
Holiday rentals in Southend Chalkwell Beach
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Top-rated holiday rentals in Southend Chalkwell Beach
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Entire Studio with private parking and balcony
Light, private, green space. Easy access to theatres, high street, transport systems and Sea. Large south facing Balcony with pleasant views while drinking a nespresso coffee.... ! There are stairs to access the property with a balcony and so not suitable for disabled. There are facilities for making light snacks with hot plate. microwave, grill, electric frying pan etc. but it is not a kitchen. Suitable for one and cosy for two with mature garden and green views. What3words: risen/blunt/starts
4.75 out of 5 average rating, 102 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.
4.87 out of 5 average rating, 103 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.
4.99 out of 5 average rating, 142 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!
4.98 out of 5 average rating, 396 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.
4.99 out of 5 average rating, 441 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
4.79 out of 5 average rating, 53 reviews
Bright modernised cottage with Estuary views
A fisherman's cottage set in a tucked away corner of Old Leigh with its many pubs and restaurants, just a short walk up the hill to the Broadway with its bustle of shops and coffee bars. Double bedroom, shower room, fully equipped kitchen with oven, hob, Smeg fridge, dishwasher and washing machine. Comfortable lounge, couch and 42" smart TV. A large patio with table and benches, steps leading to lawn. Estuary view from shower room, kitchen and sitting room.
4.92 out of 5 average rating, 101 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.
4.88 out of 5 average rating, 101 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.
4.97 out of 5 average rating, 209 reviews
Two Bedroom Apartment Sea View Westcliff CA12
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.
4.82 out of 5 average rating, 71 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.
4.89 out of 5 average rating, 18 reviews
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
4.91 out of 5 average rating, 106 reviewsPopular amenities for Southend Chalkwell Beach holiday rentals
Other great holiday rentals in Southend Chalkwell Beach

Luxury Heritage Cottage in the Heart of Old Leigh
4.81 out of 5 average rating, 54 reviews
Little home from home.
4.88 out of 5 average rating, 59 reviews
Rosie’s Retreats Westcliff southend
4.83 out of 5 average rating, 12 reviews
The Alvaros Apartment
4.91 out of 5 average rating, 135 reviews
Prime location by Leigh Broadway & close to beach
4.8 out of 5 average rating, 45 reviews
Modern Seaview Apartment
5.0 out of 5 average rating, 11 reviews
Overlooking Chalkwell Green, 2 bed flat
4.63 out of 5 average rating, 16 reviews
Gorgeous 1BR Apt · Near Southend Pier & Station
4.88 out of 5 average rating, 33 reviewsDestinations to explore
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- London Bridge
- ExCeL London
- The O2
- Tower Bridge
- Clapham Common
- Emirates Stadium
- Victoria Park
- Tottenham Hotspur Stadium
- Big Ben
- Buckingham Palace
- Alexandra Palace
- London Eye
- British Museum
- Barbican Centre
- London Stadium
- Regent's Park
- Primrose Hill
- Canary Wharf





