Maidenhead vacation rentals

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your current months are April, 2024 and May, 2024.
April 2024
May 2024
Discover a selection of 24 homes, 65 apartments, and other vacation rentals in Maidenhead that are perfect for your trip. Whether you’re staying in a vacation home with your kids and pets or just with friends, you'll have the best amenities for spending time at your home away from home, which might include air conditioning and a pool. Whatever you're looking for, you're sure to find a rental that has what everyone needs, including accessible or non-smoking choices.

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Head to the friendly city of Maidenhead

The area's monuments and culture are just a few of the reasons to vacation in Maidenhead. Travelers to this welcoming city praise the riverfront, bars and restaurants. Warner Bros. Studio Tour London and LEGOLAND® Windsor are just a couple of the must-sees in the area. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in Maidenhead

Do you want to find top things to see and do in the area? Venture out of your cozy vacation rental and experience everything that Maidenhead has to offer. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Warner Bros. Studio Tour London (17.4 mi / 28 km)
  • LEGOLAND® Windsor (5 mi / 8.1 km)
  • Bekonscot Model Village (7.1 mi / 11.4 km)
  • Royal Ascot Golf Club (7.7 mi / 12.3 km)
  • Lapland UK (7.9 mi / 12.7 km)
  • Coral Reef Bracknells Water World (9.2 mi / 14.8 km)

Exploring the natural landscape of Maidenhead

Whether you're looking for adventure or just want to appreciate the scenery, you'll be sure to find the perfect setting for your vacation in Maidenhead. These are some of the area's most stunning natural features, all within 30 miles (48.2 km) of the city center:

  • Dorney Lake (3.9 mi / 6.2 km)
  • Windsor Great Park (6.3 mi / 10.2 km)
  • Savill Garden (8.3 mi / 13.4 km)
  • Virginia Water (9.6 mi / 15.4 km)
  • Chiltern Hills (11.2 mi / 18.1 km)
  • Thames Path (11.2 mi / 18.1 km)

Transportation to and around Maidenhead

The nearest airport is in Heathrow Airport (LHR), located 12.2 mi (19.7 km) from the city center. If you can't find a flight that's convenient for your trip, you could book a flight to Luton Airport (LTN), which is 28.7 mi (46.2 km) away.

If you prefer to travel by train, Maidenhead Station, Maidenhead Furze Platt Station and Taplow Station are the main stations in the area.

Frequently asked questions

What is the best area to stay in Maidenhead when booking a vacation rental?

If you're planning a Maidenhead trip, Bray is one of the most sought-after places to stay. Whether you go for a villa, cottage or different property type, you'll always have the whole place to yourself.

What is the most popular type of vacation rental accommodation in Maidenhead?

The most desirable types of vacation rentals in Maidenhead are apartments. Ready for more choices? Vrbo offers a variety of options to match the needs of our guests, so you'll see vacation properties in loads of shapes and sizes. The perfect fit is ready and waiting for you — snap up yours today.

How much does it cost to rent a vacation rental in Maidenhead?

The average price for a vacation home in Maidenhead can vary depending on factors like length of stay, property type and season. Whether you're in search of a sprawling house with room for friends and family or a quaint cottage perfect for just you and the kids, just add your dates of travel to see stays with great value.

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

Prices for beach houses in Maidenhead will vary depending on the size and type of the property and when you plan to travel. All you have to do is enter your travel dates into Vrbo and how many guests to view your vacation rental options and prices. From there you can use our filter tool to narrow down your search by ratings, amenities, nearby activities and more.

Are there pet-friendly vacation rentals in Maidenhead?

Yes. You'll find 53 stays that allow pets in Maidenhead on Vrbo. Our furry friends need a break too, so simply use our search function for pet-friendly vacation rentals to find a property where your pooch can get in on the fun.

Can I rent a house with a pool in Maidenhead?

Pack your swimsuit and inflatable flamingo, because there are two houses with a private pool in Maidenhead. Make a booking at one of these terrific vacation rentals and every day can be a pool day. Simply enter your travel dates into Vrbo, then use the "pool" filter to find a place to make a splash!

What are popular rental amenities in Maidenhead?

Some of the most popular rental amenities people prefer in Maidenhead include an electric car charging station, a nearby river and nearby museums. Whether you're on the road with buddies, family or even pets, Vrbo vacation properties feature the best amenities for beginning new traditions with your loved ones.

Are there large group vacation rentals in Maidenhead?

With 14 Maidenhead properties that can accommodate five or more people, you can invite a few extra pals or family members along. Whether you're planning an informal get-together or a special celebration, Vrbo will help you find a comfy space to fit the occasion.

Are there vacation rentals in Maidenhead that welcome kids?

With 52 family-friendly vacation rentals available in Maidenhead, now is a superb time to introduce the little ones to the thrills of travel. Click on our "Properties good for families" filter box to locate stays packed with conveniences ideal for families on the move, such as dining rooms, backyards, hot tubs and bunk beds.

What are the top attractions for families in Maidenhead?

Keeping the kids happy during your stay in Maidenhead is easy with these family-friendly attractions:

  • Windsor Castle
  • LEGOLAND® Windsor
  • Coral Reef Bracknells Water World

Are there one-bedroom vacation rentals in Maidenhead?

You'll find 22 one-bedroom properties in Maidenhead to select from. A one-bedroom vacation rental is a wonderful choice if it's only two of you or if you're flying solo. Add in more space, privacy and convenience than a standard hotel, and you're bound to have an unforgettable getaway.

Can I find two-bedroom vacation rentals in Maidenhead?

Maidenhead has 25 two-bedroom vacation properties for you to pick from. Experience a vacation home with all the privacy and space you want at a price that won't break the bank on Vrbo.