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.

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Top guest favourite
A marching band of guards in red uniforms and tall black hats moves down a street lined with historic buildings. The scene captures the vibrant atmosphere of Windsor, as onlookers watch from above, framed by the charming architecture.
Apartment
4.99 out of 5 average rating, 136 reviews

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.

Top guest favourite
Home
4.96 out of 5 average rating, 119 reviews

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.

Top guest favourite
The charming Victorian Lodge features a classic brick exterior with white trim, framed by lush greenery. Two inviting front windows and a central doorway are surrounded by decorative flower pots. A gravel pathway leads to the entrance, highlighted by an expansive tree nearby.
Cottage
4.99 out of 5 average rating, 102 reviews

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.

Guest favourite
A bright living area features two large sofas in green tones and a stylish glass coffee table. A dining table with four chairs is set for a meal, complemented by wall art and natural light from a window with curtains.
Flat
4.94 out of 5 average rating, 181 reviews

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.

Guest favourite
A young pygmy goat is seen peering through a slatted wooden fence, with sunlight illuminating its fluffy white coat. The surroundings include hay and hints of other farm equipment in the blurred background, creating a serene farm atmosphere.
Cottage
4.93 out of 5 average rating, 135 reviews

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.

Superhost
A spacious bedroom features a four-poster bed adorned with decorative pillows, complemented by a vintage trunk at its foot. Natural light enters through two shuttered windows, illuminating the warm wooden floor and a small bedside table with a lamp. A single chair adds to the inviting atmosphere.
Cottage
4.9 out of 5 average rating, 117 reviews

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.

Guest favourite
A serene bedroom features a spacious bed adorned with neutral linens and decorative pillows. Soft, warm lighting is provided by two hanging lamps, while artwork decorates the walls. Fresh towels are neatly arranged on a textured blanket at the foot of the bed, alongside a woven basket.
Apartment
4.92 out of 5 average rating, 142 reviews

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.

Top guest favourite
A cozy living area features a comfortable white sofa adorned with striped cushions. Natural light filters through two windows with shades, highlighting a wooden coffee table and side table displaying a small vase of flowers. A mirror reflects the space, adding depth.
Cottage
5 out of 5 average rating, 375 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.

Top guest favourite
A cozy sitting room is featured, showcasing a comfortable armchair and a large coffee table adorned with various books and decorative items. A warm fire burns in the fireplace, and built-in shelving lines one wall, filled with a diverse selection of books.
Cottage
4.98 out of 5 average rating, 328 reviews

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

Guest favourite
Townhouse
4.9 out of 5 average rating, 103 reviews

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.

Top guest favourite
An open plan kitchen and living area is illuminated by natural light from the windows. Features include modern cabinetry, a tiled backsplash, and a dining area with two stools. A comfortable sofa with patterned cushions adds to the inviting atmosphere.
Flat
4.88 out of 5 average rating, 160 reviews

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.

Top guest favourite
An inviting living area features a combination of a cozy gray sofa and a vibrant blue chair. A round dining table is set for four, complemented by a wooden sideboard and decorative artworks on the walls. Natural light filters through the windows, adorned with green curtains.
Holiday home
4.96 out of 5 average rating, 159 reviews

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

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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!

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