Vacation rentals in Windsor

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Top-rated vacation 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 Windsor
4.99 out of 5 average rating, 137 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
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
4.81 out of 5 average rating, 233 reviews

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.

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
4.91 out of 5 average rating, 147 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 of £10per night Kitchenette Microwave Washing machine . Private Patio No smoking/ Vaping please.

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 Windsor
4.95 out of 5 average rating, 183 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 exterior of a charming stone barn is illuminated at night, highlighting its rustic architecture. Soft lighting from below enhances the textures of the stone walls and draws attention to the barn doors. A sculptural feature is visible in the foreground, adding interest to the serene landscape.
Barn in Great Milton
4.96 out of 5 average rating, 228 reviews

17th Century Barn in quiet country village

A 17th Century Hay Barn 7 miles from Oxford and in the same village as ‘Le Manoir aux Quat’ Saisons’. Enjoy a glass of bubbles on your own private terrace before strolling to dinner at this famous Cotswold stone Manor. Fully wheelchair accessible & with private parking this unique property is the perfect place for a few days away walking in the nearby Chilterns, exploring Oxford’s Colleges & Cafes, visiting Art & Literary Fairs or attending appointments at Oxford’s many leading hospitals.

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, 378 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.

Superhost
The living area features a cozy seating arrangement with a light-colored sofa and a classic leather couch. A brick fireplace serves as a focal point, complemented by a vintage rug underfoot. Exposed wooden beams and soft lighting enhance the atmosphere of the space.
Cottage in Windsor
4.79 out of 5 average rating, 146 reviews

Perfect Location Charming Windsor Cottage

Welcome to your stay at our Lovely Central Windsor Cottage. The cottage is full of character with a mix of traditional and a modern cozy feel. Perfect for a staycation, for the whole family or a quick break in Windsor. A stone throws away from all of Windsors attractions: take a stroll around the corner past the Diamond Jubilee Water Fountains and find yourself in front of the River Thames. Take a peak out of the King Bedrooms window to see the Windsor Castle!

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, 333 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 Sunninghill
4.96 out of 5 average rating, 844 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
The bedroom features a soft, neutral color palette with a spacious bed adorned with dark blue bedding and decorative cushions. Two nightstands with lamps sit on either side, and a textured rug lies beneath. Natural light filters through partially closed blinds, creating a calm atmosphere.
Condo in Windsor
4.88 out of 5 average rating, 153 reviews

Central Windsor, quiet apartment with parking

Peaceful apartment a 5 minute walk from town centre with a private off street parking space. Excellent location for Windsor Castle, transport links and Windsor’s many shops & restaurants. Ideal for couples & business travellers. Rail connections for London Waterloo & London Paddington are easily accessible as well as the bus to London Victoria and Heathrow Airport. The property is only suitable for children aged over 8 years old.

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
4.96 out of 5 average rating, 412 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
Condo in Windsor
4.94 out of 5 average rating, 150 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.

Popular amenities for Windsor vacation 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 vacation rentals in Windsor

  • Total vacation rentals

    Explore 630 vacation rentals in Windsor

  • Nightly prices starting at

    Windsor vacation rentals start at $41 CAD per night before taxes and fees

  • Verified guest reviews

    Over 23,770 verified reviews to help you choose

  • Family-friendly vacation rentals

    390 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 110 rentals that welcome pets

  • Rentals with dedicated workspaces

    260 properties have a dedicated workspace

  • Wifi availability

    610 of Windsor vacation rentals include wifi 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!

  1. Airbnb
  2. United Kingdom
  3. England
  4. Berkshire
  5. Windsor