Windsor and Maidenhead cottage rentals

We found 74 cottage rentals — enter your dates for availability

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  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Frequently asked questions

How much does it cost to stay in a cottage rental in Windsor and Maidenhead?
Scroll through our cottage rental listings in Windsor and Maidenhead for an idea of prices. If you want to save, try our “Discounts” filter. It’ll display any cottages featuring special deals, whether that’s a weekly, monthly or new listing discount.
When is the best time to rent a cottage in Windsor and Maidenhead?
Booking a stay in a cottage rental in Windsor and Maidenhead in June means you’ll be here during the most popular month. If there’s wriggle room with your dates, you may find better prices and more availability at different times. Think about travelling when it’s quieter. Another insider tip? Look for seasonal discounts or promotions offered by cottage owners. They may have exclusive bargains at certain times.
Where can I rent a Windsor and Maidenhead holiday cottage with great views?
Delight in the beauty of Windsor and Maidenhead without stepping out of your cottage rental. Use our handy filters and sort by “Recommended” or “Guest rating” to find your ultimate scenic escape. Stunning views combined with homelike comforts will help make your cottage stay one to remember.
Does Windsor and Maidenhead have any lakeside cottages?
For a refreshing getaway, it’s hard to top our lakeside cottage rentals. Take advantage of our convenient “Location” filter and then check the box marked “Lake” to see if you can find any comfy properties that’ll place you close to the water in Windsor and Maidenhead. Spend your days being adventurous or just enjoy catching awesome sunrises and sunsets reflecting off the lake.
What are the top things to do in Windsor and Maidenhead?
While you’ll find lots of awesome things to do in Windsor and Maidenhead, it comes down to the type of adventure you’re seeking. Once you’ve locked in your cottage rental, make a list of attractions and activities that interest you and prioritise them based on your preferences, travel companions and available time.
Why should I book my holiday cottage with Stayz?
With Stayz you’ll never have to share your cottage rental with strangers, whether you’re searching for a rustic stay in the mountains or a swanky pad by the beach. Another fantastic thing about booking with us? You can filter your search by nightly price, amenities and more to find a cottage rental that matches your needs and style. Our flexible cancellation policies and first-class customer support also ensure a stress-free trip.
Cottages in Windsor and Maidenhead

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