
Holiday rentals in Chislehurst
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Top-rated holiday rentals in Chislehurst
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Amazing 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

School Cottage conversion
School cottages converted to a high quality luxury specification. Two bedroom, two bathrooms found up a spiral stairwell above a beautifully designed open area including a modern kitchen and living area. A unique and beautiful property, lived in with all the appliances you could need for a relaxing quiet stay. Large and spatial, including an outdoor patio area. Includes private parking, security features and a quiet space within walking distance of Bromley, or direct trains into London.

Lullingstone Eynsford Annexe & Private Garden
Along the Darent Valley, minutes from M25 between Dartford and Sevenoaks (outside ULEZ 😁), surrounded by farmland and horses, we are a mile from Eynsford Village and train station. We have the Park and golf course as our back garden and The Roman Villa and Castle/World Gardens as our neighbours. Castle 'Lavender' Farm is a short walk too. Brands Hatch is a short drive. Parking on drive and private access to secure garden. 1 bedroom, bathroom, lounge, smart TV, DVD & fully equipped kitchen

Garden gem: your private escape
Step into our cozy Chislehurst haven. Less than 45 mins from central London by public transport, our modern studio offers a private entrance, a comfy superking bed, a fully equipped kitchenette, self-contained toilet and shower room. Take a 5-min stroll to the charming village with shops and eateries. Explore London or venture into the beautiful Kent countryside. Ideal for two adults and can accommodate a child. Enjoy free roadside parking. Welcome to your retreat in the heart of SE London!

Luxury flat in East Croydon
This luxury flat is located on the 2nd floor with a beautiful courtyard view from the living room. Sleeps 4 with two separate bedrooms and bathrooms (one ensuite). Integrated top-brand appliances. Open plan kitchen/living/dining area. Calm boho decor. A private balcony. Residents only gym & concierge. Excellent transport links to London city centre with direct trains to London Bridge (15mins), London Victoria (17mins) and Gatwick Airport (15 mins). 3 minutes walk from East Croydon Station

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.

Luxury Cottage in Bromley, South East London
Welcome to our lush cottage in South East London! Perfect for business or pleasure with easy journeys to Central London, O2 Centre, Excel, historic Greenwich and the Kent Countryside. It’s a few mins walk to Bromley North Station which offers routes into London Bridge and Charing Cross. A short walk through the modern Glades Shopping Centre (with its huge offering of shops & restaurants) to Bromley South Station with many routes including direct trains to London Victoria in just 16 mins.

Guest House 1 double bed
Take it easy at this unique and tranquil getaway close to Bromley town centre. Complete with its own entrance this stylish guest house has everything you need for your stay. A double bed, dining table & chairs, oven, hob, microwave, kettle, fridge and washing machine. The bathroom includes an electric shower and there's strong wifi and a wall mounted tv with free access to Netflix, Sky, Amazon and Apple TV+. Bed linen, towels, crockery & cutlery are of course provided.

Palm Tree House - The Forest
Welcome to our Brand New, Stylish-themed studio in a building with Lift. Enjoy modern furnishings, a fully equipped kitchen with a washing machine and dishwasher, a spacious bathroom with shower, a cosy bedroom area, and a private balcony. Free access to the shared GYM and WORKSPACE. Take advantage of free parking, super-fast WiFi throughout, and a smart TV. It is just minutes from Orpington station, with easy access to London. POTENTIAL FOR NOISE, READ BELOW.

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.

Luxury Spa Retreat: Sauna, Steam & 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.

Unique luxury self-contained oast house
Huge loft style Kentish roundel conversion. Situated on a farm set back from the road it is beautifully peaceful, with circular jacuzzi bath, projector, screen, all mod cons. Amazing walks & pubs from the doorstep, perfect for a country retreat, yet only 30 miles from London. Huge King size circular bed. Reynolds spa is 15 mins away. The house recently featured in Mr Bates v The Post Office, & the roundel was the actors green room.
Popular amenities for Chislehurst holiday rentals
Other great holiday rentals in Chislehurst

Thalia’s Place

Luxury, space and a great location.

Unique Church Conversion at Crystal Palace Park

Modern 3 Bed Bromley, Chislehurst House

One bedroom fully equipped flatlet

Park Lodge

Fabulous Two Bedroom Apartment

Designer 2 Bed Luxury Flat with Garden in London
When is the best time to visit Chislehurst?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $158 SGD | $161 SGD | $164 SGD | $157 SGD | $171 SGD | $173 SGD | $195 SGD | $186 SGD | $182 SGD | $179 SGD | $170 SGD | $181 SGD |
| Avg. temp | 5°C | 5°C | 7°C | 9°C | 12°C | 15°C | 17°C | 17°C | 15°C | 11°C | 8°C | 5°C |
Frequently Asked Questions
Are there family-friendly house rentals in Chislehurst?
Chislehurst has more than 30 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Chislehurst?
Experience the best of Chislehurst 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 pet-friendly house rentals in Chislehurst?
Four-legged friends are welcome in Chislehurst. Choose from more than 10 house rentals for guests traveling with pets.
Are there apartment rentals with a dedicated workspace in Chislehurst?
Yes! Work meets play with ease at over 10 apartment rentals in Chislehurst featuring dedicated workspaces. Stay connected and productive in your home away from home.
Where should I stay in Chislehurst?
Make yourself at home in Chislehurst by choosing from our most frequently booked neighborhoods. We have over 470 vacation rentals in Elmstead, over 4,230 vacation rentals in Chislehurst, and over 470 vacation rentals in Bickley.
Do house rentals in Chislehurst have a kitchen?
Absolutely! We offer over 80 house rentals with a kitchen in Chislehurst. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Chislehurst have wifi?
Absolutely! We offer over 20 apartment rentals with wifi in Chislehurst. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Chislehurst have free parking?
Absolutely! We offer over 80 house rentals with free parking in Chislehurst. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Chislehurst

Total holiday rentals
Explore 160 holiday rentals in Chislehurst

Nightly prices starting at
Chislehurst holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 2,760 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
150 of Chislehurst holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chislehurst rentals

4.7 Average rating
Chislehurst stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- South Downs National Park
- Paddington
- British Museum
- Covent Garden
- Tower Bridge
- St Pancras International
- Hampstead Heath
- Big Ben
- London Bridge
- Buckingham Palace
- Marble Arch
- Kings Cross
- Wembley Stadium
- The O2
- Tottenham Court Road
- Natural History Museum
- Trafalgar Square
- Piccadilly Theatre
- ExCeL London
- Emirates Stadium
- Battersea Power Station (disused)
- Royal Albert Hall
- Russell Square
- Olympia Events




