Holiday rentals with a pool in Trent Hills

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Top-rated rentals with a pool in Trent Hills

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

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Top guest favourite
Guest suite in Keene
4.96 out of 5 average rating, 133 reviews

Welcome to Paradise on Rice Lake 4-6 month winter

Welcome to Paradise on Rice Lake Unique, semi-detached cottage has a heated pool, southern exposure, private deck with glass railing overlooking the lake. Included: 3 beds total, King, Queen Murphy bed with Tempur-Pedic + pull out Queen sofa bed All S/S appliances, W&D, dishwasher, gas stove, firewood available $15, propane BBQ, outdoor dining area overlooking the lake. boat dock in front, great fishing, 5min to Keene for LCBO, Pharmacy, Gen Store, ATM, 1:20 from Toronto, :20 to Peterborough

Guest favourite
A clear geodesic dome is set in a garden, surrounded by greenery and softly glowing pathway lights. Inside, a comfortable seating area and a small dining table are visible. Twinkling string lights create a serene ambiance, inviting relaxation beneath the evening sky.
Home in Campbellford
4.98 out of 5 average rating, 47 reviews

Moon River

“Moon River, wider than a mile. I’m crossing you in style”. Located at a 5-star location, this historic home was freshly designed by a professional interior designer. The stunning emerald tiles in each bathroom reflect the color of the river running outside. While enjoying a warm bath in a freestanding bathtub in the bedroom, you’ll be amazed by the bright moon above the peaceful river outside the window. “Moon River” is ideal for a large family(up to 16) vacation or a romantic getaway for 2.

Top guest favourite
The exterior of a well-maintained home is captured, surrounded by lush greenery and flower beds. A stone pathway leads to the entrance, which features a covered porch with large windows. Colorful flowers add vibrancy to the garden area, complemented by a serene natural setting.
Guest suite in Kawartha Lakes
4.98 out of 5 average rating, 397 reviews

A "Peace" of Eden -- Private suite in country home

Quiet country setting surrounded by forest and farmland, bordering on the Altberg Wildlife Sanctuary Nature Reserve. Lower level suite with private entrance includes one separate bedroom, one bed with room divider in the common space, plus a full bath, kitchen facilities, and living area. Once called the "United Nations of birds", we are just a short drive from public beaches, lakes, the Victoria Rail Trail, and Monck's Landing Golf Course (stay and play package available). Fabulous star-gazing!

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
4.98 out of 5 average rating, 110 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

Top guest favourite
A rack holds several kayaks under the shade of trees in a spacious yard. The peaceful lake is visible in the background, bordered by greenery. Sunlight filters through the leaves, creating a calm atmosphere that enhances the natural surroundings.
Flat in Havelock-Belmont-Methuen
4.94 out of 5 average rating, 210 reviews

Belmont Lake Getaway

8 + acres w/ Fully Private separate entry facing pond & lake ,one bedroom with queen bed, living room with queen pull out couch , TV etc, dining room, full kitchen, and bathroom is wheelchair accessible, host main house above, Summer: kayaks and canoes , fishing, ducks & pond , full gardens. Pizza night is every Saturday . Winter: snow shoes skating, ice fishing ,curling ,lots of winter activities. Local Chocolate & Cheese factories, Wineries, We added an Eco Pool with beach for swimming.

Top guest favourite
An aerial view captures a spacious backyard featuring a modern heated pool surrounded by lounge chairs. A fire pit seating area is placed nearby, with the backdrop of trees and a vibrant sunset sky illuminating the scene. The contemporary back of the house faces the pool.
Home in Wellington
4.97 out of 5 average rating, 164 reviews

Prince Edward Landing

Victorian Home in PEC gets a full renovation to become a one of a kind vacation home. Featured in the Globe & Mail the house is a 2018 restoration of old-world charms with as many contemporary comforts as one wishes. From the gorgeous landscape and a screened-in, white-trim front porch to the fully modern spectacular interior The back of the house is a stunning starkly contemporary black box, designed by architect Jay Pooley, a lecturer at the University of Toronto’s school of architecture.

