Family-friendly vacation rentals in Windsor and Maidenhead

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Top-rated family-friendly rentals in Windsor and Maidenhead

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Guest favorite

Guest suite in Egham

4.93 out of 5 average rating, 196 reviews

Self-contained Annex Studio Flat

The accommodation consists of a double bedroom with French doors opening onto a nice big garden. There is a fully fitted kitchen and a small bathroom with walk-in shower. Broadband, TV, fridge, washing machine and drier are all included. It is about 50 yards from Egham station which has regular trains to London, the journey taking about 40 minutes. The train goes to Waterloo Station which is very close to the London Eye and Westminster, with Buckingham Palace, St James Park, Trafalgar Square a short walk away. Heathrow Airport is 5 or 6 miles away. Egham is a small town, but it has some historic interest in that the Magna Carta was signed at Runnymede down the road by the river in 1215. Not far away is Windsor castle and Eton (where princes William and Harry, and David Cameron went to school). There is also some lovely countryside around and lovely walks.

Guest favorite

Home in Windsor and Maidenhead

4.95 out of 5 average rating, 256 reviews

Historic building in the centre of Windsor.

Beautifully renovated 1850's Coach House. This is part of a building that housed Queen Victoria's Equerries at Windsor Castle. Based in central Windsor with private parking, the property is an ideal place for a staycation. Mess about on the river (boating, paddle boarding, swimming) or visit the many beauty spots in the area. Legoland, Windsor Great Park, Windsor Castle and Swinley mountain bike trails are all within easy reach. A unique property that we hope that you will love as much as us.

Guest favorite

Barn in Warfield

4.91 out of 5 average rating, 832 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. Near Lapland UK, Legoland, Ascot, Windsor, Train stations to London and Reading

Guest favorite

Bungalow in Hertfordshire

4.93 out of 5 average rating, 116 reviews

Entire Converted Coach House

This unique place has a style all its own. The lounge boasts an impressive vaulted celling with magnificent ancient beams, an extremely comfortable sofa bed, and large flat-screen TV (with Apple TV, Netflix and Prime Video) Adjacent is a mini kitchen containing the essentials and a stylish modern ensuite wet room, with shower sink and toilet Stairs lead up to a mezzanine with double mattress and stunning view of the property. Town centre is 15-20 mins walk Mainline station is 25 mins walk

Guest favorite

Cottage in Warfield

4.98 out of 5 average rating, 289 reviews

Newly refurbished luxury 2 bedroom cottage

Luxury cottage at Hayley Green that accommodates up to 4 people in a semi-rural setting. Full of character with the amenities you need for a luxurious comfortable stay. The perfect relaxing getaway for couples, family and friends.The cottage is located 16 minutes to Windsor, 30 minutes to Henley on Thames, 11 minutes to Ascot, 9 minutes to Legoland, 6 minutes drive to Lapland Ascot, 16 minutes to Wentworth.We are close to Bracknell train station where you take a train to London under 1 hour.

Guest favorite

Guest suite in White Waltham

4.94 out of 5 average rating, 430 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

Top guest favorite

Guesthouse in Berkshire

4.98 out of 5 average rating, 142 reviews

Self-contained studio Wokingham

A self-contained newly build 20 m2 studio with separate entrance and parking. The studio is comprised of an en-suite bathroom, a super-king bed, a tall boy and a work desk. A kitchenette just next to the room with fridge freezer, microwave, kettle, toaster, coffee machine, washing machine and a tumble dryer. “The kitchenette doesn’t have a stove or an oven.” The studio is brand new and built to high standards. The studio is a 15 minutes walk to Wokingham train station and town centre.

Guest favorite

Apartment in Datchet

4.98 out of 5 average rating, 210 reviews

Stylish Studio-Walk to Windsor/Eton/Thames/Parking

Welcome to Crail Cottage in Datchet. Surrounded by beautiful greenery, there is plenty of wildlife and the River Thames is just behind the house. Take a walk to Windsor and Eton via the home park or the riverside. You can even walk to Eton through the school grounds from here. Our little studio is freshly decorated and welcomes you to stay. There is a new addition which is a King size bed with Hypnos mattress that will guarantee you a good night sleep. Perfect to relax after a busy day.

Top guest favorite

Guest suite in Reading

4.95 out of 5 average rating, 185 reviews

Private double bedroom and en-suite bathroom

We are located very near the Royal Berkshire Hospital and University of Reading. We have a bedroom, garden room and bathroom for people to use during their stay (nothing is shared). There is a separate entrance to the guest's accommodation and there is no access to the main house. We have a cat who sleeps in the adjoining room (our utility room), but will not have access when guests stay. There is no breakfast supplied. There is on road parking on weekday evenings and weekends.

Top guest favorite

Condo in Berkshire

4.97 out of 5 average rating, 188 reviews

Cheerful modern apt central Maidenhead, 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 2 double bedrooms, a large bathroom, en-suite shower room, a well equipped kitchenette and a relaxing lounge area Maidenhead Town Centre is being transformed with new restaurants, bars, coffee shops, and a new Leisure Centre 20 mins walk

Top guest favorite

Cottage in Windsor and Maidenhead

4.96 out of 5 average rating, 806 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.

Guest favorite

Apartment in Berkshire

4.89 out of 5 average rating, 112 reviews

Luxury studio apartment

STUDIO FLAT 25m2-PERFECT FOR CONTRACTORS/BUSINESS TRAVELERS Our studio flat offers a cosy living space, fully furnished with modern décor and all essential amenities in a single open space, making it ideal for both short- term or longer stays. Whether you are staying for a week or a year, you will enjoy the convenience of a combined living and sleeping area complemented by separate kitchen and bathroom.