
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.

Charming 5* Hse 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, a beautiful bathroom, abundant art and character; the property looks 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 140 Guests) Nestled in a picturesque area, this property offers a perfect balance of tranquility & 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

Beautiful Light, Open Plan Garden Lodge
This beautiful Garden Lodge is set away from the main house, accessed via automatic gates within gated grounds. Fitted kitchen with all mod cons in a very large open plan living space. 2 very small bedrooms. Bedroom 1: 1 double bed. Bedroom 2: 1 double bed. Main Space: 1 double bed. Suitable for couples, families, solo guests, business travellers, and groups, sleeping up to 6 people. Also, useable for daytime business meetings, seminars and training sessions up to 12 people by application.

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!

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.

Free Parking 25 Min central London close to statio
JUST 25 Minutes by train to central London and just over an hour to the Cotswolds. FREE cancellation up to 24hrs prior to arrival. No damage deposit required, no cleaning fee or hidden charges. Outside of Londons ULEZ zone. FREE Parking. sleeping up to 5 this cosy house is a luxury renovated 1 bed in a quiet gated development. King size, double & single sofa beds. Close to Brooklands, Windsor, Ascot Thorpe Park, Legoland,Chessington , Wisley, Hampton Court, Heathrow

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.

Idyllic Historic Cottage Henfield
Nestled up a quaint cobbled footpath, this enchanting cottage retains exquisite period features, including a stunning inglenook fireplace and a cozy wood-burning stove, creating a warm and inviting atmosphere. Perfectly positioned in the heart of the South Downs, it’s just a 20-minute drive to vibrant Brighton & Hove, with scenic country walks right on your doorstep. Henfield High Street, full of charm and local amenities, is just a short 5-8 minute stroll away.

Cosy wood burner country views cold water swimming
Unique eco sustainable guest house built in 2022 with stunning views over private fields lined with Oak Trees as well as views overlooking a private new pristine 17m swimming pool. The pool is maintained Oct-Mar for cold water swimming. Quiet location, country walks (close to National Park) and a local pub 1 mile away. Modern, new stylish interiors with a cosy wood burner and large patio and fire pit outside. Conveniently located 15 miles to Gatwick Airport.

Cosy private home near Heathrow & Central London
Lovely bright 2 bedroom house in Hampton Hill near Heathrow & Central London. The property is located with a benefits from easy access to the motorway and as well key routs into central London is you wish to drive. With a short 7-10 minute by bus to the Feltham train station and the line is takes you to London Waterloo or Windsor Castle (a 25 minute journey) 15 minutes drive from London Heathrow Airport and 5-10 minutes drive to the Twickenham Rugby Stadium.
Popular amenities for Chessington house rentals
House rentals with a pool

Spacious & stylish family home

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

Modern Escape-Jacuzzi & Ice Bath

Chic Family Home near Notting Hill

6B House | Parking | Heated Pool | Central London
Weekly house rentals

Modern 4BR House|Spacious|Garden|Free Parking

Detached 6 bedroom family house with Sky TV

3 bedroom house with parking

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

Beautiful 1870s Victorian House on River Thames

Lovely Cottage, Teddington, 30 mins central London

Lovely & Charming London House with Parking

Beautiful 3 Bed Home in Walton-on-Thames
Private house rentals

Victorian House, Close to Centre - Self Check-in

Bright self-contained studio

£3m Notting Hill Mews House

Beautiful Ground Floor Apartment + Private Garden

Lovely Onebedroom House

COZY CHIC HOUSE with GARDEN - New Listing

First Floor Private Studio next to Heathrow & Tube

Idyllic House on the Thames
Quick stats about house rentals in Chessington
Total rentals
20 properties
Nightly prices starting at
$61 AUD before taxes and fees
Total number of reviews
200 reviews
Family-friendly rentals
10 properties are a good fit for families
Wi-Fi availability
20 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
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- British Museum
- Covent Garden
- Buckingham Palace
- Wembley Stadium
- Big Ben
- Trafalgar Square
- Tower Bridge
- London Bridge
- Hampstead Heath
- The O2
- Harrods
- Barbican Centre
- St. Paul's Cathedral
- Emirates Stadium
- ExCeL London
- St Pancras International
- Camden Market
- London Stadium
- Alexandra Palace
- Oxford University
- Clapham Common
- Goodwood Motor Circuit
- Primrose Hill
- Queen Elizabeth Olympic Park, London