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Wellesley Island vacation rentals

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Top-rated vacation rentals in Wellesley Island

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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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!

Jan 16 – 23

R2,897 ZAR per night

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.

Dec 13 – 20

R3,345 ZAR per night

Apartment 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.

Oct 2 – 9

R1,328 ZAR per night

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.

Nov 9 – 16

R4,136 ZAR per night

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!

Nov 11 – 18

R2,010 ZAR per night

Apartment 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.

Jan 24 – 31

R2,064 ZAR per night

Cottage in Leeds and the Thousand Islands, Canada

4.93 out of 5 average rating, 188 reviews

Smugglers Getaway Riverfront B&B

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.

May 5 – 12

R3,455 ZAR per night

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.

Feb 7 – 14

R1,386 ZAR per night

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 17 – 24

R1,711 ZAR per night

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.

Aug 25 – Sep 1

R2,680 ZAR per night

Cottage in Chaumont, New York, US

4.96 out of 5 average rating, 125 reviews

The Annex

Spectacular views are yours from this newly renovated 1 bedroom cottage on Sawmill Bay. Three great local restaurants, shopping, marinas, tennis courts, public beach and boat launch are all within walking distance or a short drive away. Plenty of outdoor space on a private quiet road make this an ideal spot for a relaxing getaway. NOTE: Hot tub is CLOSED from January 1 to April 1.

Nov 8 – 15

R3,220 ZAR per night

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

Mar 26 – Apr 2

R3,337 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Cottages

Quaint homes, peaceful surroundings

Hotels

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 7 – 14

R1,453 ZAR per night

Cabin in Wolfe Island, Canada

4.97 out of 5 average rating, 104 reviews

Amazing Water front cottage

Dec 7 – 14

R4,253 ZAR per night

Cabin in Godfrey, Canada

4.95 out of 5 average rating, 258 reviews

The Frontenac: A Lakeside Cabin Retreat with Sauna

Feb 13 – 20

R8,778 ZAR per night

Cabin in Inverary, Canada

4.9 out of 5 average rating, 183 reviews

Cozy Cabin Escape near Kingston

Jan 20 – 27

R3,179 ZAR per night

Cabin in Wellesley Island, New York, US

4.93 out of 5 average rating, 14 reviews

Pointers Cabin, Wellesley Is, Close to Everything!

Aug 30 – Sep 6

R6,429 ZAR per night

Cabin in Wellesley Island, New York, US

5.0 out of 5 average rating, 5 reviews

Spacious Rustic Cabin - Wellesley Island Getaway

Mar 12 – 19

R4,821 ZAR per night

Cabin in Orleans, New York, US

4.98 out of 5 average rating, 40 reviews

Wellesley Island, 3 acres, 850ft of waterfront!

May 28 – Jun 4

R6,555 ZAR per night

Cabin in Leeds and the Thousand Islands, Canada

4.93 out of 5 average rating, 46 reviews

A-frame Cottage Lakeside, Charleston lake

Jun 6 – 13

R5,558 ZAR per night

Wellesley Island cottage rentals

Cottage in Sydenham, Canada

4.97 out of 5 average rating, 121 reviews

Luxury on the Lake

Oct 23 – 30

R3,353 ZAR per night

Cottage in Brier Hill, New York, US

4.89 out of 5 average rating, 148 reviews

Schoolhouse Cottage in the 1000 Islands

Feb 23 – Mar 2

R1,855 ZAR per night

Cottage in Gananoque, Canada

4.9 out of 5 average rating, 137 reviews

The Riverside Retreat, Tree-Lined Cottage

Sep 3 – 10

R5,865 ZAR per night

Cottage in Alexandria Bay, New York, US

4.87 out of 5 average rating, 107 reviews

Carnegie Bay Cottage

Aug 11 – 18

R4,361 ZAR per night

Cottage in Verona, Canada

4.93 out of 5 average rating, 248 reviews

Cottage on the Frontenac Arch

Dec 11 – 18

R2,095 ZAR per night

Cottage in Kingston, Canada

4.93 out of 5 average rating, 208 reviews

The Crows Nest Cozy River Cottage 5mins to K-Town

Aug 22 – 29

R7,706 ZAR per night

Cottage in Watertown, New York, US

4.85 out of 5 average rating, 123 reviews

Watertown Cottage

May 17 – 24

R2,383 ZAR per night

Cottage in Sharbot Lake, Canada

4.94 out of 5 average rating, 123 reviews

The Aerie : Loft Style Modern Lakefront Cabin

Sep 7 – 14

R3,348 ZAR per night

Other great vacation rentals in Wellesley Island

Houseboat in Fineview, New York, US

4.94 out of 5 average rating, 36 reviews

Quaint houseboat on Wellesely island!

May 8 – 13

R2,719 ZAR per night

Townhouse in Wellesley Island, New York, US

4.96 out of 5 average rating, 51 reviews

Waterfront Condo Close To Alexandria Bay

Oct 3 – 10

R4,687 ZAR per night

Apartment in Clayton, New York, US

4.9 out of 5 average rating, 20 reviews

Clayton Cottage

Sep 28 – Oct 5

R2,446 ZAR per night

Home in Wellesley Island, New York, US

4.91 out of 5 average rating, 11 reviews

Lake of the Isles Waterfront Home with Dock

Jun 12 – 19

R11,087 ZAR per night

Apartment 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

Oct 24 – 31

R3,005 ZAR per night

Guesthouse in Alexandria Bay, New York, US

5.0 out of 5 average rating, 20 reviews

Alex Bay,NY Main Channel Cottage

Feb 4 – 11

R5,609 ZAR per night

Home in Alexandria Bay, New York, US

4.96 out of 5 average rating, 73 reviews

Swan’s Nest

Nov 12 – 19

R8,792 ZAR per night

Guest suite in Rockport, Canada

4.93 out of 5 average rating, 60 reviews

Basement apartment in the Thousand Islands

Jan 28 – Feb 4

R2,928 ZAR per night

Destinations to explore