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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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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
5 out of 5 average rating, 215 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 favorite
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

Guest favorite
Cottage in Prince Edward
4.98 out of 5 average rating, 136 reviews

Cozy Schoolhouse PEC – HOT TUB Coming soon!

HOT TUB COMING SOON - Installation in progress! We are excited to add a hot tub to the Schoolhouse. If you are booking for winter and want to confirm - please message us! Cozy up in front of the wood burning stove this fall and winter and experience a unique stay at The Schoolhouse in picturesque Prince Edward County. Dating back to 1875, this historic gem has been meticulously restored to blend its original charm with modern comforts, offering a memorable retreat for all guests and families.

Top guest favorite
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 favorite
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.

Top guest favorite
A dining area is shown with a wooden table set for five, featuring teal dishware and sparkling glassware. Above, a chandelier adds soft lighting. In the background, a cozy living space includes a dark sofa and a stone fireplace, providing a warm focal point.
Cottage in Greater Napanee
4.97 out of 5 average rating, 116 reviews

Hay Bay waterfront retreat Joyce’s cottage

New water filtration system + Best fishing spot ! Welcome to Joyce's cottage, a renovated modern waterfront cottage in the quiet Hay Bay area. Perfect for a family reunion. This cottage offers beddings, high quality hotel standard mattresses and stainless steel kitchen appliances. Enjoy this charming and peaceful cottage nestled on 3 acres of land. Take in the amazing lake views from every windows and a renowned fishing spot steps from the dock. The sunrise, sunset and night sky are incredible.

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 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
4.96 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 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
4.91 out of 5 average rating, 128 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 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, 195 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 favorite
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 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, 149 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

Popular amenities for Lennox and Addington County cottage rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Cottage rentals with a hot tub

Guest favorite
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

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

Guest favorite
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, 74 reviews

Bellevue

Guest favorite
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 favorite
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, 95 reviews

Waterfront Casa in wine County w/SAUNA and HOT TUB

Top guest favorite
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 favorite
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, 95 reviews

Cozy Lake Front Gem!

Pet-friendly cottage rentals

Guest favorite
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 favorite
Cottage in Sydenham Lake
4.89 out of 5 average rating, 98 reviews

Stunning cliffside cottage, near Kingston

Superhost
A single-story bungalow is presented with a modern design, featuring a light-brick facade and a dark, sloped metal roof. The entrance is framed by two large windows, and the surrounding area is characterized by lush green grass and trees in the background.
Cottage in Kaladar
4.8 out of 5 average rating, 35 reviews

Cheerful 2 Bedroom Cottage With Free Parking

Top guest favorite
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 favorite
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 favorite
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

Top guest favorite
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

Guest favorite
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 favorite
A contemporary cottage is nestled among trees, displaying a welcoming facade with a combination of white siding and a stone foundation. A wooden staircase leads to the entrance, framed by well-maintained landscaping and natural greenery.
Cottage in Tichborne
5 out of 5 average rating, 23 reviews

Modern home w lake access, Wi-Fi, family amenities

Top guest favorite
A charming wooden sauna stands surrounded by a snowy landscape, with tall trees in the background. Two weathered chairs are positioned near the entrance, creating a cozy spot for relaxation. The sunlight filters through the trees, casting a serene light over the tranquil setting.
Cottage in Ompah
4.97 out of 5 average rating, 78 reviews

Waterfront Cottage with Wood Burning Sauna

Superhost
A firepit is surrounded by four red Adirondack chairs, set on lush green grass. In the background, a wooden cottage is visible, featuring a deck with red umbrellas. The scene is framed by trees and natural landscaping, creating a serene outdoor space.
Cottage in Yarker
4.78 out of 5 average rating, 65 reviews

Cozy lakeside cottage-breathtaking views & fishing

Guest favorite
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

Top guest favorite
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 favorite
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 favorite
A charming cottage is surrounded by lush greenery, featuring a vibrant red roof. A stone pathway leads to the entrance, where a welcoming porch is visible. Nearby, a flower garden adds color, while the serene lake can be seen in the background, framed by trees.
Cottage in Sharbot Lake
4.92 out of 5 average rating, 49 reviews

Dreamnest- Lake Cottage of Your Dreams!!

Superhost
A spacious living area features two comfortable sofas positioned around a modern coffee table with a small plant. An open kitchen includes stainless steel appliances and a large island with bar seating, illuminated by soft overhead lighting.
Cottage in Maberly
4.84 out of 5 average rating, 73 reviews

Country retreat - cottage on bobs lake

Destinations to explore