Windlesham holiday lettings

We found 827 holiday rentals — enter your dates for availability

Scroll through and select from holiday rentals in Windlesham to find one that's perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday homes have the best amenities for hanging out with the people that matter most, which might include a garden and pool. Whatever you're looking for, you'll be sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Windlesham

Showing deals for:7 Nov - 14 Nov
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Why visit Windlesham

  • Outdoor Adventures: Windlesham offers beautiful scenic landscapes perfect for hiking and exploration.
  • Family-Friendly Attractions: Enjoy nearby theme parks and activities suitable for all ages.
  • Historic Sites: Discover charming churches and historic castles that add cultural richness to your visit.
  • Welcoming Locals: Experience the warm hospitality of the friendly community in Windlesham.
  • Diverse Accommodation: Choose from a variety of holiday rentals, including cosy cottages and spacious homes.

Popular types of accommodation in Windlesham

Vrbo offers an array of vacation rentals in Windlesham, perfect for every type of traveller. Choose from spacious apartments, houses, and charming cottages, all designed to provide excellent and luxury accommodation. Whether you're seeking respite care or a comfortable retreat for families or groups, our listings ensure you find the ideal space to unwind and enjoy your stay.

  • Apartments: The top choice for visitors to Windlesham, offering comfortable living spaces with modern amenities for a relaxing stay.
  • Houses: A popular option for families and groups, providing a homely atmosphere and the convenience of self-catering.
  • Cottages: Quaint and charming, these cosy retreats are perfect for those seeking a peaceful escape.
  • Guest Houses: A welcoming and affordable choice, ideal for a friendly atmosphere and personalised service.
  • House Boats: A unique lodging experience, allowing you to enjoy the tranquil waters while being close to nature.**

Top attractions near Windlesham

Windlesham offers a delightful blend of outdoor activities and family-friendly attractions, making it an ideal spot for a holiday. Visitors can explore local points of interest such as theme parks, historic castles, and charming churches. Whether you're seeking cultural experiences or outdoor adventures, Windlesham has something to cater to every traveller's needs, ensuring a memorable getaway for all.

  • LEGOLAND® Windsor: This vibrant theme park, located 3.7km from Windlesham, is perfect for families seeking fun and entertainment. With a variety of rides, shows, and LEGO-themed attractions, it promises an engaging experience for visitors of all ages.
  • Windsor Castle: Situated 5.0km away, this historic castle boasts stunning architecture and rich history. As the oldest inhabited castle in the world, it offers a romantic atmosphere and a glimpse into royal heritage.
  • Wentworth Golf Club: Just 2.5km from Windlesham, this prestigious golf club combines luxury with a friendly atmosphere. Ideal for both leisurely outings and serious play, it offers a beautiful setting for golf enthusiasts and excursions.

Things to do recommended for couples

For a romantic getaway in Windlesham, indulge in luxury at Coworth Park Polo Centre, embrace adventure at Quayside Wakeboard & Waterski, or enjoy a delightful wine tasting at Stanlake Park Wine Estate. Each offers a unique atmosphere perfect for couples seeking memorable experiences.

Things to do recommended for families

During your family vacation in Windlesham, enjoy a splashing day at Coral Reef Bracknell's Water World, an exciting adventure at Pine Ridge Bowl, and glide across the ice at the John Nike Leisure Sports Complex, all within a short drive from your base.

Things to do recommended for groups

Groups visiting Windlesham can enjoy a round of golf at Sunningdale Golf Club, delve into thrilling motor racing at Mercedes-Benz World, or catch a captivating performance at Camberley Theatre, all within a short distance and perfect for an exciting group outing.

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

If you're planning a trip with friends, family, pets, or seeking extended stays, be sure to apply the appropriate filters to meet your needs. Here are some helpful booking tips for using Vrbo.

