
Holiday rentals with a pool in Trent Hills
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Trent Hills
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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

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

Nestled In B&B - sole, private use of lower level
You won’t want to leave this charming, one-of-a-kind Airbnb. You have exclusive use of the walk-out lower level, private patio offering a stunning view of Lake Ontario, use of a seasonal pool in the summer and a fire pit for the cooler months. Nestled In is close to Highway 401 as well as the Apple Route (Highway #2) and located near Brighton with Presqu'ille Provincial Park beach and hiking trails only 10 mins away. We are also 30 minutes from the famous Prince Edward Country wine region.

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.

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.

Birdsall Cottage Retreat w/ Pool, Deck, BBQ, Canoe
Welcome to our 3 bedroom cottage retreat located just north of Rice Lake. Our rural cottage has a beautiful in-ground pool and a large wooden deck space that includes Muskoka chairs and a BBQ grill for guests to enjoy. Our property also has a large backyard and plenty of space in the driveway for parking vehicles and boats. The cottage can comfortably sleep 6 guests, it has 3 common living rooms, a large stone fireplace, Starlink Wifi, board games & so much more! Book your next stay today!

One-of-a-kind pool, Whole Family, 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.

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.

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.

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

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.

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!
Popular amenities for Trent Hills rentals with a pool
House rentals with a pool

The Carrying Place

Downtown Picton, salt water pool

Crossroads of the County

Lakeside Retreat - Pool+GolfSim+HotTub+Sauna+Gym

The Hunt House: A newly renovated 1870s farmhouse

Welcome to Misfit Manor! w/ Pool & Hot Tub!

Multi-Family cottage w/ Pool near Presqu'ile & PEC

House, Hot tub, Pool, BBQ, Bonfire, Movie Room
Apartment rentals with a pool

Lakeview Condo / Fenelon Falls

Condo in Kawartha Lakeside at Golden Beach Resort!

Newly Built Condo in Fenelon Falls, Lake Views

LUXE Lakeside Suite - Pool-Gym-Pet Friendly
Other holiday rentals with a pool

Pleasant Stay on Pleasant Bay (STA no 2022-0089)

The Perfect Retreat-Heated salt water pool

Apple Route Getaway!

Cliffhouse on The Bay, Waterview Getaway with Pool

Lakefront-Kawarthas-Beach Playground-White Cottage

Unique 2 Bedroom Resort Cottage in Prince Edward

2 Bedroom Modern Basement Apartment

Fenelon Falls Condo Retreat on Cameron Lake
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 £52 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

4.7 Average rating
Trent Hills stays receive an average rating of 4.7 out of 5 from guests
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- Rentals with a patio Trent Hills
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- Bay of Quinte
- Pigeon Lake
- Presqu'ile Provincial Park
- Cobourg Beach
- Batawa Ski Hill
- Sandbanks Provincial Park
- Riverview Park and Zoo
- Silent Lake Provincial Park
- Rosehall Run Vineyards Inc
- Ste Anne's Spa
- Kawartha Highlands Provincial Park
- Canadian Tire Motorsport Park
- National Air Force Museum of Canada
- North Beach Provincial Park
- Sandbanks Dunes Beach
- Petroglyphs Provincial Park
- Ranney Gorge Suspension Bridge
- Closson Chase Vineyards
- Bon Echo Provincial Park
- Hinterland Wine Company
- Grange of Prince Edward Vineyards and Estate Winery
- Lake on the Mtn Provincial Park




