
House holiday rentals in Chessington
Find and book unique houses on Airbnb
Top-rated house rentals in Chessington
Guests agree: These houses are highly rated for location, cleanliness and more.

Five Star Boutique House near Windsor Castle, Ascot & London
This Grade 11 listed Mews property was built in 1872 and offers contemporary, luxurious living space. Luxurious king size beds, beautiful bathrooms, 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.

Legoland * HeathrowAirport * Families * Long Stays
Outstanding Property with Excellent Reviews (4.95/5 from 150 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

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

Epsom, parking, near food/shops, train to 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.

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. Small to medium dogs are also welcome. EV charging points are NOT on premise. They are on street charging points.

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!

Beautiful 2 bedroomed home in Wallington
This is a beautiful, stylish, recently refurbished two bedroomed self contained annexe in a quiet residential, tree lined road. Fully fitted kitchen with oven, hob, fridge, freezer, microwave, washing machine & dishwasher. Lounge/dining area with corner sofa, sky tv and dining table. Upstairs - bedroom with a double bed, wardrobe, tv & chest of drawers, bedroom 2 with single bed & wardrobe. The bathroom has a bath with overhead shower. Parking available. Wi-fi throughout. No smoking

Garden Summerhouse w/ Parking
Private garden summerhouse with full bathroom and kitchen at the back of our garden. The summerhouse is newly built, has full bifolding glass doors and it includes a Smart TV with Utra Fast WIFI. Our house is 5-minute walk from the heart of Wimbledon City Centre and Wimbledon train, tube, and tram station. There is a wide variety of restaurants, shops and supermarkets in the area. The property is tucked away in a quite road and has a modern garden with a beautiful mature cherry tree.

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.

Beautiful two bed lodge with free parking in Epsom
This peaceful self contained house, offers easy access to town and countryside. Epsom racecourse is a 15min walk away. Accessible from Gatwick (28 mins) and Heathrow (35 mins), Epsom train station is a 15 min walk away with trains to Waterloo, London Bridge and Victoria. Plenty of shops and restaurants in the town centre and the charming Grumpy Mole at the Amato is a 2 min walk. Chessington World of Adventures is 15 mins by car. Free off road parking for one car.

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

Bright spacious home with natural swimming pond

The Getaway-10%off- Stunning flat

The Old Granary

Cozy Studio with Private En-Suite, Kitchenette

Modern Escape-Jacuzzi & Ice Bath

Chic Family Home near Notting Hill

6BR House | Heated Pool & Parking | North London.

Luxury lodge with heated pool and tennis court use
Weekly house rentals

Welcome to The Cottage - Thames Ditton, Surrey

Cozy 2-Bed near Thorpe Park + Free Parking

Luxury 4bed house with 1 bed annex

Richmond Escape

Luxury 4 bedroom house in Wimbledon village

Cosy convenient cottage

Idyllic House on the Thames

Lovely Cottage, Teddington, 30 mins central London
Private house rentals

Detached 6 bedroom family house with Sky TV

Cozy+elegant Studio@West Acton

Guest annex - own entrance

Lovely Onebedroom House

2 bedroom 2 bath Garden house in London

Lovely & Charming London House with Parking

Country home with amazing views

The Light & Luxe Haven
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 $69 NZD per night before taxes and fees

Verified guest reviews
Over 260 verified reviews to help you choose

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

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

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- Tower Bridge
- Big Ben
- London Bridge
- Westminster Abbey
- British Museum
- Covent Garden
- Buckingham Palace
- Hampstead Heath
- The O2
- Trafalgar Square
- St Pancras International
- Emirates Stadium
- Wembley Stadium
- St Paul's Cathedral
- ExCeL London
- Camden Market
- London Stadium
- Clapham Common
- Alexandra Palace
- University of Oxford
- Goodwood Motor Circuit
- Primrose Hill
- Queen Elizabeth Olympic Park, London
- Windsor Castle




