Beachfront holiday rental in Southend Chalkwell Beach

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Top-rated beachfront accommodation in Southend Chalkwell Beach

Guests agree: These beachfront homes are highly rated for location, cleanliness and more.

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Guest favourite
A spacious bedroom features a queen-sized bed dressed in gray linens and adorned with teal accent cushions. Natural light filters through large windows, with turquoise curtains framing the view. A wooden dresser and bedside tables complete the room's layout, providing ample storage.
Home in Essex
4.9 out of 5 average rating, 42 reviews

Westbury House Self Catering

Ideal for special family stays, work or leisure. Westbury House is ideally located. 2m to Southend Airport, 1m to Rochford Bars or Restaurants & Train Station & only 4m to the beach. Fully modernised & furnished with spacious level access. 4 large bedrooms, huge Lounge, 2 bathrooms, fully kitted kitchen & Conservatory. Large gated gardens & parking for 3 cars. With SuperFast Unlimited Broadband, Smart TV & Hive heating, Shops & fast food within 300m. Luxurious Fully Serviced accommodation

Top Guest favourite
A wooden gate marked 'Pencarrow' stands open, leading to a grassy area with a view of the sea. The sky is filled with soft clouds, illuminated by a warm sunset, providing a peaceful atmosphere.
Tiny home in Kent
4.98 out of 5 average rating, 466 reviews

Beach Retreat. A relaxing stay with a sea views.

The cabin has a comfortable double bed, smart TV, Wardrobe, breakfast bar/laptop work station, several USB points, microwave, fridge, toaster, kettle, sink/drainer with hot & cold water A chemical toilet is provided in the cabin for night use. There’s a private toilet & a wonderful hot shower both outside (as per photos) for guest’s use. The front decked veranda adjoins an outdoor kitchen with 2 ring gas hob & brick built BBQ overlooking a large garden that has a lovely view of the sea/sunset.

Guest favourite
A snug living area features a comfortable sofa adorned with patterned cushions. A brick fireplace adds character to the room, while large windows allow natural light to fill the space. A coffee table sits in front, complementing the simple decor.
Cottage in Kent
4.9 out of 5 average rating, 182 reviews

Charming Seaside Cottage 1 min to Beach & Harbour

This wonderful, cosy, restored and charming seaside cottage is conveniently situated in the heart of Whitstable's conservation area with quick and easy access to all of the delights of this fashionable town. Less than 2 minutes walk to the picturesque beach and famous fishing harbour and just one minute’s walk away is Whitstable’s other gem - Harbour Street. The cottage is located centrally in Whitstable, everything within easy walking distance and the beach less than 2 minutes walk away!

Top Guest favourite
Apartment in Shoeburyness
5 out of 5 average rating, 11 reviews

Sunrise Lodge | 2-Bedroom Flat EastBeach sleeps 4

Wake up just steps from the shoreline in this beautifully located 2-bedroom coastal flat, where the sound of the waves and fresh sea breeze set the tone for a truly relaxing escape. Perfect for couples, small families, or friends, this inviting space combines comfort and convenience in one stunning seaside setting. Professionally managed by Pass the Keys, you’ll enjoy fast, reliable Wi-Fi and the added ease of free parking for one car—everything you need for a stress-free getaway by the sea.

Superhost
An open-plan living area features a blue sofa draped in a patterned throw, complemented by a wooden coffee table. A television is positioned nearby, and a classic clock adorns the wall above a decorative fireplace. A workspace with a desk and shelving is also included in the space.
Home in Seasalter
4.83 out of 5 average rating, 131 reviews

The Beach House, Seasalter, Whitstable

Situated right on the beach in Seasalter, this property is ideal for those who love walking, bird-watching, reading, painting or just chilling on the large deck with a glass of wine admiring the glorious sunsets. A 15 minute walk takes you to the popular Sportsman restaurant. The house is a 10 minute drive or 40 minute beach walk to Whitstable with its delightful Harbour Street boutiques and many restaurants. Canterbury is 20 minutes by car with its famous Cathedral & Marlowe Theatre

Guest favourite
Large picture windows offer panoramic views of the sea and sky, allowing natural light to fill the space. A cozy armchair is positioned nearby, providing a relaxing spot to enjoy the scenery. Shelves filled with books add a thoughtful touch to the room.
Home in Southend-on-Sea
4.86 out of 5 average rating, 29 reviews

Home library by the sea

Welcome to a home by the sea. Located just minutes from the coast, our lovely little flat offers an idyllic escape with beautiful panoramic views of the ever-changing Thames Estuary. The historic Leigh-on-Sea Old Town and beach are just minutes away and the vibrant New town with shops, bars and restaurants, just a short walk up the hill. It’s our family home so whilst it isn’t a five star hotel room or luxury boutique cottage you will find it is a clean, tidy and functional place to stay.

