Vacation rentals in Lennox and Addington County

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Top-rated vacation rentals in Lennox and Addington County

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

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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, 112 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

LocationFamilyHiking

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

5.0 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

FamilyValueQuiet

Guest favorite

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.

ValueFamilyParks

Top guest favorite

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, 108 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!

ValueFamilyRiver

Top 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, 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!

FamilyLocationOutdoor spaces

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, 107 reviews

Cozy Lake Front Gem!

Cozy hidden gem on beautiful Stoco Lake! Entire house with adorable bunkie, fully equipped kitchen, pool table, bar, hot tub, canoes, kayaks, SUP and stunning views of the lake! Lots of outdoor spaces with plenty of privacy. Waterfront deck and covered patio are amazing for hanging out with family and friends or simply lounging while gazing at the water. Walkout bedroom to lake view deck. Romantic bunkie with ship-lap walls and pine cathedral ceiling. A fishing and boating dream!

LocationValueNearby

Top guest favorite

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, 267 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.

ValueFamilyHeating

Top guest favorite

A comfortable living area features two brown armchairs and a spacious light-colored sectional. A mounted flat-screen television remains positioned above a wooden media console. A round mirror is displayed above a fireplace, contributing to the cozy ambiance of the space.

Home in Kingston

5.0 out of 5 average rating, 228 reviews

The Urban Cottage on Earl

The Urban Cottage on Earl is located in the heart of Kingston's historic Sydenham Ward and is within 2-3 blocks of KGH, Hotel Dieu, Queen's University, Lake Ontario and Kingston's vibrant downtown. Whether you are coming to Kingston for work or play, The Urban Cottage has all the conveniences of a downtown city home coupled with a relaxed cottage feel. After a long day, enjoy the fully enclosed, private backyard oasis complete with hot tub and water feature. LCRL20230000005

LocationFamilyGrill

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

4.95 out of 5 average rating, 196 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)!

ValueLocationView

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

4.86 out of 5 average rating, 111 reviews

Bellevue

Floor-to-ceiling windows grace our cottage, seamlessly merging the interior with the wild outside. The surrounding forest and lake becomes a living mural, inviting nature into the heart of this cozy cottage overlooking a peaceful lake. At night, the windows transform into portals to a starlit canvas. Whether it's the Northern Lights or the local wildlife, this modern cottage ensures that every season and spectacle is a cherished part of your experience.

ValueFamilyLayout

Guest favorite

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, 313 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.

ValueLocationRiver

Top guest favorite

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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