Wellesley Island holiday rentals

We found 215 holiday rentals — enter your dates for availability
Discover a selection of 14 homes and other holiday rentals in Wellesley Island that are perfect for your trip. Holiday rentals offer the best amenities for your family, friends or furry companion, such as Wi-Fi and a hot tub. You'll be able to choose a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Wellesley Island

Showing deals for:20 Nov - 27 Nov

Living area
Interior
Room
Property grounds
Exceptional
(7 reviews)

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

Wellesley Island

7% off
AU$3,266
for 7 nights, 1 cabin
AU$467 per night
includes taxes & fees
Charming 2-bedroom cabin with AC, WiFi in wonderful Wellesley Island
Room
Interior
Outdoor dining
Dining
Exceptional
(51 reviews)

Waterfront Home with dock and a sunset view

Alexandria Bay

8% off
AU$4,177
for 7 nights, 1 home
AU$597 per night
includes taxes & fees
Waterfront Home with dock and a sunset view
Living area
Private kitchen
Terrace/patio
Living area
Exceptional
(32 reviews)

Alexbay Retreat within a short walk to all the downtown attractions

Alexandria Bay

8% off
AU$4,081
for 7 nights, 1 home
AU$583 per night
includes taxes & fees
Alexbay Retreat within a short walk to all the downtown attractions
Doors open to large covered porch
Terrace/patio
Living area
Living area
Exceptional
(14 reviews)

Elegant three bedroom home in park-like setting

Clayton

8% off
AU$5,741
for 7 nights, 1 home
AU$820 per night
includes taxes & fees
Elegant three bedroom home in park-like setting
Living area
Exterior
Living area
Interior
Wonderful
(17 reviews)

Gorgeous Townhouse & Boathouse in Cozy Carnegie Bay

Alexandria Bay

8% off
AU$2,592
for 7 nights, 1 home
AU$370 per night
includes taxes & fees
Gorgeous Townhouse & Boathouse in Cozy Carnegie Bay
Living area
Living area
Room
Interior
Exceptional
(6 reviews)

Cozy cottage in Alexandria Bay just blocks from the water

Alexandria Bay

8% off
AU$2,645
for 7 nights, 1 home
AU$378 per night
includes taxes & fees
Cozy cottage in Alexandria Bay just blocks from the water
Living area
Sun porch that leads to the back yard.
Bedroom 3, Queen bed, fireplace, dresser & closet
Terrace/patio
Exceptional
(33 reviews)

Pristine Downtown Clayton Village Home Just Steps Away From Everything!

Clayton

8% off
AU$4,614
for 7 nights, 1 home
AU$659 per night
includes taxes & fees
Pristine Downtown Clayton Village Home Just Steps Away From Everything!
Bedroom #1 has a closet w/ hangers, a comfortable mattress, and quality linens.
Interior
Relax and enjoy coffee or wine on the front porch.
Interior
Exceptional
(11 reviews)

Stylish and Comfortable Downtown Historical Home Two Blocks From the River

Clayton

8% off
AU$4,646
for 7 nights, 1 home
AU$664 per night
includes taxes & fees
Stylish and Comfortable Downtown Historical Home Two Blocks From the River

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Why people love visiting historical Wellesley Island

Enjoy the history and other features of Wellesley Island. Renowned for its island views, boating and riverfront, this city welcomes all visitors. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in and around Wellesley Island

Are you searching for things to do while you're in the area? Venture out of your cosy holiday rental and check out everything that makes Wellesley Island a fun spot to go on holiday. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Thousand Islands Winery (1.7 mi / 2.7 km)
  • Smuggler's Glen Golf Course (4.2 mi / 6.8 km)
  • Gananoque Boat Line (8.6 mi / 13.9 km)
  • 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 outdoor enthusiast or just want to appreciate the scenery, Wellesley Island is a great place to get outside. Here are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • St. Lawrence Islands National Park (2.9 mi / 4.6 km)
  • Scenic View Park (3.3 mi / 5.3 km)
  • Heart Island (3.6 mi / 5.7 km)
  • Thousand Islands National Park (3.8 mi / 6.2 km)
  • Joel Stone Beach (8.9 mi / 14.4 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 centre. If you can't find a flight that's convenient for your trip, you can also fly into Kingston, ON (YGK-Norman Rogers), which is 31.1 mi (50.1 km) away.

