
House holiday rentals in Chessington
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Top-rated house rentals in Chessington
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High Street Apartment ESHER
Newly converted town centre apartment in fantastic order throughout, offers bright, generous-sized living space. One generous sized double bedroom, ultra modern shower room, fully fitted open plan kitchen (including dishwasher) /reception room. Unlimited high speed internet connectivity. Free, designated parking is available in 100 m. Esher High Street has an excellent range of restaurants including Waitrose, Cote, Giggling Squid, The Good Earth an Everyman Cinema along with coffee shops, pubs.

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).

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.

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.

The Old Cowshed
Relax in the Kent countryside surrounded by original paintings inspired by the natural world. Architect designed and artist owned, this is a unique haven an hour from London. White interiors with original mid century furniture, with splashes of colour in a converted cowshed. Outside you have access to miles walks of walks on your doorstep, including to the excellent local pubs. Perfectly placed for Penshurst Place, Hever Castle and the many other delights Kent offers.

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.

Country Retreat, The Old Cowshed - Sussex
Rural retreat near the South Downs – escape to The Old Cowshed, a cosy, private hideaway just over an hour from London. Tucked away at the end of a long farm drive, on the edge of the South Downs National Park, it offers a true “get away from it all” experience. Surrounded by nature and wildlife, with miles of walking trails on your doorstep, it’s ideal for couples (and a young child) looking to unwind. There’s scope to do as little or as much as you like!

House near Epsom, ideal for business travelers
Ideal for business travelers, a 3 bed house in Ewell West. #Adults only #. Close to Epsom, Sutton, Kingston & Wimbledon. London 30 mins by train. Heathrow and Gatwick airports 30-40 mins. Epsom Racecourse 15 mins. Golf, Walking, Farms and other leisure activities nearby. * School zone no entry between 8-9am, 2.30-4pm*

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.
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

Kensington Pool & Piano | Unique 3BR w/ AC, Garden

Wellness Escape by River: Sauna, Pool, Hot Tub

Award winning architecture in a National Park

The Old Granary

Serene and private double ensuite overlooking pond

Surrey Cottage with indoor heated swimming pool
Weekly house rentals

Whole Cottage in Surbiton

Calm spacious home w/ large terrace & free parking

A Cozy Home Away from Home

Luxury 4 bedroom house in Wimbledon village

A luxurious country retreat with Jacuzzi hot tub

Spacious, level, luxury home with log burner

Stylish Home in the Heart of Cobham - Free Parking

London Park View Loft House
Private house rentals

Luxury house with annex

Welcome to The Cottage - Thames Ditton, Surrey

Elegant Mews House w/ Roof Terrace in Notting Hill

Beautiful 1870s Victorian House on River Thames

Surbiton Home -Surbiton-FreeParkings-No Guest Fee

Cute Wimbledon Village cottage

Stylish London Home with Garden and 5-Car Parking

3 Dbl Bed House Nr Hampton Court. Free Parking
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
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- London Bridge
- ExCeL London
- The O2
- Brighton Seafront
- Tower Bridge
- Emirates Stadium
- West Wittering Beach
- Clapham Common
- University of Oxford
- Goodwood Motor Circuit
- South Downs National Park
- Buckingham Palace
- Thorpe Park Resort
- Alexandra Palace
- Chessington World of Adventures Resort
- Big Ben
- London Stadium
- Windsor Castle





