Chislehurst holiday homes

We found 5,870 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Chislehurst to find one that's perfect for your trip. Whether you're staying in a holiday rental with family or friends, you'll have the amenities that you expect and more, which might include Wi-Fi and a washer and dryer. You'll be sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Chislehurst

Showing deals for:18 Dec - 25 Dec

Living area
Private kitchen
Bed
Dining
Wonderful
(19 reviews)

Rooftop Pied-a-Terre

London

13% off
NZ$3,748
for 7 nights, 1 apartment
NZ$535 per night
includes taxes & fees
Rooftop Pied-a-Terre
Lobby
Outdoor dining
Living area
Room
Excellent
(5 reviews)

Westminster Fire Station Luxurious penthouse

London

5% off
NZ$16,669
for 7 nights, 1 apartment
NZ$2,381 per night
includes taxes & fees
Westminster Fire Station Luxurious penthouse
Front door of house
Calm, quiet bedroom at rear of house
The kitchen area. Everything you need in the cupboards.
A closer view of this area
Exceptional
(58 reviews)

Luxury one-bedroom apartment in Central London (sleeps up to 4)

London

9% off
NZ$7,494
for 7 nights, 1 apartment
NZ$1,071 per night
includes taxes & fees
Luxury one-bedroom apartment in Central London (sleeps up to 4)
Living room
Balcony
Bedroom
Street view
Excellent
(8 reviews)

Charming flat with balcony in Pimlico

London

5% off
NZ$4,676
for 7 nights, 1 apartment
NZ$668 per night
includes taxes & fees
Charming flat with balcony in Pimlico
Private kitchen
Room
Living area
Property grounds
Exceptional
(8 reviews)

New Central London Zone 1 Deluxe 2 Bedroom Appartment with City Views

London

9% off
NZ$4,955
for 7 nights, 1 apartment
NZ$708 per night
includes taxes & fees
New Central London Zone 1 Deluxe 2 Bedroom Appartment with City Views
Private kitchen
Room
Living area
Bathroom
Exceptional
(5 reviews)

Studio Apartment Green

London

8% off
NZ$3,415
for 7 nights, 1 apartment
NZ$488 per night
includes taxes & fees
Studio Apartment Green
Living room
Kitchen
Bedroom
Decoration
Excellent
(26 reviews)

Elegant apartment near St Paul’s

London

5% off
NZ$3,342
for 7 nights, 1 apartment
NZ$477 per night
includes taxes & fees
Elegant apartment near St Paul’s
Bathroom
Living area
Room
Exterior detail
Exceptional
(5 reviews)

Stylish Modern Bermondsey Apartment

London

13% off
NZ$2,975
for 7 nights, 1 apartment
NZ$425 per night
includes taxes & fees
Stylish Modern Bermondsey Apartment
Perfectly places dining area with panoramic unobstructed London views
Stunning unobstructed views of London, including Gherkin and Tower Bridge
Interior
Fully equipped kitchen
Exceptional
(29 reviews)

Executive Premium Flat | Steps from Tower Bridge & City

London

8% off
NZ$11,279
for 7 nights, 1 apartment
NZ$1,611 per night
includes taxes & fees
Executive Premium Flat | Steps from Tower Bridge & City
Living area
Bedroom
Dining area
Street view
Exceptional
(18 reviews)

Gorgeous flat with garden in Battersea

London

5% off
NZ$4,975
for 7 nights, 1 apartment
NZ$711 per night
includes taxes & fees
Gorgeous flat with garden in Battersea
Lounge/Kitchen
Lounge/Kitchen
Table/Workspace
Bedroom
Exceptional
(40 reviews)

Cosy 1 Bedroom Apartment 5 mins from Tower Bridge, zone 1

London

13% off
NZ$2,529
for 7 nights, 1 apartment
NZ$361 per night
includes taxes & fees
Cosy 1 Bedroom Apartment 5 mins from Tower Bridge, zone 1

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Why visit Chislehurst

  • Beautiful Urban Parks: Chislehurst features scenic parks perfect for leisurely strolls and family picnics.
  • Historic Churches: Discover the architectural beauty and historical significance of the city's charming churches.
  • Vibrant Leisure Centres: Enjoy various recreational activities, catering to both adults and children for a fun-filled day.
  • Friendly Neighbourhoods: Explore the welcoming local communities and trendy areas that showcase Chislehurst's unique character.
  • Mix of Attractions: Experience a blend of luxury and budget-friendly options, ensuring something for every traveller.

