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Holiday rentals in Wellesley Island

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Top-rated holiday rentals in Wellesley Island

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Cottage in Clayton, New York, US

4.9 out of 5 average rating, 142 reviews

The Island Bay Waterfront Cottage

We welcome you to the Island Bay Cottage! Come enjoy your stay in our fully brand new remodeled waterfront cottage right outside the gorgeous town of 1000Islands Clayton NY! We’ve set up our wonderful place with all the creature comforts of home for our friends, family and guests to come in, plop down and feel right at Bay! Full kitchen with all essentials Huge living room (equipped with even a massage recliner!!) Free Wi-Fi, Fire smart TV, washer/dryer brand new A/C Large Patio area to relax!

30 Dec – 6 Jan

£126 per night

Guest favourite

Bungalow in Alexandria Bay, New York, US

4.98 out of 5 average rating, 127 reviews

Cozy, private home in Alexandria Bay w/King Sz bed

TheA-Bay Bungalow@24 Margaret Ave is in The heart of the 1000 Islands.Walking distance to the beautiful St.Lawrence River and downtown Alex Bay.The A-Bay Bungalow is located in a quiet residential area.I am committed to creating an amazing guest experience&infusing great hospitality for everyone involved.The quaint&cozy home features hardwood floors,heat A/C and super easy self check in. It is the perfect get away.We also have room to park your boat/trailer& car.Walking distance to boat launch.

28 Jan – 4 Feb

£152 per night

Guest favourite

Flat in Redwood, New York, US

4.92 out of 5 average rating, 146 reviews

A Simple Roof

THIS IS NOT A VACATION HOME. Self-check-in/check-out. Old-fashioned, rustic apartment, painted wood floors, full kitchen, mud room, screened porch; boat/ATV parking; tent space. Ready for year-round outdoor sports, fishing, boating, biking, family camping trips. Near 1000 Islands, several lakes/waterways, 5 room apartment is one side of host duplex, 3 private entrances. King bed, 1 twin upstairs, 2 folding cots. Bathroom downstairs. WIFI; FireTV, HDMI cord provided; TVs w/DVD. RED box nearby.

11–18 Mar

Guest favourite

Home in Wellesley Island, New York, US

4.92 out of 5 average rating, 38 reviews

Cheerful, private home with firepit

Have fun with the whole family at this spacious, newly furnished home. This single level, accessible house sleeps up to 6 people comfortably. Enjoy a large, private yard with a firepit and adirondack chairs. Sip on coffee on the cozy patio. Conveniently located between Clayton and Alexandria Bay, 4 MI from the Canadian border, close to hiking trails, swimming, boat launches, golf courses, grocery shopping, and more. Enjoy all the Thousand Islands has to offer in this comfortable, stylish home.

2–9 Jan

£188 per night

Guest favourite

Yurt in Yarker, Canada

4.99 out of 5 average rating, 306 reviews

Our Yurt - Your Getaway. Rustic Luxury!

Reconnect with nature all year round at our enchanting yurt. Perfect for a romantic holiday. Nestled in the woods, directly across the road from the lake, it is private but not secluded. Your stay includes outdoor leisure equipment for fun on the lake every season. Just relax, I do the dishes! There's no running water in the yurts well-appointed kitchenette but everything else you need is there! The toilet is in an outbuilding by the yurt and a gorgeous guest shower room is up at the house.

28 Dec – 4 Jan

£119 per night

Guest favourite

Houseboat in Fineview, New York, US

4.94 out of 5 average rating, 36 reviews

Quaint houseboat on Wellesely island!

Reconnect with nature at this unforgettable Outdoor oasis. Our house boat for two on wellesely island has water front at very window. This wonderful one room tiny house on the water is perfect for a few days on the river. We offer high speed wifi and air conditioning! There is a refrigerator,coffee pot and TV to watch Netflix! Bathroom is your own private bathroom on site roughly 200 feet up the dock from the boat. has hot showers and is clean. Bathroom is not inside the house boat!

28 Jun – 3 Jul

£119 per night

Guest favourite

Flat in Chaumont, New York, US

4.96 out of 5 average rating, 248 reviews

The perfect 1000 Island Nature Get Away!

Dante's Den is located in Upstate New York's Thousand Island region and sits directly on the Chaumont River. Our suite has a private entrance, a river facing patio, a cozy bedroom and a spacious living room and new fully functional kitchen. Dante's Den is a great spot for people who enjoy the outdoors and like to be active. Great cycling routes, walking trails, public boat launches, beaches and parks are near by. Alexandria Bay, Cape Vincent, Clayton, and Watertown are also close.

