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Chessington holiday homes

We found 2,398 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Chessington that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday rentals have the amenities that you need and want for your stay, including air conditioning and cable TV. You'll be sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Chessington

Showing deals for:18 Dec - 25 Dec

Living room
Living room
Decoration
Bedroom
Wonderful
(5 reviews)

Chic apartment in the heart of Fulham

London

5% off
NZ$3,146
for 7 nights, 1 apartment
NZ$449 per night
includes taxes & fees
Chic apartment in the heart of Fulham
Courtyard over Thames
Kings Road
Blue Bird Kings Road
Courtyard
Excellent
(22 reviews)

Interior Designed luxury Apartment Adjacent to Chelsea Harbour

London

9% off
NZ$3,566
for 7 nights, 1 apartment
NZ$509 per night
includes taxes & fees
Interior Designed luxury Apartment Adjacent to Chelsea Harbour
Kitchen/Dining Area
Spacious private patio with outdoor seating, ideal for dining or evening drinks.
Kitchen/Dining Area
Living area
Wonderful
(6 reviews)

Fulham 2-Bed | Both En-Suite | Private Patio | Sleeps 5

London

19% off
NZ$5,564
for 7 nights, 1 apartment
NZ$795 per night
includes taxes & fees
Fulham 2-Bed | Both En-Suite | Private Patio | Sleeps 5
Private kitchen
Living area
Room
Room
Exceptional
(29 reviews)

Modern 2 Bedroom Apartment

London

9% off
NZ$3,827
for 7 nights, 1 apartment
NZ$547 per night
includes taxes & fees
Modern 2 Bedroom Apartment
Exterior
Outdoor dining
Living area
Living area
Exceptional
(8 reviews)

Victorian flat with patio - 3 mins from Tube -Wimbledon

London

9% off
NZ$4,627
for 7 nights, 1 apartment
NZ$661 per night
includes taxes & fees
Victorian flat with patio - 3 mins from Tube -Wimbledon
Dining area
Bedroom
Street view
Dining area
Exceptional
(18 reviews)

Gorgeous flat with garden in Battersea

London

5% off
NZ$5,052
for 7 nights, 1 apartment
NZ$722 per night
includes taxes & fees
Gorgeous flat with garden in Battersea

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Why visit Chessington

  • Family-friendly attractions: Chessington boasts a variety of engaging activities perfect for families, ensuring fun for all ages.
  • Outdoor adventures: Experience the beauty of local parks and green spaces, ideal for relaxation and outdoor pursuits.
  • Historic landmarks: Explore the area's rich history through its charming historic houses and sites.
  • Cultural immersion: Enjoy the vibrant local scene, which reflects the welcoming spirit of the United Kingdom.
  • Charming neighbourhoods: Stroll through picturesque streets and discover hidden gems that enhance your stay.

Top attractions near Chessington

Chessington, England, offers a delightful mix of family-friendly attractions and outdoor adventures. Visitors can explore its urban parks, historic houses, and vibrant streets, perfect for immersing in local culture and enjoying fresh air. With a range of experiences tailored to families and those seeking adventure, Chessington provides an ideal setting for a memorable holiday, ensuring there's something for everyone to enjoy in this charming city.

  • Hampton Court Palace: A historic palace with rich cultural vibes, located 6km from the heart of Chessington, offering a glimpse into England's regal past.
  • Kensington High Street: A bustling street exuding city vibes, situated 19km from Chessington, perfect for immersing in urban life and vibrant retail scenes.
  • Thorpe Park: A thrilling theme park with entertainment and family vibes, positioned 16km from Chessington, promising exhilarating adventures for visitors.

Things to do recommended for couples

Looking for a romantic escape in Chessington? Enjoy a charming cableCarGondola ride at IFS Cloud Royal Docks Station, 29km away, or explore IFS Cloud Greenwich Peninsula Station, 27km away, perfect for adventurous couples seeking outdoor fun.

Things to do recommended for families

In Chessington, families can explore Chessington World of Adventures and get up close with animals at the zoo, all while enjoying the local charm and warm hospitality of England.

Things to do recommended for groups

Groups visiting Chessington can experience the thrill of motorsport at Mercedes-Benz World, just 11km away, and enjoy an adventurous day at Go Ape in Bracknell, a zipline ropes course located 31km from Chessington, perfect for outdoor fun.

*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 Chessington

Whether you're journeying with a group, as a family, with your pets, or seeking extended stays, be sure to filter by the appropriate criteria. Here are some Vrbo booking tips for you.

