Holiday houses 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 $34 NZD 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 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.

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Guest favourite
Apartment in Greater London
5 out of 5 average rating, 22 reviews

Unique Church Conversion at Crystal Palace Park

A unique, peaceful and exclusive apartment in the heart of South London, minutes away from the famous, leafy and historic Crystal Palace Park. A duplex apartment on two levels, situated in a fabulous Victorian church conversion, with generous living spaces and unique deluxe features, two bedrooms (one with an en-suite), private bathroom, huge open-plan kitchen and dining area w/ pool table and lounge, and another lounge at the top level. It has secure double entry and private indoor car park.

Top Guest favourite
An outdoor hot tub is situated on a wooden deck, surrounded by lush greenery. A seating area with a light-colored chair offers a comfortable spot to relax. Large sliding glass doors lead into the retreat, allowing for seamless indoor-outdoor access.
Shepherd’s hut in Chessington
4.99 out of 5 average rating, 197 reviews

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.

Guest favourite
Home in Eltham
4.95 out of 5 average rating, 21 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.

Top Guest favourite
Home in Greater London
5 out of 5 average rating, 22 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.

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
4.92 out of 5 average rating, 93 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
4.8 out of 5 average rating, 112 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 exterior of a charming two-story cottage is shown, featuring a mix of stone and brick finishes. A pathway leads to the door, flanked by well-maintained greenery. Several large windows allow natural light, and the dual chimneys add character to the traditional design.
Cottage in Bromley
5 out of 5 average rating, 17 reviews

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.

Top Guest favourite
Guest suite in Chislehurst
4.93 out of 5 average rating, 111 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.

Guest favourite
Apartment in Crystal Palace
4.95 out of 5 average rating, 22 reviews

Green flat

Stylish and very spacious one bedroom flat with everything you need for short and long stays and free parking space. Easy access to central London with the train from Crystal Palace to London Bridge in less than 30 minutes. Walking distance to famous Triangle with plenty of restaurants and cafes, 3 minutes to lovely Crystal Palace park. There is dounle sofa bed in living room, kings size bed in the bedroom and upon requst we can add single bed there. Only pets allowed are dogs.

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
A private outdoor space is showcased, featuring a well-maintained lawn, wooden fencing, and a small dining set with four chairs underneath a dark umbrella. The sliding glass doors of the guest house provide access to the interior.
Guesthouse in Greater London
4.97 out of 5 average rating, 71 reviews

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.

Guest favourite
Guest suite in Chislehurst
5 out of 5 average rating, 8 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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Avg. price$237 NZD$239 NZD$226 NZD$231 NZD$258 NZD$259 NZD$258 NZD$246 NZD$241 NZD$236 NZD$224 NZD$239 NZD
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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 house rentals in Chislehurst?

    Experience the best of Chislehurst with our house 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 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 Apartment Rentals in Chislehurst?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 20 homes with wifi, over 20 homes with a kitchen, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.