Holiday houses in Southend Chalkwell Beach

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Top-rated holiday rentals in Southend Chalkwell Beach

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Guest favourite
Condo in Southend-on-Sea
4.79 out of 5 average rating, 139 reviews

1 Bed Garden Flat in the Heart of Leigh, Sleeps 3.

**Charming Ground-Floor Flat in the Heart of Leigh-on-Sea** Escape to the charming town of Leigh-on-Sea, where picturesque coastal living meets a vibrant and laid-back atmosphere. This lovely ground-floor flat offers a warm and inviting retreat, perfectly situated in the heart of the town, just moments from the lively Broadway. Whether you're here for a relaxing weekend getaway or a peaceful extended stay, the location offers easy access to everything that makes Leigh-on-Sea so special. Step outside, and you'll find yourself immersed in the unique charm of this coastal town. Stroll along the scenic seafront, where fresh sea breezes and stunning views of the Thames Estuary make for unforgettable moments. The local parks, with their tranquil green spaces and meandering paths, are ideal for peaceful walks, while the nearby beaches offer the perfect setting to unwind and soak up the natural beauty. Leigh-on-Sea is known for its rich history, charming old town, and the vibrant mix of nature and culture that surrounds it. From watching boats gently drift by in the harbour to exploring hidden nature spots, you'll feel immersed in an atmosphere of peace and simplicity. Inside the flat, you'll find a cosy space with a welcoming ambiance, designed with comfort and convenience in mind. The living area is perfect for unwinding after a day spent exploring, and the well-equipped kitchen offers everything you need to feel right at home. It’s the perfect base to come back to after your daily adventures in this stunning coastal town. Whether you're a nature lover, a fan of local history, or simply looking to experience the laid-back charm of Leigh-on-Sea, this flat offers the perfect spot for your next getaway. It’s more than just a place to stay – it’s an experience to cherish.

Superhost
A dining area features a round table set for four, accompanied by stylish chairs. Natural light fills the space through a nearby window. A decorative mirror and woven pendant light add inviting elements to the warm, neutral tones of the room.
Cottage in Southend-on-Sea
4.81 out of 5 average rating, 53 reviews

Luxury Heritage Cottage in the Heart of Old Leigh

A beautifully refurbished 2 Bedroom Heritage Fisherman's Cottage with historic charm & modern comfort. This cosy cottage in the heart of Old Leigh offers stunning sea views & a warm, stylish retreat. Perfect for couples or small families. 🧺 Welcome basket 🌊 Sea views 🧳 Long stays welcome 🏖️Waterside Balcony ❤️ Ideal for romantic getaways & family breaks 💻Excellent Wifi 🛁 2 Bathrooms Steps from Leigh-on-Sea’s coastal walks, boutique shops & renowned seafood spots-all within easy reach.

Top Guest favourite
A serene view of the sea features multiple sailboats gently bobbing on the calm water. The scene is set against a clear blue sky, creating a peaceful atmosphere that invites relaxation and enjoyment of the coastal surroundings.
Home in Southend-on-Sea
4.87 out of 5 average rating, 101 reviews

Stunning sea views. Local for beach & eateries

Situated in Leigh on Sea, a stunning 2 bedroom maisonette a stones throw from the beach. You have clear sea views from both bedrooms, kitchen and sitting room There is a private balcony leading from both bedrooms and also from the sitting/dinning room. All balconies have seating to allow you to relax and read a book or have your morning cuppa. Whichever way you walk you will find tasty restaurants and cute coffee bars within minutes. Available on the beach-sup lessons, photography & yoga.

Guest favourite
The bedroom features a spacious bed adorned with a botanical-patterned duvet cover. A cozy seating area is positioned beside the bed, and a small desk with drawers is present near a window, offering natural light. Dark curtains frame the window, adding a touch of elegance.
Condo in Southend-on-Sea
5.0 out of 5 average rating, 46 reviews

Stylish & Chic Seaside Apartment

Discover your dream coastal retreat with this stylish and beautifully designed 1-bedroom flat, perfectly situated in the heart of Southend-on-Sea. Located just a 2 minute walk from the beach, this stunning property offers the ideal blend of modern living and seaside charm, making it an exceptional choice for anyone seeking a comfortable and elegant stay. Enjoy the convenience of nearby trendy cafes, restaurants, shops and excellent transport links, making it easy to explore the wider area.

Guest favourite
A spacious living area features plush green sofas arranged around a central coffee table. A large decorative mirror reflects light, while a modern chandelier hangs above. Natural light pours in through large windows, dressed with elegant shades.
Home in Southend-on-Sea
4.99 out of 5 average rating, 134 reviews

Amazing house with sea views in Leigh-on-Sea

Amazing character 3 storey house dating from 1860’s with sea views, modernised and expanded in 2009 to provide 3 king size luxury bedrooms, (2 with en-suite) 1 large dressing room, 1 large family bathroom with bath, sink, large walk on shower and double sinks and large open plan ground floor set over two levels with large luxury sitting room, stepping down to open plan dining area, kitchen with central island unit and rear seating area with bi-fold doors opening onto a luxury garden area.

