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, 815 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

A scenic view showcases the expanse of the coastline, with the sea stretching into the distance against a clear sky. The image captures the rooftops of houses nestled among trees, framed by the serenity of the marine landscape.

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.

Top guest favorite

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

4.95 out of 5 average rating, 209 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

Top guest favorite

An open living space features a blue sofa and a bright red armchair, complemented by wood flooring. A dining area with a wooden table and chairs is visible, alongside a kitchen equipped with modern appliances and a fireplace. Natural light floods in through large windows.

Cottage in Canterbury

4.95 out of 5 average rating, 102 reviews

Tulip Tree Cottage Huge Garden+dog friendly

Tulip Tree Cottage was originally the village school house built in the 1870's and now a comfortable and newly converted home situated in the Kent Area of Outstanding Natural Beauty. Within walking distance of the village supermarket, pharmacy and 3 good pubs, this is the perfect place for a family holiday or weekend getaway with friends. Please note our lovely garden is shared with the guests in the cottage next door. 5 mins to Canterbury, 60 mins from London. 10% discount for weekly bookings.

Superhost

The exterior of the cottage features a charming powder blue front door and a large window adorned with a flower box filled with purple blooms. The white brick facade showcases the entrance, providing an inviting first impression.

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, 282 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

An open-plan kitchen is showcased with light wood cabinetry and a large gas range. Potted plants hang from the ceiling, adding greenery to the space. Large windows allow natural light to fill the area, highlighting the dining table set amongst tropical indoor plants.

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, 396 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

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.

Apartment in Leigh-on-Sea

4.91 out of 5 average rating, 370 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

A spacious living area showcases a mix of vintage and comfortable furnishings. Plush velvet couches are paired with an antique wooden armchair, while an ornate rug covers the dark floor. Exposed wooden beams enhance the room's character, with a cozy wood burner and a grand piano contributing to the inviting ambiance.

Home in Wivenhoe

4.89 out of 5 average rating, 218 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!