Holiday rentals in Chessington

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Top-rated holiday rentals in Chessington

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A modern living area features a light-colored sectional sofa adorned with decorative pillows. A plush area rug complements the space, while a dining table with grey chairs is visible in the background. Bright, ambient lighting enhances the open layout, with a kitchen area showcased subtly beyond.
Flat in Surrey
4.95 out of 5 average rating, 172 reviews

Elegant Epsom Flat in Period Building

Our spaces are designed solely for the use of our guests, not someone elses home rented while they are away for a while. Neither do we think of them as serviced apartments, we try to create spaces where you will feel at home from the moment you walk through the door. We do not cut corners and consistently invest in our properties to create an environment we would want to live in ourselves. We do charge a bit more but everything you need to run the apartment is in the price, whether its the bathroom toileteries, the dishwasher tablets and whatever you need for all the appliances and even the bathrobes and the hairdryers. We stock the fridge with the basics as we know the last thing you want to do after a long trip is to have to make that trip to the supermarket to buy that pint of milk. We like to welcome our guests personally on arrival, but if you wish checkin can be as easy as punching in the code into the lockbox outside the front door, And at departure, simply leave the keys on the table and close the door behind you. No more anxious waiting at reception as someone departs to your room to audit what you said you had from the minibar. Our goal is to make travelling easier combining the comfort of a home from home with the attention to detail of a hotel. We are very grateful to the guests who have given us such kind feedback and we hope to welcome you to stay with us in Epsom in the future. Well essentially, its your home for the duration you are with us. You have the keys. You have access to the whole flat. Noone is going to show up unexpected. We have secure parking outside. We can provide additional services such as cleaning and bedding and linen change at a small extra charge on request and with advance notice we can provide surprise special touches for you on arrival for those important or romantic occasions. We are available at short notice to help with any issues which guests may face - though we will leave you to your own devices. For stays of 7 days or more we offer are least one cleaning and bedding change a week. The apartment is situated right in the town centre, so everything is available right outside the door. Major restaurants and shops are within a five-minute walk, and it's close to the station. The location could not be better or more convenient. We have secure private parking and can accomodate 1 car per apartment. There are other parking options nearby most notably the Ashley centre which is a 5 minute walk. The station is about 300 metres away. Uber is pretty good and usually arrive in less than 10 minutes. The best local taxi firm in our view is Clocktower Cars which is in our House Manual.

Guest favourite
A bright and airy living space is illuminated by natural light, showcasing large windows that provide views of the river and surrounding greenery. Light wooden flooring complements the white walls and modern furnishings, including a dining table and chairs positioned near the window.
Apartment in Hampton
4.89 out of 5 average rating, 145 reviews

Flat overlooking the river at Hampton Court

A unique self-contained flat with panoramic views over the Thames at Hampton Court, suitable for a couple or single and available for longer lets of up to one month. Situated on the upper deck of a modern floating home, with all mod cons as standard, the flat has a spacious living room / kitchen, together with compact bedroom and en-suite bathroom, and is accessed via its own stair-case. The island where the houseboat is moored is easily accessible via its own road bridge, with safe parking.

Top guest favourite
The exterior of the Georgian dwelling is framed by lush greenery, featuring a variety of plants and trees. A well-kept staircase leads to the entrance, showcasing the brick facade and charming windows. Natural light enhances the inviting atmosphere of the surroundings.
Flat in Esher
4.99 out of 5 average rating, 137 reviews

Clive House, Portsmouth Road, Esher, KT10 9LH

Nestled walking distance from Esher High Street the apartment is situated across the courtyard of Clive House, a Georgian dwelling built in the middle of the eighteenth century by Clive of India. The newly refurbished accommodation includes : living area, kitchen/ diner and ensuite double bedroom with a kingsize bed. Living includes a new compact and bijou fully fitted kitchen, dining area with wood burner, luxurious sofa and Smart HD TV/ Sonos sound bar as well as complimentary WiFi.

