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 1,010 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.

1 of 1 pages1 / 1
Superhost
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, 105 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 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, 141 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, 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 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, 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 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, 127 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
Houseboat in Surrey
5 out of 5 average rating, 14 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 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, 167 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, 147 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, 407 reviews

Thames Relaxation Luxury 2 bedroom 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 of the Thames near historical Runnymede Parking 1 for car. Designated smoking area . Cruises available during your stay.

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, 388 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, 162 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.

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, 353 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?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$121 SGD$134 SGD$133 SGD$143 SGD$146 SGD$152 SGD$166 SGD$169 SGD$147 SGD$138 SGD$110 SGD$130 SGD
Avg. temp6°C6°C8°C11°C14°C17°C19°C19°C16°C12°C8°C6°C

Frequently Asked Questions

  • 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.

  • 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.

  • 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.

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

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 30 homes with a kitchen, over 10 homes with free parking, over 30 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  1. Airbnb
  2. United Kingdom
  3. England
  4. Surrey
  5. Chertsey