea

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.

4.89 out of 5 average rating, 170 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.

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.

4.99 out of 5 average rating, 401 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.

4.92 out of 5 average rating, 469 reviews

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 Chatham

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.

4.79 out of 5 average rating, 245 reviews

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

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.

4.9 out of 5 average rating, 148 reviews

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

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.

The entrance of a quaint cottage is highlighted by a grey door with a black doorknob. A plaque reading 'Seabird Cottage' is mounted beside the door. The window features white shutters, allowing natural light to fill the space.

4.85 out of 5 average rating, 373 reviews

Seabird Cottage

Beautifully restored 3 bedroom cottage on quaint, quiet street moments from the high street's bars, restaurants and quirky shops; and just 2 minutes from the sea! Light and airy open planned living and dining space with access to landscaped garden. Modern design with contemporary art and travel books to enjoy. We recently fitted a brand new kitchen which is fully equipped for proper cooking and dining. The house has recently been re-decorated and painted.

Bungalow in Minster on Sea

The entrance of the bungalow is adorned with a wrought iron archway, surrounded by vibrant flowering plants, including pink roses and red blooms. Large windows feature decorative panes, allowing natural light to illuminate the welcoming facade.

4.76 out of 5 average rating, 168 reviews

Beautiful 'Rose-Dene' with ample parking

'Rose-Dene' is a two bedroom bungalow (sleeps 6) in a residential area of Sheppey and has ample parking space at the front with easy access from the road which can be busy at peak periods. At the back of the bungalow you will find a beautiful and extensive garden where you can relax or enjoy a game of table tennis, bar-b -q and in the summer a cream tea.

Apartment in Leigh-on-Sea

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.

4.91 out of 5 average rating, 380 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).

Vacation rentals for every style

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Popular amenities for Leigh-on-Sea, Southend-on-Sea family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

An aerial view of Bellropes shows the spacious main house surrounded by lush gardens and open fields. The Blackwater Estuary can be seen in the distance, complementing the serene rural landscape. Well-maintained greenery and pathways lead to the entrance of the property.

Home in Essex

4.89 out of 5 average rating, 127 reviews

Bellropes - Modern Countryside Retreat Sleeps 27

MaureenRating, 5 stars1 month ago

Wow! This house was amazing for our group of 18. We fit so comfortably - there were even a couple of rooms we didn't need! The grounds are beautiful and spacious, and the common areas were absolutely perfect for our large gatherings (which is where we spent most of our time!). The hot tub was a massive hit, and we have to mention the Raj Indian Ocean restaurant just five minutes away – the food was incredible. This was truly one of the best weekends ever, and the house and its fantastic spaces were key to that!

Two comfortable chairs with dark blue upholstery are placed in a cozy living area. Each chair is adorned with a yellow decorative pillow. The space is accented by light-colored wooden elements, and a staircase can be seen in the background.

4.85 out of 5 average rating, 13 reviews

Two Bed Luxury Converted Barn with Gym & Spa (HL)

AsaadRating, 5 stars5 months ago

I was here for work and the area was fantastic. Great place to walk my dog in the morning and evenings. Fantastic facilities like gym and coffee shop. Would happily stay again even if not for work.

A spacious outdoor area is surrounded by modern barns, featuring a pathway lined with greenery. Picnic tables are placed under a wooden gazebo, providing a communal space. The setting showcases a well-maintained landscape with flowering plants and gravel beds.

4.95 out of 5 average rating, 66 reviews

Two Bed Luxury Converted Barn with Gym & Spa (RV)

LauraRating, 5 stars2 months ago

My family and I had the most wonderful stay at the River View barn. The barn was lovely and so peaceful with a beautiful view. We had such a great time and would recommend this to everyone.

An exterior view of the barn showcases a wooden facade with a tiled roof, highlighted by large windows. A long wooden dining table is positioned on a deck, with chairs available for seating. A barbecue grill is also present, accentuating outdoor dining options.

