Vacation rentals in Cherry Island

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Top-rated vacation rentals in Cherry Island

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Guest favorite

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.

Feb 3 – 10

G$36,683 GYD per night

Guest favorite

Apartment in Redwood, New York, US

4.92 out of 5 average rating, 147 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.

Dec 25 – Jan 1

G$17,499 GYD per night

Guest favorite

Yurt in Yarker, Canada

4.99 out of 5 average rating, 307 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 9 – 16

G$27,776 GYD per night

Guest favorite

Apartment in Chaumont, New York, US

4.96 out of 5 average rating, 249 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.

Dec 10 – 17

G$22,644 GYD per night

Guest favorite

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.

May 6 – 13

G$38,080 GYD per night

Guest favorite

Cabin in Lanark, Canada

4.93 out of 5 average rating, 126 reviews

The Owl's Nest Cabin, a peaceful retreat

Welcome to The Owl's Nest, a woody pine cabin overlooking beautiful fields and forests. This completely private cabin offers a cozy, clean, open concept design with large bright windows designed to let the natural beauty of the land inside. Spend days unwinding at the cabin, walking our nature trail, or explore nearby attractions. Hike to the lookout at Blueberry Mountain, or visit local boutique shops, restaurants & beaches around historic Perth. Come Be in nature, explore & relax!

Jan 14 – 21

G$16,492 GYD per night

Guest favorite

Cottage in Sharbot Lake, Canada

5.0 out of 5 average rating, 182 reviews

Escape to romantic serenity

Windswept Cottage sits amidst tall pines with it's huge windows overlooking Sharbot Lake. Wander down to your private dock with your morning coffee. A breakfast basket is delivered to your door on your first morning. Then, take off in one of our kayaks or a canoe or hike the K & P Trail. Come home to a lovely soak in the tub! Windswept Cottage is the perfect combination of privacy and town convenience. Check out our 2nd cottage on the property - Windsong Cottage on Airbnb. No pets.

Mar 13 – 20

G$32,985 GYD per night

Guest favorite

Cottage in Redwood, New York, US

4.95 out of 5 average rating, 44 reviews

Camp Loon near Butterfield Lake/ Alexandria Bay

Recently renovated, very clean Non- Smoking cottage adjacent to Butterfield Lake in Redwood, NY. This cozy 1 bedroom cottage is perfect for 4 who would enjoy fishing and relaxing by the water. . The double bed sofa folds flat for 2 children or 2 smaller adults. (No more than 4 guests per night at this listing.) Prior to booking get approval for pet. ($30 charge per each pet). There is wifi, TV and DVR. Guests may bring their Firestick or Roku for watching TV as there is no cable.

Aug 23 – 30

G$29,142 GYD per night

Guest favorite

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.

Apr 16 – 23

G$23,001 GYD per night

Guest favorite

Cottage in Leeds and the Thousand Islands, Canada

4.97 out of 5 average rating, 285 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 18 – 25

G$15,277 GYD per night

Guest favorite

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.

Dec 2 – 9

G$18,756 GYD per night

Guest favorite

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 26 – Oct 3

G$25,740 GYD per night