
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

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.

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

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.

Ground floor studio flat
A quiet, ground floor studio flat, fully self-contained, affording high levels of privacy & comfort, with freedom to come & go via your own front door at anytime day or night. Situated in a quiet, safe, leafy cul-de-sac in Cobham (dubbed UK’s Beverly Hills!) which offers: The Ivy, gastro pubs, boutique shops, Waitrose & more. Driving: 5mins to Oxshott station, 10mins to M25, 20mins to Guildford (or train). Airports: Heathrow (10miles), Gatwick (16miles). Trains to London Waterloo: 35mins.

The Cubs
This unique place has a style all its own including beautiful light box . Perfect for a couple and longer stays. Luxury of a hotel plus the amenities of a flat including washing machine , dishwasher , fridge freezer etc . Many transport links to London and Beckenham high street and many restaurants and bars . Two min to the beautiful Kelsey park and famous Chinese garage . Walking distance to the amazing Beckenham Place Park . Local buses and two mainline stations within walking distance.

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).

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

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

Orquidea Relaxation home with hot tub

PRIVATE LUXURY CHALET WITH COVERED HOT TUB

Mattie's Loft

The Old Stable

Beautifully developed historic stables, high spec

Restful hideaway in the Surrey Hills

Unique Dome | Glamping | Hot Tub | Surrey | Adults

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

Entire Spacious Loft Studio-Own En-Suite & Kitchen

Taylour House - Historic, unique, yet modern

A charming cottage nestled in a peaceful woodland

Gather&Unwind: Gardens, Woodland & Tennis Cottages

Tranquil & Bright by The Canal

Bell Tent Glamping Single unit, self contained.

Pretty fancy staycation - South East London / Kent

Stunning 4 bed Church Conversion in Billericay
Family-friendly home rentals with a pool

Luxury Battersea studio w open fire, close to Park

Private garden studio with use of pool

Tulana Taggs - floating home on idyllic island

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

Cosy shepherd’s hut in beautiful Kent countryside

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

Modern Bromley Apartment with Fast London Links

Railwayman's Hut with Swimming Pond
When is the best time to visit Chislehurst?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £171 | £169 | £162 | £196 | £199 | £180 | £182 | £166 | £158 | £163 | £160 | £177 |
| 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 £23 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
- Rentals with a washing machine and dryer Chislehurst
- House rentals Chislehurst
- Rentals with outdoor seating Chislehurst
- Rentals with a patio Chislehurst
- Flat 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





