Vacation rentals in Windsor

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Top-rated vacation rentals in Windsor

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Top guest favorite
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
4.99 out of 5 average rating, 130 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 favorite
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
4.95 out of 5 average rating, 258 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 favorite
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
4.95 out of 5 average rating, 169 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 favorite
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
4.97 out of 5 average rating, 296 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 favorite
A cozy sleeping area features a spacious bed with neutral bedding against a softly colored wall. A small armchair and a light-colored rug complement the wooden flooring. Wall-mounted shelves display framed images, and a small closet provides additional storage.
Guest suite
4.94 out of 5 average rating, 435 reviews

Completely separate self-contained studio flat

Self-contained double room with en-suite shower room and kitchen area. Private access and parking. Completely private stand-alone studio but part of our home. Suitable for professional person/couple for short let periods. Ideal Monday-Friday but good for weekends to visit local area too. Free wi-fi, TV. A car is essential. Located in White Waltham village just outside Maidenhead. Easy access to Junction 8/9 of M4 and Maidenhead station. Also handy for Windsor, Henley, Ascot, Reading

Top guest favorite
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
4.98 out of 5 average rating, 216 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 favorite
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
4.92 out of 5 average rating, 139 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 favorite
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, 362 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 favorite
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, 294 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 favorite
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
4.96 out of 5 average rating, 809 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 favorite
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
4.96 out of 5 average rating, 379 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 favorite
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
4.93 out of 5 average rating, 121 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.

Popular amenities for Windsor vacation rentals

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 apartment rentals with a dedicated workspace in Windsor?

    Yes! Work meets play with ease at over 50 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 condo rentals in Windsor?

    Experience the best of Windsor with our condo rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Quick stats about vacation rentals in Windsor

  • Total vacation rentals

    Explore 670 vacation rentals in Windsor

  • Nightly prices starting at

    Windsor vacation rentals start at € 26 per night before taxes and fees

  • Verified guest reviews

    Over 22,560 verified reviews to help you choose

  • Family-friendly vacation rentals

    400 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 110 rentals that welcome pets

  • Rentals with dedicated workspaces

    240 properties have a dedicated workspace

  • Wi-Fi availability

    660 of Windsor vacation 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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