Vacation rentals in South Benfleet

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Top-rated vacation rentals in South Benfleet

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Superhost
The exterior of a charming stone building is showcased, featuring a steeply pitched roof and a tall, narrow bell tower. Flanked by well-maintained gardens, colorful flower pots add vibrant touches around the entrance. A cobblestone pathway leads up to the inviting entryway.
Home in Crays Hill
4.91 out of 5 average rating, 197 reviews

Stunning 4 bed Church Conversion in Billericay

*CLOSE TO LEIGH ON SEA AND SOUTHEND* -UNIQUE 4 BEDROOM , 2 BATH HOME WITH HUGE VOLUME LIVING AREA AND NEW FULLY FITTED KITCHEN .FULLY HEATED. SET IN LOVELY QUIET RURAL SETTING OVERLOOKING FIELDS YET WITHIN EASY DRIVE OF THE ATTRACTIVE MARKET TOWN OF BILLERICAY. GOOD RAIL FACILITIES TO LONDON ( LIVERPOOL STREET ) AND SOUTHEND AIRPORT WITHIN 25 MINUTES DRIVE. FACILITIES FOR HORSE RIDING , FISHING ,CYCLING ALL WITHIN EASY REACH AS ARE CHILDRENS' ACTIVITIES SHOPPING CENTRE / LEISURE PARK NEARBY

Top guest favorite
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, 170 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 favorite
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, 397 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

Superhost
Cabin in South Benfleet
4.88 out of 5 average rating, 161 reviews

OutbackShack Hot-tub Sauna Cinema Escape

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 onto the spacious deck with seating, a seasonal pool table or ping pong, and a relaxing Area — perfect for relaxed days or cosy evenings. Peacefully tucked away yet close to the A13, A127, and A12, with easy access to Leigh-on-Sea, Old Leigh, and Southend. A quiet, quirky retreat for couples, solo travellers, or small families. Airport transfer available

Guest favorite
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
5 out of 5 average rating, 112 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.

Top guest favorite
Apartment in Southend-on-Sea
4.98 out of 5 average rating, 306 reviews

The Lookout - Thorpe Bay beach apartments

The Lookout is situated directly on the sea front between Southend on sea and Thorpe bay. We have stunning sea views and our balcony is the perfect place to watch the sunset over Southend pier. The beach is right outside our front door and a 15 min walk along it will take you to Southend sea front, with its many arcades and Adventure island. The 1 bedroom luxury apartment has a king size bed, south facing balcony, full kitchen, stylish wet room, 50" curved tv, free wifi and a log burner.

Top guest favorite
An open living area features a blue sofa and matching ottoman, providing a comfortable seating arrangement. A breakfast bar with tall chairs is visible, and a door leads to the outside. Light filters through multiple windows, contributing to the airy ambiance of the space.
Barn in Stock
4.96 out of 5 average rating, 262 reviews

'The Little House' - in the centre of Stock

'The Little House' ( my grandson's name for it it) is a hidden gem, tucked away in the centre of the lovely village of Stock. It is a detached, converted small barn with its own entrance, key box and allocated parking space in front. You'll find this accommodation light and airy and very private, decorated with a sailing theme throughout. There are two village shops (with late opening hours) , a hairdresser and beauty salon, four pubs and a cafe within less than five minutes walk.

Top guest favorite
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, 415 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 favorite
A cozy seating area features plush, neutral-toned sofas adorned with decorative pillows. A rustic wooden coffee table sits at the center, complementing the warm wooden accents on the walls. Soft lighting creates an inviting ambiance in this thoughtfully designed space.
Farm stay in Borden
4.94 out of 5 average rating, 221 reviews

Unique Self contained lodge within stable setting

This unique stylish property is very close to junction 5 on the M2 with easy access to London. Plan your visits to Canterbury Cathedral, Leeds Castle, Whitstable, Rochester Castle and many other tourist attractions with ease from this central location. The Property is two miles from the closest shop and the nearest train station is Sittingbourne. The property is set amongst beautiful paddocks with horses in livery in the adjacent stables. There is ample secure parking and easy access.

Top guest favorite
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, 360 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 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
4.99 out of 5 average rating, 409 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.

Top guest favorite
A long, polished dining table is set with silver cloches and elegant glassware, positioned beneath a large window. The expansive view reveals lush vineyard rows and greenery framed by soft, natural light. Potted plants add a touch of color to the scene.
Villa in Toppesfield
4.99 out of 5 average rating, 237 reviews

Luxury, contemporary vineyard property - 2 adults

Toppesfield Wine Centre is a contemporary ‘Scandi-style villa’ with a large open plan lounge/dining area which has a giant picture window overlooking Toppesfield Vineyard and full height glass sliding doors looking out onto a beautiful garden/ private patio with a large outside dining table and a luxurious day bed. It has a luxury bedroom with superking bed, view over the vineyard, luxury bathroom, tennis court and 4 person jacuzzi (2nd bedroom available via Airbnb 4 person listing)

Popular amenities for South Benfleet vacation rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Essex
  5. South Benfleet