
Vacation rentals in Cherry Island
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Top-rated vacation rentals in Cherry Island
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River Ledge Hideaway | Waterfront | Views
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

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

The Dream - Serene Lakehouse on Wellesley Island
Escape the hustle and bustle of everyday life at this beautiful lakefront home hidden away on Wellesley Island in Lake of the Isles. The timber frame cabin is affectionately named “The Dream” because it is exactly that! Experience the magic of St. Lawrence River life. Enjoy watching beautiful sunsets from the stunning porch with lakefront views. Relax with a good book, coffee, games, or water activities. The property offers everything you need for a memorable getaway with family or friends!

Smugglers Getaway on the St. Lawrence River
Enjoy your privacy in this waterfront cabin in the historic Smugglers Cove on the St. Lawrence River in the heart of the 1000 Islands. You'll have use of 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.

The Crossmon House by Swan Bay Adventures
Welcome to our charming home in the heart of the 1000 Islands! Built in 1860 and thoughtfully updated in 2020, this centrally located village gem blends original character with modern comfort. Just 2 blocks from downtown restaurants, bars, shops, and attractions—yet tucked on a quiet street with a private, secluded feel. Enjoy a spacious backyard perfect for family games, relaxation, and fun. Keyless smart lock entry, high-speed WiFi, and smart TVs included. Your 1000 Islands base awaits!

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!

New downtown loft apartment #1
Newly renovated loft in the heart of downtown Alexandria Bay! Easy access to boat tours, shopping, restaurants, and all that the 1000 Islands has to offer! Located right next to Rotary Park and only steps from the Riverwalk and public gazebo. And Scenic View Park and the public beach are just down the street. The loft has everything you need for a comfortable stay. There is a huge deck with a grill and table for cookouts. There's even a record player and a collection of records to enjoy!

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.

Riverview Townhouse IV in Downtown Alexandria Bay
Experience all the 1000 Islands has to offer in the heart of downtown Alexandria Bay. This second floor unit sits just off of the Saint Lawrence River and boasts breathtaking views of Boldt Castle on Heart Island. You and your guests will be right at home in this two bedroom, one bath unit with central air conditioning that comes fully stocked with rental essentials. Downtown shopping and dining are steps away and Alexandria Bay's beautiful River Walk begins just out the front door.

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 and restaurants. Not far from state parks and wineries. Our home has 2 balconies and a dock to hangout on. It comes with all the amenities you will need for your vacation! It is the end townhouse on the right side. Parking for 4 sedans and additional parking close.

Waterfront Cottage in Alex Bay w/ Hot Tub & Dock!
Blue Heron Bay Cottage is a fully-renovated, year-round, smart home with 3 bedrooms and 2 full baths. Located directly on a quiet bay off of the St. Lawrence River, with 278 ft of water-frontage and only ~1 mile from downtown Alexandria Bay! The cottage comfortably sleeps 6-8 people, making it the perfect retreat for families, friends, and couples looking for a getaway that is quiet and private, yet close to all of the activities the Thousand Islands region has to offer!

Thousand Island Oasis: Spa, Sauna, HT | Sleeps 10
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
Other great vacation rentals in Cherry Island

NEW - Waterfront Island Retreat | Sauna | Firepit

Walk to Downtown Alex Bay & Boat Tours

Private Island & Pet Friendly ~ The Sea Angell

Luxury Waterfront Apartment

A charming home on quiet street!

Harbor House @ The Ledges Resort & Marina

Super Clean, Dog Friendly Cottage! NO EXTRA FEES!

Delightful Cuba Island Boat House & Dock Space
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