Holiday rentals in Chislehurst

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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
A well-maintained garden is framed by lush greenery, showcasing vibrant flower beds and neatly trimmed hedges. Beyond the garden, expansive views of rolling hills and the Darent Valley can be seen under a partly cloudy sky.
Apartment in Otford
4.99 out of 5 average rating, 158 reviews

Stunning 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

Top guest favourite
A cozy lounge area is featured with a spacious sofa and two modern armchairs arranged around a low wooden coffee table. A window allows natural light to brighten the space, while a decorative rug complements the wooden ceiling beams and gentle colour palette.
Cottage in Greater London
4.92 out of 5 average rating, 103 reviews

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.

Guest favourite
Flat in Greater London
4.93 out of 5 average rating, 15 reviews

Spacious garden flat, quick commute to C. London

A lovely garden flat in SE London, located 25 minutes from London Bridge by train. Room 1 accommodates up to 5 persons and Room 2 provides an additional space (sofa bed) - Close proximity to Central London (25 minutes by train to London Bridge station, c. 10 minutes walk to the station) - WIFI - Access to the garden (garden furniture for meals outside is available) - Kettle - Coffee maker - Washing machine - Gas oven and hob The property is a part of a larger house and has a separate entrance

Guest favourite
Home in Eltham
5 out of 5 average rating, 12 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
Flat in Greater London
5 out of 5 average rating, 13 reviews

Modern 2‑bed split‑level penthouse + free parking

Luxurious and Light-filled Two Bedroom Penthouse in Central Bromley, close to train stations, restaurants, bars and shopping. Split-level layout, with two bedrooms, two en-suite bathrooms, open plan living and dinning area with stunning eighth floor views across London. Newly installed kitchen and sofas/chairs in lounge, with wifi throughout and three Smart TVs, Sonos music system and even Magic Mirror and exercise floor space with free weights and kettlebell to work out in the morning with.

Top guest favourite
Home in Greater London
5 out of 5 average rating, 10 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
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
4.92 out of 5 average rating, 92 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
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 Bickley
4.98 out of 5 average rating, 43 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.
Guest house in Greater London
4.96 out of 5 average rating, 53 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.

Top guest favourite
The spacious living area features a large sectional sofa adorned with decorative pillows, a coffee table with magazines, and a flat-screen television. Natural light enters through skylights above, highlighting vibrant artwork on the walls and a lush green plant in the corner.
Earthen home in Greenwich
4.93 out of 5 average rating, 709 reviews

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.

Top guest favourite
A compact kitchen area showcases modern cabinetry with a light wood finish. Black countertops are accompanied by a selection of pottery and glassware on open shelves. A coffee machine and a microwave are positioned for convenience, while a colorful dish towel is hung from the oven.
Loft in Greater London
4.99 out of 5 average rating, 74 reviews

Entire Spacious Loft Studio-Own En-Suite & Kitchen

Welcome to our luxurious, spacious loft studio! Designed by an interior designer, this self-contained gem features a private bathroom and fully equipped kitchen, washing machine, king size built-in bed and ample storage. Light and airy with a living area and a stylish dining area. Large sliding windows to let a gentle breeze in. Situated on the top floor of our Victorian house on a quiet, residential street in Zone 3, London. Free on-street parking.

Top guest favourite
Home in Blackheath
4.91 out of 5 average rating, 33 reviews

Stylish London: 3BR Upscale Home - Blackheath

Luxe designer home in elite Blackheath, London. Three serene bedrooms plus private executive office. Enjoy autumn garden views, spacious lounge, gourmet kitchen, spa-style bathrooms, ultra-fast WiFi and free on site parking. Walk to shops, dining, Greenwich, and Blackheath Station for quick access to central London. Perfect for families or executives seeking comfort, history, and refined British style—unforgettable stay in SE3.

Popular amenities for Chislehurst holiday rentals

When is the best time to visit Chislehurst?

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Frequently Asked Questions

  • What are the most popular amenities for Apartment Rentals in Chislehurst?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 30 homes with a kitchen, over 20 homes with free parking, over 30 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • 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.

  • Do apartment rentals in Chislehurst have wifi?

    Absolutely! We offer over 30 apartment rentals with wifi in Chislehurst. Enjoy a tailored experience with all the comforts you desire.

  • 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.

  • 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.

  • Do apartment rentals in Chislehurst have a kitchen?

    Absolutely! We offer over 30 apartment rentals with a kitchen in Chislehurst. Enjoy a tailored experience with all the comforts you desire.

  • Where should I stay in Chislehurst?

    Make yourself at home in Chislehurst by choosing from our most frequently booked neighborhoods. We have over 4,230 vacation rentals in Chislehurst, over 470 vacation rentals in Bickley, and over 470 vacation rentals in Elmstead.

  • Do apartment rentals in Chislehurst have free parking?

    Absolutely! We offer over 20 apartment rentals with free parking in Chislehurst. Enjoy a tailored experience with all the comforts you desire.

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 $25 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,760 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 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

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