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Cottage holiday rentals in Lennox and Addington County

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Top-rated cottage rentals in Lennox and Addington County

Guests agree: these cottages are highly rated for location, cleanliness and more.

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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, 123 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

Top guest favourite
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
5 out of 5 average rating, 233 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 Dirtbike 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 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, 318 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.

Top 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, 192 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 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, 109 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!

Top guest favourite
A fire table is centered on a wooden deck, surrounded by vibrant autumn foliage. A comfortable chair with a patterned cushion is positioned beside the table, inviting relaxation. The tranquil waters of the Bay of Quinte are visible in the background under a clear sky.
Cottage in Prince Edward
4.95 out of 5 average rating, 210 reviews

Desta, A perfect home base to explore the County.

A quaint, and private getaway for those looking to unwind and recharge all four seasons. Enjoy views of the Bay of Quinte from your deck while sitting by the fire table, the front deck or the living room. Conveniently located a short drive from downtown Picton, Sandbanks Provincial Park & surrounding wineries. Minutes away from Lake on the Mountain and it's delightful restaurants. You will find Desta conveniently located to take full advantage of all that Prince Edward County has

Top guest favourite
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
4.96 out of 5 average rating, 173 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 favourite
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
4.91 out of 5 average rating, 137 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!

Top 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, 208 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.

Guest favourite
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
4.93 out of 5 average rating, 161 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.

Top guest favourite
A modern cottage is situated on a lush, green lakeside, featuring a spacious deck with red patio chairs. The structure is surrounded by trees, providing a natural setting. A gravel pathway leads from the water to the cottage entrance.
Cottage in Madoc
4.93 out of 5 average rating, 231 reviews

Thompson Cottages – Cottage #2 – Moira Lake

This brand new, 1050sqft, beautiful lakefront cottage on Moira Lake is one of three cottages on 1.2 acres. Close to all amenities in Madoc ( 5 min away). Moira Lake is 2 hours from Toronto. Get back to nature - fresh air, sunshine, enjoy the beauty of winter wonderland, snow shoeing, x-Country skiing, ice fishing. The cottage is perfect for couples and families (with kids) and for the avid fisherman. It's also great for a Girls Weekend Away.

Top guest favourite
The spacious living area features cozy seating arrangements, including two armchairs and a coffee table, with a TV mounted on the wall. The wooden ceiling adds warmth to the room, while large windows provide natural light. A stone fireplace is situated on the right.
Cottage in Arden
4.92 out of 5 average rating, 344 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.

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