Holiday rentals 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.
Apartment
4.99 out of 5 average rating, 134 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 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
4.81 out of 5 average rating, 227 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.

Top guest favourite
A riverside log cabin is nestled among trees, featuring a spacious deck and seating area overlooking the water. Lush greenery surrounds the outdoor space, creating a natural setting that invites relaxation. The cabin’s wooden structure blends harmoniously with its peaceful environment.
Cabin
4.98 out of 5 average rating, 436 reviews

Riverside Log Cabin+Luxury Hot Tub Spa+Copper bath

Charming, riverside log cabin on the bank of the Kennett, overlooking a nature reserve. Privately located in my back garden there is a large open plan room with 2 double sofa beds, sleeping 4, a slate bed pool table & Hi Fi system. There's a luxury en suite bathroom with copper bathtub, shower, basin & WC. There are basic kitchen facilities with kettle, toaster, double hot plate, microwave & grill, sink & refrigerator/freezer. A veranda with 2 bbq's & seats plus lower deck overlook the river.

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
4.94 out of 5 average rating, 180 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
An aerial view showcases the unique geo dome structure surrounded by lush greenery. A wooden deck leads to an outdoor seating area, fire pit, and hot tub. The tranquil setting emphasizes a peaceful retreat in nature.
Dome
4.94 out of 5 average rating, 369 reviews

Unique Dome | Glamping | Hot Tub | Surrey | Adults

Olive Pod, is a the ultimate cozy, private picturesque geo dome home. Located on a fruit farm in Surrey, in its own private field hidden behind tall fir trees with no other pods or tents! Olive Pod has become a firm favourite adults only retreat with guests booking for proposals, anniversary's, birthdays and honeymoons - we can also decorate the place for your arrival ✨ Olive Pod is the ultimate escape to unwind and recharge in a tranquil natural setting. Perfect for couples or friends.

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, 248 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 historic brick exterior of the building is adorned with gothic-style windows, framed by lush greenery. A pathway leads through the landscaped gardens, where trees and shrubs offer a serene atmosphere. The architecture reflects the character of a Grade II listed structure.
Home
4.93 out of 5 average rating, 127 reviews

The Truly Incredible Windsor Home, Free Parking

Welcome to your stay at this incredible and unique Grade II listed building- a stunning 3 bedroom house. Absolutely NO Parties and NO Events. I live close by and guests will be asked to leave immediately. No loud sounds after 10pm. We have to be very respectful of our neighbours. Walk to town in around 20 minutes where you will be able to visit all of the shops and sights. Alternatively hop in the car and drive to Legoland in around 5 minutes or Ascot Racecourse in just over 10.

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, 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 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, 374 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.

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
4.98 out of 5 average rating, 324 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
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.
Apartment
4.87 out of 5 average rating, 146 reviews

Quiet Apartment in Central Windsor, free parking

Peaceful apartment a 5 minute walk from town centre with a free 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.

Guest favourite
Apartment
4.93 out of 5 average rating, 130 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 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 670 holiday rentals in Windsor

  • Nightly prices starting at

    Windsor holiday rentals start at £30 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 110 rentals that welcome pets

  • Rentals with dedicated workspaces

    240 properties have a dedicated workspace

  • Wifi availability

    650 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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