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House holiday rentals in Chessington

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Top-rated house rentals in Chessington

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

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Top guest favourite
The outdoor seating area features a rectangular table with a decorative flower arrangement, arranged on a light-colored tiled surface. In the background, large glass doors open to a stylish interior, revealing a modern kitchen and comfortable sofa.
Home
4.94 out of 5 average rating, 125 reviews

The Nook

Kick back and relax in this calm, stylish space. This ground floor one bed apartment is perfect for romantic getaway with your partner, or if you are in town for work and you are looking for a home away from home. If you have a little one you want to bring with you. Victoria station is a 20 minute train away, as well as being 15 minutes away from Wimbledon and Croydon by tram. All house trained dogs of all sizes welcome. EV charging points are NOT on premise. They are on street charging points.

Guest favourite
An exclusive games room features a sleek pool table illuminated by pendant lights. A yellow sofa is positioned nearby, with a dartboard and wall art displaying gaming controllers in view. A natural fiber rug complements the dark flooring, creating a fun and inviting space.
Home
4.93 out of 5 average rating, 28 reviews

London Holland Park - parking, arcade & games

✺ Perfect for professionals & leisure travellers ✺ Self check-in with key lockbox ✺ Free parking for 2 cars ✺ Home Cinema with 85" TV, Netflix, PS5 & Sonos ✺ Games room with pool table, darts & Mortal Kombat arcade machine ✺ 1 min walk to Shepherd's Bush tube station Unique designer home in Central London. Easy access to all tourist attractions and airports. Our retreat offers luxurious tropical & gaming ZEN decor, 2 full size bedrooms, off-street parking for 2 cars, games room & home cinema.

Guest favourite
The exterior of a large, stylish house is showcased with a well-maintained front yard and ample parking area. Large windows fill the facade, allowing plenty of natural light. A smooth stone pathway leads to the entrance, surrounded by greenery.
Home
4.89 out of 5 average rating, 108 reviews

Country Modern House - 5 bedrooms

Welcome to Belton Acre, a large stylish house with ample parking is nestled between the Surrey Hills and South Downs. The beautiful countryside offers fantastic walking, cycling (road and mountain trails), kayaking and fishing. The house is perfect for families, weddings, business trips and wellness retreats. There are four double bedrooms and a twin room. The house has been designed to be highly accessible for wheel chair users with a ground floor bedroom with ensuite adapted wet room.

Top guest favourite
Home
4.96 out of 5 average rating, 27 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.

Top guest favourite
A light-filled living area is furnished with a plush sofa and decorative pillows. A stylish coffee table sits centrally on a patterned rug. Lush plants add a touch of greenery, while a large television rests against a sleek media console, enhancing the inviting ambiance.
Home
4.93 out of 5 average rating, 161 reviews

Virginia Water Family Getaway

Lambly Hill House – Holiday Rental in Virginia Water, Surrey Welcome to Lambly Hill House, a stylish and spacious 4-bedroom holiday rental in Virginia Water, Surrey. Perfect for families, golf visitors and business travellers, this beautifully renovated home offers modern comfort, peaceful surroundings and a private garden in one of Surrey’s most desirable locations. Located just a short walk from Virginia Water train station, Lambly Hill House provides easy connections to central London.

Top guest favourite
The exterior view of the property showcases a black wooden structure with prominent gabled roofs and dormer windows. A warm, inviting entryway is framed by greenery, and a wooden gate is visible, providing access to a secluded area.
Home
4.99 out of 5 average rating, 222 reviews

Ty Bach

A cosy, clean, warm and light annexe with its own walled garden. Situated on a beautiful private road a short walk from the historic cobbled streets of Guildford town centre with its numerous boutique shops and quality independent restaurants. Ty Bach is on the edge of the beautiful Surrey Hills (a designated Area of Outstanding Natural Beauty) and the Rivey Wey. It is the perfect destination for walkers, mountain bikers and lovers of the outdoors. Dog walking and country pub heaven!

Top guest favourite
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
5 out of 5 average rating, 134 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.

Superhost
A conservatory is seen, featuring large glass panels that allow natural light to fill the space. A wooden table is placed centrally, accompanied by four dark chairs. Views of the enclosed garden and greenery can be observed through the glass doors.
Home
4.81 out of 5 average rating, 78 reviews

Surrey/London. Home for 6/8 people. Fibre WiFi.

A lovely Edwardian period with original features that accommodates 6 and can accommodate 8 on request. A ten minute walk to Epsom town centre, you will find shops and restaurants including Waitrose, Gails, Costa, Oliver Bonas, Caballo Lounge, The Picture House, a cinema and a leisure centre. Epsom train station (8-10 mins walk) gets you to London Waterloo in 35 minutes and areas to the south too. The town has numerous bus routes which end in Croydon, Sutton, Morden and Kingston.

Top 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
4.92 out of 5 average rating, 130 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.

Guest favourite
Home
5 out of 5 average rating, 6 reviews

Modern 1-Bed Self-Catering Home, Zone 6 London

Enjoy a stylish experience at this centrally-located home. This is a modern and tastefully designed self contained home, comes with a double bedroom with en-suite bathroom, fully equipped kitchen, utility room, garden and living-room with own driveway for free parking. 2 mins walk to West Ewell station from the property and it is only 35mins by train to London Waterloo It is I’deal for tourists, friends, business travellers or contractors

Guest favourite
A master bedroom is presented with a spacious bed, adorned with soft linens and decorative pillows. Two bedside lamps provide gentle lighting. Large glass doors lead to a balcony, framed by neutral curtains. Framed wall art adds a modern touch above the bed.
Home
4.98 out of 5 average rating, 52 reviews

Cozy 3 Bedroom Terrace Cottage in Epsom

Welcome to your Ozzy Cozy Stays home away from home! 3 bed cottage style house, beautifully situated in the peaceful part of Epsom and moments from open woodland. The city centre and station are a 24 minute walk away, offering convenient 30 minute train links to London. The house comfortably accommodates up to 7 guests and features contemporary living space with 2 reception rooms, a fully equipped kitchen, 2 bathrooms, and 1 cloakroom.

Top guest favourite
A well-lit bedroom features a spacious bed with soft pillows and decorative cushions. Light-filtering shutters cover the window, allowing gentle daylight to illuminate the space. A sleek nightstand stands beside the bed, and a modern light fixture is mounted above.
Home
4.9 out of 5 average rating, 39 reviews

Luxury one-bed house centrally located

A beautifully renovated one-bedroom house (plus sofabed) with its own street entrance, a few steps away from the Parade with its lovely shops and cafes, and from the station with half-hourly trains to Waterloo, taking approx 35 minutes. Convenient access to Hampton Court, Sandown Park racecourse, Kingston-upon-Thames, the A3 and the M25. On-street parking is available nearby.

Popular amenities for house rentals in Chessington

Quick stats about house rentals in Chessington

  • Total holiday rentals

    Explore 20 holiday rentals in Chessington

  • Nightly prices starting at

    Chessington holiday rentals start at £22 per night before taxes and fees

  • Verified guest reviews

    Over 300 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 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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