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

FamilyValueOutdoor spaces

Top Guest favourite
A large outdoor pool is visible, featuring a vibrant pink float shaped like a flamingo. Comfortable loungers with striped cushions are placed nearby, and a circular canopy lounge with bright pillows can be seen in the background, surrounded by lush greenery and trees.
Bungalow in Prince Edward
4.97 out of 5 average rating, 134 reviews

Beautiful Relaxing Getaway With Sauna&Private Pool

WOODLANDS If you are looking for total privacy in the heart of the County, you have found it! Woodlands offers you almost 4 acres of land, beautiful bungalow with 2000sq feet of living space upstairs, 2000sq feet of a walkout basement, and a large outdoor pool. Please inquire about pets prior to booking. Only non shedding dogs up to 40 lbs are allowed. Please note that the pet fee applies to each pet. We do not accept cats due to allergies.Thank you for your understanding STA LIC ST-022-0160

FamilyValueDecor

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.

LocationFamilyBathroom

Top Guest favourite
The modern cabin is illuminated at dusk, showcasing its striking design with a sloped roof and large windows. Surrounded by trees, the structure features warm lighting that highlights its architectural details while seamlessly blending into the natural landscape.
Cabin in South Frontenac
4.96 out of 5 average rating, 192 reviews

Black Oak Lodge - Private Lake Views + Sauna

Part of the Enhabit collection, Black Oak Lodge is situated on top of 100 foot tall granite escarpment. It's a modern waterfront property, professionally designed and architected to be more than the traditional cottage. Relax in complete privacy on your own 50 acre private estate surrounded by nature as you enjoyย hotel-style amenities and Endy mattresses in every bedroom. Enjoy thousands of feet of private shoreline on the deep, clean waters of Canoe Lake. Sadly, we cannot accommodate weddings.

LocationFamilyBiking

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!

ValueLocationHiking

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, 124 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!

LocationFamilyComfort

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.

FamilyValueLayout

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
4.85 out of 5 average rating, 110 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.

FamilyValueBackyard

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.

ValueLocationParks

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
4.98 out of 5 average rating, 172 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

LocationFamilyQuiet

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.

LocationFamilyHospitality

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.

ValueFamilyBackyard

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