Frequently asked questions

What is the best area to stay in Wellesley Island when booking a holiday rental?
When considering a holiday rental on Wellesley Island, the area around the Thousand Islands Park is highly recommended. This charming neighbourhood offers a picturesque setting with beautiful views of the St. Lawrence River, providing a serene backdrop for your getaway. The park itself is great for its historic architecture and lush greenery, making it a delightful place for leisurely strolls or picnics.Another appealing area is the vicinity near the Wellesley Island State Park. This location not only boasts numerous outdoor activities, such as hiking, fishing, and boating, but it also features stunning natural landscapes that are great for nature enthusiasts. The park is well-known for its extensive trails and camping facilities, ensuring that visitors can fully immerse themselves in the island's natural beauty.Overall, Wellesley Island has a variety of rental properties available, suiting different preferences and budgets. Whether you seek a cosy cabin or a spacious waterfront home, you will likely find something that suits your needs.
Where are the best areas for renting a beach house in Wellesley Island?
For renting a beach house in Wellesley Island, the Thousand Islands region offers a picturesque setting with a variety of options. The area around Wellesley Island State Park provides an excellent choice for travellers seeking beachside properties. Many rentals here feature amenities such as spacious decks, private docks, and easy access to sandy shores, great for family gatherings or romantic getaways. Some properties even come with outdoor fire pits and barbecue facilities, enhancing the outdoor experience.Additionally, consider the waterfront homes along the St. Lawrence River, where travellers can enjoy stunning views and the gentle sounds of the water. These homes often include modern conveniences like fully equipped kitchens, Wi-Fi, and comfortable living areas, making them ideal for extended stays. The proximity to local attractions, such as Boldt Castle and the scenic Thousand Islands Bridge, adds to the appeal, providing opportunities for exploration and adventure.For those who enjoy nature, Wellesley Island's state park features hiking trails and picnic areas, making it a fantastic spot for outdoor activities. Rentals in this area often blend natural beauty with comfortable accommodations, ensuring a memorable beach house experience.
Where are the best Wellesley Island ski resort rentals?
For skiing near Wellesley Island, the closest option is the nearby ski areas in the Tug Hill region, particularly around areas like Watertown and the surrounding town of Lowville. In these locales, travellers can find a variety of rental properties, including rustic cabins and modern chalets that cater to winter sports enthusiasts. Many of these accommodations come equipped with amenities such as fireplaces, kitchen facilities, and sometimes even hot tubs, making them superb for relaxation after a day on the slopes.In Watertown, which is approximately a half-hour drive from Wellesley Island, you'll find more urban conveniences alongside rental options. Here, visitors can expect properties that are close to local shops and restaurants, offering a comfortable base for both skiing and exploring the area. The rentals often feature spacious living areas and convenient access to ski equipment storage, ensuring a straightforward experience for those heading out to the nearby ski resorts.Additionally, the area is known for its picturesque winter landscapes, and many properties offer views of the surrounding woods and hills, enhancing the overall experience of a winter getaway.
What is the most popular type of holiday rental accomodation in Wellesley Island?
In Wellesley Island, holiday houses are the most popular type of holiday rental, with about 45 available throughout the area. These properties often feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor areas superb for enjoying the serene surroundings. Cottages are also a common choice, with around 18 options that provide a charming, rustic atmosphere, ideal for a relaxing getaway. Additionally, there are about 12 cabins available, offering a more secluded experience amidst nature, often complete with amenities such as fireplaces and decks for taking in the views. While there are several apartments, they tend to be less prevalent compared to the other types of accommodations.
Are there any family house rentals in Wellesley Island?
In Wellesley Island, New York, families will find a selection of around 19 holiday rentals tailored for group stays. This picturesque locale, located in the Thousand Islands region, offers properties that often boast spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces superb for children to play. Many homes also feature amenities such as private decks, barbecue facilities, and access to nearby waterfront areas, enhancing the overall experience.Visitors to the island can enjoy the natural beauty of the St. Lawrence River, with opportunities for boating, fishing, and hiking in the surrounding parks. Exploring the nearby Thousand Islands State Park is a treat, where families can enjoy picnicking and nature walks.
Are there pet-friendly house rentals in Wellesley Island?
