Holiday rentals with a pool in Lennox and Addington County

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Top-rated rentals with a pool in Lennox and Addington County

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Superhost
A game room features a pool table with colorful balls arranged for play. Above, a chandelier hangs over the table, complemented by a wall adorned with animal mounts and decorative paddles. A stone fireplace provides a cozy focal point, enhancing the room's welcoming ambiance.
Cottage in Tweed
4.79 out of 5 average rating, 235 reviews

Beautiful Riverfront Cottage

See picturesque views of the Moira River from our privately located cottage surrounded by trees and teeming with wildlife. Cast off from the dock or use the canoe or kayak to try your luck at catching fish. Our 4 bedrooms and 2 pullout futons provide enough space for 12 to sleep comfortably. The huge dining table is perfect for hosting dinners or board games. Play a game of pool or ping ping, or take in a movie in the cozy basement entertainment room. Also has central A/C and 2 gas fireplaces.

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, 126 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

Superhost
A winding wooden path leads to a fire pit area surrounded by four red Adirondack chairs. A gentle fire flickers in the center, and a grassy area with scattered patches of dirt offers a natural setting. The river is visible in the background.
Home in Belleville
4.86 out of 5 average rating, 63 reviews

River Runs Through It (park pass included)

Ranked #1 in Belleville by Loyalists College students and local critics. With 1/3 of the backyard on the river bed, “River Runs Through It” is a perfect choice for a large family or a couple’s getaway into nature yet still have the convenience of downtown living. You can clearly hear the sound of river running from every room of the house and enjoy fishing or playing with turtles in your own backyard. It’s also close to Sandbanks Provincial Park, wine tasting, fabulous restaurants and more!

Guest favourite
Guest suite in Greater Napanee
4.94 out of 5 average rating, 16 reviews

The Siren’s Rest

Welcome to your family retreat on the water. With private boat launch on a prime bass and walleye spot, this peaceful getaway is ideal for making memories whether you’re teaching the kids to fish, roasting marshmallows around the firepit, swimming in the pool, unwinding in the sauna, or spotting swans over morning coffee. Spend the day on a wine tour, or enjoy time on the water kayaking. Comfortable, spacious, and surrounded by nature, this is where family time meets relaxation and adventure.

Top Guest favourite
The exterior of the stone cottage showcases a charming blend of natural stone and modern metal roofing. A bright red door stands out against the gray stone, while rocking chairs are placed on the grassy area, surrounded by the vibrant green landscape.
Guesthouse in Greater Napanee
5 out of 5 average rating, 47 reviews

The Stone Cottage on Hay Bay

Stay in a bespoke 1800s Stone Cottage. A fully-equipped, loft-style space with modern amenities and old-world charm set on a wonderful country property. Enjoy your private patio and heated inground pool in summer, and cozy fireplace in winter. Whether you want to escape to the country or The County, this beautiful cottage is exactly what you didn't know you needed. Quick access to Napanee, Kingston and the free five-minute Glenora ferry that places you in the heart of Prince Edward County.

Guest favourite
A tranquil outdoor pool reflects the evening sky, framed by a wooden deck. Two lounge chairs sit beside the pool, offering a space for relaxation. The backdrop features a well-lit house, enhancing the serene environment of the property.
Villa in Belleville
4.95 out of 5 average rating, 65 reviews

Harmony villa. Pool, H/Tub, Sauna, BM& V/B

Take it easy at this unique and tranquil getaway. Peaceful spacious 6+ 1 large sofa bed & 3 cot’s beds (5 BR) country living villa . Great place to spend your free time with your family and friends about 12 to 15 people can accommodate in the place. Pool, H/Tub, Sauna , fire pit, barbecue area, Gazebo , outdoor Badminton court, Outdoor volleyball court, Trampoline, Picnic table , Pool table and huge deck around the house. Few min to 401 and shopping area. 40 minutes to sandbanks beach

Top Guest favourite
The log home features a welcoming exterior with a dark green roof. A wooden deck surrounds the front, providing access to the yard. Lush greenery is visible around the property, contributing to a serene, private setting.
Chalet in Newburgh
4.92 out of 5 average rating, 83 reviews

Evergreen Log Home with Hot Tub + Pool

The Evergreen is a cozy, modern 4-season log home with 2 bedrooms & an office. This family home boasts open-concept living and a tranquil 2.5-acre private yard with a hot tub! Fire pit, above-ground pool, BBQ and screened-in gazebo open seasonally. The Evergreen is a safe, inclusive space where everyone is welcome! This is an older home, not a hotel; we love its imperfections and we hope you do too! Firewood not included, BBQ unavailable in winter months. Our pool opens in late spring!

