Maidenhead holiday rentals

We found 955 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 Heritage: Explore medieval houses and a charming church that echo Maidenhead's rich past.
  • Riverside Charm: Enjoy a leisurely stroll along the picturesque Maidenhead Riverside with scenic views and relaxed seating areas.
  • Cultural Hub: Visit the vibrant town centre and the local library, both central to community life and cultural events.
  • Outdoor Spaces: Unwind in lush parks and along the River Thames, ideal for family outings.
  • Local Delights: Experience a blend of shopping and dining in a friendly, welcoming environment.

Popular types of accommodation in Maidenhead

Planning a getaway to Maidenhead, England? Discover a range of delightful holiday rentals tailored for your needs, from charming cottages to modern apartments and private holiday homes. Explore the picturesque banks of the River Thames, visit the stunning Maidenhead Railway Bridge, or unwind in the lush parks that dot the city. Whatever your preference, you're sure to find the ideal accommodation to enhance your stay in this vibrant locale.

  • Apartments: A popular choice for visitors to Maidenhead, apartments offer modern amenities and convenient locations for a comfortable stay.
  • Private Holiday Homes: These residences provide a homely atmosphere, ideal for families or groups seeking privacy and space.
  • Cottages: Quaint and charming, cottages offer a picturesque retreat for those wanting a taste of countryside charm.
  • Guest Houses: A welcoming option, guest houses provide a more personal touch with friendly hosts and a cosy environment.
  • Chalets: Perfect for a unique getaway, chalets offer a blend of comfort and nature, often set in scenic locations.**

Top attractions in and around Maidenhead

Maidenhead offers a delightful blend of culture and outdoor experiences, ideal for family holidays. Visitors can explore historic houses, a charming church, and a medieval atmosphere that enriches the local heritage. This vibrant city provides a range of attractions, from leisurely strolls through its historic quarters to immersive cultural experiences, ensuring memorable adventures for every traveller.

  • Cliveden House: This historic house boasts stunning architecture and lavish gardens, offering a glimpse into England's aristocratic past. Visitors can explore its rich history while enjoying the breathtaking views of the River Thames.
  • Windsor Castle: A short drive from Maidenhead, this iconic castle is steeped in history and royal charm. Explore its opulent State Apartments and St George's Chapel, set against the backdrop of picturesque landscapes.
  • LEGOLAND® Windsor: A delightful theme park perfect for families, featuring exciting rides and attractions inspired by the beloved LEGO brand. It offers a fun-filled day of adventure and creativity for visitors of all ages.

Things to do recommended for couples

Discover Maidenhead’s romantic charm with a scenic stroll along the Thames, cosy riverside cafes and a picturesque walk through local parks. Embrace the quintessential British experience perfect for a couple's getaway.

Things to do recommended for families

Families will love exploring the lush parks like Kidwells Park, enjoying the adventure playgrounds and picnic spots. The River Thames offers delightful boat trips, while nearby Legoland Windsor promises a day of fun with rides and attractions suitable for all ages.

Things to do recommended for groups

Groups visiting Maidenhead can enjoy a thrilling day at Mercedes-Benz World, a motorRacing facility 26km away, and embrace adventure at Go Ape in Bracknell and Wendover Woods, offering zipline and ropes course experiences 9 and 29km away respectively.

*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 are journeying with a group, as a family, accompanied by your pets, or seeking extended stays, ensure you apply the appropriate filters. Below are some useful Stayz booking tips for you.

  • Traveling to Maidenhead with a group: Consider how many bedrooms you require, along with amenities like a complete kitchen or an outdoor area for group gatherings. Thankfully, you can filter for these features, and many others, on Stayz.
  • Traveling to Maidenhead with young kids: Travelling with young children can be quite challenging. It's essential to prioritise their comfort and safety, along with ensuring access to suitable amenities, such as a private swimming pool. Additionally, it's wise to think about your closeness to family-friendly attractions.
  • Taking your pets with you to Maidenhead: For many, a family holiday feels incomplete without their furry companion. If this resonates with you, explore Stayz properties that welcome pets. Most 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 seeking holiday lets offering discounts for stays of a month or more, you've come to the right place. By utilising the appropriate filter, you can effortlessly locate and benefit from savings on monthly rentals. Consider including amenities such as a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay near Maidenhead

Maidenhead, England, is a charming city that offers a delightful blend of outdoor activities and cultural experiences. Stroll along the picturesque Maidenhead Riverside, where you can enjoy scenic views and relaxed seating areas. Explore the vibrant Maidenhead Town Centre, which boasts a variety of shops and eateries. Don't miss the Maidenhead Library, a hub of knowledge and community events. This friendly city is perfect for family holidays, providing a warm atmosphere that welcomes all visitors.

  • Windsor: Located approximately 8km from Maidenhead, Windsor is a charming city that offers a delightful blend of family-friendly activities and rich cultural experiences. Visitors are drawn to the majestic Windsor Castle, one of the oldest and largest inhabited castles in the world, and a must-see landmark. The town also boasts the beautiful Windsor Great Park, perfect for outdoor strolls and picnics. For those seeking excitement, the nearby Legoland Windsor provides thrilling rides and attractions for younger audiences. The shopping area in Windsor caters to various tastes, ensuring a pleasant day out for all.
  • West Drayton: Situated around 18km from Maidenhead, West Drayton is a vibrant city known for its family-oriented atmosphere and cultural highlights. The area features a variety of shopping options and a lively theatre scene, making it an ideal spot for entertainment enthusiasts. Notable landmarks include the iconic Yiewsley and West Drayton Railway Station, which adds a touch of historical charm. The local sports facility stadium hosts various events, adding to the city's dynamic appeal. With its blend of urban offerings and community spirit, West Drayton is a gem worth exploring.
  • Slough: Just 10km from Maidenhead, Slough is an energetic city that attracts visitors with its diverse family attractions and vibrant entertainment scene. The city is home to a variety of shopping areas, perfect for those looking to indulge in retail therapy. Outdoor enthusiasts can enjoy the local golf courses, while cultural experiences abound in the form of theatres and art venues. Notable attractions include the iconic Slough Trading Estate and the nearby Windsor Castle, making it a perfect base for exploration. Slough's lively atmosphere and welcoming community make it a delightful destination for all.

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. Peak season runs in April and June to July, while off-peak times, like October to December tend to have fewer bookings and better deals.

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

Booking with Stayz is simple

Certainly. Here is your text paraphrased in British English with a reliable and supportive tone: Looking to make the most of your next holiday? Consider adjusting your travel dates, as prices may differ. You might also enjoy significant savings by booking a longer stay. To discover the ideal Stayz property that suits your budget, simply use our filters to search by price, location, and type of holiday rental.

Stayz Trips: Effortless planning

Stayz’s Trip Board provides a dedicated space where you can initiate new journeys, continue planning, or easily review and organise your reservations. Your saved or booked properties are now categorised into Potential, Upcoming, or Current Trips. To discover the Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

The information above was last updated:

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? Stayz 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 Stayz 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 Stayz. 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 Stayz, 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, Stayz 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, Stayz 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 Stayz.
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 Stayz 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 Stayz. 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 Stayz, 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.