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

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

$153 per night

Guest favorite

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 11 – 18

$73 per night

Guest favorite

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

$116 per night

Guest favorite

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.

Jan 25 – Feb 1

$95 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.

Sep 3 – 10

$181 per night

Superhost

Condo in Alexandria Bay, New York

4.9 out of 5 average rating, 29 reviews

Riverview Townhouse III in Downtown Alexandria Bay

Experience the Thousand Islands from the heart of downtown Alexandria Bay. This newly remodeled, clean, efficient first floor condo sits just off of the St. Lawrence River and boasts incredible views of Boldt Castle just across the River. You and your guests will be so comfortable in this two bedroom, one bathroom condo that comes fully stocked with rental essentials. Downtown shopping and dining just steps away and the beautiful River Walk is right outside your door.

Nov 29 – Dec 6

$139 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.

Feb 6 – 13

$96 per night

Guest favorite

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

$64 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.

Nov 26 – Dec 3

$78 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 18 – 25

$108 per night

Guest favorite

Apartment in Clayton, New York

4.93 out of 5 average rating, 234 reviews

Clayton #2 Cozy, Clean, and Convenient Apartment

Modern 2/3 floor apartment with two bedrooms and great location. Private 2nd story deck overlooking playground and sports field. New flooring and carpet along with fresh paint and countertop. New washer and dryer on premises for your use. Off street parking. Keyless entry for your convenience. Grocery store, restaurants, bars, and entertainment all within a short walking distance.

May 6 – 13

$99 per night

Guest favorite

Tiny home in Perth, Canada

4.9 out of 5 average rating, 201 reviews

Off-grid A-frame cabin

Welcome to “The Hemlock” cabin A unique stay situated minutes from historic Perth, Ontario. The Hemlock sits on 160+ acres of private, natural forest. Enjoy 3 season lake access for kayaking, canoeing and year round trails for hiking, snow shoeing, exploring etc. Beautiful scenery in a peaceful, private setting, relax and unwind by the fire! We look forward to having you! (:

Mar 13 – 20

$79 per night