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

Springfield Oast - piece of Kent history
Large historic building (1865), unique to the Kent region. Springfield Oast has two double bedrooms and two bathrooms. There's an impressive vaulted ceiling and beams. It sits independently within our home’s huge garden & has views of trees and fields. Guests have their own private courtyard and can also enjoy the peace of our garden. Perfectly located for Kent's historic castles and gardens. London & beaches are within an hour. Beautiful country walks. Maintained and cleaned to a high standard.

Stunning views with silent aircon!
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

Stunning 4 bed Church Conversion in Billericay
*CLOSE TO LEIGH ON SEA AND SOUTHEND* -UNIQUE 4 BEDROOM , 2 BATH HOME WITH HUGE VOLUME LIVING AREA AND NEW FULLY FITTED KITCHEN .FULLY HEATED. SET IN LOVELY QUIET RURAL SETTING OVERLOOKING FIELDS YET WITHIN EASY DRIVE OF THE ATTRACTIVE MARKET TOWN OF BILLERICAY. GOOD RAIL FACILITIES TO LONDON ( LIVERPOOL STREET ) AND SOUTHEND AIRPORT WITHIN 25 MINUTES DRIVE. FACILITIES FOR HORSE RIDING , FISHING ,CYCLING ALL WITHIN EASY REACH AS ARE CHILDRENS' ACTIVITIES SHOPPING CENTRE / LEISURE PARK NEARBY

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.

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!

Cosy, Rustic 17th Century Country Barn.
Charming 17th century Barn conversion. Restored with every attention to detail, abundance of character & exposed beams, fully equipped kitchen, attractive bathroom with roll top bath & rain shower. Underfloor heating, High Speed Wifi, Smart TV and optional hot tub (please enquire and book in advance). Just 14 minutes from Gatwick Airport/Station & the Express into London takes only 30 minutes, yet the Barn is set in open countryside, surrounded by fields, on an Equestrian property

Luxury Buckingham Palace Apartment with Terrace
Directly opposite Buckingham Palace, in the heart of central London. A luxury one-bedroom apartment, in a historic 19th-century Grade II Listed townhouse. Ultra-prime St. James's Park location, 10 min walk from attractions, e.g. Parliament, Big Ben, Westminster Abbey, Belgravia & Mayfair. A quiet escape. Meticulously appointed, fully equipped kitchen, luxury interiors & 24/7 concierge. Great for Kids, 1 King Bedroom & 1 double sofa bed (in lounge or bedroom, your choosing).

Charming Guest Suite in the Kent Countryside
Our private annexe is nestled in a peaceful cul-de-sac, just 3 miles from Chartwell and 4 miles from Sevenoaks. London Bridge is a convenient 30-minute train ride away. Enjoy high-speed WiFi, HDTV, and a well-equipped bathroom. Refreshments like coffee, tea as well as an assortment of snacks are provided for our guests. The High Street, local pub, and shops are within walking distance. Guests can park their car on-site for free. EV charging available at extra cost.

Cosy Private Cottage in Wrotham, Kent Downs AONB
Set on the edge of Wrotham village in the Kent Downs Area of Outstanding Natural Beauty. This self contained one bedroom cottage comes with free off street parking and use of a large cottage garden. We welcome well behaved dogs. A two minute walk into Wrotham Village, with a picturesque church, village shop, and three pubs including the AA Rosette awarded Bull Hotel. Now with a newly completed private patio to the rear solely for guest use. Dog secure with high gate.

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

OutbackShack Hottub Sauna Cinema Pooltable Essex

Mattie's Loft

The Old Stable

Beautifully developed historic stables, high spec

Stylish Jacuzzi Loft | 12 mins ExCeL | Cinema Room

Hoppers' Hideaways - The Hoppers' Halt - Kent

Unique Dome | Glamping | Hot Tub | Surrey | Adults

Adorable 4 bedroom annex with hot tub
Family- and pet-friendly home rentals

Unique barn conversion with beautiful marsh views

Newly renovated flat with private entrance. London

Jessie The Narrowboat in Little Venice

Woodland Yard *Entire flat* Vintage Artists House

Stable Cottage at Nurstead Court

The Photography Loft - Fossil Stills

Elegant Epsom Family

Lullingstone Eynsford Annexe & Private Garden
Family-friendly home rentals with a pool

Luxury Battersea studio w open fire, close to Park

Private garden studio with use of pool

Bell Tent Glamping Single unit, self contained.

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

Cosy shepherd’s hut in beautiful Kent countryside

The Pool Shed with heated swimming pool (may-sept)

Unique 1-bd penthouse 3 minutes walk to Excel/o2

Modern Bromley Apartment with Fast London Links
When is the best time to visit Chislehurst?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £169 | £168 | £161 | £194 | £197 | £179 | £180 | £165 | £156 | £162 | £159 | £176 |
| 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 £22 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
Destinations to explore
- Pet-friendly rentals Chislehurst
- Rentals with a fireplace Chislehurst
- House rentals Chislehurst
- Flat rentals Chislehurst
- Rentals with outdoor seating Chislehurst
- Rentals with a washing machine and dryer Chislehurst
- Rentals with a patio 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





