
Vacation rentals in Windsor
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Top-rated vacation rentals in Windsor
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.

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.

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.

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.

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.

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.

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.

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.

Hampden Apartments - The Louis
A stunning and unique apartment located in the very heart of Eton, an 8 minute walk from the gates of Windsor Castle. A fresh and modern apartment in a quiet residential setting. Perfect for families or business guests looking to explore all Windsor & Eton has to offer. It is also only a 15 minute drive from Legoland.

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 vacation rentals
Stay near Windsor's top sights
Other great vacation rentals in Windsor

Completely separate self-contained studio flat

Thames Relaxation Luxury 42ft Heated Yacht Windsor

Charming cottage in the heart of Windsor

Riverside Log Cabin+Luxury Hot Tub Spa+Copper bath

1 Bedroom private property +free parking

A Gem in the centre of Windsor

Windsor, private annex. Great tourist spot.

Elegant 5-Bed Home in Central Windsor + Parking
When is the best time to visit Windsor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R2,341 ZAR | R2,358 ZAR | R2,529 ZAR | R2,700 ZAR | R2,888 ZAR | R3,486 ZAR | R3,537 ZAR | R3,332 ZAR | R3,093 ZAR | R2,939 ZAR | R2,632 ZAR | R2,649 ZAR |
| 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
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 serviced apartment rentals with a dedicated workspace in Windsor?
Yes! Work meets play with ease at over 10 serviced 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 cottage rentals in Windsor?
Experience the best of Windsor with our cottage rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
What types of vacation rentals are available in Windsor?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Windsor. From over 10 cottage rentals, over 240 house rentals to over 200 apartment rentals, we've got you covered.
Do hotel rentals in Windsor have air conditioning?
Absolutely! We offer over 10 hotel rentals with air conditioning in Windsor. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Windsor have a gym?
Absolutely! We offer over 10 house rentals with a gym in Windsor. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Windsor have a bbq area?
Absolutely! We offer over 20 house rentals with a bbq area in Windsor. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly apartment rentals in Windsor?
Four-legged friends are welcome in Windsor. Choose from more than 30 apartment rentals for guests traveling with pets.
Do guesthouse rentals in Windsor have wifi?
Absolutely! We offer over 10 guesthouse rentals with wifi in Windsor. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly condo rentals in Windsor?
Windsor has more than 30 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Windsor?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with a bbq area, over 10 homes with a gym, over 240 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
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 R513 ZAR 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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