Best Vacation Homes in Wellesley Island
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- Wheelchair Accessible
Bed & Breakfast
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Cabin
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Cottage
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Wellesley Island Luxury Rentals
Bed & Breakfast
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House
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Cottage
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House
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- TV
House
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House
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Wellesley Island Pet Friendly Vacation Rentals
Cottage
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Cottage
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Cottage
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House
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House
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Wellesley Island Large Vacation Homes
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House
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Cottage
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House
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Why Choose Rent By Owner for your Wellesley Island 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 Wellesley Island
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit this destination ensures you can fully enjoy its natural beauty and peaceful surroundings, making your stay in the area truly memorable.
Peak Season Highlights
Summer (June to August)
During the summer months, this destination experiences its peak season when visitors come to enjoy the warm weather and outdoor activities around the region. Booking early ensures you secure the best vacation rentals for a memorable stay.
Average Temperature Daytime: around 78°F - Nighttime: around 60°F
Fall (September to October)
In early fall, the area draws many travelers seeking vibrant foliage and pleasant weather, making it a popular time for booking vacation rentals. Early reservations are recommended to enjoy this picturesque season comfortably.
Average Temperature Daytime: around 70°F - Nighttime: around 50°F
Off-Season Highlights
Late Fall to Early Winter (November to December)
As temperatures drop, fewer tourists choose to visit, leading to quieter surroundings. This off-peak period offers more affordable options and a relaxed atmosphere for your stay.
Average Temperature Daytime: around 45°F - Nighttime: around 35°F
Winter (January to February)
During the coldest months, the area sees a slowdown in visitors, making it an ideal time for those seeking solitude and lower rates on vacation rentals. Prepare for colder temperatures and enjoy a peaceful escape here.
Average Temperature Daytime: around 40°F - Nighttime: around 25°F
Weekly Weather Forecast for Wellesley Island
How to Book Your Wellesley Island 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, you’ll 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 partner’s website.
Explore and book the perfect rental in Wellesley Island
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. Here’s 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 dining areas perfect for meals with scenic views of the surrounding landscape.
- Take advantage of private or shared docks to easily access nearby waterways and go boating or fishing.
- Relax in outdoor seating or lounging areas designed for soaking up the sun and enjoying peaceful evenings.
- Utilize grilling stations or outdoor kitchens to prepare delicious meals while savoring the fresh air.
- Make use of spacious yards or gardens ideal for outdoor activities or gatherings with family and friends.
- Benefit from access to swimming pools or hot tubs, adding extra leisure options during your stay.
- Explore nearby nature trails or outdoor recreational spaces that can be conveniently reached from the property.
Top Attractions Around Wellesley Island
What attractions are nearby?
During your stay, you can enjoy a variety of outdoor activities nearby, including boating, fishing, and exploring scenic nature trails that showcase the natural beauty of this region.
Family Activities
- Wellesley Island State Park: You can enjoy scenic hiking, picnicking, and outdoor activities amidst the lush natural beauty of this popular state park.
- Wellesley Island Golf Course: Spend a family day on the greens at this well-maintained golf course that offers stunning views and engaging play for all skill levels.
- Waterfront Activities: Explore boating, kayaking, or fishing in the serene waters surrounding here to create memorable family adventures.
- Scenic Island Tours: Take a boat tour around the island to discover breathtaking vistas and learn about the area's rich history together as a family.
Adult Activities
- Wellesley Island State Park: Explore the scenic trails and waterfront areas that offer a peaceful retreat for outdoor enthusiasts seeking relaxation and adventure in this popular regional park.
- The Wellesley Island Winery: Discover local wines and enjoy tastings at this renowned winery, providing a delightful experience amidst the natural beauty of the area.
- Deer Valley Golf Course: Tee off at this championship golf course designed for both beginners and seasoned players looking to enjoy a day on the greens in this inviting destination.
- Boldt Castle & Yacht House: Take a boat tour to explore this historic landmark and admire the architectural grandeur that reflects the region’s rich maritime heritage.
