
House holiday rentals in Chessington
Find and book unique houses on Airbnb
Quick stats about house rentals in Chessington

Total holiday rentals
Explore 30 holiday rentals in Chessington

Nightly prices starting at
Chessington holiday rentals start at $42 AUD per night before taxes and fees

Verified guest reviews
Over 310 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Chessington holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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.

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.
LocationValueWalkability
4.93 out of 5 average rating, 136 reviews
Luxurious studio in Sutton, with parking space
This little gem is the perfect stay for singles and couples. The accommodation is a 4 minutes drive to Sutton station or a 10 minute bus journey. We have many buses stationed near the studio travelling to Morden, Wimbledon, Tooting and other various locations across South west London. Great restaurants, shops and amenities are available on Sutton High street with only a 5 minute walk. The studio is also located 35 minutes from Victoria station and London Bridge, Central London. Parking available
ValueFamilyAmenities
4.91 out of 5 average rating, 158 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.
LocationValueKitchen
5.0 out of 5 average rating, 15 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!
LocationValueAmenities
4.88 out of 5 average rating, 32 reviews
Taylour House - Historic, unique, yet modern
Welcome to our historic 'hidden gem' Taylour House built in 1468 for the Lord Mayor of London. Quiet yet town centre location with local amenities on your doorstep. Easy reach of Central London, (Edenbridge Town station 10 mins walk) Gatwick and Heathrow. Sleeps up to 10 guests. Private dining by prior arrangement. Perfect for a holiday, family gatherings, birthday celebrations and hen/stag and bridal parties. Full refurbishment carried out in 2023. Children and dogs very welcome.
LocationFamilyDecor
4.98 out of 5 average rating, 123 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.
ValueLocationAccuracy
4.89 out of 5 average rating, 54 reviews
The White House Oxshott
Bring the whole family and friends to this great place with lots of room for fun. The house sits on 0.5 acre plot of land, with ample gardens and 4 cars parking driveway. Recently renovated benefiting AGA cooker, Samsung climate control, EV charger. Situated within 2 miles radius - Chessington World of Adventure Resort, Painshill, RHS Wisley, Golf Courses, Restaurants, Supermarkets. 0.6miles to Oxshott train station and 30 mins to Central London. Both LHR and LGW are 21 miles away.
FamilyLocationParking
5.0 out of 5 average rating, 14 reviews
Surrey/London. Home for 6/8 people. Fibre WiFi.
A lovely Edwardian period house 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.
ValueFamilyHiking
4.82 out of 5 average rating, 87 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.
FamilyLocationWalkability
4.91 out of 5 average rating, 32 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.
ValueFamilyQuiet
5.0 out of 5 average rating, 143 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.
FamilyLocationCleanliness
4.92 out of 5 average rating, 139 reviews
Lovely bright 2 bed home close to Hampton Court
We are situated just half a mile from Hampton Court where you will find an array of restaurants, cafes and shops to peruse and just a three minute walk from a large open park leading down to the River Thames. However, please note - Hampton Court is not in London and if you want to be close to London we may be too far for you. There is railway station which is about a 10 - 15 minute walk away and the line takes you to London Waterloo (a 35 minute journey).
LocationFamilyRiver
4.99 out of 5 average rating, 141 reviewsPopular amenities for Chessington house rentals
House rentals with a pool

Surrey Cottage with indoor heated swimming pool
LocationValueHospitality
4.98 out of 5 average rating, 118 reviews
Woodland Escape with Heated Pool
FamilyLocationView
4.75 out of 5 average rating, 24 reviews
Wellness Escape by River: Sauna, Pool, Hot Tub
LocationValueHospitality
5.0 out of 5 average rating, 9 reviews
South Wing of Country House
LocationValueNearby
5.0 out of 5 average rating, 18 reviews
Little Rozel Retreat | Hot Tub, Swim Spa & Nature
LocationHospitalityCleanliness
5.0 out of 5 average rating, 7 reviews
Bright spacious home with natural swimming pond
LocationFamilyKitchen
5.0 out of 5 average rating, 16 reviews
Family home with pool
LocationFamilyIndoor spaces
5.0 out of 5 average rating, 4 reviews
Idyllic rural retreat with optional bespoke yoga
LocationHospitalityCleanliness
Weekly house rentals

Luxury 4BR Kingston Home | Oasis Garden | Nr Train
LocationFamilyDecor
5.0 out of 5 average rating, 42 reviews
Spacious Family Bungalow with Garden for up to 7
LocationValueCondition
4.78 out of 5 average rating, 41 reviews
Luxury one-bed house centrally located
FamilyValueLayout
4.91 out of 5 average rating, 45 reviews
A modern, quirky hideaway - great links to London
FamilyLocationHospitality
5.0 out of 5 average rating, 20 reviews
Welcome to The Cottage - Thames Ditton, Surrey
FamilyLocationParks
5.0 out of 5 average rating, 37 reviews
Cozy 3 Bedroom Terrace Cottage in Epsom
LocationFamilyCondition
4.98 out of 5 average rating, 57 reviews
The Lodge
FamilyLocationAccess
5.0 out of 5 average rating, 65 reviews
Executive Home W/Parking | Direct Train to London
FamilyLocationComfort
5.0 out of 5 average rating, 10 reviewsPrivate house rentals

Luxury Villa with Hot Tub - Royal Ascot, Legoland
FamilyLocationAccuracy
4.93 out of 5 average rating, 14 reviews
Modern 3 bed family home near Esher
LocationFamilyCheckout
4.91 out of 5 average rating, 22 reviews
Historic Surrey Hills Cottage 30 mins from London
FamilyLocationIndoor spaces
4.91 out of 5 average rating, 46 reviews
The Luxury Fulham Townhouse
FamilyValueAccuracy
4.94 out of 5 average rating, 93 reviews
Wimbledon Village 3-Bed House | Free Parking
LocationFamilyIndoor spaces
4.88 out of 5 average rating, 8 reviews
Family home near Hampton Court (Sleeps 8)
LocationValueIndoor spaces
5.0 out of 5 average rating, 14 reviews
A Gentle Riverside Charm 2 bedroom Mews House
FamilyLocationLaundry
4.89 out of 5 average rating, 18 reviews
Little Burley
ValueLocationAccuracy
4.95 out of 5 average rating, 62 reviewsDestinations to explore
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- Brighton Seafront
- St Pancras International
- West Wittering Beach
- London Bridge
- ExCeL London
- The O2
- Tower Bridge
- Clapham Common
- Emirates Stadium
- Goodwood Motor Circuit
- Victoria Park
- University of Oxford
- Tottenham Hotspur Stadium
- Thorpe Park Resort
- The National Bowl
- Big Ben
- Buckingham Palace
- South Downs National Park
- Alexandra Palace





