Holiday houses in Windsor

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Top-rated holiday rentals in Windsor

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Guest favourite
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.
Home in Windsor and Maidenhead
4.95 out of 5 average rating, 272 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.

Top Guest favourite
Home in Berkshire
4.95 out of 5 average rating, 111 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.

Guest favourite
The entrance features a gray door set within an arched opening, framed by exposed brickwork. A small potted plant is positioned above the door, and a mailbox is mounted on the wall beside it. A pathway leads to the doorway, providing access to the apartment.
Apartment in Berkshire
4.94 out of 5 average rating, 179 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 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.
Apartment in Datchet
4.97 out of 5 average rating, 243 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.

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.
Condo in Windsor
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 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 in Warfield
4.98 out of 5 average rating, 319 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

Top Guest favourite
Apartment in Windsor and Maidenhead
4.87 out of 5 average rating, 159 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
A self-contained studio features a spacious double bed dressed in neutral linens, accented by yellow pillows and a decorative cushion. The kitchenette with modern appliances is visible in the background, complemented by simple shelving and a well-placed pendant light.
Apartment in Windsor and Maidenhead
4.96 out of 5 average rating, 398 reviews

Windsor Great * Snug * Private Annexe with Parking

*stylish private annexe with off street parking for one car. * self contained studio attached to our family home. * suitable for up to 2 people only. * ideal for both work travellers (key box ) and tourists. * approx 21 m2 *quiet, leafy "Boltons" area. * 15\20 mins stroll to town centre and Castle. * 10 mins stroll to Long Walk and Great Park. * 5 mins cycle to Windsor Great Park cycle path. * local shop and pub 5-10 mins walk.

Top Guest favourite
A bright and airy bedroom features a spacious bed with a light blanket and decorative pillows. Soft carpet covers the floor, complemented by a cozy armchair with teal cushions. Natural light fills the space through a skylight, and stylish bedside tables frame the bed.
Holiday home in Berkshire
4.95 out of 5 average rating, 155 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.

Guest favourite
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.
Condo in Berkshire
4.94 out of 5 average rating, 117 reviews

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 and Lapland UK are also closeby, 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.

Top Guest favourite
The exterior of a charming Victorian house features a light grey facade adorned with vibrant red flowers climbing along the entrance. Two black doors are framed by lush greenery, showcasing a well-maintained garden that enhances the cottage's inviting appearance.
Townhouse in Berkshire
4.97 out of 5 average rating, 104 reviews

Charming cottage in the heart of Windsor

Rose Cottage is a cosy, terraced Victorian house sleeping up to 5 people in the centre of Windsor. It's on a quiet side street close to independent shops and restaurants and just a few minutes walk from the castle. There are two railway stations in Windsor, Central and Riverside, both within walking distance of the cottage. The cottage is an ideal base for visiting Windsor and its many attractions.

Top Guest favourite
Guest suite in Windsor and Maidenhead
4.92 out of 5 average rating, 485 reviews

Literary Annexe by the Long Walk

A town centre location in Windsor's residential "Golden Triangle". One minute from the famous Long Walk, this is a private annexe- part of a grade two listed house in a unique cul-de-sac. Two charming bedrooms and a cosy living area with book lined shelves, TV and a sunny aspect. There is free parking for one car.

Popular amenities for Windsor holiday rentals

When is the best time to visit Windsor?

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Frequently Asked Questions

  • What are the best places to stay in Windsor?

    Explore stays around Windsor’s town center for easy access to historic sites, shops, and restaurants, or choose riverside neighborhoods for scenic walks and peaceful views. Family-friendly rentals are also available near parks and local attractions.

  • What are the best things to do in Windsor with kids?

    Families often enjoy exploring Windsor Castle, relaxing in Alexandra Gardens, and visiting LEGOLAND Windsor Resort, which has themed rides and play zones. The riverside paths and parks around town also offer space for outdoor play.

  • What are some of the best things to do in Windsor?

    Windsor has the historic Windsor Castle, riverside walks along the Thames, and vibrant shopping on Peascod Street. Many visitors take a boat ride, browse local boutiques, or discover living history in nearby Eton.

  • How is the weather in Windsor?

