Holiday houses in Chessington

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Quick stats about holiday rentals in Chessington

  • Total holiday rentals

    Explore 60 holiday rentals in Chessington

  • Nightly prices starting at

    Chessington holiday rentals start at $51 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,290 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Chessington holiday rentals include Wi-Fi 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!

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.
Apartment in Surrey
4.95 out of 5 average rating, 183 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.

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Guest favourite
Home in Chessington
5.0 out of 5 average rating, 13 reviews

Unique Architect-Designed 3BR Home, London

Experience refined living in this architect-designed 3-bedroom stylist home, where contemporary design meets everyday comfort.Enjoy bright open-plan living, premium finishes, air-conditioned living areas, a fully equipped kitchen, luxurious bathrooms, and a private landscaped garden perfect for relaxing. Just a 5-minute walk to Chessington North station, with direct trains to Wimbledon (15 mins) and London Waterloo (30 mins). Minutes walk to Chessington World of Adventure, golf courses and more.

ValueFamilyParking

Top Guest favourite
The spacious bed is dressed in white linens, complemented by decorative pillows featuring tropical patterns. Gold sconces flank the bed, illuminating the unique textural wall with intricate patterns. A round mirror adds depth, reflecting the soft lighting in the cozy sleeping area.
Guesthouse in Surrey
4.96 out of 5 average rating, 337 reviews

Ground floor studio flat

A quiet, ground floor studio flat, fully self-contained, affording high levels of privacy & comfort, with freedom to come & go via your own front door at anytime day or night. Situated in a quiet, safe, leafy cul-de-sac in Cobham (dubbed UK’s Beverly Hills!) which offers: The Ivy, gastro pubs, boutique shops, Waitrose & more. Driving: 5mins to Oxshott station, 10mins to M25, 20mins to Guildford (or train). Airports: Heathrow (10miles), Gatwick (16miles). Trains to London Waterloo: 35mins.

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Guest favourite
A bright kitchen features green walls, light cabinetry, and a wooden countertop. Stainless steel handles are prominent on the cabinets. A round dining table is set with a decorative vase of dried plants, and a window offers natural light to the space.
Apartment in Surrey
4.95 out of 5 average rating, 75 reviews

Lovely flat above local pub

Spacious 3 bedroom entire flat above a family-run local pub. Situated close to the train line into central London, our lovely flat is above our pub and close to Hampton Court Palace, Bushy Park and Kingston upon Thames. Our pub sits half way down a quiet, residential street on the edge of the village of Thames Ditton. With 3 bedrooms, our flat is suitable for groups of up to 6 people, or families. Being above a pub, you can enjoy a meal and/or a drink downstairs. Sofa bed available on request.

LocationFamilyIndoor spaces

Top Guest favourite
Home in Surrey
4.95 out of 5 average rating, 42 reviews

Tudor House

Tudor House is a newly refurbished 2 bedroom house, situated 1 minute walking distance to the world famous Epsom Downs Racecourse, home of the Epsom Derby. This delightful property has a spacious living room area, 1 downstairs WC, stylish kitchen and patio area. Upstairs you will find a comfortable double bed, wardrobes, TV and dressing table. The second bedroom consists of 2 single beds which can be made into a double, fitted wardrobe and TV. The upstairs bathroom has a bath and shower.

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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.
Apartment in Esher
4.99 out of 5 average rating, 149 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.

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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.
Guesthouse in Surrey
4.92 out of 5 average rating, 159 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*

ValueFamilySleep quality

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.
Guesthouse in Surrey
4.96 out of 5 average rating, 335 reviews

Quaint Self-contained Loft Studio nr Hampton Court

Quaint, homely, 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.

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Top Guest favourite
A charming brick exterior of the apartment is surrounded by lush greenery, with a well-maintained pathway leading to the entrance. Soft outdoor lighting highlights the features of the building, creating an inviting approach shaded by trees and shrubs.
Guest suite in Long Ditton
4.97 out of 5 average rating, 192 reviews

Self Contained with private entrance, Surbiton

The Courtyard is a luxury, completely self contained apartment, safe and secure with its own private entrance. The king size bedroom and seating area overlook our courtyard in leafy Long Ditton. Close to Surbiton with trains direct to London Waterloo in just 16 minutes. Access to the suite is from a key safe. Guests can enjoy complete privacy during their stay, while we live in separate on-site accommodation should you have questions. Parties and gatherings are not permitted.

LocationFamilyIndoor spaces

Guest favourite
Condo in Surrey
5.0 out of 5 average rating, 7 reviews

Modern Studio near London | EV Charger

Comfort, style, and convenience await in this fully modernised studio. Perfectly located for Wimbledon, Clapham, Kingston University, Epsom Hospital, and Chessington World of Adventures. Features a cosy bed, well-equipped kitchenette, dining area, sleek bathroom, and private parking. Ideal for couples, solo travellers, or business stays seeking a quiet, well-connected base near London. An EV charger is available; additional charges apply and paid directly.

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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, 370 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.

LocationValueHot tub

Top Guest favourite
An aerial view showcases the unique geo dome structure surrounded by lush greenery. A wooden deck leads to an outdoor seating area, fire pit, and hot tub. The tranquil setting emphasizes a peaceful retreat in nature.
Dome in West Horsley
4.94 out of 5 average rating, 404 reviews

Unique Dome | Glamping | Hot Tub | Surrey | Adults

Olive Pod is the ultimate cosy, private and picturesque geo dome retreat. Set on a fruit farm in Surrey, in its own secluded field behind tall fir trees, with no other pods or tents nearby. A firm favourite adults-only escape for proposals, anniversaries, birthdays and honeymoons - we can also decorate for your arrival ✨ The perfect place to unwind and recharge in a peaceful natural setting. Ideal for couples or friends. No infants, children or pets.

LocationFamilyHeating

Popular amenities for Chessington holiday rentals

When is the best time to visit Chessington?

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Avg. price$229 NZD$202 NZD$199 NZD$202 NZD$187 NZD$226 NZD$207 NZD$207 NZD$195 NZD$197 NZD$190 NZD$199 NZD
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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 $30 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 20 vacation rentals in Chessington featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • 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 apartment rentals in Chessington have wifi?

    Absolutely! We offer over 10 apartment 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 30 house rentals with free parking in Chessington. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Chessington?

    Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with wifi, over 30 homes with free parking, over 20 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.