
Family-friendly holiday rentals in Chislehurst
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Top-rated family-friendly rentals in Chislehurst
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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

Woodland Yard *Entire flat* Vintage Artists House
As Crystal Palace Super Hosts, we proudly offer a ground level, self contained Art House style flat, sleeps 7. We warmly welcome people from all corners of the globe. Come and enjoy the cinema screen, pool table, safe ‘faux flame’ fireplace, TV lounge & indoor garden. The Crystal Palace “Triangle” has 50+ bars and restaurants, antique emporiums, an Everyman Cinema & Bistro, Dinosaur Park & Grade 1 Listed Sports Centre. There are excellent transport links to central London via Train, Tube & Bus.

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

Gingerbread House in a quiet woodland setting
Gingerbread House is a self-contained annex set within the owners property, bordered by bluebell woodland and arable fields. The house is ideally situated for day trips into central London by train, many National Trust and English Heritage sites in Kent/Sussex, or events at Brands Hatch. The village of Pratts Bottom and the local pub is within a 10 minute walk. The nearest train stations are a 10 mins drive and offer fast services to London Charing Cross on the Tunbridge Wells/Hastings line.

A private country escape with stunning views
A charming, fully self contained guesthouse, set in a private garden of a 14th century cottage located in the pretty village of Chipstead. A perfect country escape with fast access into London and Gatwick Airport a short taxi ride away. The guesthouse offers views over open countryside, enjoy total peace and quiet, lots of privacy, all in an area of outstanding natural beauty. If you're wanting to explore leafy Surrey with great links into London, our guesthouse offers you the perfect location.

'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.

Oast Farmhouse, Ide Hill, Hever, Edenbridge
The Oast House is on a private Tudor Estate. A listed mid-Victorian property has charming period features, a large garden and storage. It theoretically sleeps 10 but suitable for 7 if one prefers sleeping alone. Terrific for group bookings, cycling and triathlon participants, temp workers, golfers, extended families in area for special occasions, corporate charity rides, or bake off weekends! Perfect for visiting Tudor England all around beautiful West Kent. We are 35 mins from South 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

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.

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).

Unique one bedroom coach house
Designed and restored with an eclectic style, this unique coach house is perfectly located in the heart of Royal Greenwich, a stones throw from Greenwich park and heritage sites, and a stone’s throw from the O2 arena, yet quietly situated in the most desirable part of Greenwich. Transport into central London is accessed either by rail, DLR or river bus, all being less than 5 minutes walk. A quiet oasis, Perfect for visiting both Greenwich and Central London

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

19th Floor Apartment in Spitalfields

Stunning central London flat close to LondonBridge

Beautifully developed historic stables, high spec

Luxury Spa Retreat: Sauna, Steam & Hot Tub

Lovely 2 bedroom penthouse, Kings Cross St Pancras

Pretty fancy staycation - South East London / Kent

East London Designer Loft with Jacuzzi

Shepherds Hut in Harvel
Family- and pet-friendly home rentals

Beautiful log cabin set in a stunning meadow

Narrowboat utopia in Kings Cross

Home Sweet Studio

Amazing Clockhouse in a perfect location

Large 2-Bed Luxury Apartment - near tube/train

Stable Cottage at Nurstead Court

Beautiful 1 bedroom apartment in Victorian home

Large one bed room flat Can sleep up to 5 people
Family-friendly home rentals with a pool

Battersea Power Station | River View | 2BR 2BA

The Green Escape - Private Cabin Retreat in London

Luxury Battersea studio w open fire, close to Park

Mattie's Loft

GWP - Rectory North

Bell Tent Glamping Single unit, self contained.

Lovely 2 bedroom apartment in Canary Wharf

Stunning 2 Bed in Battersea w/ Pool, Gym & Rooftop
When is the best time to visit Chislehurst?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $255 SGD | $265 SGD | $276 SGD | $335 SGD | $340 SGD | $308 SGD | $310 SGD | $283 SGD | $269 SGD | $278 SGD | $273 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
- House rentals Chislehurst
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- Family-friendly rentals Greater London
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- Family-friendly rentals United Kingdom
- Paddington
- Big Ben
- British Museum
- Covent Garden
- London Bridge
- Marble Arch
- St Pancras International
- Hampstead Heath
- Buckingham Palace
- Tottenham Court Road
- Kings Cross
- The O2
- Natural History Museum
- Wembley Stadium
- Piccadilly Theatre
- Trafalgar Square
- ExCeL London
- Battersea Power Station (disused)
- Emirates Stadium
- Royal Albert Hall
- Olympia Events
- Russell Square
- Camden Market
- Borough Market