    Windsor’s winters are cool, ranging from about 37–47°F (3–8°C), while summers often reach 58–75°F (14–24°C) with moderate rainfall. Spring and autumn bring mild temperatures and changing foliage, so it is helpful to pack layers and rain-friendly clothing.

  • When is the best time to visit Windsor?

    Late spring and summer are frequently suggested for comfortable temperatures and lush gardens around Windsor. Many outdoor events and festivals are scheduled during these months, while autumn brings a quieter, colorful season.

  • What are the best places to visit in Windsor?

    Windsor Castle is one of the most popular landmarks, while the Long Walk and Windsor Great Park are often recommended for scenic exploration. Eton College, just across the river, draws interest for its historic architecture.

  • What are some hiking trails in Windsor?

    Walk through Windsor Great Park’s varied trails, explore the Long Walk for tree-lined vistas, or follow Thames Path routes along the riverbank. These spaces combine open lawns, woodland, and water views.

  • What are some family activities we can do in Windsor?

    Families can experience LEGOLAND Windsor Resort, wander through Alexandra Gardens, or explore the Windsor Royal Station’s shops and cafes. The area has river cruises, live theater, and green spaces for picnicking.

  • What are some of the best day trip ideas from Windsor?

    Explore nearby Oxford for university history, visit Hampton Court Palace to learn about the Tudors, or stroll the botanical gardens at Kew. Rural villages surrounding Windsor also have traditional pubs and markets.

  • Are there any pet friendly accommodations available in Windsor?

    Several rentals in Windsor welcome pets, especially around riverside neighborhoods and areas near Windsor Great Park. Look for homes with access to walking paths and gardens to make traveling with a pet comfortable.

  • What are some local tips for visiting Windsor?

    Arrive early to explore Windsor Castle and its grounds, and check local schedules for ceremonial events or changing of the guard. Visiting breweries or tea rooms around the town center gives a sense of local flavor.

  • What is Windsor known for?

    Windsor is known for Windsor Castle, a working royal residence, its riverside atmosphere, and historic ties to the British monarchy. The area also draws visitors for its green spaces, local shops, and distinctive architecture.

  • What are the best hidden gems to explore in Windsor?

    Look for quiet corners in Windsor Great Park, browse independent galleries near Eton, or stroll Bachelors Acre for local sculptures and community gatherings. Riverside footpaths often reveal peaceful viewpoints and smaller cafes.

  • What are the best foods to try in Windsor?

    Try British classics like Sunday roast with Yorkshire pudding, locally sourced cheeses, and fish and chips. Afternoon tea in Windsor’s cafes is frequently suggested, while riverside restaurants highlight seasonal ingredients.

  • What should I bring for a trip to Windsor?

    Pack layers for changing weather, a rain jacket, and comfortable shoes for walking castle grounds and parks. A camera and reusable water bottle are helpful for exploring landmarks and natural spaces.

  • What is the nightlife in Windsor like?

    Windsor has a lively nightlife scene with neighborhood pubs, wine bars, and live music venues situated around the town center. Some evenings feature riverside dining, comedy nights, or local theater performances.

  • What are the most popular events or festivals in Windsor?

    Windsor frequently hosts ceremonial events such as the changing of the guard at Windsor Castle, horse racing at Ascot, and seasonal festivals in the town center. The Windsor Festival highlights music and arts in late summer or early autumn.

  • Are there family friendly vacation rentals in Windsor?

    Many vacation rentals in Windsor cater to families, with amenities such as kitchens, extra bedrooms, and outdoor play areas. Neighborhoods near parks or LEGOLAND Windsor Resort are often chosen for convenience.

Quick stats about holiday rentals in Windsor

  • Total holiday rentals

    Explore 670 holiday rentals in Windsor

  • Nightly prices starting at

    Windsor holiday rentals start at $56 AUD per night before taxes and fees

  • Verified guest reviews

    Over 22,910 verified reviews to help you choose

  • Family-friendly holiday rentals

    400 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 110 rentals that welcome pets

  • Rentals with dedicated workspaces

    240 properties have a dedicated workspace

  • Wi-Fi availability

    650 of Windsor holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Windsor rentals

  • 4.8 Average rating

    Windsor stays are highly rated by guests—averaging 4.8 out of 5!

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  5. Windsor