Windsor holiday rentals

We found 22 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Windsor that are perfect for your trip. Whether you’re staying in a holiday home with a group or just with your pet, you'll find the amenities that you need and want, which might include parking and a pool. Whatever you're looking for, you'll be sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

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Friendly Windsor will entice you

Enjoy the area's architecture, museums and festivals with a rental holiday home in Windsor. This welcoming and scenic city entices travellers with its riverfront and entertainment. 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 Windsor

Are you searching for attractions to visit in the area? Venture out of your cosy holiday rental and experience everything that makes Windsor a fun spot to go on holiday. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Ski Martock (4.4 mi / 7.1 km)
  • Luckett Vineyards (9.8 mi / 15.8 km)
  • Domaine de Grand Pré (11.6 mi / 18.6 km)
  • Gaspereau Vineyards (12.3 mi / 19.8 km)
  • Fox Hill Cheese House (15.6 mi / 25.2 km)
  • Planters Ridge Winery (16.2 mi / 26 km)

Exploring the natural landscape of Windsor

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Windsor. Here are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Fundy Centennial Park (5.9 mi / 9.4 km)
  • Falls Lake Provincial Park (11.4 mi / 18.4 km)
  • Robie Tufts Nature Centre (13.3 mi / 21.5 km)
  • Harriet Irving Botanical Gardens (13.4 mi / 21.6 km)
  • Little Otter Lake (15.3 mi / 24.7 km)
  • Lockhart and Ryan Memorial Park (16 mi / 25.8 km)

Transport to and around Windsor

The nearest airport is in Halifax, NS (YHZ-Stanfield Intl.), located 30.9 mi (49.8 km) from the city centre.

Frequently asked questions

What is the best area to stay in Windsor when booking a holiday rental?
When considering a holiday rental in Windsor, Nova Scotia, a particularly appealing area to stay is the charming downtown district. This vibrant neighbourhood boasts a variety of properties that cater to different tastes and budgets, from quaint cottages to modern apartments. Staying in the heart of downtown provides easy access to some of Windsor's top attractions, including the scenic waterfront along the Avon River, ideal for leisurely strolls or picnics.In addition, the area is home to the historic Windsor Railway Station, which offers a glimpse into the town's rich railway heritage. The blend of historical charm and modern conveniences makes this downtown area a delightful choice for visitors looking to experience the local culture and hospitality.
What is the most popular type of holiday rental accomodation in Windsor?
In Windsor, apartments are the most popular type of holiday rental, with several available throughout the town. These apartments typically provide modern amenities such as fully equipped kitchens, comfortable living spaces, and sometimes outdoor areas for guests to enjoy the fresh air. They are conveniently located near local attractions, making it easy for visitors to explore the charming community.
Are there any remote work holiday rentals in Windsor?
In Windsor, Nova Scotia, there are several remote work-friendly holiday rentals available, making it a suitable destination for those looking to blend work and leisure. Many of these properties are equipped with essential amenities such as high-speed internet and Wi-Fi, allowing for a seamless work experience.The town itself offers a quaint charm with its historic sites and proximity to the scenic Avon River. Visitors can enjoy the local attractions, including the beautiful waterfront and nearby parks, which provide 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 Windsor?
In Windsor, popular holiday rental amenities include well-equipped kitchens, which allow guests to prepare their own meals, as well as air conditioning to ensure comfort during warmer months. Many rentals also feature coffee and tea makers, along with electric kettles for added convenience. Additionally, blenders are commonly available, making it easy for guests to whip up smoothies or other blended drinks.
When is the best time to visit Windsor for a holiday rental?
September is the most popular time to visit Windsor, Nova Scotia, as the summer crowds begin to dwindle and the weather remains pleasantly warm. This month offers a delightful balance of comfortable temperatures, typically ranging from 12 to 20 degrees Celsius, making it an ideal time for outdoor activities such as hiking and exploring the picturesque landscapes surrounding the area.The peak travel season spans from July to September, attracting visitors keen to immerse themselves in the lively option of local festivals and events. During these months, you can witness the vibrant community spirit, with opportunities to enjoy everything from outdoor concerts to artisanal markets. The natural beauty of Windsor is on full display, with its stunning views of the Avon River and lush greenery providing a superb backdrop for sightseeing.If you're looking for a more budget-friendly time to visit, December presents a wonderful option. While it falls in the low season, the charm of Windsor during the winter months is not to be overlooked. You can indulge in cosy indoor activities, explore local shops, and perhaps enjoy some winter sports in the nearby areas, all while experiencing the festive spirit of the holiday season.Ultimately, your choice of when to visit Windsor will depend on whether you prefer the bustling energy of summer or the quiet charm of winter.
What are the top attractions in Windsor?
In Windsor, Nova Scotia, visitors can explore several top attractions that highlight the area's charm and history. The picturesque waterfront along the Avon River offers walking trails and views of the beautiful landscape, great for leisurely strolls. The town is also near the historic Fort Edward, which is an important site reflecting the region's Acadian heritage.The nearby Avon Valley is great for outdoor enthusiasts, with opportunities for hiking, cycling, and enjoying nature. Don't miss the unique opportunity to visit the local wineries, where you can sample some of the region's wines.Additionally, the annual Apple Blossom Festival is a highlight for many, showcasing the town's agricultural roots and vibrant community spirit.
Are all fees included in the Windsor 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 Windsor holiday homes with parking?
Stayz offers a wide selection of holiday homes 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 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 Windsor holiday homes?
You can find great discounts on holiday homes in Windsor 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 Windsor holiday home booking on Stayz?
To find Windsor 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 Windsor?
A long-stay holiday home 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 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 Windsor holiday home?
Book your Windsor 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 Windsor?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Windsor 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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