Holiday rentals in Chippewa Bay

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Top-rated holiday rentals in Chippewa Bay

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Guest favourite
A wooden dock extends into Black Lake, featuring an orange kayak resting on its surface. The calm water reflects the colors of the sunset, creating a serene atmosphere. Trees line the shoreline, contributing to the natural beauty of the landscape.
Home in Hammond
4.84 out of 5 average rating, 44 reviews

Cozy Cottage on Black Lake

Cozy cottage with a private dock and amazing sunset views of beautiful Black Lake, which is known as a Fisherman's Paradise! Relax and enjoy lake living using the included kayaks or visit the nearby 1000 Islands, Canada, or Adirondacks. Kids and dogs are welcome in our family friendly home where you'll enjoy the screened in porch, new propane grill, washer/dryer, smores at the fire pit, kayaking, fishing, WiFi, and cornhole and board games. You can also dock your own boat on the private dock.

Top guest favourite
A dining area is depicted with a round wooden table set for four. Light gray chairs surround the table, complemented by decorative placemats. A woven light fixture hangs above, and a door with a window allows natural light to enter. A small closet and a wall-mounted plant holder are visible.
Home in Kingston
4.98 out of 5 average rating, 153 reviews

City Retreat With Board Games

Welcome to our newly renovated detached home! The fully stocked kitchen, smart TV, board games and patio offer convenience and entertainment. Unwind on the patio with high end patio furniture and a barbecue. Enjoy our central location in Kingston for a memorable stay. This property has a garden suite on the back of the property with a separate entrance and backyard space. We look forward to hosting you! Fully licensed for short term rentals with the City of Kingston - License #LCRL20250000092

Top guest favourite
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
4.96 out of 5 average rating, 170 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 favourite
A cozy cabin interior is shown, featuring wooden walls and a ceiling with a natural finish. Two beds are positioned in the space, with one covered by a patterned quilt. A small dining area with two chairs is visible, along with a door leading outside.
Loft in Hammond
4.97 out of 5 average rating, 31 reviews

Chippewa Hidden Treasure, Loft and Dock

Kick back and relax in this calm, stylish space. Fisherman’s and kayakers paradise! Located directly on a St Lawrence River Trib, you are a 10 minute boat ride to Chippewa Bay on the St. Lawrence & 13 min to the renowned fishing waters of Black Lake. We are just a short ride to Alexandria Bay with boutique shops, restaurants/night life. Several tackle shops nearby. Close by to Singer Castle, many beautiful state parks within 10-20 min! Gorgeous stars on the deck at night! Kayaks available!

Top guest favourite
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.
Flat 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, comfy couch for sleep. Bathroom downstairs. WIFI; FireTV, HDMI cord; TVs w/DVD.

Top guest favourite
An inviting outdoor fire pit area is surrounded by four Adirondack chairs, with a stone circular seating arrangement at its center. The guesthouse's wooden exterior is visible in the background, framed by lush greenery and a lawn, offering a peaceful and open atmosphere.
Guest house in Mallorytown
4.9 out of 5 average rating, 146 reviews

Adorable country guesthouse on Graham Lake

Enjoy the countryside on 15 acres of woods backing on to Graham Lake. Tucked away from the road, our guesthouse is family and pet friendly. The bathroom is newly renovated. Outdoors it boasts a lovely campfire area, a patio table and a large grass yard. Enjoy our gardens in the summer and our laying hens year-round. Take a 5 min stroll down a wooded path to the lakefront where you will find another campfire pit, a dock, a canoe and SUP to use and plenty of space for activities year-round.

Guest favourite
The cabin is situated on a gently sloping green lawn surrounded by trees. A spacious deck is visible, complemented by outdoor furniture. A landscaped area with stone walls and plants can be seen in the foreground, enhancing the natural setting.
Cottage in Leeds and the Thousand Islands
4.92 out of 5 average rating, 231 reviews

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.

Guest favourite
Cabin in Leeds and the Thousand Islands
4.89 out of 5 average rating, 129 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!

Top guest favourite
Three blue Adirondack chairs are positioned on a grassy area by a calm river. Lush green trees surround the water's edge, creating a serene setting. A soft pink and purple sky hints at sunset, enhancing the tranquil atmosphere of the outdoor space.
Cabin in Redwood
4.98 out of 5 average rating, 80 reviews

Rossie Rest

Relax with the family at this peaceful cabin on the Indian River with great fishing and a private setting. Walk out the front door and start fishing or enjoy the view with your morning coffee. It is in the perfect location to view the Eclipse on April 8. This cabin is kid and pet friendly. It has electricity, running water, a small kitchenette, fire pit and wood. It is located 45 minutes from Watertown, 20 minutes to exit 49 on Route 81, and close to the Thousand Islands and Black Lake.

Top guest favourite
A charming exterior view of the home showcases a flowering tree in the front yard surrounded by stone landscaping. A spacious porch offers seating areas, while a black fencing delineates the property. The modern architectural lines of the house provide a welcoming appearance.
Home in Brockville
5 out of 5 average rating, 76 reviews

Best Home away from your Home

Step into luxury with 2 bedrooms, 2 bath home. The bright and spacious layout is the perfect getaway for couples or small families. The equipped kitchen features stunning granite countertops and modern appliances. Enjoy the beautiful outdoors fenced in yard, from the comfort of the main floor family room, which leads out to a spacious deck overlooking the beautiful gardens. This home's location within walking distance to downtown walking paths and the St. Lawrence River is unbeatable.

Top guest favourite
A hot tub is featured in the foreground, with water bubbling up from a spout. In the background, a shaded outdoor seating area includes a table and a sofa, surrounded by wooden fencing that ensures privacy.
Townhouse in Brockville
4.95 out of 5 average rating, 175 reviews

BRIGHT & RUSTIC - Self Check-in & Free Parking, DT

The Rustic Lounge features 2 bedrooms, 2 bathrooms, kitchen, dining area, and living room. Guests are encouraged to park their cars or boat under the carport on the property. Located just a 3-minute walk from downtown Brockville, this space is perfect for families or small groups looking to enjoy boating or fishing on the St. Lawrence River. *Winter Only* Rotary Park is just one block away and offers free public skating. (See listing photos for the skating schedule.)

Top guest favourite
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, 402 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.

Popular amenities for Chippewa Bay holiday rentals