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.

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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.
Guesthouse in Virginia Water
4.86 out of 5 average rating, 485 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 spacious sleeping area is designed with wooden paneling and features a comfortable king size bed, adorned with white linens and yellow accent pillows. A bedside table with a lamp is positioned next to the bed, illuminating the room. Natural light enters through the window, complemented by a soft blue shade.
Place to stay in Surrey
4.98 out of 5 average rating, 300 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, 124 reviews

Legoland * HeathrowAirport * Families * Long Stays

Outstanding Property with Excellent Reviews (4.95/5 from 150 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.
Apartment in Sunbury-on-Thames
4.96 out of 5 average rating, 203 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
The charming Victorian Lodge features a classic brick exterior with white trim, framed by lush greenery. Two inviting front windows and a central doorway are surrounded by decorative flower pots. A gravel pathway leads to the entrance, highlighted by an expansive tree nearby.
Cottage in Windsor
4.99 out of 5 average rating, 102 reviews

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.

Top Guest favourite
A comfortable living area is included, featuring a soft, light green sofa and a round wooden dining table surrounded by chairs. The kitchen area contains modern appliances, including a microwave. Bright yellow flowers are placed on the dining table, and a wall art piece adds color.
Guesthouse in Chobham
4.89 out of 5 average rating, 102 reviews

Self contained converted stables

In the countryside but 5 minutes from Woking station (25-30 mins to Waterloo) and very convenient for Heathrow and Gatwick and several major motorways including M25/M3/M4/M2. The self contained converted stable block has 1 bedroom with a Queen size bed, en-suite shower room/loo, kitchen with hob, fridge/freezer, microwave oven and other kitchen essentials. Sitting room area offers Sky TV (all sports and movie channels) & a piano. Off road secure parking alongside Stables. Trained dogs welcome.

Top Guest favourite
The living area features high wooden beams and a large window allowing natural light. A comfortable sofa is placed alongside classic armchairs. A kitchen area with cabinetry is visible, complemented by a decorative lamp and houseplants. Soft textures enhance the cozy environment.
Cottage in Chobham
4.99 out of 5 average rating, 108 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
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, 364 reviews

Thames Relaxation Luxury 42ft Heated Yacht Windsor

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
A cozy studio interior is shown, featuring a king-size bed against the wall with a light blue duvet and decorative pillows. A sofa bed in pastel tones is positioned nearby. Shelving contains framed photographs and decor items. A small desk and chair, along with a lamp, complete the space.
Condo in Surrey
4.91 out of 5 average rating, 131 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, 367 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, 137 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, 307 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$152 AUD$156 AUD$164 AUD$167 AUD$170 AUD$177 AUD$194 AUD$197 AUD$171 AUD$137 AUD$164 AUD$158 AUD
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Frequently Asked Questions

  • How much does it cost to stay in apartment rentals in Chertsey?

    Experience the best of Chertsey with our apartment 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.

  • 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.

  • 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.

  • What are the most popular amenities for House Rentals in Chertsey?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with free parking, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there pet-friendly apartment rentals in Chertsey?

    Four-legged friends are welcome in Chertsey. Choose from more than 10 apartment rentals for guests traveling with pets.

  • Do house rentals in Chertsey have free parking?

    Absolutely! We offer over 10 house rentals with free parking 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.

  • 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.

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 $45 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,300 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

    30 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Chertsey holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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