Holiday rentals with a pool in Trent Hills

4.96 out of 5 average rating, 115 reviews

Guest suite in Keene

Welcome to Paradise on Rice Lake!

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

4.8 out of 5 average rating, 216 reviews

Cottage in Tweed

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.

Guest suite in Kawartha Lakes

4.98 out of 5 average rating, 389 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 common space, plus a full bath, kitchen facilities, and living area. 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!

Apartment in Havelock-Belmont-Methuen

4.94 out of 5 average rating, 193 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.

4.9 out of 5 average rating, 106 reviews

Cottage in Bailieboro

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!

4.97 out of 5 average rating, 149 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.

5 out of 5 average rating, 258 reviews

Home in Keene

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.

4.9 out of 5 average rating, 101 reviews

Cabin in Gores Landing

Oriole Ridge Cabin - SOLD- new listing available!

We have sold this beautiful retreat! In order to book please visit the listing from the new owner: airbnb.ca/h/orioleridgeretreat Relax at this serene and distinctive retreat. Oriole Ridge Cabin is enveloped by forest vistas and sounds, nestled against a wooded ravine. Unwind in the 2-person hot tub while taking in the sweeping expanse of Rice Lake. With a north-facing perspective, you can witness both the sunrise and sunset. Oriole Ridge offers a secluded haven just for you during your stay.

Guest suite in Kawartha Lakes

4.93 out of 5 average rating, 140 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!** * except during bans, April

4.95 out of 5 average rating, 189 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.

4.94 out of 5 average rating, 194 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.

4.93 out of 5 average rating, 241 reviews

Cottage in Consecon

Muskoka-Style Lakefront Cottage with Pool & Sauna

Welcome to your Prince Edward County getaway! Our Muskoka-style lakefront cottage with pool, sauna and hot tub was 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 Consecon Lake, we are 15 mins from Wellington and close to over a dozen wineries. We've been Superhosts since 2017, and our family of five would love to host you and welcome you to our little slice of paradise.

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Popular amenities for Trent Hills rentals with a pool

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House rentals with a pool

4.97 out of 5 average rating, 37 reviews

Crossroads of the County

GraziellaRating, 5 stars1 week ago

We just returned from a weekend with our extended family at Crossroads of the County. The home is beautiful, extremely clean and has everything you can think of. Kitchen is stocked with utensils and spices making it easy to make your own food there. The location itself is also a quick drive to anywhere you want to go in the area. We loved how kid friendly the location was with toys for the kids, and even plates and cups + playpen and high chair making it a lighter packing trip for us. We would definitely (and hope to!) return again!

5 out of 5 average rating, 38 reviews

Home in Carrying Place

The Hunt House: A newly renovated 1870s farmhouse

TaraRating, 5 stars9 months ago

Hunt House was exactly what we needed! We were 4 couples staying for a mini reunion and the accommodations were perfect. The bedrooms are all sizable and the beds are cozy. The dining and living rooms were all big enough to accommodate 8 adults comfortably and we never felt like we were on top of eachother. The kitchen is well stocked with cooking utensils. The pool and lounge area were wonderful over a warm, sunny weekend. Olivia was prompt to respond and easy to communicate with. We are so grateful for the space. Thank you for everything! We hope to come back again.

4.94 out of 5 average rating, 52 reviews

Home in Brighton

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

PamelaRating, 5 stars1 week ago

⭐️⭐️⭐️⭐️⭐️ Absolutely amazing stay! Although the pool heater wasn’t working, the hosts went above and beyond to make it right—surprising us with a beautiful charcuterie board and allowing us a late check-out. They were so kind and accommodating, truly the best Airbnb hosts I’ve ever had. My family of 6 had a wonderful time relaxing and enjoying the beautiful home, which was perfectly located near so many attractions. Highly recommend!

4.8 out of 5 average rating, 5 reviews

Home in Marmora

Countryside Getaway | On the Heritage Trail

AliceRating, 5 stars9 months ago

Host is responsive and accommodating, place is clean, spacious and quiet. Kitchen is fully equipped to use, utensil-wise (no salt/pepper/spices). Thank you for a great, last-minute stay.

4.74 out of 5 average rating, 23 reviews

Home in Stirling-Rawdon

Countryside Retreat. Large Group Stay - 30 People

ZakRating, 5 stars9 months ago

Julian was an extremely responsive host who always was there at a minutes notice. Aspects of the place were even nicer than the pictures like the backyard patio of the Stonehouse and the Stonehouse livingroom. Had plenty of things to do for entertainment and pretty close to town. Has a real cottage/summer home vibe. Had PLENTY of space for 16 of us. Water pressure was a bit low in the Cottage house at times without any other taps running to interfere. Julian left hand written notes for different things around the house and even said we were able to take some plants that were already potted. A+

4.89 out of 5 average rating, 210 reviews

Spacious family and group getaway w/ 5BR and pool

CorlynRating, 5 stars1 month ago

This was the perfect location for us in PEC. It was central to the wineries, breweries, walking trails and parks we fit into our visit. Bonnie was a greag host who provided a lot of detail in advance of our check-in.

4.74 out of 5 average rating, 31 reviews

Bungalow Citron - Waterfront with Pool!

AshleyRating, 5 stars9 months ago

This was an extremely beautiful property with incredible views. The home itself was perfect. Unfortunately we were in the county during a week of terrible weather and since the pool wasn't heated, we couldn't use the pool for the entire duration of our stay with the very cold air which was a huge disappointment for us-but of course not the host's fault.