Best Vacation Homes in Windsor
Cottage
- Air Conditioner
- Parking
- TV
House
- Air Conditioner
- Parking
- Pet Friendly
House
- Air Conditioner
- Parking
- Pet Friendly
House
- Air Conditioner
- Pet Friendly
- Balcony/Terrace
Windsor Luxury Rentals
House
- Air Conditioner
- Parking
- Pet Friendly
House
- Air Conditioner
- Security/Safety
- Child Friendly
Windsor Pet Friendly Vacation Rentals
Cabin
- Air Conditioner
- Parking
- Pet Friendly
House
- Air Conditioner
- Pet Friendly
- Security/Safety
Windsor Top Rated Vacation Rentals
Why Choose Rent By Owner for your Windsor Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Windsor
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here can enhance your experience, whether you're seeking the vibrant energy of peak season or the tranquility of quieter months in this scenic region.
Peak Season Highlights
Summer (June to August)
During the warm summer months, this region sees an influx of visitors seeking outdoor activities and scenic views, making it an ideal time to explore the area with comfortable weather.
Average Temperature Daytime: 20ยฐC to 25ยฐC - Nighttime: 12ยฐC to 16ยฐC
Fall (September to October)
The vibrant fall foliage attracts travelers looking to experience the region's stunning natural beauty, creating a lively atmosphere perfect for outdoor adventures and local events.
Average Temperature Daytime: 15ยฐC to 20ยฐC - Nighttime: 8ยฐC to 12ยฐC
Off-Season Highlights
Winter (November to February)
The colder months see fewer visitors, providing a peaceful retreat for those interested in enjoying quiet scenery and cozy accommodations during this off-peak period.
Average Temperature Daytime: -2ยฐC to 2ยฐC - Nighttime: -8ยฐC to -3ยฐC
Spring (March to May)
Early spring offers a quieter experience as nature begins to bloom, making it a suitable time for tranquil exploration before the busy summer season begins.
Average Temperature Daytime: 5ยฐC to 10ยฐC - Nighttime: -1ยฐC to 4ยฐC
Weekly Weather Forecast for Windsor
How to Book Your Windsor Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, youโll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partnerโs website.
Explore and book the perfect rental in Windsor
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Hereโs some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor grilling options with a barbecue available on the propertyโs patio or backyard.
- Relax in a private hot tub or spa, perfect for unwinding after exploring the area.
- Make use of spacious decks or patios that provide scenic views of the surrounding landscape.
- Spend time in a well-maintained garden or landscaped yard ideal for outdoor gatherings.
- Take advantage of nearby walking trails, parks, or green spaces for outdoor recreation.
- Utilize outdoor dining areas designed for al fresco meals with family or friends.
- Benefit from ample parking space for boats, RVs, or other recreational vehicles often found in the region.
Top Attractions Around Windsor
What attractions are nearby?
While staying here, you can explore a variety of nearby activities such as scenic outdoor walks, local cultural sites, and charming dining experiences that showcase the best of Windsor, Nova Scotia, Canada.
Family Activities
- Windsor Family Fun Park: Enjoy a day of outdoor activities and mini-golf at this family-friendly attraction in the area.
- Windsor Historical Society Museum: Discover local history and engage with interactive exhibits that appeal to visitors of all ages.
- Lake Pesaquid: Spend your afternoon exploring the scenic trails or having a relaxing picnic by the water in this natural setting nearby.
- Windsor Library & Community Center: Participate in family-friendly events, storytimes, and educational programs within this welcoming community hub.
Adult Activities
- Golfing at Windsor Golf Club: Enhance your visit by enjoying a round of golf on the scenic course that offers stunning views and a challenging layout.
- Exploring the Annapolis Valley Wine Region: Discover local wineries and indulge in tasting tours that showcase the regionโs renowned wines and picturesque vineyards.
- Hiking in Fundy National Park: Venture into this nearby national park to experience breathtaking trails, diverse wildlife, and majestic natural scenery.
- Visiting Historic Sites and Museums: Dive into the area's rich history by exploring local museums and heritage sites that narrate the story of this vibrant region.
Other Places to Stay in Windsor, NS
Windsor Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Culinary Delights: Take advantage of this areaโs renowned eateries to enjoy authentic regional cuisine during your stay.
- Plan Your Outdoor Adventures: Discover the natural beauty surrounding here by scheduling outdoor activities like hiking or cycling in nearby scenic spots.
- Visit Cultural and Historical Sites: Immerse yourself in the area's rich heritage by visiting local museums or historic landmarks that showcase its unique past.
- Choose a Prime Location for Your Vacation Rental: Selecting a well-located property can enhance your experience by providing easy access to the region's main attractions and amenities.
Transportation Options
- Windsor Transit: This local bus service provides convenient transportation options for exploring the area and accessing nearby amenities.
- Taxi Services: Reliable taxi companies are available here, offering quick and comfortable rides around this destination and to surrounding regions.
- Car Rentals: Numerous car rental agencies in the region make it easy to explore Windsor and its scenic surroundings at your own pace.
- Airport Transfers: Available shuttle and private transfer services connect the area to Halifax Stanfield International Airport, simplifying your journey to vacation rentals here.
Local Customs Options
- Welcoming Hospitality: You will notice the region's warm and friendly approach when engaging with locals who take pride in sharing their community with visitors.
- Traditional Music and Dance: Participating in or observing local events often highlights unique Nova Scotia folk music and dance, reflecting the area's rich cultural heritage.
- Community Celebrations: The destination hosts annual festivals and gatherings that emphasize regional customs and bring residents and visitors together.
- Respect for Nature: Itโs common to see locals practicing environmentally conscious habits, preserving the scenic beauty that makes this area special.
Frequently Asked Questions About Windsor?
What are the top vacation rentals in Windsor?
There are a lot of options in Windsor. If you plan on staying in the Windsor area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Windsor:
- The August House
- Falls Lake Burrow - Private Cottage with Screened-in Hot Tub
- Beautiful Oceanfront Home on the Minas Basin
- Downtown Windsor NS
- Raven Hill Vineyard Cottage
- Moon Shadow Modern Lakehouse
- Charming 3-bedroom house on the Lake with Hot tub
- Raven Hill Vineyard Lower Suite
- Cozy, stylish, and surrounded by nature; Sojourn Hideaway is the perfect getaway
- Secluded streamside retreat in wine countrynn
Which vacation homes in Windsor are best for families?
If you are looking for a family-friendly vacation home in Windsor, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Windsor:
How many Rentbyowner vacation rentals are available in Windsor?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 44 in the Windsor area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Windsor.โฏ
