Maidenhead holiday homes

We found 1,273 holiday rentals — enter your dates for availability

Discover a selection of 28 homes, 54 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.

Holiday rentals with weekly discounts - Maidenhead

Showing deals for:12 Dec - 19 Dec
  • 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

Why visit Maidenhead

  • Cultural experiences: Discover Maidenhead's rich history through its historic houses and local churches.
  • Outdoor activities: Enjoy a range of outdoor pursuits in the town's picturesque surroundings.
  • Family-friendly attractions: Visit nearby theme parks for a fun day out with the whānau.
  • Vibrant town centre: Experience the lively atmosphere, with shops and eateries to explore.
  • Relaxing neighbourhoods: Unwind in charming areas catering to all budgets and preferences.

Top attractions near Maidenhead

Maidenhead offers a fantastic mix of culture, outdoor activities, and family-friendly attractions. Explore historic houses, visit local churches, or enjoy a day at a nearby theme park. The town centre provides a vibrant atmosphere, making it an ideal base for discovering nearby attractions. Whether you’re travelling solo or with whānau, there’s plenty to see and do in Maidenhead for an unforgettable holiday experience.

  • LEGOLAND® Windsor: This vibrant theme park offers fun for the whole family, featuring immersive rides, creative attractions, and interactive experiences, all themed around the beloved LEGO brick. Perfect for kids and the young at heart.
  • Windsor Castle: A majestic castle steeped in history and romance, Windsor Castle boasts stunning architecture and beautiful gardens. Explore the State Apartments and St. George's Chapel, and soak in a rich cultural experience.
  • Dorney Lake: A picturesque lake ideal for outdoor activities, Dorney Lake is surrounded by scenic views and offers a peaceful beach atmosphere. Perfect for a romantic stroll or a relaxing day by the water.

Things to do recommended for couples

Looking for a romantic getaway in Maidenhead? Treat yourselves at Nirvana Spa for ultimate relaxation, explore the charm of Stanlake Park Wine Estate for delightful tastings, and indulge in luxury at Coworth Park Polo Centre. Perfect experiences for you and your partner.

Things to do recommended for families

During your family trip to Maidenhead, enjoy the relaxing vibes at Langley Park, experience the thrill of ice skating at the John Nike Leisuresport Complex, and have a splashing good time at Amity Beach waterpark, all within a short drive from the town.

Things to do recommended for groups

Enjoy a round of golf at Royal Ascot Golf Club, Stoke Poges Golf Club, or Mill Ride Golf and Country Club. Each offers a fantastic outdoor vibe, perfect for a group outing just a short drive from Maidenhead.

*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

If you're planning a trip with a group, family, pets, or considering extended stays, be sure to prioritise your preferences in the search. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Maidenhead with a group: Think about how many bedrooms you'll require, as well as features like a full 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: Travelling with young kids can be quite demanding. It's important to prioritise their comfort and safety, alongside suitable facilities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly activities and attractions.
  • Taking your pets with you to Maidenhead: For many families, a holiday wouldn't be the same without their furry companion. If this resonates with you, take a look at Vrbo properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Maidenhead: If you're on the hunt for holiday rentals with discounts for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly locate and save on monthly rentals. Don't forget to include options like a car park, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Maidenhead

Maidenhead, a charming city in the UK, offers a delightful mix of culture and outdoor activities perfect for family vacations. Explore the vibrant centre of Maidenhead, visit the local library, and enjoy the friendly atmosphere. Nearby, you'll find relaxing neighborhoods that cater to both budget-conscious travellers and those seeking a more leisurely experience. With its rich history and recreation options, Maidenhead is an ideal base for your UK adventure.

  • Windsor: Located 8.0km from Maidenhead, Windsor is famed for its rich history and family-friendly activities. The iconic Windsor Castle, a residence of the British monarchy, attracts countless visitors eager to explore its stunning architecture and impressive grounds. Additionally, the nearby Legoland Windsor offers a fantastic theme park experience for children and adults alike. Golf enthusiasts can enjoy several local courses, while the charming town centre features delightful shops and eateries, making it an ideal spot for a day out.
  • Reading: Situated 19.3km from Maidenhead, Reading is a vibrant city with a diverse range of attractions. Known for its excellent shopping facilities, including the Oracle Shopping Centre, visitors can indulge in retail therapy or enjoy a meal at one of the many restaurants. The city also boasts cultural experiences with its theatres and art venues. Don’t miss the opportunity to explore the beautiful parks for outdoor activities or catch a game at the Madejski Stadium, home to local football and rugby teams.
  • Slough: Just 9.7km from Maidenhead, Slough is a bustling town with plenty to offer. Families will appreciate the shopping areas and recreational options, including golf courses for a relaxing day outdoors. The town is also home to the impressive Slough Trading Estate, which is a hub for businesses. Local attractions include the nearby theme parks and historical sites, making it a great base for exploring the region.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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, as prices can fluctuate. Also, opting for a longer stay can often lead to significant savings. To discover the ideal Vrbo property that suits your budget, utilise our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a handy platform for you to plan new adventures, resume your previous arrangements, or keep track of your travel plans. You can easily find your saved or booked properties sorted into categories like Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply head to: 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. Warner Bros. Studio Tour London and LEGOLAND® Windsor 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:

  • Warner Bros. Studio Tour London (17.4 mi / 28 km)
  • LEGOLAND® Windsor (5 mi / 8.1 km)
  • Stanlake Park Wine Estate (6.6 mi / 10.6 km)
  • Bekonscot Model Village (7.1 mi / 11.4 km)
  • Lapland UK (7.9 mi / 12.7 km)
  • Coworth Park Polo Centre (8.8 mi / 14.2 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)
  • Virginia Water (9.6 mi / 15.4 km)
  • Chiltern Hills (11.2 mi / 18.1 km)
  • Thames Path (11.2 mi / 18.1 km)
  • Ruislip Lido Beach (13.3 mi / 21.5 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.

More Holiday Rentals ideas