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, 812 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.

Superhost

Large glass doors open to a small balcony overlooking the greenery outside. A cozy seating area features natural light from the windows, with a soft rug on the wooden floor and a bookshelf displaying games and decorative items.

Home in Whitstable

4.85 out of 5 average rating, 108 reviews

Whitstable house with a view and 2 parking spaces

This perfectly positioned house is deceptively spacious and offers the holiday maker wonderful views of the sea. This welcoming house has been stylishly and freshly decorated and is great for children and adults of all ages as it provides flexible options. With ample off street parking for 2 cars and a garage for a further car or storage for bikes it provides a great retreat from which to explore Whitstable and the nearby coastal towns whilst being only a 20 minute car drive from the Canterbury.

Guest favorite

A sunlit bedroom features a spacious bed adorned with floral-patterned linens and pillows. Soft light filters through large windows, illuminating the surrounding decor. Two wooden stools are positioned near the window, enhancing the room's inviting atmosphere.

Cottage in Whitstable

4.86 out of 5 average rating, 202 reviews

Buttercup Studios

Buttercup Studios is in the heart of the centre of Whitstable 2 mins from the seaside & dozens of eclectic independent shops & restaurants (with a car park and free street parking 1 min away). The pretty 16th Century 2-story house, with haven-courtyard & happy style is a quiet secret hidden oasis. It's the perfect destination for couples in love or families wanting a breath of fresh air! Buttercup is small pet, baby/child friendly. Please include each as an additional ADULT guest when booking :)

Top guest favorite

The living area features a cozy two-seater sofa, a patterned armchair with a cushion, and a small side table. A bookshelf holds a selection of books, and sunlight enters through large windows, illuminating the space. A television is mounted on the wall.

Bungalow in West Mersea

4.95 out of 5 average rating, 208 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

Superhost

A cozy sitting area is highlighted by a gray sofa adorned with decorative pillows. A small side table stands beside the sofa, and a bookshelf filled with books is positioned next to it. Soft light brightens the minimalist room, enhancing the warm wooden floor.

Cottage in Whitstable

4.88 out of 5 average rating, 136 reviews

Delightful Cottage W/ Great Extras

Delightful Whitstable Seaside Cottage, Sleeps 6. Furnished with all you need for a holiday by the seaside, the cottage has a fully equipped kitchen, relaxing sitting room, sunny double bedroom and a great attic twin. Small, secure cottage garden. All linen and bath towels provided. Free WiFi. Off-road parking for one small car. Dogs Welcome. Pets will be charged at £25 for the stay. The cleaning fee will be deducted if you have no pets, so please let me know at the time of booking.

Guest favorite

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.

Place to stay in Whitstable

4.89 out of 5 average rating, 281 reviews

Fisherman's Cot, Whitstable, Kent

A unique, special experience, It offers peace and tranquillity yet is minutes from the beach and town. Ideal for walking, bird watching, cycling, golf, sailing, windsurfing, sea angling, beach fishing, freshwater fishing or simply chilling in wonderful peaceful surroundings. It is dog-friendly, cycle and canoe hire from local suppliers, sailing trips and provides shrimp nets, crab lines & buckets and spades. Picnic hampers are available from basic to Gourmet with Oysters from local suppliers.

Top guest favorite

A detached annexe is positioned beside a charming building with a steeple, surrounded by open fields and tall grass. A fence runs parallel to the dirt road, enhancing the rural setting under a clear blue sky.

Cottage in Kent

4.95 out of 5 average rating, 352 reviews

Wonderful rural dwelling- relax or explore Kent!

Surrounded by fields and orchards, our self contained, detached annexe makes an ideal retreat for a break in the countryside. The property overlooks the paddock where the goats and horses graze. A short drive to the nearby seaside towns of Whitstable and Herne Bay, historical Canterbury and the glorious beaches of East Kent, it is the perfect base to explore the area. A suitable space for families, couples and groups of friends and a great location for walkers, cyclists and sightseers.

Superhost

A cheerful children's bedroom features a low wooden bed with colorful striped bedding. A plant in a terracotta pot adds greenery, while a bookcase filled with children's books is seen nearby. Artwork on the wall includes framed illustrations, enhancing the playful atmosphere.

Home in Whitstable

4.92 out of 5 average rating, 113 reviews

Beachside, stylish, spacious 3 bed home Whitstable

Seasalter Cabin is a three double bedroom bungalow by the beach. The house contains two Kings & one double bedroom, bathroom, shower room, utility room and an open planned kitchen, dining & living. There is a large private garden and parking for 4 cars. The space is the ground floor of our home which is situated in the quiet private Granville Estate in Seasalter. We are approx 30 mins walk, 5 mins drive from central Whitstable.

Guest favorite

A modern holiday lodge is depicted, featuring a white exterior and a sloped roof. Large windows allow natural light, while a spacious deck with a railing invites outdoor relaxation. Lush greenery and shrubs partially frame the lodge, adding a touch of nature to the scene.

Chalet in East Mersea

4.91 out of 5 average rating, 394 reviews

Lola’s Luxury Holiday Lodge - beautiful sea views

Modern, bright and cosy holiday lodge with sea views and private hot tub in the tranquil village of East Mersea. Ideal for a romantic couples break or for a small family get away. The lodge has everything you could need to ensure the whole family are catered for! It is a real home from home. Perfect to celebrate a special occasion!

Guest favorite

A spacious lounge features a comfortable grey sofa adorned with patterned cushions. A wooden coffee table sits in front, with a lamp casting soft light in the corner. A washing machine is partially visible in a nearby kitchen area.

Apartment in Leigh-on-Sea

4.9 out of 5 average rating, 367 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).

Superhost

Books and decorative items are displayed on dark wooden shelves, showcasing a mix of vintage books, framed pictures, and an artistic fox figurine. A bright arrow sign and a small ukulele add playful accents to the collection.

Home in Wivenhoe

4.89 out of 5 average rating, 217 reviews

Beautiful riverside Tudor house

Wivenhoe is an undiscovered gem on the Essex/ Suffolk boarder, a sailing town full of artists and eccentrics! It is a great mix of tranquil riverside charm and holiday buzz, with plenty of great little restaurants, pubs and shops. The house is Tudor, built 1580. Lovingly restored and very cozy!