  • Traveling to Windlesham with a group: Think about how many bedrooms you'll require, as well as any facilities like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily apply filters for all of these options and more on Vrbo.
  • Traveling to Windlesham with young kids: Travelling with young children can present its difficulties. It’s essential to prioritise their comfort and safety, as well as seek out suitable amenities, like a private swimming pool. Additionally, it’s wise to take into account your closeness to family-friendly attractions.
  • Taking your pets with you to Windlesham: For many families, a holiday isn't truly complete without their four-legged companion. If this resonates with you, explore Vrbo 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 Windlesham: If you’re in search of holiday rentals offering discounts 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 accommodations. Don’t forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Windlesham

Windlesham, a charming village in the United Kingdom, offers a delightful blend of outdoor adventures and family-friendly activities. Explore the picturesque surroundings, including the scenic landscapes of East Sussex and the quaint charm of nearby Crowborough. You'll be welcomed by friendly locals and can partake in various sports or simply unwind in a relaxing atmosphere. Whether you're on a budget or seeking a memorable family getaway, Windlesham and its nearby attractions promise an unforgettable experience.

  • Windsor: Windsor is a historic city located 5.0km from Windlesham, renowned for its royal connections and stunning architecture. Visitors flock to Windsor for family-friendly outings, cultural experiences, and entertainment options. The city's highlights include the iconic Windsor Castle, a must-visit historic site, and Legoland Windsor, a fantastic amusement park for children and adults alike. You can also enjoy leisurely walks along the River Thames or play a round of golf at one of the local courses. With its charming streets and vibrant atmosphere, Windsor is a delightful destination for all ages.
  • Slough: Situated 6.2km from Windlesham, Slough is a bustling city that offers a mix of family fun and cultural attractions. Known for its extensive shopping areas, Slough caters to those looking to indulge in retail therapy. Visitors can also enjoy the nearby attractions such as the thrilling theme park and the historic stadium, which hosts various events throughout the year. With its diverse dining options and entertainment venues, Slough is perfect for those seeking an exciting day out with family and friends.
  • West Drayton: Located 7.5km from Windlesham, West Drayton is a vibrant city that blends urban charm with a welcoming community feel. Ideal for families and culture enthusiasts, West Drayton boasts a variety of shopping areas and a local theatre showcasing performances throughout the year. Nearby landmarks include a symbolic landmark and a sports facility stadium, offering plenty of opportunities to engage in local sports events. With its easy transport links to London and surrounding areas, West Drayton is an excellent base for exploring the region.

Best time to go to Windlesham

If you're planning a trip to Windlesham, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in March to April and 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
February41.2°F (5.1°C)Light RainMostly CloudyAverageSlightly Low
March44.2°F (6.8°C)No Rain (Dry)Mostly CloudySlightly HighSlightly Low
April48.6°F (9.2°C)No Rain (Dry)Mostly SunnySlightly HighAverage
May54.0°F (12.2°C)Light RainMostly CloudyAverageAverage
June60.1°F (15.6°C)Light RainMostly SunnyAverageSlightly High
July63.7°F (17.6°C)Light RainMostly SunnySlightly HighAverage
August63.1°F (17.3°C)Light RainMostly SunnyAverageSlightly High
September59.2°F (15.1°C)No Rain (Dry)Mostly SunnyAverageAverage
October53.6°F (12.0°C)Light RainMostly CloudySlightly LowAverage
November46.6°F (8.1°C)Light RainMostly CloudySlightly LowAverage
December42.4°F (5.8°C)Light RainMostly CloudySlightly LowSlightly High

Booking with Vrbo is a breeze

Are you hoping to save on your upcoming holiday? Being flexible with your travel dates can make a real difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that meets your budget, simply utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a convenient area for you to plan new trips, refine your existing arrangements, or manage 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.