4.94 out of 5 average rating, 48 reviews

Four Bed Luxury Converted Barn with Gym & Spa (G)

JulieRating, 5 stars2 months ago

Perfect for a party of 6 to 8 people, great social spaces and helpful host. We had a fabulous time and will definitely return again. Thank you Emily

A mezzanine bedroom with a wooden ceiling showcases a spacious white bed. Two bedside tables with lamps are positioned alongside. Warm light from the lamps creates a cozy ambiance, while wooden beams contrast against the light walls.

4.91 out of 5 average rating, 35 reviews

Three Bed Luxury Converted Barn with Gym & Spa(SB)

Jo Rating, 5 stars5 months ago

Booked very last minute for a weekend away. A very comfortable, well equipped stay. Homely and inviting.

A cozy bedroom featuring a spacious bed adorned with plush towels. Natural light streams in through a small skylight, highlighting the exposed wooden beams above. A decorative chair and a wooden bedside cabinet add to the inviting décor.

4.83 out of 5 average rating, 40 reviews

One Bed Luxury Converted Barn with Gym & Spa (HH)

KerryRating, 5 stars7 months ago

We loved our night's stay at the Hen House. We live locally and visit Parlour Cafe regularly (it's our fav local cafe and they do the yummiest food) We booked our stay to have some quality time together and it was perfect. Easy to access, hot tub was easy to book and there are some lovely walks locally. Host was easy to get hold of and lots of information sent up-front :)

A cozy living area features a wooden cabinet with a television atop. A striped rug in vibrant colors adds a cheerful touch to the space. Glass doors open to an outdoor area, and a small coffee table completes the inviting ambiance.

4.88 out of 5 average rating, 24 reviews

One Bedroom Converted Barn with Gym & Spa (FL)

AneesahRating, 5 stars4 months ago

Very clean, bedding and towels smelled great. Hot tub was very relaxing, nice farmland surroundings and would recommend shoes/boots that can withstand the mud!

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Family- and pet-friendly home rentals

A bright and spacious bedroom features a white iron bed with plush pillows and a colorful throw. Large windows with deep purple drapes frame views of the outside. A vintage wooden chair and decorative art piece add charm to the calming decor.

4.93 out of 5 average rating, 238 reviews

Charming Victorian Cottage in Central Whitstable

SarahRating, 5 stars1 week ago

I had a wonderful stay here with friends. The house was perfect for our needs, spotlessly clean, well equipped & tastefully decorated, just as described. The beds & bed linen were so comfy & luxurious too! Sophie was incredibly helpful & responsive to any questions that I had. I hope to return again one day!

4.94 out of 5 average rating, 125 reviews

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

Beachside, stylish, spacious 5 bed home Whitstable

SydneyRating, 5 stars1 week ago

A beautiful home in a beautiful location. We had a great stay for a family holiday and loved it. Comfortable rooms and well equipped Airbnb. Only downside was part of the oven not working, but the host was very responsive when we had any problems. Thank you for a lovely weekend away.

The dining area features a wooden farmhouse table surrounded by light-colored chairs, set against a backdrop of soft blue curtains. A comfortable seating area with cushions is visible, while the entrance to the kitchen can be seen, highlighting the open layout.

4.85 out of 5 average rating, 361 reviews

Lovely fisherman's cottage near beach and harbour

CourtneyRating, 5 stars2 weeks ago

We really enjoyed our stay at Maya’s cottage. We would love to come back and would recommend to anyone wanting a place to stay in Whitstable!

Place to stay in Whitstable

A spacious studio features wooden ceiling beams and natural light from two windows. A large bed with blue bedding is complemented by a red armchair. The room includes a wooden wardrobe and a TV, with a decorative nautical map artfully displayed on the wall.

