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Wellesley Island vacation rentals

We found 212 vacation rentals — enter your dates for availability

Discover a selection of 19 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:Nov 7 - Nov 14
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Find out more about Wellesley Island

Find out more about Wellesley Island

Why visit Wellesley Island

  1. Outdoor Adventures: Experience hiking, fishing, and kayaking amidst Wellesley Island's beautiful natural landscapes.
  2. Scenic Views: Enjoy stunning waterfront views from charming cottages and vacation rentals.
  3. Historical Sites: Visit unique attractions like castles and explore the rich history of nearby towns.
  4. Family-Friendly Atmosphere: Discover activities suitable for all ages in the welcoming local communities.
  5. Romantic Getaways: Perfect for couples, offering serene spots for relaxation and memorable experiences.

Popular types of accommodation in Wellesley Island

Planning a getaway to Wellesley Island? You're in for a treat! This charming destination offers a variety of vacation rentals, including houses, cozy cottages, and inviting apartments. Enjoy stunning water views from a waterfront cottage or explore popular amenities that cater to every guest’s needs. Wellesley Island is the perfect spot for travelers seeking relaxation and adventure alike. Discover the ideal place to stay and start your unforgettable experience!

  • Houses: The top choice for visitors to Wellesley Island, offering spacious and comfortable accommodations perfect for families or groups.
  • Cottages: A beloved option, these quaint and cozy retreats provide a charming atmosphere for a relaxing getaway.
  • Apartments: Ideal for couples or solo travelers, these convenient spaces provide all the comforts of home during your stay.
  • Condos: A popular choice for those seeking modern amenities and scenic views, perfect for a memorable vacation experience.
  • Villas: These luxurious options offer an upscale experience with ample space and beautiful surroundings.**

Top attractions in Wellesley Island

Wellesley Island offers a perfect blend of outdoor adventures, romantic scenery, and cultural experiences. Visitors can explore the natural beauty of state parks, enjoy the charm of the island, or visit historical sites like castles. Whether you're seeking beach relaxation or outdoor activities, Wellesley Island caters to all types of travelers. Don't forget to take some time to browse the local attractions for a truly memorable experience.

  1. Boldt Castle: A stunning castle located 4 miles from Wellesley Island, Boldt Castle exudes romance and rich cultural history, making it a perfect destination for exploring its beautiful architecture and gardens.
  2. Thousand Islands Bridge: Situated within Wellesley Island, this modern bridge offers a unique city vibe and provides breathtaking views of the surrounding islands, connecting visitors to the beauty of the Thousand Islands region.
  3. Heart Island: Located 4 miles from Wellesley Island, Heart Island features beautiful outdoor spaces and a lovely beach atmosphere, ideal for relaxation and enjoying nature.

Things to do recommended for couples

For a romantic getaway on Wellesley Island, explore Thousand Islands Winery for delightful wine tastings and entertainment. Enjoy luxury at Highland Meadows Golf and Country Club, or visit Coyote Moon Vineyards for a charming atmosphere and romantic vibes. Your perfect couple's retreat awaits!

Things to do recommended for families

Families can experience the thrill of racing at Alex Bay 500 Go-Karts, located 2 miles from Wellesley Island, or unwind at Scenic View Park, just 3 miles away, where relaxation and wellness await in a beautiful setting.

Things to do recommended for groups

Groups visiting Wellesley Island can enjoy local delights at 1000 Islands River Rat Cheese, play a round at C-Way Golf Course, and experience the thrill of motor racing at Evans Mills Speedway, all within a short drive from the island.

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

When planning your trip, whether you’re traveling with a group, family, pets, or seeking extended stays, it's important to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Wellesley Island with a group: Think about how many bedrooms you'll require, as well as any amenities like a full kitchen or outdoor space for group activities. The good news is that you can easily filter for these options, and many more, on Vrbo.
  • Traveling to Wellesley Island with young kids: Traveling with young kids can be quite demanding. It’s important to prioritize their comfort and safety, along with amenities suitable for their age, like a private swimming pool. Additionally, it’s wise to think about how close you are to attractions that are friendly for families.
  • Taking your pets with you to Wellesley Island: For many families, a vacation wouldn’t be the same without their furry companions. If you relate to this, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that every member of your family 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 perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to consider including features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Wellesley Island

Wellesley Island offers a perfect blend of outdoor adventures and romantic scenery, making it an ideal vacation spot. Explore the charming cottage in Cape Vincent, just a few minutes from town, where you can enjoy miles of beautiful shoreline. Nearby, the town of Orleans invites you to experience a family-friendly atmosphere rich in history. Whether you're seeking excitement or tranquility, Wellesley Island and its neighboring areas promise unforgettable experiences.

