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Wellesley Island holiday lettings

We found 217 holiday rentals — enter your dates for availability

Discover a selection of 19 homes and other holiday rentals in Wellesley Island that are perfect for your trip. Holiday rentals offer the best amenities for your family, friends or furry companion, such as Wi-Fi and a hot tub. You'll be able to choose a property to rent that has what everyone needs, including options that are accessible or non-smoking.

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Why people love visiting historical Wellesley Island

Enjoy the history and other features of Wellesley Island. Renowned for its island views, boating and riverfront, this city welcomes all visitors. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in and around Wellesley Island

Are you searching for things to do while you're in the area? Venture out of your cosy holiday rental and check out everything that makes Wellesley Island 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:

  • Thousand Islands Winery (1.7 mi / 2.7 km)
  • Smuggler's Glen Golf Course (4.2 mi / 6.8 km)
  • Gananoque Boat Line (8.6 mi / 13.9 km)
  • Lil' River Fudge Co / 5&10 Variety Store (3.5 mi / 5.7 km)
  • The Landon Bay Centre (5.4 mi / 8.6 km)
  • Coyote Moon Vineyards (5.8 mi / 9.3 km)

Exploring the natural features in Wellesley Island

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Wellesley Island is a great place to get outside. Here are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • St. Lawrence Islands National Park (2.9 mi / 4.6 km)
  • Heart Island (3.6 mi / 5.7 km)
  • Thousand Islands National Park (3.8 mi / 6.2 km)
  • Clear Lake (8.2 mi / 13.2 km)
  • Confederation Park (9.1 mi / 14.6 km)
  • Black Lake (22.5 mi / 36.2 km)

How to get to and around Wellesley Island

Fly into Watertown, NY (ART-Watertown Intl.), the closest airport, located 22.3 mi (35.8 km) from the city centre. If you can't find a flight that's convenient for your trip, you can also fly into Kingston, ON (YGK-Norman Rogers), which is 31.1 mi (50.1 km) away.

Frequently asked questions

What is the best area to stay in Wellesley Island when booking a holiday rental?
When considering a holiday rental on Wellesley Island, the area around the Thousand Islands State Park is an excellent choice. This picturesque location not only offers stunning views of the St. Lawrence River but also provides easy access to a variety of outdoor activities. The park is a fantastic spot for hiking, picnicking, and birdwatching, making it a haven for nature lovers.

Another appealing area is the vicinity of the Wellesley Island Marina. This lively spot is great for those looking to enjoy water activities such as boating and fishing. The marina area is often bustling with local charm and offers a few delightful eateries where you can savour fresh local seafood while enjoying the serene waterside atmosphere.
How much does it cost to rent a holiday home in Wellesley Island?
Prices for holiday rentals in Wellesley Island 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 Wellesley Island 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 Wellesley Island holiday house rentals?
You can find great discounts on house rentals in Wellesley Island 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.
Where are the best areas for renting a beach house in Wellesley Island?
For renting a beach house in Wellesley Island, the Thousand Islands region offers delightful options along the picturesque shores of the St. Lawrence River. The area around Wellesley Island State Park is particularly appealing, where visitors can find charming cottages and homes that provide direct access to sandy beaches and scenic waterfront views. Many of these properties come equipped with amenities such as outdoor decks, BBQ facilities, and spacious living areas, making them ideal for families or groups looking to enjoy a relaxing retreat by the water.

Further north, the neighbourhoods near the Boldt Castle provide additional options, with a selection of waterfront homes featuring private docks and stunning views of the castle itself. These rentals often include modern conveniences such as fully equipped kitchens, Wi-Fi, and air conditioning, ensuring a comfortable stay. Guests can enjoy the nearby attractions, including boat tours to the castle and various recreational activities like kayaking and fishing.
What is the most popular type of holiday rental accomodation in Wellesley Island?
In Wellesley Island, holiday houses are the most popular type of rental, with around 17 available throughout the area. These houses offer spacious living arrangements, with multiple bedrooms, fully equipped kitchens, and often outdoor spaces for enjoying the scenic views of the St. Lawrence River. Many of these properties are situated in serene, natural settings, making them ideal for families or groups looking to unwind in a peaceful environment. Additionally, there are several cottages and cabins that provide a more rustic charm, featuring cosy interiors and close proximity to outdoor activities such as hiking and boating.
Are there any family house rentals in Wellesley Island?
In Wellesley Island, New York, there are a variety of family-friendly house rentals available, with around 19 options to choose from. This picturesque area is part of the Thousand Islands region, offering families a great blend of natural beauty and outdoor activities. Many of these properties feature spacious living areas, fully equipped kitchens for family meals, and outdoor decks or patios ideal for enjoying the lovely surroundings. Some homes even provide amenities such as private docks for boating adventures and access to nearby beaches, enhancing the overall experience for visitors.
Can I find long-stay holiday rentals in Wellesley Island?
A long-stay holiday rental in Wellesley Island 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.
Are there pet-friendly house rentals in Wellesley Island?
In Wellesley Island, there are several pet-friendly house rentals available, with around twelve properties to choose from. Many of these holiday rentals offer comfortable amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces where pets can roam freely. Travellers can expect features like fireplaces, private decks, and sometimes even access to waterfront views, enhancing the overall experience of their stay.
Are there any remote work holiday rentals in Wellesley Island?
In Wellesley Island, there are around 25 remote work holiday rentals available, making it a suitable destination for those looking to combine work and leisure. Many properties offer essential amenities such as Wi-Fi, dedicated desks, and comfortable office chairs, ensuring a productive environment. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Wellesley Island holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Wellesley Island 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.
What are popular rental amenities in Wellesley Island?
In Wellesley Island, popular holiday rental amenities include kitchens equipped with cookware, dishware, and utensils, allowing guests to prepare their own meals. Most rentals also feature microwaves and refrigerators, ensuring convenience for those who prefer a self-catering experience.
When is the best time to visit Wellesley Island for a holiday rental?
The best time to visit Wellesley Island for a holiday rental is during the peak season from June to August, with July being the most popular month. This vibrant period attracts families and adventure seekers eager to enjoy the island's stunning natural beauty, particularly in the Thousand Islands region. Expect warm temperatures, typically in the mid to high 20s Celsius, which are great for outdoor activities such as kayaking, hiking, and swimming in the refreshing waters of the St. Lawrence River.

During this time, the island buzzes with life, as visitors partake in various water sports and explore the picturesque parks. The summer months also feature numerous events and festivals, enhancing the lively atmosphere and providing ample opportunities for socialising and entertainment.

For those looking for a more tranquil experience, consider visiting in November. While this is outside the peak season, the serene beauty of Wellesley Island during late autumn offers a unique charm. Cooler temperatures in the low single digits Celsius create a peaceful environment for leisurely walks and enjoying the scenic views without the summer crowds.
How early should I book a Wellesley Island holiday rental?
Book your Wellesley Island 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.
Can I change or cancel my Wellesley Island home rental booking on Vrbo?
To find Wellesley Island 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 Wellesley Island 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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