Vacation rentals in South Benfleet

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Top-rated vacation rentals in South Benfleet

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Guest favorite

A historic building is set within a natural landscape, showcasing a stone exterior with a sloped roof and a tall spire. Lush greenery surrounds the structure, with decorative planters featuring vibrant flowers placed at its base, under a clear blue sky with scattered clouds.

Home in Crays Hill

4.92 out of 5 average rating, 186 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

A row of colorful beach huts stands along a sandy shoreline, with a clear blue sky above. The huts vary in hues of blue, yellow, red, and white, featuring distinct architectural details such as peaked roofs and porches. The scene encapsulates a serene beach atmosphere.

Guest suite in Southend-on-Sea

4.92 out of 5 average rating, 570 reviews

Quiet & Cosy Annex, Garden Outlook

Clean & bright 'Ground Floor Annex'; double room & separate en-suite area, 'The Annex' has a lovely garden outlook & its own entrance. Guests have the privacy of 'The Annex' (Adjoined - Guest Suite) with its own entrance to come-&-go as and when they please. A short distance to Southend Airport & Railway links to London. Explore the area - Southend Seafront, Pier & Town; Garons Festivals & Sports; Southends Events & Theatres . Early 'Check in' on request for Events, Weddings etc Relax & Enjoy !

Guest favorite

A modern living area features a plush grey sofa and a stylish pink armchair, complemented by a sleek glass staircase. Natural light floods the space through large windows, showcasing greenery outside. A decorative rug enhances the comfort of the room, adding a cozy touch.

Guest suite in North Benfleet

4.97 out of 5 average rating, 360 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, treat yourself time, hens, contractors, business bookings. Take time to relax in the bubbly hot tub. It's important to look at 'other details to note' for rules on events, celebrations and gatherings.

Top guest favorite

A small courtyard area features two wicker storage boxes and a chair placed on green artificial turf. A wooden fence provides privacy, while a window adorned with light curtains offers natural light. Potted plants add subtle greenery to the space.

Home in Cliffe

4.96 out of 5 average rating, 135 reviews

Cosy 1 bed countryside cottage, tranquil location

Very spacious 1 bed en-suite cottage with off road parking and a small courtyard area. Formerly an Annex to the main house it is ideally situated for walking/hiking with easy access to the RSPB marshes of Cliffe. Beautiful views of the Kent countryside leading to Cooling Castle Barn, St Helens Church, Cliffe and St James church which inspired Charles Dickens to write Great Expectations where the hero Pip met Magwitch the convict. Easy car access to Historic Rochester Castle and Cathedral.

Top guest favorite

A balcony overlooks a sandy beach and the sea, featuring a small round table with two blue chairs. Glass doors open to create a seamless connection between indoor and outdoor spaces. Scenic views of the horizon and boats in the distance are visible.

Condo in Thorpe Bay

4.99 out of 5 average rating, 364 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 small dining table is set with a vase of flowers and a decorative bowl, surrounded by two chairs. Reflections in gold-framed mirrors add depth to the tranquil space, while light streaming through the shutters gently illuminates the area.

Apartment in Leigh-on-Sea, Southend

4.97 out of 5 average rating, 143 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. Small kitchen with sink, fridge, hob, tea and coffee making facilities and a toaster. Dinning 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

Top guest favorite

Guesthouse in Essex

4.92 out of 5 average rating, 144 reviews

The secret hideaway (SS6)

Check-in is from 3pm. Check-out is by 10.30am. Early check in available for supplement as is check out. The Secret Hideaway is a self contained living space. Make use of the cooker to prepare a meal or relax watching your latest TV series. The bathroom is fully equipped with a power shower and is stylishly decorated with light grey tiles and white brickettes. Enjoy the comfort of a double bedroom equipped with bedside stylish cabinets and a clothes rail. Close to the A127.

Guest favorite

A cabin exterior is presented, featuring a wooden facade and a welcoming front porch. Wooden railings outline the deck, which is surrounded by a gravel path and lush greenery. Natural light highlights the door, enhancing the inviting entrance.

Guesthouse in Little Baddow

4.94 out of 5 average rating, 651 reviews

Boutique countryside cabin

Boutique cabin in countryside setting in the beautiful peaceful village of Little Baddow, a picturesque village in Essex. 10 minutes by car from the city of Chelmsford and 15 minutes from coastal town of Maldon. The village itself has 2 pubs and lots of walking routes nearby. Paper Mill Lock is a pleasant 30 min walk and has water sport facilities and tea room. Footpath maps available. Travel cot or single fold out guest bed avail on request, no additional cost.

Top guest favorite

A charming dining area features a round table surrounded by four white chairs, with a floral-patterned tablecloth. Wooden beams accentuate the high ceiling, and natural light filters through leaded-glass windows adorned with floral curtains, illuminating the rustic cabinetry and cozy sitting area in the background.

Guesthouse in Little Waltham

4.95 out of 5 average rating, 486 reviews

Unique Tudor Barn conversion.

Circa 1460's self contained barn conversion. Double bed. Shower room. Cosy sitting area with oil burning stove, private entrance, parking, stunning views, use of outdoor sitting area. Chelmsford 10 to 12 minute drive to city centre and railway station. Stansted 20 minute drive away, Broomfield Hospital and Farleigh Hospice 10 minute walk away. Buses to Colchester, Braintree and Chelmsford from outside front door. Chelmsford Park and Ride service is 5 minute drive.

Top guest favorite

A spacious bedroom features a king size bed with neutral bedding, flanked by bedside tables and lamps. French doors open to a private patio, bringing in natural light and garden views. The herringbone-patterned floor adds warmth to the inviting space.

Apartment in Southend-on-Sea

4.98 out of 5 average rating, 130 reviews

Spacious g/f one bedroom annexe - Leigh on Sea

This spacious ground floor one bedroom annexe is situated in the charming town of Leigh-on-Sea. The annexe is joined to the main building by a locked acoustic door. A two minute walk to Bonchurch Park and a short walk to Belfairs Nature Reserve. Plenty of local shops within a 5-15 minute walk and a 20-30 minute walk to Leigh broadway, Old Leigh/beach and Leigh station. EV charger available. A small south-facing patio available for guest use. Off-road parking space.

Top guest favorite

Condo in Southend-on-Sea

4.99 out of 5 average rating, 240 reviews

Freshly decorated 2025 Thorpe bay beach apartment

Seashells is a beautiful seafront apartment with amazing views over the Estuary. Sit back and watch the ships sail past or cross the road and you are on the beach. We are a short stroll from the main strip on Southend seafront but far enough away to avoid the crowds. There are plenty of bars and restaurants within walking distance. The 1 bedroom apartment has a king size bed, south facing balcony, full kitchen, modern shower room, 50" tv and free wifi.

Guest favorite

A modern kitchen area features dark cabinetry complemented by light wood countertops. Stainless steel appliances, including an oven and microwave, are visible, along with a sink and various kitchen essentials. Natural light enters through a skylight, enhancing the bright and functional space.

Farm stay in Medway

4.93 out of 5 average rating, 156 reviews

Unique barn conversion with beautiful marsh views

This recently converted barn is situated on the edge of the North Kent Marshes, with stunning views of the birds and wildlife on the marshes and surrounded by pear orchards to the rear. You’ll enjoy complete privacy, with no surrounding properties and a real sense of peace and tranquillity. The property is located in the middle of a working farm, with our sheep grazing the marshes and a variety of fruit grown in the orchards.