Maidenhead holiday lettings

We found 1,280 holiday rentals — enter your dates for availability

Discover a selection of 42 homes, 53 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

  • Cultural attractions: Discover historic houses, charming churches, and engaging theme parks that showcase Maidenhead's rich heritage.
  • Outdoor adventures: Explore the picturesque Chiltern Hills, perfect for family-friendly hikes and outdoor activities.
  • Vibrant town centre: Enjoy the friendly atmosphere and diverse amenities in the bustling heart of Maidenhead.
  • Diverse accommodation: Choose from a wide range of holiday rentals, including modern apartments and cosy cottages to suit every traveller's needs.
  • Local eateries: Savor delightful dining options, showcasing local cuisine and providing memorable culinary experiences.

Popular types of accommodation in Maidenhead

Discover the charm of Maidenhead with our diverse selection of vacation rentals. From modern city apartments to cosy cottages and spacious private homes, there’s something to suit every traveller's needs. Whether you’re searching for a stylish one-bedroom flat or a larger house for rent, our transparent information and competitive pricing ensure you find the perfect base for your holiday. Explore Maidenhead and make the most of your stay with our exceptional holiday rentals.

  • Apartments: The most sought-after choice for holiday rentals in Maidenhead, offering modern amenities and convenient locations.
  • Houses: A popular option for families or groups, providing spacious living and a homely feel during your stay.
  • Cottages: Charming and quaint, these accommodations offer a picturesque retreat in the heart of Maidenhead.
  • Guest Houses: A welcoming choice, ideal for those seeking a friendly atmosphere and personalised service.
  • House Boats: A unique and adventurous lodging option, allowing you to experience life on the water.**

Top attractions in and around Maidenhead

Maidenhead is perfect for a cultural, outdoor family getaway, offering a variety of attractions to explore. Visitors can enjoy historic houses, charming churches, and entertaining theme parks, ensuring a delightful experience for travellers seeking culture and family-friendly activities. The area's rich heritage and beautiful landscapes make it an ideal destination for making lasting memories.

  • LEGOLAND® Windsor: A fantastic theme park filled with family-friendly attractions, rides, and interactive exhibits, LEGOLAND® Windsor is perfect for children and LEGO enthusiasts. Located 3.1km from Maidenhead, it offers a vibrant atmosphere where creativity and fun come together.
  • Windsor Castle: This majestic castle, situated 3.7km away, is steeped in history and romance. As the oldest inhabited castle in the world, it offers a glimpse into royal life, stunning architecture, and beautiful gardens.
  • Cliveden House: Nestled within Maidenhead, this historic house boasts exquisite interiors and stunning grounds. A former retreat for the wealthy, it exudes cultural charm and offers delightful views of the River Thames.

Things to do recommended for couples

For a romantic getaway in Maidenhead, indulge in a relaxing treatment at Nirvana Spa, enjoy exquisite wines at Stanlake Park Wine Estate, or embark on an adventurous day with water sports at Leander Club. Each experience offers a unique blend of romance and enjoyment for couples.

Things to do recommended for families

Your family will love exploring Bisham Abbey, just 1.9km from Maidenhead, where you can soak up the sports atmosphere. For a splash-tastic day, visit Coral Reef Bracknell's Water World, 5.6km away, or embark on an adventure at Longridge Activity Centre, also 1.9km distant.

Things to do recommended for groups

Explore the scenic Thames Path for a delightful hike, enjoy a round of golf at Bird Hills Golf Centre, or indulge in shopping and entertainment at Eton High Street. These activities promise an unforgettable group experience in Maidenhead.

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

If you're travelling with a group, a family, bringing pets, or seeking extended stays, be sure to refine your search according to your key priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Maidenhead with a group: Think about how many bedrooms you'll require, as well as any amenities like a fully equipped kitchen or outdoor space for group gatherings. Fortunately, you can refine your search for all of these features, and more, on Vrbo.
  • Traveling to Maidenhead with young kids: Travelling with young children can present its own set of challenges. It's essential to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Maidenhead: For many, a family holiday isn’t truly fulfilling without their furry companion by their side. If this resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortably at home.
  • Planning for a long term stay visiting Maidenhead: If you're seeking holiday rentals with special offers for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include preferences such as a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Maidenhead

Maidenhead offers a delightful blend of culture and recreation, perfect for family vacations. Explore the vibrant town centre, with its friendly atmosphere and diverse locations, or venture into the picturesque Chiltern Hills for outdoor adventures. The central Maidenhead area provides easy access to all amenities, ensuring a relaxing stay. Whether you're enjoying local eateries or discovering nearby neighborhoods, Maidenhead promises a memorable experience filled with warmth and charm.

  • Windsor: Located 3.1km from Maidenhead, Windsor is renowned for its rich royal heritage and vibrant attractions. The highlight of this charming city is the iconic Windsor Castle, the oldest and largest occupied castle in the world. Families can enjoy a day out at Legoland Windsor, an exciting theme park that promises fun for all ages. For those seeking a leisurely experience, the picturesque Windsor Great Park offers beautiful landscapes perfect for a stroll or a picnic. With its blend of culture and entertainment, Windsor is an ideal destination for a day trip.
  • Slough: Situated 3.7km from Maidenhead, Slough is a bustling town known for its shopping and entertainment options. The town centre features a variety of shops, making it a perfect place for retail therapy. Sports enthusiasts can visit the local stadium, while families can enjoy the nearby theme park for thrilling rides and attractions. Slough's proximity to London makes it a convenient stop for those exploring the wider area, offering a unique mix of urban life and family-friendly activities.
  • Reading: About 7.5km from Maidenhead, Reading is a vibrant city with a rich cultural scene. Known for its excellent shopping facilities, including the Oracle shopping centre, it also boasts a variety of theatres and entertainment venues. Families can explore the nearby theme park or catch a live sports event at the local stadium. The city's blend of outdoor activities and cultural experiences makes Reading a must-visit destination for those looking to immerse themselves in local life.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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 HighAverage
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 LowSlightly High

Booking with Vrbo is a breeze

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay often results in 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 provides a convenient platform for you to create new trips, manage your plans, or review and organise your bookings. Your saved or booked properties are conveniently categorised into Potential, Upcoming, or Current Trips. To explore the Trip Boards, please visit: https://www.vrbo.com/en-gb/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)
  • Coral Reef Bracknells Water World (9.2 mi / 14.8 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)
  • West Wycombe Park (9 mi / 14.5 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?
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 rental accommodation in Maidenhead?
The most desirable types of holiday 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 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 rental 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 Vrbo and how many guests to view your holiday 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 holiday 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 holiday 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 holiday 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 holiday properties feature the best amenities for beginning new traditions with your loved ones.
Are there large group holiday 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 holiday rentals in Maidenhead that welcome kids?
With 52 family-friendly holiday 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 holiday rentals in Maidenhead?
You'll find 22 one-bedroom properties in Maidenhead to select from. A one-bedroom holiday 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 holiday rentals 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 Vrbo.
Are there holiday rentals with WiFi in Maidenhead?
Maidenhead has 29 holiday rentals 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 Vrbo homes make it a cinch to get online.
How can I find holiday rentals with air conditioning in Maidenhead?
Decide on your travel dates and then make use of the filters to see holiday rentals with ac in Maidenhead on Vrbo. 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 rental in Maidenhead?
The minimum required age is normally 16, 18 or 21. It can change across properties on Vrbo, so check the rules of your preferred Maidenhead holiday home before making a booking.
How long can I rent a holiday rental in Maidenhead for?
How long you can book a holiday rental 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.