Top attractions near Chislehurst

Chislehurst in England offers a perfect blend of urban chic and outdoor fun, ideal for family holidays. Visitors can explore beautiful urban parks, historic churches, and lively leisure centres, all providing a taste of the city's rich culture and vibrant outdoor experiences. This charming destination caters to those seeking both city adventures and a relaxed, cultural atmosphere.

  • Chislehurst Caves: An expansive network of man-made caves dating back to the 13th century, perfect for exploring the fascinating history and unique formations.
  • Chislehurst Common: A picturesque green space offering tranquil walks, wildlife spotting, and a chance to unwind amidst beautiful natural surroundings.
  • St. Nicholas Church: A charming historic church with stunning architecture and a peaceful atmosphere, ideal for reflection and appreciating local heritage.

Things to do recommended for couples

Embark on a memorable couple's getaway in Chislehurst, England. Enjoy a scenic cable car ride at IFS Cloud Royal Docks Station and IFS Cloud Greenwich Peninsula Station, both 11km away, offering outdoor, family, and adventure vibes. Experience romance with a Kiwi twist.

Things to do recommended for families

Families can explore the enchanting Chislehurst Caves, delve into history at the nearby Bromley Museum, or enjoy a picnic at the beautiful Chislehurst Common. The local parks provide ample space for kids to play and explore, making it a delightful destination for family adventures.

Things to do recommended for groups

Your group will enjoy thrilling experiences in Chislehurst with visits to Brands Hatch Circuit and Arena Essex Raceway for exciting motorsport vibes. For outdoor adventure, try the zipline at Stubbers Activity and Adventure Centre, just a short drive away.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Chislehurst

If you're travelling with a group, family, pets, or planning an extended stay, be sure to filter your options according to your specific needs. Here are some helpful Vrbo booking tips for you.

  • Traveling to Chislehurst with a group: Think about how many bedrooms you'll require, as well as any additional features like a fully equipped kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Chislehurst with young kids: Travelling with young children can present its challenges. It's important to prioritise their comfort and safety, along with providing suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Chislehurst: For many, a family holiday isn’t complete without their furry companion in tow. If that sounds like you, explore Vrbo properties that welcome pets. Most pet-friendly options include feeding bowls and beds, ensuring everyone feels at home.
  • Planning for a long term stay visiting Chislehurst: If you're in search of holiday rentals that offer special rates for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don't forget to consider adding features like a parking space, a well-equipped kitchen, or a private pool to your search criteria as well.

Where to stay in Chislehurst

Chislehurst offers a unique city holiday experience with its mix of outdoor spaces and urban vibes. Enjoy leisurely walks within walking distance of Hockliffe Street, where you can explore trendy areas and friendly neighbourhoods. The city's blend of luxury and budget-friendly attractions ensures there’s something for every family traveller. Immerse yourself in the local charm and discover why Chislehurst is a must-visit destination for those seeking a relaxed yet stylish getaway.

  • London: London is a vibrant metropolis that offers a rich blend of cultural delights and family-friendly attractions. Chislehurst, nestled within this dynamic city, provides easy access to an array of urban experiences. Visitors can immerse themselves in the bustling shopping areas, catch a performance in a renowned theatre, or enjoy the thrill of an arena entertainment facility. Iconic landmarks such as symbolic monuments, serene urban parks, and bustling tourist precincts add to London’s allure, making it a perfect destination for those seeking a diverse urban adventure.
  • Sidcup: Sidcup is a charming city located a mile from Chislehurst. This locale is ideal for travellers eager for a family and city-themed outing with an outdoor twist. The area boasts a variety of activities including golf at nearby courses and vibrant shopping areas. Notable attractions such as a stadium, an impressive bridge, and symbolic landmarks enrich the visit, offering a mix of cultural and recreational pursuits that promise an engaging travel experience.
  • Bromley: Bromley, situated 5km from Chislehurst, is a lively city that presents a harmonious blend of urban culture and family-friendly experiences. Visitors can enjoy a range of activities, from catching a show at a theatre to experiencing the excitement of an arena entertainment facility or exploring a bustling shopping centre. The presence of landmarks such as a stadium, a modern sports facility, and a picturesque urban park provides a well-rounded travel experience that caters to both cultural enthusiasts and families alike.

