
Family-friendly holiday rentals in Chislehurst
Find and book unique family-friendly homes on Airbnb
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 $39 SGD per night before taxes and fees

Verified guest reviews
Over 700 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 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

4.6 Average rating
Chislehurst stays receive an average rating of 4.6 out of 5 from guests
Top-rated family-friendly rentals in Chislehurst
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Free Parking | Private Flat Near O2 & Greenwich
Private self-contained flat with free parking in peaceful Avery Hill, South East London. Ideal for couples, families, business travellers and O2 visitors. Features a private entrance, king-size bed, single bed, sofa bed, shower room, living area, kitchenette, WiFi and courtyard seating. Close to Greenwich, Blackheath, Eltham Palace and The O2, with excellent links to Central London. ✓ Sleeps 4 ✓ Free parking ✓ Self check-in ✓ Private entrance ✓ Fast WiFi ✓Courtyard ✓ Near 02 Arena & Greenwich

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

Large studio with free parking, Chislehurst London
Stylish Spacious Studio | Private Entrance | Free Parking Relax in this peaceful, modern studio in Chislehurst, London, on a quiet private road with your own entrance and free parking. 5 min walk to Elmstead Woods station - 20 min train to London Bridge - 30 min train to Central London The charming Chislehurst village high street is 5 min drive away, with its boutique shops, restaurants, pubs and cafés. The historic Chislehurst Caves and scenic National Trust walking routes are 1 mile away.

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.

Lovely 3 double bed large house, fully renovated
Bring the whole family to this great place with lots of room for fun. Two reception rooms, downstairs washroom, large modern bathroom, fully fitted kitchen, large garden and parking in own gated driveway. Close to two overland train stations 15 mins walk away. Close to bus stops, shops and restaurants. Opposite to a park. Places of interest, Eltham Palace, Greenwich park with the Royal Obsevatory, Royal naval college, cutty Sark Clipper, Leeds Castle, Hever Castle, Hall Place, Penshurst Manor.

Cosy little house.
10 miles from Central London.Great transport links.15 mins from M25. Choice of 3 trains stations into Central London-25 mins ( Chislehurst/ New Eltham/ Mottingham) .Fully working log burner & central heating. Situated 100 yards from Chislehurst High Street with great local amenities of cafes/ pubs/ restaurants. 15 mins walk from the famous tourist attraction of Chislehurst Caves. 15 mins walk from a National Trust park ( Hawkswood Estate) and Nature Reserve ( Scadbury Park) Pets welcome :-)

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).

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.

Keston. Pretty Cottage, 2 double bedrooms and view
Overlooking Keston Common, quiet and set back from Commonside with parking to the front, two double bedrooms with first floor bathroom having separate shower and “egg bath”. Minimum 3 nights, discounts for weekly stay. Fully fitted kitchen with bay window & window seat overlooking the Common, open plan lounge with double doors to patio with swinging sofa and pretty back garden. Ground floor WC/utility room. Incredible holiday stay, easy transport to London, 40 mins drive to Gatwick.

Modern Bromley Apartment with Fast London Links
Discover this charming one-bedroom flat in Bromley, south east London. Offering a bright and inviting living space that opens onto a stunning communal garden with a swimming pool. Perfect for relaxation, this comfortable home is ideally located in a well-connected area with excellent transport links, green spaces, and a vibrant local community. Enjoy nearby parks, cafes, and shops, making it an ideal place to live with convenience and leisure at your doorstep.

Cosy Flat with Stunning Views.
Experience elevated comfort in this beautifully renovated top-floor 1-bedroom apartment, offering breathtaking views of the London skyline. Relax on the cosy private balcony, cook in the sleek, high-end kitchen, and unwind in an elegantly decorated living space designed for both style and comfort. Located in the quiet, leafy neighbourhood of Mottingham, you’re just minutes from central London via excellent transport links—making it ideal for work or leisure.
Popular amenities for Chislehurst family-friendly rentals
Family-friendly home rentals with a hot tub

OutbackShack Hottub Sauna Cinema Pooltable Essex

Tinkerbell Retreat

The Old Stable

Beautifully developed historic stables, high spec

Unique Dome | Glamping | Hot Tub | Surrey | Adults

Cosy, Rustic 17th Century Country Barn.

Adorable 4 bedroom annex with hot tub

Crestyl Cottage riverside barn for 2 with hot tub
Family- and pet-friendly home rentals

House boat haven in Kings Cross

Home Sweet Studio

Countryside Escape in Beautiful Cosy Cottage

Gather&Unwind: Gardens, Woodland & Tennis Cottages

Newly renovated flat with private entrance. London

Bell Tent Glamping Single unit, self contained.

Tranquil & Bright by The Canal

Woodland Yard *Entire flat* Vintage Artists House
Family-friendly home rentals with a pool

Luxury Battersea studio w open fire, close to Park

Mattie's Loft

Interior designed house + pool + tennis Goudhurst

Private garden studio with use of pool

GWP - Rectory North

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

46th Floor, Luxury 3BR w/AC & Panoramic Views

The Pool House, How Green House, Hever
When is the best time to visit Chislehurst?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $293 SGD | $291 SGD | $279 SGD | $337 SGD | $343 SGD | $310 SGD | $313 SGD | $286 SGD | $271 SGD | $280 SGD | $275 SGD | $305 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 |
Destinations to explore
- Flat rentals Chislehurst
- Rentals with outdoor seating Chislehurst
- House rentals Chislehurst
- Rentals with a fireplace Chislehurst
- Rentals with a patio Chislehurst
- Rentals with a washing machine and dryer Chislehurst
- Pet-friendly rentals Chislehurst
- Family-friendly rentals Greater London
- Family-friendly rentals England
- Family-friendly rentals United Kingdom
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- London Bridge
- ExCeL London
- The O2
- Brighton Seafront
- Tower Bridge
- Emirates Stadium
- Clapham Common
- South Downs National Park
- Buckingham Palace
- Thorpe Park Resort
- Alexandra Palace
- Chessington World of Adventures Resort
- Big Ben
- London Stadium
- Windsor Castle
- LEGOLAND® Windsor Resort
- Victoria Park
- British Museum





