Book Windsor and Maidenhead holiday rental accommodation: short-term rental properties & homes

Discover a selection of 163 homes, 248 apartments and other holiday rentals in Windsor and Maidenhead that are perfect for your trip. Holiday homes offer the amenities that you expect for your stay with friends, family or just your pet, such as parking and a washer and dryer. At the end of the day, you're sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

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House

Condo/Apartment

Find the best place to stay - Windsor and Maidenhead

Extensive Gardens & Hot Tub I Pass The Keys

Sleeps 6 · 4 bedrooms · 3+ bathrooms

Spacious 4-bedroom apartment in Uxbridge with relaxing Hot tub and Pool table

Sleeps 8 · 4 bedrooms · 1+ bathroom

Top rated rentals - Windsor and Maidenhead

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Very modern apartment

Peace of mind
Our Book with Confidence Guarantee gives you 24/7 support
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

Find the perfect holiday rental for your Windsor and Maidenhead getaway

Learn about the unique charm of Windsor and Maidenhead with a stay in a holiday home rental. This city has something for everyone. Warner Bros. Studio Tour London and Wembley Stadium are just a couple of the must-see attractions in the area. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in Windsor and Maidenhead

Are you hoping to find attractions to visit while you're in town? Venture out of your cosy holiday rental and experience everything that makes Windsor and Maidenhead a one-of-a-kind holiday spot. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

Warner Bros. Studio Tour London (17.3 mi / 27.9 km)
LEGOLAND® Windsor (5 mi / 8.1 km)
Higginson Park (4 mi / 6.4 km)
Stanlake Park Wine Estate (6.7 mi / 10.7 km)
Bekonscot Model Village (7 mi / 11.3 km)
Lapland UK (7.9 mi / 12.7 km)

Exploring the natural landscape of Windsor and Maidenhead

Whether you're an active traveller or just want to spend some time taking in the scenery, Windsor and Maidenhead is a great place to get outside. Here are some of the area’s most eye-catching features, all within 30 miles (48.2 km) of the city centre:

Hyde Park (23.8 mi / 38.4 km)
Dorney Lake (3.8 mi / 6.1 km)
Higginson Park (4 mi / 6.4 km)
Windsor Great Park (6.3 mi / 10.1 km)
Virginia Water (9.5 mi / 15.3 km)
Chiltern Hills (11.2 mi / 18.1 km)

Transport options to and around Windsor and Maidenhead

If you're travelling by train, Maidenhead Station, Maidenhead Furze Platt Station and Maidenhead Cookham Station are the main stations in the area.

Frequently asked questions

How much does it cost to rent a holiday home in Windsor and Maidenhead?

Different things influence how much you’ll pay for a holiday home in Windsor and Maidenhead, including the length of stay, type of property and season. Still, all our holiday homes have one thing in common — unbeatable value. Just enter your travel dates to find your home away from home.

How much does it cost to rent a beach house in Windsor and Maidenhead?

When you travel and the size and style of the property will influence how much you’ll pay for your beachside escape. Click on your Windsor and Maidenhead travel dates to see all your options on Stayz. Looking for basics like WiFi, or perks like a private pool? Use our filters to choose the features and amenities you want in your holiday home.

How old do you have to be to rent a holiday home in Windsor and Maidenhead?

The minimum age is generally 16, 18 or 21. It can vary across properties on Stayz, so check the rules of your preferred Windsor and Maidenhead stay before booking.

How long can I rent a holiday home in Windsor and Maidenhead for?

The amount of time you can book a Windsor and Maidenhead holiday home for depends on each property. Simply tap in your dates of travel to view options that offer extended stays. They have all you require to make your extended break more comfortable and enjoyable, such as laundries and air conditioning. Some properties may also offer weekly or monthly discounted prices, so you can stay even longer for less.