Top Windsor cottage rentals - England

Explore Windsor cottage rentals

Gorgeous Country Cottage, beside Windsor Great Park & overlooking Windsor Castle

Sleeps 6 · 3 bedrooms · 2 bathrooms

A magical and romantic getaway near Windsor Castle and beside Windsor Great Park

Sleeps 4 · 1 bedroom · 1 bathroom

Top rated cottage rentals - Windsor

Perfect

Absolutely fabulous location. Very close to restaurants, a small supermarket and local pub. Cosey cottage behind the main house with a country feel and quiet backyard. Hosts were amazing and went above and beyond to help with every need.

Andrea L.

Stayed May 2025

Wonderful

Loved staying at Lesley’s beautiful gatehouse. It had everything we needed and was very comfortable. Lesley made us feel very welcome. Perfect.

Carole W.

Stayed Sept 2024

Premier Host

Lovely place to stay outside of London

We arrived into Heathrow early and stayed at the Old School House. The owners (Caroline and Sean) were very hospitable and helpful with information. The location is fantastic. Very close to Ascot and Sunninghill. It is an excellent place to stay when you start your travels in the UK. The property is clean and comfortable with nice furnishings. This was so much better than another hotel. Also a very good base if you’d like to visit nearby Windsor (there’s a bus that takes you directly from the property or it’s a short drive). I highly recommend the property to you.

John L.

Stayed June 2023

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Frequently asked questions

Are there any cottage rentals in Windsor?

Check out our 30 cottage rentals and begin organising your trip to Windsor. Whether you'd like to stay in Windsor City Centre, Farnham Royal, Wexham or another popular area, these cosy and charming cottages offer more room to move compared to a hotel.

How much does it cost to stay in a cottage rental in Windsor?

One of the few things that can beat spending your next adventure in a quaint cottage rental in Windsor is getting it for an incredible price. Stay on the lookout for any accommodation offering discounts to guests who stay a full week. Some properties offer bigger discounts for stays of a month or longer. You can also use Stayz's price filter to look for cottages within your desired budget.

When is the best time to rent a cottage in Windsor?

It all depends on your budget, your weather preferences and if you prefer the buzz of peak season or a more relaxing vibe. Located in Berkshire, September is the most popular time to visit Windsor, when the average temperatures range between 11ºC and 19ºC. Browse the availability of Stayz's cottage rentals at different times of the year and then choose the one that suits you best.

Where can I rent a Windsor holiday cottage with great views?

With wonderful scenery right outside the front door and many creature comforts, our cottage rentals are perfect places to get away from it all. Stayz has a range of cottages in Windsor that feature views of historic areas, so make sure you've got plenty of room on your camera roll.

Does Windsor have any lakeside cottages?

For a refreshing change of scenery, it's hard to top our lakeside cottage rentals. Use our convenient "Location" filter and then tick the box marked "Lake" to see if you can find any comfy properties that'll put you close to the water in Windsor. Spend your days chasing outdoor adventures or just enjoy the magnificent sunrises and sunsets reflecting off the lake.

What are the top things to do in Windsor?

Get your Windsor escape off to a flying start with a visit to top attractions like Windsor Castle, LEGOLAND® Windsor and Twickenham Stadium. Stay in a Stayz cottage rental with the family and then discover the best of this destination together.

Why should I book my holiday cottage with Stayz?

When you choose a Stayz cottage rental, the only people you'll share your space with are whoever you take with you. It'll just be you, your closest companions and the whole place to yourselves. Our flexible cancellation policies also mean you can book your cottage with peace of mind if your plans change.