Vacation rentals in Chertsey

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Quick stats about vacation rentals in Chertsey

  • Total vacation rentals

    Explore 60 vacation rentals in Chertsey

  • Nightly prices starting at

    Chertsey vacation rentals start at ﺩ.ﺇ 110 per night before taxes and fees

  • Verified guest reviews

    Over 1,010 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Chertsey vacation 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!

Top-rated vacation rentals in Chertsey

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

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Top guest favorite
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
4.94 out of 5 average rating, 143 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

Top guest favorite
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, 392 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.

Guest favorite
A modern living area is depicted with a stylish sofa and armchair arrangement. Natural light enters through large windows, highlighting the wooden flooring. A flat-screen TV is mounted on the wall, while potted plants and decorative vases add a touch of greenery to the space.
Cottage in Englefield Green
4.89 out of 5 average rating, 210 reviews

Luxury 5* 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.

Top guest favorite
The exterior of the converted barn is showcased, featuring natural stone walls and a large patio area. A dining table with chairs sits under a shaded trellis, surrounded by greenery. The clear blue sky and sunlight enhance the inviting outdoor space.
Guesthouse in Ottershaw
4.94 out of 5 average rating, 85 reviews

The Snug - adorable, private, 1-King bed cottage.

Close to amenities, the Snug is tucked away in the premier road in Ottershaw village. Set in a private & tranquil setting with all mod cons including hi speed wifi, smart TV's, open plan fully equipped kitchen & facilities to make your stay a memorable one whether it's for business or pleasure. Chobham, Woking & Weybridge are less than 10 min drive making the Snug an ideal base for visitors to McLaren, BP Sunbury, Samsung, GSK, etc. London is 18 min train from Woking & LHR T5 is 15 min drive.

Top guest favorite
An outdoor hot tub is situated on a wooden deck, surrounded by lush greenery. A seating area with a light-colored chair offers a comfortable spot to relax. Large sliding glass doors lead into the retreat, allowing for seamless indoor-outdoor access.
Shepherd’s hut in Chessington
4.99 out of 5 average rating, 198 reviews

Lavish Retreat & Champagne 30mins Taxi from London

The Little Touch of Grey, provides an electric ambiance and the perfect setting for the elite of mind, who wants to reward both themselves and their partner. We are proud to share the latest addition to our portfolio with those who appreciate of all things bespoke. Included are; a complimentary bottle of Champagne, indoor & outdoor Jacuzzi, underfloor heating, sound system and salacious yet tasteful surprises throughout. For special occasions, use our secret compartment to add to your surprise.

Top guest favorite
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, 106 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 favorite
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, 128 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 favorite
Houseboat in Surrey
5.0 out of 5 average rating, 15 reviews

The Dutchess-glorious houseboat-Doyly Carte Island

You'll love this unique and romantic escape on a private island. Exquisitely styled, lovingly detailed - you will be cocooned in style on this stunning mostly renovated Dutch Barge. Stay in with a bottle of champagne or you are within walking distance of Doyly's Cafe on Doyly Carte Island, 2 fabulous pubs and Weybridge High St restaurants. *Doyly Carte Island: access on the island is via the pathways provided. At no time should visitors enter the main house or its front or rear garden*

Top guest favorite
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.
Apartment in Esher
4.99 out of 5 average rating, 149 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 favorite
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
5.0 out of 5 average rating, 389 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.

Guest favorite
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 Bracknell Forest
4.97 out of 5 average rating, 358 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

Top guest favorite
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, 167 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.

Popular amenities for Chertsey vacation rentals

When is the best time to visit Chertsey?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 345ﺩ.ﺇ 382ﺩ.ﺇ 378ﺩ.ﺇ 411ﺩ.ﺇ 415ﺩ.ﺇ 408ﺩ.ﺇ 474ﺩ.ﺇ 481ﺩ.ﺇ 419ﺩ.ﺇ 393ﺩ.ﺇ 312ﺩ.ﺇ 371
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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 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.

  • 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.

  • 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 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.

  • 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 wifi, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.