Wellesley Island holiday lettings

We found 221 holiday rentals — enter your dates for availability

Discover a selection of 20 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)
  • Scenic View Park (3.3 mi / 5.3 km)
  • Heart Island (3.6 mi / 5.7 km)
  • Thousand Islands National Park (3.8 mi / 6.2 km)
  • Black Lake (22.5 mi / 36.2 km)
  • Grenell Island (3.8 mi / 6.1 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 Park is highly recommended. This charming neighbourhood offers a picturesque setting with beautiful views of the St. Lawrence River, providing a serene backdrop for your getaway. The park itself is great for its historic architecture and lush greenery, making it a delightful place for leisurely strolls or picnics.

Another appealing area is the vicinity near the Wellesley Island State Park. This location not only boasts numerous outdoor activities, such as hiking, fishing, and boating, but it also features stunning natural landscapes that are great for nature enthusiasts. The park is well-known for its extensive trails and camping facilities, ensuring that visitors can fully immerse themselves in the island's natural beauty.

Overall, Wellesley Island has a variety of rental properties available, suiting different preferences and budgets. Whether you seek a cosy cabin or a spacious waterfront home, you will likely find something that suits your needs.
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 a picturesque setting with a variety of options. The area around Wellesley Island State Park provides an excellent choice for travellers seeking beachside properties. Many rentals here feature amenities such as spacious decks, private docks, and easy access to sandy shores, great for family gatherings or romantic getaways. Some properties even come with outdoor fire pits and barbecue facilities, enhancing the outdoor experience.

Additionally, consider the waterfront homes along the St. Lawrence River, where travellers can enjoy stunning views and the gentle sounds of the water. These homes often include modern conveniences like fully equipped kitchens, Wi-Fi, and comfortable living areas, making them ideal for extended stays. The proximity to local attractions, such as Boldt Castle and the scenic Thousand Islands Bridge, adds to the appeal, providing opportunities for exploration and adventure.

For those who enjoy nature, Wellesley Island's state park features hiking trails and picnic areas, making it a fantastic spot for outdoor activities. Rentals in this area often blend natural beauty with comfortable accommodations, ensuring a memorable beach house experience.
Where are the best Wellesley Island ski resort rentals?
For skiing near Wellesley Island, the closest option is the nearby ski areas in the Tug Hill region, particularly around areas like Watertown and the surrounding town of Lowville. In these locales, travellers can find a variety of rental properties, including rustic cabins and modern chalets that cater to winter sports enthusiasts. Many of these accommodations come equipped with amenities such as fireplaces, kitchen facilities, and sometimes even hot tubs, making them superb for relaxation after a day on the slopes.

In Watertown, which is approximately a half-hour drive from Wellesley Island, you'll find more urban conveniences alongside rental options. Here, visitors can expect properties that are close to local shops and restaurants, offering a comfortable base for both skiing and exploring the area. The rentals often feature spacious living areas and convenient access to ski equipment storage, ensuring a straightforward experience for those heading out to the nearby ski resorts.

Additionally, the area is known for its picturesque winter landscapes, and many properties offer views of the surrounding woods and hills, enhancing the overall experience of a winter getaway.
What is the most popular type of holiday rental accomodation in Wellesley Island?
In Wellesley Island, holiday houses are the most popular type of holiday rental, with about 45 available throughout the area. These properties often feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor areas superb for enjoying the serene surroundings. Cottages are also a common choice, with around 18 options that provide a charming, rustic atmosphere, ideal for a relaxing getaway. Additionally, there are about 12 cabins available, offering a more secluded experience amidst nature, often complete with amenities such as fireplaces and decks for taking in the views. While there are several apartments, they tend to be less prevalent compared to the other types of accommodations.
Are there any family house rentals in Wellesley Island?
In Wellesley Island, New York, families will find a selection of around 19 holiday rentals tailored for group stays. This picturesque locale, located in the Thousand Islands region, offers properties that often boast spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces superb for children to play. Many homes also feature amenities such as private decks, barbecue facilities, and access to nearby waterfront areas, enhancing the overall experience.

