
House holiday rentals in Chertsey
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Top-rated house rentals in Chertsey
Guests agree: these houses are highly rated for location, cleanliness and more.

Spacious family house & Free parking
Welcome to our charming home. Free parking is available in front of the house and on our quiet street, fully fenced garden and rooms accommodating up to 6 guests. Our well insulated house has newly fitted central heating in all rooms and bathrooms. It is warm and cosy in winter and cool in the summer. Enjoy super fast Wi-Fi, Smart TV, Sky sports, Netflix. Conveniently access to A3, M3, A331, and M25 making this the perfect base for families, groups, or business travelers with (no cleaning fees)

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.

Historic building in the centre of Windsor.
Beautifully renovated 1850's Coach House. This is part of a building that housed Queen Victoria's Equerries at Windsor Castle. Based in central Windsor with private parking, the property is an ideal place for a staycation. Mess about on the river (boating, paddle boarding, swimming) or visit the many beauty spots in the area. Legoland, Windsor Great Park, Windsor Castle and Swinley mountain bike trails are all within easy reach. A unique property that we hope that you will love as much as us.

Film Studio*Heathrow Airport*Families*Long Stays
Outstanding Property with Excellent Reviews (4.95/5 from 164 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

Taylour House - Historic, unique, yet modern
Welcome to our historic 'hidden gem' Taylour House built in 1468 for the Lord Mayor of London. Quiet yet town centre location with local amenities on your doorstep. Easy reach of Central London, (Edenbridge Town station 10 mins walk) Gatwick and Heathrow. Sleeps up to 10 guests. Private dining by prior arrangement. Perfect for a holiday, family gatherings, birthday celebrations and hen/stag and bridal parties. Full refurbishment carried out in 2023. Children and dogs very welcome.

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.

A Perfect Pad in Pangbourne!
The house was 'created' in 2020 having originally been part of the village pub - it’s now part of a redeveloped property which also includes the owners home and a fabulous cafe called Artichoke Cafe. The property is right in the heart of the picturesque riverside village of Pangbourne with its fabulous specialist shops, cafes, restaurants and pubs. Yet only ten minutes walk gets you to the countryside! The village also boasts a mainline station with direct trains to London Paddington.

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 Truly Incredible Windsor Home, Free Parking
Welcome to your stay at this incredible and unique Grade II listed building- a stunning 3 bedroom house. Absolutely NO Parties and NO Events. I live close by and guests will be asked to leave immediately. No loud sounds after 10pm. We have to be very respectful of our neighbours. Walk to town in around 20 minutes where you will be able to visit all of the shops and sights. Alternatively hop in the car and drive to Legoland in around 5 minutes or Ascot Racecourse in just over 10.

River Thames near Windsor, Heathrow & London
Our home sits on the beautiful river Thames in Wraysbury near Windsor. The river runs past the end of the garden. There is a large west facing terrace, from the master bedroom. There is a large living room, kitchen and dinning room. 3 double bedrooms. There's parking for 2 cars in the garden. Windsor, Windsor castle and Lego land are about 20mins away my car. From Wraysbury station you can get into London Waterloo in 42mins. Heathrow is only 15mins drive away.

Gorgeous Cottage in Skirmett with Parking
This gorgeous 3 bedroom cottage, is in the quiet village of Skirmett, situated in the Hambleden Valley, in a particularly pretty area of the Chilterns. Many films and TV series have been filmed in the area, as it is often thought of as quintessentially English. Just a hop and a skip from London and its airports and a short distance from Marlow, Henley or High Wycombe stations... come and step back in time and enjoy a rural setting you won't forget.

Private annexe in Old Windsor.
A private double bedroom annexe, with its own entrance, separated from main house. Private bathroom and full use of the gymnasium and lovely garden. (which includes a small wood area). The house is situated right on the doorstep of Windsor Great Park, in Old Windsor. Windsor town centre is 3 miles away and we are close to Heathrow and the M25 and M4.
Popular amenities for house rentals in Chertsey
House rentals with a pool

Spacious Home Heated Pool(April-Sep) in Tilehurst

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

Old Wharf Cottage

Hidden Gem in the South Downs

Eden Cottage, your home away
Weekly house rentals

Corner Hall 1620's Georgian Townhouse in Staines

Charming 4-bedroom bungalow in Ashford, Surrey

Dog-friendly hot tub home near Windsor Castle

Beautiful 1870s Victorian House on River Thames

Blossom House New 3bed house in Barons Court

Magnolia Lodge - 4 Beds, Fabulous Garden, Parking

Waterside retreat in the heart of Sussex

Spacious, level, luxury home with log burner
Private house rentals

The grey retreat

High end luxury home with Hot Tub | Parking, EV

The White House Oxshott

Spacious 3BR Home in West London with Parking

4BR Heathrow Base – Free Parking – Fast Wi-Fi

Country escape

Historic Surrey Hills Cottage 30 mins from London

Live life in full bloom!
Quick stats about house rentals in Chertsey

Total holiday rentals
Explore 10 holiday rentals in Chertsey

Nightly prices starting at
Chertsey holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 300 verified reviews to help you choose

Wifi availability
10 of Chertsey holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chertsey rentals

5 Average rating
Chertsey stays are highly rated by guests – averaging 5 out of 5!
Destinations to explore
- South Downs National Park
- Paddington
- Covent Garden
- St Pancras International
- British Museum
- Hampstead Heath
- Kings Cross
- The O2
- Buckingham Palace
- Marble Arch
- Wembley Stadium
- Tower Bridge
- Tottenham Court Road
- London Bridge
- Big Ben
- Trafalgar Square
- ExCeL London
- Emirates Stadium
- Battersea Power Station (disused)
- Royal Albert Hall
- Russell Square
- Olympia Events
- Borough Market
- Clapham Common





