Discover a selection of 156 vacation rentals in Wellesley Island, NY that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including gardens and backyards and kitchens. Prices start at $209 per night, and cottages and houses are popular options for a stay in Wellesley Island. Either way, you'll find a rental for everyone's needs.
Destination guide

The historic city of Wellesley Island awaits you

Enjoy the history and other features of Wellesley Island. Renowned for its island views, boating and riverfront, this city welcomes all visitors. Whether you're planning a family vacation, friends trip or romantic retreat, HomeAway has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.


Activities and attractions in and around Wellesley Island

Are you looking for top things to see and do during your stay? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Wellesley Island a one-of-a-kind vacation spot. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Thousand Islands Winery (2.2 mi / 3.6 km)
  • Smuggler's Glen Golf Course (3.6 mi / 5.8 km)
  • Coyote Moon Vineyards (6.1 mi / 9.7 km)
  • Clayton Island Tours (7.3 mi / 11.7 km)
  • Gananoque Boat Line (8.1 mi / 13.1 km)
  • Gananoque Golf and Country Club (9.7 mi / 15.5 km)
Natural features

Exploring the natural features in Wellesley Island

Whether you're looking for adventure or just want to appreciate the scenery, Wellesley Island is a great spot to appreciate mother nature. Here are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city center:

  • Wellesley Island State Park (1.5 mi / 2.5 km)
  • St. Lawrence Islands National Park (2.7 mi / 4.3 km)
  • Heart Island (3.7 mi / 6 km)
  • Mary Island State Park (4.7 mi / 7.5 km)
  • Kring Point State Park (7.6 mi / 12.2 km)
  • Confederation Park (8.5 mi / 13.7 km)
How to get there

Traveling to and around Wellesley Island

The nearest airport is in Watertown, NY (ART-Watertown Intl.), located 22.7 mi (36.5 km) from the city center. If you can't find a flight that's convenient for your trip, you could book a flight to Kingston, ON (YGK-Norman Rogers), which is 30.8 mi (49.6 km) away.

How many vacation rentals are available around Wellesley Island, NY?

Our 2020 property listings offer a large selection of 156 vacation rentals around Wellesley Island. From 67 cottage rentals to 68 house rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent a shore-front property in Wellesley Island?

The little stresses of life simply slip away when you're next to the water. Reunite your pals and make yourself at home — it's time you all found your zen. Vrbo has 77 waterfront vacation rentals in this destination. Of course, that might not be your style. Fortunately, Vrbo has tons more options, including:

  • 76 water-view vacation rentals.
  • 33 village vacation rentals.
  • 32 riverside vacation rentals.

Can I rent a house in Wellesley Island?

Our house vacation rentals are real properties for real travelers. With loads of space and privacy, they're perfect if you want to live like a local. There are 64 options currently available on Vrbo. Prices start from $139 a night. If that doesn't suit your squad's taste, we have a range of different property types available, such as:

  • Cottage: 60 vacation homes. Prices start from $96 per night.
  • Apartment: 5 vacation homes. Prices start from $250 per night.
  • Villa: 4 vacation homes. Prices start from $275 per night.

Can I stay in Wellesley Island in a large group?

There's nothing like getting together with old work friends or spending a week or so with your beloved relatives in a wonderful new place. And the best thing is Vrbo has places to suit you. 22 house vacation homes are listed. At the moment, they're the leading choice here for big groups. Rental options around the area that can cater for large groups include:

  • On the hunt for vacation homes that can house 8 guests? We have 39 that will be ideal. Prices begin from just $210 per night.
  • After a vacation rental for 6 guests? We have 34 that will be perfect. Prices begin at just $121 a night.
  • Planning a trip away with 10 guests? We have 24 vacation homes that fit the bill. Prices begin at just $240 a night.

So don't worry! When you book with us you can take your aunt, your sister and all your mates to Wellesley Island.