Visitors to the island can enjoy the natural beauty of the St. Lawrence River, with opportunities for boating, fishing, and hiking in the surrounding parks. Exploring the nearby Thousand Islands State Park is a treat, where families can enjoy picnicking and nature walks.
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, offering a range of amenities to ensure a comfortable stay. Many of these properties come equipped with full kitchens, outdoor spaces for relaxation, and often feature amenities such as fire pits or BBQ grills, making them ideal for families and groups looking to enjoy a getaway with their pets.

The island is known for its beautiful natural surroundings, including the Thousand Islands National Park, which provides ample opportunities for outdoor adventures with your furry friends. Visitors can explore scenic trails and enjoy waterfront activities, all while having the convenience of pet-friendly accommodations nearby.
Are there any remote work holiday rentals in Wellesley Island?
In Wellesley Island, there are plenty of remote work holiday rentals available, with around 78 options to choose from. This scenic location offers a peaceful environment that's ideal for those looking to balance work and leisure. Many of these properties come equipped with essential amenities such as free Wi-Fi, suitable workspaces like desks, and comfortable living areas to ensure a productive stay.

Wellesley Island is known for its natural beauty, including proximity to the Thousand Islands region, where outdoor activities like hiking, fishing, and boating can be enjoyed during downtime. The area also features charming local attractions, making it a great destination for remote workers who appreciate a serene setting with opportunities for exploration and relaxation. 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 rental amenities include kitchens, which allow guests to prepare their own meals during their stay. Many properties also feature decks or patios, providing outdoor space to relax and enjoy the surrounding natural beauty. Onsite parking is typically available, making it convenient for those travelling by car. Additionally, rentals often come equipped with coffee and tea makers for a comforting morning brew, and some include fireplaces, adding a cozy touch for those cooler evenings.
When is the best time to visit Wellesley Island for a holiday rental?
The peak season for visiting Wellesley Island is during the summer months, specifically from June to August, with July being the most popular month. This vibrant period attracts families and outdoor enthusiasts eager to enjoy the beautiful scenery and recreational activities available in the Thousand Islands region. With warm temperatures averaging between 20 to 30 degrees Celsius, it's a superb time for boating, fishing, and hiking along the picturesque trails.

During these months, visitors can partake in a variety of events and activities, including local festivals and outdoor concerts, all while basking in the lively option created by fellow travellers. Whether you're exploring the stunning St. Lawrence River or simply relaxing by the lakeside, summer on Wellesley Island offers an abundance of options to create lasting memories.

If you're seeking a more budget-friendly time to visit, November presents an excellent opportunity. This month is quieter, allowing for a more relaxed experience as you enjoy the tranquil beauty of the island. The autumn colours provide a stunning backdrop for leisurely walks and scenic drives, making it a lovely time to appreciate nature without the hustle and bustle of peak season.

Ultimately, your choice of when to visit Wellesley Island will depend on your preference for lively summer activities or the peaceful charm of the shoulder season.
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.
What are the top attractions in Wellesley Island?
Wellesley Island, located in the Thousand Islands region, offers a variety of attractions for visitors. One of the main highlights is the scenic Thousand Islands State Park, which features hiking trails, picnic areas, and stunning views of the St. Lawrence River. The park is a great spot for outdoor activities such as kayaking and fishing, making it a popular destination for nature enthusiasts.

Another top attraction is Boldt Castle, situated on Heart Island. This historic castle, built in the early 20th century, is accessible by boat and offers guided tours that delve into its fascinating history and architecture. The surrounding islands also provide opportunities for exploring charming waterfront villages and indulging in local dining experiences.

For those interested in wildlife, the nearby Zenda Farms Preserve offers a chance to see various species in their natural habitats.
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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