Holiday houses in South Ockendon

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Top-rated holiday rentals in South Ockendon

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A charming Victorian lodge is positioned along a quiet single track road, featuring a welcoming entrance with a white gate and green doors. Surrounding fields and trees are visible in the background under a clear blue sky.
Cottage in Wainscott
5.0 out of 5 average rating, 60 reviews

Victorian gardener's lodge set in Kent countryside

This Victorian gardener's lodge house has recently been refurbished to create an idyllic country escape. Situated just out of town, this pretty country cottage is set within one corner of the main house's walled kitchen garden. Cosy up with a book in front of the log burner, or enjoy a morning coffee in the small cottage garden at the front, with views across arable fields & woodland. Relax with a glass or two on the stone paved terrace at the back of the cottage, the best place for a sundowner.

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Top Guest favourite
A wooden cabin with a green roof is surrounded by grass and trees. Two arched windows and a double door provide a welcoming entrance. A small outdoor seating area features two chairs and a table, complemented by decorative stones along the pathway.
Hut in Thurrock
4.96 out of 5 average rating, 192 reviews

The duckhouse

Peaceful retreat on the edge of the nature reserve with a variety of hens ducks outside your window to wake up in the morning 😊 a self contained cabin with all the mod cons in a shabby chic style. Sleeps up to 4 with bathroom and kitchenette. Close to wedding venues, lovely walks, cycling routes, golf courses, easy routes Into London and lakeside shopping centre. Dog friendly with a secure garden, free parking. Animal lovers haven. Green 🦜 and geese flying above with peacocks in the grounds.

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Top Guest favourite
Home in Thurrock
4.97 out of 5 average rating, 32 reviews

Comfortable and stylish 1 bedroom home

This stylish annex located in Chafford Hundred offers comfort, convenience and luxury. With a private entrance, parking and garden access, it’s ideal for couples, solo travellers or families of 4. A double bedroom, spacious lounge with sofa bed, full kitchen and sleek shower room. Just minutes from Lakeside Shopping Centre with access to a wide range of shops, restaurants and entertainment options. Close to the A13/M25 for easy access to London, Essex and Kent. No parties or pets allowed.

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Superhost
Tiny home in Thurrock
4.89 out of 5 average rating, 9 reviews

Bright & Breezy Summer House In Grays

Modern Summer House in Grays, Essex – Ideal for 2! A bright and cozy retreat for solo travelers or couples. This brand-new space features natural light, air conditioning, fast Wi-Fi, a workspace, and a coffee station perfect for work or relaxation. Includes a double bed, private bathroom, and kitchenette with a mini fridge and microwave. Free on-site parking available. Just 10 mins from Lakeside Shopping Centre and 5 mins from Grays station, with easy links to London. NO PETS ALLOWED.

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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, 455 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.

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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, 388 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!

ValueFamilyWalkability

Guest favourite
An open plan lounge area features a light-colored sofa accompanied by blue cushions. A round dining table set for four is displayed, with a vase of flowers at the center. A 50-inch Smart TV is mounted on the wall, and natural light fills the room through large windows.
Condo in Thurrock
5.0 out of 5 average rating, 22 reviews

Modern 2 Bedroom, 2 Bath Split level Apartment

Whether you are away for work or leisure, this two bed maisonette comes fully equipped with everything you need to make this your home away from home. This unique and stylish two-bedroom split level apartment with allocated parking, situated in an excellent location for A13 and M25 road links as well as being a short walk to Lakeside Shopping Centre and Chafford Hundred Station (C2C train from Chafford Hundred Station is a 30-minute journey to London Fenchurch Street).

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Guest favourite
A light-filled living area features a beige sectional couch adorned with decorative pillows. A second armchair sits nearby, and a large television is positioned on a white media console. The floor is covered with a patterned area rug, and a window provides natural illumination.
Home in Thurrock
5.0 out of 5 average rating, 24 reviews

House with 2 Bedroom, office space and a Garden

Enjoy a stylish and comfortable stay in this entire home, perfect for both short and long visits. -Located just a 5-minute walk from Chafford Hundred Station. -10 minutes from Lakeside Shopping Centre. -Central London only 40 minutes away by train. Sleeps up to 4 guests and features a dedicated office space for remote work, a fully equipped kitchen, a spacious garden, and amenities like Netflix and a coffee machine to make you feel right at home.

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Top Guest favourite
Bungalow in Kent
4.97 out of 5 average rating, 107 reviews

Luxury Spa Retreat: Sauna & Hot Tub

Escape to our exclusive gated spa retreat, nestled on 5.5 acres of serene countryside in picturesque Fawkham, Kent. This private and tranquil haven offers breathtaking views of rolling hills, perfect for relaxation. Unwind in the luxurious sauna, steam room, or hot tub, soaking in the peace after exploring local attractions. Just minutes from Brands Hatch, our retreat blends seclusion with convenience, your ultimate quiet getaway awaits.

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Guest favourite
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
4.94 out of 5 average rating, 211 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.

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Top Guest favourite
A field filled with white daisies extends toward a historic windmill, with its sails visible against a bright blue sky dotted with fluffy clouds. A charming two-story house is situated nearby, surrounded by greenery.
Windmill in Aythorpe Roding
4.99 out of 5 average rating, 314 reviews

Rodings Millhouse and Windmill

As you arrive, you’ll be greeted by the charming and historic Aythorpe Roding Windmill, nestled in the peaceful Essex countryside. Set on over 2 acres of private gardens and surrounded by open fields and working farms, it offers a truly unique and tranquil escape. Whether you’re exploring the grounds or relaxing in the serene setting, it’s a place to unwind and reconnect with nature.

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Top Guest favourite
Cottage in Essex
5.0 out of 5 average rating, 87 reviews

Country Cottage with moat

Welcome to Bacons Billabong. Nestled beside Bacons Farmhouse, a Grade II listed home, Bacons Billabong offers a peaceful countryside retreat just outside the charming village of Ingatestone. Surrounded by open fields, this beautifully refurbished annex is the ideal escape for walkers, bird lovers and those seeking a quiet break with easy access to London and local wedding venues.

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Popular amenities for South Ockendon holiday rentals