Holiday houses 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.
Condo in Otford
4.99 out of 5 average rating, 146 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

Guest favourite
Home in Eltham
5 out of 5 average rating, 8 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.

Guest favourite
An open-plan living area features a dark sofa with decorative cushions and a small coffee table. The adjacent kitchen showcases modern cabinetry and appliances. A dining table with one chair is visible, alongside large glass doors leading to a spacious balcony that extends the living space.
Condo in Greater London
4.9 out of 5 average rating, 128 reviews

Amazing two bed apartment with balcony, Sidcup

If you are visiting central London but are looking for a more relaxed atmosphere, then this first floor flat is perfect for you. With easy self check in & on site management team. Situated in Sidcup, this flat is in a prime location for visiting the city or local sites. Sidcup train station is just a 8 min walk (travel into central London in around 20 mins) as well as multiple bus stops outside of the property, connecting to local areas. Perfect for anyone visiting for business or leisure.

Guest favourite
A dining area features a large wooden table surrounded by six light-colored chairs, complemented by a patterned rug. Above, three pendant lights offer illumination. A staircase is visible in the background, leading to the upper level, and an archway opens to a cozy living space.
Home in Greater London
5 out of 5 average rating, 11 reviews

Cosy little house.

10 miles from Central London.Great transport links.15 mins from M25. Choice of 3 trains stations into Central London-25 mins ( Chislehurst/ New Eltham/ Mottingham) .Fully working log burner & central heating. Situated 100 yards from Chislehurst High Street with great local amenities of cafes/ pubs/ restaurants. 15 mins walk from the famous tourist attraction of Chislehurst Caves. 15 mins walk from a National Trust park ( Hawkswood Estate) and Nature Reserve ( Scadbury Park) Pets welcome :-)

Superhost
A cozy living room is bathed in natural light, featuring large windows overlooking the garden. Two comfortable sofas are arranged for relaxation, with a decorative area rug on the carpet. A classic fireplace adds a touch of warmth, complemented by a dining table nearby.
Home in Bickley
4.94 out of 5 average rating, 16 reviews

3 Bedroom Bungalow

A spacious, quaint bungalow. 10-min walk to local shops, cafes, wood walks. Access London via nearby stations-Bickley, Chislehurst, Bromley South. Naturally lit cozy living room. Fully equipped kitchen with essential cookware. 3 beautifully decorated rooms with plush bedding. Modern walk in shower, fresh towels, toiletries. Additional WC Free Wi-Fi Driveway parking-2 cars. Self checkin via key box. We are available via phone/message. No smoking indoors. No pets. Less noise hours after 10 PM

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 Greater London
4.8 out of 5 average rating, 90 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
The exterior of the ground floor annex is shown, featuring a brick facade and a wooden framed window with multiple panes. A small bench is visible to the side, surrounded by a landscaped area with greenery.
Condo in Eltham
4.92 out of 5 average rating, 310 reviews

1 bedroom Self contained flat in SE London near 02

Relax at this peaceful place to stay. Unique accommodation available perfect for an individual, couples, families or friends. Ground floor annex with private entrance. The property comprises of one bedroom which includes a King size bed, a single bed, wardrobes and a chest of draws. An en-suite shower room and private living room. There is a large sofa bed, table and 4 chairs. Also there is a small kitchen area. Wi-Fi and sky available Outdoor court yard includes dining table and chairs.

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, 89 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.

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 Keston
5 out of 5 average rating, 16 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
The kitchen features modern cabinetry with glass fronted shelves displaying various plates and glassware. A gas stove is positioned alongside an oven. Solid countertops provide ample workspace, with dual sinks under a window offering natural light and an outdoor view. Kitchen essentials are organized for convenience.
Guest suite in Chislehurst
4.92 out of 5 average rating, 104 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 Bickley
4.98 out of 5 average rating, 42 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
4.95 out of 5 average rating, 43 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.

Popular amenities for Chislehurst holiday rentals

When is the best time to visit Chislehurst?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$219 NZD$222 NZD$227 NZD$217 NZD$236 NZD$240 NZD$270 NZD$258 NZD$252 NZD$231 NZD$226 NZD$226 NZD
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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 20 homes with free parking, over 30 homes with a kitchen, 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 house rentals in Chislehurst have wifi?

    Absolutely! We offer over 90 house 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 460 vacation rentals in Bickley, over 460 vacation rentals in Elmstead, and over 3,220 vacation rentals in Longlands.

  • Do house rentals in Chislehurst have free parking?

    Absolutely! We offer over 80 house 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 170 holiday rentals in Chislehurst

  • Nightly prices starting at

    Chislehurst holiday rentals start at $36 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,590 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

    80 properties have a dedicated workspace

  • Wi-Fi availability

    160 of Chislehurst holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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