Holiday houses in Chippewa Bay

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Top-rated holiday rentals in Chippewa Bay

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Top Guest favourite
A spacious outdoor seating area is arranged with a large sectional sofa and two armchairs, all featuring navy cushions. A low coffee table is placed at the center on a stone patio, surrounded by a wooden fence and trees providing shade.
Home in Kingston
4.98 out of 5 average rating, 154 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
Cottage in Hammond
4.96 out of 5 average rating, 171 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
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
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, comfy couch for sleep. Bathroom downstairs. WIFI; FireTV, HDMI cord; TVs w/DVD.

Top Guest favourite
An outdoor campfire area is surrounded by six striped chairs placed on a stone patio. The fire pit is filled with bright flames, and strings of lights hang above, providing soft illumination. The grassy yard and trees create a natural backdrop to the scene.
Guesthouse 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
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
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, 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
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, 77 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 wooden dock extends over calm water, featuring two lounge chairs beneath a vibrant red umbrella. A small table sits between the chairs, with a life preserver mounted to the side. The scene is framed by expansive skies and scenic views of the surrounding landscape.
Guest suite in Addison
4.98 out of 5 average rating, 105 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 favourite
Loft in Hammond
4.93 out of 5 average rating, 199 reviews

Come to The Lake House Loft for a relaxing visit!

The Lake House Loft is located in Upstate New York on Black Lake, known as “Freshwater Fisherman’s Paradise”. It is the largest St. Lawrence County Lake and is over 20 miles long. Its located near the Canadian Border, close to Ogdensburg and the Thousand Islands. This is a smoke-free, two-bedroom loft, with a full kitchen, and a bathroom. There is a 100-foot waterfront boat dock available, Wi-Fi, A/C, Heat, and is fully furnished. Paddle Boat and canoe also available to use.

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, 176 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.)

Popular amenities for Chippewa Bay holiday rentals