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Family-friendly vacation rentals in Southend-on-Sea

Find and book unique family-friendly homes on Airbnb

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

Family-friendly home rentals with a hot tub

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
A private hot tub is situated in the foreground, featuring a blue interior with built-in seating. In the background, a charming wooden cabin is visible, complemented by an outdoor dining area furnished with a table and chairs, surrounded by gravel and greenery.
Cottage in Littlebourne
4.91 out of 5 average rating, 229 reviews

'Oak Lodge' Littlebourne, Canterbury (hot tub)

NatashaRating, 5 stars3 weeks ago
A Peaceful and Memorable Stay at Oak Lodge We had a wonderful stay at Oak Lodge with our two children, making it the perfect getaway to reconnect and unwind. Angela, the host, was incredibly accommodating and ensured we had everything we needed. The hot tub was a highlight, providing a relaxing way to wind down after our adventures. The location was ideal for escaping the busy life, with a local park and shop nearby. We enjoyed trips to Canterbury and Whitstable, making it a memorable Mother’s Day weekend and our 10-year wedding anniversary celebration. Though the mobile signal was weak, we actually appreciated it, as it allowed us to disconnect and enjoy family games. Overall, Oak Lodge was a peaceful and refreshing escape, and we left with beautiful memories. Highly recommend it for anyone looking for a family-friendly retreat!
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!
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 stars3 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.
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 stars2 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 :)

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 stars4 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!
Guest favorite
The living area features a mustard yellow sofa and a black settee facing a small circular table. A woven rug grounds the space, while walls are adorned with framed artwork. A lamp and a mirror create a cozy ambiance, with a traditional fireplace as a focal point.
Home in Whitstable
4.87 out of 5 average rating, 390 reviews

Charming cottage minute from beach-newly renovated

GeorgieRating, 5 stars2 weeks ago
We had a brilliant stay at Nicola’s house. It is beautifully done and very clean. Easy to find and get in with the lockbox. Amazing location for Whitstable high street and the beach. Would highly recommend!
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

FranRating, 5 stars1 month ago
Lovely house with a perfect, homely space. Perfect location for pubs restaurants and seafront and no issues parking directly outside either. Lovely stay! Thank you
Superhost
A light and airy living space is visible, featuring a comfortable green armchair with patterned cushions. A round wooden table with white chairs is set against a wall displaying a map. A door leads to another area, while natural light fills the room.
Apartment in Thorley
4.81 out of 5 average rating, 206 reviews

Stylish and comfortable double bedroom apartment

DylanRating, 5 stars3 weeks ago
This Airbnb was perfect for a few days when had a few things to do around London. It had parking outside for one car. It was private, cozy and warm. I would 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 stars5 days 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 stars1 day 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
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
4.92 out of 5 average rating, 466 reviews

Chill at the cosy Fisherman's Cottage by the Sea

HannahRating, 5 stars1 week ago
Beautifully positioned for a break away by the sea. The house is small but incredibly charming and there is so much to do in Whitstable and beyond on the Kent coast. Whilst parking provided us with a bit of a headache, that is a small price to pay for the change to stay in this hidden gem and Amanda was really helpful and responsive.
Guest favorite
A high chair is positioned beside a storage unit filled with colorful toys in clear bins. Nearby, cleaning supplies and a drying rack are visible. The scene reflects a functional play area, enhancing convenience for families with young children.
Cottage in Clacton-on-Sea
4.84 out of 5 average rating, 168 reviews

Humperdink 2 Beach Rd St Osyth Clacton

LucyRating, 5 stars2 weeks ago
Such a beautiful, peaceful place to stay ! Humperdink feels cosy and comfortable inside and then you have the peacefulness of the surroundings right on the doorstep . The weather was perfect so we enjoyed walking through the bird reserve as well as a lovely visit to Mersea island . Inside , there’s pretty much everything you could need for a stay and my teenage boys even enjoyed looking through and playing a couple of the games ! We saw pheasants, deer , rabbits and plenty of water birds and the clear starry sky was just beautiful. Highly recommended as a peaceful and relaxing get away from it all stay 😊

