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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
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, 216 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
The exterior of the cottage is viewed at sunset, with warm light spilling from the windows. The wooden deck leads to the lake, surrounded by tall trees. A serene lakeside scene is highlighted, showcasing the tranquil atmosphere of the private setting.
Cottage in Enterprise
4.86 out of 5 average rating, 138 reviews

SAUNA + Spacious + Chic + Lakeside dream cottage

Warm up in the sauna! Get cozy by the fireplace! Rekindle romance under the bright stars! Hang with friends by the lakeside fire fit! Hike with your dogs! This much-loved 4-season cottage on a quiet private lake is spacious and chic, with upscale furnishings, a fireplace, and NEW SAUNA! Spectacular views, sunsets and stargazing — it's the ultimate Canadian cottage experience. It's even BETTER in the fall and winter. Listen for ice freezing! It's an incredible experience. Easy to find w/GPS

Top guest favourite
A custom-built chalet is prominently displayed, elevated on a wooden deck surrounded by snow-covered terrain. The building features large windows and yellow siding, complemented by decorative accents on the front. A cozy seating area is visible on the deck, inviting relaxation amid the winter scenery.
Cottage in Westport
4.97 out of 5 average rating, 160 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 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
4.95 out of 5 average rating, 182 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
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

Top guest favourite
A serene lakeside view showcases a charming cottage with a large deck and a spacious dock. Two stand-up paddle boards rest on the water beside the dock, while adirondack chairs provide a relaxing seating area with scenic views of the surroundings.
Cottage in Verona
4.91 out of 5 average rating, 103 reviews

Birdhouse cottage right on the lake

Charming, renovated 1940s cottage on Howes Lake - 25 minutes north of the 401. Main cottage has a large deck and open kitchen/dining/living room with two bedrooms. Access to the 3-piece bath through master bedroom. Bunkie (when booking 5+ guests, extra charge) is bright and open with a double bed, couch- no heat. Water is great for swimming, fishing & boating. Three stand up paddle boards are provided seasonally. Only 3km from Verona with LCBO/Beer/ Grocery store etc. No wifi, no pets.

Superhost
An outdoor fire pit is surrounded by several wooden chairs, set against a backdrop of a serene lake and wooded hills. The sky is painted with soft clouds at dusk, creating a tranquil atmosphere for gatherings by the water.
Cottage in North Frontenac
4.89 out of 5 average rating, 132 reviews

Cottage Escape – Hot Tub, Stargazing & Serenity

Looking to escape the hustle & bustle of everyday life? The Cave offers a secluded & private getaway on the beautiful Georgia Lake. We are a 4 bedroom, 2.5 bathroom & 9 bed cottage functional all year round. We are 15 min. from Bon Echo park, 20 min. from Malcolm lake which has amazing ice fishing and less than 2 min. from Marble Lake Public beach. We have kayaks, a canoe, a hot tub & an outdoor fire pit. Wifi but no cell service. If you’re looking for a place to unplug, book The Cave!

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, 168 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, 129 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 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
4.92 out of 5 average rating, 158 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 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, 150 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

Top guest favourite
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, 336 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.

Popular amenities for cottage rentals in Lennox and Addington County

KitchenWifiPoolFree parking on premisesAir conditioning

Cottage rentals with a hot tub

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, 182 reviews

The Red Haus, Land O Lakes, ON

Superhost
A dining area features a large white table surrounded by black wire chairs. Sunlight streams through tall windows, offering views of leafy trees and water in the background. A pendant light hangs above the table, providing a warm ambiance.
Cottage in Greater Napanee
4.82 out of 5 average rating, 71 reviews

Designer Comfort in a Country Home!

Guest favourite
The cottage features a log exterior with a vivid red metal roof, surrounded by greenery. A wooden deck welcomes guests at the entrance, and multiple windows allow natural light to illuminate the interior spaces.
Cottage in Arden
4.78 out of 5 average rating, 32 reviews

Log Cabin at Springwood Cottage Resort

Guest favourite
A modern cottage exterior is framed by large floor-to-ceiling windows, offering views of the surrounding forest. The structure features a wooden deck and is set against a pathway lined with smooth stones, leading to a series of outdoor steps.
Cottage in North Frontenac
4.92 out of 5 average rating, 75 reviews

Bellevue

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, 98 reviews

3 BR Lakefront Beach Retreat; Hot Tub, Fire Pits!

Superhost
An open-concept living area features large glass doors that invite natural light and offer a view of the lake. A sleek, white sofa with a black and white striped rug is complemented by a unique modern fireplace. Bright decor and a ceiling fan enhance the airy atmosphere.
Cottage in South Frontenac
4.83 out of 5 average rating, 23 reviews

honeymoon cottage, view, lakefront, hot tub, FP

Top guest favourite
A hot tub designed for up to seven guests is positioned outdoors, featuring jets and a clear view of the surrounding greenery and waterfront. Ambient lighting enhances the relaxation space, while the lake is visible in the distance, providing a tranquil backdrop.
Cottage in Gilmour
4.91 out of 5 average rating, 106 reviews

Waterfront-Pet Friendly-HotTub-Firepit-BBQ

Top guest favourite
Two vibrant red adirondack chairs are positioned by the water's edge, offering a view of the serene lake at sunset. The sky displays hues of orange and pink, reflecting off the water's surface. A rustic round table sits nearby, surrounded by log seating.
Cottage in Tweed
4.99 out of 5 average rating, 96 reviews

Cozy Lake Front Gem!

