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, 238 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
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, 102 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

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, 318 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.

Top 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, 194 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
Cottage in Sydenham Lake
4.89 out of 5 average rating, 102 reviews

Stunning cliffside cottage, near Kingston

A true lakefront retreat. Great swimming & fishing, foodie’s kitchen, king size bed, outdoor & indoor games. Secluded, but good road, 25km to Kingston. Perfect to work from home. Bell fibe internet. Close to ATV &snowmobile trails &FRONTENAC Prov. Park. X-country ski, Cataraqui Trail. Ice fishing. Bird & deer watching. Great boating. Perfect for entertaining. Spacious common space, Weber BBQ, 5 outdoor areas to enjoy. 1 acre of property, variety of birds&wildlife. GENERATOR if power outage.

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, 109 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
4.88 out of 5 average rating, 139 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 fire table is centered on a wooden deck, surrounded by vibrant autumn foliage. A comfortable chair with a patterned cushion is positioned beside the table, inviting relaxation. The tranquil waters of the Bay of Quinte are visible in the background under a clear sky.
Cottage in Prince Edward
4.95 out of 5 average rating, 210 reviews

Desta, A perfect home base to explore the County.

A quaint, and private getaway for those looking to unwind and recharge all four seasons. Enjoy views of the Bay of Quinte from your deck while sitting by the fire table, the front deck or the living room. Conveniently located a short drive from downtown Picton, Sandbanks Provincial Park & surrounding wineries. Minutes away from Lake on the Mountain and it's delightful restaurants. You will find Desta conveniently located to take full advantage of all that Prince Edward County has

Top guest favourite
A private wooden dock extends over calm waters, providing two adirondack chairs facing the serene landscape. Reflections of clouds and trees are visible on the water's surface, creating a tranquil atmosphere surrounded by nature.
Cottage in Greater Napanee
4.98 out of 5 average rating, 125 reviews

Waterfront Cottage with Hottub+Sauna+Firepit!

Cozy Cottage life on the Water - Perfect for families with children or a fun getaway with friends! Lakefront views, happy cottage with water access, a private dock, hot tub and sauna! Fun outdoor gear such as kayaks and stand up paddle boards. Kids can enjoy the an outdoor play structure and many toys to play with! Launch your boat or Seadoo just 5 minutes away! *We keep one security camera facing out from the front door onto the porch and driveway which is on at all times.

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, 137 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 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, 162 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 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, 157 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

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