Windsor and Maidenhead Holiday Rentals

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Top Holiday Rentals Destinations in Windsor and Maidenhead

"Outstanding as always, the owners are very thoughtful and helpful, picking fresh eggs for breakfast in the morning was a winner for my little boy. The best accommodation for Lapland "

includes taxes & fees

2 Mar - 3 Mar

"Pros & Cons - overall, a good place to stay. Note to future travelers - scan the welcome QR Code *FIRST!* Hot water is on a timer, with a (semi-functional) "boost" button should you need hot water not during the "on" hours (hint: you will need to use it, if you want a hot shower; we never did figure out what the optimal time would have been). If you have 5 travelers, and you tell the landlord, you will still need to set up the sofa bed on your own when you arrive. Linens are in a storage area...

"Great location with places to eat close by. Space is spacious and well maintained. Will definitely stay there again. "

"Where do I start The property was described as a studio. It stated that everyone in my party would be undestrurbed in the accomodation. This is untrue and breaches the trades description legislation The property has a shared kitchen with no privacy in it. The only TV is in the kitchen and so relaxing at the end of the day before bed by watching TV was not really possible My food had to be stored insecurely The access to the room I booked was up very steep steps with a low ceiling This...

"This is a wonderful apartment for a get-away in Windsor. On the doorstep of Windsor castle. Adjacent to a walking path to Alexandra Gardens. Great location with lots of food and grocery options. The communication from Chris was excellent and his instructions made getting checked in a breeze."

"Aside from the lack of disability access, which ment on a modern built property having to carry 4 suitcases up 3 flights of stairs, The location is great. Short walk to the main Street. Pub in throwing distance and Tesco 5 min away. "

"The apartment was a good size , clean and just as described.Location was great for getting around the local area and with parking was perfect for us."

"Peter and Kaye were GREAT hosts. The place was immaculate and exactly what was described online. More than enough room for me, my wife and 15 year old daughter. They even left a bottle of Chardonnay for our Friday night arrival and Peter brought over 2 great beers!! Their 2 dogs were VERY friendly and my daughter just loved them. I HIGHLY recommend staying here the next time you are near Cookham UK. Thanks again for a GREAT time!! Hope to see you again. Elmhurst IL Gang"

"Great location and spacious bedrooms."

includes taxes & fees

23 Feb - 24 Feb

"Lovely property in great location. Really enjoyable for large families or groups of friends. Loads of space!"

includes taxes & fees

19 Feb - 20 Feb

"Stayed with family for Christmas had a wonderful Christmas tree"

includes taxes & fees

23 Feb - 24 Feb

Comfort Apartment, 2 Bedrooms, Non Smoking | View from room

"We opted to stay in Windsor, as opposed to downtown London on our last night in the UK. This property has an ideal location, right across from Windsor Castle. It has a gated entrance to the courtyard, with two locks on the main door to property. We felt very safe. Nice size rooms. It was a perfect commute for Heathrow. Lots of dining options with multiple pubs. "

"Hard to find on foot. A little smaller than it appears in pictures, but clean and great location. "

includes taxes & fees

2 Mar - 3 Mar

"Family and friend gathering. 9 adults over 50 years old. We enjoyed being on the Themes and spent our time outside. The house is not meant for that many adults even though it has 5 bedrooms. Many of the beds were too short and one room is clearly a children’s room. The place needs some TLC on furniture, rugs, beds (sag in middle) and outdoor cleanliness…lots of spider webs. But that also adds to the charm. Things to note. One room has up and down steps to bathroom and a very narrow opening. We...

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Find out more about Windsor and Maidenhead

Everything you need to know about Windsor and Maidenhead holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Windsor and Maidenhead holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windsor and Maidenhead holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Windsor and Maidenhead holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Windsor and Maidenhead. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Windsor and Maidenhead holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Windsor and Maidenhead holiday rentals we have chosen for you start as low as AU$209 per night. Entering your travel dates in the search wizard you might find even better deals.

How to find incredible deals on Windsor and Maidenhead rentals

At Expedia, we put the best Windsor and Maidenhead holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Windsor and Maidenhead rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windsor and Maidenhead holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windsor and Maidenhead. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Recent reviews in Windsor and Maidenhead

5/5 Excellent

Lovely room by the river

"Lovely room right by the water. Huge comfortable bed. Good shower. Air conditioning, though we didn’t need it in January, still good to know it’s available. The bar is nice though not well stocked. Lack of anything to eat when arriving late was a little downer. The Staff are first-rate, attentive and efficient. Restaurant has a nice atmosphere right on the river. The porridge is to be avoided, just damp oats. "

A verified traveller stayed at Macdonald Compleat Angler

Posted 2 days ago

5/5 Excellent

"We really enjoyed our stay at the hotel, the room was lovely and the staff couldn't have been more helpful. The gym while not the biggest had a lot of equipment, good cardio machines and weight section. The pool was really good and we really liked the outdoor jacuzzi. The cocktails in the bar were incredibly good. I would definitely stay here again. "

A verified traveller stayed at Macdonald Berystede Hotel

Posted 2 weeks ago

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Windsor and Maidenhead Holiday Rentals

Plan, book, stay with confidence

Top Holiday Rentals Destinations in Windsor and Maidenhead

Willow Court Farm

King Edward Apartments

Hampden Apartments - the Diana

Stunning 1-bed Studio in Windsor

Cavendish House

Hampden Apartments - The Anne

Hampden apartments - The Richard

Hampden Apartments - The William

Inclusive, child-friendly, dogs welcome, garden area, near pubs/river/golf

Good priced 6 bedroom home with FREE parking Family Holiday - Windsor

CHESTNUT COTTAGE ❤ WINDSOR COUNTRYSIDE ESCAPE

Stunning Central Windsor Town House

Fabulous house on the river Thames riverside, near Windsor, Heathrow and London

Inviting 8-Bed House in Wraysbury, Staines

Self Contained Studio Near Windsor Attractions!

Magnolia Lodge - 4 Beds Fabulous Garden Parking

Central Apartment Facing Windsor Castle

Inviting 2-Bed Cottage in Windsor

Charming Riverside Cottage - Ideal for Families & Groups, Pool, Gardens & River

Charming Rustic houseboat at Bray Marina

Find out more about Windsor and Maidenhead

Recent reviews in Windsor and Maidenhead

Macdonald Compleat Angler

The Royal Adelaide Hotel

The Olde Bell, BW Signature Collection

Macdonald Windsor Hotel

CIM Business Centre

Sir Christopher Wren Hotel

Macdonald Berystede Hotel

De Vere Beaumont Estate

Castle Hotel Windsor