Best time to go to Chislehurst

If you're planning a trip to Chislehurst, it's a good idea to check both the weather and property rates. The warmest month is July.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January40.3°F (4.6°C)Light RainMostly CloudyAverage
February41.4°F (5.2°C)No Rain (Dry)Mostly CloudyAverage
March44.6°F (7.0°C)No Rain (Dry)Mostly CloudySlightly High
April48.9°F (9.4°C)No Rain (Dry)Mostly SunnySlightly High
May54.3°F (12.4°C)Light RainMostly SunnyAverage
June60.4°F (15.8°C)Light RainMostly SunnyAverage
July64.4°F (18.0°C)Light RainMostly SunnySlightly High
August64.0°F (17.8°C)Light RainMostly SunnyAverage
September59.9°F (15.5°C)No Rain (Dry)Mostly SunnyAverage
October54.1°F (12.3°C)Light RainMostly CloudySlightly Low
November46.9°F (8.3°C)Light RainMostly CloudySlightly Low
December42.8°F (6.0°C)Light RainMostly CloudySlightly Low

Booking with Vrbo is simple

Are you aiming to cut costs on your upcoming journey? Having flexible travel dates might be the answer, as fares can fluctuate. You could also enjoy substantial savings by booking a longer stay. To discover a Vrbo property that suits your budget, utilise our filters to sort by price, location, and holiday rental type.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers a handy spot where you can begin planning new trips, resume previous plans, or manage your upcoming adventures. Here, you'll find your saved or booked properties organised into “Potential”, “Upcoming”, or “Current Trips”. To get started with Trip Boards, head over to: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

The friendly area of Chislehurst awaits your stay

The countryside and surrounding scenery provide a peaceful ambience to your holiday home in Chislehurst. This welcoming and trendy city entices travellers with its bars and restaurants. The Arena and London Eye are just a couple of the must-see attractions in the area. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Sightseeing in and around Chislehurst

Do you want to find attractions to see in the area? Venture out of your holiday home and experience everything that makes Chislehurst a one-of-a-kind holiday spot. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Brands Hatch Circuit (8.7 mi / 14 km)
  • Westerham Golf Club (9.8 mi / 15.8 km)
  • Sea Life London Aquarium (10.3 mi / 16.6 km)
  • London Golf Club (10.4 mi / 16.7 km)
  • Lincoln's Inn Fields (10.9 mi / 17.5 km)
  • De Vere Grand Connaught Rooms (11 mi / 17.7 km)

Exploring the natural landscape of Chislehurst

Whether you're an outdoor enthusiast or just want to take in the scenery, Chislehurst is a great place to spend some time outside. These are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Hyde Park (12.2 mi / 19.7 km)
  • Leicester Square (11.1 mi / 17.8 km)
  • Chislehurst Caves (0.8 mi / 1.3 km)
  • Eltham Palace (2.6 mi / 4.2 km)
  • Crystal Palace Park (6.4 mi / 10.3 km)
  • Peckham Rye Park (6.8 mi / 10.9 km)

Transport options to and around Chislehurst

The nearest airport is in London (LCY-London City), located 6.3 mi (10.2 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Gatwick Airport (LGW), which is 20.5 mi (33.1 km) away.

If you're travelling by train, make your way to Chislehurst Station or Elmstead Woods Station to see more of the city.

