Vacation rentals with a pool in Trent Hills

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Trent Hills

  • Total vacation rentals

    Explore 30 vacation rentals in Trent Hills

  • Nightly prices starting at

    Trent Hills vacation rentals start at G$14,626 GYD per night before taxes and fees

  • Verified guest reviews

    Over 450 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Trent Hills vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Trent Hills rentals

  • 4.7 Average rating

    Trent Hills stays receive an average rating of 4.7 out of 5 from guests

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 favorite
Guest suite in Keene
4.96 out of 5 average rating, 135 reviews

Welcome to Paradise

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: 4 beds, 1 King, 2 Queen Murphy beds with Tempur-Pedic +1 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 favorite
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, 121 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 favorite
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.
Apartment in Havelock-Belmont-Methuen
4.94 out of 5 average rating, 214 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, duck & frog pond , Fire Pit, Pizza night is every Saturday . Winter: snow shoes skating, ice fishing, lots of winter activities. Local Cheese factory Doohers Bakery, Belmont Lake Brewery , We've added an Eco Pool & Outdoor Sauna.

Top guest favorite
A field of sunflowers stands tall against a clear blue sky. The bright yellow blooms are surrounded by lush green leaves, creating a vibrant contrast. Various sunflowers face multiple directions, emphasizing the natural beauty of the rural environment.
Farm stay in Port Hope
4.96 out of 5 average rating, 100 reviews

Fully renovated 2 bedroom apartment

Make some memories at this unique and family-friendly place. Located in rural Port Hope, this two bedroom apartment is located on a 4 acre property with chickens and a shared pool area. This two-level apartment is accessed via outdoor stairs and has a private deck area with a BBQ for cooking and relaxing outdoors. Fully equipped for a weekend retreat to a month-long stay, the apartment has a full kitchen, cookware, and dishes. Guests are provided with linens, bath towels, and pool towels.

Top guest favorite
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, 117 reviews

A Modern Creekside Retreat in PEC (STA 2019-0276)

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 favorite
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.

Top guest favorite
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, 272 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 on the edge of Consecon Lake, we're 13 mins from Wellington & close to many wineries. We've been Superhosts since 2017, and our family would love to welcome you to our little slice of paradise. STA License #: ST-2019-0223.

Top guest favorite
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
4.94 out of 5 average rating, 166 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 favorite
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, 219 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.

Guest favorite
A quaint stone house is surrounded by lush greenery, with vibrant flowers and plants visible in a landscaped garden. A cheerful yellow picket fence marks the entry to the property, adding a pop of color to the serene environment.
Home in Marmora
5 out of 5 average rating, 14 reviews

Stone House Manor

Jackson Venues is excited to list its second AirbnbThe Stonehouse Manor. It shares a riverview waterfront with Cabin On The Crowe. The combined venues have 9 beds to accommodate 16 people. A five time Superhost with all 5 star reviews, you won't be disappointed. Located within a 2 hr drive from Toronto and a 2.5 hr drive from Ottawa and less than an hour to Prince Edward County. Surrounded by lakes and rivers. Bring family and friends to this great place with lots of room for fun.

Top guest favorite
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, 410 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 living area, plus a full bath, and kitchen facilities. 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 favorite
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, 97 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.

Popular amenities for Trent Hills rentals with a pool

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