Holiday rentals in Chertsey

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Top-rated holiday rentals in Chertsey

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A cosy living area features a black sofa adorned with patterned cushions, complemented by a green rug on the floor. Wooden walls provide a natural warmth, while a framed artwork adds visual interest. A doorway leads to additional spaces within the cabin.
Guest house in Virginia Water
4.85 out of 5 average rating, 506 reviews

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

Top guest favourite
A log cabin exterior is situated in a green garden, featuring well-maintained grass and decorative hanging plants. A swing chair complements the cozy ambiance, while a stone pathway leads to the entrance. The cabin is framed by trees, providing a sense of privacy and tranquility.
Place to stay in Surrey
4.98 out of 5 average rating, 344 reviews

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.

Top guest favourite
A two-story white house with a gabled roof is positioned in a residential area. The main entrance features a welcoming porch framed by potted plants. A paved driveway leads to the door, with neighboring houses and greenery visible on either side.
Home in Addlestone
4.95 out of 5 average rating, 132 reviews

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

Top guest favourite
The sleeping area features a spacious bed with a patterned coverlet, accented by red and black pillows. A seating area with a dark couch and decorative cushions is visible. A painting adorns the wall above the bed, and light is provided by recessed ceiling lights.
Flat in Sunbury-on-Thames
4.95 out of 5 average rating, 216 reviews

Lovely annexe, short walk to River Thames, Sunbury

A stylish, open plan and friendly space, in Sunbury-on-Thames. 5 minute walk to the River Thames and village. Large, modern, self-contained annexe, behind Sunbury House; own entrance and space for parking. Walking distance to the river, village centre with great pubs and restaurants. Hampton Court, Shepperton Studios and Kempton Park nearby. Easy access to Richmond, Windsor, Heathrow and M3/M25. Overground train to London Waterloo (50 mins). Garage facility to store bikes or canoe / kayak.

Top guest favourite
Cottage in Chobham
4.99 out of 5 average rating, 118 reviews

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.

Top guest favourite
A light-filled living area is furnished with a plush sofa and decorative pillows. A stylish coffee table sits centrally on a patterned rug. Lush plants add a touch of greenery, while a large television rests against a sleek media console, enhancing the inviting ambiance.
Home in Surrey
4.93 out of 5 average rating, 159 reviews

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.

Top guest favourite
The exterior of the Georgian dwelling is framed by lush greenery, featuring a variety of plants and trees. A well-kept staircase leads to the entrance, showcasing the brick facade and charming windows. Natural light enhances the inviting atmosphere of the surroundings.
Flat in Esher
4.99 out of 5 average rating, 139 reviews

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.

Top guest favourite
The yacht Oyster Fun'd is securely moored beside a tranquil river, showcasing its sleek exterior and spacious deck. Surrounding features include a paved pathway leading to the entrance, with views of other moored boats and natural scenery in the background.
Boat in Wraysbury
4.97 out of 5 average rating, 389 reviews

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 .

Guest favourite
Apartment in Surrey
4.91 out of 5 average rating, 135 reviews

Guest House in Wentworth, Virginia Water

Welcome to our cozy studio flat in the annex at our home! The space features a king-size bed, a sofa bed for 2 kids or 1 adult, a private bathroom, kitchenette, desk & Freeview TV. Perfectly located: - 5 min walk to Wentworth Golf Club - 5 min drive to Longcross Studios and Windsor Great Park - 15 min drive to Ascot Racecourse, Lapland LEGOLAND, Thorpe Park, Windsor Castle, Heathrow Pls confirm if you require both the King Size bed & Sofa Bed - £25 surcharge for 2 person bookings

Top guest favourite
A cozy living area features a comfortable white sofa adorned with striped cushions. Natural light filters through two windows with shades, highlighting a wooden coffee table and side table displaying a small vase of flowers. A mirror reflects the space, adding depth.
Cottage in Englefield Green
5 out of 5 average rating, 378 reviews

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.

Top guest favourite
An outdoor seating area features a circular table surrounded by dark wooden chairs. A barbeque grill stands nearby, and the surrounding garden is lush with greenery. The unique architecture of the property includes charming brick walls and vibrant green doors, framed by foliage.
Cottage in Chobham
4.99 out of 5 average rating, 149 reviews

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.

Top guest favourite
A cozy sitting room is featured, showcasing a comfortable armchair and a large coffee table adorned with various books and decorative items. A warm fire burns in the fireplace, and built-in shelving lines one wall, filled with a diverse selection of books.
Cottage in Warfield
4.98 out of 5 average rating, 333 reviews

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

When is the best time to visit Chertsey?

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Avg. price$129 SGD$133 SGD$140 SGD$142 SGD$145 SGD$151 SGD$165 SGD$168 SGD$146 SGD$137 SGD$109 SGD$129 SGD
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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 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 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 $38 SGD 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 & 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

    60 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!

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