
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.

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.

Sweet farm cottage, Ide Hill, Hever, Edenbridge
Puncheur Place is a semi-detached cottage on a private Estate in the middle of cycling country at the foot of Ide Hill nr Hever. It is quiet yet accessible to dozens of pubs/golf. The garden is west facing and large. Perfect for outdoor picnics. The cottage is not huge, but cozy. Many footpaths. This is Tudor County so many period properties and pubs nearby. Indeed our Estate was once owned by Thomas Boleyn, then Mary Boleyn after the beheading of her sister Anne in 1533. #puncheurplace

A deluxe home to explore Sussex and beyond
This deluxe, dedicated two-bedroom accommodation is light, fresh and airy. A great base to relax in the garden and games room or explore Sussex, Kent and beyond. Situated is in a quiet cul-de-sac with lovely country walks on your doorstep. Also you are within easy driving distance of Ashdown Forest, the South Downs the coast, the Bluebell Railway and several National Trust properties. Buxted train station, offers easy access for shopping in the local town and is a direct line to London.

The Stables, Little Marlow
A fabulous, converted barn, located in the very desirable village of Little Marlow, Bucks. The property is set within 3/4 acre for your private use and has it's own private driveway + parking. The interior has underfloor heating, a wood burning stove, panelled walls, en-suite, and a family bathroom. Little Marlow has been in numerous Midsomer Murder TV series. The village has two pubs, a cricket ground and a church. The property is a 10 min walk to the river Thames. AONB & cons. area

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.

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.

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

Hampstead Cottage with courtyard
Welcome to a charming Hampstead cottage - a peaceful retreat just steps from the bustling High Street, tube station, and the iconic Holly Bush pub. Stylish and serene, it features a courtyard, two bedrooms (one king, one double), a modern bathroom, a cosy dining room, and a fully equipped kitchen - perfect for a relaxing stay in one of London’s most charming neighbourhoods beloved for its cobbled streets and cultural character.

3 Bedroom Maisonette House in Kew Gardens/Richmond
Elegant and spacious 3-bedroom maisonette just moments from Kew Gardens. This light-filled home features a stylish living area, fully equipped kitchen, and a beautiful private terrace—ideal for outdoor dining. Located close to Kew Gardens Underground Station with fast links to central London. A perfect base for families, friends, or business travellers seeking comfort, charm, and convenience.

Orquidea Relaxation home with hot tub
Come and enjoy this peaceful time to disconnect and live a few days of relaxation. This beautiful place is newly renovated and equipped with all the amenities you need to have the best stay, with the hot tub available for you to use at all time all year round.

The Lodge
A lovely quiet space to relax, whether it be to visit the local attractions like Hampton court Palace, Sanddown Race course or to take some time out from a busy schedule. The area is surrounded by lots of green space and tranquil walks long the river Thames.

The Pretty Cottage in the heart of Horsham.
This special place is close to everything, with many restaurants, shops, cinema, walking distance to a lovely country side and a Saturday local market. Easy rail access to London and the the coast. Please note is not suitable for instants/children or pets.
Popular amenities for house rentals in Chessington
House rentals with a pool

West Sussex Hideaway – Woodland & Pool Access

Bright spacious home with natural swimming pond

Pool & Piano | Hidden Oasis in Kensington Olympia

Wellness Escape by River: Sauna, Pool, Hot Tub

The Old Granary

Old Wharf Cottage

Modern Escape-Jacuzzi & Ice Bath

Serene and private double ensuite near Forest Row
Weekly house rentals

Beautiful 2 Bedroom Mews House

4 Bedroom Luxury Home Features HotTub & Pool Table

Spacious Family Bungalow with Garden for up to 7

Lovekush Epsom/Banstead 5 Bedrooms, London Views

Little Burley

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

Magnolia Lodge - 4 Beds, Fabulous Garden, Parking

The White House Oxshott
Private house rentals

Ultra modern family 4 bed home

Spacious, Garden home by Walton Station

The grey retreat

Charming 4-bedroom bungalow in Ashford, Surrey

Beautiful barn conversion in rural tranquility

Blossom House New 3bed house in Barons Court

Country home with amazing views

House near Epsom, ideal for business travelers
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 £30 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 & 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!
Destinations to explore
- South Downs National Park
- Paddington
- British Museum
- Covent Garden
- Tower Bridge
- St Pancras International
- Hampstead Heath
- Big Ben
- London Bridge
- Buckingham Palace
- Marble Arch
- Kings Cross
- Wembley Stadium
- The O2
- Tottenham Court Road
- Natural History Museum
- Trafalgar Square
- Piccadilly Theatre
- ExCeL London
- Emirates Stadium
- Battersea Power Station (disused)
- Royal Albert Hall
- Russell Square
- Olympia Events