Superhost
A living area is furnished with a light-colored settee featuring tropical-patterned cushions and a small black coffee table. A round dining table with blue chairs is positioned nearby. A bookcase and a lamp provide additional warmth to the space, illuminated by subtle indoor lighting.
Guest suite in Wandsworth
4.95 out of 5 average rating, 110 reviews

Cozy studio with private courtyard for couples

Cozy little dual-aspect self-catering studio flat with gated private west-facing courtyard in a quiet and safe residential area but within walking distance to shops, cafés, restaurants and pubs. Located within Zone 2, it is well-connected to transport systems (bus, tube and overground trains) that will take you to Central London and surroundings in minutes. Free parking on the premises (subject to availability) or on-street from 4:30pm - 9:30am weekdays and all-day on weekends.

Guest favourite
A modern living area features a plush gray sectional sofa adorned with colorful pillows. A patterned area rug adds warmth to the space, while a wall mirror reflects light. Adjacent, a compact dining area is seen, with a small table and chairs, leading into an open kitchen.
Guest house in Surrey
4.93 out of 5 average rating, 157 reviews

Private luxury apartment with free Secure parking

Outbuilding with front free parking (only 1 car per booking). Peaceful surroundings with west facing sun (longer days) and wildlife. Close amenities with 24 hour gas station and close shops near by, 7 mins to Epsom town and 6 mins to Chessington world of adventures (by car) and 30 mins trains straight to Waterloo. Very secure apartment as there is CCTV outside in the main house. You will truly enjoy this quiet luxury apartment. *Discount will be offered to returning guests*

Top guest favourite
A spacious loft room features a comfortable double bed with soft linens and neatly rolled towels. A cozy seating area includes two chairs and a small dining table. Natural light streams in from a skylight and window adorned with patterned curtains, contributing to a bright atmosphere.
Guest house in Surrey
4.97 out of 5 average rating, 319 reviews

Quaint Self-contained Loft Studio nr Hampton Court

Quaint, quirky, clean and bright for you to relax in private, coming and going as you wish. Nestled in a safe, quiet area, perfectly situated for Hampton Court, Sandown Park Racing, Wimbledon Tennis, Bushy Park with its wild deer, the Thames and great shopping in Kingston. Breakfast included with pubs and restaurants nearby. Within walking distance of two railway stations, direct into London. Twickenham Stadium is just under 30 minutes away. Plenty of free on-street parking.

Top guest favourite
A bright lounge area features a comfortable sofa with plaid cushions, alongside a dining table and chairs. Large skylights and glass doors illuminate the space, opening to a patio garden filled with greenery. Two framed artworks enhance the inviting ambiance.
Guest house in Surrey
5 out of 5 average rating, 280 reviews

Self Contained Cottage in Thames Ditton Village

Beautiful self contained 1 bedroom cottage in the grounds of one of Thames Ditton’s oldest properties. Superbly located next to the river with pubs, restaurants, coffee shops, and village stores close by. Thames Ditton is a pretty village located close to Hampton Court, Surbiton, and Kingston Upon Thames and 30 minutes by train to London Waterloo. Go Boat hire is a minutes walk and the slipway to the Thames is opposite the house if you have your own paddle board/canoe.

Guest favourite
The exterior of a spacious two-story house is captured, featuring a blend of textured cream and brick siding. A neatly landscaped front garden includes vibrant greenery. A driveway accommodates a parked vehicle, and a secure entrance with a decorative door is visible.
Home in Surrey
4.92 out of 5 average rating, 120 reviews

Cheerful 5 bedroom house with off street parking

Bring the whole family to this great place with lots of room for fun. The house is very spacious with a good sized garden. Four double bedrooms and one single bedroom. Master suite with ensuite bathroom. Main bathroom and also shower room downstairs. Plenty of kitchen area with bar seating and also washing machine in separate annexe area. Excellent transport facilities nearby with both buses and trains. Very close to The Epsom Downs Racecourse. Excellent walking area.

