Holiday rentals in Chafford Hundred

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Top-rated holiday rentals in Chafford Hundred

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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, 487 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 close-up of a wooden tray features two elegant champagne flutes alongside a bottle of Taittinger champagne. Fresh rose petals are scattered on the tray, with a bubbling hot tub visible in the background.
Place to stay in Lynsted
5 out of 5 average rating, 513 reviews

Romantic Hideaway & Hot tub in Kent Countryside.

A Unique Garden House in the heart of the Kent Countryside with views across our 3 acre orchard. Included in your stay is your very own private garden, complete with hot tub & summerhouse to relax in. The property also has private parking plus a secret woodland hideaway. Within walking distance is both Sharsted Wood and Doddington Place Gardens which are great for exploring, plus our local pubs - The Black Lion and The Chequers Inn which are perfect for a spot of lunch or a dinner reservation.

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.
Apartment in Otford
4.99 out of 5 average rating, 172 reviews

Stunning Views over Garden & Valley

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 Harvel
4.96 out of 5 average rating, 240 reviews

The Garden Room & parking - in the 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, 263 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.

Top guest favourite
Apartment in Wateringbury
4.99 out of 5 average rating, 282 reviews

Stylish Apartment With Private Summerhouse &Garden

Escape to the Kent countryside in this stylish, totally private apartment with your own courtyard garden and charming vintage summerhouse - perfect for relaxing weekend breaks just 1 hour from London. Ideal for couples looking for a peaceful countryside escape, offering rural views, countryside walks nearby and a local pub within a 12 min stroll. With self check in, parking and your own private entrance, it’s an easy base to unwind and explore Kent’s villages, vineyards and historic houses.

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, 225 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.

Guest favourite
Home in Essex
4.96 out of 5 average rating, 27 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
Guest house in Kent
4.93 out of 5 average rating, 120 reviews

'The Hideaway ' Sole Street, Cobham, Kent.

The Hideaway is situated in the heart of Kent in the rural village of Sole Street, Parish of Cobham & Luddesdown. We are walking distance to Sole Street Station on the Victoria line to London. Ebbsfleet & Meopham are a driving distance away so St Pancras and Victoria can be reached in 17 - 35 minutes. The location is great for people who love long walks & nature as we are surrounded by ancient unspoilt woodlands and rolling hills. We have a choice of three Forestry Commission Parks to visit.

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, 369 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
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 Chafford Hundred
5 out of 5 average rating, 13 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.

Top guest favourite
Bungalow in Kent
4.97 out of 5 average rating, 100 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.

Popular amenities for Chafford Hundred holiday rentals

When is the best time to visit Chafford Hundred?

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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 apartment rentals in Chafford Hundred?

    Experience the best of Chafford Hundred with our apartment rentals, starting at about $40 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 free parking, over 20 homes with a kitchen, over 20 homes with wifi, 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 $25 SGD 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 & child-friendly amenities

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    90 of Chafford Hundred holiday rentals include wifi 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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