Cottage vacation rentals in Lennox and Addington County

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Top-rated cottage rentals in Lennox and Addington County

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Guest favorite

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, 113 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

Superhost

A charming red wooden house is surrounded by tall trees displaying vibrant fall foliage. A gravel path leads through a carpet of fallen leaves towards the entrance. The home's design includes multiple levels and large windows that reflect the natural colors of the wooded setting.

Cottage in Northbrook

4.85 out of 5 average rating, 168 reviews

The Red Haus, Land O Lakes, ON

Nestled in a large wooded lot, the Redhaus, is a custom built family home. Built entirely out of wood with exquisite craftsmanship, the Redhaus offers a refuge from the otherwise busy life. Low light pollution makes it a perfect place to watch the night skies and proximity to Mazinaw Lake and Bon Echo Provincial Park means you have a lot to explore during the day. Watch beautiful sunsets from the hill on property, enjoy evening BBQ by the firepit or covered Gazebo with a wood burning fireplace.

Top guest favorite

An inviting log house is surrounded by lush greenery and colorful flowers. A charming front facade features large windows and a sloped roof. A relaxed dog rests in the foreground, and a garage is visible to the left, adding to the property’s rustic appeal.

Cottage in Calabogie

4.99 out of 5 average rating, 197 reviews

Black Donald Hidden Haven/Skiing,Golf,Beach nearby

Only a few minutes to several lakes. Hiking and ATV trails accessible from property. Good Road Ride from your doorstep to some of the best snowmobileATV and motocross trails around! Lots of parking 10min car ride to Calabogie Peaks Ski Resort 20min from Calabogie Motorsports Park! Launch your boat at one of the many lakes with public access. Spend the day at the beach only a few min away. Hike to the popular Eagles Nest Spacious, Clean,Cozy Cabin, well equipped. Beautiful fireplace Very quiet

Top guest favorite

The custom-built chalet is surrounded by lush greenery, with a spacious wrap-around deck featuring outdoor seating and an umbrella. Large windows provide ample light, offering views into the natural landscape. The elevated structure is complemented by a gentle slope down to the surrounding wilderness.

Cottage in Westport

4.98 out of 5 average rating, 149 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.

Guest favorite

A modern cottage is set against a backdrop of tall trees, featuring a gravel driveway leading to a wooden deck. The entrance is framed by wooden railings, and large windows reflect natural light, offering a cozy and inviting appearance.

Cottage in Sydenham

4.95 out of 5 average rating, 168 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 favorite

A spacious deck features red Adirondack chairs positioned for lake views, overlooking calm waters at sunset. The horizon captures warm tones, while the reflection on the water creates a serene ambiance. Clear railing allows uninterrupted sightlines of the scenic surroundings.

Cottage in Prince Edward

4.97 out of 5 average rating, 157 reviews

Picton Bay Hideaway

Picton Bay Hideaway is a family owned and operated licensed waterfront bungalow with 2 bedrooms and a walk out basement that can comfortably sleep up to 4 adults plus 2 children. This getaway is ideal for those wanting to slow down, relax and spend quality time with loved ones or for those who are looking for a quiet and peaceful workspace retreat. Whether you are a wine, food, fishing, or a beach goer, there is something for everyone in Prince Edward County (PEC)!

Guest favorite

A two-story cottage is nestled among tall trees, showcasing a wooden exterior. The wrap-around deck is accompanied by steps leading to the front entrance. Lush greenery and large rocks surround the base, indicating a private and tranquil setting.

Cottage in Cloyne

4.92 out of 5 average rating, 118 reviews

Lalaland Cottage: 10-Acres Getaway Across Mazinaw

Welcome to the LaLaLand cottage- our home away from home! A perfect 4 season family retreat across the street from the amazing Mazinaw lake. The cottage is located on a hill with 10 acres of wooded land providing privacy while being on Highway 41 only minutes from Bon Echo Provincial Park for adventure enthusiasts. This 2-bedroom cottage with wrap around deck is the perfect escape from the city to unwind with family and friends surrounded by nature!

Superhost

A spacious living area showcases a cozy L-shaped sectional sofa arranged around a coffee table. The wood-burning fireplace is positioned against a stone wall, while large windows allow natural light. A well-equipped kitchen is visible in the background with wood cabinetry.

Cottage in Sharbot Lake

4.94 out of 5 average rating, 145 reviews

The Aerie : Loft Style Modern Lakefront Cabin

Private open-air studio style modern cottage with large wrap-around deck, picturesque views of the lake and lots of wooded privacy. Ideal place for a couple, small families, painters, writers, yogis and paddle boarders to escape to a serene lake setting with all amenities. The space Summer season booking schedule: Weekly: Sunday-Sunday Weekly: Friday-Friday Weekdays: Sunday-Friday Weekends: Friday-Sunday Check in/out on Fridays and Sundays Only.

Guest favorite

A modern kitchen space is highlighted by light cabinetry and a sleek stone countertop. Pendant lights hang above a dining area with woven chairs. A vase of dried flowers adds texture to the scene, complemented by carefully arranged kitchen essentials.

Cottage in Prince Edward

4.97 out of 5 average rating, 138 reviews

Parkway Lake House: Modern retreat w/ hot tub

Newly renovated along the shores of Lake Ontario, Parkway Lake House is the perfectly secluded modern retreat to step away from everyday life yet feel right at home. Gather around with friends and family and enjoy the laidback luxury. The Parkway Lake House was designed by Tiffany Leigh Design and featured on The Globe and Mail, Country Home and the Haven List! Photo credit: Patrick Biller and Christine Reid

Guest favorite

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

4.86 out of 5 average rating, 165 reviews

Cozy Waterfront Oasis

Three bedroom cottage situated in Buck Bay on the highly desirable Bob's lake. The cottage is private without any neighbours near by, but still close to desirable amenities. This cottage is perfect for family or friends looking to enjoy nature, privacy & pristine waterfront. Enjoy each other's company on the large deck with dinner on the BBQ, finish the night off around the large outdoor fire pit.

Top guest favorite

A spacious living area is enhanced by high ceilings and wooden beams. Large windows allow natural light, while a stone wood stove adds warmth. Comfortable seating includes a gray sofa and two armchairs, accompanied by a small side table and various plants throughout the space.

Cottage in Arden

4.92 out of 5 average rating, 324 reviews

Cranberry Lake Cottage

Perched on a majestic slab of Canadian Shield, this peaceful waterfront cottage is tucked away for absolute privacy off a quiet country road on Cranberry Lake, near Arden. The cottage features a spacious combination living room/kitchen. The space also features 3 bedrooms and a full bathroom off the upper level loft. The bird's nest solarium (accessible via one of the bedrooms), is a great lookout.

Guest favorite

A serene lake scene captures the calm surface reflecting a mix of soft clouds and autumn foliage along the shoreline. Morning fog hovers above the water, creating a tranquil atmosphere, while shades of orange and green are visible on the trees.

Cottage in Sharbot Lake

4.93 out of 5 average rating, 359 reviews

Cottage Chic: Modern Living, rustic setting

This is a quaint cottage on a restful lake. The cottage is newly renovated in a industrial/modern style. Extensive windows provide fantastic views. Open concept allows for easy/relaxing entertaining. There is a private boat launch with small creek that runs through the property. Canoes, kayaks, sailboard and paddle boat come with the rental. Pets are welcome.