Wellesley Island vacation rentals

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Discover a selection of 20 homes and other vacation rentals in Wellesley Island that are perfect for your trip. Vacation rentals offer the amenities you expect for you and your friends, family, or even pets, like air conditioning and WiFi. You'll be able to choose a rental that has what everyone needs, including options that are accessible or non-smoking.

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Find out more about Wellesley Island

Why visit Wellesley Island

  • Outdoor Adventure: Enjoy a variety of activities like hiking, biking, and fishing amidst beautiful natural landscapes.
  • Historic Sites: Visit charming historical landmarks and castles that reflect the area's rich heritage.
  • Relaxing Beaches: Unwind on sandy beaches perfect for sunbathing and swimming in the serene waters.
  • Local Excursions: Explore nearby towns for unique experiences and local culture.
  • Cozy Accommodations: Choose from charming cottages and spacious homes for a relaxing stay.

Popular types of accommodation in Wellesley Island

Planning a getaway to Wellesley Island? You're in for a treat. Explore a variety of vacation rentals, including charming cottages, spacious private homes, and cozy apartments. Whether you’re looking for Wellesley Island cabin rentals or the best cabins for a peaceful retreat, you’ll find the perfect place to unwind. Discover your ideal vacation rental in Wellesley Island and make your trip unforgettable.

  • Houses: The top choice for travelers, offering spacious and comfortable accommodations perfect for families or groups seeking a home-like atmosphere.
  • Cottages: A charming option that provides a cozy and quaint retreat, ideal for a relaxing getaway by the water.
  • Apartments: A convenient choice for those wanting a central location with the comforts of home, perfect for couples or solo travelers.
  • Condos: A popular choice featuring modern amenities, often with stunning views, suitable for those seeking a bit more luxury.
  • Chalets: A unique lodging option that offers a rustic ambiance, perfect for those who appreciate a mountain or lakeside experience.**

Top attractions in and around Wellesley Island

Wellesley Island offers a perfect getaway for outdoor enthusiasts and couples seeking scenic beauty. Explore the stunning landscapes at local state parks, visit charming islands, and admire historic castles. Whether you're looking for adventure or a romantic escape, Wellesley Island's attractions provide a delightful experience for every traveler. Don't miss the chance to immerse yourself in the natural beauty and unique sights this destination has to offer.

  • Boldt Castle: A stunning architectural masterpiece located 4 miles from Wellesley Island, Boldt Castle offers a romantic atmosphere rich in culture, surrounded by scenic views of the St. Lawrence River.
  • Thousand Islands Bridge: This modern bridge, situated within Wellesley Island, provides a unique city vibe and spectacular views, connecting the islands and enhancing your travel experience.
  • Heart Island: Located 4 miles from Wellesley Island, this beautiful island features sandy beaches and outdoor recreational opportunities, perfect for relaxation and exploration.

Things to do recommended for couples

For a romantic getaway on Wellesley Island, visit Thousand Islands Winery, just 2 miles away, for a charming atmosphere. Explore Coyote Moon Vineyards at 6 miles and enjoy Venditti Vineyards at 15 miles, both offering delightful wine tastings in a picturesque setting perfect for couples.

Things to do recommended for families

On your family vacation to Wellesley Island, enjoy thrilling races at Alex Bay 500 Go-Karts, located 2 miles away, and unwind in the serene surroundings of Scenic View Park, just 3 miles away, perfect for relaxation and wellness.

Things to do recommended for groups

Groups visiting Wellesley Island can enjoy local flavors at 1000 Islands River Rat Cheese, hit the greens at C-Way Golf Course, and feel the thrill of motorsports at Evans Mills Speedway, all within a short drive from the island.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Wellesley Island

No matter if you're traveling with a group, your family, or pets, or if you're seeking extended stays, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips for you.

  • Traveling to Wellesley Island with a group: Think about how many bedrooms you require, as well as features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Wellesley Island with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with amenities that suit their age, like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Wellesley Island: For many families, a trip isn't truly fulfilling without their furry companion by their side. If you can relate, explore Vrbo listings that welcome pets. Many of these pet-friendly properties offer amenities like food bowls and beds, ensuring that all members of your family feel comfortable and at home.
  • Planning for a long term stay visiting Wellesley Island: If you're searching for vacation rentals with special offers for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Wellesley Island

Wellesley Island offers a picturesque escape perfect for outdoor enthusiasts and romantics alike. Nestled within the stunning scenery of the Thousand Islands region, visitors can enjoy sandy beaches, charming historical sites, and friendly local vibes. Explore nearby towns for unique excursions and adventure opportunities, making this relaxing getaway a memorable vacation spot in New York. Whether you're seeking tranquility or excitement, Wellesley Island is the ideal location to unwind and explore.

  • Alexandria Bay: Nestled 3 miles from Wellesley Island, Alexandria Bay is a charming destination that offers a delightful blend of outdoor adventure and romantic scenery. Visitors can explore the stunning views of the St. Lawrence River, with opportunities for boating and fishing. The town is dotted with unique shops and stores, perfect for finding that special souvenir. Notable attractions include the historic Boldt Castle, an enchanting landmark set on Heart Island, and various recreational areas that invite outdoor enthusiasts to hike and relax. Alexandria Bay is ideal for couples looking for a picturesque getaway or families seeking fun activities in nature.
  • Clayton: Located 7 miles from Wellesley Island, Clayton is a vibrant city known for its scenic beauty and outdoor experiences. The town exudes a charming small-town atmosphere, with its quaint shops and lovely waterfront views. Visitors can enjoy a variety of activities, from exploring the nearby Thousand Islands National Park to relaxing by the lakeside. Clayton is home to the Antique Boat Museum, where you can dive into the region's maritime history. With its mix of recreational areas and romantic spots, Clayton is perfect for both adventure seekers and those looking to unwind in a beautiful setting.
  • Thousand Island Park: Just 3 miles away from Wellesley Island, Thousand Island Park is a picturesque village that invites visitors to immerse themselves in outdoor adventures and stunning scenery. The park is surrounded by breathtaking natural landscapes, making it an ideal spot for hiking, biking, and exploring the nearby national parks. The charming village features quaint shops and recreational areas that enhance the visitor experience. With its serene lake views and inviting atmosphere, Thousand Island Park is perfect for families and individuals seeking a tranquil getaway filled with adventure.

Best time to go to Wellesley Island

If you're planning a trip to Wellesley Island, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January21.2°F (-6.0°C)Light RainMostly CloudyLowSlightly Low
February22.3°F (-5.4°C)Light RainMostly CloudyAverageSlightly Low
March31.1°F (-0.5°C)Light RainMostly CloudyAverageSlightly Low
April42.8°F (6.0°C)Light RainMostly CloudyAverageAverage
May55.2°F (12.9°C)Light RainMostly SunnyAverageAverage
June63.5°F (17.5°C)Light RainMostly SunnyHighSlightly High
July70.0°F (21.1°C)Light RainMostly SunnyHighSlightly High
August68.9°F (20.5°C)Light RainMostly SunnyHighSlightly High
September62.2°F (16.8°C)Light RainMostly SunnyAverageAverage
October51.1°F (10.6°C)Light RainMostly CloudyAverageAverage
November39.0°F (3.9°C)Light RainMostly CloudyLowAverage
December29.7°F (-1.3°C)Light RainMostly CloudyLowAverage

Booking with Vrbo is a breeze

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate significantly. Also, opting for a longer stay can lead to substantial savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to narrow down your search by price, location, and type of vacation rental.

Unlock savings with One Key

When you reserve a qualifying Vrbo for your group getaway, you'll receive OneKeyCash on the total booking amount. Being the organizer truly has its benefits. Become a member of our OneKey rewards program to unlock exclusive savings and earn OneKeyCash on eligible stays. Sign up today and begin accumulating rewards.

Vrbo Trips: Effortless planning

Vrbo's Trip Board is designed to help you plan your travels effortlessly. You can create new trips, pick up where you left off with your plans, or keep track of your bookings all in one convenient place. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips, making it easy to stay organized. To check out the Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Why people love visiting historic 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 hoping to find things to do in the area? Venture out of your vacation home and check out everything that makes Wellesley Island a fun spot to vacation. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • 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 active traveler or just want to take in the scenery, Wellesley Island is a great place to spend some time outside. Here are some of the area’s most enchanting features, all within 30 miles (48.2 km) of the city center:

  • 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 center. If you can't find a flight that works for your travel itinerary, you could 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 vacation rental?
When planning a vacation rental in Wellesley Island, New York, one of the best areas to consider is the vicinity of Wellesley Island State Park. This area not only offers stunning natural beauty but also provides easy access to recreational activities such as hiking, fishing, and birdwatching. The park features scenic trails that wind through lush landscapes, making it an ideal spot for outdoor enthusiasts.

Another attractive location is around the Thousand Islands Bridge, where visitors can enjoy picturesque views of the St. Lawrence River. This area is great for those who appreciate waterfront activities, such as boating and kayaking, and it also places you near local dining options that highlight the region's fresh seafood.

Both of these neighborhoods are popular among vacationers, with a range of properties available, from cozy cabins to spacious homes. Depending on the season, you might find a good number of options that cater to different group sizes and budgets.
How much does it cost to rent a vacation home in Wellesley Island?
Prices for vacation 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 vacation 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, consider the picturesque locations along the St. Lawrence River, particularly near the Thousand Islands region. The area around Wellesley Island State Park is particularly appealing, as it offers access to sandy shores and scenic views. Many vacation rentals in this area come equipped with amenities like private docks, outdoor patios, and spacious living areas, making them ideal for families and groups looking to enjoy both relaxation and water activities.

Additionally, the northern section of the island provides options for charming cottages that often feature modern conveniences such as fully equipped kitchens, fire pits, and outdoor grills for summer barbecues. These properties typically emphasize a rustic ambiance while still offering comfortable accommodations.

Nearby attractions like the Thousand Islands Bridge and the heart of the Thousand Islands region provide opportunities for boating, fishing, and exploring local shops and dining options. Rentals near these areas frequently cater to outdoor enthusiasts, with amenities that might include kayaks, bicycles, or easy access to hiking trails.
What is the most popular type of vacation rental accomodation in Wellesley Island?
In Wellesley Island, vacation houses are the most popular type of rental, with around 16 available throughout the area. These vacation homes typically feature spacious layouts, including multiple bedrooms, fully equipped kitchens, and outdoor spaces such as decks or patios where guests can enjoy views of the surrounding nature. Additionally, there are several cottages and cabins located in the scenic landscape, providing a cozy, rustic charm and a great option for travelers seeking a peaceful retreat. Apartments are also available, offering convenient amenities for those looking for a smaller, more manageable stay.
Are there any family house rentals in Wellesley Island?
In Wellesley Island, there are numerous family-friendly home rentals available, with around 19 options to choose from. This picturesque locale, situated within the Thousand Islands region, offers a wealth of outdoor activities for families. Many properties feature spacious living areas, full kitchens for preparing meals together, and outdoor spaces where children can safely play.

Visitors can enjoy amenities such as Wi-Fi, air conditioning, and sometimes direct access to the waterfront, making it an ideal setting for a family getaway. Nearby, the scenic Wellesley Island State Park provides opportunities for hiking, picnicking, and exploring nature, while the charming village atmosphere encourages leisurely family strolls. See all family-friendly rentals in Wellesley Island.
Can I find long-stay vacation rentals in Wellesley Island?
A long-stay vacation rental in Wellesley Island is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* 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.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Wellesley Island?
In Wellesley Island, there are several pet-friendly house rentals available, providing a welcoming environment for travelers with furry companions. Many of these rentals come equipped with amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces where pets can enjoy the fresh air. Some properties may also feature private docks or access to nearby water activities, making it an ideal spot for those looking to explore the beautiful Thousand Islands region.

The island itself offers various attractions, including scenic parks and nature trails that are superb for walking your pets. The nearby Wellesley Island State Park has trails and picnic areas, providing opportunities for outdoor adventures with ypets. See all pet-friendly rentals in Wellesley Island.
Are there any remote work vacation rentals in Wellesley Island?
In Wellesley Island, travelers will find a variety of remote work-friendly vacation rentals, with about 26 options available. The island offers a tranquil environment, superb for those needing to balance work and leisure. Many of these properties come equipped with essential amenities such as Wi-Fi, dedicated desks, and comfortable office chairs, making it easy to set up a productive workspace.

Wellesley Island is known for its picturesque landscapes, with proximity to the Thousand Islands region, where visitors can enjoy outdoor activities like hiking and boating during their downtime. The area also features charming local shops and dining options, adding to the overall experience. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Wellesley Island vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Wellesley Island with parking available—perfect for families or travelers 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, vacation rentals commonly feature amenities that enhance comfort and convenience. Most properties include a kitchen, allowing travelers to prepare their meals, alongside WiFi for staying connected. Many rentals also offer a coffee or tea maker, great for enjoying a warm beverage while taking in the serene surroundings. Outdoor spaces are a significant draw, with patios and decks providing ideal spots for relaxation and enjoying the picturesque views of the island.
When is the best time to visit Wellesley Island for a vacation rental?
July is the most popular month to visit Wellesley Island, where the peak season runs from June to August. This vibrant summer period attracts travelers eager to embrace the natural beauty and recreational activities that the Thousand Islands region has to offer. With warm temperatures typically ranging from the mid-70s to low 80s Fahrenheit, it's the superb backdrop for outdoor adventures such as boating, hiking, and exploring the picturesque landscapes surrounding the island.

During these summer months, visitors can enjoy various activities, from fishing along the St. Lawrence River to swimming in the refreshing waters, making it an ideal destination for travelers. The lively atmosphere is complemented by local events and festivals that showcase the area's unique culture and charm.

If you're looking for a more budget-friendly option, consider planning your visit in November. This month, while quieter, offers a serene experience of the island's natural beauty, with the fall foliage still visible and fewer crowds.
How early should I book a Wellesley Island vacation rental?
Book your Wellesley Island vacation 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 vacation 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?
In Wellesley Island, visitors can enjoy a mix of natural beauty and historical attractions. The Thousand Islands region, where Wellesley Island is located, offers stunning views and outdoor activities such as boating, fishing, and hiking. A key highlight is the Wellesley Island State Park, which features picturesque trails, camping facilities, and access to the St. Lawrence River, making it great for nature enthusiasts.

The nearby Boldt Castle, located on Heart Island, is a must-see for those interested in history and architecture. Visitors can take a boat tour to explore this grand structure and its beautiful gardens. Additionally, the area offers opportunities for birdwatching and wildlife observation, particularly along the river and in the state park.
Can I change or cancel my Wellesley Island home rental booking on Vrbo?
To find Wellesley Island vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 vacation 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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.Vrbo also offers support via live chat through our Help Center, 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 organizing 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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