
Holiday rentals in Chislehurst
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Quick stats about holiday rentals in Chislehurst

Total holiday rentals
Explore 150 holiday rentals in Chislehurst

Nightly prices starting at
Chislehurst holiday rentals start at £15 per night before taxes and fees

Verified guest reviews
Over 2,990 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

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

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.

Lavish Retreat & Champagne 30mins Taxi from London
The Little Touch of Grey, provides an electric ambiance and the perfect setting for the elite of mind, who wants to reward both themselves and their partner. We are proud to share the latest addition to our portfolio with those who appreciate of all things bespoke. Included are; a complimentary bottle of Champagne, indoor & outdoor Jacuzzi, underfloor heating, sound system and salacious yet tasteful surprises throughout. For special occasions, use our secret compartment to add to your surprise.

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.

Light-Filled Loft • 3 -Night Minimum • Long Stays
This unique loft has a style all its own. A Victorian conversion, large Atrium ceilings, glass roof. Speedy wifi. Master bedroom with en-suite. Private parking space. Bromley North train station 2 minutes walk, train time to London Bridge within 20 minutes. Bromley South 8 minute walk, London Victoria 15 minutes direct. Shopping centre 3 minute walk, high street including supermarkets, restaurants, bars, pubs, 5 minute walk. 10 minute drive to Charles Darwin's house and Kent country side.

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!

Keston. Pretty Cottage, 2 double bedrooms and view
Overlooking Keston Common, quiet and set back from Commonside with parking to the front, two double bedrooms with first floor bathroom having separate shower and “egg bath”. Minimum 3 nights, discounts for weekly stay. Fully fitted kitchen with bay window & window seat overlooking the Common, open plan lounge with double doors to patio with swinging sofa and pretty back garden. Ground floor WC/utility room. Incredible holiday stay, easy transport to London, 40 mins drive to Gatwick.

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.

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.

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.

Luxury Spa Retreat: Sauna & Hot Tub
Escape to our exclusive gated spa retreat, nestled on 5.5 acres of serene countryside in picturesque Fawkham, Kent. This private and tranquil haven offers breathtaking views of rolling hills, perfect for relaxation. Unwind in the luxurious sauna, steam room, or hot tub, soaking in the peace after exploring local attractions. Just minutes from Brands Hatch, our retreat blends seclusion with convenience, your ultimate quiet getaway awaits.
Popular amenities for Chislehurst holiday rentals
Other great holiday rentals in Chislehurst

4 Bed House + Loft Space, Petts Wood, Orpington

Modern private studioflat in quiet leafy suburbs

Modern 3 Bed Bromley, Chislehurst House

Park Lodge

2BR house | private garden | free parking | sleep6

Elegant 2-Bed | Garden | Near London | Parking

Cosy Barn Studio Stay Gated Parking- Duck

Corporate 3-Bed Stay • Parking • Garden
When is the best time to visit Chislehurst?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £105 | £105 | £99 | £91 | £99 | £101 | £113 | £108 | £106 | £104 | £99 | £105 |
| 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 60 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 apartment rentals in Chislehurst have free parking?
Absolutely! We offer over 10 apartment 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
- The O2
- ExCeL London
- Emirates Stadium
- Tower Bridge
- Clapham Common
- Buckingham Palace
- Thorpe Park Resort
- Chessington World of Adventures Resort
- South Downs National Park
- Alexandra Palace
- London Stadium
- Big Ben
- Windsor Castle
- Victoria Park
- LEGOLAND® Windsor Resort
- British Museum





