Cottage holiday rentals in Chippewa Bay

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Top-rated cottage rentals in Chippewa Bay

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Top guest favourite
Cottage in Sydenham Lake
4.89 out of 5 average rating, 100 reviews

Stunning cliffside cottage, near Kingston

Friends & family retreat right on the lake, foodie’s kitchen, king size bed, outdoor & indoor games. Secluded, but good road, 25km to Kingston. Perfect to work from home. Bell fibe internet. Close to ATV &snowmobile trails &FRONTENAC Prov. Park. X-country ski on Cataraqui Trail. Bird watching &yoga retreat. Great swimming, boating, fishing & entertaining. Spacious common space, Webber BBQ, 5 outdoor areas to enjoy. 1 acre of property, variety of birds&wildlife. GENERATOR in case of power outage.

Guest favourite
A newly remodeled waterfront cottage is presented, featuring a blue exterior and a wooden deck leading to the entrance. A large green lawn surrounds the cottage, bordered by trees, creating a serene outdoor space. The nearby waterway is hinted at in the background.
Cottage in Clayton
4.89 out of 5 average rating, 184 reviews

The Island Bay Waterfront Cottage

We welcome you to the Island Bay Cottage! Come enjoy your stay in our fully brand new remodeled waterfront cottage right outside the gorgeous town of 1000Islands Clayton NY! We’ve set up our wonderful place with all the creature comforts of home for our friends, family and guests to come in, plop down and feel right at Bay! Full kitchen with all essentials Huge living room (equipped with even a massage recliner!!) Free Wi-Fi, Fire smart TV, washer/dryer brand new A/C Large Patio area to relax!

Top guest favourite
A spacious cottage exterior is displayed, featuring a unique octagonal design with large windows that invite natural light. A wooden deck surrounds the structure, providing outdoor seating areas. The combination of grey siding and stone accents enhances the architectural appeal of the home.
Cottage in Verona
4.93 out of 5 average rating, 311 reviews

Cottage on the Frontenac Arch

(Please note that after July 1, 2022, HST is included in the listing price) Located 30 km north of Kingston, the "Rock, Pine and Sunlight" cottage offers a quiet retreat for travellers and city folk looking to refresh and experience the great outdoors. Activities include canoe/kayaking, fishing and hiking; cross-country skiing and snowshoeing. Please note that "bedroom 3" is semiprivate. It is enclosed by a folding screen, not a door. The bed is a double futon. The room is best for children.

Guest favourite
A spacious deck offers comfortable seating with two armchairs and a sofa, all featuring red cushions. A coffee table sits in the center, providing a place to relax while enjoying views of the calm lake and surrounding greenery.
Cottage in Sydenham
4.94 out of 5 average rating, 185 reviews

Luxury on the Lake

Reconnect with nature at this unforgettable cottage escape. Perfect for families, couples, or anyone wanting to relax! Furnished with clean modern furniture. Beautiful, refreshing Sydenham Lake is steps from the cottage and the water is very deep off the dock so jump right in!! or fish, paddleboard, snorkel, paddle boat, canoe, whatever calls to you! Cottage is a 20 min walk to the town of Sydenham (which has a sandy public beach, boat launch, LCBO, Foodland, etc.) and 20 min drive to Kingston.

Top guest favourite
A custom-built chalet is prominently displayed, elevated on a wooden deck surrounded by snow-covered terrain. The building features large windows and yellow siding, complemented by decorative accents on the front. A cozy seating area is visible on the deck, inviting relaxation amid the winter scenery.
Cottage in Westport
4.97 out of 5 average rating, 162 reviews

Longview: Hilltop Chalet, Stunning Forest Views

Enter Longview and discover endless forest views and an oasis on 88 private acres of wilderness parkland. A custom built chalet complete with all the amenities was designed with care and attention: Scandinavian box bed, rolltop cast iron tub, library loft, fireplace and a huge deck perched over the forest make Longview a truly unique experience and getaway. Ski, snowshoe, hike or spend time with the horses and never leave the property. Longview invites you to unwind and regenerate. Naturally.

