Holiday houses in Island 5

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Top-rated holiday rentals in Island 5

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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

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!

Guest favourite
A serene view of a private retreat is reflected on the calm water. The landscape is adorned with trees showcasing autumn colors, while a cozy cabin is set against the natural backdrop of the Canadian Shield.
Cabin in Battersea
4.86 out of 5 average rating, 203 reviews

The Hideaway: Private waterfront getaway

Looking for a therapeutic retreat? Clear your mind as you breathe in the clean air and watch the swans swim by. Cozy, newly renovated cabin with loft on Milburn Bay which leads to the Rideau. Canoe, life jackets, wood stove, electricity, AC,BBQ, WIFI and parking for one vehicle. Three occupants only, number to be confirmed when booking. Bring your own drinking water, bedding, pillows and slippers. New indoor composting toilet. Please read entire listing. No pets, please.

Guest favourite
A cozy sleeping area is highlighted by a spacious bed covered with a light blue blanket. Natural light enters through large windows adorned with tied-back curtains, revealing a view of a green outdoor space. A piece of contemporary wall art adds a colorful touch.
Guest suite in Kingston
4.81 out of 5 average rating, 245 reviews

Private Suite near Skeleton Park

Sunny private suite 700 m from the downtown hub with separate entrance & 3-piece bath overlooking back courtyard. Entire space & amenities in ONE ROOM. FREE 2nd guest FREE high-speed wifi FREE coffee & teas FREE filtered water FREE street parking (except Dec–Feb inclusive) No special cleaning by guests. Walk ~1 km to hospitals & grocery or take-out. Sit in the private sunny courtyard & train chickadees to eat from your hand. No house access. City STR license # LCRL20210000518

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, 226 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!

Guest favourite
Home in South Frontenac
4.98 out of 5 average rating, 129 reviews

The Lakeview cottage

Our cottage is the perfect place to relax with family or a few friends, and enjoy the peace and quiet surrounded by beautiful scenery. It is very private and you will have the entire property and cottage to yourself. it’s the perfect peaceful hideaway. The cottage is warm and cozy with gorgeous views of cranberry lake Our place is Great for nature walks, biking, swimming and enjoying the outdoors. Also for fishing/ice fishing and snowmobiling trails are close by.

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, 403 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.

Top Guest favourite
An outdoor firepit area is featured, surrounded by a circular stone border. Two wooden benches are positioned on either side of the firepit, providing seating for guests. Lush greenery and shrubs are visible in the background, contributing to the tranquil setting.
Guest suite in Gananoque
4.93 out of 5 average rating, 216 reviews

Sheri's Place

Your home away from home is a short drive from downtown Gananoque situated on a 6 acre private property. We are approx. 5 minutes from Downtown Gananoque and 25 minutes from Downtown Kingston. Private entrance to ensure personal private space. Our space is not designed for more than 2 guests. Please Note: We have had a name change to match our reviews we were Country Retreat, now we are 'Sheri's Place' welcome to your home away from home.

Top Guest favourite
A well-lit deck is featured, showcasing a hot tub surrounded by snow. Soft lighting enhances the wooden exterior of the cabin, while large windows offer a view inside. Snow blankets the ground, creating a serene winter scene inviting relaxation.
Cabin in Verona
4.97 out of 5 average rating, 113 reviews

Place: Bright and Cozy Woodland Retreat

Custom-built year-round retreat in the Frontenac Arch, nestled in the woods—private, quiet, and steps to the lake for canoeing or SUP adventures. Relax on the deck under the stars or soak in the hot tub after a day of adventure. Enjoy vaulted ceilings, soaring windows, a wood stove, outdoor fire pit, custom kitchen, heated floors, rain shower, clawfoot tub, and a bright open layout. 25 mins to Frontenac Provincial Park and 40 mins to Kingston.

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, 197 reviews

Bunkie on Howe Island

Howe Island Bunkie: Come and relax near the Thousand Isands on the St Lawrence River in a private bunkie. Cabin sleeps 2 with separate bathroom. Property includes kayaks , peddle boat, firepit (wood provided), corn-hole game, cards, board games. Cabin has electricity, heater, mini-fridge, microwave, kettle, tea, coffee (Keurig), dishes, bedding provided and propane BBQ. Just bring your food, special beverages, and relax. Pets stay free.

Popular amenities for Island 5 holiday rentals

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