Wellesley Island vacation rentals

We found 212 vacation rentals — enter your dates for availability

Escape to the enchanting beauty of Wellesley Island, where breathtaking views of the Thousand Islands and lush wilderness create a serene backdrop for your next adventure. Explore the wonders of Wellesley Island State Park, stroll through the charming town of Orleans, or engage in exhilarating outdoor activities like kayaking and hiking. With a range of cozy cottages and lakeside homes, you’ll have the perfect base for creating unforgettable memories with family and friends, all while enjoying the comfort and amenities of a vacation rental.

Holiday rentals with weekly discounts - Wellesley Island

Showing deals for:Dec 4 - Dec 11

Private kitchen
Interior
Property grounds
Living area
Exceptional
(10 reviews)

Charming 2-bedroom cabin with AC, WiFi in wonderful Wellesley Island

Wellesley Island

7% off
$309
$2,162 for 7 nights
All fees included
Charming 2-bedroom cabin with AC, WiFi in wonderful Wellesley Island
Room
Interior
Private kitchen
Dining
Exceptional
(51 reviews)

Waterfront Home with dock and a sunset view

Alexandria Bay

9% off
$444
$3,109 for 7 nights
All fees included
Waterfront Home with dock and a sunset view
Living area
Private kitchen
Property grounds
Terrace/patio
Exceptional
(32 reviews)

Alexbay Retreat within a short walk to all the downtown attractions

Alexandria Bay

8% off
$386
$2,702 for 7 nights
All fees included
Alexbay Retreat within a short walk to all the downtown attractions
Doors open to large covered porch
Terrace/patio
Living area
Living area
Exceptional
(15 reviews)

Elegant three bedroom home in park-like setting

Clayton

9% off
$527
$3,691 for 7 nights
All fees included
Elegant three bedroom home in park-like setting
Living area
Sun porch that leads to the back yard.
Interior
Bedroom 3, Queen bed, fireplace, dresser & closet
Exceptional
(34 reviews)

Pristine Downtown Clayton Village Home Just Steps Away From Everything!

Clayton

9% off
$422
$2,955 for 7 nights
All fees included
Pristine Downtown Clayton Village Home Just Steps Away From Everything!
3rd larger townhome (yellow) from the left.
Exterior
Living area
Living area
Wonderful
(18 reviews)

Gorgeous Townhouse & Boathouse in Cozy Carnegie Bay

Alexandria Bay

8% off
$239
$1,674 for 7 nights
All fees included
Gorgeous Townhouse & Boathouse in Cozy Carnegie Bay
Relax and enjoy coffee or wine on the front porch.
Interior
Bedroom #1 has a closet w/ hangers, a comfortable mattress, and quality linens.
Interior
Exceptional
(11 reviews)

Stylish and Comfortable Downtown Historical Home Two Blocks From the River

Clayton

9% off
$428
$2,997 for 7 nights
All fees included
Stylish and Comfortable Downtown Historical Home Two Blocks From the River
Living area
Living area
Interior
Dining
Exceptional
(7 reviews)

Cozy cottage in Alexandria Bay just blocks from the water

Alexandria Bay

9% off
$404
$2,829 for 7 nights
All fees included
Cozy cottage in Alexandria Bay just blocks from the water

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Find out more about Wellesley Island

Why visit Wellesley Island

  • Stunning Natural Beauty: Wellesley Island boasts breathtaking views of the Thousand Islands and lush wilderness, perfect for outdoor enthusiasts.
  • Wellesley Island State Park: Explore this expansive park, which offers hiking trails, sandy beaches, and picnic areas amid scenic surroundings.
  • Charming Town of Orleans: Discover local history and friendly vibes in this quaint town, ideal for leisurely strolls and exploration.
  • Diverse Accommodations: Choose from a variety of vacation rentals, including cozy cottages and lakeside homes, to suit your getaway needs.
  • Outdoor Adventures: Engage in activities like kayaking, fishing, and hiking, making for an exciting and memorable vacation experience.

Popular types of accommodation in Wellesley Island

Discover the charm of Wellesley Island with a variety of vacation rentals to suit your needs. From houses and cozy cottages to modern apartments, there’s something for everyone. Whether you’re looking for a lakeside getaway, the best cabins, or a waterfront bunky, you'll find the perfect spot to relax and unwind. Explore our selection and make your next trip to Wellesley Island unforgettable.

