Vacation rentals in Cherry Island

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Top-rated vacation rentals in Cherry Island

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

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Guest favorite
The open concept space features a queen-sized bed with decorative pillows, positioned against a patterned wall hanging. A dining nook with a small table is present, accompanied by a kitchenette and a vibrant area rug. Natural light floods the room through large windows.
Apartment in Leeds and the Thousand Islands
4.93 out of 5 average rating, 44 reviews

Cozy Getaway in the Heart of the 1000 Islands

Welcome ! This properties location couldn't be better to experience the 1000 Islands and all of its glory. The St. Lawrence River, National Parks , 1000 Island Boat Cruises , beaches, a 37 km bike path, scenic drives, waterfront restaurants and many quaint communities in between are all a short drive away. Spend your days lounging on the beach, exploring historic castles on islands, renting canoes, kayaks, sea-doos or boats, fishing, biking , golf, hiking , antiqueing and sampling local beer

Top guest favorite
A master bedroom features a queen-size bed with a textured white coverlet. Large windows and sliding glass doors allow for natural light and offer views of the waterfront. A small table is positioned near the window for additional functionality.
Cottage in Hammond
4.97 out of 5 average rating, 152 reviews

River Ledge Hideaway

New construction home designed specifically with the thought of guests in mind overlooking the Saint Lawrence River. Enjoy a memorable fall or holiday getaway to this waterfront oasis. Highlighting this home is a large master bedroom overlooking numerous islands speckled throughout the expansive water view. Outdoor fire pit and grilling area will be set up for the fall season. Walk down our path to your own private waterfront. Great place for couples, small families or friends getting together

Top guest favorite
The exterior entrance features a set of steps leading to a white front door, flanked by large windows for natural light. The surrounding area displays a small garden with greenery and flowers, contributing to a welcoming approach.
Apartment in Redwood
4.93 out of 5 average rating, 173 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.

Top guest favorite
A three-story townhouse is situated along the waterfront, featuring balconies on the front. The image captures a dock with two boats moored alongside. Lush greenery and a gazebo are visible in the background, alongside additional waterfront structures.
Townhouse in Alexandria Bay
4.96 out of 5 average rating, 51 reviews

Downtown A-Bay getaway right on the St. Lawrence

If you are looking for a place to get away from reality, this is the place to stay! Located close to Downtown Alex Bay, right on the St. Lawrence River w/21ft of dock for your boat. Park your car and walk to the bars, restaurants and anything else you are interested in. Not far from state parks and wineries. This home has 2 balconies and a dock to hangout on and comes with all the amenities you will need for your vacation including washer and dryer! It is the end townhouse on the right side

Guest favorite
A private back deck is presented, featuring a four-person Jacuzzi with bubbling water. Surrounding seating options, including several chairs and a grill, provide ample space for outdoor gatherings, all overlooking a grassy lawn and wooded area in the background.
Apartment in Alexandria Bay
4.92 out of 5 average rating, 151 reviews

Spacious + Centrally Located w/ Large Deck + Porch

Look no further for your next GREAT stay in Alex Bay! Enjoy this NEW, beautifully decorated, 2-bedroom, first-floor apartment which is centrally located in downtown Alexandria Bay — the "Heart of the Thousand Islands." Our cozy apartment hosts up to 6 people comfortably. Perfect for couples, close friends or small families looking for a relaxing getaway. Here you're only a short walk from downtown restaurants, bars, boutiques, boat tours, the village beach and other area attractions.

Guest favorite
A charming A-frame cottage is set among lush greenery, featuring a wooden front deck equipped with seating. The exterior displays blue siding and light-colored accents, framed by tall trees. Stacked logs provide a decorative element along the foundation. A clear blue sky is visible above.
Cabin in Leeds and the Thousand Islands
4.89 out of 5 average rating, 121 reviews

A-frame Cottage Lakeside, Charleston lake

Welcome to Minnow Cottage, the perfect place to enjoy the lake and nature, spend quality time with loved ones, and relax and recharge! Imagine peaceful mornings on the deck with coffee serenaded by the lake's loons. Swim in one of the clearest lakes in Ontario. Explore the lake on our kayaks, paddleboards and canoe. Bring your fishing gear for some excellent fishing. Savour cozy evenings around the firepit, creating lasting memories under starlit skies. Your lakeside getaway awaits!

