
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.

A luxurious country retreat with Jacuzzi hot tub
A unique and luxurious retreat set alongside a historic 13th Century Wealden hall house Your private countryside haven- a beautifully designed contemporary hideaway for two offers rare privacy and indulgence. Nestled in one of the most magical and peaceful corners of Kent. Heritage meets luxury, where the charm of medieval England blends effortlessly with refined comfort. Surrounded by rolling Wealden countryside and some of the finest traditional pubs in the country. Relax and unwind in style.

Film Studio*Heathrow Airport*Families*Long Stays
Outstanding Property with Excellent Reviews (4.95/5 from 156 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

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.

Edwardian House for 6 people, Surrey/London.
A large period Edwardian house with high ceilings, decorative coving, chandelier lighting and fireplaces. The house is a ten minute walk to the town centre of Epsom where you will find shops and restaurants including Waitrose, Gails, Costa, Oliver Bonas, Caballo Lounge, The Picture House, an arthouse cinema and a leisure centre. Epsom has a train station from where you can travel to London Waterloo in 35 minutes. Epsom has numerous bus routes which end in Croydon, Sutton, Morden and Kingston.

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.

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.

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.

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.

Luxury house with annex
Luxury 4 bedroom house with x4 bathrooms, x7 smart 4k TVs with sky sports and movies Air conditioning and underfloor heating Detached en-suite annex Designer kitchen with all Bosch appliances and granite worktops Fireplace-only in use during November- February X4 bifold doors leading to designer garden with outdoor eating area Very safe house with security locks and cctv surrounding the exterior No parties and no event’s allowed

Executive 2 En-Suite BR W/ Parking, Self Check-in
Kick back and relax in this calm, stylish space. Close toTrain Link to London! The space Modern townhouse with 2 en-suite bedrooms in West Ewell, near Epsom Sleeps 4, making it ideal for tourists, families, friends, business travellers or contractors. With easy access to central London and a range of local attractions, this home offers the perfect blend of city convenience and peaceful retreat
Popular amenities for house rentals in Chessington
House rentals with a pool

Bright spacious home with natural swimming pond

Wellness Escape by River: Sauna, Pool, Hot Tub

Award winning architecture in a National Park

The Old Granary

Old Wharf Cottage

Luxury lodge with heated pool and tennis court use

Serene and private double ensuite near Forest Row

Surrey Cottage with indoor heated swimming pool
Weekly house rentals

The grey retreat

Charming 4-bedroom bungalow in Ashford, Surrey

Little Burley

loudwater close

Beautiful 1870s Victorian House on River Thames

Blossom House New 3bed house in Barons Court

Spacious house not far from Wimbledon Tennis

15th-Century Thatched Cottage on 2.5 Acres
Private house rentals

Idyllic Island Cottage with Boat

Modern House, Central Location, Outdoor Patio

Charming 2 bed cottage.

The White House Oxshott

Waterside retreat in the heart of Sussex

Spacious 3Bedroom House near Crystal Palace London

Charming Victorian Cottage in Battersea

Country escape
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 £22 per night before taxes and fees

Verified guest reviews
Over 300 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
- Hampstead Heath
- St Pancras International
- Wembley Stadium
- Kings Cross
- Buckingham Palace
- London Bridge
- Big Ben
- The O2
- Tower Bridge
- Tottenham Court Road
- Marble Arch
- Natural History Museum
- Trafalgar Square
- Piccadilly Theatre
- London School of Economics and Political Science
- ExCeL London
- Emirates Stadium
- Battersea Power Station (disused)
- Royal Albert Hall
- Russell Square




