Maidenhead holiday homes

We found 951 holiday rentals — enter your dates for availability
Discover a selection of 30 homes, 28 apartments and other holiday rentals in Maidenhead that are perfect for your trip. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll find the amenities that you need and want, which might include Wi-Fi and a washer and dryer. No matter what you're looking for, you're sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.

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Why visit Maidenhead

  • Historic Landmarks: Discover Maidenhead's rich history through its charming churches and the iconic Maidenhead Bridge.
  • Scenic Riverside: Enjoy leisurely walks along the picturesque riverside, perfect for relaxation and family outings.
  • Local Parks: Experience the tranquil atmosphere of local parks, ideal for picnics and outdoor activities.
  • Cultural Heritage: Immerse yourself in the town's cultural offerings, including historic houses and community events.
  • Warm Community: Encounter friendly locals and a vibrant atmosphere that enhances your visit to this charming destination.

Top attractions in and around Maidenhead

Maidenhead offers a blend of history, culture, and outdoor fun that is perfect for family holidays. Visitors can explore historic houses and charming churches, as well as enjoy local theme parks. Whether you are interested in immersing yourself in the rich cultural heritage or simply looking for a day out in the fresh air, there are plenty of attractions in Maidenhead to suit your interests.

  • Windsor Castle: A historic castle exuding culture and romance, located 10km from Maidenhead.
  • LEGOLAND® Windsor: A themePark full of entertainment and family fun, positioned 8km from Maidenhead.
  • Bray Marina: An adventurous marina offering outdoor and beach vibes, situated within Maidenhead.

Things to do recommended for couples

For a romantic getaway in Maidenhead, enjoy a serene walk along the River Thames, take a picturesque boat ride, or explore the charming parks together. Don't miss the delightful eateries for a cosy dinner, perfect for celebrating your love in this quaint English town.

Things to do recommended for families

Families will love exploring the charming parks in Maidenhead, such as Kidwells Park, where kids can play and enjoy picnics. A visit to the nearby Legoland Windsor offers thrilling rides and attractions, making it a perfect spot for a fun-filled day out.

Things to do recommended for groups

As a Kiwi group visiting Maidenhead, explore the thrill of motorsports at Mercedes-Benz World, 26km away, or enjoy outdoor adventures at Go Ape in Bracknell (14km) and Wendover Woods (29km). Embrace the local vibes and create memorable experiences.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Maidenhead

Whether you're journeying with a group, as a family, with your furry mates, or seeking extended stays, be sure to filter using the appropriate priorities. Here are some tips for booking with Vrbo.

  • Traveling to Maidenhead with a group: Think about how many bedrooms you require, as well as features like a fully equipped kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Maidenhead with young kids: Traveling with little ones can be demanding. You must prioritise their comfort and safety, as well as ensure access to age-appropriate facilities like a private pool. It’s also wise to consider how close you are to attractions that cater to families.
  • Taking your pets with you to Maidenhead: For many, a family holiday isn’t complete without bringing along their four-legged companion. If that sounds like you, explore Vrbo properties that welcome pets. Most pet-friendly options include feeding bowls and beds, ensuring that everyone feels right at home.
  • Planning for a long term stay visiting Maidenhead: If you're after holiday rentals offering special rates for extended stays of a month or more, you've come to the right spot. With the appropriate filter, you can effortlessly locate and save on monthly accommodations. Think about including a parking space, a well-equipped kitchen, or even a private pool in your search.

Where to stay near Maidenhead

Maidenhead, England, offers a delightful blend of culture and outdoor experiences, perfect for family holidays. Explore the scenic riverside, take a leisurely stroll across the iconic Maidenhead Bridge, or enjoy local parks that provide a relaxing atmosphere. With friendly locals and a vibrant community, your visit promises a warm welcome. Whether you're looking for recreational activities or cultural experiences, Maidenhead is a charming destination with something for everyone.

  • Windsor: Located 8km from Maidenhead, Windsor is renowned for its rich historical and cultural appeal. The city offers a delightful mix of family-friendly attractions and outdoor adventures. Wander through the charming streets lined with quaint shops and enjoy the thrill of an amusement park. The majestic castle and historic sites provide a glimpse into England’s regal past, making it an ideal destination for those who appreciate both cultural heritage and leisurely outdoor pursuits.
  • West Drayton: At a distance of 18km from Maidenhead, West Drayton presents a vibrant city experience with a blend of urban culture and family-oriented activities. Visitors can explore well-established shopping areas, catch a performance at a local theatre, or engage in educational experiences. The city’s landmarks, including symbolic monuments and a bustling sports facility stadium, contribute to its dynamic urban landscape that is both culturally rich and entertaining.
  • Slough: Just 10km from Maidenhead, Slough is a lively city celebrated for its diverse attractions and entertainment offerings. The destination caters to family outings and cultural explorations, with an array of shopping venues and recreational activities like golf. Notable local landmarks, including a theme park and castle, enrich the visitor experience, making Slough a versatile spot for those seeking both cultural insights and fun-filled adventures.

