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 €17 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.

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Top guest favourite
Apartment in Eltham
4.93 out of 5 average rating, 369 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

Guest favourite
Home in Eltham
4.95 out of 5 average rating, 22 reviews

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.

Home in Chislehurst
5.0 out of 5 average rating, 4 reviews

Corporate 3-Bed Stay • Parking • Garden

A luxury, modern 3-bed executive home in Chislehurst with private parking, fast WiFi, garden workspace and a fully equipped kitchen. Perfect for families, business travellers, relocations and long stays. * 20minute drive fr the 02 Greenwich * Quick & Easy Access to London Elmstead Woods Station (5 mins drive / 20 mins walk): - 15 mins to London Bridge - 20 mins to Waterloo East - 25–30 mins to Charing Cross Trains run frequently — ideal for commuting professionals or weekend city explorers

Guest favourite
Home in Greater London
4.96 out of 5 average rating, 24 reviews

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.

Home in Eltham
4.89 out of 5 average rating, 130 reviews

20 mins to Central London - Beautiful Period Home

Our five bedroomed 1904 Edwardian House is available to rent. It comfortably sleeps 10/12 people. Perfectly situated for Eltham Palace, Greenwich O2 and London visits. Beechhill House is situated in a very quiet, mature street four hundred metres from Eltham High Street, and a 7 minute walk to Eltham Mainline Railway station. 6 trains per hour to London Bridge take 20 minutes. It is a large, double fronted house. The front garden has off street parking for three cars - free parking on road.

Guest favourite
The image displays a modern glass roof, featuring a structured framework that allows ample natural light to flood the space below. The balcony railing is sleek and metallic, complemented by frosted glass panels, contributing to a sense of openness and brightness.
Home in Greater London
4.93 out of 5 average rating, 94 reviews

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.

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 in Chislehurst
4.81 out of 5 average rating, 113 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!

Top guest favourite
Guest house in Chislehurst
5.0 out of 5 average rating, 6 reviews

Chislehurst Garden Annex

Enjoy a stay in a self contained annex with Private entrance. Between two stations, New Eltham - Elmstead Woods both 15 min walk away Trains London Bridge 17 min Charing Cross 30 min 10 min walk from Chislehurst Village pubs restaurants & coffee shops available. Blackheath lots of restaurants, Bars if your doing the London marathon I’ll drop you at the start and explain about the expo. We are local to Scadbury park for a walk or jog and The Sidney Arms pub is outside serving food

Guest favourite
A modern kitchen with a sleek island bar is highlighted by chrome pendant lights. Large sliding doors provide access to a private garden, allowing natural light to fill the space. A skylight adds brightness to the overall design, enhancing the clean lines of the cabinetry.
Home in Greater London
4.93 out of 5 average rating, 96 reviews

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.

Top guest favourite
Guest suite in Chislehurst
4.92 out of 5 average rating, 114 reviews

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.

Top guest favourite
An open-plan living and dining area is visible, featuring a circular dining table surrounded by green chairs. A modern kitchen with white cabinets is in the background. Natural light fills the space through large glass doors that lead to the patio.
Guest suite in Greater London
4.98 out of 5 average rating, 50 reviews

2 bed detached home in Bromley

Welcome to your beautiful 2 bedroom home in Bromley, BR2!. The property has been recently refurbished to a high standard, featuring an open plan living and dining area, modern kitchen and triple glazed windows. It is perfect for families or couples and there is off street private secure parking. Located in a quiet area close to shops, restaurants, and transport links, our home is the perfect choice for your London getaway. Book now and enjoy a comfortable and convenient stay!

Top guest favourite
Guest suite in Chislehurst
5.0 out of 5 average rating, 13 reviews

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.

Popular amenities for Chislehurst holiday rentals

When is the best time to visit Chislehurst?

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Frequently Asked Questions

  • Are there family-friendly house rentals in Chislehurst?

    Chislehurst has more than 30 family-friendly house rentals. 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 house rentals in Chislehurst?

    Four-legged friends are welcome in Chislehurst. Choose from more than 10 house rentals for guests traveling with pets.

  • Are there house rentals with a dedicated workspace in Chislehurst?

    Yes! Work meets play with ease at over 30 house rentals in Chislehurst featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Chislehurst have a kitchen?

    Absolutely! We offer over 70 house rentals with a kitchen in Chislehurst. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Chislehurst have wifi?

    Absolutely! We offer over 80 house 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 House Rentals in Chislehurst?

    Enhance your stay in our House Rentals with the most popular amenities: over 80 homes with wifi, over 70 homes with a kitchen, over 70 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.