Pet-friendly cottage rentals

Guest favourite
A wooden dock extends over calm waters, featuring a sheltered platform with a ladder. Surrounding trees provide a natural backdrop, enhancing the sense of seclusion. The clear sky reflects on the lake’s surface, creating a serene atmosphere ideal for relaxation and enjoying the outdoors.
Cottage in Arden
4.94 out of 5 average rating, 16 reviews

Kennebec Escapes - Lake View

Guest favourite
The cottage is surrounded by lush greenery, featuring a welcoming entrance and spacious exterior. The structure showcases a modern design with a distinctive peaked roof and large windows. A scenic view of the lake is visible through the trees, enhancing the tranquil atmosphere.
Cottage in Ompah
5 out of 5 average rating, 10 reviews

Calabogie Retreat on Norcan Lake

Top guest favourite
An aerial view of the cottage is presented, surrounded by lush greenery and trees. The property is positioned near the edge of Lake Mazinaw, with the tranquil water visible in the background. A road runs alongside the forested area, providing access to the retreat.
Cottage in Cloyne
5 out of 5 average rating, 9 reviews

Cottage near Bon Echo with a dock on Mazinaw Lake

Guest favourite
The exterior of Ash Row Estate is highlighted, featuring a historic Victorian house with a red brick facade. Lush green grass surrounds the property, framed by tall trees. A welcoming path leads to the entrance, and the expansive sky showcases scattered clouds.
Cottage in Ameliasburgh
4.84 out of 5 average rating, 166 reviews

Gorgeous Victorian Farmhouse Minutes From Wineries

Top guest favourite
An aerial view showcases a waterfront property surrounded by trees. A spacious cottage with a slate roof is visible at the top of a gentle slope, with a grassy area for outdoor activities. A wooden dock extends into the water, featuring red chairs and kayaks.
Cottage in Ompah
4.93 out of 5 average rating, 40 reviews

Private, 4 bedroom, lake front all season cottage

Guest favourite
Cottage in Prince Edward
4.98 out of 5 average rating, 137 reviews

Cozy Schoolhouse PEC – HOT TUB Coming soon!

Top guest favourite
The exterior of a cottage is showcased under a colorful sunset, with warm hues reflecting off the building. A spacious covered porch features comfortable seating and a dining area, surrounded by lush green grass and a serene landscape.
Cottage in Wolfe Island
5 out of 5 average rating, 28 reviews

Cozy Retreat with Sauna and Stunning Views

Guest favourite
A peaceful view of a cozy cabin nestled among lush green trees, reflecting in the calm waters of the Moira River. The natural setting features a blend of greenery and water, providing a serene escape from daily life.
Cottage in Tweed
4.75 out of 5 average rating, 61 reviews

Oasis on the river!

Private cottage rentals

Top guest favourite
Cottage in McDonalds Corners
4.97 out of 5 average rating, 29 reviews

Waterfront Cottage

Top guest favourite
A cottage is nestled among tall grass and wildflowers under a vast sky, reflecting warm tones from the setting sun. The surrounding greenery complements the serene landscape, with trees visible in the distance, enhancing the tranquil atmosphere of the countryside.
Cottage in Wolfe Island
4.94 out of 5 average rating, 17 reviews

Sandra's Wee House on Simcoe Island

Guest favourite
A serene lake view is presented at sunset, with vibrant hues of orange, pink, and purple reflecting on the water's surface. A silhouette of a tree branch extends across the foreground, adding natural framing to the picturesque scene.
Cottage in South Frontenac
4.92 out of 5 average rating, 64 reviews

Cheerful Waterfront Cottage on Howes Lake

Guest favourite
A wooden deck extends towards the water, lined by trees providing shade. A seating area with benches overlooks the serene lake, while a fire pit sits on a grassy patch, inviting relaxation. The expansive water and distant shoreline create a peaceful outdoor setting.
Cottage in Greater Napanee
4.82 out of 5 average rating, 62 reviews

Unger Island Paradise

Guest favourite
The exterior view of a cottage is shown, with a long, light-colored structure featuring multiple entrances and white railings. A gravel driveway leads up to the cottage, surrounded by natural foliage. A vehicle is parked nearby, and the scene captures the peaceful rural setting.
Cottage in Cloyne
4.82 out of 5 average rating, 99 reviews

Trail End Cottage in 8 acre land

Top guest favourite
Two red Adirondack chairs are positioned near a small fire pit, overlooking a serene lake. A swimming raft is visible on the water, with lush greenery lining the shore in the background. Picnic tables are placed nearby on the grassy area.
Cottage in Palmer Rapids
4.99 out of 5 average rating, 79 reviews

Country Lakefront Suite (Kayaks & Starlink)

Top guest favourite
A person is seen fishing from a wooden dock, with a tranquil lake reflecting the colorful sky at sunset. In the background, another individual is kayaking on the still water, creating a serene scene.
Cottage in Greater Napanee
4.93 out of 5 average rating, 96 reviews

Waterfront With Spectacular Sunsets On Long Reach

Top guest favourite
A light-filled living area features pine wood walls and flooring, creating a cozy atmosphere. The space includes a comfortable chair, a coffee table, and a dining table with chairs. Sliding glass doors provide views of the deck and surrounding trees.
Cottage in Cloyne
4.95 out of 5 average rating, 22 reviews

Relaxing lakeside retreat

Destinations to explore