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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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, 367 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.

LocationValueAir conditioning

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, 138 reviews

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

ValueLocationAmenities

Top Guest favourite
The entrance to a one-bedroom apartment is presented, featuring a white door framed by black wooden siding. Potted plants with vibrant red flowers and greenery decorate the area, while a dark folding chair is positioned nearby. Soft lighting is provided by woven pendant fixtures.
Apartment in Surrey
4.97 out of 5 average rating, 69 reviews

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

LocationFamilyAmenities

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 Old Windsor
4.99 out of 5 average rating, 105 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.

LocationFamilyIndoor spaces

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, 123 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.

LocationValueView

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, 162 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.

LocationFamilyCondition

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, 514 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 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)

LocationFamilyLaundry

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, 385 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.

LocationFamilyKitchen

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, 157 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.

FamilyLocationBathroom

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
4.97 out of 5 average rating, 345 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

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Superhost
A couple relaxes in a bubbling outdoor hot tub, holding glasses, with a scenic view of lush green fields and trees in the background. A champagne bottle sits in an ice bucket beside them, enhancing the tranquil atmosphere.
Shepherd’s hut in Chessington
4.98 out of 5 average rating, 357 reviews

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.

ValueLocationBreakfast

Top Guest favourite
A wooden hut is nestled among lush greenery, surrounded by trees and shrubs. Steps lead up to the entrance, which is framed by large glass doors. A small seating area is visible in the garden, providing a relaxing outdoor space.
Shepherd’s hut in Addlestone
4.96 out of 5 average rating, 162 reviews

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.

ValueLocationBathroom

Popular amenities for Chertsey holiday rentals

When is the best time to visit Chertsey?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
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. temp6°C6°C8°C11°C14°C17°C19°C19°C16°C12°C8°C6°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!

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