Guest favorite
A canoe is positioned in calm water, reflecting the vibrant autumn foliage and cabin on the adjacent shore. The scene showcases a serene landscape with trees displaying red and green leaves, surrounded by still water that mirrors the surroundings.
Cabin in Battersea
4.86 out of 5 average rating, 199 reviews

The Hideaway: Private waterfront getaway

Looking for a therapeutic retreat? Clear your mind as you breathe in the clean air and watch the swans swim by. Cozy, newly renovated cabin with loft on Milburn Bay which leads to the Rideau. Canoe, life jackets, wood stove, electricity, AC,BBQ, WIFI and parking for one vehicle. Three occupants only, number to be confirmed when booking. Bring your own drinking water, bedding, pillows and slippers. New indoor composting toilet. Please read entire listing. No pets, please.

Top guest favorite
An outdoor dining area is set with plates and glasses, accompanied by bottles of wine. Sunlight casts a warm glow over the scene, highlighting the view of the lake and surrounding reeds, while the wooden deck provides a spacious area for gatherings.
Guest suite in Addison
4.98 out of 5 average rating, 104 reviews

Lamb's Pond Retreat and Sauna

Enjoy a private retreat experience. Private entrance to bedroom suite/sitting area complete with spa-like bathroom. Entrance foyer provides basic meal prep area with small convection oven and one pot induction burner. Bedroom/sitting area includes bar fridge, microwave, kettle,coffee maker, teas and coffee. Shared chest freezer also available. BBQ and outdoor kitchen wash up area near accommodation. Conplime Access to 18 acres of private property which includes trails, lounging

Top guest favorite
A charming cottage exterior is framed by lush greenery. A metal roof and blue wooden siding complement the three front windows and central door, while orange daylilies add a pop of color to the surrounding garden. The front porch features steps leading to the entrance.
Cottage in Leeds and the Thousand Islands
4.97 out of 5 average rating, 386 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.

Top guest favorite
A rustic cabin is illuminated by string lights, inviting a cozy atmosphere. Stone steps lead to a sheltered porch, where seating is accessible. Surrounding trees enhance the natural ambiance, and gravel paths create a quaint outdoor setting shaded by greenery.
Cabin in Lorraine
4.99 out of 5 average rating, 494 reviews

Bear Hill One Room Cabin with Hot Tub

Unplug during your trip in the middle of the woods, tiny rustic one room cabin with hot tub sits in Little John Forest and borders the Boylston snowmobile trail system Perfect for snowmobiling and 4 wheeling. Acres of state land for hunting. Cabin is 22 miles from the Salmon River in Pulaski NY. Sleeps 4 with a sofa bed and a bunk bed that holds a queen and full mattress. Equipped with electricity, running water,WIFI. A bathroom with shower.

Guest favorite
An aerial view of a property positioned beside the expansive St. Lawrence River. The vibrant landscape features lush green fields and trees, with autumn colors visible. The layout includes a winding road and buildings, offering a sense of solitude and natural beauty.
Cottage in Gananoque
4.92 out of 5 average rating, 196 reviews

Bunkie on Howe Island

Howe Island Bunkie: Fall is a beautiful time to relax at our private bunkie. You can also kayak, bike, play corn hole game, etc. Cabin sleeps 2 with separate bathroom. Property includes kayaks , peddle boat, firepit (wood provided), cards, board games. Cabin has electricity with BBQ, mini-fridge, microwave, kettle, tea, coffee (Keurig), dishes, bedding provided. Just bring your food, special beverages, and relax. Pets stay free.

Top guest favorite
A quaint cottage is surrounded by a blanket of fresh snow, showcasing a vibrant blue exterior and green accents. The steep roof is dusted with snow, while snow-laden trees create a serene winter landscape. A welcoming atmosphere is evoked by the inviting entrance.
Cabin in Westport
4.95 out of 5 average rating, 137 reviews

Winter Playground with Sauna*

Nestled in the forests of the UNESCO Frontenac Arch Biosphere you will find our charming and rustic guest cottage. Unplug, relax and enjoy a true connection with nature. Located steps from the cottage, is a wood fired dry Finnish Sauna* A nature lover's property to snowshoe, ski ,explore or spend time with our magical three grey horses. It's the perfect place to getaway and unwind. Naturally.

Popular amenities for Cherry Island vacation rentals

  1. Airbnb
  2. United States
  3. New York
  4. Jefferson County
  5. Alexandria
  6. Cherry Island