
Holiday houses in Southend Chalkwell Beach
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Top-rated holiday rentals in Southend Chalkwell Beach
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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.
LocationFamilyGetting around

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.
LocationFamilyQuiet

Bright and Cozy 1-bed studio near Southend Airport
Relax in this comfortable studio, perfectly located just minutes from Southend Airport. Featuring a double bed, inviting lounge area, and a private en-suite bathroom, it’s ideal for a restful night before or after your travels, or for if you’re visiting family/weddings. Enjoy complimentary tea and coffee making facilities to start your day right. Tucked away in a peaceful location, yet close to transport links, shops, and local attractions, this studio offers convenience and comfort in one.
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Meadow water view peaceful countryside with ducks
Private Cosy getaway in the English countryside Whether you want to take advantage of the many local coastal & woodland walks or stroll to the local country pub Or just have some time to yourself & cosy up in the lodge or relax in the garden & feed our ducks You will have the entire lodge to yourself so you will not be disturbed it has its own private entrance as outlined in green on the photos Contactless check in No smoking in the lodge No parties Maldon high street is a 10 min drive
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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.
LocationFamilyGetting around

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!
FamilyValueHot tub

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.
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Oak Lodge @ The Oaks Retreat
This memorable place is anything but ordinary. It is The Oaks Retreat, WINNER of the Paris Design awards 2024 'best hospitality interior', an architecturally inspired bespoke woodland Airbnb located in the seaside town of Whitstable. The Oak Lodge offers 2 king size bedrooms fully customized with high-end finishes which to need to be seen in person to be fully appreciated. Our Wellness area is equipped with a log burning sauna, a cold plunge and outdoor shower.
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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.
FamilyValueLong stay

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.
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The Pontoon | Beautiful Leigh Marina
Escape to The Pontoon - Your Floating Retreat at Leigh Marina Welcome to The Pontoon, an exquisite houseboat moored at the picturesque Leigh Marina. This stunning floating property offers an unparalleled blend of comfort and adventure, perfect for families, friends, or couples seeking a unique getaway. This stunning home offers fast Wi-Fi and free parking. Professionally managed by Pass The Keys
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Stunning house in the heart of Leigh-On-Sea
Beautifully restored 3 bedroom detached house in the very heart of the vibrant and trendy Leigh on Sea Broadway moments from the bars, boutiques, galleries and coffee shops and just a short walk to the sea. A collaboration between Mother and Daughter, Interior Designer, Nathalie Brandajs and Artist, Caron Brandajs, who transformed and beautifully styled this period property.
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Popular amenities for Southend Chalkwell Beach holiday rentals
Other great holiday rentals in Southend Chalkwell Beach

Cosy Stylish house in SouthChurch | Sleeps 4
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Spacious 3BR Flat - Heart of Leigh Dining Scene
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Stylish One Bedroom Apartment with Sea View CA7
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Modern Penthouse w/ Balcony | Excellent Location
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Stunning house | Leigh-On-Sea | Sea Views
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Bright modernised cottage with Estuary views
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Modern Seaview Apartment
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The Alvaros Apartment
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Destinations to explore
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- London Bridge
- St Pancras International
- ExCeL London
- The O2
- Tottenham Hotspur Stadium
- Tower Bridge
- Emirates Stadium
- Clapham Common
- Chessington World of Adventures Resort
- Victoria Park
- Buckingham Palace
- Big Ben
- Alexandra Palace
- London Stadium
- London Eye
- British Museum
- Regent's Park
- Primrose Hill
- Barbican Centre





