Vacation rentals in Cherry Island

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Top-rated vacation rentals in Cherry Island

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Top guest favorite
The exterior of the cottage is viewed at sunset, with warm light spilling from the windows. The wooden deck leads to the lake, surrounded by tall trees. A serene lakeside scene is highlighted, showcasing the tranquil atmosphere of the private setting.
Cottage in Enterprise
4.86 out of 5 average rating, 138 reviews

DREAM Winter Getaway. Elegant + Spacious + SAUNA

Warm up in the sauna! Get cozy by the fireplace! Rekindle romance under the bright stars! Hang with friends by the lakeside fire fit! Hike with your dogs! This much-loved 4-season cottage on a quiet private lake is spacious and chic, with upscale furnishings, a fireplace, and NEW SAUNA! Spectacular views, sunsets and stargazing — it's the ultimate Canadian cottage experience. It's even BETTER in the fall and winter. Listen for ice freezing! It's an incredible experience. Easy to find w/GPS

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
4.94 out of 5 average rating, 47 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, 164 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, 176 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
The exterior of a modern river house is presented, featuring a sloped roof and large windows that invite natural light. A patio with seating arrangements is visible, fronted by a grassy area. A stone pathway leads from the yard to the water's edge.
Home in Alexandria Bay
5 out of 5 average rating, 14 reviews

Welcome to our River House - 3Br

Welcome to our River House! Used mostly by our family and friends, we're offering available dates to courteous families and others who will treat it like their own. Relaxation at its finest. This is off a very private and quiet dead end road tucked on the inside of Swan Bay. Watch the Swans over your morning coffee from the patio, launch those kayaks right from our front yard, or throw that fishing line in off the shared dock (shallow). 3 Br - Queen, 2 Queen Bunks, Queen master 2.5 Bath

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 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, 127 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
The exterior of the home showcases a two-story structure with a light-colored siding and prominent windows. A large front deck features white railings, surrounded by a spacious lawn and mature trees, offering a serene atmosphere. Clear blue skies provide a bright backdrop.
Home in Alexandria Bay
4.96 out of 5 average rating, 92 reviews

Swan’s Nest

Swan’s Nest is nestled between the American narrows portion of the main channel of the St. Lawrence River and peaceful Swan Bay. This 4 bedroom/3 full bathroom home features a gorgeous floor-to-ceiling river stone gas fireplace as the focal point of the main floor, as well as a fully stocked kitchen and king master suite. Downstairs is a cozy sun room with a fireplace, and an Irish pub style bar room. To the rear, double decks overlook the wide lawn and waterfront access to Swan Bay.

Guest favorite
Home in Adams Center
4.86 out of 5 average rating, 137 reviews

The Hideaway Cabin

Welcome to the Hideaway Cabin, where you can unwind in the embrace of nature. Here, you can sizzle your favorites on the grill, lounge in the Adirondack chairs on the balcony, or simply relax indoors. Come evening, gather by the firepit on the porch to watch the fireflies dance or relax in the hot tub on the back porch. It's the ideal blend of natural serenity and homely comfort. In the winter, cozy up by the woodstove in the living room and catch up on your favorite TV shows.

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, 395 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.

Guest favorite
A spacious dining area is showcased, featuring a long wooden table with intricate carvings. A chandelier hangs from a green ceiling above. The room is illuminated by natural light from large windows, revealing exposed brick walls and a cozy seating area in the background.
Home in Kingston
4.9 out of 5 average rating, 165 reviews

Victorian Boutique Apartment-Steps from Lakeshore!

Enjoy the elegance of a by-gone era while staying in this stunning Victorian loft, located on a quiet leafy boulevard in the heart of Kingston’s most historic and architecturally eclectic neighborhood! Beautifully decorated and featuring a bright vaulted grand living room with a tin clad mezzanine supported on original exposed beam, exposed brick, period furniture, and a stunningly unique black-and-white tiled bathroom.

Top guest favorite
The exterior of a modern single-story home is showcased, featuring a mix of dark siding and a stone accent. A welcoming porch with wooden beams is surrounded by landscaped flower beds, while lush greenery from the surrounding forest enhances the serene atmosphere.
Home in Leeds and the Thousand Islands
4.98 out of 5 average rating, 61 reviews

Thousand Islands Oasis

The Thousand Islands Oasis is a tranquil retreat nestled on 1.16 acres of partially forested land, offering complete privacy in a serene natural setting. Surrounded by lush greenery, this hidden gem provides a perfect escape from the hustle and bustle of everyday life. The oasis is an ideal place to unwind and reconnect with nature, featuring peaceful seclusion and the soothing sounds of the surrounding forest.

Popular amenities for Cherry Island vacation rentals

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