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.

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Top guest favourite
Apartment
4.92 out of 5 average rating, 345 reviews

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

Top guest favourite
Barn
4.99 out of 5 average rating, 204 reviews

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.

Top guest favourite
A well-maintained garden is framed by lush greenery, showcasing vibrant flower beds and neatly trimmed hedges. Beyond the garden, expansive views of rolling hills and the Darent Valley can be seen under a partly cloudy sky.
Apartment
4.99 out of 5 average rating, 180 reviews

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

Superhost
The exterior of a charming stone building is showcased, featuring a steeply pitched roof and a tall, narrow bell tower. Flanked by well-maintained gardens, colorful flower pots add vibrant touches around the entrance. A cobblestone pathway leads up to the inviting entryway.
Home
4.91 out of 5 average rating, 205 reviews

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

Guest favourite
Guest suite
5 out of 5 average rating, 24 reviews

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.

Top guest favourite
Two wooden lounge chairs are positioned on a stone patio, offering views of the expansive greenery and rolling hills in the distance. Lavender plants line the edge of the patio, enhancing the serene rural setting.
Cottage
4.99 out of 5 average rating, 106 reviews

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.

Superhost
A modern studio is set within a well-maintained garden, featuring a private outdoor deck with wooden railings. The entrance is framed by neatly trimmed shrubs, and large sliding doors provide a glimpse of the interior space, which is bright and welcoming.
Guest suite
4.8 out of 5 average rating, 107 reviews

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!

Guest favourite
The spacious bedroom features a comfortable bed dressed in soft linens, flanked by bedside tables with lamps. Exposed wooden beams create a rustic ambiance, while patterned curtains frame the window. A wooden dresser adds character, and a full-length mirror reflects the room's charm.
Barn
4.94 out of 5 average rating, 546 reviews

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

Guest favourite
An aerial view captures the historic Grade II Listed townhouse opposite Buckingham Palace. The lush greenery of St. James's Park surrounds the area, while the iconic palace and the bustling roads filled with visitors are prominently displayed.
Apartment
4.99 out of 5 average rating, 140 reviews

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).

Top guest favourite
Guest suite
4.96 out of 5 average rating, 126 reviews

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.

Top guest favourite
A charming cottage is set against a clear blue sky, featuring a pitched roof and two gabled dormer windows. Flowering plants and green grass frame the inviting entrance, highlighting the cottage's warm yellow door and brick exterior.
Cottage
4.96 out of 5 average rating, 229 reviews

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.

Top guest favourite
An open-plan living area features a cozy sofa and armchairs, accented by colorful cushions. A breakfast bar with two stools and modern lighting illuminates the space. The staircase leads to a loft area, and large glass doors provide access to a private garden.
Townhouse
4.95 out of 5 average rating, 151 reviews

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

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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

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  • 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