Windsor holiday lettings

We found 237 holiday rentals — enter your dates for availability
Discover a selection of 12 apartments and other holiday rentals in Windsor that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll have the amenities that you expect and more, which might include parking and a garden. At the end of the day, you'll find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Find spaces that suit your style

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  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

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Why visit Windsor

  • Historic attractions: Don't miss the iconic Windsor Castle and the historic Camperdown House.
  • Charming streets: Stroll through delightful streets filled with quaint cafes and unique boutiques.
  • Family-friendly fun: Enjoy a day out at Legoland Windsor, perfect for families and children.
  • Urban parks: Relax in vibrant urban parks, ideal for leisurely picnics and outdoor activities.
  • Diverse accommodation: Choose from stylish apartments to charming cottages for a comfortable stay.

Popular types of accommodation around Windsor

If you're planning a getaway to Windsor, selecting the perfect accommodation is essential. Discover a range of popular options, including stylish apartments, charming cottages, and spacious houses. With an array of holiday rentals in Windsor, you can find the ideal base for your adventure, ensuring comfort and convenience throughout your stay. Explore the best lettings in Windsor and enjoy a memorable holiday experience in this historic town.

  • Apartments: The top choice for holidaymakers in Windsor, offering modern conveniences and spacious living areas.
  • Houses: A popular option for families and friends seeking a homely atmosphere during their stay.
  • Cottages: Ideal for those wanting a quaint and charming getaway, providing a peaceful retreat.
  • Villas: Luxurious accommodations perfect for travellers looking for elegance and comfort.
  • Cabins: A delightful choice for nature enthusiasts, offering a rustic escape amidst the outdoors.**

Top attractions near Windsor

Windsor, located in Melbourne, Victoria, is a fantastic destination for city-themed, family, and business vacations. Visitors can explore vibrant streets, urban parks, and nearby beaches, ideal for those seeking cultural and family experiences. Key attractions include the iconic Windsor Castle, which should not be missed. Whether you're travelling solo or with loved ones, Windsor offers a delightful blend of activities and sights to enjoy during your stay.

  • Rod Laver Arena: Experience world-class entertainment in a vibrant atmosphere. This venue hosts major concerts and sporting events, perfect for families and fans alike.
  • Melbourne Cricket Ground: Discover the rich history of Australian sport at this iconic stadium. Immerse yourself in the culture and excitement of live cricket and other events.
  • Melbourne Convention and Exhibition Centre: A hub for business and innovation, this venue hosts a variety of conferences and exhibitions, showcasing Melbourne's dynamic commercial landscape.

Things to do recommended for couples

Windsor offers delightful experiences for couples. Enjoy a night of music at the Palais Theatre, immerse yourselves in dance at the Primrose Potter Australian Ballet Centre, or indulge in luxury at Bird’s Basement. Each venue adds a unique touch to your romantic getaway.

Things to do recommended for families

Your family will love visiting Marvel Stadium for exciting sports events, the Melbourne Sports & Aquatic Centre for a fun day of swimming, and the St. Kilda Sea Baths for a delightful outdoor pool experience, all conveniently located within a short distance from Windsor.

Things to do recommended for groups

Groups visiting Windsor can enjoy a shopping spree at Bourke Street Mall, immerse themselves in culture at the Melbourne Arts Centre, and explore the vibrant atmosphere of South Melbourne Market, all within close proximity for a fantastic local experience.

What do I need to keep in mind when booking a vacation around Windsor

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

  • Traveling to Windsor with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can refine your search for all of these options and more on Vrbo.
  • Traveling to Windsor with young kids: Travelling with young children can indeed present its 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 your closeness to family-friendly attractions.
  • Taking your pets with you to Windsor: For many, a family holiday isn’t truly fulfilled without their beloved four-legged companion. If this resonates with you, be sure to explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Windsor: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to include preferences such as a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Windsor

Windsor, a vibrant suburb of Melbourne, offers a delightful mix of family-friendly attractions and charming local experiences. Explore the enchanting streets that host delightful cafes and unique boutiques. Don't miss the nearby Camperdown House for a taste of history, or enjoy a fun-filled day at Legoland Windsor. With its welcoming atmosphere and budget-friendly options, Windsor is perfect for families and business travellers alike.

  • Melbourne: Melbourne is a vibrant metropolis located a mere 1.9km from Windsor, offering a rich tapestry of culture, arts, and entertainment. Known for its eclectic mix of shopping malls and entertainment arenas, the city is perfect for families and business travellers alike. Key attractions include the iconic Melbourne Cricket Ground and historic buildings that showcase the city’s rich heritage. With its bustling laneways and diverse dining options, Melbourne is a must-visit destination that promises an exciting urban experience.
  • Melbourne Central Business District: The Melbourne Central Business District (CBD) is also situated 1.9km from Windsor and serves as the heart of the city’s commercial activity. This neighbourhood is a hub for families and business-minded travellers, featuring a plethora of shopping centres and vibrant entertainment facilities. Notable landmarks include the stunning architecture of historic buildings and the lively streets filled with cafés and shops. The CBD’s accessibility makes it a prime location for exploring Melbourne’s city life and cultural attractions.
  • St Kilda: Located just 497m from Windsor, St Kilda is a lively suburb known for its beachside charm and entertainment options. This area is ideal for families seeking leisure and enjoyment, with attractions such as bustling shopping centres, theatres, and the picturesque St Kilda Beach. Visitors can stroll along the beachfront promenade, sample local eateries, or enjoy family-friendly activities at the beach, making St Kilda a delightful spot for relaxation and fun.

