Holiday rentals in Chafford Hundred

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Chafford Hundred

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

%{current} / %{total}1 / 1
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
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 showcases multiple transparent bubbles nestled within a green landscape. Each bubble features unique geometric rugs and comfortable seating options. Surrounding gravel paths and patches of grass enhance the natural setting, complemented by trees that provide a serene backdrop.
Farm stay in Kent
4.92 out of 5 average rating, 148 reviews

Grand Bubble

Grand bubble sleeps 4 people who can enjoy the ultimate view of nature. You can fall asleep with the stars and wake up to the rising sun. This bubble has the wow factor and includes your own hot tub, BBQ, a shower, a flushing toilet, outdoor chess set and a golf buggy. The bubble is very secluded set at a bottom of a 12 acre field off a woodland. Out side of the bubble is a very large outdoor gazebo with comfy seating and a large gas bbq so even if it rains you can still bbq comfortably.

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, 243 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.

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, 429 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.

Guest favourite
Cabin in Rochester
4.95 out of 5 average rating, 485 reviews

Cosy Rural Retreat with Log Burner

The Snuggery is a converted outbuilding that has been set up for a cosy stay with a wood burning stove and lots of snuggly wraps to cuddle up in. The open plan interior, high vaulted ceilings and natural oak flooring create an interior which is fun, light and airy. Walking enthusiasts will enjoy walks from the back door straight on to the North Downs Way and there is a bench by the front door fitted with a heated element, perfect for warming up your walking boots. Photos by Chloe-Rae 

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 couple relaxes in a bubbling outdoor hot tub, holding glasses, with a scenic view of lush green fields and trees in the background. A champagne bottle sits in an ice bucket beside them, enhancing the tranquil atmosphere.
Shepherd’s hut in Greater London
4.98 out of 5 average rating, 351 reviews

The Ultimate Couples Retreat | 30 Mins from London

This countryside retreat is the perfect romantic escape, just a 35 minute taxi/train ride minutes from London. Unwind in your private luxury hot tub, sip on a complimentary bottle Champagne under the stars, and wake up to breathtaking views of rolling fields and wildlife. Our handcrafted shepherd’s hut blends rustic charm with modern comfort, offering a king-sized stargazing bed, a cozy fire-lit deck, and a luxury bathroom, all set in a peaceful meadow.

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?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$155 SGD$155 SGD$155 SGD$161 SGD$152 SGD$155 SGD$154 SGD$164 SGD$154 SGD$153 SGD$143 SGD$143 SGD
Avg. temp5°C5°C7°C10°C13°C16°C18°C18°C15°C12°C8°C6°C

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

  1. Airbnb
  2. United Kingdom
  3. England
  4. Thurrock
  5. Chafford Hundred