Best time to go to Maidenhead

If you're planning a trip to Maidenhead, it's a good idea to check both the weather and property rates. The warmest month is July.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January39.9°F (4.4°C)Light RainMostly CloudyAverage
February41.0°F (5.0°C)No Rain (Dry)Mostly CloudyAverage
March44.2°F (6.8°C)No Rain (Dry)Mostly CloudyAverage
April48.6°F (9.2°C)No Rain (Dry)Mostly CloudySlightly High
May54.0°F (12.2°C)Light RainMostly CloudyAverage
June60.1°F (15.6°C)Light RainMostly CloudySlightly High
July63.9°F (17.7°C)Light RainMostly CloudySlightly High
August63.1°F (17.3°C)Light RainMostly SunnyAverage
September59.2°F (15.1°C)No Rain (Dry)Mostly SunnyAverage
October53.4°F (11.9°C)Light RainMostly CloudySlightly Low
November46.4°F (8.0°C)Light RainMostly CloudySlightly Low
December42.3°F (5.7°C)Light RainMostly CloudySlightly Low

Booking with Vrbo is a breeze

Looking to save on your next holiday? Consider being flexible with your travel dates since prices can fluctuate. Moreover, extending your stay might result in significant savings. To discover the ideal Vrbo property that suits your budget, simply use our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo's clever Trip Board offers you a dedicated area to plan new adventures, pick up from where you last stopped, or manage your travel arrangements. You can easily find your previously saved and booked properties under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Head to the friendly city of Maidenhead

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

Activities and attractions in Maidenhead

Are you looking for top things to see and do while you're in town? Venture out of your cosy holiday rental and experience everything that Maidenhead has to offer. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • LEGOLAND® Windsor (5 mi / 8.1 km)
  • Warner Bros. Studio Tour London (17.4 mi / 28 km)
  • Stanlake Park Wine Estate (6.6 mi / 10.6 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)

Exploring the natural landscape of Maidenhead

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Maidenhead. Here are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • 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)
  • Dinton Pastures Country Park (8.7 mi / 14 km)
  • West Wycombe Park (9 mi / 14.5 km)
  • Virginia Water (9.6 mi / 15.4 km)

Transport to and around Maidenhead

The nearest airport is in Heathrow Airport (LHR), located 12.2 mi (19.7 km) from the city centre. If you can't find a flight that's convenient for your trip, you might consider flying into Farnborough (FAB), which is 17.3 mi (27.8 km) away.

If you prefer to travel by train, Maidenhead Station, Maidenhead Furze Platt Station and Taplow Station are the main stations that serve the city.

Frequently asked questions

What is the best area to stay in Maidenhead when booking a holiday home?
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 holiday home accommodation in Maidenhead?
The most desirable types of holiday homes in Maidenhead are apartments. Ready for more choices? Bookabach offers a variety of options to match the needs of our guests, so you'll see holiday 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 holiday home in Maidenhead?
The average price for a holiday 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 Bookabach and how many guests to view your holiday home 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 holiday homes in Maidenhead?
Yes. You'll find 53 stays that allow pets in Maidenhead on Bookabach. Our furry friends need a break too, so simply use our search function for pet-friendly holiday homes 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 holiday homes and every day can be a pool day. Simply enter your travel dates into Bookabach, then use the "pool" filter to find a place to make a splash!
What are popular home amenities in Maidenhead?
Some of the most popular home 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, Bookabach holiday properties feature the best amenities for beginning new traditions with your loved ones.
Are there large group holiday homes 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, Bookabach will help you find a comfy space to fit the occasion.
Are there holiday homes in Maidenhead that welcome kids?
With 52 family-friendly holiday homes 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 holiday homes in Maidenhead?
You'll find 22 one-bedroom properties in Maidenhead to select from. A one-bedroom holiday home 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 holiday homes in Maidenhead?
Maidenhead has 25 two-bedroom holiday properties for you to pick from. Experience a holiday home with all the privacy and space you want at a price that won't break the bank on Bookabach.
Are there holiday homes with WiFi in Maidenhead?
Maidenhead has 29 holiday homes with WiFi, so you can stay connected while on holiday. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming TV shows with the family to sending emails, these Bookabach homes make it a cinch to get online.
How can I find holiday homes with air conditioning in Maidenhead?
Decide on your travel dates and then make use of the filters to see holiday homes with ac in Maidenhead on Bookabach. With two air-conditioned properties on offer here, you can look forward to a comfortable and cool stay.
How old do you have to be to rent a holiday home in Maidenhead?
The minimum required age is normally 16, 18 or 21. It can change across properties on Bookabach, so check the rules of your preferred Maidenhead holiday home before making a booking.
How long can I rent a holiday home in Maidenhead for?
How long you can book a holiday home in Maidenhead varies according to the property. Simply enter your preferred dates to view a list of options offering extended stays. With many creature comforts such as washing machines and kitchens, as well as some offering discounted weekly or monthly prices, you're sure to get somewhere just right to call your home away from home in Maidenhead.

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