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

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.
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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
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The Little Red lion
This unique place has a style all its own. Set within 3 acres of land all conservation area. Sole use of one bedroom apartment. Double bed kitchen area fitted with Smeg Oven , tv with Netflix Amazon . Wi-Fi , barbecue area , outside seating . Washing machine &tumble drier available . Off street parking. Perfect location for Wentworth Golf course , Windsor castle , Heathrow airport, Longcross & Shepperton studios , walking distance Thorpe Park, ideal for Fright Night ! 8 miles Lapland Bracknell
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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.
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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.
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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.
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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 bedroom with a (new June 2026) double bed (4ft 6in) wardrobe and. 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)
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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.
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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.
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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
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The Ultimate Couples Retreat | 30 Mins from London
This countryside retreat is the perfect romantic escape, just a 35 minute taxi/train ride minutes from London. Unwind in your private luxury hot tub, sip on a complimentary bottle Champagne under the stars, and wake up to breathtaking views of rolling fields and wildlife. Our handcrafted shepherd’s hut blends rustic charm with modern comfort, offering a king-sized stargazing bed, a cozy fire-lit deck, and a luxury bathroom, all set in a peaceful meadow.
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Tinkerbell Retreat
You'll love this unique and romantic escape. Situated in its own private plot on the river front. Pour a glass of wine, sit back in the hot tub and watch the cormorant pop up, or the kingfishers fly by. Perfect for fishing from the deck . A new addition to Tinkerbell is a Myo Master chill bath. It helps improve symptoms of anxiety and stress . Reduce muscle soreness and inflammation. Boost immune system. Ease pain and increase mental alertness.
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Popular amenities for Chertsey holiday rentals
Stay near Chertsey's top sights
Other great holiday rentals in Chertsey

Spacious 3 Bed Home, Conservatory & Private Garden
Hospitality

Stylish 1 bed Apt w/ Parking 5 Mins from M25
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*Stylish Flat in Chertsey
LocationQuietLong stay

2 bedroom 2 bathroom cottage in beautiful woodland
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The Snug - adorable, private, 1-King bed cottage.
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Lovely 1 bed apartment in the heart of Weybridge
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Kingfisher cabin on a river Thames meadow
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South Wing of Country House
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When is the best time to visit Chertsey?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $134 AUD | $148 AUD | $147 AUD | $158 AUD | $161 AUD | $168 AUD | $184 AUD | $187 AUD | $163 AUD | $153 AUD | $121 AUD | $144 AUD |
| 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 vacation rentals in Chertsey?
Chertsey has more than 20 family-friendly stays. 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 $40 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 vacation rentals with a dedicated workspace in Chertsey?
Yes! Work meets play with ease at over 20 vacation 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 apartment rentals in Chertsey have a kitchen?
Absolutely! We offer over 30 apartment rentals with a kitchen in Chertsey. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Chertsey have wifi?
Absolutely! We offer over 30 apartment 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 60 holiday rentals in Chertsey

Nightly prices starting at
Chertsey holiday rentals start at $43 AUD per night before taxes and fees

Verified guest reviews
Over 1,070 verified reviews to help you choose

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

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
60 of Chertsey holiday rentals include Wi-Fi 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
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- London Bridge
- ExCeL London
- The O2
- Brighton Seafront
- Tower Bridge
- Emirates Stadium
- West Wittering Beach
- Clapham Common
- University of Oxford
- Goodwood Motor Circuit
- South Downs National Park
- Buckingham Palace
- Blenheim Palace
- Thorpe Park Resort
- Alexandra Palace
- Chessington World of Adventures Resort
- Big Ben
- London Stadium