Guest favourite
An elegantly designed bedroom features a spacious super king bed adorned with soft linens and stacked towels. A freestanding bath is positioned nearby, complemented by wooden wall accents. A cozy robe hangs in the background, while soft lighting contributes to a serene atmosphere.
Farm stay in Essex
4.98 out of 5 average rating, 392 reviews

Exclusive retreat on a private lake

Enjoy a truly unique stay in this exclusive lodge. Situated on its own private lake, you will have everything you need to enjoy a blissful retreat with award winning country pubs such as The Dog & Pickle only a walk away. Please note: 1. We are strictly a minimum of two night stays. 2. We can only accept infants under 6 months old. 3. There is no swimming or paddle boarding allowed in the lake. NEW FOR 2026 - The Wellness Deck Sauna, Cold Plunge & outdoor shower, ready for use now!

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 Southend-on-Sea
4.99 out of 5 average rating, 437 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.

Guest favourite
An open-plan dining area features a large wooden table set for six, with plates and glasses arranged neatly. Sliding glass doors showcase a private terrace, allowing natural light to fill the space. Two skylights above enhance the bright atmosphere.
Home in Southend-on-Sea
4.79 out of 5 average rating, 52 reviews

Stunning house | Leigh-On-Sea | Sea Views

Welcome to your coastal haven in the charming town of Leigh-on-Sea. Nestled on a peaceful street, our 3-bedroom house offers not only a comfortable retreat but also stunning sea views that will leave you breathless. Whether you're seeking a relaxing family getaway or a romantic escape by the sea, this is the perfect place to call home during your stay. Professionally managed by Pass The keys, and close to not only Leigh Broadway, it is also very near to Old Leigh

Guest favourite
A cozy bedroom features a spacious bed with neutral bedding and decorative pillows. Two bedside lamps provide soft lighting, and framed artwork is displayed above the bed. Light-colored walls and wooden flooring contribute to a fresh and clean ambiance.
Apartment in Southend-on-Sea
4.88 out of 5 average rating, 99 reviews

Cozy brand new serviced apartment

A beautifully designed one bedroom apartment, recently refurbished to a high standard. Dream Yard is situated in the heart of the vibrant Hamlet Court Road with immediate access to cafes, restaurants and shops. Less than five minutes to the Westcliff train station and less than 10 min to the beach. The flat is self catered comprising bedroom, shower, kitchen and living room with access to the Chéri’s Cafe. Guests enjoy 10% discount on food.

Top Guest favourite
A cozy bedroom is presented with a double bed featuring an ornate headboard. Two cushions in navy blue rest on the crisp white linens. A piece of wall art depicting vibrant lips adds a pop of color. A flat-screen TV is mounted on the wall opposite the bed.
Apartment in Southend-on-Sea
4.97 out of 5 average rating, 205 reviews

Lovely studio for two in central Leigh on Sea

This is a very calm space decorated in F&B elephants breath paint with contrasting furnishings. A double bed + a sofa bed + travel cot. Cooking facilities, dining table table & 2 chairs. A microwave is situated in the utility room on the landing outside the studio door. Very nice shower room It’s ideal as a compact living space to use when visiting relatives or just on a break in lovely Leigh on Sea. No outside space is available.

Guest favourite
A spacious living area showcases a modern design with two neutral-colored sofas facing each other. A round coffee table centers the space, and a soft area rug is positioned beneath it. Natural light enters through large windows framed by minimalist curtains.
Apartment in Southend-on-Sea
4.88 out of 5 average rating, 67 reviews

Stylish One Bedroom Apartment with Sea View CA7

TWL Properties are delighted to bring to the market this outstanding luxury development, offering 13 stunning 1 & 2 bedroom serviced apartments. Located opposite the Cliffs Pavilion and just moments from Westcliff Beach and Chalkwell Park. Westcliff train station for the C2C train, which provides easy access to London via London Fenchurch Street, is only 0.3 miles away. Southend Airport is under 10 minutes drive.

Top Guest favourite
Apartment in Southend-on-Sea
5.0 out of 5 average rating, 14 reviews

Spacious 3BR Flat - Heart of Leigh Dining Scene

Stylish 3-bedroom flat in the heart of Leigh-on-Sea, set on its vibrant restaurant street. Enjoy top dining, bars, and cafés right on your doorstep, with the seafront just a short stroll away. Perfect for families, groups, or business stays, offering comfort, space, and unbeatable access to everything this lively coastal town has to offer. Free parking available in the neighbourhood for added convenience.

Popular amenities for Southend Chalkwell Beach holiday rentals