
House vacation rentals in Chessington
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Quick stats about house rentals in Chessington

Total vacation rentals
Explore 30 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 310 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Chessington vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Chessington rentals

4.9 Average rating
Chessington stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated house rentals in Chessington
Guests agree: these houses are highly rated for location, cleanliness, and more.

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.
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Film Studio*Heathrow Airport*Families*Long Stays
Outstanding Property with Excellent Reviews (4.95/5 from 164 Guests) Nestled in a picturesque area, this property offers a perfect balance of tranquillity & convenience. Enjoy a short stroll to the scenic canal, lush farmlands, and numerous attractive footpaths. Key amenities are just moments away, including Addlestone train station, GP services, a pharmacy, Tesco Extra, shops, and cozy cafés. Weybridge is also within walking distance. Discover the perfect stay at our highly-rated property
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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.
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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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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.
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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!
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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.
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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.
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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.
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Welcome to The Cottage - Thames Ditton, Surrey
Relax with the family. A quaint 2 bedroom cottage in the heart of the historical village of Thames Ditton. With off street parking and a beautiful garden, you can enjoy a coffee on the patio or simply walk a minute to a selection of cafes, restaurants and village stores. A perfect place to start and end your day, whether it be sightseeing in London, going to the races, visiting Hampton Court Palace or nearby National Trust properties.
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The Coach House, Halstead Hall
The Coach House, Halstead Hall is a cosy, detached cottage within the grounds of the Grade II listed residence of the esteemed author Edith Nesbitt. Located in the peaceful village of Halstead, this idyllic retreat offers tranquility while being conveniently just a 20-minute train journey from London, accessible via a short taxi or bus ride to the local train station.
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Idyllic House on the Thames
A tranquil escape for all seasons, experience a truly unique escape on an Island in the Thames, within easy reach of London. The Shack is a newly renovated and beautifully appointed early 20th century riverfront bungalow located on an exclusive Island in the Thames. Perfectly arranged for a weekend getaway, or an extended escape for some tranquillity and relaxation.
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Popular amenities for Chessington house rentals
House rentals with a pool

Family home with pool
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Bright spacious home with natural swimming pond
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Wellness Escape by River: Sauna, Pool, Hot Tub
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Amazing family house in London ideal for families
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Little Rozel Retreat | Hot Tub, Swim Spa & Nature
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Surrey Cottage with indoor heated swimming pool
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Lux Riverside Flat In Battersea Power Station
LocationCleanlinessGetting around

South Wing of Country House
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Weekly house rentals

Spacious Family Bungalow with Garden for up to 7
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Wimbledon Village 3-Bed House | Free Parking
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Peaceful home, Surbiton -FreeParkings-No Guest Fee
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Luxury one-bed house centrally located
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High Street Apartment ESHER
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The Lodge
LocationFamilyKitchen

Historic Surrey Hills Cottage 30 mins from London
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Wild Acre Retreats Thatched Cottage on 2.5 Acres
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Private house rentals

Spacious 4 bed Victorian cottage with parking.
ValueHospitality

Stunning Twickenham 3BR Retreat with Free Parking
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3 bedroom house with parking
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Charming 4-bedroom bungalow in Ashford, Surrey
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The Stanley Modern 3/4BED 3BATH | Comfort & Style
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Cosy 2 Bed, Mews Cottage nr River
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London 4-Bed in Coulsdon, 20 mins Gatwick, Parking
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Fabulous 5 Bed House in London Borough of Kingston
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Destinations to explore
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- Brighton Seafront
- St Pancras International
- London Bridge
- West Wittering Beach
- The O2
- Emirates Stadium
- Tower Bridge
- Tottenham Hotspur Stadium
- Goodwood Motor Circuit
- Clapham Common
- Thorpe Park Resort
- South Downs National Park
- Buckingham Palace
- Victoria Park
- Alexandra Palace
- London Stadium
- Big Ben
- The National Bowl
- London Eye