  • Traveling to Chessington with a group: Consider the number of bedrooms required, along with features like a full kitchen or an outdoor area suitable for a group gathering. Luckily, you can easily filter for all these options, and more, on Vrbo.
  • Traveling to Chessington with young kids: Traveling with little ones comes with its challenges. You must prioritise their comfort and safety, ensuring the availability of age-appropriate facilities, like a private swimming pool. It’s also wise to factor in how close you are to attractions that cater to families.
  • Taking your pets with you to Chessington: For many, a family holiday wouldn’t be the same without their furry companion. If this resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Chessington: If you’re seeking holiday rentals offering 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 secure savings on monthly rentals. You might also want to include a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay in Chessington

Discover Chessington, a captivating city perfect for family and adventure holidays, where charming neighbourhoods and vibrant local experiences await. Embrace the allure of outdoor adventures, explore local landmarks, and savour the friendly, relaxed atmosphere that reflects the spirit of the United Kingdom. Whether you're exploring hidden gems or enjoying the lively local scene, Chessington offers a delightful escape for all travellers, making it an ideal destination for a memorable holiday.

  • London: Located in the heart of Chessington’s sprawling metropolis, London offers a vibrant blend of family fun, city life and cultural escapades. Visitors can immerse themselves in a diverse array of experiences from bustling shopping areas and captivating theatres to dynamic arena entertainment. The area is dotted with iconic urban landmarks, expansive parks and lively tourist precincts that bring history and modernity together. London’s rich tapestry of attractions ensures every traveller finds something to delight in.
  • Epsom: Situated 3km away from Chessington, Epsom presents an inviting mix of family-friendly, outdoor and adventure experiences. Travellers can explore thrilling amusement parks, enjoy a round of golf on scenic courses, or discover the charm of nearby historic sites including theme parks, intriguing museums and a stately historic palace. Epsom’s unique blend of attractions offers a refreshing escape with plenty of opportunities for exploration.
  • Tolworth: Also 3km from Chessington, Tolworth is a neighbourhood that caters to family, outdoor and city-themed adventures. Here, visitors can enjoy the excitement of amusement parks, browse through modern shopping mall centres and relax in open-air spaces. The proximity to urban parks, engaging museums and vibrant theme parks means that Tolworth is a great spot for a day of exploration and cultural discovery.

Best time to go to Chessington

If you're planning a trip to Chessington, 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
January40.5°F (4.7°C)Light RainMostly CloudyModerately Low
February41.7°F (5.4°C)No Rain (Dry)Mostly CloudyAverage
March45.0°F (7.2°C)No Rain (Dry)Mostly CloudyAverage
April49.3°F (9.6°C)No Rain (Dry)Mostly SunnyModerately High
May54.9°F (12.7°C)Light RainMostly SunnyAverage
June60.8°F (16.0°C)Light RainMostly SunnyAverage
July64.6°F (18.1°C)Light RainMostly SunnyModerately High
August64.2°F (17.9°C)Light RainMostly SunnyModerately High
September60.1°F (15.6°C)No Rain (Dry)Mostly SunnyAverage
October54.3°F (12.4°C)Light RainMostly CloudyAverage
November47.1°F (8.4°C)Light RainMostly CloudyModerately Low
December43.0°F (6.1°C)Light RainMostly CloudyModerately Low

Booking with Vrbo is simple

Are you hoping to save on your upcoming adventure? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, simply use our filters to sort by price, location, and type of holiday rental. We're here to help make your travel planning as smooth and rewarding as possible.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a handy space for planning your journeys, allowing you to start fresh, continue where you paused, or simply organise your plans. You can easily view and manage your saved or booked properties, neatly sorted into Potential, Upcoming, or Current Trips. To begin using Trip Boards, head over to: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Why people love visiting friendly Chessington

Enjoy the entertainment and other features of Chessington. Well known for its safari tours, restaurants and wildlife, this welcoming city won't disappoint. Big Ben and Piccadilly Circus are just a couple of the must-see attractions in the area. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in Chessington

Are you hoping to discover top things to see and do while you're in the area? You'll be sure to enjoy Chessington for its swimming and taking an adventure tour. Venture out of your cosy holiday rental and check out everything that Chessington has to offer. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Chessington World of Adventures (0.3 mi / 0.4 km)
  • Walton Heath Golf Club (5.6 mi / 9.1 km)
  • St George's Hill Golf Club (5.9 mi / 9.5 km)
  • Kingswood Golf Club (6.3 mi / 10.2 km)
  • Denbies Wine Estate (7 mi / 11.2 km)
  • Twickenham Stadium (7.5 mi / 12 km)

Exploring the natural features in Chessington

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Chessington is a great place to spend some time outside. Here are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Hyde Park (12.7 mi / 20.4 km)
  • Leicester Square (13.7 mi / 22 km)
  • Hampton Court (4.1 mi / 6.5 km)
  • Bushy Park (4.4 mi / 7.1 km)
  • Box Hill (6.5 mi / 10.4 km)
  • Ham House (6.7 mi / 10.8 km)

Transport options to and around Chessington

The nearest airport is in Heathrow Airport (LHR), located 10.4 mi (16.7 km) from the city centre. If you can't find a flight that's convenient for your trip, you can also fly into Gatwick Airport (LGW), which is 14.7 mi (23.7 km) away.

