Vacation rentals in Chessington

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Quick stats about vacation rentals in Chessington

  • Total vacation rentals

    Explore 60 vacation rentals in Chessington

  • Nightly prices starting at

    Chessington vacation rentals start at ﺩ.ﺇ 110 per night before taxes and fees

  • Verified guest reviews

    Over 1,290 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Chessington vacation 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 vacation rentals in Chessington

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

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Guest favorite
Home in Chessington
5.0 out of 5 average rating, 14 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.

Guest favorite
Home in Chessington
4.87 out of 5 average rating, 31 reviews

Wonderful family home

Experience the ultimate family retreat, conveniently located just 30 minutes from the vibrant city of London. Dive into adventure at Chessington World of Adventures, just 8 minutes away by bus, or unwind in the adjacent public playground. Enjoy the convenience of local shops within a 5-minute stroll. Our cozy home welcomes you with free Wi-Fi, driveway parking, and a private garden in the sun. Book now and create cherished memories with your loved ones in this haven of relaxation and excitement!

Superhost
The exterior of a white Georgian house is shown, featuring symmetrical windows and a prominent entrance with a columned porch. A gravel driveway is visible, along with a small black garage to the left, bordered by manicured greenery.
Cottage in Chessington
4.88 out of 5 average rating, 107 reviews

Gorgeous 1 Bed Annexe close to Surbiton/Kingston

Self contained 1 Double Bedroom Annexe close to Surbiton/Kingston Stunning self contained annexe attached to the main Georgian house with it’s own independent front door and key lock box. Short walk to bus stop or station. Short bus ride to Surbiton and Kingston. Trains from Surbiton reach London Waterloo in just 16 mins. The Annexe has recently undergone a tasteful refurbishment and is modern and beautiful. Off street parking available, just outside your front door. Non smoking property.

Guest favorite
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, 79 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.

Top guest favorite
The exterior of the studio features a smooth patio area framed by potted plants and a wooden bench. Large windows line the front, allowing natural light to enter. The presence of greenery enhances the serene ambiance, set against a clear blue sky.
Guesthouse in Ewell
4.96 out of 5 average rating, 72 reviews

Studio in Epsom

This quiet studio is a 15 minute walk from Ewell West train station for a 35 minute direct train to Waterloo. The studio has; - air conditioning - fully functioning kitchen (combination microwave, induction hob & a milk frother (a necessity in my world) with dining table, - relaxing space to watch TV - dedicated work space with great internet access - cosy yet firm double bed, all feathered pillows and duvet - skylit shower bathroom - free parking - washing machine available (on request)

Top guest favorite
The room features a spacious double Queen bed adorned with clean white linens. A bedside table with a lamp complements the bed. A small TV is positioned on a stand across from the bed, while natural light enters through a nearby window.
Guest suite in Claygate
4.94 out of 5 average rating, 181 reviews

Studio, own access, self contained.

The room has it's own entrance door. It has a double Queen size bed, shower room and kitchen area (tea, coffee, cereal etc supplied) with fridge, microwave and single induction hob. There is a sofa, TV & table with two chairs. Our home is about a 15 minute walk to Claygate station. Trains direct to London Waterloo (35 mins) and Guildford. Claygate has local shops and a CoOp, several pubs and restaurants and we are close to a bus stop with a frequent bus service to Kingston for major shops.

Top guest favorite
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, 151 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.

Top guest favorite
Home in Hampton
4.92 out of 5 average rating, 26 reviews

Riverside Rustic Cottage (but not on an island ;0)

Tranquility in a busy world... Sit out and watch the river world go by in this haven of calm. With the rear garden running down to the River Thames itself, an ideal place to come back to after a busy day sightseeing (or working). In the beautiful village of Thames Ditton, complete with a wide range of restaurants, pubs, an Italian coffee shop, French bakery and other village stores but still with the trainline in to London. A great base or simply relax and unwind with the whole family.

Guest favorite
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*

Top guest favorite
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, 340 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.

Guest favorite
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, 195 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.

Top guest favorite
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, 137 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.

Popular amenities for Chessington vacation rentals

When is the best time to visit Chessington?

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Avg. priceﺩ.ﺇ 496ﺩ.ﺇ 437ﺩ.ﺇ 430ﺩ.ﺇ 437ﺩ.ﺇ 404ﺩ.ﺇ 488ﺩ.ﺇ 448ﺩ.ﺇ 448ﺩ.ﺇ 422ﺩ.ﺇ 426ﺩ.ﺇ 411ﺩ.ﺇ 430
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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 apartment rentals in Chessington?

    Experience the best of Chessington with our apartment rentals, starting at about $50 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 house rentals in Chessington have wifi?

    Absolutely! We offer over 30 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 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.