
House holiday rentals in Chertsey
Find and book unique houses on Airbnb
Top-rated house rentals in Chertsey
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.

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

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 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.

Luxury self-contained Annexe with balcony Jacuzzi
Luxury self-contained annexe on the edge of the Chilterns, situated in the peaceful countryside which can be enjoyed from the hot tub, yet only 5 mins to the M40, 15 mins to Oxford Park & Ride & 15 mins to the station with trains to London taking 45 mins. It is the perfect place to relax with cosy lounge, wood burning stove, bespoke kitchen & underfloor heating. Upstairs features a super-king sized bed, seating area, luxury wet-room with underfloor heating, balcony and Jacuzzi.

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.

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.

Ivy Cottage
Modern yet full of charm, Ivy Cottage is a stylish 3-bed home in central Chertsey. Relax in the cosy living area, cook in the fully equipped kitchen, and enjoy the private garden with a garden room. Dog-friendly with thoughtful touches for your pup. Close to Thorpe Park, Foxhills, Windsor, and local pubs.

Hogwarts Hideaway (Themed Property)
You've been accepted into Hogwarts! But which house will you be selected for; the sorting hat will see to that! This themed property is a delight to all Potter fans looking to compliment their trip to Warner Brother's Studio (The making of Harry Potter), which is only 8-10 minutes' drive away.
Popular amenities for house rentals in Chertsey
House rentals with a pool

Blackham Farm

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

Large Island Home with Pool on the River Thames

Old Wharf Cottage

Eden Cottage, your home away
Weekly house rentals

Calm spacious home w/ large terrace & free parking

Charming 4-bedroom bungalow in Ashford, Surrey

Beautiful 1870s Victorian House on River Thames

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

Unique 4/bed home - hot tub, parking, dog friendly

Magnolia Lodge - 4 Beds, Fabulous Garden, Parking

Country escape

Stylish Home in the Heart of Cobham - Free Parking
Private house rentals

Corner Hall 1620's Georgian Townhouse in Staines

4 Bedroom Luxury Home Features HotTub & Pool Table

Luxury Designer Mews Apt by Hyde Park Notting Hill

High end luxury home with Hot Tub | Parking, EV

Charming central village, period, country cottage

Luxury 3 bed cottage with Sauna, Chobham, sleeps 6

Blossom House New 3bed house in Barons Court

Spacious 3BR Home in West London with Parking
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 $52 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
- Tottenham Court Road
- Tower Bridge
- London Bridge
- Big Ben
- Trafalgar Square
- Emirates Stadium
- ExCeL London
- Battersea Power Station (disused)
- Royal Albert Hall
- Russell Square
- Olympia Events
- Borough Market
- Clapham Common





