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

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

FamilyValueBackyard

4.98 out of 5 average rating, 111 reviews

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

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

LocationValueGetting around

5.0 out of 5 average rating, 260 reviews

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

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.

FamilyLocationBiking

4.92 out of 5 average rating, 332 reviews

Guest favorite

An A-frame house is presented with a blue exterior amidst a snowy landscape. The structure showcases a sloped roof with multiple windows and a door leading to a deck. Surrounding trees, partially covered in snow, create a serene and natural setting.

Home in HUNT

Modern & Charming Eh-Frame | 4-Season Chalet

Escape the everyday chaos and unwind in this romantic A-frame home. Nestled on 36 acres of forest and marshland, this charming getaway will fulfill any couple’s desire for a private weekend in the woods to indulge in a deep connection with each other and with nature. High loft ceilings, exposed beams, wood burning fireplace, a cozy loft bedroom, spacious shower for two, and sunken soaker bathtub create an intimate and pleasing ambiance for your carefree retreat. Hosts an abundance of wildlife.

LocationValueHiking

4.97 out of 5 average rating, 246 reviews

Top guest favorite

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

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 enjoy 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.

ValueFamilyView

4.96 out of 5 average rating, 191 reviews

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

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!

FamilyValueHospitality

4.93 out of 5 average rating, 105 reviews

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

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!

FamilyLocationCheckout

4.94 out of 5 average rating, 124 reviews

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

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.

ValueFamilyCheck-in

4.96 out of 5 average rating, 266 reviews

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

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.

ValueLocationCleanliness

4.75 out of 5 average rating, 104 reviews

Superhost

Cottage

Layla’s Hideaway

Whether you are sipping coffee on the dock, eating a meal out back, or paddling along the bay, you are going to love being here. Ideally located on a quiet Lane, our place is surrounded by nature and your very own private lake front. Come enjoy a family vacation or a friends gateway. The Bay of Quinte is famous for it's world class fishing. The county is home to over 40 wineries and many breweries. There is something for everyone in The Pec. STA #2024-0188 R1

LocationValueBeach

4.81 out of 5 average rating, 115 reviews

Top guest favorite

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

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

ValueFamilyCleanliness

4.96 out of 5 average rating, 305 reviews

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

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.

LocationValueCleanliness

4.97 out of 5 average rating, 311 reviews