Holiday houses in Windsor

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Top-rated holiday rentals in Windsor

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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.
Condo in Berkshire
4.99 out of 5 average rating, 132 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.

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, 261 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.

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.
Apartment in Berkshire
4.95 out of 5 average rating, 170 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.

Top Guest favourite
The entrance to the Garden View Suite is framed by vibrant flower boxes on either side. A clear glass door, with a welcoming sign, invites guests into the private space. A small gate leads to a lush garden area filled with greenery.
Guest suite in Old Windsor
4.97 out of 5 average rating, 299 reviews

Garden View Annex Private Free parking River walks

Take a gentle walk from here along the Thames Path to historic National Trust Runnymede, with its tea shop, many monuments to Magna Carta and beautiful outdoor art works. Less than 2 miles from The Long Walk, explore Windsor and the Castle or visit Saville Garden in the Great Park. We're also close to Legoland. Old Windsor has lots of places to eat (see guidebook) all in walking distance, we're surrounded by beautiful walks and we're also on the direct bus route to Windsor and Heathrow.

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
4.98 out of 5 average rating, 226 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.

Top Guest favourite
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
4.97 out of 5 average rating, 359 reviews

Thames Relaxation Luxury 42ft Heated Yacht Windsor

Your EXCLUSIVE LUXURY EXPERIENCE on our spacious 42ft x15ft YACHT Oyster Fun’d Moored on the MainstreamThames on our PRIVATE Island *HEATING * 2 double bedrooms White cotton bedding WHITE COMPANY products 2 showers 2 electric toilets Galley fridge microwave induction hob 2 smart TVs Netflix Prime WIFI Seating area below and on deck far reaching views under the shadows of historical Runnymede Parking 1 for car. Designated smoking area . Cruises available during your stay .

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, 141 reviews

Windsor -Castle 5 min walk 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 in Englefield Green
5 out of 5 average rating, 365 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.

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, 298 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
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 Windsor and Maidenhead
4.96 out of 5 average rating, 813 reviews

The Old School House, Ascot, Berkshire

Beautiful small self-contained character cottage set within private garden, one mile from Ascot. Open plan studio room with sitting area, kitchenette and bedroom area; en suite shower room/WC. Perfect for 1-2 adult guests looking for a comfortable and relaxing place to stay, whether for business or pleasure. It is ideal for visitors to Ascot Races, Windsor, close to Heathrow and a lovely rural retreat less than one hour from central London.

Top Guest favourite
A red-brick exterior features two separate white doors, leading into the private annexe. Solar panels are installed on the roof, and the surrounding area includes a paved patio with a smooth stone surface, complemented by greenery in the background.
Home in Old Windsor
4.94 out of 5 average rating, 127 reviews

Private annexe in Old Windsor.

A private double bedroom annexe, with its own entrance, separated from main house. Private bathroom and full use of the gymnasium and lovely garden. (which includes a small wood area). The house is situated right on the doorstep of Windsor Great Park, in Old Windsor. Windsor town centre is 3 miles away and we are close to Heathrow and the M25 and M4.

Top Guest favourite
A cozy living area features a blue upholstered sofa adorned with decorative pillows. A vintage rocking chair sits beside a wooden coffee table. A wall of bookshelves occupies one side, displaying a variety of books, while a window allows natural light to brighten the space.
Guest suite in Windsor and Maidenhead
4.91 out of 5 average rating, 476 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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Avg. price$210 AUD$211 AUD$227 AUD$242 AUD$259 AUD$312 AUD$317 AUD$298 AUD$277 AUD$263 AUD$236 AUD$237 AUD
Avg. temp6°C6°C8°C11°C14°C17°C19°C19°C16°C12°C8°C6°C

Frequently Asked Questions

  • How is the weather in Windsor?

    Windsor has a temperate maritime climate, similar to much of the United Kingdom. The summer months (June to August) are generally warm with average highs of around 70°F (21°C), while winters (December to February) are cold, with temperatures often falling to around 32°F (0°C). Rainfall is fairly evenly distributed throughout the year.

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

    In Windsor, you can explore the historic Windsor Castle, take a relaxing boat tour on the River Thames, or enjoy a leisurely stroll through the Windsor Great Park. For art enthusiasts, the Windsor Contemporary Art Fair is a popular event held annually.

  • What is the best time of year to visit Windsor?

    Windsor is frequently visited during the summer months from June to August when the weather is warm, ranging between 60°F (15°C) and 70°F (21°C). During this period, popular local events such as the Royal Windsor Horse Show and the Windsor Festival take place, attracting many visitors.

  • What are the best places to stay in Windsor?

    Central Windsor is a popular area to stay, offering close proximity to major sites like Windsor Castle and the River Thames. The area near Windsor and Eton Central station is convenient for transport links. For quieter, more scenic stays, areas near Windsor Great Park are often recommended.

  • What are the best places to visit in Windsor?

    In Windsor, tourists often visit the Windsor Castle, a royal residence with centuries of history. Another frequently suggested site is the beautiful Savill Garden in Windsor Great Park. The Royal Windsor Racecourse and the nearby Eton College are also quite popular.

  • What are some hiking trails in Windsor?

    Windsor has a variety of scenic hiking trails to explore. The Long Walk from Windsor Castle to the Copper Horse statue, and the Windsor Great Park, with its 4800 acres of parkland, are often recommended. The Thames Path also offers a gentle stroll along the river.

  • What are some family activities to do in Windsor?

    Families visiting Windsor can explore the LEGOLAND Windsor Resort, perfect for kids with over 55 interactive rides, shows, and attractions. A visit to the Windsor Duck Tour, a fun-filled amphibious adventure, is often recommended. The Windsor Castle also conducts family activities during school holiday periods.

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

    For day trips from Windsor, you might explore Oxford, known for its prestigious university, just 48 miles (77 km) away. Another popular destination is Bath, known for its Roman-built baths, about 86 miles (138 km) away. Stonehenge, an iconic prehistoric monument, is about 61 miles (98 km) away.

  • Are there serviced apartment rentals with a dedicated workspace in Windsor?

    Yes! Work meets play with ease at over 10 serviced apartment rentals in Windsor featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in cottage rentals in Windsor?

    Experience the best of Windsor with our cottage rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • What types of vacation rentals are available in Windsor?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Windsor. From over 10 cottage rentals, over 240 house rentals to over 200 apartment rentals, we've got you covered.

  • Do hotel rentals in Windsor have air conditioning?

    Absolutely! We offer over 10 hotel rentals with air conditioning in Windsor. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Windsor have a gym?

    Absolutely! We offer over 10 house rentals with a gym in Windsor. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Windsor have a bbq area?

    Absolutely! We offer over 20 house rentals with a bbq area in Windsor. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly apartment rentals in Windsor?

    Four-legged friends are welcome in Windsor. Choose from more than 30 apartment rentals for guests traveling with pets.

  • Do guesthouse rentals in Windsor have wifi?

    Absolutely! We offer over 10 guesthouse rentals with wifi in Windsor. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly condo rentals in Windsor?

    Windsor has more than 30 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for House Rentals in Windsor?

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with a bbq area, over 10 homes with a gym, over 240 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

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 $46 AUD per night before taxes and fees

  • Verified guest reviews

    Over 22,560 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

    660 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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