In Wellesley Island, there are several pet-friendly house rentals available, offering a range of amenities to ensure a comfortable stay. Many of these properties come equipped with full kitchens, outdoor spaces for relaxation, and often feature amenities such as fire pits or BBQ grills, making them ideal for families and groups looking to enjoy a getaway with their pets.The island is known for its beautiful natural surroundings, including the Thousand Islands National Park, which provides ample opportunities for outdoor adventures with your furry friends. Visitors can explore scenic trails and enjoy waterfront activities, all while having the convenience of pet-friendly accommodations nearby.
Are there any remote work holiday rentals in Wellesley Island?
In Wellesley Island, there are plenty of remote work holiday rentals available, with around 78 options to choose from. This scenic location offers a peaceful environment that's ideal for those looking to balance work and leisure. Many of these properties come equipped with essential amenities such as free Wi-Fi, suitable workspaces like desks, and comfortable living areas to ensure a productive stay.Wellesley Island is known for its natural beauty, including proximity to the Thousand Islands region, where outdoor activities like hiking, fishing, and boating can be enjoyed during downtime. The area also features charming local attractions, making it a great destination for remote workers who appreciate a serene setting with opportunities for exploration and relaxation. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Wellesley Island?
In Wellesley Island, popular rental amenities include kitchens, which allow guests to prepare their own meals during their stay. Many properties also feature decks or patios, providing outdoor space to relax and enjoy the surrounding natural beauty. Onsite parking is typically available, making it convenient for those travelling by car. Additionally, rentals often come equipped with coffee and tea makers for a comforting morning brew, and some include fireplaces, adding a cozy touch for those cooler evenings.
When is the best time to visit Wellesley Island for a holiday rental?
The peak season for visiting Wellesley Island is during the summer months, specifically from June to August, with July being the most popular month. This vibrant period attracts families and outdoor enthusiasts eager to enjoy the beautiful scenery and recreational activities available in the Thousand Islands region. With warm temperatures averaging between 20 to 30 degrees Celsius, it's a superb time for boating, fishing, and hiking along the picturesque trails.During these months, visitors can partake in a variety of events and activities, including local festivals and outdoor concerts, all while basking in the lively option created by fellow travellers. Whether you're exploring the stunning St. Lawrence River or simply relaxing by the lakeside, summer on Wellesley Island offers an abundance of options to create lasting memories.If you're seeking a more budget-friendly time to visit, November presents an excellent opportunity. This month is quieter, allowing for a more relaxed experience as you enjoy the tranquil beauty of the island. The autumn colours provide a stunning backdrop for leisurely walks and scenic drives, making it a lovely time to appreciate nature without the hustle and bustle of peak season.Ultimately, your choice of when to visit Wellesley Island will depend on your preference for lively summer activities or the peaceful charm of the shoulder season.
What are the top attractions in Wellesley Island?
Wellesley Island, located in the Thousand Islands region, offers a variety of attractions for visitors. One of the main highlights is the scenic Thousand Islands State Park, which features hiking trails, picnic areas, and stunning views of the St. Lawrence River. The park is a great spot for outdoor activities such as kayaking and fishing, making it a popular destination for nature enthusiasts.Another top attraction is Boldt Castle, situated on Heart Island. This historic castle, built in the early 20th century, is accessible by boat and offers guided tours that delve into its fascinating history and architecture. The surrounding islands also provide opportunities for exploring charming waterfront villages and indulging in local dining experiences.For those interested in wildlife, the nearby Zenda Farms Preserve offers a chance to see various species in their natural habitats.
Are all fees included in the Wellesley Island holiday homes prices shown on Stayz?
Stayz 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.
Are there any Wellesley Island holiday homes with parking?
Stayz offers a wide selection of holiday homes in Wellesley Island with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details 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.
Are there any discounts for Wellesley Island holiday homes?
You can find great discounts on holiday homes in Wellesley Island on Stayz, 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.
Can I change or cancel my Wellesley Island holiday home booking on Stayz?
To find Wellesley Island holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Wellesley Island?
A long-stay holiday home in Wellesley Island is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Wellesley Island holiday home?
Book your Wellesley Island holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Wellesley Island?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Wellesley Island to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.