Superhost
Farm stay in Surrey
4.82 out of 5 average rating, 267 reviews

Self-contained stable cottage

In the year of the horse, a chance to stay in a self-contained cottage, on a horsey farm between the Surrey Hills and Epsom downs. The perfect place to relax and get in touch with nature. The accommodation is a self-contained stable conversion which you have all to yourselves, accessed from a small quiet stable yard. A lounge, small kitchen, downstairs bedroom, upstairs an open plan bedroom leading to the bathroom. Bathroom only accessed via upstairs bedroom.

Guest favourite
A couple relaxes in a bubbling outdoor hot tub, holding glasses, with a scenic view of lush green fields and trees in the background. A champagne bottle sits in an ice bucket beside them, enhancing the tranquil atmosphere.
Shepherd’s hut in Chessington
4.98 out of 5 average rating, 346 reviews

The Ultimate Couples Retreat | 30 Mins from London

This countryside retreat is the perfect romantic escape, just a 35 minute taxi/train ride minutes from London. Unwind in your private luxury hot tub, sip on a complimentary bottle Champagne under the stars, and wake up to breathtaking views of rolling fields and wildlife. Our handcrafted shepherd’s hut blends rustic charm with modern comfort, offering a king-sized stargazing bed, a cozy fire-lit deck, and a luxury bathroom, all set in a peaceful meadow.

Top guest favourite
An open-plan studio features a king-size bed draped in soft bedding, alongside a cozy day bed adorned with decorative pillows. Natural light fills the space through a skylight, highlighting the warm wooden floor and understated furnishings that promote comfort and functionality.
Guest house in Chessington
4.95 out of 5 average rating, 360 reviews

Cosy detached studio- walking distance to CWOA!

In the village of Malden Rushett, Rushett studio is a self contained studio perfect for all guests. We are a 10 minute walk from the local theme park Chessington World of Adventures so perfect for a weekend away with the kids! We have a local pub The Shy Horse just a 10 minute walk away perfect for a meal with the kids or a quiet drink in front of the log fire. Explore the many walks around us with miles of public footpaths and beautiful scenery.

Guest favourite
A garden lodge is depicted during twilight, surrounded by lush greenery and illuminated by warm outdoor lighting. The well-maintained garden features diverse plants and decorative elements, enhancing the tranquil ambiance of the serene setting.
Guest house in Surrey
4.88 out of 5 average rating, 120 reviews

Stunning Lodge Museum View

Beautifully self contained Garden Lodge with lovely views and privacy. Set within your own small private garden with beautiful views facing Brooklands race track museum. Located in a quiet, cul-de -suc. This beautiful Lodge is in a town which offers a great choice of individual shops, restaurants in an extremely attractive part of Surrey, our neighbourhood is friendly and quiet and we are a short walk from all amenities.

Popular amenities for Chessington holiday rentals

When is the best time to visit Chessington?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Chessington?

    Chessington has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Chessington?

    Experience the best of Chessington with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Chessington?

    Four-legged friends are welcome in Chessington. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Chessington?

    Yes! Work meets play with ease at over 10 vacation rentals in Chessington featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Where should I stay in Chessington?

    Make yourself at home in Chessington by choosing from our most frequently booked neighborhoods. We have over 2,970 vacation rentals in Chessington, over 120 vacation rentals in Malden Rushett, and over 990 vacation rentals in Hook.

  • Do house rentals in Chessington have a kitchen?

    Absolutely! We offer over 20 house rentals with a kitchen in Chessington. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Chessington have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Chessington. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Chessington have free parking?

    Absolutely! We offer over 20 house rentals with free parking in Chessington. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Chessington

  • Total holiday rentals

    Explore 50 holiday rentals in Chessington

  • Nightly prices starting at

    Chessington holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,310 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    50 of Chessington holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Chessington rentals

  • 4.8 Average rating

    Chessington stays are highly rated by guests – averaging 4.8 out of 5!

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