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
4.97 out of 5 average rating, 165 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
An A-frame cottage is framed by lush greenery, featuring a dark wood exterior with a centrally located white door. An overhanging carport provides coverage for vehicles, while hanging planters add a touch of color to the entrance. A pathway leads to the cozy front yard.
Cottage in Sandy Creek
4.96 out of 5 average rating, 326 reviews

🌙 Olde Salem A-Frame Cottage 🔮 near Lake Ontario

You are steps away from witnessing the greatest sunsets along North Sandy Pond (across from Lake Ontario) when you stay at our relaxing, unique, and cozy A-frame - inspired by all things magical and earthy. Sit by the backyard fire, sip coffee by the electric fireplace, read a book in the bedroom nook, play board games, dance in the kitchen, and enjoy four seasons of nearby activities such as fishing, kayaking, boating, jet skiing, hiking, swimming, ice fishing, snowmobiling, and snowshoeing.

Guest favourite
A charming cottage is nestled among the trees, featuring wooden decks and outdoor seating areas. The sunset reflects on the calm lake water, providing a serene view. Lush greenery surrounds the property, enhancing the natural setting.
Cottage in Tichborne
4.94 out of 5 average rating, 102 reviews

3 BR Lakefront Beach Retreat; Hot Tub, Fire Pits!

Relax with the whole family at this cozy lakefront property. Complete with your very own sandy beach, kayaks, hot tub, and multiple outdoor dining and fire pit options, this cottage nestled in the Canadian wilderness is a must-visit! Whether you're coming during the summer to enjoy swimming in the clear water at Bob's Lake or you're searching for a cozy winter escape, look no further. Close to the K&P trail system, hiking, snowmobiling, and water sports, adventure and relaxation await!

Guest favourite
The cottage features a welcoming entrance with a covered porch supported by wooden beams. Bright blue siding contrasts with the stone accents. Potted plants adorn the porch area, while a gravel pathway leads to the side yard, surrounded by lush greenery.
Cottage in Gananoque
4.9 out of 5 average rating, 225 reviews

The Riverside Retreat | Beach, Kayaks, Fire Pit

Welcome to The Riverside Retreat, a peaceful 4-season cottage on the Gananoque River near the 1000 Islands. Enjoy a private sandy beach, screened gazebo, fire pit, kayaks, canoe, and stunning views. Inside, unwind in the vaulted great room, cook in the fully stocked kitchen, and sleep up to 10 in 3 cozy bedrooms. Ideal for families, fishing trips, or quiet getaways—just minutes from Gananoque, hiking trails, and year-round adventure. Pet-friendly too! Follow us on social!

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, 397 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 favourite
A cottage surrounded by lush greenery showcases a wooden deck and multiple large windows. A stone pathway leads up to the entrance, which is framed by natural stone and wood accents. A separate, smaller structure is visible to the left.
Cottage in South Frontenac
4.87 out of 5 average rating, 200 reviews

Cozy Waterfront Oasis

Escape to this chalet style, private three-bedroom cottage tucked into Buck Bay on the highly desirable Bob’s Lake. With no neighbours close by, you’ll enjoy peace, fresh air, and the quiet of the forest and water. Spend your days exploring, relaxing, and enjoying time together. Grill dinner on the large deck, listen to the sounds of the lake while sitting on the dock, and end the evening gathered under the stars around the spacious outdoor fire pit.

Top guest favourite
Four white Adirondack chairs are arranged in a grassy area, each with a colorful pillow. A small fire pit surrounded by stacked firewood is nearby, complemented by vibrant flowers and greenery in the background. The cottage is visible, featuring a grey exterior with dark windows.
Cottage in Kingston
4.94 out of 5 average rating, 355 reviews

The Crows Nest Cozy River Cottage in Kingston

Welcome to The Crows Nest, our cozy waterfront cottage with your own private swimming dock (5 mins to Kingston!). Here you’ll find the simplicity of river life. It’s a real birders paradise and a great place for spotting wildlife like deer. Enjoy the cozy living space, private deck to enjoy magnificent sunrises and sunsets, and the special calm that is the St. Lawrence River in the heart of The 1000 Islands. License number LCRL20210000964.

Popular amenities for cottage rentals in Chippewa Bay