Find the perfect holiday rental for your Windlesham getaway

Learn about the unique charm of Windlesham with a stay in a holiday home rental. This city has something for everyone. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in Windlesham

Are you looking for things to do during your stay? Venture out of your cosy holiday rental and check out everything that makes Windlesham a one-of-a-kind holiday spot. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • LEGOLAND® Windsor (6.4 mi / 10.4 km)
  • Sunningdale Golf Club (1.4 mi / 2.3 km)
  • Coworth Park Polo Centre (3.2 mi / 5.1 km)
  • Lapland UK (3.2 mi / 5.1 km)
  • Coral Reef Bracknells Water World (3.4 mi / 5.5 km)
  • Wentworth Golf Club (3.7 mi / 6 km)

Exploring the natural landscape of Windlesham

Whether you're an outdoor enthusiast or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Windlesham. These are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Virginia Water (4.1 mi / 6.6 km)
  • Windsor Great Park (5.8 mi / 9.3 km)
  • Dorney Lake (8.1 mi / 13 km)
  • RHS Garden Wisley (9.1 mi / 14.7 km)
  • Painshill Park (10.6 mi / 17.1 km)
  • Loseley Park (11 mi / 17.8 km)

How to get to and around Windlesham

Fly into Farnborough (FAB), the closest airport, located 8.1 mi (13 km) from the city centre. If you can't find a flight that's convenient for your trip, you could book a flight to Heathrow Airport (LHR), which is 11.5 mi (18.5 km) away.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Windlesham?
The most desirable types of holiday rentals in Windlesham are houses. Prefer something different? Vrbo has many options to match our guests' diverse needs, so you'll see holiday properties in all sizes and shapes. The ideal fit is ready and waiting for you — grab yours today.
How much does it cost to rent a holiday rental in Windlesham?
Season, length of stay and property type are some factors that can determine the price of a holiday home. Simply click on your travel dates to find your ideal fit. From quaint country cottages to expansive luxury villas, all Vrbo holiday rentals provide incredible value.
How much does it cost to rent a beach house in Windlesham?
Prices for beach houses in Windlesham differ depending on the style and size of the property and time of year you're travelling. Simply enter your travel dates into Vrbo and how many guests to see your rental options and prices. From there you can use our filters to refine your search results by nearby activities, ratings, amenities and more.
Are there pet-friendly holiday rentals in Windlesham?
You're in luck! There are. You'll have a choice of two holiday rentals that allow pets in Windlesham. Many of our pet-friendly holiday rentals even come with an area outdoors for your four-legged fur baby to play in, special dog beds, complimentary treats and proximity to parks and green space. Apply the "Pets allowed" filter to find your place on Vrbo.
What are popular rental amenities in Windlesham?
A garden, an oven and a fridge rank as the most popular rental amenities in Windlesham. Whether you're planning to travel alone, with a partner or a group of friends, Vrbo will help you find a holiday rental that fits your tastes with all the conveniences you're looking for.
Are there holiday rentals in Windlesham that welcome kids?
Gather your entire family for an unforgettable adventure in Windlesham at one of our two family-friendly holiday properties. Lots of these stays come with conveniences that are great for trips with the kids, including laundry facilities, bunk beds and entertainment units. Just check the "Properties good for families" filter and choose your favourite.
What are the top attractions for families in Windlesham?
There's a ton of cool things to see and do with the family in Windlesham, including:

  • Team-Sport Camberley
  • Pine Ridge Bowl
  • Royal Logistic Corps Museum

How old do you have to be to rent a holiday rental in Windlesham?
The minimum age allowed can differ between properties on Vrbo, so double-check the rules of the holiday home in Windlesham you want. But typically, it's 16, 18 or 21.
How long can I rent a holiday rental in Windlesham for?
The length of time you can rent a holiday rental in Windlesham is up to the property. Just enter your desired dates to see a list of options offering extended stays. With a range of features such as washing machines and kitchens, as well as some offering weekly or monthly discounted prices, you're sure to get somewhere just right to call your home away from home in Windlesham.