
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.

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 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

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.

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

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).

Sweet farm cottage, Ide Hill, Hever, Edenbridge
Puncheur Place is a semi-detached cottage on a private Estate in the middle of cycling country at the foot of Ide Hill nr Hever. It is quiet yet accessible to dozens of pubs/golf. The garden is west facing and large. Perfect for outdoor picnics. The cottage is not huge, but cozy. Many footpaths. This is Tudor County so many period properties and pubs nearby. Indeed our Estate was once owned by Thomas Boleyn, then Mary Boleyn after the beheading of her sister Anne in 1533. #puncheurplace

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.

Peaceful, charming oak framed annexe
Recently furbished, oak framed annexe building consisting of large open plan lounge, dining and kitchen area. Shower room with hand basin and WC. Upstairs, snug double bedroom. (May be converted to two singles) Extra sofa bed available downstairs so property can accommodate up to 4 guests. Reliable wifi and space for remote working. Small, discreet private patio area. Private parking. Close to golf course and village centre. Surround yourself with style in this standout space.

Huge Luxury Studio Use of Parking & Garden
This unique space is huge, 500 sq ft!! and is close to Greenwich, Blackheath, The 02, Canary Wharf, City Airport and with a quick train journey to central London. You'll love the studio because of the location, the amazing views of canary wharf and the 02, with garden and key-box entry. This huge space is about the size of 4 London hotel rooms and so is a bargain. My place is good for couples, solo adventurers and families with young kids. Please read our 900 plus reviews.

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

Beautifully developed historic stables, high spec

East London Designer Loft with Jacuzzi

Restful hideaway in the Surrey Hills

MAYLANDS FARMHOUSE – "Where Memories are Made..."

Shepherds Hut in Harvel

Elegant 'Country House' in London with hot tub

Secret Lodge: shepherds hut with hot tub & sauna
Family- and pet-friendly home rentals

Home Sweet Studio

Narrowboat utopia in Kings Cross

Countryside Escape in Beautiful Cosy Cottage

Petite Gite in an idyllic cottage garden.

Amazing Clockhouse in a perfect location

Cosy Rural Retreat with Log Burner

Jessie The Narrowboat in Little Venice

Bell Tent Glamping Single unit, self contained.
Family-friendly home rentals with a pool

Beautiful log cabin set in a stunning meadow

The Green Escape - Private Cabin Retreat in London

Luxury Battersea studio w open fire, close to Park

Jossie's Snug

GWP - Rectory North

Lovely 2 bedroom apartment in Canary Wharf

One bedroom apartment Mickleham, near Dorking

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
- Pet-friendly rentals Chislehurst
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- Family-friendly rentals Greater London
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- Family-friendly rentals United Kingdom
- South Downs National Park
- Tower Bridge
- Paddington
- British Museum
- Covent Garden
- Big Ben
- St Pancras International
- Hampstead Heath
- London Bridge
- Marble Arch
- Buckingham Palace
- Kings Cross
- The O2
- Tottenham Court Road
- Wembley Stadium
- Natural History Museum
- Trafalgar Square
- Piccadilly Theatre
- ExCeL London
- Emirates Stadium
- Battersea Power Station (disused)
- Royal Albert Hall
- Russell Square
- Olympia Events