Guest favourite
An aerial view captures the expansive property featuring multiple structures, a large swimming pool surrounded by a grassy area, and well-maintained landscaping. The clear separation of different outdoor spaces is evident, along with a trampoline and several trees dotting the landscape.
Farm stay in Kawartha Lakes
4.88 out of 5 average rating, 127 reviews

Luxury, One-of-a-kind Pool and Zen with Horses

Luxury spaces for the whole family, YEAR ROUND Zen with horses in our heated barn, magnificent views. Private suite, Fire Pit, Hiking Trail, outdoor kitchen and BBQ. Billiards, shuffleboard, trampoline, table tennis, basketball and more. Book an archery tag or axe throwing game! Search horse experiences Sky Haven Equestrian in Bethany. Kids Stay Free! When booking enter number of adults only. Wutai Shan Bhuddist Garden is 4 min. away. Great for entertaining. Inquire about our event space.

Guest favourite
A spacious living area features high, wooden ceilings with large windows allowing natural light to fill the room. Plush seating options comprise dark and bright yellow armchairs alongside a sectional sofa. Green plants add a touch of nature to the modern decor.
Chalet in Consecon
4.94 out of 5 average rating, 112 reviews

A Modern Creekside Retreat in PEC (MT20211638)

Escape to the County Creek House, a 3,000 sq ft, 4-bedroom, 2.5-bathroom haven designed for unforgettable gatherings. This design-forward gem is surrounded by 6 acres of private land backing onto a serene creek and conservation area, offers the ultimate blend of modern luxury and natural beauty. Perfectly located in the heart of Prince Edward County (PEC), you’re just minutes from world-class vineyards, provincial parks, sandy beaches, and the gourmet and antique treasures of The County.

Guest favourite
The cottage is situated along the shoreline of Consecon Lake, surrounded by lush greenery. A spacious deck extends from the cottage, offering access to a seasonal dock. A pool is visible on the deck, enhancing the outdoor space along the water.
Cottage in Consecon
4.94 out of 5 average rating, 249 reviews

Lakefront Cottage with Pool, Hot Tub & Sauna

Welcome to your Prince Edward County getaway! Our Muskoka-style lakefront cottage with pool, sauna and hot tub was custom-built in 2004. Perfect for families and very private, it comfortably sleeps 8 adults with additional room for children (10 years and under). Located literally on the edge of Consecon Lake, we're 13 mins from Wellington & close to over a dozen wineries. We've been Superhosts since 2017, and our family would love to host you and welcome you to our little slice of paradise.

Guest favourite
A serene outdoor space features a hot tub surrounded by lush greenery and natural stone pathways. Flower beds with white blooms are arranged neatly, complemented by a wooden lattice for privacy. The setting invites relaxation amid the tranquil backdrop of trees.
Cottage in Hastings ,Trent Hills
4.96 out of 5 average rating, 23 reviews

Cheerful 2 bedroom cottage with indoor fireplace.

Relax with the whole family at this peaceful rustic cottage that is situated on 21 acres with trails in the beautiful County of Trent Hills. Cottage is fully furnished with fully equipped kitchen with appliances, pots and pans, microwave, BBQ with patio table and chairs and gazebo. 3 piece bathroom. Wood stove inside for those chilly nights. Cottage has wifi. Large outdoor fire pit to be enjoyed in the evenings. Small above ground pool to cool off. Hot tub for you to relax and unwind.

Guest favourite
An inground pool is set within a serene forest backdrop, surrounded by a spacious patio area. Comfortable seating is arranged with bright red chairs and a matching umbrella. Soft lighting is provided by strings of lights overhead, enhancing the outdoor space.
Guest suite in Kawartha Lakes
4.93 out of 5 average rating, 149 reviews

Hidden Acres - a Stay and Play Retreat!

Are you looking for some nature therapy? You'll be nestled in several acres of forest, where you can hear the birds and enjoy the private backyard. The hot tub and campfire* beckon in all seasons, and the heated inground pool is open from mid-June to Labour Day each year. We are dog friendly, but cannot accept other pets due to allergies. Please be sure to read our house rules before booking. **We are excited to share that we now offer a Level 2 EV outlet!** Licence number STR2025-344

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, 201 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.

Popular amenities for Trent Hills rentals with a pool

Quick stats about holiday rentals with a pool in Trent Hills

  • Total holiday rentals

    Explore 30 holiday rentals in Trent Hills

  • Nightly prices starting at

    Trent Hills holiday rentals start at € 68 per night before taxes and fees

  • Verified guest reviews

    Over 450 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Trent Hills holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Trent Hills rentals

  • 4.8 Average rating

    Trent Hills stays are highly rated by guests – averaging 4.8 out of 5!

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