4.89 out of 5 average rating, 286 reviews

Fisherman's Cot, Whitstable, Kent

AngelaRating, 5 stars3 weeks ago

We had a wonderful two days at Fisherman’s Cot. Set in beautiful gardens, it had a really special vibe. Frank and Jo were warm and welcoming and we felt at home straight away. It was a short 10 min walk to the beach and into Whitstable town centre, so it’s a great location. Even better to return back and spend the evening eating al-fresco in the garden while our dog Arnold sniffed and explored. A very relaxing stay.

Apartment in Southend-on-Sea

A small outdoor balcony features a round table surrounded by two wicker chairs. An umbrella is tilted to one side, and greenery is visible in the background, providing a natural setting. The balcony's flooring consists of gray tiles.

4.75 out of 5 average rating, 76 reviews

Entire Studio with private parking and balcony

JacquelineRating, 5 stars1 month ago

What's not to love about this place? Absolutely nothing. The pictures are exactly how the room is, it maybe small but there is everything you need! As well as the basic kitchen equipment there is a hot plate, slow cooker and egg cooker, cafetiere, tea pot and complimentary tea, coffee, milk pots and biscuits. The bedding and towels were top notch . Everything was spotless the crockery and glasses included. The balcony has a table and 2 comfy chairs where you can sit and relax listening to the birds in the garden. It is very peaceful. Both Jonathan & Jackie are fantastic hosts, they respond quickly to messages and are both very friendly and welcoming. We enjoyed a 3 night break and was fully refreshed and relaxed. Cliffs Pavilion is only a short 5 min walk, Rossi Ice cream about another 5 mins down steps to seafront. This was our 2nd time staying but will definitely be back.

4.63 out of 5 average rating, 582 reviews

Home in Whitstable

Cottage in the heart of Whitstable

SarahRating, 5 stars1 month ago

We had a great time here. It is a really good location. It is right on the high street but still quite quiet and peaceful. As other reviews mentioned, the stairs are steep so perhaps not suitable for those with certain mobility issues but we found them fine! Thanks for a wonderful weekend.

4.92 out of 5 average rating, 477 reviews

A quiet lane is framed by charming white cottages with large windows and decorative shutters. The scene is brightened by natural light and blue skies, with hints of greenery in the background. A sense of tranquility is conveyed in this quaint setting.

Cabin in Whitstable

Chill at the cosy Fisherman's Cottage by the Sea

HollyRating, 5 stars2 weeks ago

We had a lovely time at the cottage - great location, found parking nearby, easy to get to shops, pubs and restaurants. Cosy and cute! And a short walk from the beachfront

4.84 out of 5 average rating, 267 reviews

A serene waterfront scene is depicted at dusk, showcasing boats gently bobbing in the still water. The sky transitions from soft purple to pink, while silhouettes of masts and pilings create a tranquil atmosphere. Reflections ripple across the water’s surface.

Apartment in West Mersea

Fawkes Perch

PhilipRating, 5 stars1 week ago

We had a comfortable stay at the flat which is located in a quiet area but close to the shops and cafes. We enjoyed the views across the estuary which was a short walk away.

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Family-friendly home rentals with a pool

4.92 out of 5 average rating, 401 reviews

An outdoor pool area is visible, featuring clear blue water and spacious lounge chairs. In the foreground, wooden tables and chairs provide seating for guests, while in the background, people are enjoying the pool. Large glass windows offer views of the surrounding area.

Chalet in East Mersea

Lola’s Luxury Holiday Lodge - beautiful sea views

JoannaRating, 5 stars3 days ago

The lodge is absolutely beautiful, and stunningly clean and well equipped. We had a very relaxing few days, enjoying the peaceful surroundings and the hot tub. Also ate at a couple of places recommended by Sarah & Marc and they were both excellent. Would definitely return!

A view from the side of a mobile home reveals a grassy area with several trees. In the distance, a recreational area is visible, featuring a white pavilion and varied structures, with parked cars situated nearby. The sky is bright with scattered clouds.

Home in Allhallows

Mobilheim bei London - Themseblick

JamesRating, 5 stars34 months ago

Great break close to entertainment and shop Recommended it give it 10 out of 10