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Wellesley Island vacation rentals

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Top-rated vacation rentals in Wellesley Island

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Cottage in Clayton, New York

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!

Dec 30 – Jan 6

Bungalow in Alexandria Bay, New York

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.

Jan 28 – Feb 4

Apartment in Redwood, New York

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.

Mar 12 – 19

Home in Wellesley Island, New York

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.

Jan 1 – 8

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.

Dec 28 – Jan 4

Cottage in Battersea, Canada

4.85 out of 5 average rating, 151 reviews

Sweet Cottage Surrounded by Nature Near Kingston

Welcome to our cottage on Dog Lake, a beautiful and serene lake noted for its fishing, paddling and wild life. Nestled between Toronto and Montreal, we are the perfect destination for those needing some quiet time while visiting the 1000 islands. Build a bonfire, go for a swim, explore your surroundings by canoe or on foot. There's lots to do. Or, do nothing at all. Enjoy a cup of coffee on the screened in porch while listening to loons watching hummingbirds and fireflies. And breathe!

Jan 6 – 13

Apartment in Chaumont, New York

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.

Nov 10 – 17

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.

Sep 3 – 10

Guesthouse in Perth, Canada

4.98 out of 5 average rating, 179 reviews

Lakefront Cozy Cabin, Perth, On

Come and enjoy sunsets, stargazing, wildlife and our beautiful lake! A private, picturesque getaway suitable for a couple or solo travellers. 20 min SW of Perth/Westport,50 min. to Kingston, 1 hr to Ottawa. Our cozy guest cabin offers you a place to relax, rejuvenate, and explore. We want your stay to be a special one so please read the complete listing details. We are located in a natural lakefront setting in cottage country, so you must be comfortable with wildlife.

Feb 6 – 13

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.

Mar 15 – 22

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.

Nov 26 – Dec 3

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.

Sep 18 – 25

Vacation rentals for every style

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Cabins

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Quaint homes, peaceful surroundings

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Stylish accommodations and amenities

Popular amenities for Wellesley Island vacation rentals

Laptop-friendly workspace

Air conditioning

Other great vacation rentals in Wellesley Island

Cabin in Battersea, Canada

4.86 out of 5 average rating, 144 reviews

The Hideaway: Private waterfront getaway

Dec 8 – 15

Cabin in Westport, Canada

4.93 out of 5 average rating, 349 reviews

Le Temps Perdu: Cozy Cabin on 88 Private Acres

Nov 1 – 8

Cabin in Wolfe Island, Canada

4.97 out of 5 average rating, 104 reviews

Amazing Water front cottage

Nov 20 – 27

Cabin in Godfrey, Canada

4.95 out of 5 average rating, 258 reviews

The Frontenac: A Lakeside Cabin Retreat with Sauna

Aug 30 – Sep 6

Cabin in Inverary, Canada

4.9 out of 5 average rating, 183 reviews

Cozy Cabin Escape near Kingston

Jan 11 – 18

Cabin in Wellesley Island, New York

4.93 out of 5 average rating, 14 reviews

Pointers Cabin, Wellesley Is, Close to Everything!

Aug 31 – Sep 7

Cabin in Wellesley Island, New York

5.0 out of 5 average rating, 5 reviews

Spacious Rustic Cabin - Wellesley Island Getaway

Mar 13 – 20

Cabin in Orleans, New York

4.98 out of 5 average rating, 40 reviews

Wellesley Island, 3 acres, 850ft of waterfront!

May 29 – Jun 5

Wellesley Island cottage rentals

Cottage in Sydenham, Canada

4.97 out of 5 average rating, 121 reviews

Luxury on the Lake

Oct 23 – 30

Cottage in Sharbot Lake, Canada

4.94 out of 5 average rating, 305 reviews

Cottage Chic: Modern Living, rustic setting

Nov 6 – 13

Cottage in Brier Hill, New York

4.89 out of 5 average rating, 148 reviews

Schoolhouse Cottage in the 1000 Islands

Feb 24 – Mar 3

Cottage in Chaumont, New York

4.96 out of 5 average rating, 125 reviews

The Annex

Nov 8 – 15

Cottage in Gananoque, Canada

4.9 out of 5 average rating, 137 reviews

The Riverside Retreat, Tree-Lined Cottage

Sep 4 – 11

Cottage in Sharbot Lake, Canada

5.0 out of 5 average rating, 181 reviews

Escape to romantic serenity

Nov 9 – 16

Cottage in Alexandria Bay, New York

4.87 out of 5 average rating, 107 reviews

Carnegie Bay Cottage

Aug 11 – 18

Cottage in Verona, Canada

4.93 out of 5 average rating, 248 reviews

Cottage on the Frontenac Arch

Jan 16 – 23

Other great vacation rentals in Wellesley Island

Houseboat in Fineview, New York

4.94 out of 5 average rating, 36 reviews

Quaint houseboat on Wellesely island!

Jun 28 – Jul 3

Apartment in Clayton, New York

4.9 out of 5 average rating, 20 reviews

Clayton Cottage

Nov 13 – 20

Home in Wellesley Island, New York

4.91 out of 5 average rating, 11 reviews

Lake of the Isles Waterfront Home with Dock

Sep 3 – 10

Apartment in Alexandria Bay, New York

5.0 out of 5 average rating, 23 reviews

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

Oct 27 – Nov 3

Guesthouse in Alexandria Bay, New York

5.0 out of 5 average rating, 20 reviews

Alex Bay,NY Main Channel Cottage

Feb 5 – 12

Home in Alexandria Bay, New York

4.96 out of 5 average rating, 73 reviews

Swan’s Nest

May 4 – 11

Townhouse in Wellesley Island, New York

4.96 out of 5 average rating, 51 reviews

Waterfront Condo Close To Alexandria Bay

Oct 3 – 10

Cottage in Gananoque, Canada

4.93 out of 5 average rating, 85 reviews

Waterfront Cottage in the 1000 Islands Gananoque

Mar 2 – 9

Destinations to explore