
Holiday houses in Chislehurst
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Quick stats about holiday rentals in Chislehurst

Total holiday rentals
Explore 160 holiday rentals in Chislehurst

Nightly prices starting at
Chislehurst holiday rentals start at $29 AUD per night before taxes and fees

Verified guest reviews
Over 2,850 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
150 of Chislehurst holiday rentals include Wi-Fi 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
Top-rated holiday rentals in Chislehurst
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

School Cottage conversion
School cottages converted to a high quality luxury specification. Two bedroom, two bathrooms found up a spiral stairwell above a beautifully designed open area including a modern kitchen and living area. A unique and beautiful property, lived in with all the appliances you could need for a relaxing quiet stay. Large and spatial, including an outdoor patio area. Includes private parking, security features and a quiet space within walking distance of Bromley, or direct trains into London.

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!

4 Bed House + Loft Space, Petts Wood, Orpington
4 bedroom new modern house ⭐ ⭐️ Contractors and long stays welcome please contact for bookings ⭐️ 📅 Long-Term Discounts Available - Enquire Now for the Best Rates! 🏠 ✅ 4 Spacious double Bedrooms - Comfortable beds for a great night's sleep. ✅ 1 Modern Bathrooms - Perfect for larger groups . ✅ Bright & Cozy Living Area - Relax with a Smart TV & high-speed Wi-Fi. ✅ Superfast Free Wi-Fi - Stay connected for work & entertainment. ✅ 3 car spaces on drive and free parking on road .

The Little House Self contained woodland setting
Enjoy the lovely setting of this romantic spot set in woodlands, surrounded by nature and wildlife. On site is a yoga studio with classes available to book or free use of the studio for personal practice when available. With good public transport links to East and West Croydon, from there be in Central London within the hour for shopping, theatre, museums and night life. Locally we have a good selection of restaurants and bars. Nearby you will find a hair salon, newsagent and beauty salon.

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.

One bedroom fully equipped flatlet
Located in beautiful wooded area on outskirts of London: 20 minutes by train to London Bridge. Chislehurst station 7 minutes walk, or 2 minutes bus ride. Village has "old" and "new" part with boutique restaurants & shops incl. supermarket (10-15 minutes walk ). Near the station are Chislehurst caves, restored historic monument & tourist attraction from war time use as a bomb shelter. Around the flat there are beautiful walks , runs & cycling in Petts Wood. House has quiet garden.

Guest House 1 double bed
Take it easy at this unique and tranquil getaway close to Bromley town centre. Complete with its own entrance this stylish guest house has everything you need for your stay. A double bed, dining table & chairs, oven, hob, microwave, kettle, fridge and washing machine. The bathroom includes an electric shower and there's strong wifi and a wall mounted tv with free access to Netflix, Sky, Amazon and Apple TV+. Bed linen, towels, crockery & cutlery are of course provided.

1BR Chislehurst | Free Parking | 20minTrain to Ldn
Stylish Fully Equipped One-bedroom Apartment | Free Parking Relax in this peaceful, modern one bedroom apartment in Chislehurst, London, on a quiet private road with 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 and eateries. The historic Chislehurst Caves and scenic National Trust walking routes are 1 mile away.

Cosy shepherd’s hut with stunning valley views
Tucked away in the peaceful village of Shoreham, Sevenoaks, this cosy shepherd’s hut for two offers sweeping views of the Darenth Valley. Set in the grounds of a beautiful Grade II listed home, it’s fully equipped with a kitchenette, shower, toilet, basin, log burner as well as outdoor furniture to enjoy the view. With great local pubs, a vineyard, and walks nearby, and warm hosts on-site, this is the perfect spot to relax, recharge, and soak up the Kent countryside.

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.

Palm Tree House The Forest
Welcome to our Bright, Modern, Forest-themed studio in Orpington, perfect for your stay in London. Enjoy a private terrace, fast WiFi, and exclusive access to a shared gym, co-working space, and one free parking. This stylish apartment offers a seamless blend of comfort and convenience, providing an ideal base for exploring the city. It is just minutes from Orpington station and offers easy access to central London. Potential for noise, read below.
Popular amenities for Chislehurst holiday rentals
Other great holiday rentals in Chislehurst

Entire Spacious Loft Studio-Own En-Suite & Kitchen

Modern private studioflat in quiet leafy suburbs

Modern 3 Bed Bromley, Chislehurst House

Park Lodge

2BR house | private garden | free parking | sleep6

Where Country meets Suburbs

Elegant 2-Bed | Garden | Near London | Parking

Cosy Barn Studio Stay Gated Parking- Duck
When is the best time to visit Chislehurst?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $202 AUD | $203 AUD | $192 AUD | $176 AUD | $192 AUD | $194 AUD | $219 AUD | $209 AUD | $205 AUD | $200 AUD | $190 AUD | $203 AUD |
| 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 |
Frequently Asked Questions
Are there family-friendly vacation rentals in Chislehurst?
Chislehurst has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in condo rentals in Chislehurst?
Experience the best of Chislehurst with our condo rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Chislehurst?
Four-legged friends are welcome in Chislehurst. Choose from more than 30 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Chislehurst?
Yes! Work meets play with ease at over 70 vacation rentals in Chislehurst featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do apartment rentals in Chislehurst have a kitchen?
Absolutely! We offer over 20 apartment rentals with a kitchen in Chislehurst. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Chislehurst have wifi?
Absolutely! We offer over 20 apartment rentals with wifi in Chislehurst. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Chislehurst have free parking?
Absolutely! We offer over 70 house rentals with free parking in Chislehurst. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Apartment Rentals in Chislehurst?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 20 homes with a kitchen, over 10 homes with free parking, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Destinations to explore
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- London Bridge
- Brighton Seafront
- ExCeL London
- The O2
- Emirates Stadium
- Tower Bridge
- Clapham Common
- Buckingham Palace
- Thorpe Park Resort
- South Downs National Park
- Chessington World of Adventures Resort
- Alexandra Palace
- London Stadium
- Big Ben
- Windsor Castle
- LEGOLAND® Windsor Resort
- Victoria Park
- British Museum





