
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

Harmony villa. Pool, H/Tub, Sauna, BM& V/B
Take it easy at this unique and tranquil getaway. Peaceful spacious 6+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 and huge deck around the house. Also indoor pool table and dining area. Few min to 401 and shopping area. 40 minutes to sandbanks beach

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

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.

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.

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.

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

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.

Dragonfield House: a beautiful stay in central PEC
Dragonfield House: STA License No. ST-2024-0206 Featured in Canadian House and Home, March 2015, Dragonfield House was designed with a contemporary approach to country living. It is a four bedroom split-level country house, plus a guest yoga retreat with all the amenities of a city home. It features a heated salt-water pool (Mid May until Mid October) and a brand new year round hot tub for six people! There are three work/desk areas within the house ideal for remote working.
Popular amenities for Trent Hills rentals with a pool
House rentals with a pool

Goldie's PEC

Downtown Picton, salt water pool

Crossroads of the County

The Hunt House: A newly renovated 1870s farmhouse

Evermore Guest House

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

New Adventures Edinburgh House/large heated pool

Summer Village House
Other holiday rentals with a pool

Pigeon Lake Trailer Rental

Apple Route Getaway!

Cottage A at Sandbanks Resort Village

House, Hot tub, Pool, BBQ, Bonfire, Movie Room

2 Bedroom Modern Basement Apartment

Private Suite with Pool Access

Beautiful modern cottage in Cherry Valley PEC

Entire Cottage in Cherry Valley PEC
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 £60 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
20 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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- Bay of Quinte
- North Beach Provincial Park
- Pigeon Lake
- Presqu'ile Provincial Park
- Cobourg Beach
- Batawa Ski Hill
- Sandbanks Provincial Park
- Riverview Park and Zoo
- Grange of Prince Edward Vineyards and Estate Winery
- Sandbanks Dunes Beach
- Silent Lake Provincial Park
- Closson Chase Vineyards
- Ste Anne's Spa
- Rosehall Run Vineyards Inc
- National Air Force Museum of Canada
- Ranney Gorge Suspension Bridge
- Canadian Tire Motorsport Park
- Petroglyphs Provincial Park
- Kawartha Highlands Provincial Park
- Bon Echo Provincial Park
- Lake on the Mtn Provincial Park
- Hinterland Wine Company




