Holiday rentals in Windsor

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Top-rated holiday rentals in Windsor

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Guest favourite
The exterior view showcases a historic Mews property built of light-colored brick with a slate roof. Paved pathways lead through a well-maintained courtyard, bordered by greenery and mature trees. A secure, private entrance is visible, providing access to the residence.
Cottage
4.94 out of 5 average rating, 103 reviews

5* Boutique Hse Nr Windsor Castle, Ascot & London

This Grade 11 listed Mews property was built in 1872 and offers contemporary, luxurious living space. Luxurious king size beds, beautiful bathrooms, abundant art and character; the properties look onto an ancient courtyard with fountain, secure behind private gates with parking. The location is exceptional. Windsor Great Park is a 10 min stroll away, and Windsor is 3 miles away, Wentworth Golf Club and Ascot are all within 6 miles. Central London is 35 minutes by train. Heathrow is 6 miles away.

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
4.94 out of 5 average rating, 289 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.
Flat
4.95 out of 5 average rating, 185 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
A serene scene showcases a cottage surrounded by lush greenery and a private lake. Two swans glide across the calm water, while the cottage, with its wooden facade and sloped roof, is nestled among the trees, offering a peaceful retreat in nature.
Cottage
5 out of 5 average rating, 275 reviews

Crestyl Cottage riverside barn for 2 with hot tub

Crestyl Cottage is a delightful self contained country cottage in Sarratt - providing the perfect place to relax, walk, cycle, birdwatch and fish for carp in our small private lake. We provide high end accommodation for 2 adults in an area which has plenty to offer in the heart of the stunning Chess Valley. Crestyl Cottage is a conversion of a redundant barn, originally used for watercress seed drying which has been converted into self catering holiday accommodation with wood fired hot tub.

Top 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.
Flat
4.97 out of 5 average rating, 265 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
The entrance of the apartment is presented with a wooden door, flanked by a multi-paned window that allows natural light to illuminate the entryway. A flower box with white blooms adds a touch of greenery, while gravel pathways lead to the door.
Flat
4.91 out of 5 average rating, 159 reviews

Wisteria, barn conversion in stunning location

One of three self-contained apartments created from the old barn. The location is unique! Just a short walk to the Thames tow path and close to the breath-taking Dorney Rowing Lake. The barn overlooks fields in all directions and is the last building in Dorney, occupying a uniquely peaceful location. The M4 is within a 10 minute drive, the attractions of Windsor such as Legoland are easily reached. If you are looking for a base whilst working in Slough, we are just a short drive away.

Top 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.
Apartment
4.92 out of 5 average rating, 154 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 & larger second shower /bathroom 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
5 out of 5 average rating, 385 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
4.97 out of 5 average rating, 345 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
An open plan kitchen and living area is illuminated by natural light from the windows. Features include modern cabinetry, a tiled backsplash, and a dining area with two stools. A comfortable sofa with patterned cushions adds to the inviting atmosphere.
Flat
4.88 out of 5 average rating, 168 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 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, 857 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 modern living area features a spacious sectional sofa arranged around a coffee table. Soft lighting is provided by hanging bulbs, while large windows allow natural light to fill the space. Decorative plants and a television complete the inviting atmosphere.
Barn
4.98 out of 5 average rating, 147 reviews

Oak Bray Coach House

Oak Bray Coach House is a new development which is located within the amazing grounds of the Oak Bray Manor estate , Enjoy the sounds of nature and experience amazing 360 views of the countryside when you stay in this unique place. 10 minutes away from Royal Ascot , and 20 mins via train to London

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.

All about Windsor

Windsor is a small market town with a very big stone fortress, whose round tower is one of the most iconic sights in Britain — the flag that’s hoisted there tells you if the Queen is in residence. Established by William the Conqueror, Windsor Castle is the oldest occupied castle in the world and has been an opulent royal palace for more than four centuries; you can tour its state apartments, as well as the English Gothic wonder of St George’s Chapel, which has hosted a number of royal weddings, and houses the tombs of 10 English monarchs.

Beneath the castle winds the River Thames, bordered by a park on one side and an expanse of meadows on the other. Beyond them lie the grounds of Eton College, the most famous public school in England, founded in 1440, with tours available from May to September. Windsor Great Park, the former royal hunting forest to the south of the town, is open to the public year round. Its nearly 4,800 acres include lakes, woodland, a deer park, and a number of beautiful gardens.

What are the top things to do in Windsor?

The Savill Garden

Created in the 1930s for King George V, these 35 lush acres inside Windsor Great Park are full of rare plants and rich woodland. The garden is internationally renowned for its ornamental displays, which mix extraordinary design with cutting-edge horticulture. This floral idyll is as stimulating as it is peaceful.

The Changing of the Guard

This regular royal pageant takes place every couple of days, when members of the Queen’s Guard march from their barracks through town and into the castle to take up their duties. The 10-minute procession along the High Street and the Corn Exchange is often accompanied by a regimental band; to see the full ceremony, you need to purchase a ticket to the castle.

Dorney Lake

This 1.5-mile-long straight lake was built as a high-performance training centre for elite rowing crews. But its surrounding parkland — comprising an arboretum, a nature reserve, and a collection of statues and sculptures — is largely open to the public and makes for a good loop walk.

Quick stats about holiday rentals in Windsor

  • Total holiday rentals

    Explore 630 holiday rentals in Windsor

  • Nightly prices starting at

    Windsor holiday rentals start at £23 per night before taxes and fees

  • Verified guest reviews

    Over 23,770 verified reviews to help you choose

  • Family-friendly holiday rentals

    390 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 110 rentals that welcome pets

  • Rentals with dedicated workspaces

    260 properties have a dedicated workspace

  • Wifi availability

    610 of Windsor holiday 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!

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