Top Guest favourite
A comfortable outdoor seating area is surrounded by lush greenery, displaying a modern sofa set beneath the sun. Light reflects off the water in the background, where moored boats can be seen, creating a serene setting by the shoreline.
Cottage in West Mersea
4.95 out of 5 average rating, 318 reviews

Cottage on the beach

With its own beachside garden and breathtaking uninterrupted views of the wildest of Essex creeks and marshes, the cottage is only to be reached on foot atop a sea wall. The perfect retreat from the hustle and bustle of everyday life. The last in a row of westerly facing cottages, perfect to watch the evening sun go down . From the front garden or even laying in bed, watch the tide slip in and out, the fishing boats come and go and live, for a while, in a world moving at a slower pace.

Guest favourite
An open living space is showcased with light yellow walls and wood accents. A skylight above offers natural illumination. A comfortable chair and small desk are positioned near the window, while a cozy sleeping area with a quilted bedspread is visible in the background.
Guest suite in Southend-on-Sea
4.89 out of 5 average rating, 255 reviews

Light and Airy. En-suite with own private access.

Quiet open plan living space, one double bed. Separate shower room. Internet and SkyTV. Walking distance or 5 mins by car from train station into London via Southend Central station, bus route into town. 20 mins to Airport by car. Interesting country walks along Essex creeks and shore. Good food outlets and supermarket 3 mins away. Mini kitchen. Sitting area in garden. Well controlled pet welcome. Ideal for business trips and quiet getaways. Unrestricted free parking in the street.

Top Guest favourite
A balcony view is captured through bi-fold glass doors, featuring a small round table and two folding chairs. A decorative pumpkin sits at the center, with panoramic sea views of the estuary and boats in the distance, framed by a serene sunset.
Condo in Thorpe Bay
4.99 out of 5 average rating, 421 reviews

Estuary Views Penthouse with Private Parking

A Beachfront Coastal Retreat with private driveway parking & situated in the sort after area Thorpe Bay. Boasting unspoilt Panoramic Sea Views. Central to Blue Flag Beaches, 2 mins from award winning restaurants, superb location for coastal walks, watching the seabirds & a short walk to the longest Pier in the world. Re-Designed with Bi-Folding Glass doors, bringing the Outside Inside. Intricately Designed embracing tiny details that define our property for a Luxury & cosy stay.

Top Guest favourite
A panoramic view of the Thames Estuary is captured through large skylights. Fishing boats dot the expansive water, with a backdrop of distant land under a clear sky. The foreground reveals rustic buildings by the shore, adding to the coastal setting.
Cottage in Southend-on-Sea
4.98 out of 5 average rating, 42 reviews

Stunning 2 bedroom fisherman’s cottage, Old Leigh.

Completely renovated 2 bedroomed Fisherman’s cottage in the heart of Leigh on Seas’ old town with fabulous views to the rear over the Thames Estuary. The cottage is centrally located within meters of Leigh beach and the waterside bars and restaurants of the old town. Leigh-on-Sea train station is a 10 minute walk past the historic cockle sheds and the popular Broadway is with a short stroll with its many independent shops and boutiques and more bars and restaurants.

Top Guest favourite
A small dog sits on a white cushion, gazing towards a vibrant sunset over the sea. Sunlight reflects off the water, while tall grasses frame the scene, creating a serene coastal atmosphere.
Guesthouse in Kent
5 out of 5 average rating, 63 reviews

The Admiral, Whitstable

Welcome to your tranquil seaside retreat, complete with views of Whitstable’s beach and direct access to the shore. Nestled within the grounds of a family home, this self-contained guest space offers privacy and convenience, providing all the essentials for a comfortable and relaxing coastal break. Whether you’re strolling along the beach, discovering the charm of Whitstable, or dining at celebrated local restaurants like The Sportsman—all are within an easy walk.

Top Guest favourite
Condo in Southend-on-Sea
4.99 out of 5 average rating, 280 reviews

Thorpe bay beach deluxe apartment

Seashells is a beautiful seafront apartment with amazing views over the Estuary. Sit back and watch the ships sail past or cross the road and you are on the beach. We are a short stroll from the main strip on Southend seafront but far enough away to avoid the crowds. There are plenty of bars and restaurants within walking distance. The 1 bedroom apartment has a king size bed, south facing balcony, full kitchen, modern shower room, 50" tv and free wifi.

Popular amenities for Southend Chalkwell Beach beachfront rentals