Vacation rentals in South Benfleet

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Top-rated vacation rentals in South Benfleet

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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

4.96 out of 5 average rating, 384 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

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, 247 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 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 Thorpe Bay

4.99 out of 5 average rating, 384 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

An inviting entrance features a classic door framed by a brick wall. A decorative hanging basket filled with colorful flowers adds a touch of charm, while warm light from inside highlights the cozy atmosphere of the cottage.

Cottage in Cliffe

4.95 out of 5 average rating, 108 reviews

A rural retreat, near Rochester

An ideal alternative to a hotel, Chantry Cottage offers the flexibility of self catering, where care and attention has gone into providing the perfect stay. Inside the cosy accomodation ancient timbers are paired with twists of antique luxuries and modern influences in which to relax and enjoy. Externally, the private pretty cottage garden is complete with patio furniture, pizza oven, bbq perfect for eating alfresco. For cyclists there’s a shed large enough to store the bikes.

Guest favorite

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 Benfleet

4.93 out of 5 average rating, 14 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 favorite

A contemporary living space features a light green accent wall, complemented by dark furniture. A round table with wooden chairs is positioned next to a cozy seating area. Access to the outdoor space is provided through glass doors, enhancing the airy feel of the room.

Guesthouse in Essex

4.93 out of 5 average rating, 162 reviews

The secret hideaway (SS6)

Check-in is from 4pm. Check-out is by 10.00am. 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.

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

4.99 out of 5 average rating, 142 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, 254 reviews

Thorpe bay beach deluxe 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.

Top guest favorite

A cozy bedroom is presented with a double bed featuring an ornate headboard. Two cushions in navy blue rest on the crisp white linens. A piece of wall art depicting vibrant lips adds a pop of color. A flat-screen TV is mounted on the wall opposite the bed.

Apartment in Leigh-on-Sea, Southend

4.97 out of 5 average rating, 158 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 Tea and coffee making facilities Dining 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.

Guest favorite

A row of modern two-story townhouses is visible, featuring a mix of brick and dark-stained siding. A well-maintained lawn with neatly trimmed grass and concrete pathways leads to the front doors. Outdoor furniture is placed on the grass, contributing to a welcoming environment.

Home in Vange

4.85 out of 5 average rating, 102 reviews

WindyS Smart Home: You'll love it.

The Listing is for the entire property; you will have the entire bedroom, living room, study, kitchen and bathroom, all exclusive to yourself and not shared. 15-minute walk & 5 minutes' drive from Pitsea & Basildon train station. 40 minutes to London Fenchurch via C2C 22 minutes drive from the Coast, Southend-on-Sea 10 Minutes' drive from Festival Leisure Park with a cinema, bowling, wakeboarding, nightclubs, bars and restaurants

Guest favorite

A charming barn conversion is depicted amidst a grassy landscape, with a gravel driveway leading to its entrance. The structure features black wooden siding and a metal roof, surrounded by rows of pear orchards and open farmland under a partly cloudy sky.

Farm stay in Medway

4.93 out of 5 average rating, 171 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.

Guest favorite

A well-maintained exterior is shown, featuring a brick building with large glass doors leading out to a grassy area. Colorful flowers in various shades of red, yellow, and purple flourish in the foreground, providing a vibrant contrast to the serene landscape.

Apartment in Medway

4.92 out of 5 average rating, 250 reviews

Ascot – West Street

Newly refurbished - Ascot, like its twin Sandown, has an ample sized, well equipped kitchen with a table and four chairs and a comfy sofa that turns down to a bed in seconds. A TV is included in the kitchen. The French windows look out over your small private lawn onto farmland From the kitchen you go past the entrance lobby into a twin bedded bedroom with TV. A large modern bathroom adjoins the bedroom.