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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, 226 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, 142 reviews

SAUNA Winter Wonderland + Elegant + Spacious

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 favourite
Cottage in Prince Edward
4.98 out of 5 average rating, 138 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 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, 316 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.

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, 189 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, 106 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
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, 135 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, 172 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, 135 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, 204 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.

Popular amenities for cottage rentals in Lennox and Addington County

KitchenWifiPoolFree parking on premisesAir conditioning

Cottage rentals with a hot tub

Guest favourite
A serene view of a cottage located on the shore of the Moira River, featuring a Canadian flag prominently displayed. Lush trees surround the property, and several green chairs are visible on the deck. The calm water reflects the natural beauty of the setting.
Cottage in Tweed
4.81 out of 5 average rating, 72 reviews

Beautiful 3 bedroom waterfront cottage w/ 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
4.83 out of 5 average rating, 191 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, 74 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
4.9 out of 5 average rating, 83 reviews

Bellevue

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, 107 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, 98 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
A modern outdoor space features a hot tub adjacent to a wooden deck, surrounded by lush greenery. The expansive glass doors of the cottage provide a connection to the indoor kitchen and lounge area, while seating arrangements invite relaxation.
Cottage in Prince Edward
4.98 out of 5 average rating, 40 reviews

Waterfront living on Beautiful Bay of Quinte

Top guest favourite
Cottage in Lanark
4.92 out of 5 average rating, 93 reviews

Maple Bend Cottages - Charming Wood Cottage

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

Superhost
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
4.82 out of 5 average rating, 169 reviews

Gorgeous Victorian Farmhouse Minutes From Wineries

Top guest favourite
Cottage in North Frontenac
5 out of 5 average rating, 75 reviews

Lakeside Winter Cottage-Cozy Fireside/Ice Fishing

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, 42 reviews

Private, 4 bedroom, lake front all season cottage

Guest favourite
The exterior of a quaint blue cabin is shown, surrounded by trees. A wooden staircase leads to the front door, while a chimney rises from the roof. The serene lake is visible in the background, framed by the natural landscape.
Cottage in Lanark
4.73 out of 5 average rating, 70 reviews

Cabin 5 The Blue Cabin

Private cottage rentals

Top guest favourite
A bright living space features a cozy seating area with plush chairs and a soft sofa, alongside a wooden dining table surrounded by black chairs. Natural light filters through the window, enhancing the light, neutral tones of the decor and creating an inviting atmosphere.
Cottage in Parham
5 out of 5 average rating, 18 reviews

Eagle Lake, Central Frontenac

Top guest favourite
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, 25 reviews

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

Guest favourite
A cozy bedroom is furnished with a queen bed adorned with decorative pillows and a throw blanket. Wall-mounted lights provide illumination, while a wall hanging adds a touch of decor. A small nightstand stands beside the bed, enhancing the room's functionality.
Cottage in Deseronto
4.98 out of 5 average rating, 91 reviews

Cheerful 2 Bedroom Cottage for Family & Fishermen

Top guest favourite
A serene lakeside view showcases a cottage nestled among tall trees. The clear water reflects the blue sky and surrounding greenery. A sandy beach area leads to the water, with a dock visible in the foreground, inviting leisurely outdoor activities.
Cottage in North Frontenac
5 out of 5 average rating, 59 reviews

Canadiana Lakefront: Booking Winter/Summer 2026

Top guest favourite
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

Top guest favourite
An expansive deck with wooden flooring is surrounded by tall trees, offering serene views of the lake. Comfortable seating arrangements include two patterned chairs and a small table, creating an inviting outdoor space. A barbecue grill is positioned nearby, ideal for al fresco dining.
Cottage in Tweed
5 out of 5 average rating, 38 reviews

Luxury Lakefront Escape The Rock Cottage

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

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)

Destinations to explore