Vacation rentals in Chessington

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Top-rated vacation rentals in Chessington

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

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Guest favorite
A modern living area is highlighted by a spacious sectional sofa with a soft throw, complemented by a glass table and white chairs in the dining nook. A large mirror reflects light from the window, while a wall-mounted television provides entertainment options.
Apartment in Surrey
4.99 out of 5 average rating, 67 reviews

Modern flat in central location

Enjoy unparalleled comfort in our top-floor 2BR flat in central Epsom, just 5 min from the station & high street. Sleep soundly in a king, double, or single bed, and relax in a stylish space featuring a 55" Smart TV, espresso machine, and more. Benefit from secure parking, a peaceful setting, and proximity to town. Modern aesthetics meet practicality in our recently refurbished, secure building. Ideal for exploring Surrey or soaking in the quiet. Your serene, chic getaway in the heart of it all!

Top guest favorite
The sleeping area features a spacious bed with a patterned coverlet, accented by red and black pillows. A seating area with a dark couch and decorative cushions is visible. A painting adorns the wall above the bed, and light is provided by recessed ceiling lights.
Apartment in Sunbury-on-Thames
4.96 out of 5 average rating, 203 reviews

Lovely annexe, short walk to River Thames, Sunbury

A stylish, open plan and friendly space, in Sunbury-on-Thames. 5 minute walk to the River Thames and village. Large, modern, self-contained annexe, behind Sunbury House; own entrance and space for parking. Walking distance to the river, village centre with great pubs and restaurants. Hampton Court, Shepperton Studios and Kempton Park nearby. Easy access to Richmond, Windsor, Heathrow and M3/M25. Overground train to London Waterloo (50 mins). Garage facility to store bikes or canoe / kayak.

Top guest favorite
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, 303 reviews

Ground floor studio with private entrance

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.

Superhost
Home in Surrey
4.81 out of 5 average rating, 68 reviews

Epsom, parking, near food/shops, train to London.

A large period Edwardian house with high ceilings, decorative coving, chandelier lighting and fireplaces. The house is a ten minute walk to the town centre of Epsom where you will find shops and restaurants including Waitrose, Gails, Costa, Oliver Bonas, Caballo Lounge, The Picture House, an arthouse cinema and a leisure centre. Epsom has a train station from where you can travel to London Waterloo in 35 minutes. Epsom has numerous bus routes which end in Croydon, Sutton, Morden and Kingston.

Top guest favorite
The modern living area features a bright, open space with a cozy seating arrangement and a dining table for four. A large piece of artwork with a coastal theme is displayed on the wall. Warm light fixtures and a green plant add a touch of liveliness.
Apartment in Molesey
4.9 out of 5 average rating, 134 reviews

Hampton Court Lodge

Our beautiful, two storey apartment is spacious, modern and light. Only 2 mins walk from the river and its riverside cafes. Featuring large master bedroom with bathroom ensuite, dining for up to 4, kitchen and lounge area with views of the meadow. 8 mins river walk to Hampton Court Station (19 mins to Wimbledon,35 mins Waterloo) and Hampton Court Village on Bridge Road with its fantastic antique shops and eateries on Bridge Road. Hampton Court Palace and Royal Bushy Park are 10-15 mins walk.

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, 176 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 detached annex showcases a brick exterior with a pitched roof. A paved pathway leads to the entrance, bordered by potted plants. Lush greenery frames the property, and a gravel area provides additional parking and access to the surrounding garden.
Guesthouse in Epsom
5 out of 5 average rating, 138 reviews

Peaceful & cosy detached annex with outdoor space

Situated within the grounds of a private property, set back from the road in a leafy residential part of Epsom. Welcome to our peaceful, detached annex offering flexibility, comfort and outdoor space. International guests will find us conveniently situated within 30mins drive of London Gatwick and Heathrow Airports (traffic permitting) and 40mins by train into central London. Ideal for those needing a base to enjoy the delights that Surrey has to offer or somewhere quiet to work from.

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, 134 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.

Guest favorite
A stylish cabin interior showcases a warm wood structure, featuring a cozy sleeping area with a neatly made bed. A round dining table is paired with two chairs, illuminated by soft lighting. An outdoor seating area is visible through the window, surrounded by wooden fencing.
Cabin in Royal Kingston upon Thames
4.91 out of 5 average rating, 107 reviews

London & Surrey Cub House

Your own private stylish cabin, own entrance, self check-in. King-size bed, en-suite, kitchenette & private outside space. 8min walk to 2 stations into central London (Waterloo 25min, Wimbledon 15min). Good links to Hampton Court, Kingston upon Thames, Surrey walks and villages. Superloop 7 Bus (SL7) direct to and from Heathrow Airport, 1hour. Very quiet residential road with free parking. No more than 2 guest permitted at anytime on the property. No smoking/vaping on the property.

Top guest favorite
The open plan living area features gabled ceilings and stylish furnishings. A comfortable sofa sits across from a galley kitchen with modern cabinetry. French windows open to a private patio garden, while natural light enters through sheer curtains, creating a bright and inviting atmosphere.
Home in Molesey
5 out of 5 average rating, 126 reviews

Hampton Court: Spacious, Bright & Tranquil Annexe

Our newly renovated spacious 2 bedroom annex is situated in a wide tree lined road, a premier location just a few minutes walk away from the charming cafés, shops and restaurants of Hampton Court Village, Hampton Court Palace and local train station. Adjacent to but detached from our elegant Victorian family home, this bright and stylish space is tranquil and self contained and enjoys additional benefits of a private south facing patio garden and dedicated off street parking space.

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
4.98 out of 5 average rating, 58 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; - 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
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
4.93 out of 5 average rating, 153 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*

Popular amenities for Chessington vacation rentals

When is the best time to visit Chessington?

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Avg. priceG$21,146 GYDG$21,774 GYDG$21,355 GYDG$24,496 GYDG$24,705 GYDG$26,590 GYDG$25,543 GYDG$25,543 GYDG$24,077 GYDG$25,962 GYDG$21,355 GYDG$23,658 GYD
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Frequently Asked Questions

  • 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.

  • 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.

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

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

  • 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.

  • 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.

  • 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.

  • 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 110 vacation rentals in Malden Rushett, and over 1,000 vacation rentals in Hook.

  • 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.

Quick stats about vacation rentals in Chessington

  • Total vacation rentals

    Explore 50 vacation rentals in Chessington

  • Nightly prices starting at

    Chessington vacation rentals start at G$6,281 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,220 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

    10 properties have a dedicated workspace

  • Wi-Fi availability

    50 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!

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