Holiday rentals in Windsor

4.99 out of 5 average rating, 151 reviews

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 in Windsor

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.

ValueFamilyHospitality

The exterior of the Coach House displays a combination of traditional brickwork and modern design. Black doors are framed by large windows, while a small stone table with chairs is positioned by the entrance. Decorative plants add a touch of greenery to the inviting facade.

4.94 out of 5 average rating, 301 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.

FamilyLocationCondition

4.8 out of 5 average rating, 259 reviews

The exterior of a Georgian townhouse is depicted, featuring a mix of white and brown brick facades. Bright red doors enhance the building's character, while multiple square windows provide natural light. A low iron railing suggests a welcoming approach to the entrance.

Townhouse in Windsor

Stunning 3-bedroom castle view Windsor townhouse

Enjoy a stylish experience at this centrally-located 3 storey Georgian townhouse. Recently refurbished to a high standard with a modern twist. This deceptively spacious 3-double bedroom house is spread over 3 floors. It comes with the bonus of Off Street, Private, Secure PARKING and a view of the castle (in winter!) and a patio. It is adjacent to a small park with a childrens' play area and relaxing shaded seating. It's a unique accommodation appointed to make your break special and memorable.

FamilyLocationOutdoor spaces

4.94 out of 5 average rating, 208 reviews

An open-plan kitchen and living area features a wooden countertop with bar seating. The room is illuminated by natural light from the skylight, highlighting the contrasting blue and white walls. A cozy sofa and decorative artwork create a welcoming space.

Guest house in Windsor

Windsor Home with Free Parking

Welcome to our 1-bedroom, skylit, guest house with off-road parking & private patio. Located in a quiet cul-de-sac close to Legoland, Windsor Racecourse, and Windsor Castle, our home is the perfect retreat after a long day of sightseeing. The bedroom can be set up with either a kingsize bed or 2 singles on request, while the sofa bed can comfortably fit 2 people. Our family run Airbnb is a great fit for families with kids, a couple or a small group of friends. Any questions, please just ask!

LocationValueCondition

4.94 out of 5 average rating, 196 reviews

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 in Windsor

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.

LocationFamilyParks

4.98 out of 5 average rating, 111 reviews

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 in Old Windsor

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.

LocationFamilyCleanliness

An outdoor roof terrace features a seating arrangement with a grey cushioned sofa and two armchairs facing a square coffee table. Lush greenery is affixed to the wall, providing a natural backdrop against the wooden decking.

4.95 out of 5 average rating, 152 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.

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Cottage in Bracknell Forest

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.

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 9 mins to Legoland Walking distance to Lambrook School 10 mins to Swinley Forest, Go Ape, MTB bike park 11 mins to Ascot 16 mins to Windsor & Wentworth 30 mins to Henley 1 hour by train to London

FamilyLocationQuiet

4.97 out of 5 average rating, 370 reviews

Superhost

Flat in Windsor

Airy Flat in Windsor w/Castle View+Parking

Welcome to our newly refurbished bright first-floor modern flat, ideally located just 500m from Windsor Castle. With close proximity to the Castle, stylish interiors, and free parking, this spacious home is perfect for families, groups, or business travellers. With shops, restaurants, cafés, and Windsor’s top attractions just steps away, you’ll experience the best of Windsor right at your doorstep. Excellent transport links to London and Berkshire make this the perfect base for exploring.

ValueLocationSleep quality

4.85 out of 5 average rating, 183 reviews

4.97 out of 5 average rating, 280 reviews

A cozy studio space is showcased, featuring a king-size bed with light bedding and decorative pillows. Natural light enters through large windows, illuminating the comfortable seating area with a patterned rug. A small bookshelf adorns the wall, adding a touch of warmth to the inviting atmosphere.

Flat in Datchet

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.

ValueLocationEV charging

Cottage in Englefield Green

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.

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.

FamilyValueIndoor spaces

5.0 out of 5 average rating, 396 reviews

4.93 out of 5 average rating, 216 reviews

A modern bedroom features a spacious bed with soft linens and a decorative green pillow. Sunlight filters through the window, illuminating a minimalist design. A mirrored wardrobe reflects the light and space, while a small plant adds a touch of greenery beside a bedside table.

Apartment in Windsor

Modern Windsor home with free off-street parking

Welcome to our stylish, child-friendly 2-bed apartment in central Windsor! Ideal for families, couples, or a business stay. Just a short walk to Windsor Castle, shops and the train station. Legoland (6 mins) and Lapland UK (15 mins) are also close by, plus there's easy access to London and Heathrow. Enjoy free parking, fast Wi-Fi, a fully equipped kitchen, and a spacious living area—perfect for relaxing after a day out.

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Popular amenities for Windsor holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Windsor's top sights

LEGOLAND® Windsor Resort

658 locals recommend

Windsor Castle

403 locals recommend

Dorney Lake

53 locals recommend

Theatre Royal Windsor

111 locals recommend

Royal Windsor Racecourse

105 locals recommend

St George's Chapel

24 locals recommend

Other great holiday rentals in Windsor

An open-plan kitchen and dining area features large skylights allowing ample natural light. A modern kitchen with sleek cabinetry is complemented by a spacious dining table surrounded by benches. Decorative plants and a minimalist decor enhance the inviting atmosphere of the space.

4.89 out of 5 average rating, 122 reviews

Central Windsor-5 bed House with parking

ValueLocationQuiet

4.96 out of 5 average rating, 185 reviews

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 in Windsor

3 bedroom sleeps 5 central Windsor with parking

FamilyValueSleep quality

4.92 out of 5 average rating, 163 reviews

Apartment in Windsor

Royal Windsor cozy Lux 1 Bed 2 bath +Garden

FamilyLocationNearby

4.97 out of 5 average rating, 420 reviews

The yacht Oyster Fun'd is securely moored beside a tranquil river, showcasing its sleek exterior and spacious deck. Surrounding features include a paved pathway leading to the entrance, with views of other moored boats and natural scenery in the background.

Boat in Wraysbury

Oyster Fun’d the Ultimate Relaxation on Thames

ValueFamilyKitchen

4.96 out of 5 average rating, 884 reviews

A charming self-contained cottage is set within a lush private garden, characterized by brick exterior and a slate roof. A welcoming door leads to the entrance, framed by greenery and flowering plants, with a spacious lawn surrounding the building.

Cottage in Sunninghill

The Old School House, Ascot, Berkshire

LocationFamilyWalkability

4.9 out of 5 average rating, 49 reviews

A well-furnished bedroom features a spacious bed with crisp white linens and accent pillows. A vibrant yellow throw blanket adds a pop of color. A decorative mirror and soft lighting complete the inviting space, with a window allowing natural light to fill the room.

Flat in Windsor

Hidden Gem with Free Parking

LocationGetting aroundAccuracy

A modern lodge is surrounded by a glass balustrade, offering a clear view of the outdoor terrace furnished with a dining table and chairs. The well-maintained lawn provides a vibrant green space, and large windows reflect the bright sky with scattered clouds.

4.96 out of 5 average rating, 85 reviews

Racecourse Marina Lodge | Hot tub | Parking | EV

LocationFamilyNearby

A spacious garden features a meticulously maintained lawn with striped patterns, bordered by dense greenery. A patio area is seen in the background, featuring seating under a white canopy, offering a peaceful space for relaxation.