
Family-friendly holiday rentals in Windsor
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Top-rated family-friendly rentals in Windsor
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Spacious & light 2bd, 2ba in the heart of Windsor
This beautiful 2bed, 2bath apartment, with parking, in the heart of Windsor, is an exceptional find. With Windsor Castle (watch the marching bands for the Changing of the Guard pass right outside your front door!), Windsor Great Park, The Guildhall, beautiful Eton and its own historic town centre with fabulous shops, restaurants, bars and clubs all only minutes away on foot, you couldn't be better placed for your stay. Windsor is also a very short drive from both Ascot Racecourse and Legoland.

Windsor Cottage: Traditional English Charm
Only 20 minutes from London Heathrow Airport and ideally located in one of the most central terraces in Windsor, our cosy cottage is full of character and charm, with all the modern conveniences you'd expect. Perfect for a romantic get-away or a family sight-seeing trip. Windsor Cottage is an 1890's two bedroom terrace house that comfortably sleeps a family or 4 (+ travel cot). A home away from home, you will find all of the luxury and convenience expected of a traditional English cottage.

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.

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.

Studio South/Petting Farm-Near Legoland & Windsor
Studio South is located at Willow Court Farm in Oakley Green and 10 minutes drive away from LEGOLAND, Lapland UK and Windsor town centre so is perfectly located for a great stay. We have private award winning open plan detached modern holiday studios providing unique accommodation with easy access to the all the fantastic places to visit locally. Guests can feed the various animals on the farm including the pigs, pygmy goats, sheep, turkeys ,ducks, chickens, mice, rabbits and guinea pigs.

Stunning Cottage, Perfect Location + Parking
Gorgeous Cottage in Perfect Location, Windsor - a truly beautiful place to be. Perfect for a staycation, relocators & families. Absolutely no parties or events, as I live close by guests will be asked to leave - we have to be very considerate of our neighbours. No loud sounds after 10pm. Walk to town in around 15minutes where you will be able to visit all of the shops and sights . Alternatively hop in the car and drive to Legoland in around 5 minutes or Ascot Racecourse in just over 10.

Royal Windsor Castle 5 min lux 2 Bed 2bath+Garden
Welcome to Central Windsor. Only a 10 -15 min walk to Windsor Castle - The long walk / Great Park -Local shops -Restaurants Cafes -Pubs -Arts centre -Theatre •Good transport links to London - Heathrow 20 minutes by taxi -702/703 buses to bottom of Grove road . Super comfy king size bed with en-suite wet room plenty of wardrobe space Small double bedroom & second bathroom (extra nightly charge p) Kitchenette Microwave Washing machine . Private Patio No smoking/ Vaping please.

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.

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

Best location-5-Bed Townhouse-Castle views-Parking
Eton House is a stunning 4-story townhouse in the heart of historic Eton, offering castle views and a charming high street lined with boutique shops, cozy cafés, and traditional pubs. Stroll along the picturesque Thames or explore Eton College’s iconic grounds just moments away. The private garden, adorned with a majestic wisteria tree, provides a serene escape. A rare gem, the house offers free private garage parking for two small cars or one large car.

Stylish 2 bedroom flat; parking included
Modern flat a short 10-15 minute walk into Windsor centre. The long walk is round the corner with beautiful views of Windsor Castle. Modern open plan kitchen living area with all working facilities available for use during your stay - oven, induction hob, fridge/freezer, dishwasher and washing machine. Wifi is available throughout the flat. The bedrooms have double beds; all sheets and towels provided. One bathroom with shower facilities.

3 bedroom sleeps 5 central Windsor with parking
‘The Burrow' is located on a quiet residential street in central Windsor, just a short walk from all the amenities & highlights including the High Street, River Thames & Windsor Castle. off-street parking for 1 car is also available. Our refurbished 3 bedroom property (2 king, 1 single) is set over 3 floors & sleeps 5. It is the perfect stay for visitors who want to explore what Windsor & the surrounding area has to offer.
Popular amenities for Windsor family-friendly rentals
Family-friendly home rentals with a hot tub

The Pool House

Tinkerbell Retreat

Ancient barn with private heated pool and hot tub

Luxury self-contained Annexe with balcony Jacuzzi

Luxury Lakeside Hut | Hot Tub | Near Harry Potter

Riverside Log Cabin+Luxury Hot Tub Spa+Copper bath

Romantic Spring Glamping w/ Hot Tub & fire pit

Tree House - Hot Tub on balcony
Family- and pet-friendly home rentals

Shal Home @ Heathrow -Ride on Req + free Parking

Delightful small converted barn

The Brickmaker’s Loft

Charming Cottage, dogs welcome, private garden .

River Thames near Windsor, Heathrow & London

2 bed house, close to Town Centre

Film Studio*Heathrow Airport*Families*Long Stays

Old Butchers Wine Cellar 15th Century Apartment
Family-friendly home rentals with a pool

Luxury Battersea studio w open fire, close to Park

Country retreat with extensive leisure facilities

Spacious Sunny Apartment

Family friendly - rural, detached, home from home

Wellness Escape by River: Sauna, Pool, Hot Tub

The Coach House

3 Bedroom Lodge/Hotub/Pool in Horsley Surrey UK

Delightful Cottage 15 Acre Estate + Pool + Hottub
When is the best time to visit Windsor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £125 | £126 | £130 | £152 | £159 | £200 | £197 | £188 | £172 | £160 | £153 | £169 |
| 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 holiday rentals that are family-friendly in Windsor

Total holiday rentals
Explore 400 holiday rentals in Windsor

Nightly prices starting at
Windsor holiday rentals start at £38 per night before taxes and fees

Verified guest reviews
Over 13,020 verified reviews to help you choose

Pet-friendly holiday rentals
Find 80 rentals that welcome pets

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wifi availability
390 of Windsor holiday rentals include wifi access

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

4.8 Average rating
Windsor stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Rentals with pools Windsor
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- Hotel rooms Windsor
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- Rentals with breakfast Windsor
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- Pet-friendly rentals Windsor
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- Family-friendly rentals Berkshire
- Family-friendly rentals England
- Family-friendly rentals United Kingdom
- South Downs National Park
- Paddington
- British Museum
- Covent Garden
- Tower Bridge
- St Pancras International
- Hampstead Heath
- Big Ben
- London Bridge
- Buckingham Palace
- Marble Arch
- Kings Cross
- Wembley Stadium
- The O2
- Tottenham Court Road
- Natural History Museum
- Trafalgar Square
- Piccadilly Theatre
- ExCeL London
- Emirates Stadium
- Battersea Power Station (disused)
- Royal Albert Hall
- Russell Square
- Olympia Events




