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
The exterior of a charming studio cottage is shown surrounded by lush greenery. A flowering wisteria drapes over one side, complementing the soft yellow walls. A stylish hanging chair is positioned on the lawn, providing a comfortable outdoor seating option.
Cottage in Meopham
4.96 out of 5 average rating, 256 reviews

Charming Cottage & private parking, heart of Kent.

A Kentish gem - The Garden Room is an immaculately presented little cottage nestled in the beautiful hamlet of Harvel with thatched houses, Village Greens & the best Farm Café around. We offer a full range of in house Wellness Treatments. There is walking, stables, National Trusts, Silverhand Vineyard & Brands Hatch all on our doorstep. Good transport links; railway stations at Meopham, Borough Green & Ebbsfleet providing services DIRECT from London in UNDER 45 minutes. M25/M20 are close by.

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Superhost
Cabin in Greater London
5 out of 5 average rating, 3 reviews

Fantasy Retreat Cosy Cabin with Fireplace & Cinema

Hidden away from the noise of everyday life, this handcrafted stone cabin has been designed to capture the charm of a traditional English country lodge. Every detail has been carefully chosen—from the reclaimed timber beams & warm stone walls to the antique furnishings, vintage books, crackling fireplace & soft lighting Perfect for couples seeking a romantic getaway, writers looking for inspiration, or anyone wanting a unique stay full of charm. Let us transport you back in time to another era

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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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Top Guest favourite
A modern retreat features a sleek facade with large glass windows that invite natural light. Surrounded by lush greenery, the entrance is accentuated by steps leading to a well-kept landscape, creating an inviting outdoor space.
Bungalow in Kent
4.97 out of 5 average rating, 58 reviews

Contemporary luxury unique 2 bed 2 bath retreat

Indulge in serenity at our retreat nestled in 3 acres of countryside. Unwind in the comfort of two spacious bedrooms, where relaxation reigns supreme. Feel and bask in the warmth of sunlight on two inviting patios, perfect for enjoying a morning coffee or a glass of wine under the stars. Stay connected with super high-speed WIFI, ensuring you're always in touch with the modern world. Conveniently located near Brands Hatch and Bluewater, our retreat offers - seclusion and accessibility.

LocationFamilyLong stay

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, 389 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!

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Superhost
A spacious semi-detached rectory is set within a private estate, surrounded by manicured lawns and mature trees. The brick facade is complemented by large windows and multiple steps leading to a welcoming entrance. The sky is partly cloudy, providing a bright and airy atmosphere.
Home in Brentwood
4.79 out of 5 average rating, 29 reviews

GWP - Rectory North

2000 sq foot semi detached (north wing) 100 year old recotry on a private estate. And yes that’s a woodburner you can see in the photo and yes you can use it :-))) The gorgeous pool is shared with two other properties and you can use it any time between 10-6pm daily. A 360 video tour in 2d and 3d is available. Go to photos and in the living room section you will see an excel spreadsheet. Type the relevant link into your browser. Our other properties are available there as well.

ValueLocationNearby

Guest favourite
A modern kitchen features sleek cabinetry and a wooden countertop with two bar stools. Included appliances, such as a kettle, toaster, and microwave, are visible alongside a built-in oven and hob, providing a functional and inviting cooking space.
Condo in Thurrock
5 out of 5 average rating, 15 reviews

Stylish living - 5mins to Lakeside shopping centre

Stay in style at this brand-new, modern 2-bed apartment by Lakeside shopping centre! Shop, dine, and dive into nightlife, with London just 20 mins away via A13. Bluewater’s only 15 mins too! Sleeps 4 with 1 bathroom + ensuite, full kitchen, balcony with garden chairs and table, 65" smart TV, free Wi-Fi, towels, and linen. Perfect for CONTRACTORS,LONG STAY, FAMILIES, FRIENDS,GROUP AND BUSINESS TRIPS. 1 free parking space. No events/parties.

LocationFamilyCheckout

Top Guest favourite
A single-story annexe is depicted with a clean white exterior and a sloped roof. Two windows allow natural light to enter, and a vintage-style lamp post stands in the front yard, which features green grass and gravel pathways.
Home in Brentwood
4.94 out of 5 average rating, 238 reviews

Self-contained 1 bed annexe in semi-rural location

Spacious, self contained accommodation in a peaceful location. This annexe offers lots of space, a fully equipped kitchen, a desk to work at and large wardrobes for storage. Parking for 1 vehicle, 2nd space available if requested. It’s a 5 min drive from the The Brentwood Centre & approx. 10 min drive to the High Street. There are local supermarkets, takeaways & restaurants within a 15 min walk away. There are some lovely walks on the door step.

LocationFamilyParks

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 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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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, 316 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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Popular amenities for South Ockendon holiday rentals