
Holiday rentals in Chertsey
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Chertsey
Guests agree: these stays are highly rated for location, cleanliness and more.

Cosy Cabin Virginia Water/Longcross
A separate, detached self contained cabin with private access, situated next to our home . Our cosy cabin has a cosy living area with sofa, a fully equipped kitchen area, separate bathroom with shower and a double bedroom with a 4ft double bed, wardrobe and drawers. Heating/air conditioning. Tea, coffee, sugar and milk provided. Driveway parking space available on request (driveway may not be suitable for large vehicles, however there is plenty of free on street parking) Not suitable for infants

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.

Private Log Cabin
A lovely log cabin set in a corner plot garden with own gate to entry which is always quiet and peaceful. Can sleep up to 4 people including a king size bed, a single bed and a single sofa bed. Free parking is always available on road side. Close to Heathrow Airport, Approx 5 miles, M3, M4 & M25 within 5 miles. Hatton Cross underground station to Heathrow and London Approx 4 miles, Ashford and Sunbury station into London, Twickenham, Windsor etc within 2 miles. Ashford High Street within 1 mile.

Film Studio*Heathrow Airport*Families*Long Stays
Outstanding Property with Excellent Reviews (4.95/5 from 156 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

Gorgeous CountryCottage overlooking Windsor Castle
The Victorian Lodge (1876) is a charming & quintessentially English country cottage on a private estate once owned by King Henry 8th. It sits right beside Windsor Great Park, at the entrance of a long driveway to Little Dower House, where the owners of the Lodge live. The private gardens and stunning view at the Victorian Lodge provide the perfect setting for a small intimate wedding. Whilst the romantic gardens within the Little Dower House estate provide an ideal venue for larger weddings.

Beautiful oak barn in peaceful countryside setting
Delightful detached barn crafted from French oak in a peaceful private lane on a gated country estate. Luxuriously appointed with full facilities for a short break or longer stay. Air Con. Free EV charging point. Many public footpaths close by. Local shops are only a 10 minutes stroll. Gastro pubs, restaurants and independent shops within easy walking distance. A short drive from M25 (J11). Fast rail links to London from Woking. LGBTQ+ friendly. Friendly Spaniel and Siamese cat on site.

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.

Clive House, Portsmouth Road, Esher, KT10 9LH
Nestled walking distance from Esher High Street the apartment is situated across the courtyard of Clive House, a Georgian dwelling built in the middle of the eighteenth century by Clive of India. The newly refurbished accommodation includes : living area, kitchen/ diner and ensuite double bedroom with a kingsize bed. Living includes a new compact and bijou fully fitted kitchen, dining area with wood burner, luxurious sofa and Smart HD TV/ Sonos sound bar as well as complimentary WiFi.

Thames Relaxation 2 bedroom luxury Heated Yacht
Your EXCLUSIVE LUXURY EXPERIENCE on our spacious 42ft x15ft YACHT Oyster Fun’d Moored on the MainstreamThames on our PRIVATE Island *HEATING * 2 double bedrooms White cotton bedding WHITE COMPANY products 2 showers 2 electric toilets Galley fridge microwave induction hob 2 smart TVs Netflix Prime WIFI Seating area below and on deck far reaching views under the shadows of historical Runnymede Parking 1 for car. Designated smoking area . Cruises available during your stay .

2 Bedroom Luxury Cottage (Secure & Quiet)
This charming Cottage is located in the picturesque Village of Englefield Green. Just four miles from Windsor Castle, three miles from Wentworth Golf Course and six miles from Ascot Race Course. Heathrow Airport if just six miles away. 300 metres further down the lane is The Royal Air Force Memorial and below that, on National Trust grounds that skirts the River Thames is the Magna Carta Memorial. The Royal Holloway University is a ten minute stroll across the Village.

The Coach House
The Coach House is a totally unique property, nestled in the peaceful surroundings of Chobham Common. Spread over two floors, this charming accommodation offers 2 bedrooms, 2 bathrooms, a sitting room, a dining room, a kitchen, & a utility room. There is also an outdoor seating area equipped with barbeque, perfect for unwinding. The quirky design & characterful features of this historic building add to its charm & make it a truly delightful place to stay.

Luxury 2 bedroom cottage
Luxury Cottage at Hayley Green A charming, character-filled retreat for up to 4 guests in a peaceful semi-rural setting. Designed for comfort and relaxation, it’s ideal for couples, families, or friends. Enjoy a well-stocked library if you prefer to stay in. Perfectly located: 6 mins to Lapland Ascot 9 mins to Legoland 11 mins to Ascot 16 mins to Windsor & Wentworth 30 mins to Henley-on-Thames Under 1 hour by train to London via nearby Bracknell station
Popular amenities for Chertsey holiday rentals
Stay near Chertsey's top sights
Other great holiday rentals in Chertsey

Charming Stylish Cottage at Windsor Great Park

Brand New 2 Bed in Central Location near Station

The Coach House

Milton Lodge, Horton, Berkshire

The River Nest

3 Bedroom House

Kemble Stay Weybridge | Cosy & Convenient Retreat

Lovely 1 bed apartment in the heart of Weybridge
When is the best time to visit Chertsey?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $130 SGD | $134 SGD | $140 SGD | $143 SGD | $145 SGD | $152 SGD | $166 SGD | $168 SGD | $146 SGD | $137 SGD | $109 SGD | $130 SGD |
| Avg. temp | 6°C | 6°C | 8°C | 11°C | 14°C | 17°C | 19°C | 19°C | 16°C | 12°C | 8°C | 6°C |
Frequently Asked Questions
Are there family-friendly apartment rentals in Chertsey?
Chertsey has more than 10 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Chertsey?
Experience the best of Chertsey with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Chertsey?
Four-legged friends are welcome in Chertsey. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there apartment rentals with a dedicated workspace in Chertsey?
Yes! Work meets play with ease at over 10 apartment rentals in Chertsey featuring dedicated workspaces. Stay connected and productive in your home away from home.
Where should I stay in Chertsey?
Make yourself at home in Chertsey by choosing from our most frequently booked neighborhoods. We have over 290 vacation rentals in Lyne, and over 570 vacation rentals in Chertsey.
Do house rentals in Chertsey have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Chertsey. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Chertsey have wifi?
Absolutely! We offer over 10 house rentals with wifi in Chertsey. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Chertsey have free parking?
Absolutely! We offer over 10 apartment rentals with free parking in Chertsey. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Chertsey

Total holiday rentals
Explore 70 holiday rentals in Chertsey

Nightly prices starting at
Chertsey holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 1,310 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
70 of Chertsey holiday rentals include wifi access

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

4.8 Average rating
Chertsey stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- South Downs National Park
- Paddington
- British Museum
- Covent Garden
- Tower Bridge
- St Pancras International
- Hampstead Heath
- Big Ben
- London Bridge
- Buckingham Palace
- Marble Arch
- Kings Cross
- Wembley Stadium
- The O2
- Tottenham Court Road
- Natural History Museum
- Trafalgar Square
- Piccadilly Theatre
- ExCeL London
- Emirates Stadium
- Battersea Power Station (disused)
- Royal Albert Hall
- Russell Square
- Olympia Events




