
House holiday rentals in Chessington
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Top-rated house rentals in Chessington
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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.

Hidden Oasis 15min To Central London (entire home)
WELCOME TO OUR BEAUTIFUL HOME! Perfect for families and large groups (up to 10). The entire home and gardens will be all yours. Recently renovated with 4 comfortable bedrooms (2 with en-suite), a big kitchen for socialising in and a Mediterranean-style gardens located on a quiet residential road. We are 20 min walk to Woolwich Station. From here you can get to the Excel (4mins), Canary Wharf (8mins), Liverpool St (15mins), Tottenham Court Rd (20mins), Paddington (26mins), Heathrow (50mins).

Beautiful 3 Bedroom Cottage In Central Dorking
Welcome to our fantastic newly renovated 3 bedroom home located in Dorking. Beautifully presented throughout, this self catering home benefits from an open plan fully equipped kitchen / lounge / diner with patio doors leading out to the courtyard which has its own outdoor dining area, which is well lit and full of gorgeous foliage. Spread over 4 floors there are 3 bedrooms that can comfortably accommodate up to 5 guests and two stunning bathrooms, both equipped with shower, sink and toilet.

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.

Charming Mews House near Windsor Castle, London and Ascot
This Grade 11 listed Mews property was built in 1872 and offers contemporary, luxurious living space. Luxurious beds, a beautiful bathroom, abundant art and character; the properties look onto an ancient courtyard with fountain, secure behind private gates with parking. The location is exceptional. Windsor Great Park is a 10 min stroll away, and Windsor is 3 miles away, Wentworth Golf Club and Ascot are all within 6 miles. Central London is 35 minutes by train. Heathrow is 6 miles away.

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!

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.

Cozy Cottage-House
Make some memories at this unique and family-friendly house. Just a 5 minute drive to Chessington World of Adventures & a 20 minute drive to Wimbledon Tennis. A cosy but spacious, family friendly house with a 5 minute walk to Chessington North train station, that has direct links to Wimbledon and London Waterloo where it will take you just 35 minutes to be in Central London. Sit back and relax in the 100 foot garden, have a drink on the patio. Free parking for 2 ca

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.

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).

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

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

Bright spacious home with natural swimming pond

Pool & Piano | Hidden Oasis in Kensington Olympia

Wellness Escape by River: Sauna, Pool, Hot Tub

Blackham Court Farmhouse

Modern Escape-Jacuzzi & Ice Bath

Luxury lodge with heated pool and tennis court use

Serene and private double ensuite near Forest Row

Luxury Country House, Pool, Annex & 2-Acre Oasis
Weekly house rentals

Detached 6 bedroom family house with Sky TV

Ultra modern family 4 bed home

Spacious Family Bungalow with Garden for up to 7

3 Bedroom Mews Home, Clapham Common, 7mins to tube

Beautiful 1870s Victorian House on River Thames

Idyllic House on the Thames

Lovely 3 bedroom cottage with garden

Umbrella Handle Factory
Private house rentals

Beautiful 2 Bedroom Mews House

Lovekush Epsom/Banstead 5 Bedrooms, London Views

The White House Oxshott

Family home near Hampton Court (Sleeps 8)

The House of the Happy Horny Cow

Spacious house not far from Wimbledon Tennis

Country home with amazing views

15th-Century Thatched Cottage on 2.5 Acres
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 $51 SGD 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




