Vacation rentals in Chislehurst

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Top-rated vacation rentals in Chislehurst

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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, 147 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, 129 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 spacious lounge area is equipped with light-colored sofas and a glass dining table surrounded by six chairs. Natural light fills the room through two sets of window shutters, and a flat-screen TV is positioned on a stand against the wall.
Condo in Greater London
4.95 out of 5 average rating, 37 reviews

2 Bed 2 Bathroom Gated Apartment 1 free Parking

Spacious Gated Apartment in Bromley Welcome to our bright and spacious 2-bed, 2-bath apartment, located in a secure gated development. The home features a large lounge & dining area, a fully equipped separate kitchen, & secure on-site parking Just a 10-minute walk from Bromley South Rail Station, with excellent bus connections, you’re only 20 minutes from Central London. The apartment is walking distance of parks, shops, sports grounds, & golf driving range — perfect for relaxation & activity

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 :-)

Guest favourite
A modern studio apartment is displayed, featuring a living area with a green sofa and a wooden coffee table. Large windows allow natural light to fill the space, while a fully equipped kitchen is visible in the background, showcasing sleek cabinetry and appliances.
Apartment in Greater London
4.94 out of 5 average rating, 18 reviews

Palm Tree House - The Forest

Welcome to our Brand New, Stylish-themed studio in a building with Lift. Enjoy modern furnishings, a fully equipped kitchen with a washing machine and dishwasher, a spacious bathroom with shower, a cosy bedroom area, and a private balcony. Take advantage of the Free Parking, super fast WiFi Throughout + Smart TV, access to a shared gym and workspace. It is just minutes from Orpington station, with easy access to London. Orpington Hospital and Shopping Centre are also within walking distance.

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, 316 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, 105 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!

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
4.96 out of 5 average rating, 45 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 vacation rentals

When is the best time to visit Chislehurst?

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Avg. price$173 CAD$176 CAD$180 CAD$172 CAD$188 CAD$190 CAD$214 CAD$204 CAD$200 CAD$183 CAD$179 CAD$179 CAD
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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 vacation rentals in Chislehurst

  • Total vacation rentals

    Explore 170 vacation rentals in Chislehurst

  • Nightly prices starting at

    Chislehurst vacation rentals start at $28 CAD per night before taxes and fees

  • Verified guest reviews

    Over 2,590 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    160 of Chislehurst vacation 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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