Cottage holiday rentals in Henderson

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Top-rated cottage rentals in Henderson

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Top Guest favourite
A single-story house with a light grey exterior is set against a broad lawn and trees. Bright quilt patterns adorn the walls, while the expansive deck offers views of the nearby waterfront. The sky is partly cloudy, suggesting a calm and serene environment.
Cottage in Prince Edward
4.96 out of 5 average rating, 122 reviews

Peaceful Prince Edward County Waterfront Home

Come and enjoy our peaceful and relaxing waterfront retreat in Prince Edward County. Our home is situated in a quiet rural setting, next to an apple orchard and working farm. Tastefully furnished, it is perfect for family gatherings or weekend getaways. Discover the attractions of Waupoos, Wellington, Bloomfield & Sandbanks. The County is a foodies paradise with award winning wineries, restaurants and delicious bakeries. We are a fully licensed STA in the Municipality of PEC. #ST-2021-0045R1

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
4.88 out of 5 average rating, 181 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!

Guest favourite
The cabin is illuminated by string lights, casting a warm glow over the outdoor space. A wooden dock leads to the water, where reflections can be seen. The entrance reveals a view of the cabin with seating areas and a cozy fire pit, creating an inviting ambiance.
Cottage in Greater Napanee
4.87 out of 5 average rating, 123 reviews

Cozy Shore - 2 Bedroom Waterfront Cabin on Hay Bay

The Cozy Shore Cabin sits on 55 feet of Hay Bay waterfront. This romantic waterfront is certainly going to give you some feels. The cabin is winterized and equipped with all the essentials you need. Enjoy a day trip to neighbouring Prince Edward County or Kingston, or stay in Napanee and walk along the countryside, then retreat back and light a fire in the indoor wood stove. Romantic getaway for couples, but also wonderful for family time, and fishing enthusiasts. dock pulled out Oct 25-May 5

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, 313 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.

Top Guest favourite
A private wooden dock extends over calm waters, providing two adirondack chairs facing the serene landscape. Reflections of clouds and trees are visible on the water's surface, creating a tranquil atmosphere surrounded by nature.
Cottage in Greater Napanee
4.98 out of 5 average rating, 120 reviews

Waterfront Cottage + Hottub/Sauna/Firepit!

Enjoy Cottage life on the Water - Perfect for families with children or a relaxing getaway with friends! Picturesque views, beautiful cottage with water access, a private dock, and hot tub! Many outdoor toys such as kayaks and stand up paddle boards. Kids can enjoy the large outdoor play structure and many toys to play with! Launch your boat or Seadoo only 5 minutes away! *We have one security camera facing out from the front door onto the porch and driveway which is on at all times.

Guest favourite
A wooden pergola frames a serene view of the water, with two comfortable chairs positioned around a small table. A firepit sits in the center, surrounded by a natural setting of rocks and shoreline, under a clear blue sky.
Cottage in Chaumont
4.88 out of 5 average rating, 104 reviews

Chaumont Bay Getaway | Luxury Waterfront/Hot Tub

Escape to this unique & tranquil getaway in 1000 islands vicinity. The spacious lake-view sunroom is perfect for relaxing. The master suite features a king bed and an ensuite bathroom. Relax in the hot tub [seasonally May-November] overlooking the lake or lounge at waterfront pergola with gas fire-pit. Chaumont Bay, one of world's largest freshwater bays, is a sought-after summer destination. We are a short drive to local tourist attractions in Alexandria Bay, Clayton, and Cape Vincent.

Guest favourite
A spacious living area is highlighted by a deep blue sectional couch adorned with decorative pillows. Large windows allow for abundant natural light and provide a view of the water. A round dining table and a decorative plant enhance the inviting ambiance.
Cottage in Chaumont
4.94 out of 5 average rating, 152 reviews

The Boathouse

The views are surreal! With over a 200 degree view, sitting on the couch seems like sitting over the top of the water. Located on a small protected bay, also home to two yacht clubs, you'll see boaters of all kinds. The fishing is fabulous right from the dock. Located on a quiet private road, you'll be walking distance a from restaurants, an ice cream shop, shopping, banking, the local library, and even a small winery! There is deep water dockage if you plan to bring a boat.

Top Guest favourite
A charming wooden bungalow is set amidst lush greenery, featuring a welcoming porch and a well-maintained yard. Tall trees provide shade and add to the serene atmosphere, while a garage is visible in the background, enhancing the rustic character of the property.
Cottage in Prince Edward
4.95 out of 5 average rating, 283 reviews

South Bay Lakehouse. 4 acres - Waterfront!

16 minutes south-east of Picton is the picturesque enclave of South Bay. Serene farmlands, vineyards and pristine waterfront make this a stunning part of the County. The home sits on 4 acres with 400 ft of waterfront. You'll be a short drive from everything you need but miles away from the hustle and bustle of city life. This place is great for couples, small families, nature enthusiasts or anyone looking for a peaceful spot with spectacular sunsets :) License # ST - 2020 - 0067

Top Guest favourite
An outdoor seating area is framed by large glass doors, revealing a serene water view. Comfortable seating is arranged around a central table on a patterned rug, creating a perfect spot for relaxation while taking in the sights of the bay.
Cottage in Prince Edward
4.99 out of 5 average rating, 165 reviews

Peaceful Peninsula. A Private Waterfront Oasis.

Please note summer 2026 (June 20-August 28) is weekly rentals Friday to Friday. Come and unwind on a private peninsula with water surrounding you on 3 sides. Peaceful peninsula is the perfect private, tranquil getaway. A place for mind, body and soul to find rest. NEW! CEDAR BARREL SAUNA with panoramic views, hot tub, seasonal outdoor shower, wood stove, 2 outdoor fire pits and a day bed in the gazebo all provide ample opportunities for relaxation. ST-2020-0226

Guest favourite
An aerial view of a property positioned beside the expansive St. Lawrence River. The vibrant landscape features lush green fields and trees, with autumn colors visible. The layout includes a winding road and buildings, offering a sense of solitude and natural beauty.
Cottage in Gananoque
4.92 out of 5 average rating, 196 reviews

Bunkie on Howe Island

Howe Island Bunkie: Fall is a beautiful time to relax at our private bunkie. You can also kayak, bike, play corn hole game, etc. Cabin sleeps 2 with separate bathroom. Property includes kayaks , peddle boat, firepit (wood provided), cards, board games. Cabin has electricity with BBQ, mini-fridge, microwave, kettle, tea, coffee (Keurig), dishes, bedding provided. Just bring your food, special beverages, and relax. Pets stay free.

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, 344 reviews

The Crows Nest Cozy River Cottage in Kingston

Welcome to The Crows Nest, our cozy waterfront cottage with your own private swimming dock. 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.

Top Guest favourite
A view of the St. Lawrence River showcases a tranquil waterfront scene featuring several mooring buoys resting on a dock. In the distance, a ferry operates under a cloudy sky, with the horizon marked by distant windmills.
Cottage in Kingston
4.97 out of 5 average rating, 262 reviews

Waterfront cottage close to downtown Kingston.

We welcome our guests to our cozy and pet friendly waterfront cottage, Rube's Retreat. Enjoy the beauty of cottage living, very close to City Hall, downtown Kingston. Rube's Retreat is a great place to be, whether it's with your family, friends or a business trip, we have everything you need to make your getaway a most memorable experience.

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