Maidenhead house rentals
We found 513 house rentals — enter your dates for availability
Explore Maidenhead house rentals
4 Bed Windsor Countryside Escape - By Tempstay
Sleeps 10 · 4 bedrooms · 3 bathrooms
Expansive Countryside Cottage
Sleeps 11 · 5 bedrooms · 3+ bathrooms
Inclusive, child-friendly, dogs welcome, garden area, near pubs/river/golf
Sleeps 4 · 1 bedroom · 1 bathroom
3 Bed in Bray (oc-s32608)
Sleeps 6 · 3 bedrooms · 3 bathrooms
Cosy Double Room 5 Minutes from Station,Peaceful Area, Only 20 Minutes to London
Sleeps 2 · 1 bedroom · 1 bathroom
Large 6 Bed Maidenhead Stay With Free Parking
Sleeps 12 · 6 bedrooms · 2+ bathrooms
Top rated house rentals - Maidenhead
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
An amazing Break
We loved the place from when we stepped in. Victoria was a wonderful host and made us feel welcome. Everything was clean and just perfect for my family and myself. If we get the chance to come back to the UK, we will stay there again for sure.
Carrie C.
Stayed Sept 2024
Wonderful Cottage stay
We had a fantastic time in this beautiful cottage.
Set out like a welcoming home, we had everything at our fingertips. It was a really good position for us, as we did day trips and stayed for a week.
Cindy T.
Stayed May 2024
Home away from home
Fantastic experience- perfect for longer stays for when you want a little more space and privacy than hotels provide. Katy was a superb host.
Rachel H.
Stayed June 2023
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 holiday home rentals in Maidenhead?
Book one of our 513 holiday home rentals and start planning your Maidenhead trip. Whether you're going to stay in Altwood, Holyport, Farnham Royal or another well-known neighbourhood, you'll discover the perfect house on Stayz.
How much does it cost to stay in a holiday rental house in Maidenhead?
Whether you're seeking a budget-friendly getaway or a posh retreat, Stayz has a range of holiday home rentals in Maidenhead for you to choose from. Use our filter tools to compare prices and find the perfect stay for you and your crew.
When is the best time to rent a holiday house in Maidenhead?
It depends on the type of weather you enjoy, among other factors. Many people visiting Berkshire book a Maidenhead holiday home rental in May, when the average temperature ranges from 8ºC to 17ºC.
Where can I rent a Maidenhead holiday house with great views?
Stayz makes it simple to find the impressive views you're looking for in your holiday house. Just use our "Location" filter to narrow down the kind of area you prefer to be in, and the views you want to stare out at, while browsing holiday home rentals in Maidenhead.
Does Maidenhead have any weekend house rentals?
Some of Stayz's holiday houses can be rented just for the weekend, making them perfect for spontaneous getaways. Enter your preferred travel dates to view the availability. You may need to play around with dates and have a little flexibility in your plans to find the best holiday home rental in Maidenhead.
Are there any pet-friendly house rentals in Maidenhead?
Share your next adventure with your best friend at one of the two pet-friendly holiday home rentals in Maidenhead. These stays come with features that'll make your pooch feel welcome, such as a fenced-in yard to play in. Just check the "Pets allowed" filter to book a house that has room for every beloved member of your family.
What are the top things to do in Maidenhead?
Get your Maidenhead getaway off to an awesome start with a visit to top-rated attractions like Windsor Castle, LEGOLAND® Windsor and Thorpe Park. Stay in a Stayz holiday home rental with the family and then uncover the best of this destination together.
Why should I book my holiday rental house with Stayz?
No sharing your space, no awkward small talk with strangers. When you stay in a Stayz holiday home rental, you'll have the entire place for your use only. Need to cancel or change your travel itinerary? Our flexible cancellation policies mean you're able to book your rental house with peace of mind.