Book Holiday Homes in Wellesley Island

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Featured Holiday Homes in Wellesley Island

Relaxing Year round Home. Available twelve months a year. Pets considered.

Relaxing Year round Home. Available twelve months a year. Pets considered.

Clayton
Stay at this vacation home in Clayton. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Blind Bay and Coyote Moon Vineyards are located ...
Relaxing Year round Home. Available twelve months a year. Pets considered.
Peaceful Private Waterfront Home

Peaceful Private Waterfront Home

Redwood
Stay at this vacation home in Redwood. Enjoy free WiFi, a garden, and patios. Our guests praise the helpful staff in our reviews. Popular attractions Clear Lake ...
Peaceful Private Waterfront Home
Chardonnay Home, reflects great quality & value

Chardonnay Home, reflects great quality & value

Alexandria Bay
Stay at this vacation home in Alexandria Bay. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Boldt Castle and Thousand Islands Winery ...
Chardonnay Home, reflects great quality & value
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Thousand Islands Home w/ views of Boldt Castle

Thousand Islands Home w/ views of Boldt Castle

Wellesley Island
Book a stay at this family-friendly vacation home in Wellesley Island. Enjoy free WiFi, a garden, and patios. Popular attractions Boldt Castle and Boldt Yacht ...
Thousand Islands Home w/ views of Boldt Castle
RUSTIC yet ELEGANT!  TALL TIMBERS LODGE in the Thousand Islands

RUSTIC yet ELEGANT! TALL TIMBERS LODGE in the Thousand Islands

Cape Vincent
Book a stay at this golf vacation home in Cape Vincent. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Burnham Point State Park and Cedar ...
RUSTIC yet ELEGANT! TALL TIMBERS LODGE in the Thousand Islands
Waterview House w/ Fenced Yard, Woodboat, & Museum

Waterview House w/ Fenced Yard, Woodboat, & Museum

Clayton
Stay at this vacation home in Clayton. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Antique Boat Museum and Thousand Islands Museum are ...
Waterview House w/ Fenced Yard, Woodboat, & Museum
Thousand Islands "FUN"  -easy 5 minutes walk to Downtown & Uncle Sam Boat Tours-

Thousand Islands "FUN" -easy 5 minutes walk to Downtown & Uncle Sam Boat Tours-

Alexandria Bay
Book a stay at this beach vacation home in Alexandria Bay. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Boldt Castle and Lil' River Fudge ...
Thousand Islands "FUN" -easy 5 minutes walk to Downtown & Uncle Sam Boat Tours-
Plenty of Parking for Boats!

Plenty of Parking for Boats!

Chaumont
The price is NZ$639 per night from 5 Apr to 6 Apr
NZ$639
includes taxes & fees
5 Apr - 6 Apr
Stay at this vacation home in Chaumont. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Farmhouse Maple and Lake Island are located ...
Plenty of Parking for Boats!
Super Clean, Pet Friendly Cottage! 3 Bedroom! NO EXTRA FEES!!

Super Clean, Pet Friendly Cottage! 3 Bedroom! NO EXTRA FEES!!

Alexandria Bay
Stay at this vacation home in Alexandria Bay. Enjoy free WiFi, a garden, and patios. Popular attractions Boldt Castle and Lil' River Fudge Co / 5&10 Variety ...
Super Clean, Pet Friendly Cottage! 3 Bedroom! NO EXTRA FEES!!
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Wellesley Island Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Wellesley Island vacation homes are the perfect way for you to wing it.

Holiday houses in Wellesley Island let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Wellesley Island in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Wellesley Island adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Wellesley Island with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Wellesley Island vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Wellesley Island Holiday Homes essential information

Accommodation
160 Holiday Homes
Lowest Price
NZ$639
Highest Price
NZ$639
Popular accommodation
Relaxing Year round Home. Available twelve months a year. Pets considered., Peaceful Private Waterfront Home, Chardonnay Home, reflects great quality & value, Thousand Islands Home w/ views of Boldt Castle, RUSTIC yet ELEGANT! TALL TIMBERS LODGE in the Thousand Islands , Waterview House w/ Fenced Yard, Woodboat, & Museum, Thousand Islands "FUN" -easy 5 minutes walk to Downtown & Uncle Sam Boat Tours-, Plenty of Parking for Boats!, Super Clean, Pet Friendly Cottage! 3 Bedroom! NO EXTRA FEES!!

Top trending hotels in Wellesley Island

Thousand Islands Home w/ views of Boldt Castle

Thousand Islands Home w/ views of Boldt Castle

Wellesley Island
Book a stay at this family-friendly vacation home in Wellesley Island. Enjoy free WiFi, a garden, and patios. Popular attractions Boldt Castle and Boldt Yacht ...
Thousand Islands Home w/ views of Boldt Castle
Spacious Peaceful home in the Woods on Wellesley Island

Spacious Peaceful home in the Woods on Wellesley Island

Wellesley Island
Stay at this vacation home in Wellesley Island. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Boldt Castle and Boldt Yacht House are ...
Spacious Peaceful home in the Woods on Wellesley Island
Family-Friendly Cabins on Wellesley Island

Family-Friendly Cabins on Wellesley Island

Wellesley Island
Book a stay at this family-friendly vacation home in Wellesley Island. Enjoy free WiFi, a garden, and tennis courts. Popular attractions Boldt Castle and Dewolf ...
Family-Friendly Cabins on Wellesley Island
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YEAR ROUND Lake of the Isles Waterfront Cottage & boat dock!

YEAR ROUND Lake of the Isles Waterfront Cottage & boat dock!

Wellesley Island
Stay at this cottage in Wellesley Island. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Boldt Castle and Dewolf Point State Park are ...
YEAR ROUND Lake of the Isles Waterfront Cottage & boat dock!
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See all available properties in Wellesley Island
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.