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

Find and book unique family-friendly homes on Airbnb

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

Family-friendly home rentals with a hot tub

A hot tub is positioned on a wooden deck surrounded by a scenic landscape. The tub is filled with bubbling water and offers views of lush greenery and the distant estuary under a partly cloudy sky.
Home in Essex
4.89 out of 5 average rating, 125 reviews

Bellropes - Modern Countryside Retreat Sleeps 27

TomRating, 5 stars4 weeks ago
Fantastic facilities for a big group weekend away; we were a group of 18 and had plenty of space and the sleeping arrangements were great. The property has been redeveloped to accommodate large groups. Karen was very helpful before and after the booking, asking about bedroom set up (twin vs double) and also giving instructions around check-in and check-out. The garden is fantastic and we enjoyed making use of that and the hot tub! We also had caterers in on the Saturday night who had cooked at the venue before and the enormous dining table was brilliant for our celebration.
Superhost
A charming barn building showcases dark wooden siding and a distinctive orange tile roof. In the foreground, a picnic table is positioned on a landscaped area surrounded by green grass and decorative plants, offering a relaxed outdoor gathering space.
Guest suite in Essex
4.85 out of 5 average rating, 13 reviews

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

AsaadRating, 5 stars3 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.
Top guest favorite
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.
Guest suite in Essex
4.95 out of 5 average rating, 65 reviews

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

LauraRating, 5 stars1 week 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.
Guest favorite
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.
Guest suite in Essex
4.96 out of 5 average rating, 47 reviews

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

JulieRating, 5 stars3 weeks 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
Superhost
A rustic self-catering barn complex is shown, featuring dark wooden exteriors and a clay-tiled roof. Outdoor seating areas with picnic tables are arranged on a paved patio, surrounded by greenery. Hammocks and landscaped plants contribute to a relaxed outdoor environment.
Guest suite in Essex
4.91 out of 5 average rating, 35 reviews

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

Jo Rating, 5 stars3 months ago
Booked very last minute for a weekend away. A very comfortable, well equipped stay. Homely and inviting.
Superhost
The kitchen and living area showcases modern cabinetry and appliances. A stainless steel refrigerator, gas stove, and dishwasher are visible, alongside a cozy seating arrangement. A textured area rug lies beneath a small wooden table, with a potted plant adding a touch of greenery.
Guest suite in Essex
4.82 out of 5 average rating, 39 reviews

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

KerryRating, 5 stars5 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 :)
Guest favorite
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.
Guest suite in Essex
4.88 out of 5 average rating, 24 reviews

One Bedroom Converted Barn with Gym & Spa (FL)

AneesahRating, 5 stars2 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!

Family- and pet-friendly home rentals

Guest favorite
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.
Cottage in Whitstable
4.93 out of 5 average rating, 231 reviews

Charming Victorian Cottage in Central Whitstable

CharlotteRating, 5 stars6 days ago
We absolutely loved the cottage and felt at home straight away. Pristine and with the most comfy beds we've stayed in for a long time! Very convenient for the high street, yet super quiet when in the house Parking right outside even when busy! The cottage is ideal for a family and we loved every minute!
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 Chatham
4.92 out of 5 average rating, 466 reviews

PJ's @ Willow Cottage

SharonRating, 5 stars3 days ago
The house is beautifully kept with everything you need. The enclosed garden is fabulous for the dogs safety. Bed is extremely comfortable. Off street parking is very handy. Close to my family for ease of visiting
Superhost
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.
Cottage in Whitstable
4.85 out of 5 average rating, 360 reviews

Seabird Cottage

PeterRating, 5 stars2 weeks ago
Clean and very well appointed cottage a few minutes walk from the high street and beach. Parking in the road is limited but there is a car park at the end of the street. We had a great time in Whitstable making the most of the dog friendly pubs, restaurants and shops. Would definitely return and stay again.
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
4.98 out of 5 average rating, 389 reviews

Dough Cottage, a stylish stay in Whitstable

GemmaRating, 5 stars1 week ago
We had a friendly greeting when we arrived at the Dough Cottage, and Alison helped with parking and places to eat: plus a few ‘things to know’ about the property. Alison had left us some yummy snacks and milk in the fridge! The garden is very secure which was great for our dog, Ted. The location is perfect, literally around the corner from the high street, and a short walk to the seafront, but also tucked away which gave us privacy. Lots of equipment in the kitchen and toiletries in the bathroom. The pillows and bedding were great quality. I loved all of the coffee table books and art around the cottage. We (family of 4) had a fab stay and would definitely recommend Dough Cottage to anyone looking to stay in Whistable.
Top guest favorite
A welcoming lounge area features a green upholstered sofa and a tan leather armchair, positioned near a wooden coffee table. Exposed brick walls are complemented by wooden stairs leading to the upper level. Natural light enters through large windows, enhancing the spaciousness.
Cottage in Westcliff-on-Sea
4.98 out of 5 average rating, 408 reviews

The Stable, 5* Boutique Accomodation, dog friendly

MarnieRating, 5 stars3 days ago
This was our second time at The Stable and it didn’t disappoint. Clean, very comfortable and some luxurious touches. Great area for things to do, right by the sea but still peaceful and relaxing.
Guest favorite
An open-plan living space features a modern kitchen with granite countertops and light-colored cabinetry. A dining table is surrounded by white metal chairs. A cozy sitting area is visible, accented by vibrant cushions. Natural light floods the room from multiple windows.
Home in West Mersea
4.88 out of 5 average rating, 115 reviews

Mersea cottage - in a perfect location

BrianRating, 5 stars2 weeks ago
Great location, very well equipped kitchen, lots of seating, great layout, good outside space and very comfortable beds with good quality linen . We would definitely return.
Superhost
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
4.84 out of 5 average rating, 263 reviews

Fawkes Perch

DavidRating, 5 stars5 months ago
Gareth's place is a great place to stay, close to the sea front with a short walk to pubs and restaurants which are really good. The apartment has everything you need and is really comfortable. A great host and i will definitely be back.
Guest favorite
A bright and airy bedroom features a spacious bed with decorative pillows and a cozy throw. Natural light enters through a large window, complemented by soft curtains. A small bedside table and a stylish lamp add to the room's inviting decor.
Home in Kent
4.81 out of 5 average rating, 211 reviews

Boat House, Central Whitstable Fisherman's Cottage

CeliaRating, 5 stars2 weeks ago
Beautiful, quaint little cottage. Well equipped and comfy beds. We were only 3, I think it would be quite a squeeze with 6! Also be sure to check you are ok with steep narrow stairs! Parking a bit tricky, but we knew that. Easy walk into town with some cute, independent shops and restaurants.

Quick stats about vacation rentals that are family-friendly in Leigh-on-Sea, Southend-on-Sea

  • Total rentals

    50 properties

  • Nightly prices starting at

    ﺩ.ﺇ294 before taxes and fees

  • Total number of reviews

    2K reviews

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 properties include access to wifi

Destinations to explore