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Holiday rentals in Chertsey

Find and book unique accommodation on Airbnb

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 $39 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!

Top-rated holiday rentals in Chertsey

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

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Guest favourite
The exterior view showcases a historic Mews property built of light-colored brick with a slate roof. Paved pathways lead through a well-maintained courtyard, bordered by greenery and mature trees. A secure, private entrance is visible, providing access to the residence.
Cottage in Englefield Green
4.94 out of 5 average rating, 103 reviews

5* Boutique Hse Nr 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 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, 376 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, 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

Top guest favourite
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.
Guest house in Ottershaw
4.94 out of 5 average rating, 84 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 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.
Flat in Surrey
4.97 out of 5 average rating, 72 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

Top guest favourite
The spacious bed is dressed in white linens, complemented by decorative pillows featuring tropical patterns. Gold sconces flank the bed, illuminating the unique textural wall with intricate patterns. A round mirror adds depth, reflecting the soft lighting in the cozy sleeping area.
Guest house in Surrey
4.96 out of 5 average rating, 329 reviews

Ground floor studio flat

A quiet, ground floor studio flat, fully self-contained, affording high levels of privacy & comfort, with freedom to come & go via your own front door at anytime day or night. Situated in a quiet, safe, leafy cul-de-sac in Cobham (dubbed UK’s Beverly Hills!) which offers: The Ivy, gastro pubs, boutique shops, Waitrose & more. Driving: 5mins to Oxshott station, 10mins to M25, 20mins to Guildford (or train). Airports: Heathrow (10miles), Gatwick (16miles). Trains to London Waterloo: 35mins.

Guest favourite
Cottage in Wisley
4.94 out of 5 average rating, 69 reviews

Luxury Cottage With Ancient Woodland Surrounds

Blackwood is the perfect city retreat sleeping up to four guests amid ancient woodlands. Ideal for families or small groups, it features a spacious open-plan living and dining area that blends cosiness, charm, and comfort. Relax on the large sofa, enjoy the 75" HD TV, high-speed internet, and ample room for board games or puzzles. The Master bedroom boasts a beautiful four-poster bed, while the second bedroom offers a small double. A full kitchen and dining area with private outdoor seating.

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, 124 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.

Guest favourite
The Kingfisher cabin is nestled among lush greenery, framed by trees and foliage. The surrounding garden features varied plants and shrubs, leading to a pathway that guides visitors toward the peaceful cabin, which is partially obscured by the landscape.
Guest house in Surrey
4.94 out of 5 average rating, 78 reviews

Kingfisher cabin on a river Thames meadow

Take it easy at this unique and tranquil getaway. Kingfisher cabin guest house is quietly tucked away on a river Thames meadow with views across the meadow and access to the river . parking and a designated outside space with table and chairs plus a bbq and kayaks for use. river swimming ,public picnic area ,boat hire fishing and bird watching on your doorstep. Fabulous walking routes riverside ,lake,meadow and woodland all locally accessible . Close to many interesting sites and activities

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, 164 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
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.

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, 158 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.

Popular amenities for Chertsey holiday rentals

When is the best time to visit Chertsey?

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Avg. price$122 SGD$135 SGD$133 SGD$144 SGD$146 SGD$153 SGD$167 SGD$170 SGD$148 SGD$139 SGD$110 SGD$131 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 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 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.

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

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