360 Vacation Rentals - Vacation Rentals in Wellesley Island

Walk Downtown, New.Boathouse Included! From US $393
         

9.8 (70 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Townhome with Attached Boathouse on Alexandria Bay! From US $265
         

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8.5 (2 Reviews)
House
  • Parking
  • Wheelchair Accessible
  • Child Friendly
Capt. Thomson's Resort From US $364
         

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9.4 (1003 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
River Royalty, Alexandria Bay From US $1,086
         

10.0 (44 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The Ledges Resort and Marina, Loon Cottage From US $346
         

10.0 (52 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The Ledges Resort and Marina, Shipwatch From US $395
         

9.8 (21 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Thousand Islands camp on the St. Lawrence River, Boat docking included. From US $144
         

The Ledges Resort and Marina, Harbor House From US $654
         

9.4 (39 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Wellesley Island

Over 358+ Luxury Places to Stay in or Near Wellesley Island
Alexandria Bay Waterfront House with separate Boathouse From US $1,702
         

10.0 (5 Reviews)
House
  • Pet Friendly
  • Balcony/Terrace
  • Security/Safety
Charming residences with space for up to 15 guests From US $1,379
         

9.4 (11 Reviews)
House
  • Parking
  • Designated Smoking Area
  • TV

Top-Rated Vacation Rentals with a Pool in Wellesley Island

Over 41+ Top-Rated Vacation Rentals with a Pool in or Near Wellesley Island
The Ledges Resort and Marina, Heron Cottage From US $333
         

10.0 (30 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The Ledges Resort and Marina, Gatehouse 1 From US $476
         

10.0 (16 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The Ledges Resort and Marina, Sparrow From US $387
         

10.0 (10 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Rural 2BR Country Estate, dog friendly with pool and a hot tub! From US $555
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Chardonnay Home, reflects great quality & value From US $250
         

Pet-Friendly Vacation Rentals in Wellesley Island

Over 110+ Pet-Friendly Vacation Rentals in or Near Wellesley Island
Waterfront Wellesley Island Cottage with Boat Slip! From US $486
         

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8.0 (1 Review)
House
  • Parking
  • Pet Friendly
  • Wheelchair Accessible
Thousand Islands- perfect for families/sportsman paradise From US $323
         

10.0 (71 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Super Clean, Pet Friendly Cottage! 3 Bedroom! NO EXTRA FEES! From US $146
         

The Island Bay Waterfront cottage From US $141
         

10.0 (37 Reviews)
Cottage
  • Air Conditioner
  • Pet Friendly
  • TV
Thousand Islands FUN -easy 5-8 minutes walk to all From US $377
         

10.0 (35 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Best in the Bay! 3B/1.5ba, Pet friendly Home From US $336
         

10.0 (27 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
YEAR ROUND Lake of the Isles Waterfront Cottage & boat dock! From US $433
         

Large Vacation Homes & Villas in Wellesley Island

Over 86+ Large Vacation Homes & Villas in or Near Wellesley Island
Chateau Country Inn and Captain's Cottage From US $140
         

9.3 (99 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Email us your dates, we can unblock dates From US $526
         

10.0 (60 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Waterfront 5 Bedroom Grindstone Island Farmhouse From US $336
         

10.0 (21 Reviews)
House
  • Parking
  • TV
  • Balcony/Terrace
Charming Waterfront House with Detached Cabin From US $957
         

10.0 (11 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Riverfront Retreat: Dock access & Tanker Views From US $1,036
         

Wheelchair Accessible Vacation Homes in Wellesley Island

Over 15+ Wheelchair Accessible Vacation Homes in or Near Wellesley Island
Bonnie Castle Resort & Marina From US $223
         

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6.9 (556 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool
Riveredge Resort From US $226
         

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8.4 (1011 Reviews)
Resort
  • Air Conditioner
  • Pool
  • Designated Smoking Area
1000 Island Hart House From US $341
         

9.6 (11 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area
1000 Islands Harbor Hotel From US $276
         

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9.2 (1004 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Townhouse on water with boathouse! From US $307
         

10.0 (52 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Wellesley Island Vacation Rentals and Airbnb Places to Stay Under $200

Over 37+ Wellesley Island Vacation Rentals and Airbnb Places to Stay Under $200
Capt Thomson's Resort From US $192
         

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9.3 (18 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Capt.'s Inn & Suites From US $141
         

8.8 (1004 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Cozy Rustic Cabin - 1000 Islands Getaway From US $165
         

10.0 (8 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Clayton #1 Cozy, Clean, and Convenient Apartment From US $197
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Clayton #3 Cozy, Clean, and Convenient Apartment From US $165
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Waterfront Wellesley Island Apt w/Private Dock! From US $136
         

Instantly Bookable Vacation Homes in Wellesley Island

Over 157+ Instantly Bookable Vacation Homes in or Near Wellesley Island
Peaceful Private Waterfront Home From US $538
         

10.0 (72 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Elegant three bedroom home in park-like setting From US $569
         

10.0 (13 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

About Wellesley Island Vacation Rentals

With more than 367 Wellesley Island vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, 360vacationrentals and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Wellesley Island.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With 360vacationrentals Wellesley Island, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Wellesley Island. Places to stay near Wellesley Island are 798.85 ft² on average, with prices averaging US $470 a night.

360vacationrentals makes it easy and safe to find and compare vacation rentals in Wellesley Island with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Wellesley Island

Type Count
Vacation Homes 190
Cottages 77
Holiday Apartments 47
Hotels 21
Cabin Rentals 7
B&B 4
Villas 4
Resorts 3
Others 1
Ski Chalet Rentals 1

Use these Quick Filters to Find a Vacation Rental in Wellesley Island

Pro Tip: 360vacationrentals makes it easy to compare the best listings on 360vacationrentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between 360vacationrentals homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Wellesley Island.

Weather in Wellesley Island

View the weather forecast for Wellesley Island before booking your Wellesley Island Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Wellesley Island Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Wellesley Island?
How many vacation rentals are available in Wellesley Island?

Currently, the total number of properties listed in 2026 is over 367 in the Wellesley Island area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Wellesley Island.