Photo by Snappy David

Chessington holiday rentals

We found 2,393 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

Decoration
Living room
Bedroom
Dining area
Wonderful
(5 reviews)

Chic apartment in the heart of Fulham

London

5% off
AU$2,522
for 7 nights, 1 apartment
AU$360 per night
includes taxes & fees
Chic apartment in the heart of Fulham
Blue Bird Kings Road
Kings Road
Seating
Courtyard over Thames
Excellent
(22 reviews)

Interior Designed luxury Apartment Adjacent to Chelsea Harbour

London

9% off
AU$2,878
for 7 nights, 1 apartment
AU$411 per night
includes taxes & fees
Interior Designed luxury Apartment Adjacent to Chelsea Harbour
Bedroom 1 Queen Bed 32inch TV En-suite
Spacious private patio with outdoor seating, ideal for dining or evening drinks.
Kitchen/Dining Area
Kitchen/Dining Area
Wonderful
(6 reviews)

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

London

19% off
AU$4,103
for 7 nights, 1 apartment
AU$586 per night
includes taxes & fees
Fulham 2-Bed | Both En-Suite | Private Patio | Sleeps 5
Private kitchen
Living area
Bathroom
Room
Exceptional
(29 reviews)

Modern 2 Bedroom Apartment

London

9% off
AU$3,089
for 7 nights, 1 apartment
AU$441 per night
includes taxes & fees
Modern 2 Bedroom Apartment
Living area
Room
Room
Exterior
Exceptional
(41 reviews)

Montpelier Row Cottages, Terrace Cottage

Twickenham

5% off
AU$2,726
for 7 nights, 1 cottage
AU$389 per night
includes taxes & fees
Montpelier Row Cottages, Terrace Cottage
Living area
Outdoor dining
Dining
Exterior
Exceptional
(8 reviews)

Victorian flat with patio - 3 mins from Tube -Wimbledon

London

9% off
AU$2,948
for 7 nights, 1 apartment
AU$421 per night
includes taxes & fees
Victorian flat with patio - 3 mins from Tube -Wimbledon
Street view
Bedroom
Dining area
Living area
Exceptional
(18 reviews)

Gorgeous flat with garden in Battersea

London

5% off
AU$4,008
for 7 nights, 1 apartment
AU$573 per night
includes taxes & fees
Gorgeous flat with garden in Battersea

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    Enjoy full kitchens, laundry, pools, gardens and more

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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 Stayz.
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 Stayz?
Stayz 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?
Stayz 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 Stayz, 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 Stayz?
To find Chessington holiday rentals with free cancellation, just use Stayz'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, Stayz 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 Stayz?
Stayz'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 Stayz 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. Stayz offers something for every taste and budget, from affordable homes in Chessington to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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 StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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 Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz 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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