25 Jan – 1 Feb

Guest favourite

Cottage in Leeds and the Thousand Islands, Canada

4.93 out of 5 average rating, 188 reviews

Smugglers Getaway on the St. Lawrence River

Enjoy your privacy in this Riverfront cabin in the historic Smugglers Cove on the St. Lawrence River in the heart of the 1000 Islands. You'll enjoy the entire cabin with fantastic River views from your own patio. Conveniently located off of the 1000 Islands Parkway, one of the most beautiful scenic drives in North America, guests may enjoy walking, hiking and cycling the paved and scenic 37 km Waterfront Trail. You're welcome to arrive by boat or car; private entrance to your cabin.

3–10 Sept

£187 per night

Guest favourite

Cottage in Leeds and the Thousand Islands, Canada

4.97 out of 5 average rating, 284 reviews

Lyncreek Cottage

Lyncreek Cottage is open year round. it sits on private property on Lyndhurst river in Lyndhurst, Ontario. Observe various types of waterfowl or enjoy the sound of our meandering river as it flows into Lyndhurst Lake. This is all part of the natural surroundings in your own private cottage. A great place to stay if you are travelling through the area or while enjoying all the area has to offer including excellent fishing, paddling and hiking area trails.

15–22 Mar

Guest favourite

Guest suite in Gananoque, Canada

4.93 out of 5 average rating, 131 reviews

Sheri's Place

Your home away from home is a short drive from downtown Gananoque situated on a 6 acre private property. We are approx. 5 minutes from Downtown Gananoque and 25 minutes from Downtown Kingston. Private entrance to ensure personal private space. Our space is not designed for more than 2 guests. Please Note: We have had a name change to match our reviews we were Country Retreat, now we are 'Sheri's Place' welcome to your home away from home.

26 Nov – 3 Dec

Guest favourite

Cabin in Seeley's Bay, Canada

4.91 out of 5 average rating, 179 reviews

Procrastination Bay Cottage

Peaceful setting on Stafford Bay. Great for fishing, canoeing, kayaking or just relaxing in the hammock. You can explore the Rideau Canal from Jones Falls to Upper Brewers without locking through. We have 2 canoes a paddleboat and 2 sit on top Kayaks ( one is a 2 seater) which you are welcome to use. You can launch your boat from the Main docks at Seeley's Bay or rent one from 2 local marinas.

18–25 Sept

£116 per night

Guest favourite

Cottage in Clayton, New York, US

5.0 out of 5 average rating, 29 reviews

Steps from the River!

Relax at this fully renovated, 1000sf cottage. Two bedrooms, great room with high ceilings, deck & boathouse dock. Central A/C, new bathroom, hardwood floors, high speed WiFi, stainless steel appliances, new asphalt driveway + W/D complete this ideal summer place. Convenient to downtown Clayton (Cottage is across from Round Island.) *Clayton summer calendar is the last two photos

30 Sept – 7 Oct

£183 per night

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Popular amenities for Wellesley Island holiday rentals

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Air conditioning

Other great holiday rentals in Wellesley Island

Guest favourite

Home in Wellesley Island, New York, US

4.91 out of 5 average rating, 11 reviews

Lake of the Isles Waterfront Home with Dock

3–10 Sept

£540 per night

Guest favourite

Flat in Alexandria Bay, New York, US

5.0 out of 5 average rating, 23 reviews

Alex Bay - 1 of 2 - Walk to Town - River Views

27 Oct – 3 Nov

£129 per night

Cabin in Wellesley Island, New York, US

5.0 out of 5 average rating, 5 reviews

Spacious Rustic Cabin - Wellesley Island Getaway

13–20 Mar

£228 per night

Guest favourite

Guest house in Alexandria Bay, New York, US

5.0 out of 5 average rating, 20 reviews

Alex Bay,NY Main Channel Cottage

5–12 Feb

£259 per night

Cabin in Orleans, New York, US

4.98 out of 5 average rating, 40 reviews

Wellesley Island, 3 acres, 850ft of waterfront!

29 May – 5 Jun

£295 per night

Guest favourite

Home in Alexandria Bay, New York, US

4.96 out of 5 average rating, 73 reviews

Swan’s Nest

4–11 May

£596 per night

Guest favourite

Townhouse in Wellesley Island, New York, US

4.96 out of 5 average rating, 51 reviews

Waterfront Condo Close To Alexandria Bay

3–10 Oct

£212 per night

Guest favourite

Cottage in Gananoque, Canada

4.93 out of 5 average rating, 85 reviews

Waterfront Cottage in the 1000 Islands Gananoque

2–9 Mar

£139 per night

Destinations to explore