Maidenhead vacation rentals

We found 953 vacation rentals — enter your dates for availability

Discover a selection of 32 homes, 32 apartments, and other vacation rentals in Maidenhead that are perfect for your trip. Whether you’re staying in a vacation home with your kids and pets or just with friends, you'll have the best amenities for spending time at your home away from home, which might include air conditioning and a pool. Whatever you're looking for, you're sure to find a rental that has what everyone needs, including accessible or non-smoking choices.

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more

  • More for less

    More space, more privacy, more amenities — more value

  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about Maidenhead

Why visit Maidenhead

  • Scenic Riverside: Stroll along the beautiful Maidenhead Riverside, perfect for relaxing walks and picturesque views.
  • Cultural Experiences: Visit the vibrant Piccadilly Theatre for a taste of local arts and entertainment.
  • Historic Landmarks: Explore charming churches and historic houses that showcase the town's rich heritage.
  • Outdoor Activities: Enjoy various outdoor activities, making it ideal for families and nature enthusiasts.
  • Charming Neighborhoods: Discover relaxing neighborhoods like Oakwood Estates, offering a peaceful retreat after adventures.

Popular types of accommodation in Maidenhead

Explore the diverse vacation rental options in Maidenhead, where you can find everything from modern apartments to charming cottages and houses. Whether you're searching for a cozy one-bedroom apartment or a spacious property for the whole family, Maidenhead has something to suit every traveler's needs. Discover your perfect home away from home and enjoy a memorable stay in this delightful area.

  • Apartments: The top choice for vacation rentals in Maidenhead, offering modern amenities and convenience for travelers.
  • Houses: A popular option for those seeking spacious accommodations, ideal for families or groups.
  • Cottages: Charming and cozy, these rentals provide a quaint escape with a touch of local character.
  • Guest Houses: A welcoming choice that combines comfort with personalized service, perfect for a homey feel.
  • Chalets: These unique stays offer a distinctive ambiance, often set in picturesque locations.**

Top attractions in and around Maidenhead

Maidenhead is a great destination for outdoor enthusiasts and families, offering a blend of culture and history. Visitors can explore historic houses, enjoy the thrills of local theme parks, and visit charming churches. Notable attractions include the picturesque Maidenhead Riverside and the vibrant Piccadilly Theatre. With a variety of activities available, Maidenhead promises a memorable vacation experience for travelers seeking culture and outdoor fun.

  • Cliveden House: A stunning historic estate, Cliveden House boasts exquisite gardens and luxurious interiors. Enjoy the serene culture vibes while exploring its rich history and beautiful grounds.
  • Windsor Castle: Located 6 miles away, this iconic castle offers a blend of culture and romance. Discover the stunning architecture, royal history, and the beautiful surrounding parklands.
  • LEGOLAND® Windsor: Just 5 miles from Maidenhead, this theme park is perfect for families. With thrilling rides and interactive attractions, it promises a day filled with entertainment and fun for all ages.

Things to do recommended for couples

For a romantic getaway in Maidenhead, indulge in luxury at Coworth Park Polo Centre or Henley Cricket Club, both offering exquisite experiences just miles away. Don't miss the ASM Stadium for an elegant evening. Create unforgettable memories together in this charming setting.

Things to do recommended for families

Families can explore the picturesque parks of Maidenhead, like Kidwells Park, featuring playgrounds and picnic areas. For a unique adventure, visit the nearby Maidenhead Heritage Centre to learn about local history through interactive exhibits that engage children and adults alike.

Things to do recommended for groups

Groups visiting Maidenhead can enjoy a scenic boat trip along the River Thames, explore the historic Cliveden House and Gardens, and indulge in local cuisine at charming pubs and restaurants. Don't miss a visit to nearby Windsor Castle for a dose of royal history.

*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 traveling with a group, family, pets, or planning an extended stay, be sure to use the appropriate filters to meet your needs. Here are some helpful booking tips for Vrbo.

  • Traveling to Maidenhead with a group: Think about how many bedrooms you'll require, as well as any amenities you might want, like a complete kitchen or outdoor area for group activities. The good news is that you can easily filter for these options and more on Vrbo.
  • Traveling to Maidenhead with young kids: Traveling with young children can present its challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Maidenhead: For many families, a vacation wouldn't be the same without their furry companions. If you can relate, explore Vrbo listings that welcome pets. Many of these pet-friendly homes come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Maidenhead: If you're searching for vacation rentals that offer discounts for stays of a month or longer, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like 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 outdoor activities, cultural experiences, and family-friendly attractions. Explore the vibrant town center, where friendly locals and charming shops await. Nearby neighborhoods provide a relaxing atmosphere, perfect for unwinding after a day of adventures. Don't miss the picturesque surroundings and the inviting ambiance of Oakwood Estates, making your stay in this desirable UK location truly memorable.

