Holiday rentals in Windsor
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Top-rated holiday rentals in Windsor
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Windsor Cottage: Traditional English Charm
Only 20 minutes from London Heathrow Airport and ideally located in one of the most central terraces in Windsor, our cosy cottage is full of character and charm, with all the modern conveniences you'd expect. Perfect for a romantic get-away or a family sight-seeing trip. Windsor Cottage is an 1890's two bedroom terrace house that comfortably sleeps a family or 4 (+ travel cot). A home away from home, you will find all of the luxury and convenience expected of a traditional English cottage.
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.
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.
Elegant 5-Bed Home in Central Windsor + Parking
Stay in comfort at Clarence House, a beautifully presented 5-bedroom, 2-bathroom home in the heart of Windsor. Perfect for families or business travellers. The house features driveway parking, a large private garden, fully equipped kitchen, and free Wi-Fi. Just a 15-minute walk to Windsor train station (40 mins to London) and a short stroll to Windsor Castle, shops, cafés, and the River Thames. Enjoy the best of Berkshire from this stylish and convenient retreat.
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
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.
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.
Central Windsor Apartment, free parking, 2 bedroom
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.
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.
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.
Charming cottage in the heart of Windsor
Rose Cottage is a cosy, terraced Victorian house sleeping up to 5 people in the centre of Windsor. It's on a quiet side street close to independent shops and restaurants and just a few minutes walk from the castle. There are two railway stations in Windsor, Central and Riverside, both within walking distance of the cottage. The cottage is an ideal base for visiting Windsor and its many attractions.
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
Stay near Windsor's top sights
Other great holiday rentals in Windsor
Spacious 1-Bed w/ Double Height Ceiling
Racecourse Marina Lodge | Hot tub | Parking | EV
Hidden Gem with Free Parking
Royal Windsor Castle 5 min lux 2 Bed 2bath+Garden
Historic building in the centre of Windsor.
Windsor, private annex. Great tourist spot.
2 Bedroom Luxury Cottage (Secure & Quiet)
3 bedroom sleeps 5 central Windsor with parking
When is the best time to visit Windsor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £100 | £101 | £109 | £116 | £124 | £150 | £152 | £143 | £133 | £126 | £121 | £127 |
| Avg. temp | 6°C | 6°C | 8°C | 11°C | 14°C | 17°C | 19°C | 19°C | 16°C | 12°C | 8°C | 6°C |
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 £29 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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- Tower Bridge
- Big Ben
- Paddington
- British Museum
- London Bridge
- Covent Garden
- Natural History Museum
- Marble Arch
- Buckingham Palace
- Tottenham Court Road
- Hampstead Heath
- St Pancras International
- Kings Cross
- The O2
- Trafalgar Square
- Piccadilly Theatre
- Wembley Stadium
- ExCeL London
- Battersea Power Station (disused)
- Emirates Stadium
- Royal Albert Hall
- Olympia Events
- Russell Square
- Borough Market