Other Places to Stay in Wellesley Island, NY
Wellesley Island Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead for Outdoor Activities: Take advantage of the region's natural beauty by scheduling outdoor pursuits like boating or hiking early in your stay to fully enjoy the scenic surroundings.
- Explore Local Waterfront Dining: Savor the area's fresh seafood and regional flavors at waterfront restaurants to immerse yourself in the local cuisine and atmosphere.
- Visit During Off-Peak Seasons: To experience a more relaxed environment and better access to amenities, consider booking your stay during less busy times of the year.
- Utilize Your Vacation Rental’s Amenities: Make the most of your accommodations by engaging with the property’s features, whether it’s relaxing on the deck or using the kitchen to prepare local-inspired meals.
Transportation Options
- Car Rentals: Renting a vehicle here provides the flexibility to explore Wellesley Island and its scenic surroundings at your own pace.
- Ferry Services: The region is well-connected by ferry, allowing you to enjoy a scenic waterway crossing that enhances your travel experience within this destination.
- Local Taxis and Rideshares: Convenient for quick trips around the area, these options offer comfortable transportation directly from your vacation rental.
- Bicycle Rentals: Exploring here on two wheels offers an immersive way to enjoy the natural beauty and peaceful pathways of the region.
Local Customs Options
- Respect for the Lake's Environment: Locals in this area emphasize preserving the pristine waters and natural beauty of the region by practicing eco-friendly habits during your stay.
- Traditional Boating Etiquette: When enjoying the waterways, you’ll find that courteous navigation and adherence to local boating customs are highly valued here.
- Community Festivals and Celebrations: Participating in local events, often centered around seasonal traditions, provides an authentic experience of the area's cultural heritage.
- Respect for Quiet Reservation Areas: Maintaining a peaceful atmosphere is important, especially when visiting designated quiet zones and nature preserves within this destination.
Frequently Asked Questions About Wellesley Island?
1. What are the top vacation rentals in Wellesley Island?
There are a lot of options in Wellesley Island. If you plan on staying in the Wellesley Island area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Wellesley Island:
- Beautiful waterfront cottage where you feel like you can touch the ships.
- Newly built cottage in historic Thousand Island Park, New York
- Waterfront house on Wellesley Island
- Spacious, Relaxing, Simplified Living With The Best Screened Porch Of All!
- Nearley New Lakefront Cabin - Lake of The Isles
- Tranquil, Secluded, Updated Two-Acre Wellesley Island Waterfront, Drive-To Home
- YEAR ROUND Lake of the Isles Waterfront Cottage & boat dock!
- Spacious Peaceful home in the Woods on Wellesley Island
- Rustic House on St. Lawrence river with million dollar view and dock space
- Island Boathouse w/boatslip
2. Which vacation homes in Wellesley Island are best for families?
If you are looking for a family-friendly vacation home in Wellesley Island, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Wellesley Island:
3. How many Rentbyowner vacation rentals are available in Wellesley Island?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 73 in the Wellesley Island 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 Wellesley Island.
4. What is the cancellation policy for vacation rentals in this destination?
Cancellation policies vary by property, so it's important to review the specific listing details or contact the owner directly to understand the terms and any potential fees associated with changes or cancellations.
5. How do I find the most suitable vacation rental for my stay?
You can filter listings based on your preferences such as size, amenities, and price range. Reading guest reviews and contacting hosts directly can also help ensure the property meets your expectations here.
6. Are there any specific house rules I should be aware of before booking?
Yes, each property has its own set of house rules which are provided in the listing description. It’s advisable to read these carefully and reach out to the owner if you have any questions regarding policies like pet allowances or check-in procedures.
7. What is the process for checking in and checking out of a vacation rental?
Check-in and check-out procedures are detailed in each listing. Typically, owners provide instructions prior to arrival. Contacting the host beforehand can clarify any questions about access times or key collection.
8. Is it possible to modify my booking after confirming it?
Modifications depend on the property's policy and availability. It's recommended to contact the property owner directly to discuss changes, which are subject to approval and may involve additional fees or conditions here.