  • West Drayton: West Drayton is a charming city located 11 miles from Maidenhead, known for its family-friendly atmosphere and cultural experiences. The city offers a delightful shopping area that caters to a variety of tastes, along with a local theater that showcases performances for all ages. Visitors can also explore educational venues and enjoy the vibrant community spirit. Notable landmarks include a symbolic structure and a sports facility stadium, making it an ideal spot for both leisure and entertainment activities.
  • Windsor: Just 5 miles away from Maidenhead, Windsor is a historic city that enchants with its rich culture and outdoor experiences. Famous for its stunning castle, Windsor is a must-visit for history buffs and families alike. The city features an amusement park that promises fun for all ages, along with vibrant shopping areas and golf courses. Exploring Windsor's historic places provides a glimpse into England's royal heritage, ensuring a memorable visit filled with sightseeing and outdoor activities.
  • Slough: Located 6 miles from Maidenhead, Slough is a bustling city that offers a mix of family-friendly, cultural, and entertainment experiences. The shopping area is lively and diverse, perfect for indulging in retail therapy. Golf enthusiasts will appreciate the golf courses available, while the nearby theme park promises thrilling rides and attractions. With symbolic landmarks and a rich cultural tapestry, Slough stands out as a vibrant destination for a well-rounded vacation experience.

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 trip? Consider being flexible with your travel dates, as prices can change significantly. Additionally, extending your stay can lead to substantial savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board offers an easy-to-use platform for planning your travel. You can create new trips, resume planning from where you left off, or organize and review your existing plans all in one place. Your saved or booked properties will be neatly arranged under Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Head to the friendly city of Maidenhead

The area's monuments and culture are just a few of the reasons to vacation in Maidenhead. Travelers 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-sees in the area. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in Maidenhead

Do you want to find top things to see and do in the area? Venture out of your cozy vacation rental and experience everything that Maidenhead has to offer. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • LEGOLAND® Windsor (5 mi / 8.1 km)
  • Warner Bros. Studio Tour London (17.4 mi / 28 km)
  • Higginson Park (3.9 mi / 6.3 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)

Exploring the natural landscape of Maidenhead

Whether you're looking for adventure or just want to appreciate the scenery, you'll be sure to find the perfect setting for your vacation in Maidenhead. These are some of the area's most stunning natural features, all within 30 miles (48.2 km) of the city center:

  • Dorney Lake (3.9 mi / 6.2 km)
  • Higginson Park (3.9 mi / 6.3 km)
  • Windsor Great Park (6.3 mi / 10.2 km)
  • Savill Garden (8.3 mi / 13.4 km)
  • West Wycombe Park (9 mi / 14.5 km)
  • Hell-Fire Caves (9.2 mi / 14.8 km)

Transportation to and around Maidenhead

The nearest airport is in Heathrow Airport (LHR), located 12.2 mi (19.7 km) from the city center. If you can't find a flight that's convenient for your trip, you could book a flight to 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 in the area.

Frequently asked questions

What is the best area to stay in Maidenhead, England, United Kingdom when booking a vacation rental?
When looking to book a vacation rental in Maidenhead, one of the best areas to consider is the town center. This vibrant neighborhood offers a delightful mix of shopping, dining, and entertainment options. You'll find a variety of properties here, ranging from charming apartments to modern townhouses, making it a convenient base for your stay.

Another fantastic option is the Riverside area, where you can enjoy beautiful views of the River Thames. This picturesque setting is great for leisurely strolls, and it's close to popular attractions such as the iconic Maidenhead Bridge and the lovely parks that line the riverbanks. Staying here allows you to soak in the natural beauty while still being just a short distance from the town center's amenities.
How much does it cost to rent a vacation home in Maidenhead?
Prices for vacation rentals 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Maidenhead to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Maidenhead vacation house rentals?
You can find great discounts on house rentals in Maidenhead on Vrbo, 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.
What is the most popular type of vacation rental accomodation in Maidenhead?
In Maidenhead, apartments are the most popular type of vacation rental, with around 30 available throughout the town. These apartments are typically located in convenient neighborhoods, offering easy access to local shops and restaurants. Travelers can expect modern amenities such as fully equipped kitchens, cozy living areas, and in some cases, balconies that provide lovely views of the surrounding area.

Additionally, there are about 28 vacation houses available for those seeking more space. These properties often feature multiple bedrooms, private gardens, and outdoor seating areas, making them ideal for families or larger groups looking to relax after exploring nearby attractions like the River Thames and the historic town center. Cottages are also available, though in fewer numbers, providing a unique and charming stay for those wanting a more traditional English experience.
Are there any family house rentals in Maidenhead?
In Maidenhead, there are numerous family-friendly house rentals available, with around 27 options scattered throughout the area. This town is conveniently located near the beautiful Thames River, offering a picturesque setting for visitors. Many of these homes provide spacious living areas, fully equipped kitchens for meal preparations, and outdoor spaces superb for children to play. Common amenities include Wi-Fi and laundry facilities, ensuring a comfortable stay for families.

