Windsor holiday rentals

We found 23 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Windsor that are perfect for your trip. Whether you're travelling with your children or with friends, holiday rentals have the amenities that you expect for your stay, which might include parking and a washer and dryer. What you'll find is a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

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Cosy Windsor will entice you

The parks and surrounding scenery provide a peaceful ambience to your holiday home in Windsor. This city's camping, basketball games and cafes draw many visitors. 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 Windsor

Are you hoping to discover attractions to visit during your stay? Venture out of your holiday home and experience everything that makes Windsor a one-of-a-kind holiday spot. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Ross Park Zoo (13.8 mi / 22.2 km)
  • En-Joie Golf Course (22.6 mi / 36.4 km)
  • Chuckster's Vestal (22.9 mi / 36.8 km)
  • Genegantslet Golf Club (16.6 mi / 26.7 km)
  • Hancock Golf Course (19.8 mi / 31.8 km)
  • Hancock Golf & Country Club (19.8 mi / 31.8 km)

Exploring the natural features in Windsor

Whether you're looking for adventure or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Windsor. Here are some of the area’s most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Oquaga Lake (10 mi / 16.1 km)
  • West Branch Delaware River (11.5 mi / 18.5 km)
  • Otsiningo Park (13.9 mi / 22.3 km)
  • Quaker Lake (15.9 mi / 25.6 km)
  • Salt Springs State Park (16.7 mi / 26.9 km)
  • Shehawken Lake (18.1 mi / 29.1 km)

Travelling to and around Windsor

Fly into Binghamton, NY (BGM-Greater Binghamton), the closest airport, located 19.8 mi (31.8 km) from the city centre.

Frequently asked questions

What is the best area to stay in Windsor when booking a holiday rental?
When considering the best area to stay in Windsor, New York, for a holiday rental, the neighbourhood around the picturesque village centre is highly recommended. This area offers a charming blend of local amenities and easy access to nature. You'll find a variety of properties available, suiting different tastes and budgets, making it a convenient choice for visitors.Nearby, you can enjoy the scenic beauty of the Susquehanna River, which provides excellent opportunities for outdoor activities such as hiking and fishing. Additionally, the local parks, like the scenic Ouaquaga Creek Park, are great for leisurely strolls or family picnics. The village centre also boasts quaint shops and eateries, allowing you to immerse yourself in the local culture.For those interested in historical attractions, a short drive will take you to Binghamton, where you can explore the Roberson Museum and Science Centre, which showcases a fascinating mix of art, history, and science.
What is the most popular type of holiday rental accomodation in Windsor?
In Windsor, holiday houses, apartments, and cottages are all popular types of holiday rentals, with several options available in the area. These rentals are typically situated in serene neighbourhoods, providing a peaceful retreat. Most holiday houses offer spacious layouts, ideal for families or larger groups, and often include amenities such as fully equipped kitchens, multiple bedrooms, and outdoor spaces for relaxation. Apartments usually come with comfortable living areas and convenient kitchen facilities, making them a practical choice for couples or small families. Cottages provide a charming, rustic feel, often featuring unique decor and a cosy atmosphere.
Are there any family house rentals in Windsor?
In Windsor, New York, there are several family-friendly house rentals available, making it a suitable destination for groups looking to enjoy a relaxing getaway. The area features spacious properties that often come equipped with amenities such as full kitchens, allowing families to prepare meals together, and comfortable living rooms great for unwinding after a day of exploration.Visitors can find homes located in tranquil settings, with some even offering outdoor spaces for children to play or for family gatherings. The locale is near local parks and recreational areas, providing opportunities for outdoor activities such as hiking, picnicking, or simply enjoying nature. Additionally, the nearby charming towns offer a taste of local culture, with quaint shops and eateries waiting to be discovered.
Are there any remote work holiday rentals in Windsor?
In Windsor, New York, there are several remote work-friendly holiday rentals available. These accommodations typically offer amenities that cater to those needing to work during their stay, such as free Wi-Fi and dedicated workspace options, including desks and comfortable chairs. This makes it convenient for travellers who require a productive environment while enjoying their getaway.The area itself is known for its scenic beauty and peaceful surroundings, providing a serene backdrop for both work and relaxation. With opportunities for hiking and exploring the local countryside, guests can easily balance work commitments with leisure activities. 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 kitchens, which allow guests to prepare their own meals, and outdoor decks or patios that provide space for relaxation and enjoying the fresh air. Many properties also feature coffee and tea makers for convenient morning beverages, along with essentials like paper towels.
When is the best time to visit Windsor for a holiday rental?
The peak season for visiting Windsor, New York, is during the summer months from July to September. This vibrant period draws many holidaymakers eager to soak up the warm weather and enjoy the lush landscapes that the region has to offer. July is particularly popular, with visitors flocking to partake in various outdoor activities, including hiking, fishing, and exploring the picturesque parks that surround the area.During this time, you can expect pleasant temperatures, typically ranging from 15 to 30 degrees Celsius, ideal for enjoying the great outdoors. The lively option and abundance of events, such as local festivals and community gatherings, create a superb backdrop for creating memorable experiences with family and friends.If you're looking for a more budget-friendly option, consider visiting in October. This month offers the unique opportunity to witness the stunning autumn foliage as the leaves change colour, painting the landscape in vibrant hues of red, orange, and gold. October provides a serene ambiance, superb for a quiet retreat while still enjoying the beauty of nature.
What are the top attractions in Windsor?
In Windsor, New York, visitors can enjoy a quaint small-town atmosphere with several attractions. One of the highlights is the scenic Oquaga Creek State Park, which offers opportunities for hiking, picnicking, and fishing, making it a great spot for nature enthusiasts. The park features beautiful woodlands and trails that are superb for leisurely walks or more vigorous hikes.In the town itself, the Windsor Historical Society showcases local history and heritage, providing insight into the area's past with its interesting exhibits. The surrounding countryside offers a picturesque landscape, ideal for outdoor activities like cycling and bird watching. Additionally, the nearby Susquehanna River provides options for recreational activities such as kayaking and canoeing.For those interested in local events, Windsor often hosts community gatherings and fairs that celebrate its culture and history, which can be a delightful experience for visitors.
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.