
Holiday rentals with a pool in Trent Hills
Find and book unique homes with a pool on Airbnb
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 $101 AUD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Trent Hills holiday 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.

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 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.

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.

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.

Lakefront ⛱ Family Resort | Boat | Deck | Pet
🌅 Lakefront Escape | Beach+Pool | Family Resort | 2h from Toronto Stunning lakefront cottage in a vibrant family resort—perfect for fun, activity-filled getaways and family time by the water. • Private lakefront deck 🌊 • Steps to beach & pool 🏖️ • Included: Kayak, canoe, splash zone & more 🚣♀️ • Optional add-ons: Golf & boat ⛳🚤 • Fully equipped kitchen 🍽️ • Private fire pit 🔥 • 50" TV + Netflix 📺 *$35/night/cottage resort fee is NOT included and is paid separately at check-in*

One-of-a-kind pool, Farm Stay, Learn about 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.

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.

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 STR2026-149

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
House rentals with a pool

The Carrying Place

The Hunt House: A newly renovated 1870s farmhouse

Stone House Manor

Oriole Ridge Retreat, Hot Tub, King Suite

Bungalow Citron - Waterfront with Pool!

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

Luxury Farmhouse Retreat / Hot Tub / Games Room

Pearadise on West Lake | Waterfront w/ Pool
Other holiday rentals with a pool

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

Pigeon Lake Trailer Rental

#1 Cottage - South Africa

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

Marmora Cottage - HOT TUB, POOL

Baltimore Tree Farm Couples Retreat

Birchwood Rentals

Apple Route Campsite #4 (Jubalee Beach Park)
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- Rentals with outdoor seating Trent Hills
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- Family-friendly rentals Trent Hills
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- Rentals with a hot tub Trent Hills
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- Rentals with lake access Trent Hills
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- Sandbanks Provincial Park
- Presqu'ile Provincial Park
- Sandbanks Dunes Beach
- Cobourg Beach
- Pigeon Lake
- Bon Echo Provincial Park
- North Beach Provincial Park
- Batawa Ski Hill
- Ste Anne's Spa
- Kawartha Highlands Provincial Park
- Rosehall Run Vineyards Inc
- Silent Lake Provincial Park
- Ranney Gorge Suspension Bridge
- National Air Force Museum of Canada
- Black Bear Ridge Golf Course
- Petroglyphs Provincial Park
- Riverview Park and Zoo
- Grange of Prince Edward Vineyards and Estate Winery
- Closson Chase Vineyards
- Bay of Quinte
- Kawartha Nordic Ski Club
- Del Crary Park
- Lake on the Mtn Provincial Park
- Canadian Tire Motorsport Park





