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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

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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, 125 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, 240 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 outdoor patio features cozy seating arranged around a fire pit, with gentle lighting from strung bulbs. A view of the lake and sunset is visible in the background, framed by trees. Comfortable seating options encourage relaxation and enjoyment of the setting.
Cottage in Prince Edward
4.98 out of 5 average rating, 103 reviews

Waterfront Casa in wine County w/SAUNA and HOT TUB

Escape to this beautifully updated lakefront home on 170ft of private shoreline in beautiful Prince Edward County. Enjoy our new panoramic view sauna, hot tub and outdoor shower. This relaxing getaway is located on the Bay of Quinte, just 2hrs east of Toronto. A 30 min drive to Sandbanks, 20 mins to Picton/Wellington. Close to many wineries and breweries. Large yard space makes this an ideal home for groups, couples and families looking for postcard views and private spa amenities. ST-2023-0002

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, 194 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.

Guest favourite
A cozy living area features an orange sofa and a dark sectional couch, adorned with patterned throw pillows. Large windows allow natural light to fill the space, complemented by indoor plants. A round coffee table is centered on a decorative rug, with a comfortable armchair nearby.
Cottage in Prince Edward
4.92 out of 5 average rating, 371 reviews

The Here & Now

The perfect PEC getaway. This 4 season cottage is great for anyone looking to unwind and relax in the peace and quiet of the County while enjoying the awesome views, wineries and restaurants in the area. Our property offers panoramic views of a bay and a private water access retreat. We are 15-30 min away from a variety of wineries, breweries, cider houses. Please note that this is an older house. It’s not perfect and isn’t a hotel. The stairs down to the lake aren’t usable during the winter.

Top guest favourite
A rustic cottage, nestled among tall trees, is approached by a set of wooden stairs that lead up from the rocky terrain. Large windows dominate the front facade, providing views of the natural surroundings.
Cottage in Sharbot Lake
4.99 out of 5 average rating, 259 reviews

Summer by the Water

Pull on a sweater & enjoy the crisp autumn air around the crackling outdoor fire. Sitting amidst tall pines with it's huge windows overlooking the open lake, you'll often see our playful otters. Sit by the fireplace to enjoy the breakfast basket delivered on your first morning. Situated on the road into the Village of Sharbot Lake, Windswept Cottage offers the perfect combination of privacy and town convenience. Check out our 2nd cottage on the property - Windsong Cottage on Airbnb. No pets.

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
4.95 out of 5 average rating, 111 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!

Superhost
A cottage is surrounded by lush green grass and colorful flowers. The building features a dark exterior with a light accent. A wooden seating area is positioned on a stone patio, offering a welcoming space to relax outdoors.
Cottage in Prince Edward, ON
4.79 out of 5 average rating, 102 reviews

Layla’s Hideaway

Whether you are sipping coffee on the dock, eating a meal out back, or paddling along the bay, you are going to love being here. Ideally located on a quiet Lane, our place is surrounded by nature and your very own private lake front. Come enjoy a family vacation or a friends gateway. The Bay of Quinte is famous for it's world class fishing. The county is home to over 40 wineries and many breweries. There is something for everyone in The Pec. STA #2024-0188 R1

Guest favourite
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!

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, 215 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
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, 235 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.

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