
House vacation rentals in Chessington
Find and book unique houses on Airbnb
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.
ValueLocationTV

5 Bed Family & Contractor Stay| Parking | Sleeps 8
Spacious refurbished 5-bedroom home in Walton-on-Thames, ideal for contractors, professionals and families. Sleeps up to 9 with 3 king rooms (each King can be split into 2x singles), 1 double and 1 single, plus 2 en-suites, main bathroom and WC. Includes driveway parking for 3 vehicles, extra free on-street parking, EV charger, fast Wi-Fi, workspace, fully equipped kitchen, utility, comfortable living areas and large garden. Close to Walton/Hersham stations, shops, road links and project sites.
LocationGetting aroundCleanliness

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
FamilyValueHot tub

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.
FamilyValueComfort

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.
LocationFamilyParking

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.
ValueLocationCleanliness

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.
FamilyLocationHot tub

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.
FamilyValueCleanliness

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.
LocationFamilyOutdoor spaces

River Thames near Windsor, Heathrow & London
Our home sits on the beautiful river Thames in Wraysbury near Windsor. The river runs past the end of the garden. There is a large west facing terrace, from the master bedroom. There is a large living room, kitchen and dinning room. 3 double bedrooms. There's parking for 2 cars in the garden. Windsor, Windsor castle and Lego land are about 20mins away my car. From Wraysbury station you can get into London Waterloo in 42mins. Heathrow is only 15mins drive away.
FamilyLocationPets

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.
FamilyLocationIndoor spaces

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.
LocationFamilyComfort
Popular amenities for Chessington house rentals
House rentals with a pool

Family home with pool
FamilyKitchenCleanliness

Bright spacious home with natural swimming pond
FamilyLocationOutdoor spaces

Wellness Escape by River: Sauna, Pool, Hot Tub
FamilyLocationKitchen

Amazing family house in London ideal for families
ValueFamilyGetting around

Little Rozel Retreat | Hot Tub, Swim Spa & Nature
LocationDecorAccuracy

Surrey Cottage with indoor heated swimming pool
ValueFamilyHospitality

3 miles to Royal Ascot, pool, sleeps 12 in 2 acres
FamilyLocationTV

Lux Riverside Flat In Battersea Power Station
LocationComfortGetting around
Weekly house rentals

Beautiful 2 Bedroom Mews House
FamilyLocationGetting around

Spacious Family Bungalow with Garden for up to 7
FamilyLocationWalkability

Wimbledon Village 3-Bed House | Free Parking
FamilyLocationNearby

Peaceful home, Surbiton -FreeParkings-No Guest Fee
ValueLocationParking

Luxury one-bed house centrally located
ValueFamilyWalkability
High Street Apartment ESHER
LocationFamilyView

Historic Surrey Hills Cottage 30 mins from London
LocationFamilyParking

Wild Acre Retreats Thatched Cottage on 2.5 Acres
FamilyLocationBackyard
Private house rentals

The Royal Paddock
LocationParkingAmenities

Hampton Court Snug Sleeps 2-6 Walk to Palace+Train
LocationBathroomCleanliness

Racecourse Marina Lodge | Hot tub | Parking | EV
LocationFamilyAccuracy

Stunning Twickenham 3BR Retreat with Free Parking
FamilyLocationKitchen

A Cozy Home Away from Home
ValueFamilyCheck-in

3 bedroom house with parking
FamilyValueBackyard

The Stanley Modern 3/4BED 3BATH | Comfort & Style
LocationFamilyLaundry

Charming 2 bed cottage.
LocationValueHospitality
Destinations to explore
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- Brighton Seafront
- West Wittering Beach
- London Bridge
- St Pancras International
- ExCeL London
- The O2
- Tottenham Hotspur Stadium
- Emirates Stadium
- Tower Bridge
- Goodwood Motor Circuit
- Clapham Common
- University of Oxford
- South Downs National Park
- Thorpe Park Resort
- Chessington World of Adventures Resort
- Victoria Park
- LEGOLAND® Windsor Resort
- Buckingham Palace
- Big Ben