Frequently asked questions

What is the best area to stay in Chislehurst when booking a holiday rental?
When looking for the best area to stay in Chislehurst for a holiday rental, you might consider the charming neighbourhoods surrounding the village centre, where you'll find a delightful blend of local amenities and picturesque scenery. Chislehurst is known for its beautiful green spaces, and one of the top attractions in the area is the stunning Chislehurst Caves, a fascinating network of tunnels that offers a glimpse into the region's history and is great for a unique outing.Another highlight is the expansive Oxleas Wood, which is not only a wonderful place for walking and nature watching but also provides breathtaking views over the surrounding landscape. The village centre itself is quite inviting, featuring a variety of shops, cafes, and restaurants that cater to different tastes.In terms of holiday rentals, Chislehurst has a good selection, ranging from quaint cottages to modern apartments, giving visitors a range of options to suit their preferences.
What is the most popular type of holiday rental accomodation in Chislehurst?
In Chislehurst, both holiday houses and apartments are equally popular, with around 12 of each type available in this charming area. The holiday houses typically feature spacious layouts, multiple bedrooms, and private gardens, making them great for families or groups looking to relax in a tranquil setting. Many come equipped with fully stocked kitchens and comfortable living areas to ensure a homely atmosphere. On the other hand, the apartments offer a more compact option, often located closer to local amenities, with similar features such as fully equipped kitchens and cosy living spaces.
Are there any family house rentals in Chislehurst?
In Chislehurst, there are several family-friendly house rentals available, making it an appealing choice for those travelling with children. The area is known for its charming residential streets and proximity to beautiful parks, such as Chislehurst Common, where families can enjoy picnics and outdoor activities.Properties in this locale often feature spacious living areas, fully equipped kitchens for preparing family meals, and gardens where kids can play. Many homes also provide convenient amenities like Wi-Fi and laundry facilities, ensuring a comfortable stay for all guests.Nearby attractions include the fascinating Chislehurst Caves, which offer a unique adventure for families interested in exploring history and nature.
Are there pet-friendly house rentals in Chislehurst?
In Chislehurst, there are several pet-friendly house rentals available, offering a comfortable and welcoming environment for travellers with pets. Many of these properties come equipped with essential amenities such as fully fitted kitchens, spacious living areas, and private gardens, allowing for a relaxed stay.The area is known for its beautiful green spaces, including the expansive Chislehurst Common, where you and your furry friend can enjoy leisurely walks amidst scenic surroundings. Additionally, nearby parks like Scadbury Park provide ample opportunities for outdoor adventures, with trails and nature to explore. The local community is also pet-friendly, featuring cafes and shops that welcome pets, enhancing the overall experience for those travelling with their four-legged companions.
Are there any remote work holiday rentals in Chislehurst?
In Chislehurst, there are plenty of remote work-friendly holiday rentals available, with around 21 options to choose from. This charming area, known for its picturesque village atmosphere and historical sites, provides a conducive environment for remote working. Many properties are equipped with essential amenities such as high-speed Wi-Fi and designated workspaces, including desks, ensuring that you can stay productive during your stay.With its proximity to lovely parks like Chislehurst Common and the stunning Chislehurst Caves, this location allows for both work and leisure, making it an ideal choice for those looking to balance remote work with relaxation. Additionally, the local cafes and shops add to the convenience, offering places to unwind after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Chislehurst?
In Chislehurst, popular rental amenities include onsite parking, which is a significant convenience for travellers. Many holiday rentals also provide a kitchen, allowing guests to prepare their own meals during their stay, which can be particularly appealing for families or those looking to save on dining expenses. Additionally, many properties come equipped with a desk, suiting those who may need to work during their holiday. For pet owners, the option for pets to be permitted is a popular feature, making it easier for visitors to bring their furry companions along. Service animals are also accommodated, ensuring that all guests can enjoy their stay comfortably.
When is the best time to visit Chislehurst for a holiday rental?
April is the most popular month to visit Chislehurst, as the spring season brings vibrant blooms and milder weather, making it ideal for outdoor exploration. The peak season, spanning from March to May, offers visitors a chance to enjoy the beauty of Chislehurst Common and the enchanting gardens of the local area. This period is particularly favoured by those seeking leisurely walks amidst blossoming flora and fauna, providing a picturesque backdrop for sightseeing.During April, temperatures typically range from 6 to 15 degrees Celsius, ensuring a comfortable climate for outdoor activities. Visitors can take advantage of the longer daylight hours to explore local attractions such as the historic Chislehurst Caves or the charming village centre, where you can unwind in cosy cafes and boutique shops.For those mindful of their budget, December presents a unique opportunity to experience Chislehurst in a quieter setting. Although this month falls within the low season, it offers a delightful festive atmosphere with local holiday markets and seasonal events that capture the essence of the community.Ultimately, the best time to book a holiday rental in Chislehurst hinges on your preferences—whether you're drawn to the lively springtime energy or the tranquil charm of a winter visit.
What are the top attractions in Chislehurst?
In Chislehurst, visitors can explore several charming attractions that highlight the area's natural beauty and historical significance. One of the standout features is Chislehurst Caves, a fascinating network of man-made tunnels that date back to the 13th century, offering guided tours that delve into its intriguing history. The surrounding area is also home to the picturesque Chislehurst Commons, a tranquil green space superb for leisurely walks and picnics, where you can enjoy the local wildlife.For those interested in history, the beautiful St. Nicholas' Church, with its stunning architecture and serene churchyard, is a popular landmark worth visiting. Additionally, the nearby Elmstead Wood provides a lovely setting for nature walks, allowing visitors to experience the area's lush greenery.Chislehurst is also close to the charming high street, where one can find a variety of independent shops, cafes, and restaurants, creating a delightful atmosphere that reflects the local community.
Are all fees included in the Chislehurst holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Chislehurst holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Chislehurst with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Chislehurst holiday homes?
You can find great discounts on holiday homes in Chislehurst on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Chislehurst holiday home booking on Bookabach?
To find Chislehurst holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Chislehurst?
A long-stay holiday home in Chislehurst is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Chislehurst holiday home?
Book your Chislehurst holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Chislehurst?
Prices for holiday homes in Chislehurst vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Chislehurst to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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