If you prefer train travel, make your way to Chessington South Station or Chessington North Station and explore the city from there.

Frequently asked questions

What is the best area to stay in Chessington when booking a holiday rental?
When looking for the best area to stay in Chessington, you might want to consider the neighbourhoods surrounding the popular Chessington World of Adventures. This area is not only ideal for families visiting the theme park but also offers a range of holiday rental options, from cosy cottages to modern flats.Another appealing part of Chessington is the vicinity to the picturesque Chessington Garden Centre, which is a delightful place to explore, filled with beautiful plants and a lovely café. Staying near these attractions allows for easy access to both excitement and relaxation.In terms of holiday rentals, the area boasts a variety of properties, suiting different budgets and preferences, making it convenient for any visitor to find suitable accommodation.
What is the most popular type of holiday rental accomodation in Chessington?
In Chessington, both holiday houses and apartments are popular choices for holiday rentals, with several of each type available in the area. These accommodations are typically located near attractions such as Chessington World of Adventures and the lush greenery of local parks. Most rentals provide amenities like fully equipped kitchens, comfortable living spaces, and outdoor areas, making them suitable for families and groups looking for a home-like experience while exploring the area.
Are there any remote work holiday rentals in Chessington?
In Chessington, there are several remote work-friendly holiday rentals available, with around 12 options to choose from. This area, known for its family attractions including Chessington World of Adventures, offers a pleasant environment for those looking to blend work and leisure. Many of the rentals come equipped with amenities such as free Wi-Fi and comfortable workspaces, ensuring that you can stay productive during your visit.Additionally, you'll find properties that may include features like spacious living areas, well-equipped kitchens for meal preparation, and outdoor spaces to unwind after a day of work. The proximity to local parks and attractions makes Chessington an appealing choice for remote workers who appreciate a vibrant community while maintaining access to nature and entertainment. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Chessington?
In Chessington, popular rental amenities include fully equipped kitchens, which allow guests to prepare their own meals conveniently. Many rentals also offer onsite parking, making it easy for visitors to explore the area without the hassle of finding a place to park. For those who enjoy a warm beverage, coffee and tea makers are commonly available, adding a touch of comfort to the stay. Dining areas are typically featured, providing spaces for families or groups to gather and enjoy meals together. Additionally, WiFi is often included, ensuring that guests can stay connected during their visit.
When is the best time to visit Chessington for a holiday rental?
July is the most popular time to visit Chessington, making it an ideal month for holiday rentals as families flock to enjoy the attractions, particularly Chessington World of Adventures. This peak season, running from June to August, offers warm weather and a vibrant setting, great for outdoor activities, themed adventures, and sightseeing. Visitors can bask in temperatures typically ranging from 15 to 25 degrees Celsius, allowing for comfortable exploration of the park and surrounding areas.If you're considering a visit during a quieter time and seeking good value, November presents an excellent opportunity. While it falls outside the bustling summer months, November offers a unique charm with fewer crowds, allowing for more leisurely enjoyment of the local attractions and possibly lower rental rates. You can still appreciate the beauty of Chessington and its surroundings without the noise of the high season.
What are the top attractions in Chessington?
In Chessington, visitors can enjoy a variety of attractions that cater to families and thrill-seekers alike. The most top is Chessington World of Adventures Resort, which combines a theme park, zoo, and sea life centre, making it a fantastic destination for all ages. The park features a range of rides and attractions, including roller coasters and animal encounters, ensuring a fun-filled day.Another highlight is the nearby Chessington Zoo, which houses various animal species and offers educational experiences. For those interested in nature, the surrounding areas, such as the lush green spaces of the Chessington area, provide opportunities for leisurely walks and picnics.Visitors can also explore the local community, which features quaint shops and eateries, superb for grabbing a bite after a day of adventure.
Are all fees included in the Chessington 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 Chessington holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Chessington 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 Chessington holiday homes?
You can find great discounts on holiday homes in Chessington 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 Chessington holiday home booking on Bookabach?
To find Chessington 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 Chessington?
A long-stay holiday home in Chessington 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 Chessington holiday home?
Book your Chessington 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 Chessington?
Prices for holiday homes in Chessington 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 Chessington 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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