Holiday houses in South Benfleet

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Top-rated holiday rentals in South Benfleet

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Top Guest favourite
Cabin in South Benfleet
4.9 out of 5 average rating, 231 reviews

OutbackShack HottubSaunaCinema Pooltable adventure

A cosy wooden cabin full of character, with a snug built-in double bunk bed, and a comfy lounge wrapped in warm, rustic charm. Step outside deck with a seasonal pool table or ping pong or just chill on the spacious decking . perfect for relaxed days or cosy evenings. Peacefully tucked away yet close to the A13, A127, A12, with easy access to Leigh-on-Sea,and Southend. A quiet, quirky retreat for couples, solo travellers,or small families.:Additional Hottub and Sauna available read arrival guide

Top Guest favourite
The kitchen features modern cabinetry with light-colored doors and a decorative sunflower painting. A striking green backsplash complements the black countertops, while appliances include an oven, microwave, and washing machine. Ample natural light illuminates the space, highlighting the wooden flooring.
Guesthouse in West Hanningfield
4.97 out of 5 average rating, 479 reviews

Luxury Apartment in West Hanningfield + Tennis.

A self contained cottage with the use of a Tennis Court and a beautiful private walled garden which is accessed through patio doors from the living space. It’s set in unspoilt peaceful countryside yet only a 5 minute drive into Stock Village with its four outstanding pubs, cafe and Greenwood’s Hotel and Spa. There is The Ship pub in West Hanningfield and The Windmill pub in South Hanningfield. The vibrant Chelmsford City Centre is a 10 minute drive and the RHS Hyde Hall is a 5 minute drive away.

Guest favourite
A spacious bedroom is presented with a plush bed featuring an upholstered headboard. Two bedside lamps provide soft illumination. A comfortable chair is positioned near a window with horizontal blinds, allowing natural light to filter in.
Home in Essex
4.9 out of 5 average rating, 29 reviews

Welcoming terraced home in Basildon

This family friendly home boasts everything you need for the ultimate long or short term stay, including a washer and dryer, off street parking, WiFi and Virgin T.V. Close to Basildon town centre, this lovely 2 bed, 1 bath home has easy access to London. Only a 6 minute drive to Basildon or Pistea station, straight to Fenchurch street on the C2C in 37 mins. 8 minute drive to Festival leisure park for the cinema, restaurants, bowling and crazy golf, and only 20 mins to Lakeside shopping centre.

Top Guest favourite
A gently curving path leads through a grassy area surrounded by trees and fruit-bearing plants. Sunlight filters through the branches, casting soft shadows on the lawn. The scene conveys a tranquil outdoor space suitable for relaxation and exploration.
Barn in Rochford
4.95 out of 5 average rating, 437 reviews

Canewdon home with a view.

Our detached lodge is set in the grounds of our gated property overlooking the hot tub and stable yard. It has 2 bedrooms and a large lounge with 2 sets of French doors to take in the views. TV,dining table and 4 chairs and comfy sofa. Fully equipped kitchen with cooker, microwave and toaster. Gas central heating and heated towel rail in bathroom. Private parking outside lodge and free airport parking for those flying from Southend airport. Cot and high chair available. DVD players and dvds

Top Guest favourite
The exterior of a converted barn is shown, featuring a rustic design with dark wooden siding and a charming red roof. A gravel driveway leads to a fenced area with plants, while a tree and shrubs decorate the surrounding landscape under a clear blue sky.
Barn in Thundridge
4.99 out of 5 average rating, 234 reviews

The Byre at Cold Christmas

Escape to the country and stay in a cosy converted barn with a log burning stove and a secluded sunny patio area with outdoor dining and barbeque. Positioned in the beautiful countryside near Ware town, Cold Christmas has an abundance of lovely walks and is conveniently situated close to Hanbury Manor and Fanhams Hall, both of which offer a variety of amenities including a golf course, health spa and fine dining. Maltons, one of the area's finest restaurants is just at the end of the lane.

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, 135 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
A modern living area is presented with light-colored seating arranged around a soft rug. A flat-screen television is mounted on the wall opposite a sleek kitchen. A dining table with wooden chairs occupies one corner, enhancing the functional layout of the space.
Guest suite in Essex
4.92 out of 5 average rating, 13 reviews

Two Double Bedroom Self contained Retreat

Escape to our peaceful self-contained apartment in Daws Heath. Surrounded by beautiful woods in a quiet street, with free parking . The annexe offers a quiet retreat close to local amenities, restaurants, and transport links, 8 mins drive to Benfleet train station, just 15 mins drive from Southend Airport, 16 mins drive to Adventure Island, 45 mins by train to London, 14 mins to Southend Hospital and 16mins to Basildon Hospital. A perfect blend of countryside charm and urban convenience.

Guest favourite
A two-story white building features large glass panels on the front, allowing natural light to illuminate the interior. The entrance is accentuated by decorative stone columns on either side. A paved area with gravel is visible in the foreground.
Guest suite in North Benfleet
4.97 out of 5 average rating, 461 reviews

Adorable 4 bedroom annex with hot tub

Welcome to 'The Annex' a super hidden gem, tucked away in a rural location but only 11 miles to Southend seaside with 'Adventure Island', 8 miles to Leigh-on-sea and only 33 miles from London. Nestled between the A13 and A127. 'The Annex' is the perfect setting for special occasions, birthdays, families, contractors, hens, stags, holidays, treat yourself time. Take time to relax in the bubbly hot tub. It's important to look at 'other details to note' for rules on events and celebrations.

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
A bright living area features a comfortable sofa bed and a round coffee table. A flat-screen TV is mounted on the wall, and light filters through the partially open window adorned with blinds. A floor lamp stands beside the sofa, enhancing the modern decor.
Condo in Hadleigh
4.95 out of 5 average rating, 42 reviews

Hadleigh Haven

A newly refurbished one-bedroom apartment with a clean, modern design. Thoughtfully furnished, it features comfortable bedding, stylish decor, and a welcoming atmosphere. Enjoy a Smart TV, fully equipped kitchen, bath, shower, and private parking right by the front door. The highlight is a small courtyard with artificial grass and an outdoor dining table for four. Located near Hadleigh Castle and Country Park, it’s perfect for business trips, couples, or relaxing getaways.

Top Guest favourite
Home in Rayleigh
5.0 out of 5 average rating, 5 reviews

Contractor & Family Friendly | Garden | Parking

🏡 Cozy 4-Bedroom Home in Rayleigh (SS6 9EA) Experience the best of the area with this comfortable stay. 🛏️ 4 comfortable bedrooms and 2.5 convenient bathrooms 📺 Smart TVs & fast Wi-Fi for relaxing after a long day 🍳 Fully stocked kitchen equipped with a washer and everything you need for daily meals 🛡️ External CCTV cameras covering the front and back exterior of the property, plus a Ring video doorbell at the front door

Popular amenities for South Benfleet holiday rentals