Best time to go to Windsor

If you're planning a trip to Windsor, it's a good idea to check both the weather and property rates. The warmest months are January and January. Peak season runs in January, March, March, December to January and December, while off-peak times, like May, May to June, June, August and August tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January68.7°F (20.4°C)Light RainMostly SunnySlightly HighSlightly High
January68.7°F (20.4°C)Light RainMostly SunnySlightly HighSlightly High
February68.0°F (20.0°C)Light RainMostly SunnyAverageAverage
February68.0°F (20.0°C)Light RainMostly SunnyAverageAverage
March64.8°F (18.2°C)Light RainMostly SunnySlightly HighSlightly High
March64.8°F (18.2°C)Light RainMostly SunnySlightly HighSlightly High
April59.4°F (15.2°C)Light RainMostly SunnyAverageAverage
April59.4°F (15.2°C)Light RainMostly SunnyAverageAverage
May53.8°F (12.1°C)Light RainMostly SunnySlightly LowSlightly Low
May53.8°F (12.1°C)Light RainMostly SunnySlightly LowSlightly Low
June49.8°F (9.9°C)Light RainMostly SunnySlightly LowAverage
June49.8°F (9.9°C)Light RainMostly SunnySlightly LowAverage
July48.9°F (9.4°C)No Rain (Dry)Mostly CloudyAverageAverage
July48.9°F (9.4°C)No Rain (Dry)Mostly CloudyAverageAverage
August49.8°F (9.9°C)Light RainMostly CloudySlightly LowSlightly Low
August49.8°F (9.9°C)Light RainMostly CloudySlightly LowSlightly Low
September53.1°F (11.7°C)Light RainMostly SunnyAverageSlightly Low
September53.1°F (11.7°C)Light RainMostly SunnyAverageSlightly Low
October56.8°F (13.8°C)Light RainMostly SunnyAverageAverage
October56.8°F (13.8°C)Light RainMostly SunnyAverageAverage
November61.2°F (16.2°C)Light RainMostly SunnyAverageAverage
November61.2°F (16.2°C)Light RainMostly SunnyAverageAverage
December64.8°F (18.2°C)Light RainMostly SunnySlightly HighSlightly High
December64.8°F (18.2°C)Light RainMostly SunnySlightly HighSlightly High

Booking with Vrbo is a breeze

Are you hoping to keep costs down on your next getaway? One effective tip is to remain flexible with your travel dates, as prices can vary quite a bit. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters, allowing you to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board offers a helpful platform for you to plan your trips, resume your previous arrangements, or manage your travel plans with ease. You'll be able to view the properties you've saved or reserved, neatly sorted into categories such as Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply head over to: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

How much does it cost to rent a holiday home in Windsor?
Prices for holiday rentals in Windsor 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 Windsor 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 Windsor holiday house rentals?
You can find great discounts on house rentals in Windsor 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.
Are there any Windsor holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Windsor 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 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.
Can I find long-stay holiday rentals in Windsor?
A long-stay holiday rental in Windsor 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Windsor for a holiday rental?
September is an ideal time to visit Windsor, Victoria, as the weather begins to warm up, heralding the arrival of spring. During this month, visitors can enjoy pleasant temperatures, typically ranging from 8 to 20 degrees Celsius, making it superb for outdoor activities and sightseeing. The blooming gardens and vibrant landscapes create a friendly space for exploring the local parks and riverside walkways.

The peak season in Windsor runs from November to January, drawing tourists who flock to the area for its warm summer climate and various outdoor festivities. This time of year is particularly popular for families and those seeking a lively holiday experience filled with events and activities. However, if you're looking for a quieter atmosphere while still enjoying lovely weather, September offers a fantastic balance of comfort and convenience.

For those considering a budget-friendly option, May is typically a low season month, providing a more tranquil experience with fewer crowds. It's an excellent time for those who appreciate a slower pace and the chance to explore the area's natural beauty without the hustle and bustle of peak tourist activity.
How early should I book a Windsor holiday rental?
Book your Windsor holiday 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 holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Windsor, Victoria, Australia?
In Windsor, Victoria, visitors can discover a variety of attractions that reflect the area's unique character. The vibrant Chapel Street is a hub of activity, lined with trendy cafes, boutique shops, and nightlife options, making it a must-visit for those looking to experience the local culture. Just a short stroll away, the expansive Albert Park offers beautiful walking paths, picnic spots, and stunning views of the city skyline, superb for outdoor enthusiasts.

For art lovers, the nearby National Gallery of Victoria is a cultural highlight, showcasing an impressive collection of art from around the world. Additionally, the close proximity to St Kilda provides access to its iconic beach, the lively Esplanade, and the famous Luna Park amusement park, ensuring a fun day out for families.
Can I change or cancel my Windsor home rental booking on Vrbo?
To find Windsor holiday 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 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 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, Vrbo 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 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 Windsor holiday 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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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