
Family-friendly vacation rentals in Southend-on-Sea
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Southend-on-Sea
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Vacation rentals for every style
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Popular amenities for Southend-on-Sea family-friendly rentals
Family-friendly home rentals with a hot tub

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

'Oak Lodge' Littlebourne, Canterbury (hot tub)
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!

One Bedroom Converted Barn with Gym & Spa (FL)
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!

Bellropes - Modern Countryside Retreat Sleeps 27
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.

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

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

Three Bed Luxury Converted Barn with Gym & Spa(SB)
Booked very last minute for a weekend away. A very comfortable, well equipped stay. Homely and inviting.

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

Charming Victorian Cottage in Central Whitstable
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!

Charming cottage minute from beach-newly renovated
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!

Seabird Cottage
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

Stylish and comfortable double bedroom apartment
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

Dough Cottage, a stylish stay in Whitstable
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.

The Stable, 5* Boutique Accomodation, dog friendly
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.

Chill at the cosy Fisherman's Cottage by the Sea
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.

Humperdink 2 Beach Rd St Osyth Clacton
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

serenity luxury lodge
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.

2013 Willerby Sunset Static Caravan Holiday Home
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

Homely 3 bedroomed caravan on Mersea Island, Essex
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.

Clacton Caravan-Valley Farm-Near Beach-3 Bedroom
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.

Private Indoor Pool - Honeywood Lodge
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!

Great Higham Oast and Cottages - sleeps 18
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.

2013 Model Static Caravan Holiday Home
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
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