Top Guest favourite
An outdoor pool is framed by lush greenery and a rustic wooden barn. Two lounge chairs with umbrellas provide shaded seating, and a well-maintained grassy area surrounds the pool, creating a peaceful space for relaxation.
Home in Prince Edward
4.96 out of 5 average rating, 222 reviews

The Old Stone Farmhouse with Hot Tub & Heated Pool

Renovated historic stone farmhouse located about 6km from both Picton and Bloomfield. Relax in the hot tub, swim in the pool, lay in the hammock or enjoy a campfire under the stars. Over 2 acres of beautiful country views to explore. However, we are still close enough to the action that you can get to Bloomfield, Picton or some of the biggest wineries by bike. Ideal for couples and small group getaways. Hot tub is operational year round. Pool is open beginning of June - end of September.

Top Guest favourite
A spacious outdoor area features a swimming pool surrounded by a concrete deck. The heritage home, constructed with light-colored stone, is visible in the background, complemented by well-maintained greenery and lounge chairs. A clear blue sky enhances the serene atmosphere.
Home in Stone Mills
4.98 out of 5 average rating, 40 reviews

Fabulous Vacation Home incl. Heated Pool & Hottub!

Heated pool open June 1st! You have exclusive use of this beautiful, spacious heritage home and property. 2 bedrooms available, one king bed and a main floor queen. There's also a comfy single bed in the gables. Possibility of 3rd king bedroom opened for additional cost. Located in a private country setting, you can truly relax and take in "the calm" of this house. Enjoy the hottub year round, and the heated pool until October. We love our home and proudly offer a very special retreat.

Top Guest favourite
A bright and inviting living area features a yellow accent chair paired with a patterned throw pillow. A round area rug anchors the space, while a wooden side table and a glass-front cabinet add warmth. A large artwork adorns the wall opposite a dining area.
Home in Prince Edward
4.95 out of 5 average rating, 101 reviews

Design-Forward Luxury Retreat w/ Pool + Hot Tub

Welcome to Valley Road House — a secluded, design-forward retreat in complete privacy, surrounded by nature. Open living spaces and natural light create a calm, elevated feel. Enjoy a sleek chef’s kitchen, curated interiors, and games room. Outside, relax in a heated pool, spacious seating area, and 7-person hot tub. End your day by the firepit under open skies. With no neighbors in sight, this is a rare escape of space, stillness, and quiet luxury. Perfect for groups and families.

Guest favourite
Home in Quinte West
5 out of 5 average rating, 6 reviews

Private Estate | Pool, Hot Tub, BBQ & Family Fun

🍃Escape to this luxurious retreat near Oak Lake in Quinte West, perfect for golf weekends, family gatherings, retreats, and memorable group stays. Enjoy a private pool, hot tub, BBQ, fireplaces, games room, sunroom, and spacious indoor and outdoor living areas designed for both relaxation and connection. Surrounded by nature and just minutes from golf courses and lake access, this property offers the perfect balance of comfort, entertainment, and peaceful getaway living.

Guest favourite
A bright and airy space is highlighted by large arched windows that offer a view of the bay. A small table is adorned with a decorative lamp and a vase of flowers. Soft pillows rest on a white-covered bench, inviting relaxation.
Apartment in Quinte West
4.92 out of 5 average rating, 158 reviews

A private setting overlooking Bay of Quinte

Join us for a relaxing visit on the Bay of Quinte with gorgeous morning and evening views. Private Swimming Pool, ping pong table, badminton court, canoe available and large property to enjoy. The fully equipped apartment has a balcony which overlooks the bay...(there are 20 steps to walk up). A private and serene setting on Old Hwy 2, only 15 mins from Hwy 401, 45 mins from Prince Edward County, Sandbanks Park, art galleries, golf courses and many wineries, etc.

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