
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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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.

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.

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

The Studio in Maidenhead Riverside, Berkshire, UK.
LARGE STUDIO: (T0) A large self-contained quiet studio with UK size 2m double bed, en-suite bathroom and kitchenette with it's own private entrance. Attached to our house. There is off-street parking for 1 guest 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 runs from Maidenhead station direct to London and the West End. Good for Windsor, Ascot, River Thames, Pinewood Studios etc.

Apartment in Windsor
Newly refurbished apartment located 10 minutes walk from Windsor Castle and the town centre with all of its great shops, bars, restaurants and tourist attractions. Benefits from its own private entrance, double bedroom, wet room, kitchen and separate living room with 2 large sofas and dining area. Easy access to the M4 and only a 10 minute walk to the train station with direct links into London, it is ideally located for a business stay or as a base to explore Windsor and the surrounding area.

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

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.

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.

Guest House in Wentworth, Virginia Water
Welcome to our cozy studio flat in the annex at our home! The space features a king-size bed, a sofa bed for 2 kids or 1 adult, a private bathroom, kitchenette, desk & Freeview TV. Perfectly located: - 5 min walk to Wentworth Golf Club - 5 min drive to Longcross Studios and Windsor Great Park - 15 min drive to Ascot Racecourse, Lapland LEGOLAND, Thorpe Park, Windsor Castle, Heathrow Pls confirm if you require both the King Size bed & Sofa Bed - £25 surcharge for 2 person bookings

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.

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

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
Popular amenities for Windsor and Maidenhead family-friendly rentals
Family-friendly home rentals with a hot tub

Hot tub, luxury shepherd's hut, private & secluded

The Pool House

The Woodland Cabin with Private Hot Tub Spa

Tinkerbell Retreat

Luxury self-contained Annexe with balcony Jacuzzi

Hot Tub Retreat – Romantic Glamping Escape

Riverside Log Cabin+Luxury Hot Tub Spa+Copper bath

White Cottage Annexe with riverside garden hot tub
Family- and pet-friendly home rentals

Marlow F3 A Lovely 1-bed apartment- WiFi & Parking

Windsor -Castle 5 min walk lux 2 Bed 2bath+Garden

Self contained Barn, Idyllic location, Binfield

Charming Cottage, dogs welcome, private garden .

18th century cottage

2 bed house, close to Town Centre

Old Butchers Wine Cellar 15th Century Apartment

Spacious 3 bedroom family home, with parking.
Family-friendly home rentals with a pool

Luxury Battersea studio w open fire, close to Park

Family friendly - rural, detached, home from home

Bell Tent Glamping Single unit, self contained.

The Coach House

Stunning 1 Bed in Battersea w/ Pool, Gym & Rooftop

Delightful Cottage 15 Acre Estate + Pool + Hottub

Unique 1-bd penthouse 3 minutes walk to Excel/o2

Escape to Country Living at its Finest!
When is the best time to visit Windsor and Maidenhead?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ624 | ﺩ.ﺇ635 | ﺩ.ﺇ661 | ﺩ.ﺇ735 | ﺩ.ﺇ782 | ﺩ.ﺇ914 | ﺩ.ﺇ845 | ﺩ.ﺇ837 | ﺩ.ﺇ801 | ﺩ.ﺇ749 | ﺩ.ﺇ705 | ﺩ.ﺇ720 |
| Avg. temp | 6°C | 6°C | 8°C | 11°C | 14°C | 17°C | 19°C | 19°C | 16°C | 12°C | 8°C | 6°C |
Quick stats about vacation rentals that are family-friendly in Windsor and Maidenhead

Total vacation rentals
Explore 1,220 vacation rentals in Windsor and Maidenhead

Verified guest reviews
Over 33,710 verified reviews to help you choose

Pet-friendly vacation rentals
Find 350 rentals that welcome pets

Vacation rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
510 properties have a dedicated workspace

Wi-Fi availability
1,190 of Windsor and Maidenhead vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Windsor and Maidenhead rentals

4.7 Average rating
Windsor and Maidenhead stays receive an average rating of 4.7 out of 5 from guests

Nearby attractions
Windsor and Maidenhead's top spots, include Ascot Racecourse, Virginia Water Lake, and Odeon Maidenhead
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- Family-friendly rentals Berkshire
- Family-friendly rentals England
- Family-friendly rentals United Kingdom
- British Museum
- Covent Garden
- Buckingham Palace
- Big Ben
- Trafalgar Square
- Tower Bridge
- The O2
- London Bridge
- Hampstead Heath
- Wembley Stadium
- Emirates Stadium
- St Pancras International
- St. Paul's Cathedral
- ExCeL London
- Camden Market
- London Stadium
- Alexandra Palace
- Clapham Common
- Oxford University
- Blenheim Palace
- Goodwood Motor Circuit
- Primrose Hill
- Queen Elizabeth Olympic Park, London
- Windsor Castle