Additionally, Maidenhead boasts proximity to several parks and recreational areas, making it easy for families to enjoy outdoor activities. Nearby attractions like the charming town of Windsor, with its famous castle, and the scenic landscapes of the Chiltern Hills add to the appeal, providing plenty of opportunities for exploration.
Can I rent a vacation home with a pool or hot tub in Maidenhead?
In Maidenhead, there are several vacation homes available for rent that feature pools and hot tubs. This charming town in England offers a mix of modern and traditional accommodations, often situated in quiet residential neighborhoods. Travelers can expect amenities such as private pools, relaxing hot tubs, spacious gardens, and fully equipped kitchens, making these properties ideal for families or groups looking to unwind after a day of exploring. The town's proximity to the River Thames and beautiful parks adds to the appeal, providing opportunities for scenic walks and outdoor activities.
Can I find long-stay vacation rentals in Maidenhead?
A long-stay vacation rental in Maidenhead is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* 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.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Maidenhead?
In Maidenhead, there are several pet-friendly house rentals available, providing a welcoming environment for travelers with furry companions. Many of these properties come equipped with amenities such as spacious gardens, modern kitchens, and comfortable living areas, making them ideal for families or groups.

The town is conveniently located near various parks and green spaces, superb for walking dogs and enjoying the outdoors. The nearby Kidwells Park offers expansive lawns and picturesque walking paths, while the River Thames provides scenic views and opportunities for leisurely strolls. Additionally, Maidenhead's local cafes and shops often accommodate pets, enhancing the overall experience for visitors traveling with their pets. See all pet-friendly rentals in Maidenhead.
Are there any remote work vacation rentals in Maidenhead?
In Maidenhead, travelers seeking remote work vacation rentals will find around 47 options available. This charming town, located along the River Thames, offers various accommodations that cater to remote workers. Many properties include essential amenities such as free Wi-Fi in rooms and common areas, laptop workspaces, and dedicated office spaces, ensuring a productive environment for those working remotely.

The town itself is well-connected, making it easy for guests to explore local attractions like the Maidenhead Heritage Centre and the picturesque riverside walk. Additionally, the surrounding area features beautiful parks and gardens, providing great spots for a refreshing break from work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Maidenhead vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Maidenhead with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo 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.
What are popular rental amenities in Maidenhead?
In Maidenhead, popular vacation rental amenities cater to a variety of traveler needs. Most rentals come equipped with kitchens, allowing guests to prepare their own meals, which is particularly convenient for families or groups. Onsite parking is a common feature, making it easy for visitors who arrive by car. A coffee or tea maker is typically included, providing a cozy start to the day. Many properties also boast gardens, offering a relaxing outdoor space to unwind. Additionally, some rentals permit pets, making it easier for travelers to bring their furry companions along.
When is the best time to visit Maidenhead for a vacation rental?
The best time to book a vacation rental in Maidenhead is during the peak season from May to July, with July being particularly popular among travelers. This vibrant period draws visitors who appreciate the warm weather, blooming gardens, and the lively option of outdoor events and festivals. Guests can enjoy various activities, including picturesque walks along the River Thames and exploring the stunning parks, all while soaking in the beautiful summer sun.

During this time, temperatures typically range from the mid-50s to the high 70s Fahrenheit, providing comfortable conditions for outdoor sightseeing and leisurely strolls. The pleasant climate enhances the experience of visiting local attractions, such as the historic Maidenhead Railway Bridge and the nearby scenic countryside.

If you're planning a trip on a budget, consider visiting in December. While it may be less crowded, this month offers a unique charm with festive decorations and local holiday events, making it a cozy time to explore the town.

Ultimately, the best time to visit Maidenhead depends on your preference for vibrant summer activities or the tranquil beauty of the winter holiday season.
How early should I book a Maidenhead vacation rental?
Book your Maidenhead vacation rental 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 Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Maidenhead, England, United Kingdom?
In Maidenhead, visitors can enjoy a variety of attractions that showcase the town's charm and natural beauty. The picturesque River Thames runs through the area, offering scenic walks along the riverbank and opportunities for boating. The nearby Maidenhead Bridge is a top landmark, providing a lovely spot for photographs.

The town's central area features the vibrant shopping district, where travelers can find a mix of high street brands and independent boutiques. Close by, the historic All Saints' Church offers a glimpse into the area's past with its beautiful architecture.

For nature enthusiasts, the nearby Cliveden House and its expansive gardens provide a stunning backdrop for leisurely strolls. Additionally, the Pinkneys Green area is superb for outdoor activities, with walking trails and green spaces that are ideal for picnics and relaxation.
Can I change or cancel my Maidenhead home rental booking on Vrbo?
To find Maidenhead vacation rentals with free cancellation, just use Vrbo'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". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers 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, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Maidenhead vacation rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing 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 favorites, and build the perfect itinerary together.

More Vacation Ideas