
Family-friendly holiday rentals in Chislehurst
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Top-rated family-friendly rentals in Chislehurst
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Stunning 2 Bedroom house with parking
An Annexe of a larger property this is 2 Bedroom house fully equipped with all facilities. Two bedrooms both with double beds so the property sleeps 4 easily we also have a travel cot Central location near junction 3 of the M25 station is 10 minutes walk. Situated in the charming village of Crockenhill ,in the lovely kent countryside. nr to Brandshatch. Please note we only have a bath and hand held shower unit for washing hair The property has access to a stunning large garden. 1 parking space

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

The Garden Room, Harvel - 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.

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!

Spacious Cosy Modern Apartment in Greater London
*FLEXIBLE EARLY CHECK-IN AND LATE CHECK-OUT at no extra cost* A charming, modern, spacious, cosy 2-bedroom apartment for 4-5 guests, conveniently located in Orpington town centre. Only 7-9 mins walk away from Orpington train station (London fare Zone 6) with REGULAR TRAIN SERVICES INTO LONDON (17mins to London Bridge, 20mins to London Waterloo East, 27mins to Charing Cross). Ideal location for visiting London and travelling by car from EUROPE via DOVER (66 miles / 70 mins drive away).

Sweet farm cottage, Ide Hill, Hever, Edenbridge
Puncheur Place is a semi-detached cottage on a private Estate in the middle of cycling country at the foot of Ide Hill nr Hever. It is quiet yet accessible to dozens of pubs/golf. The garden is west facing and large. Perfect for outdoor picnics. The cottage is not huge, but cozy. Many footpaths. This is Tudor County so many period properties and pubs nearby. Indeed our Estate was once owned by Thomas Boleyn, then Mary Boleyn after the beheading of her sister Anne in 1533. #puncheurplace

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.

Huge Luxury Studio Use of Parking & Garden
This unique space is huge, 500 sq ft!! and is close to Greenwich, Blackheath, The 02, Canary Wharf, City Airport and with a quick train journey to central London. You'll love the studio because of the location, the amazing views of canary wharf and the 02, with garden and key-box entry. This huge space is about the size of 4 London hotel rooms and so is a bargain. My place is good for couples, solo adventurers and families with young kids. Please read our 900 plus reviews.

Cosy Cabin w/ Free Parking | Near Heathrow Airport
Relax in this charming private cabin, perfectly located for a tranquil getaway. Just a short stroll to the scenic River Thames and the quaint Sunbury Village, it’s also within walking distance to the overground train with direct access to London Waterloo. Ideal for horse racing at Kempton Park, adventures in the Surrey Hills, or exploring London. Plus, it’s just a short taxi ride from Heathrow Airport, making it a convenient and cosy retreat for any traveler.

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.
Popular amenities for Chislehurst family-friendly rentals
Family-friendly home rentals with a hot tub

Beautifully developed historic stables, high spec

East London Designer Loft with Jacuzzi

Restful hideaway in the Surrey Hills

MAYLANDS FARMHOUSE – "Where Memories are Made..."

Shepherds Hut in Harvel

Secret Lodge: shepherds hut with hot tub & sauna

Wild & Free Hot Tub Retreat

Unique luxury self-contained oast house
Family- and pet-friendly home rentals

Home Sweet Studio

Petite Gite in an idyllic cottage garden.

Amazing Clockhouse in a perfect location

Cosy Rural Retreat with Log Burner

Jessie The Narrowboat in Little Venice

Cosy shepherd’s hut in beautiful Kent countryside

Stunning 4 bed Church Conversion in Billericay

SUMMERHOUSE luxury smart barn, projector 75Mb WiFi
Family-friendly home rentals with a pool

Luxury Battersea studio w open fire, close to Park

Jossie's Snug

GWP - Rectory North

Tulana Taggs - floating home on idyllic island

Bell Tent Glamping Single unit, self contained.

Lovely 2 bedroom apartment in Canary Wharf

Stunning 1 Bed in Battersea w/ Pool, Gym & Rooftop

3 Bedroom Lodge/Hotub/Pool in Horsley Surrey UK
When is the best time to visit Chislehurst?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $256 SGD | $266 SGD | $276 SGD | $335 SGD | $340 SGD | $308 SGD | $311 SGD | $284 SGD | $270 SGD | $279 SGD | $274 SGD | $303 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 |
Quick stats about holiday rentals that are family-friendly in Chislehurst

Total holiday rentals
Explore 50 holiday rentals in Chislehurst

Nightly prices starting at
Chislehurst holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 670 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 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
- Rentals with outdoor seating Chislehurst
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- Pet-friendly rentals Chislehurst
- Rentals with a washing machine and dryer Chislehurst
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- House rentals Chislehurst
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- Family-friendly rentals Greater London
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- Family-friendly rentals United Kingdom
- 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




