Vacation rentals in Chafford Hundred

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Top-rated vacation rentals in Chafford Hundred

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

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Top guest favorite
Condo in Wateringbury
4.99 out of 5 average rating, 289 reviews

Stylish Apartment With Private Summerhouse &Garden

Escape to the Kent countryside in this stylish, totally private apartment with your own courtyard garden plus a 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.

Top guest favorite
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, 247 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.

Guest favorite
The living room features a spacious layout with comfortable seating options, including a leather sofa and armchair. A large window allows natural light to fill the space, while sheer curtains offer privacy. A flat-screen TV is mounted on the wall beside decorative elements.
Home in Thurrock
4.91 out of 5 average rating, 44 reviews

Unique 2 bedroom home with free parking

This unique place has a style of its own. A relaxing homely and hotel executive look and feel. This is a newly updated home equipped with modern technologies - flat screen TVs and excellent wi-fi. Located within very quiet residential area. A few minutes drive to Lakeside shopping centre and wide host restaurants and shops. Giving guests the best of both worlds. The facility is equipped with a modern kitchen and dinning The dinning space can be used as an office space using the large TV.

Top guest favorite
Two wooden lounge chairs are positioned on a stone patio, offering views of the expansive greenery and rolling hills in the distance. Lavender plants line the edge of the patio, enhancing the serene rural setting.
Cottage in Sevenoaks Weald
4.99 out of 5 average rating, 106 reviews

Quiet luxury rural cottage with fantastic views.

Rare, peaceful and spacious newly built cottage with private garden, comfortably sleeps 6. On Greensand AONB escarpment, with spectacular uninterrupted views over the Kent countryside. Rural retreat 2 miles south of Sevenoaks, half an hour by train to London Bridge. On private road. Own access and parking. New kitchen with light and airy dining and sitting area. WiFi. Very private south facing garden and patio. Fantastic walks to local pubs, national trust, great cycling. Use of tennis court.

Guest favorite
Condo in Thurrock
5 out of 5 average rating, 34 reviews

Modern 2 Bedroom Lakeside Apartment Great Location

Enjoy easy access to everything from this perfectly located home based next to Lakeside shopping centre. Great links with multiple train stations close by. London within 20 minutes drive via A13 and also M25 less than 1 mile away. Blue water shopping centre only 15 minutes drive. Modern, lovely, fresh two double bedroom apartment with en-suite fully functional kitchen, free Wi-Fi, 65 inch smart tv. Bath towels provided. Linen provided. Great night life @ intu Lakeside. 1 free parking space.

Top guest favorite
Home in Thurrock
4.97 out of 5 average rating, 31 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 favorite
A freestanding bathtub filled with water and flower petals is complemented by a wooden tray holding a glass of wine and an open book. A large ornate mirror and wall-mounted lights enhance the serene atmosphere. A hand towel and bath robe hang nearby.
Place to stay in Box Hill
4.97 out of 5 average rating, 176 reviews

Potting Shed, freestanding bath

Welcome to The Potting Shed Surrey Hills it’s ian exquisite retreat, offering a perfect blend of luxury and tranquility. Watching the sunrise while soaking in your freestanding bath amidst 6 acres of private land is truly magical. It’s luxurious and stylish decor creates an unforgettable experience for guests seeking relaxation and indulgence. From AONB country walks to the personalised room service, the Potting Shed offers a level of extravagance that sets it apart from other retreats.

Top guest favorite
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, 379 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!

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 Southend-on-Sea
4.99 out of 5 average rating, 426 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.

Guest favorite
An open plan living area features a white sofa adorned with green cushions, complemented by a round coffee table. A vibrant green area rug covers the floor, while large windows allow natural light to fill the space. Dining table seating is arranged nearby with wooden chairs.
Home in Penshurst
5 out of 5 average rating, 26 reviews

The Old Cowshed

Relax in the Kent countryside surrounded by original paintings inspired by the natural world. Architect designed and artist owned, this is a unique haven an hour from London. White interiors with original mid century furniture, with splashes of colour in a converted cowshed. Outside you have access to miles walks of walks on your doorstep, including to the excellent local pubs. Perfectly placed for Penshurst Place, Hever Castle and the many other delights Kent offers.

Guest favorite
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).

Guest favorite
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, 19 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.

Popular amenities for Chafford Hundred vacation rentals

When is the best time to visit Chafford Hundred?

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Avg. priceG$25,533 GYDG$25,533 GYDG$25,533 GYDG$26,370 GYDG$24,905 GYDG$25,533 GYDG$25,323 GYDG$26,998 GYDG$25,323 GYDG$25,114 GYDG$23,440 GYDG$23,440 GYD
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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 house rentals in Chafford Hundred have wifi?

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

  • Do apartment rentals in Chafford Hundred have free parking?

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

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

    Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with free parking, over 40 homes with wifi, over 40 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Chafford Hundred

  • Total vacation rentals

    Explore 90 vacation rentals in Chafford Hundred

  • Nightly prices starting at

    Chafford Hundred vacation rentals start at G$4,186 GYD per night before taxes and fees

  • Verified guest reviews

    Over 870 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    90 of Chafford Hundred vacation 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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