Kid-friendly holiday rentals in Maidenhead

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Top-rated family-friendly rentals in Maidenhead

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

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Guest favourite

Apartment in Berkshire

4.97 out of 5 average rating, 101 reviews

Cheerful stylish apt. central location parking

Quiet location with free driveway parking, excellent road/rail links to London. On a tree lined street, 7 minutes walk from the Town Centre and Railway Station (London or Oxford 1hr max) The private space includes a double bedroom, a large bathroom, a second bedroom with a double sofa bed and en-suite shower room, a well equipped kitchenette and a cosy sitting room Maidenhead Town Centre is being transformed with new restaurants, bars, coffee shops, and a super new Leisure Centre 20mins walk

16–23 Oct

£79 per night

Guest favourite

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.

29 Apr – 6 May

£92 per night

Superhost

Guest suite in Maidenhead

4.83 out of 5 average rating, 694 reviews

Oak Barn - 1st Floor self contained Studio

Light and spacious apartment in a stand-alone annexe in the grounds of our house, 250m from the River Thames. Modern furniture, TV, wifi, full kitchen, washing machine, freezer. Great location for eating out and for access to countryside. Close to Windsor, Eton, Marlow, Cliveden National Trust and lovely river walks. 5 minutes from Maidenhead station. 10 minutes from The Fat Duck and the Waterside Inn. We are near a railway line. It doesn't bother us at all but you can hear the trains.

12–19 Oct

£87 per night

Guest favourite

Guest house in Binfield

4.98 out of 5 average rating, 111 reviews

The Brickmaker’s Loft

A newly fitted one bedroom apartment, with living area, full kitchen, large bedroom with king size bed, a full size single bed in the eaves, and an extra single bed if needed. We’ve kitted the Brickmaker’s Loft out with everything you would need. The kitchen has an oven, fridge, dishwasher, kettle, toaster, microwave and all the normal cooking bits, crockery etc. The bathroom has a walk-in shower, loo, and sink, and a washing machine if you need it. The bedroom is a lovely relaxing space.

10–17 Dec

£115 per night

Guest favourite

Guest suite in White Waltham

4.95 out of 5 average rating, 345 reviews

Completely separate self-contained studio flat

Self-contained double room with en-suite shower room and kitchen area. Private access and parking. Completely private stand-alone studio but part of our home. Suitable for professional person/couple for short let periods. Ideal Monday-Friday but good for weekends to visit local area too. Free wi-fi, TV. A car is essential. Located in White Waltham village just outside Maidenhead. Easy access to Junction 8/9 of M4 and Maidenhead station. Also handy for Windsor, Henley, Ascot, Reading

17–24 Sept

£59 per night

Guest favourite

Guest suite in Cookham

4.9 out of 5 average rating, 302 reviews

Southwood Gardens annexe in Cookham

We are right on the edge of the beautiful village of Cookham. The accommodation is annexed to the main house and is accessed through a secured side-gate for total privacy. There is also free private parking on the front drive. The room is ideal for people who need to commute (1 hour by train to London, 25 minutes drive to Heathrow), or families who need to have additional accommodation for their loved ones to stay in the area. We very much look forward to welcoming you to Cookham soon !

5–12 Dec

£66 per night

Guest favourite

Flat in Windsor and Maidenhead

4.98 out of 5 average rating, 203 reviews

The Studio in Maidenhead Riverside, Berkshire, UK.

This is a large self-contained quiet double bedroom studio with en-suite bathroom and kitchenette with it's own private entrance. Attached to our house. There is off-street parking for one car. Convenient for the A4, M4, M40 M25 London is 25 miles. Heathrow Airport is 15 minutes away by car.. Direct trains into London. The Elizabeth Line train will run from Maidenhead station direct to London and the West End. (New Zone 6) Good for Windsor, River Thames, Pinewood Studios Smae Institute.

20–27 Nov

£72 per night

Superhost

Cottage in Bray

4.89 out of 5 average rating, 564 reviews

Beautiful cottage, next to Bray restaurants

Our beautiful Grade II listed cottage was built in the 1480s – and comes packed with all the character you would expect from a Tudor home with exposed beams in every room. We are approx 100 yards from Heston Blumenthal’s restaurants on the main road through Bray – The Hinds Head and The Fat Duck, and right next to the The Crown . It’s a 3 min walk through the village to the Waterside Inn, Caldesi and the Thames, making it the perfect base for a gourmet weekend in Bray.

5–12 Sept

£163 per night

Guest favourite

Home in Windsor and Maidenhead

4.91 out of 5 average rating, 116 reviews

Spacious 3 bedroom home in an idyllic village

Well equipped house with all the comforts of home in the picturesque village of Hurley. The house has stunning views over farmland and hillside which can be enjoyed from the private garden. Inside, the house is perfectly set up for families with child-friendly decor, and plenty of board games. The house is within a short walk of the River Thames, a couple of pubs and a village store. Hurley is ideally located for day trips to Henley, Marlow, Windsor and beyond.

4–11 Jun

£120 per night

Guest favourite

Home in Wooburn Green

4.93 out of 5 average rating, 112 reviews

18th century cottage

Self contained character annex in the beautiful Buckinghamshire countryside. Low ceilings and a narrow steep staircase with handrail and stair gates top and bottom. Parking spaces at the front and use of the pretty garden to the rear. Fantastic location on the edge of the Chilterns; good road and rail links to London and Oxford, close to the Thames, Windsor, Marlow, Cliveden, Hedsor House, Harry Potter Studios and Legoland. Plus there’s a pub next door!

20–27 Feb

£110 per night

Guest favourite

Cottage in Windsor and Maidenhead

4.97 out of 5 average rating, 687 reviews

The Old School House, Ascot, Berkshire

Beautiful small self-contained character cottage set within private garden, one mile from Ascot. Open plan studio room with sitting area, kitchenette and bedroom area; en suite shower room/WC. Perfect for 1-2 adult guests looking for a comfortable and relaxing place to stay, whether for business or pleasure. It is ideal for visitors to Ascot Races, Windsor, close to Heathrow and a lovely rural retreat less than one hour from central London.

29 Jan – 5 Feb

£106 per night

Guest favourite

Flat in Windsor and Maidenhead

4.95 out of 5 average rating, 264 reviews

Windsor Great * Snug * Private Annexe with Parking

*stylish private annexe with off street parking for one car. * self contained studio attached to our family home. * suitable for up to 2 people only. * ideal for both work travellers (key box ) and tourists. * approx 21 m2 *quiet, leafy "Boltons" area. * 15\20 mins stroll to town centre and Castle. * 10 mins stroll to Long Walk and Great Park. * 5 mins cycle to Windsor Great Park cycle path. * local shop and pub 5-10 mins walk.

20–27 Oct

£96 per night