Family-friendly vacation rentals in Chertsey

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Top-rated family-friendly rentals in Chertsey

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Guest suite in Claygate

4.94 out of 5 average rating, 146 reviews

Studio, own access, self contained.

The room has it's own entrance door. It has a double Queen size bed, shower room and kitchen area (tea, coffee, cereal etc supplied) with fridge, microwave and single induction hob. There is a sofa, TV & table with two chairs. Our home is about a 10to 15 minute walk to Claygate station. Trains direct to London Waterloo (35 mins) and Guildford. Claygate has local shops and a CoOp, several pubs and restaurants and we are close to a bus stop with a frequent bus service to Kingston for major shops.

Apr 14 – 21

G$18,855 GYD per night

Superhost

Cottage in Englefield Green

4.9 out of 5 average rating, 159 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.

Jan 10 – 17

G$46,204 GYD per night

Guest favorite

Barn in Warfield

4.91 out of 5 average rating, 732 reviews

Delightful small converted barn

Unique newly converted small barn, bright, light and self contained. Sleeps 3 adults or 2 adults and 2 children (or 2 small adults) due to restricted height space in loft. Large gravel drive behind big, wooden gates for safe and easy parking. An assortment of Teas, coffee & biscuits. Breakfast is not provided. Situated down a country lane, within the garden of the house, walking distance to pubs and restaurants. A few miles from Ascot and Royal Windsor, Train stations to London and Reading.

Feb 11 – 18

G$23,213 GYD per night

Guest favorite

Guesthouse in Ashford

4.86 out of 5 average rating, 202 reviews

Garden cottage, easy for London & Surrey

The garden cottage is a quiet haven decorated in calm heritage colours with subtle vintage film themed accents throughout. Entirely detached, it allows guests total privacy and independence. Suitable for single business travellers, couples or families with younger children. There's free parking on site, a peaceful garden and excellent road & train links (<30mins to London Waterloo). Very close to Heathrow, Twickenham, Windsor, Richmond & Hampton Court. A warm welcome awaits all our guests.

Sep 20 – 27

G$23,039 GYD per night

Guest favorite

Cottage in Fittleworth

4.99 out of 5 average rating, 524 reviews

Stylish Hideaway with an amazing woodland view

Our hideaway offers the perfect getaway. Soak up the peace and quiet, take in the amazing view and relax surrounded by ancient woodland, only 50 miles from London. "Watching the birds fly overhead, from the comfort of a relaxing bed. Watching the trees in the winds sway, all my worries seem faraway. Listening to the beauty of the dawn chorus, whilst enjoying the views laid before us. Your woodland hideaway is just the place to fill the visitor's heart with grace." (A guest's poem)

Jan 8 – 15

G$26,736 GYD per night

Guest favorite

Cottage in Englefield Green

5.0 out of 5 average rating, 277 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.

Mar 14 – 21

G$42,951 GYD per night

Guest favorite

Guesthouse in Virginia Water

4.85 out of 5 average rating, 314 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)

Apr 21 – 28

G$16,893 GYD per night

Guest favorite

Home in Horton

4.87 out of 5 average rating, 297 reviews

Modern, spacious 2 bedroom and secure parking

Modern and spacious 2 double bedroom bungalow is located 5 mins from Heathrow. Bus service to and from Heathrow T5. Windsor, Legoland with close proximity car. Liquid Leisure is merely 2 minutes drive and British Rail Wraysbury train station is within 5mins car or 20mins walk from the property and it goes to Windsor and Waterloo London. Secure gated parking, close to local travel amenities. Comfortably fits 4 and being a bungalow it is suitable for the elderly too.

Dec 7 – 14

G$31,599 GYD per night

Guest favorite

Barn in Midhurst

4.97 out of 5 average rating, 551 reviews

The Cowshed, Midhurst

The Cowshed is within walking distance of the centre of Midhurst which lies at the heart of the South Downs National Park and is surrounded by beautiful countryside and a wealth of walking opportunities. Enjoy walking or mountain-biking on the South Downs Way (local bike hire available), explore the beautiful National Trust gardens at Woolbeding, Polo at Cowdray Park or the fantastic sandy beach at West Wittering. Goodwood is a short drive away.

Jan 29 – Feb 5

G$24,499 GYD per night

Guest favorite

Apartment in Cookham

4.94 out of 5 average rating, 516 reviews

Old Butchers Wine Cellar 15th Century Apartment

Our restored 15th century apartment is in a unique position on Cookham High Street, located within 500 meters to 7 different restaurants and pubs and four Michelin Star restaurants within 3 miles. Situated above our beautiful wine shop with a pop up wine bar on Thursday, Friday and Saturday nights. We have very comfortable beds, 100% cotton sheets and towels. The perfect choice for couples, business travellers and families.

Jan 6 – 13

G$34,844 GYD per night

Guest favorite

Cottage in London

4.97 out of 5 average rating, 121 reviews

Lovely Annexe near Surbiton/Kingston, SW London

Self Contained 1 Double Bedroom Apartment Chessington/Surbiton with Private Patio Garden Beautiful self contained 1 double bed annexe with delightful private patio garden, attached to the main Georgian house with it's own independent front door and private off road parking. Short walk to bus or station. Short bus ride to Surbiton and Kingston. 16mins train to London Waterloo from Surbiton.

Jul 22 – 29

G$25,358 GYD per night

Superhost

Home in Woking

4.91 out of 5 average rating, 180 reviews

Country House Woking S/C 2 person Annex

The Annexe is a comfortable, light & airy, completely s/c furnished building suitable for 2 people & built from oaks felled in our garden. The Annexe has a double bedroom, bathroom + bath & shower, living room, kitchenette & 2 sleeping platforms. Central heating & wifi, TV & secure parking. We are a 30 min walk from the station and buses and taxis are easily available.

Jul 14 – 21

G$23,079 GYD per night