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, 822 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.

Top guest favorite

A comfortable double bed is featured with crisp white linens and a decorative cushion. Natural light filters in through patio doors, revealing a garden view filled with colorful flowers and greenery.

Guest suite in Southend-on-Sea

4.92 out of 5 average rating, 567 reviews

Quiet & Cosy Annex, Garden Outlook

Clean & bright 'Ground Floor Annex'; double room & separate en-suite area, 'The Annex' has a lovely garden outlook & its own entrance. Guests have the privacy of 'The Annex' (Adjoined - Guest Suite) with its own entrance to come-&-go as and when they please. A short distance to Southend Airport & Railway links to London. Explore the area - Southend Seafront, Pier & Town; Garons Festivals & Sports; Southends Events & Theatres . Early 'Check in' on request for Events, Weddings etc Relax & Enjoy !

Top guest favorite

A bright bedroom features a wooden bed dressed in a colorful floral duvet with matching cushions. Artwork adorns the walls alongside a mirror and a cushioned chair sits nearby. Natural light enhances the spacious layout, complemented by stylish pendant lighting.

Guest suite in Canterbury

4.94 out of 5 average rating, 507 reviews

Secluded self-contained annexe facing woods

Located in the countryside yet very close to Canterbury , University & Whitstable. This room is completely private and not overlooked, with its own private patio. Connected to the house but with its own entrance . A great place to unwind but also convenient for all of Canterbury's many attractions. Breakfast is left for you in the kitchen to be prepared by yourself at leisure. The breakfast is as listed; tea or coffee, toast and butter and two types of jam and granola . We allow one good dog .

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, 214 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

A view down a sloped street, lined with parked cars, leads to an estuary visible in the distance. Trees displaying autumn foliage frame the image, while houses in various styles are positioned on either side of the street.

Apartment in Southend-on-Sea

4.89 out of 5 average rating, 169 reviews

SEA VIEW apartment - 3 min walk from Old Leigh

The apartment is perfectly positioned with Old Leigh cockle sheds and pubs a 3-minute walk down the hill and the shops & cafes of Leigh just 3 minutes walk up the hill. The apartment has a splendid view of the estuary from the main living area. There are 2 bedrooms, one of which has a view of the sea too! Being a ground floor flat there is easy access to the shared lawn outside. There is a designated car-parking space. Leigh station is a 15-minute walk away and 55 mins from London Fenchurch st.

Guest favorite

A bright lounge area features a beige sofa adorned with patterned cushions. Two teal chairs are positioned beside a small white coffee table, set with three blue and white cups. Framed artwork decorates the walls, complemented by a warm stream of sunlight entering through a nearby window.

Condo in Canterbury

4.92 out of 5 average rating, 213 reviews

Central+Safe | Kitchen+80Mbps+WFH | Cathedral>2min

Welcome to The Blue Apartment + City Centre location | Shops & Cafes | Historic Castle Quarter neighbourhood + 2 Minute walk to Cathedral Gate + Full Kitchen with oven & hob + Click Save ❤️ ↗️ + Short walk from East & West Rail Stations + Fast stable 80mb/s Wifi & Smart TV + My Blue Apartment has a good sized bedroom with walk-in wardrobe + A lovely bathroom with bath & shower + Lounge (with sofa bed sleeps 2) + Dining table for 4 + Ideal for Universities & Language Schools

Superhost

A well-maintained exterior features a brick building with large glass doors leading to a private lawn. Colorful flower beds in the foreground display a mixture of vibrant red, pink, and purple blooms, enhancing the serene atmosphere of the outdoor space.

Farm stay in Medway

4.79 out of 5 average rating, 244 reviews

Sandown - West Street

Newly refurbished - Sandown, like its twin Ascot, has an ample sized, well equipped kitchen with a table and four chairs and a comfy sofa that turns down into a bed in seconds. The kitchen has a electric hob and oven, a fridge and a washing -dryer machine is in the adjoing outhouse. A TV is included in the kitchen. The French windows look out over your private lawn onto farmland. From the Entrance lobby turn right straight into the kitchen or left into the ensuite bedroom with TV.

Top guest favorite

A two-story wooden house features a spacious deck with seating, surrounded by natural grasses and open skies. Large windows allow ample light, and the rooftop area suggests potential for outdoor enjoyment. The structure reflects a unique coastal charm while standing in a tranquil environment.

Chalet in Lee-over-Sands

4.95 out of 5 average rating, 222 reviews

Solitude 2 hours from London. Sea. Sky. Space.

Now with super-fast Fibre Max internet, The Beach House is situated on the Essex Sunshine Coast, right on the bank of a tidal creek with stunning views of the sea in front and the river behind. Being in the Nature Reserve, we cannot accept dogs or pets of any kind; sorry. We do not let to groups; we only let to families or two couples maximum. Absolutely no groups of more than four guests or parties of any kind. High tide sometimes cuts off the house so please be aware of this.

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, 370 reviews

Seabird Cottage

Beautifully restored 3 bedroom cottage on quaint, quiet street moments from the high street's bars, restaurants and quirky shops; and just 2 minutes from the sea! Light and airy open planned living and dining space with access to landscaped garden. Modern design with contemporary art and travel books to enjoy. We recently fitted a brand new kitchen which is fully equipped for proper cooking and dining. The house has recently been re-decorated and painted.

Guest favorite

A spacious barn exterior features a hot tub in the foreground, surrounded by lush greenery and blooming flowers. Large glass doors provide views into the interior, while comfortable lounge chairs are positioned on a stone patio for outdoor relaxation.

Farm stay in Thorley

4.99 out of 5 average rating, 172 reviews

3 Bedroom Barn Conversion Nr Stansted +hot tub

Escape to the beautiful English countryside with a group of friends or family to this stunning barn conversion on the edge of Bishops Stortford. With it's exposed oak beams, log fireplace and hot tub, this is a special place to relax in comfort and unwind. We aim to provide a luxurious stay in this 3 bedroom barn conversion which can sleep up to 6 people. All three bedrooms have ensuite bathrooms and we use B-Corp bedding, shampoos & conditioners.

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, 399 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, 378 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).