Beachfront vacation rentals in Southend Chalkwell Beach

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Top-rated beachfront rentals in Southend Chalkwell Beach

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

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Guest favorite

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

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

4.91 out of 5 average rating, 43 reviews

Superhost

The caravan features a spacious deck with white railings and steps leading down to the grassy area. Large glass doors open onto the deck, inviting natural light into the living space. Additional caravans are visible in the background under a cloudy sky.

Holiday park in Kent

Beautiful static Caravan in Whitstable

On the beautiful Kent coast at Whitstable (Seasalter), The Vista Caravan is ideally situated to explore the area. Short distance from Herne Bay, Margate, Ramsgate, Broadstairs and Canterbury, there is plenty to see and do. The caravan is tastefully furnished and fully equipped for your stay giving home from home comfort. On the Alberta Caravan park, visitors have access to an outdoor heated pool (April to September), The Clubhouse and children's play area (purchase of visitor pass required).

4.84 out of 5 average rating, 100 reviews

Top guest favorite

Apartment in Southend-on-Sea

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.

5.0 out of 5 average rating, 23 reviews

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

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

4.83 out of 5 average rating, 143 reviews

Guest favorite

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

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.

4.89 out of 5 average rating, 266 reviews

Top guest favorite

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 Southend-on-Sea

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.

4.99 out of 5 average rating, 437 reviews

Top guest favorite

Guesthouse in Kent

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.

5.0 out of 5 average rating, 70 reviews

Superhost

A spacious bedroom features a cozy bed with a light yellow blanket and a prominent yellow decorative pillow. Large windows with patterned curtains allow natural light to illuminate the room. An accent chair in a cheerful yellow adds a touch of color, complemented by a piece of wall art.

Home in Southend-on-Sea

Rosie’s Retreats Westcliff southend

5 Star accommodation. lovely rooms, house,area. Self catering. Close to all essential amenities, restaurants, theatres etc. Safe and quiet area ( mostly) on street and on drive free parking. 2 mins to seafront. Good transport links locally and into London. A truly great and convenient place to stay. You really can have it all!! Each room has own bathing facilities. Fully equipped kitchen. 2 balconies. Accommodates 6 with option for 7th person. Home from home.

4.83 out of 5 average rating, 12 reviews

Top guest favorite

Condo in Southend-on-Sea

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.

4.99 out of 5 average rating, 297 reviews

Top guest favorite

A spacious wooden deck extends out from the house, featuring a wooden table and various potted plants. Large glass doors open into the living area, inviting natural light. Comfortable outdoor seating is positioned to the side, surrounded by greenery.

Bungalow in Seasalter

Seasalter Beach Chalet.

A special place. Direct beach access; wonderful views; spectacular sunsets. Beautifully converted and well equipped. A perfect retreat. A stroll from the Sportsman Restaurant, Oyster Pearl Pub and near lovely Whitstable for shops and restaurants. Perfect in summer with a safe swimming beach meters away and in winter the pleasure of of sea mist, migrating birds and walks on the shore and marshes. Afternoons with a book in front of the fire.

4.97 out of 5 average rating, 495 reviews

Superhost

A well-furnished living area features a pair of brown leather sofas with accent pillows, positioned around a light coffee table. A comfortable blue chair adds to the seating options. A flat-screen television is mounted on the wall, while natural light filters through the bay window.

Condo in Southend-on-Sea

Peep o’ the Sea - Seaside Apartment

Relax in this beautiful newly furnished seaside apartment. Brand new bathroom with large shower cubicle. Brand new kitchen for those who wish to cook. Less than a 30 second walk to the beach (popular with paddle boarders as well as sunbathers). In the opposite direction, less than a minute’s walk to beautiful Southchurch Park (gardens, lake, cafe, playground). Great selection of cafes and restaurants nearby as well as a local newsagents.

4.86 out of 5 average rating, 171 reviews

Guest favorite

Home in Southend-on-Sea

Elegant Luxury Wedge Shaped Beach House

Make some memories in this unique and family-friendly house. The wedge is a unique house set over 3 floors in the shape of a wedge! A modern and fully renovated property offering a stylish luxury home away from home. An excellent location only 30 seconds walk from the beach, 2 minutes from Adventure Island theme park and surrounded by many lovely restaurants. 2 double bedrooms and a double sofa bed allows up to 6 guests.

4.9 out of 5 average rating, 149 reviews