Holiday houses in Lennox and Addington County

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Top-rated holiday rentals in Lennox and Addington County

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

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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, 111 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

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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
5.0 out of 5 average rating, 261 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

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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
4.92 out of 5 average rating, 332 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.

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Top Guest favourite
An aerial view captures a spacious waterfront area featuring a gray concrete patio. Bright red outdoor chairs surround a fire pit on the grass, while a sauna is positioned nearby. The cozy retreat is nestled among trees, with direct access to the water.
Home in Bath
4.93 out of 5 average rating, 107 reviews

Lakefront with Sauna & Trails

Escape to our serene Lake Ontario retreat, nestled on a gated property with westward views. Enjoy a sauna, indoor fireplace, and outdoor fire pit. Features three bedrooms, two bathrooms, a fully-equipped kitchen with modern appliances, high-speed FIBE internet, and a 50" TV. Located at the quiet end of a cul-de-sac, just 15 minutes from Kingston and steps from walking trails. Ideal for a romantic getaway or a family vacation, sleeps up to 8 with plenty of parking. Your lakeside oasis awaits!

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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, 126 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!

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Top Guest favourite
A cozy living area is highlighted by wooden beam ceilings and a stone fireplace. Comfortable seating includes a leather sofa and chairs, arranged around a coffee table. A large television is mounted above the fireplace, and natural light filters through expansive windows.
Chalet in Tamworth
4.96 out of 5 average rating, 266 reviews

Waterfront Lodge Retreat w/ Hot Tub

Situated on the Salmon River this private newly custom built lodge features wooden beam ceilings on the main floor giving it a warm & cozy feeling. A short drive to local beaches and provincial parks. Enjoy the landscape out back around the fire pit overlooking the river. Lounge in the hot tub overlooking the river and stargaze at night. Truly a getaway in nature to unwind & reconnect with friends and family. LCBO, bakery, diner, pharmacy & grocery store all within 5 minutes drive.

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Superhost
A geodesic dome structure is illuminated at dusk, featuring large windows that provide views of the wooded surroundings. A wooden deck extends from the entryway, leading into a peaceful natural setting.
Dome in North Frontenac
4.75 out of 5 average rating, 105 reviews

The Nest at Bellevue

Escape to our secluded dome in the woods, offering unparalleled lake views. Relax in our cozy retreat with a king-sized bed, fully equipped kitchen, and modern bathroom. Outside, enjoy the cozy hot tub or navigate a staircase to the lake's private seating area and dock. At night, savor the lakeside propane fire pit, watch a movie on the projector from your plush bed, or gaze at the stars through the dome's large porthole. Immerse yourself in nature's tranquility and cosmic beauty.

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Top Guest favourite
A treehouse sits elevated beside a gently flowing river, surrounded by lush greenery. Stairs lead to the entrance, while the water's smooth surface reflects the vibrant hues of the trees above, creating a serene atmosphere within nature.
Treehouse in Tweed
4.96 out of 5 average rating, 308 reviews

Off-Grid Tree Canopy Retreat

Escape to this private off-grid retreat, nestled high in the trees overlooking the natural beauty of the Moira River. This elevated nature shelter provides a cozy, rustic space for guests seeking solitude, adventure, or a peaceful getaway. This is a multi-use nature retreat designed to provide shelter and relaxation in a secluded setting. Guests are welcome to rest and recharge in the space, enjoying the warmth of the wood stove while taking in the peaceful surroundings.

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Guest favourite
The exterior of a cabin is presented, showcasing wooden siding adorned with climbing greenery. Large windows allow natural light to enter, with flower boxes situated beneath them. The structure is framed by trees, creating a harmonious blend with the natural surroundings.
Cabin in Verona
4.96 out of 5 average rating, 149 reviews

Place: Bright and Cozy Woodland Retreat

Custom-built year-round retreat in the Frontenac Arch, nestled in the woods—private, quiet, and steps to the lake for canoeing or SUP adventures. Relax on the deck under the stars or soak in the hot tub after a day of adventure. Enjoy vaulted ceilings, soaring windows, a wood stove, outdoor fire pit, custom kitchen, heated floors, rain shower, clawfoot tub, and a bright open layout. 25 mins to Frontenac Provincial Park and 40 mins to Kingston.

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Guest favourite
The charming exterior of a converted church is presented, showcasing a striking red brick facade and a steeply pitched roof. Tall trees and lush greenery surround the building, adding to the serene setting. A welcoming entrance with a dark door and steps leads to the front.
Home in Prince Edward County
4.96 out of 5 average rating, 312 reviews

The Prince Edward County Church, A Unique Escape

Stunning 1888 converted church in Prince Edward County on a private 2.3-acre waterfront property backing onto the Bay of Quinte. This one-of-a-kind stay blends soaring ceilings and historic charm with modern luxury. Sleeps 8 adults with 4 bedrooms, lake views, direct waterfront access, high-speed WiFi, Sonos, fireplaces, kayaks, and more. Featured in Forbes, House & Home & Cottage Life with over 300 guest reviews.

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Top Guest favourite
Cottage in Arden
4.93 out of 5 average rating, 360 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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Top Guest favourite
A serene lake scene captures the calm surface reflecting a mix of soft clouds and autumn foliage along the shoreline. Morning fog hovers above the water, creating a tranquil atmosphere, while shades of orange and green are visible on the trees.
Cottage in Sharbot Lake
4.93 out of 5 average rating, 391 reviews

Cottage Chic: Modern Living, rustic setting

This is a quaint cottage on a restful lake. The cottage is newly renovated in a industrial/modern style. Extensive windows provide fantastic views. Open concept allows for easy/relaxing entertaining. There is a private boat launch with small creek that runs through the property. Canoes, kayaks, sailboard and paddle boat come with the rental. Pets are welcome.

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Popular amenities for Lennox and Addington County holiday rentals

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