Holiday houses in Chafford Hundred

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Top-rated holiday rentals in Chafford Hundred

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

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Guest favourite
A charming brick cottage is adorned with blooming wisteria, cascading over the windows. The well-maintained exterior features white window frames, enhancing the rustic aesthetic. Lush greenery surrounds the entrance, creating an inviting atmosphere for guests.
Cottage in Cobham
4.85 out of 5 average rating, 495 reviews

Countryside Escape in Beautiful Cosy Cottage

Wisteria Cottage is a beautiful four bedroom, listed building, set in an idyllic historic village. Perfect setting for family holiday or for people who enjoy the countryside and glorious walks. Bluewater is close by. Wisteria cottage is great for those wanting a getaway that offers nearby vibrant city as well as beautiful countryside. We have recently modernised the cottage, it’s a brilliant space! We have put a climbing frame in the garden for hours of fun for the little ones. Relax and enjoy.

Top Guest favourite
A well-maintained garden is framed by lush greenery, showcasing vibrant flower beds and neatly trimmed hedges. Beyond the garden, expansive views of rolling hills and the Darent Valley can be seen under a partly cloudy sky.
Condo in Otford
4.99 out of 5 average rating, 176 reviews

Stunning views with silent aircon!

Wake up & lift the automatic blinds directly from your SUPER KING SIZE BED & be captivated by the VIEW of the beautiful Darent Valley unfolding before you through the picture windows. SNUGGLE in a cosy armchair with a book, listen to your favourite music or EXPLORE many footpaths along the valley. Stroll through the fields to Otford & Shoreham villages, visit HISTORIC HOUSES & vineyards or simply stay at home & enjoy a spacious studio apartment whilst staring at the sunset with a glass of wine

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, 245 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.

Top Guest favourite
A spacious home cinema setup is featured, showcasing a large screen displaying a snowy mountain landscape. Soft carpeting covers the floor, with an inviting seating area in front. A staircase is visible in the background, leading to an upper level.
Townhouse in Gravesend
4.98 out of 5 average rating, 264 reviews

*NEW* Luxury Thames View Riverfront + Home Cinema

The PERFECT place for your getaway, this luxury property is a great base to explore Kent whilst only 23 mins to London on the train. Grade II listed fully renovated, modern Thames River view townhouse with a Home Cinema! With fantastic riverside views, this 2 Bedroom property sleeps 4 & has off road parking. Recently renovated to a high standard with new home cinema, kitchen, bathroom, bedrooms & furniture and decorated for xmas . Come and spend time in our unique riverside property in Kent.

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, 175 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.

Guest favourite
An aerial view of a unique bubble lodging situated on a grassy area surrounded by trees in bloom. Nearby, a wood-burning hot tub and seating area are visible, offering an inviting outdoor space for relaxation.
Farm stay in Maidstone
4.96 out of 5 average rating, 226 reviews

Wooded Bubble tent

Located on a 120 acre farm. The ultimate star gazing pad. The unusual lodging is fully equipped to help you enjoy a excellent and original night. A cosy bed, a toilet, shower, clean towels and a thousand stars over you. Lay in bed turn off the lamps and start counting. Enjoy a relaxing wood burning hot tub with a glass of prosecco, inhale a breath of fresh air and lay back and enjoy the views of the North downs. Tap onto my profile picture see my other bubbles. Not suitable for under 4 years.

Top Guest favourite
Home in Thurrock
4.97 out of 5 average rating, 30 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.

Top Guest favourite
A quaint entrance is framed by a variety of colorful flowers, including pink and purple blooms, cascading from hanging baskets and garden beds. The rustic wooden door is set against a whitewashed wall, complementing the charming brick pathway leading up to it.
Place to stay in Addington
4.98 out of 5 average rating, 248 reviews

Petite Gite in an idyllic cottage garden.

Come and make yourself at home in this unique hand crafted miniature gite. Tucked away in the garden of a Tudor cottage, situated on the Addington village green just yards from the Angel Inn. Cottage style Kitchenette with miniature Belfast sink and cupboards. Small double raised bed with storage and dining table underneath. Fully centrally heated for those cosy winter/autumnal days. Rose Cottage, as we call it, has been painstakingly restored to create a delightful, light and cosy space.

Top 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, 438 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.

Top 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, 377 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!

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 out of 5 average rating, 20 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).

Top Guest favourite
A spacious studio features a comfortable bed with crisp white linens and a vibrant red throw. A leather sofa, accented by a decorative pillow, invites relaxation. Natural light enhances the warm tones of the wooden ceiling, while a mirror reflects the inviting atmosphere.
Guesthouse in Brentwood
4.96 out of 5 average rating, 381 reviews

Studio 102

This comfortable and modern studio is sited on our family run farm. Rural Location. There is a nearby village shop and petrol station with Marks and Spencers. Village cricket ground. 3 pubs all serving great food. West Horndon and Shenfield Station with trains traveling to London regularly. Fords at Dunton approximately 3 miles away. We have a second Airbnb ‘Farmers Cottage’ Billericay which is listed independently: https://www.airbnb.com/rooms/40893862

Popular amenities for Chafford Hundred holiday rentals

When is the best time to visit Chafford Hundred?

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Avg. price$208 NZD$208 NZD$208 NZD$215 NZD$203 NZD$208 NZD$206 NZD$220 NZD$206 NZD$204 NZD$191 NZD$191 NZD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Chafford Hundred?

    Chafford Hundred has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Chafford Hundred?

    Experience the best of Chafford Hundred with our house rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there vacation rentals with a dedicated workspace in Chafford Hundred?

    Yes! Work meets play with ease at over 40 vacation rentals in Chafford Hundred featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Where should I stay in Chafford Hundred?

    Make yourself at home in Chafford Hundred by choosing from our most frequently booked neighborhoods. We have over 400 vacation rentals in North Stifford, and over 930 vacation rentals in Grays.

  • Do house rentals in Chafford Hundred have a kitchen?

    Absolutely! We offer over 40 house rentals with a kitchen in Chafford Hundred. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Chafford Hundred have wifi?

    Absolutely! We offer over 20 apartment rentals with wifi in Chafford Hundred. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Chafford Hundred have free parking?

    Absolutely! We offer over 30 house rentals with free parking in Chafford Hundred. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Apartment Rentals in Chafford Hundred?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 20 homes with wifi, over 20 homes with a kitchen, over 20 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Chafford Hundred

  • Total holiday rentals

    Explore 90 holiday rentals in Chafford Hundred

  • Nightly prices starting at

    Chafford Hundred holiday rentals start at $34 NZD per night before taxes and fees

  • Verified guest reviews

    Over 870 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    90 of Chafford Hundred holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Chafford Hundred rentals

  • 4.7 Average rating

    Chafford Hundred stays receive an average rating of 4.7 out of 5 from guests

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