  • Houses: The top choice for visitors to Wellesley Island, offering spacious and comfortable lodging perfect for families, friends, or couples.
  • Cottages: A charming option that provides a cozy, rustic retreat ideal for those seeking a peaceful getaway.
  • Apartments: A convenient choice for travelers looking for a home-like atmosphere with essential amenities.
  • Condos: A popular selection that combines comfort with community amenities for a relaxed stay.
  • Chalets: These inviting accommodations offer a unique blend of rustic charm and modern comforts, perfect for nature enthusiasts.**

Top attractions in and around Wellesley Island

Wellesley Island, New York, is a perfect destination for outdoor enthusiasts and couples seeking scenic beauty. Visitors can explore the stunning Wellesley Island State Park, enjoy the breathtaking views of the Thousand Islands, and discover charming local attractions. Whether you're looking for adventure or a romantic getaway, Wellesley Island offers a delightful mix of nature and exploration, making it an ideal spot for your vacation.

  • Thousand Islands Bridge: A modern marvel, this bridge connects Wellesley Island with the surrounding areas, offering stunning views and a vibrant atmosphere. It's a great spot for a leisurely stroll or a scenic drive.
  • Boldt Castle: Located 4 miles away, this enchanting castle exudes culture and romance. Explore its beautiful architecture and lush gardens, perfect for a memorable day trip.
  • Heart Island: Also 4 miles away, this picturesque island boasts outdoor activities and serene beaches, making it an ideal spot for relaxation and exploration.

Things to do recommended for couples

For a romantic getaway in Wellesley Island, enjoy a sunset picnic by the St. Lawrence River or explore the scenic hiking trails together. Don't miss a boat tour to admire the Thousand Islands—we guarantee it will be a memorable experience for you both.

Things to do recommended for families

Your family will love exploring the beautiful Wellesley Island State Park, where you can hike scenic trails and enjoy picnics. Kids will delight in swimming at the beach and discovering the area's rich wildlife. Don’t miss a boat tour of the Thousand Islands for breathtaking views.

Things to do recommended for groups

Explore the scenic beauty of Wellesley Island State Park with hiking trails perfect for group adventures, or enjoy a fun-filled day of kayaking on the St. Lawrence River. Don't miss a visit to Boldt Castle for a taste of local history and stunning architecture.

*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

When traveling with a group, family, pets, or planning an extended stay, it's important to prioritize your preferences in your search. Here are some helpful Vrbo booking tips to consider.

  • Traveling to Wellesley Island with a group: Think about how many bedrooms you require, along with additional features like a full kitchen or outdoor space for group gatherings. Fortunately, you can easily apply filters for all these options and more on Vrbo.
  • Traveling to Wellesley Island with young kids: Traveling with young kids can be demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private 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 vacation isn’t truly fulfilling without their beloved pet by their side. If you relate to this, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Wellesley Island: If you're in search of vacation rentals offering discounts for month-long stays, 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 amenities 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 perfect blend of natural beauty and adventure for tourists. Explore its stunning wilderness sites, relax on sandy beaches, and discover numerous nearby islands. Don't miss the charming Town of Orleans, where historical vibes meet friendly locals. Whether you're seeking a romantic getaway or exciting excursions, Wellesley Island and its surroundings promise an unforgettable vacation experience filled with scenic views and outdoor activities.

  • Alexandria Bay: Located just 3 miles from Wellesley Island, Alexandria Bay is a charming city renowned for its stunning outdoor scenery and romantic ambiance. Visitors can explore the picturesque waterfront, shop at local stores, and enjoy recreational areas perfect for relaxation and adventure. Key attractions include the breathtaking views of the lake and the iconic Boldt Castle, a magnificent structure that draws tourists for its history and architectural beauty. With various events and conferences held nearby, Alexandria Bay is a vibrant hub for both leisure and culture.
  • Clayton: Situated 7 miles from Wellesley Island, Clayton is a delightful city that beckons travelers with its outdoor beauty and romantic settings. This charming destination offers a variety of shopping experiences and recreational areas that cater to all ages. The nearby Thousand Islands National Park provides ample opportunities for hiking, kayaking, and wildlife watching, making it a perfect spot for nature lovers. Visitors can also enjoy the stunning views of the lake, which serve as a backdrop for many local events and gatherings throughout the year.
  • Thousand Island Park: Just 3 miles away from Wellesley Island, Thousand Island Park is a quaint village that offers a serene escape into nature. With its beautiful outdoor spaces and scenic views, it’s an ideal spot for those seeking romance and tranquility. The village features recreational areas, charming shops, and local stores, giving visitors a taste of the community's warm hospitality. Close by, the national state park and the pristine lake provide plenty of activities, including hiking and boating, making it a perfect destination for outdoor enthusiasts.

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 CloudyAverageAverage
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 CloudyLowSlightly Low

Booking with Vrbo is simple

Looking to save on your next trip? Consider being flexible with your travel dates, as prices can fluctuate. Additionally, extending your stay can lead to significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental. We're here to help you find the best options for your travel plans.