  • Alexandria Bay: Located only 3 miles away from Wellesley Island, Alexandria Bay is a charming waterfront community perfect for outdoor enthusiasts and couples seeking a romantic getaway. The scenic beauty of the Thousand Islands region draws visitors to its beautiful lakes and picturesque views. Popular activities include exploring local shops and enjoying recreational areas, making it an ideal spot to relax and unwind. Notable attractions include the historic Boldt Castle, which offers a glimpse into the area's rich history, and various event venues that host seasonal festivities and conferences, ensuring a vibrant travel experience.
  • Watertown: Situated 24 miles from Wellesley Island, Watertown is a bustling city that caters to families and city explorers alike. This lively urban hub features a variety of shopping centers and recreational areas, offering plenty of options for dining and entertainment. Notable landmarks include the scenic Lake Ontario and the nearby Watertown City National State Park, perfect for outdoor adventures. Visitors can enjoy a mix of cultural experiences, local events, and shopping opportunities, making Watertown a versatile destination that promises fun for travelers of all ages.
  • Clayton: Just 7 miles from Wellesley Island, Clayton is a quaint village known for its breathtaking scenery and romantic charm. This picturesque destination is surrounded by stunning waterfront views and lush landscapes, ideal for outdoor activities such as kayaking and hiking. Visitors can explore unique boutiques and famous shops, as well as enjoy recreational areas that encourage relaxation. Noteworthy attractions include the nearby National State Park and local event venues that host festivals and community gatherings throughout the year, enriching your travel experience with local culture and natural beauty.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January21.2°F (-6.0°C)Light RainMostly CloudyLowAverage
February22.3°F (-5.4°C)Light RainMostly CloudyAverageAverage
March31.1°F (-0.5°C)Light RainMostly CloudyAverageSlightly High
April42.8°F (6.0°C)Light RainMostly CloudyAverageSlightly Low
May55.2°F (12.9°C)Light RainMostly SunnyAverageAverage
June63.5°F (17.5°C)Light RainMostly SunnyHighAverage
July70.0°F (21.1°C)Light RainMostly SunnyHighAverage
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 CloudyAverageSlightly Low
November39.0°F (3.9°C)Light RainMostly CloudyLowSlightly Low
December29.7°F (-1.3°C)Light RainMostly CloudyLowSlightly High

Booking with Vrbo is simple

Are you hoping to save on your next getaway? Being flexible with your travel dates can be a smart move, as prices can vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you make the most of your travel experience!

Save more with One Key

When you reserve an eligible Vrbo for your group getaway, you'll receive OneKeyCash™ on the total booking amount. It's rewarding to take on the role of organizer! Become a part of our One Key rewards program to unlock exclusive savings for members and accumulate OneKeyCash™ on qualifying stays. Enroll today and begin enjoying your rewards.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient area for you to plan new adventures, refine your existing travel arrangements, or manage your reservations. Your saved or booked properties are categorized into Potential, Upcoming, or Current Trips for easy access. To check out Trip Boards, simply go to: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

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)
  • Confederation Park (9.1 mi / 14.6 km)
  • Black Lake (22.5 mi / 36.2 km)

How to get to and around Wellesley Island

Fly into Watertown, NY (ART-Watertown Intl.), the closest airport, located 22.3 mi (35.8 km) from the city 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?
One of the more desired areas for a Wellesley Island vacation home is Fineview. When you lock in a vacation rental with Vrbo, you'll enjoy having the whole place to yourself. So you won't have to share it with anyone apart from your people.
What is the most popular type of vacation rental accommodation in Wellesley Island?
According to our research, cottages are the most in-demand type of property in Wellesley Island. But as you might expect, everyone's idea of the perfect stay isn't going to be the same. Vrbo has vacation homes with every shape, size and budget in mind, and we'll help you locate the best fit for your needs.
How much does it cost to rent a vacation rental in Wellesley Island?
The average price for a vacation rental in Wellesley Island depends on several factors, including property type, length of stay and time of year. Whether you prefer a sprawling villa with a pool or a cozy condo just for the two of you, just add your dates of travel to discover stays with amazing value.
How much does it cost to rent a beach house in Wellesley Island?
The average price for a vacation home close to the beach in Wellesley Island will depend on when you're going and the size and type of property you want. Find prices easily on Vrbo by entering your preferred travel dates. Then use our filter tool to choose the number of bedrooms and amenities essential to you, like air conditioning, WiFi and a hot tub.
What are popular rental amenities in Wellesley Island?
When it comes to rental amenities that guests are searching for in Wellesley Island, a chef, a fireplace and a swimming pool are at the top of the list. With Vrbo vacation homes, there are choices to suit your style and taste, whether you're on a trip with your partner, your friends or even pets.
What are the top attractions for families in Wellesley Island?
Keeping the kids occupied during your Wellesley Island vacation is easy with these fabulous family-friendly attractions:

  • Mary Island State Park
  • Dewolf Point State Park
  • Waterson Point State Park

Can I find two-bedroom vacation rentals in Wellesley Island?
Select from six two-bedroom vacation homes in Wellesley Island. Give the kids the second room or fill it with a couple of your best buddies. There's plenty of space for whoever's fortunate enough to be joining your journey.
Are there vacation rentals with WiFi in Wellesley Island?
Whether you'd like to keep up with world events, look over emails or surf social media, there are 19 vacation homes with WiFi in Wellesley Island. Check the "WiFi" box when searching on Vrbo and stay connected on your vacation.
How old do you have to be to rent a vacation rental in Wellesley Island?
We advise checking with the Wellesley Island vacation property you're considering on Vrbo as the minimum age varies. However, it's generally 16, 18 or 21.
How long can I rent a vacation rental in Wellesley Island for?
It's down to the Wellesley Island property. To see a list of options offering extended stays, just enter your dates and number of guests into the Vrbo search page. You can enjoy having the entire place to yourself, as well as amenities such as a kitchen, air conditioning and an outdoor space to play in. Keep your eyes peeled for long-term stays that offer discounted weekly or monthly prices.
Does Vrbo offer discounts for vacation homes in Wellesley Island?
In Wellesley Island, you'll find some fabulous discounts and bargains for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether you're planning a short getaway or a longer stay, we offer plenty of options to suit every kind of traveler.

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