Maidenhead holiday rentals

We found 835 holiday rentals — enter your dates for availability
Discover a selection of 30 homes, 29 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.

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. 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)
  • Lapland UK (7.9 mi / 12.7 km)
  • Badgemore Park (8.8 mi / 14.1 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)
  • 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)

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 rental?
When considering a holiday rental in Maidenhead, a popular area to stay is the town centre. This vibrant locale is conveniently located near a variety of shops, restaurants, and cafés, making it an ideal base for exploring the area. The proximity to Maidenhead's train station is particularly advantageous for those wishing to travel into London or explore the surrounding towns.Another excellent choice is the area along the River Thames, which offers picturesque views and a lovely setting for leisurely strolls. The riverbank is a delightful spot, especially near the iconic Maidenhead Bridge, and it provides access to scenic walks and recreational activities. You can also enjoy the nearby Desborough Island, which is superb for a relaxing day out.Each of these neighbourhoods has a selection of properties available for holiday rentals, suiting various preferences and budgets.
What is the most popular type of holiday rental accomodation in Maidenhead?
In Maidenhead, apartments are the most popular type of holiday rental, with around 120 available throughout the town. These apartments are typically located near the picturesque River Thames and the vibrant town centre, offering guests easy access to local shops, restaurants, and parks. Most units come equipped with modern amenities, including fully equipped kitchens, comfortable living areas, and often a private balcony or terrace, providing a great spot to relax after a day of exploring.Additionally, there are approximately 112 holiday houses available, which cater well to families or larger groups. These homes usually feature multiple bedrooms, spacious living areas, and private gardens, allowing guests to enjoy a bit more space and comfort during their stay. While there are also about 16 cottages in the area, these are less common and provide a quaint, traditional feel, often set in quieter neighbourhoods.
Are there any family house rentals in Maidenhead?
In Maidenhead, there are numerous family-friendly house rentals available, with around 27 options for visitors to choose from. The town features a variety of neighbourhoods, such as the vibrant town centre and the quieter residential areas, all of which provide easy access to local attractions. Many of these properties boast spacious living areas, fully equipped kitchens great for family meals, and outdoor spaces where children can play safely.Guests can explore nearby points of interest like the beautiful Maidenhead Bridge, which offers scenic views along the River Thames, or visit the lush green spaces of Kidwells Park, ideal for picnics and outdoor activities. Additionally, families can enjoy the local attractions, including the historic Cliveden House and its stunning gardens, which are just a short drive away.
Can I rent a holiday home with a pool or hot tub in Maidenhead?
In Maidenhead, there are several holiday homes available for rent that feature pools and hot tubs, making it an attractive option for those seeking relaxation and leisure during their stay. This charming town, located along the River Thames, offers a mix of modern amenities and historical charm. Many properties in the area come with private pools, outdoor seating areas, and well-equipped kitchens, great for families or groups looking to enjoy a comfortable and enjoyable holiday.The neighbourhoods around Maidenhead, such as Taplow and Cookham, also provide a scenic backdrop, with opportunities to explore local parks and riverside walks. Additionally, some rentals may include extra amenities like barbecue facilities or garden spaces, enhancing the outdoor experience.
Are there pet-friendly house rentals in Maidenhead?
In Maidenhead, there are numerous pet-friendly house rentals available, making it an excellent choice for travellers looking to bring their furry companions along. The area offers a variety of properties, from contemporary townhouses to charming cottages, many of which feature amenities such as spacious gardens, modern kitchens, and comfortable living areas.One of the highlights of staying in Maidenhead is its proximity to several parks and green spaces that are ideal for walking dogs. The beautiful Maidenhead Thicket, with its woodland trails, is a short drive away and provides a lovely natural setting for outdoor adventures. Additionally, the nearby Ray Mill Island features scenic walking paths and picnic spots, allowing for enjoyable outings with pets.
Are there any remote work holiday rentals in Maidenhead?
In Maidenhead, there are numerous options for remote work holiday rentals, with around 188 properties available. The town offers a good blend of modern amenities and scenic surroundings, making it an ideal spot for those looking to work remotely. Many rentals come equipped with high-speed internet and Wi-Fi, ensuring that you can stay connected during your stay.Properties often feature dedicated office spaces or comfortable work areas, allowing for productive work environments. Additionally, you can expect amenities such as comfortable living areas and full kitchens, making it easy to settle in.Maidenhead is well-connected to London and offers access to lovely parks and the beautiful River Thames nearby, providing great opportunities for relaxation after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Maidenhead?
In Maidenhead, popular rental amenities include fully equipped kitchens, allowing guests to prepare their own meals comfortably. Many properties offer onsite parking, making it convenient for those travelling by car. Additionally, travellers can expect coffee and tea makers for their morning brews, as well as access to gardens where they can relax outdoors. Some rentals are also pet-friendly, accommodating those who wish to bring their furry friends along.
When is the best time to visit Maidenhead for a holiday rental?
The best time to visit Maidenhead for a holiday rental is during the peak season from May to July, with July being particularly popular among travellers. This period is characterised by vibrant outdoor activities as the weather warms up, making it ideal for exploring the picturesque surroundings and enjoying events along the River Thames.During these months, visitors can expect pleasant temperatures ranging from 15 to 25 degrees Celsius, superb for leisurely strolls and sightseeing. The lush parks and gardens come alive, offering beautiful spots for picnics and relaxation. Additionally, the town hosts various local events and festivals, enhancing the lively option and providing a chance to immerse yourself in the community.For those looking for a more budget-friendly option, December can be a charming time to visit. During this time and cooler, with temperatures averaging around 0 to 5 degrees Celsius, you can enjoy the festive decorations and local holiday markets, which add a unique charm to the town.Ultimately, the best time to book a holiday rental in Maidenhead depends on whether you prefer the buzz of summer activities or the cosy, festive vibe of winter.
What are the top attractions in Maidenhead?
In Maidenhead, visitors can enjoy a variety of attractions that highlight the town's charm and natural beauty. One of the main draws is the scenic River Thames, where you can stroll along the riverside, take boat trips, or relax in one of the riverside parks. The Longridge Activity Centre, located nearby, offers outdoor pursuits like kayaking and climbing, appealing to adventure enthusiasts.The historic Maidenhead Railway Bridge, designed by the famous engineer Isambard Kingdom Brunel, is an iconic landmark that showcases the town's rich transportation history. Additionally, the nearby Taplow Court provides beautiful gardens and a peaceful atmosphere for those looking to unwind.For shopping and dining, the town centre features a mix of high street brands and independent boutiques, alongside a selection of cafes and restaurants that cater to various tastes.
Are all fees included in the Maidenhead holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Maidenhead holiday homes with parking?
Stayz offers a wide selection of holiday homes in Maidenhead with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Maidenhead holiday homes?
You can find great discounts on holiday homes in Maidenhead on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Maidenhead holiday home booking on Stayz?
To find Maidenhead holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Maidenhead?
A long-stay holiday home in Maidenhead is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Maidenhead holiday home?
Book your Maidenhead holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Maidenhead?
Prices for holiday homes in Maidenhead vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Maidenhead to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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