Family-friendly home rentals with a pool

The exterior wall of the lodge features a metallic sign that reads 'Serenity Lodge.' The signage is displayed prominently against the neutral-toned siding, offering a welcoming identification of the property.
Campsite in Essex
4.48 out of 5 average rating, 65 reviews

serenity luxury lodge

ChrisRating, 5 stars7 months ago
Accommodation: The caravan itself was spotless and well-equipped with all the modern amenities one could need. The kitchen was fully stocked with utensils and appliances, making it easy to prepare meals. The living area was cosy and comfortable, perfect for relaxing after a day of exploring. The beds were incredibly comfortable, ensuring a good night’s sleep. Bonus did not need to take bed linen as the beds were made up Facilities: The park’s facilities were top-notch. The communal areas were clean and well-maintained, and the on-site shop had everything we needed. The kids loved the playground and the swimming pool, which were both safe and fun.
Chalet in Clacton-on-Sea
5 out of 5 average rating, 5 reviews

2013 Willerby Sunset Static Caravan Holiday Home

PeterRating, 5 stars30 months ago
Jenny, I hope you like my review, we enjoyed our short holiday in your caravan. I think you will need to fix some of the furniture, like the wardrobe door in the double room. Otherwise everything was fine, thanks. Peter
Guest favorite
A tranquil beach scene is displayed, featuring calm waters and a sandy shoreline that curves gently along the coast. Green vegetation and yellow flowers are visible in the foreground, while a clear blue sky stretches overhead, enhancing the serene atmosphere of the location.
Home in West Mersea
4.92 out of 5 average rating, 157 reviews

Homely 3 bedroomed caravan on Mersea Island, Essex

MarianneRating, 5 stars5 days ago
A lovely caravan in a beautifully quiet location with a great view, but on a park which offers lots of activities and facilities. Really comfortable beds. Ideal for couples as 3 doubles. Sharon always replied quickly when I messaged and was helpful. I’m sure we will be back in the future.
The lounge area is furnished with a spacious seating arrangement featuring various cushions in shades of blue and yellow. A wooden TV unit holds a smart TV, while soft lighting is provided by a ceiling fixture. Large windows with grey drapes allow natural light to fill the space.
Tiny home in Essex
4.5 out of 5 average rating, 151 reviews

Clacton Caravan-Valley Farm-Near Beach-3 Bedroom

NurenRating, 5 stars4 weeks ago
Lovely apart nice a clean. Nice size bedroom. Host communicated with me from start to finish. Highly recommended 5 star service Will definitely revisit again soon.
Superhost
A serene outdoor space features gravel pathways lined with benches. Lush greenery and trees create a natural backdrop, while bushes are neatly trimmed along the pathway. Light clouds are present in a blue sky, enhancing the calm atmosphere of the expansive landscape.
Home in Canterbury
4.5 out of 5 average rating, 16 reviews

Private Indoor Pool - Honeywood Lodge

CarlaRating, 5 stars5 months ago
Great house to spend time with friends for a 50th. Very close to Canterbury which has lots of great shops, bars and restaurants. Also close to Chapel down and a couple of stellar pub do lunch out dinner. The house was everything we needed it to be and the pool was perfect!
Superhost
A tennis court is surrounded by greenery, featuring a well-maintained surface with visible markings. The court is equipped with nets at each end and is set against a backdrop of trees and open countryside, ensuring a sense of space and tranquility.
Home in Canterbury
4.96 out of 5 average rating, 24 reviews

Great Higham Oast and Cottages - sleeps 18

JosephRating, 5 stars2 weeks ago
We stayed here April 2025 for my stag party weekend. The venue was amazing. Clean, amazing surroundings great swimming pool. Host was great at setting us a up bedrooms spotless and bathrooms clean. I really liked the plum cottages I don’t think the pictures do the place justice the cottages are huge and have their own kitchens and bathroom and a private garden.
Guest favorite
Camper/RV in Essex
4.91 out of 5 average rating, 23 reviews

2013 Model Static Caravan Holiday Home

PaulRating, 5 stars8 months ago
better than I expected to be honest clean etc comfortable

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

  • Total rentals

    190 properties

  • Nightly prices starting at

    $30 before taxes and fees

  • Total number of reviews

    5K reviews

  • Pet-friendly rentals

    60 properties allow pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    190 properties include access to wifi

Destinations to explore