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
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
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
Cottage in Bailieboro
4.9 out of 5 average rating, 115 reviews

Majestic Lake Haven ~ Heated Pool~Hot Tub~Dock

As if emerging straight out of a fairy-tale fantasy, this 6-bed lakefront retreat exudes luxury and unmatched privacy like no other. Envision a place of solitude nestled on an enormous grassy lawn, with a heated swimming pool + bubbling hot tub, a private dock for spontaneous swims & fishing, plus a BBQ & fireplace for evenings under a starlit sky. The interior is just as awe inspiring, boasting a 1500 sq. ft. interior, complete with a 52" smart HDTV, mini golf & board games for all around fun!

Top guest favourite
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.

Top guest favourite
Home in Keene
5 out of 5 average rating, 262 reviews

Spacious Lower Level Walkout in the Country

Beautiful lower level walkout in COUNTRY 15K from downtown Peterborough. Reflective waterfall/pond & gardens or if you like to be active pool(summer) & woodland hiking trails. Nearby boat launch on Otonabee River, excellent fishing. Large pool accommodates an active family(summer). Spacious family room with 60" HDTV (Bell Express & Netflix), kitchen & eating area. 4 bedrooms should be ample space for family/ friends. NO PETS & NON SMOKERS ONLY. WE LIVE ON MAIN LEVEL & DO NOT LIVE IN THE CITY.

Guest favourite
Bungalow in Wellington
4.88 out of 5 average rating, 100 reviews

Harwood House

AirBnB: "Your listing is one of the top." A charming three bedroom home on a quiet street at the edge of Wellington. Just inches outside the hubbub of Ontario's most popular summer destination! Steps away from everything. Near the LCBO, Lakeshore Farms Market, Wellington Bakery. A few more minutes and you're on main street Welli with an array of fine dining and nightlife. You're in the epicentre of Wine Country, within minutes of dozens of name-brand wineries, breweries, marvelous attractions.

Guest favourite
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
Cottage in Consecon
4.94 out of 5 average rating, 248 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
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
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.

Guest favourite
Home in Prince Edward
4.94 out of 5 average rating, 200 reviews

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

Quick stats about holiday rentals with a pool in Trent Hills

  • Total rentals

    30 properties

  • Nightly prices starting at

    $103 SGD before taxes and fees

  • Total number of reviews

    370 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore