Wellesley Island vacation rentals

We found 219 vacation rentals — enter your dates for availability

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.

Vacation rentals with weekly discounts - Wellesley Island

Showing deals for:May 22 - May 29

Image gallery for Grindstone Island Getaway-My Reverie, Private, Waterfront, 1000 Islands

Property grounds
10 out of 10, Exceptional, (37 reviews)
Exceptional
(37 reviews)

Grindstone Island Getaway-My Reverie, Private, Waterfront, 1000 Islands

Clayton

8% off
Price is $345
$2,415 for 7 nights
All fees included
Grindstone Island Getaway-My Reverie, Private, Waterfront, 1000 Islands

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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, New York, United States of America when booking a vacation rental?
When considering a vacation rental in Wellesley Island, New York, the most appealing area to stay is near the Thousand Islands region. This picturesque locale is renowned for its stunning natural beauty and a variety of outdoor activities. You can find numerous properties available, ranging from cozy cottages to spacious waterfront homes, making it easy to find something that suits your needs.

One of the top attractions in this area is the Thousand Islands National Park, where visitors can explore lush trails, go kayaking, or simply enjoy the serene views of the St. Lawrence River. Additionally, the nearby Boldt Castle, located on Heart Island, offers a fascinating glimpse into the area's history and architecture, making it a must-visit for anyone staying on the island.
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, travelers should consider the picturesque waterfront areas along the St. Lawrence River. The region features a variety of vacation rentals, many of which are situated near the scenic Wellesley Island State Park, known for its beautiful beaches and natural surroundings. Properties in this area often come with amenities such as private docks, outdoor seating areas, and access to kayaks or canoes, making them ideal for water enthusiasts looking to explore the river.

The nearby Thousand Islands region offers additional options, where visitors can find charming cottages and larger homes with stunning views of the water. Many of these rentals include features like fire pits for evening gatherings, spacious decks, and fully equipped kitchens, suiting families and groups seeking a relaxing getaway. The proximity to local attractions, such as the Boldt Castle and the Thousand Islands Bridge, enhances the experience for those looking to explore the area's rich history and natural beauty.

For those interested in outdoor activities, Wellesley Island provides access to hiking trails and opportunities for fishing, with many rentals conveniently located near these recreational spots.
Where are the best Wellesley Island ski resort rentals?
For skiing near Wellesley Island, travelers can explore options in the nearby area of the Thousand Islands region. While Wellesley Island itself is primarily known for its natural beauty and recreational opportunities, the closest ski resorts are located a bit further afield. The town of Alexandria Bay, just a short drive away, offers convenient access to winter sports facilities. Here, visitors can find cozy cabins and lodges that typically feature amenities such as fireplaces, kitchen facilities, and outdoor spaces for enjoying the scenic views.

Additionally, the nearby area around Lake Ontario, particularly in places like Sackets Harbor and Watertown, may provide further rental options. Many properties in these towns come with modern amenities, including Wi-Fi, heating, and comfortable living spaces, ideal for relaxing after a day on the slopes. Visitors can also enjoy local dining and entertainment options within a short drive, enhancing their overall experience.
What is the most popular type of vacation rental accomodation in Wellesley Island?
In Wellesley Island, vacation houses are the most popular rental option, with about 15 available across the island. These houses typically feature spacious layouts, multiple bedrooms, and amenities such as fully equipped kitchens and outdoor seating areas, making them ideal for families or groups seeking a comfortable retreat. Additionally, there are several cottages and cabins, which provide a cozy, rustic charm and often include features like fireplaces and proximity to nature for outdoor activities.
Are there any family house rentals in Wellesley Island?
In Wellesley Island, there are 19 family-friendly house rentals available, offering a wonderful opportunity for families to enjoy their time together. This area is known for its stunning natural beauty, with easy access to the Thousand Islands region, where outdoor activities abound. Many of these homes provide spacious living areas, fully equipped kitchens for preparing meals, and outdoor decks or patios great for relaxation.

Visitors will also find amenities like Wi-Fi and laundry facilities, which add convenience to their stay. Families can explore nearby attractions, including state parks with hiking trails, picnic spots, and access to the St. Lawrence River for boating and fishing.
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, with around twelve options for travelers seeking accommodations that welcome furry friends. Many of these vacation rentals are situated near the scenic Thousand Islands region, providing access to beautiful waterfront views and outdoor activities.

Travelers can expect amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces like decks or patios, superb for enjoying the tranquil surroundings. Additionally, some properties may offer features like private docks, making it easy to explore the nearby waterways.

While enjoying your stay, you can take advantage of the local parks and natural areas, which provide opportunities for walks and outdoor adventures with pets, ensuring a pleasant experience for both you and your four-legged companions.
Are there any remote work vacation rentals in Wellesley Island?
In Wellesley Island, there are several options for remote work vacation rentals, with around 26 properties available that cater to the needs of remote workers. These rentals often feature essential amenities such as high-speed Wi-Fi, dedicated workspaces or desks, and access to printers, ensuring that guests can stay productive during their stay.

Many properties are situated near the scenic Thousand Islands region, offering a peaceful environment conducive to work while also allowing for relaxation and exploration during downtime. Expect to find amenities like comfortable living areas, fully equipped kitchens for home-cooked meals, and outdoor spaces to enjoy the beautiful natural surroundings. 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 typically offer a range of popular amenities that enhance the guest experience. Most properties come equipped with a kitchen, allowing travelers to prepare their own meals and enjoy home-cooked dining. Many rentals also feature a deck or patio, providing an outdoor space for relaxation and enjoying the scenic surroundings. Onsite parking is commonly available, making it convenient for guests traveling by car. Additionally, properties often include coffee and tea makers for a cozy morning routine, and many have fireplaces, creating a warm and inviting atmosphere, especially during cooler months.
When is the best time to visit Wellesley Island for a vacation rental?
The peak travel season in Wellesley Island spans from June to August, making it the most popular time for vacation rentals as visitors flock to enjoy the beautiful summer weather. With warm temperatures typically ranging from the mid-70s to the low 80s Fahrenheit, this season is great for outdoor adventures like boating, fishing, and hiking in the stunning Thousand Islands region.

July stands out as the highlight of the summer, with vibrant activities and events that cater to families and outdoor enthusiasts alike. This month offers a lively option, allowing travelers to immerse themselves in local festivities, enjoy the scenic beauty of the St. Lawrence River, and take advantage of various recreational opportunities.

For those seeking a more budget-friendly experience, consider planning your visit in November. This quieter month provides a unique opportunity to explore the island's natural beauty without the summer crowds. Although temperatures start to dip, the tranquility of Wellesley Island in the fall offers a peaceful retreat, great for enjoying scenic walks and the crisp autumn air.

Ultimately, the best time to visit Wellesley Island depends on whether you prefer the vibrant excitement of the summer season or the serene charm of the quieter fall months.
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, New York, United States of America?
In Wellesley Island, visitors can explore the stunning natural beauty of the Thousand Islands region. One of the main attractions is the scenic Wellesley Island State Park, which offers hiking trails, picnic areas, and access to the St. Lawrence River for kayaking and fishing. The park is a great spot for outdoor enthusiasts, featuring diverse wildlife and picturesque views.

For those interested in history, the nearby Boldt Castle on Heart Island is a must-see, showcasing a grand early 20th-century mansion accessible by boat. The charming community of Alexandria Bay is also close by, where travelers can enjoy local shops, dining options, and boat tours of the surrounding islands.

Additionally, visitors can take advantage of the area's recreational activities, including golfing at the Wellesley Island Golf Course or exploring the scenic beauty along the riverfront.
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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