Vrbo Trips: Planning made easy

Vrbo's Trip Board offers an easy-to-use platform for planning your travels. You can create new trips, continue from where you last left off, or organize your existing plans all in one place. Your saved or booked properties will be neatly categorized into Potential, Upcoming, or Current Trips for your convenience. To get started with 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)
  • The Landon Bay Centre (5.4 mi / 8.6 km)
  • Coyote Moon Vineyards (5.8 mi / 9.3 km)
  • C-Way Golf Course (9 mi / 14.6 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)
  • 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)
  • Lake of the Isles (1.1 mi / 1.9 km)
  • Scenic View Park (3.3 mi / 5.3 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 are the best areas to stay in a vacation rental in Wellesley Island?
Wellesley Island offers a welcoming atmosphere for all types of guests, with vacation rentals spread across the island providing space, privacy, and a comfortable base for exploration. With 23 vacation rentals available, you'll find a range of options to suit your trip. Houses are the most common choice, offering ample room for families and groups, while cozy cabins and cottages provide a charming retreat. The island's vacation rentals are conveniently located to enjoy attractions like the Thousand Islands Bridge, about 1 mile away, or the 1000 Islands Tower, approximately 1 mile from many properties, making it easy to settle in and start your adventure.
What are the most popular vacation rentals in Wellesley Island?
Guests looking for vacation rentals in Wellesley Island often choose houses, which make up the majority of available properties with 13 options. These are highly sought after for their spacious layouts, offering families and groups plenty of room to relax and enjoy their stay with privacy. Cabins are another popular choice, with 5 available, providing a rustic yet comfortable experience. Additionally, you'll find several charming cottages, perfect for those seeking a cozy and intimate getaway on the island.
What amenities do vacation rentals in Wellesley Island usually offer?
Vacation rentals in Wellesley Island come equipped with a variety of amenities designed to make your stay comfortable and convenient. You can expect to find essentials like internet access, parking, and televisions in most properties. Many rentals also feature fully equipped kitchens, allowing you to prepare meals at your leisure, and laundry facilities for longer stays. Air conditioning is commonly available to ensure comfort during warmer months, and many properties boast outdoor areas or a balcony or terrace, often with scenic views, perfect for enjoying the island's natural beauty.
Are there family-friendly vacation rentals in Wellesley Island?
Wellesley Island offers a selection of over 15 family-friendly vacation rentals, ensuring a comfortable and enjoyable trip for everyone. Houses are a popular choice for families, with 8 available, alongside charming cottages and cabins. These properties often come with amenities that cater to family needs, such as fully equipped kitchens for meal preparation, laundry facilities, and barbecue grills for outdoor dining. Some rentals also provide access to outdoor play areas, games for children, or even travel cribs, making it easier to settle in with little ones.
Are there pet-friendly vacation rentals in Wellesley Island?
Bringing your furry friend along is easy in Wellesley Island, with several pet-friendly vacation rentals available. Houses are the most common type of pet-friendly property, with 6 options, and you'll also find cabins and cottages that welcome pets. These rentals often have clear guidelines for pets, with some specifically allowing dogs or both dogs and cats, ensuring a smooth stay for you and your companion. Many properties are situated to provide easy access to outdoor spaces for walks and exploration.
What are the best areas for group vacation rentals in Wellesley Island?
Planning a trip with a larger group to Wellesley Island is straightforward, as over 15 vacation rentals are well-suited for group stays. Houses are the most prevalent option, offering multiple bedrooms and bathrooms to accommodate everyone comfortably. These properties often feature spacious living areas, large dining tables for shared meals, and fully equipped kitchens, making group gatherings enjoyable. Ample parking is also a common amenity, providing convenience for multiple vehicles.
What are the best luxury vacation rentals in Wellesley Island?
For an elevated stay, Wellesley Island features several luxury vacation rentals, primarily consisting of houses designed for comfort and style. These upscale properties often boast desirable amenities such as scenic water views, providing a serene backdrop for your getaway. You might also find properties that include private pools for exclusive relaxation or jetted bathtubs for a spa-like experience, ensuring a truly indulgent escape.
Are there any budget-friendly vacation rentals in Wellesley Island?
Finding great value vacation rentals in Wellesley Island is certainly possible, with over 10 budget-friendly options available. Cabins and cottages are excellent choices for guests seeking affordability without compromising on comfort, and you'll also find some houses that offer good value. These properties typically come equipped with full kitchens, which can help save on dining expenses, and often include amenities like laundry facilities and free parking, adding to the overall value of your stay.
Are there any vacation rentals in Wellesley Island with a hot tub?
You can find vacation rentals in Wellesley Island that include a hot tub, perfect for unwinding after a day of exploring. A selection of houses and cottages offer this relaxing amenity. Some properties may also feature jetted bathtubs or firepits, enhancing the cozy and indulgent atmosphere of your stay on the island.
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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